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Vacation Rentals in Southport, ME and nearby

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All 110 Rentals in the Southport Area
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From
$457
Per Night
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1 / 22
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Southport
6 Bedrooms, 6 Bathrooms, Sleeps 12
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From
$900
Per Week
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1 / 12
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Southport
2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$526
Per Night
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1 / 31
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$437
Per Night
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1 / 35
Southport
5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
PIFFI BIFF Piffi Biff is a beautiful cottage located on the historic Southport Island on the Boothbay peninsula. With incredible views of the Atlantic Ocean, Squirrel Island, Boothbay Harbor, Burnt Island, you will also see porpoises, whales, migratory shore birds, sailboats, yachts and lobster... View all property information
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From
$462
Per Night
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1 / 35
Southport
4 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
TIDEWATER FARM This is Island Living the way we do it in Maine! Tidewater Farm is a beautiful little cottage located on Southport Island, about three miles from Boothbay Harbor. Once you come across the swing bridge, notice the second hand on your watch slow right down. Stunning views, cove and... View all property information
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1 / 16
Southport
4 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Early 1800's Maine home on Cosy Harbor with a shared dock and float. You are welcome to share our 2 kayaks when available. The dock is tidal, but has water around it most of the tide(8'at high tide). Walk to the Southport Yacht Club, Beaches, or the General Store for ice cream. The yacht club... View all property information
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From
$421
Per Night
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1 / 24
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Dishwasher
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spectacular Ocean Views from almost every room of this Island Cottage! Ocean, islands, boats of all kinds and a sandy beach, make it the perfect spot for a Maine Oceanfront Vacation. Enjoy your meals outside on the terrace area – gas grill, dining set, outside patio furniture and more to make... View all property information
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From
$393
Per Night
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1 / 18
Southport
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Fireplace
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A dream that has been repeating but now seems to be coming true has often been used to characterize past guests experiences after staying at Barnacles. What one will often describe when asked what they envision their Maine vacation on the rocky coast of Maine would look like. This classic Maine... View all property information
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From
$275
Per Night
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1 / 24
Southport
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (2) Make Inquiry
Amenities & Details
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Imagine sunrise breakfast, sunset dinners, and in between, life on the edge...the oceans edge! Our quaint Captains Cottage has all the warmth and comforts of home with an everchanging view! The first level includes, livingroom, 2 bedrooms, fully equipped kitchen, diningroom and bathroom. Off the... View all property information
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From
$398
Per Night
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1 / 28
Southport
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
PINE CLIFF DWELLER Pine Cliff Dweller is perched on the edge of a cliff overlooking Burnt and Squirrel Islands and the entrance to Boothbay Harbor and the open Atlantic! The owners of this magnificent property have maximized the view with tons of windows, covered and uncovered decks and indoor... View all property information
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From
$438
Per Night
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1 / 15
Southport
3 Bedrooms, 3 Bathrooms, Sleeps 5
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Amenities & Details
  • Fireplace
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Crashing ocean at your feet! This wonderful classic Maine summer cottage sits up high right on the Atlantic Ocean. Island Retreat is located on the east side of Southport Island. Enjoy island and boating views! There is a shared beach nearby for swimming. Lots of space in this three bedroom cottage... View all property information
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From
$451
Per Night
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1 / 19
Southport
3 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
THE LEDGE Listen to the gulls keen. Watch the Cormorants and osprey dive. Smell the salty tang in the air. Feel the pounding of the surf come up through the ledge on which you stand taking it all. Imagine the taste of the yummy lobster dinner planned for tonight! The Ledge will excite your senses... View all property information
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The following rentals are within 5 miles of Southport, Southport Island, Maine.

From
$200
Per Night
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1 / 24
Payment Protection
Boothbay Harbor, ME
3 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (15) Make Inquiry
Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Our log cabin is nestled in the Sprucewold Community, about a 5 minute walk to a beautiful beach and a 10 minute walk to downtown Boothbay Harbor. It is a spacious 2 bedroom + loft cedar log cabin that was recently redone with brand new floors, a screened in porch, and bathroom. We have a fully... View all property information
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4 of 5 stars Reviewed September 2, 2014
We found the cabin extremely quaint and accommodating. We enjoyed morning coffee on the screened in porch and made use of comfortable living room in the evenings. The owner was...
5 of 5 stars Reviewed August 5, 2014
This was our second year renting from the Taylors in their gorgeous cedar log cabin in Boothbay Harbor. It was great to be familiar with it, and to anticipate all that we were...
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From
$236
Per Night
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1 / 44
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Boothbay Harbor, ME
5 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Ocean Views
  • Private Fishing...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This lovely revolutionary war era cape-style house has a large central chimney, original pine floors, exposed beams and other period details. Electric wiring and indoor plumbing were added sometime in the last century -- this house is simple, authentic and quaint, not modern or luxurious. With... View all property information
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From
$198
Per Night
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1 / 11
Boothbay, ME
1 Bedroom, 1 Bathroom, Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Our Maine Getaway Come by yourself or with your spouse/partner and enjoy this comfortable studio waterfront unit. Enjoy the spectauclar sunsets over Linekin Bay. Rent a kayak and explore the Bay, or enjoy a walk through Linekin Preserve and the Burley Loop located just across the way from Water's... View all property information
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From
$750
Per Week
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1 / 7
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Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Lakeside Cottage Lakeside Cottage is a compact bright and cheery one bedroom cottage overlooking Appalachee Lake. Grill dinner on the deck while enjoying the sunset over the lake. Relax in the open living/dining/kitchen area and be taken in by the lake views from the extensive windows. Watch... View all property information
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From
$250
Per Night
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1 / 23
Payment Protection
Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Internet Access
  • Private Fishing...
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This oceanfront cottage is ideal for one or two people. It is fully self contained having everything you need for a memorable vacation. An amazing sunrise greets you each morning. It is quiet and and peaceful place as you sip your morning coffee on the porch which overlooks world famous Cabbage... View all property information
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From
$1,250
Per Week
View Details
1 / 12
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Boothbay Harbor, ME
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Ocean Views
  • Private Fishing...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Oceanview Cottage Beautiful 2 bed, 2 bath overlooking Linekin Bay in Boothbay Harbor area. Each bedroom has abundant closet and dresser space as well as a private bathroom and windows that assure good nighttime breezes. One room has twin beds that easily convert to a king, and the other has a... View all property information
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From
$130
Per Night
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1 / 14
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Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Nestled up on a hill peeking over Boothbay Harbor you will find this cozy two bedroom cottage. The two bedrooms have twin and full size beds. The living room has a sleeper sofa, gas fireplace, tv, DVD and wifi. The Kitchen is fully equipped with a 4 burner gas stove and dishwasher. In addition a... View all property information
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5 of 5 stars Reviewed July 22, 2014
Loved cozy cottage, especially enjoyed morning coffee on the porch with its harbor views. It was great to be able to walk down the hill and cross the footbridge to the shops and...
5 of 5 stars Reviewed July 22, 2014
There is no better place on this earth to be than Boothbay Harbor in the summertime. The Cozy Cottage was ideal. Comfortable, charming, and so inviting. The front porch was a...
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From
$190
Per Night
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1 / 11
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 3
Details Make Inquiry
Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
In town but with an out of town feel. It's just a short walk to the shops and restaurants from this intown duplex townhouse. Leave the car at home and walk down the hill to the shops, restaurants and waterfront activities. The Seahorse is located on Fisher Hill intown Boothbay Harbor. This cottage... View all property information
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From
$950
Per Week
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1 / 5
Payment Protection
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the weekly rental..(sat-sat)... View all property information
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From
$135
Per Night
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1 / 10
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East Boothbay, ME
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Oceanfront 2-bedroom cottage in East Boothbay with large deck overlooking water. This quintessential Maine cottage features a panoramic view of the water, of sunrises, and of the moon reflecting on the water. Built in the 1950s, this 2 bedroom cottage sleeps 6 (queen bed, full bed and pull-out... View all property information
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5 of 5 stars Reviewed September 4, 2014
A comfy and clean cottage .Has a large deck with a spectacular view of the water. My sister and I spent our evenings sipping wine and listening to the waves lap against the rocks...
4 of 5 stars Reviewed July 7, 2014
Nice ocean view. Great location, not far from Boothbay Harbor, Pemaquid Lighthouse, and other main harbors and sights. Nice setup for a quick getaway. Clean and pet...
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From
$229
Per Night
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1 / 18
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Arrowsic, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Safe
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
If you're looking for a great mid-coast Maine vacation spot, this is it! Mill Pond cottage is located on beautiful Arrowsic Island, surrounded by the Kennebec, Sasanoa and Back Rivers, just 10 minutes south of historic Bath, ME on Rt. 127. The cottage is situated on 5 acres of secluded woodland... View all property information
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5 of 5 stars Reviewed July 20, 2014
We have rented this cottage for 11 consecutive years, and it is truly the "best week of the year". It is immaculate and no detail has been overlooked. The owners are right next...
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From
$125
Per Night
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1 / 13
Payment Protection
Boothbay Harbor, ME
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • Balcony
  • Grill
  • Housekeeping...
  • Internet Access
  • Safe
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 1800s schoolhouse is full of charm! Gleaming wide pine floors and beamed ceilings add to the appeal. The home's location is truly what makes it exceptional. Walk 1 minute to the harbor or to our favorite breakfast spot. A 4 minute walk takes you to all Boothbay Harbor has to offer--shops,... View all property information
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1 / 8
Boothbay, ME
1 Bedroom, 1 Bathroom, Sleeps 1
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This One plus bedroom is on the second floor and has views of Adams Pond. Only 3 miles from downtown Boothbay Harbor, this apartment is convenient to shopping, dining, and area attractions. This is a great spot for 1 or 2 people. High Top has a living/dining room, full kitchen with apartment size... View all property information
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From
$695
Per Week
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1 / 14
Payment Protection
Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
A Cozy New England Boothbay Harbor, Maine Retreat, with water part views and 5 minute walk to town. These Delightful 1 Bedroom Condo is comprised of a Comfortable Living room, comfy large sofa, swivel armchairs, electric fireplace with flat screen Tv. Dining Room has table with 4 chairs, fully... View all property information
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5 of 5 stars Reviewed September 20, 2014
My husband and I are return visitors to Boothbay Harbor. Our choice of the 1890 House could not have been a better one! Karen P, our host, went out of her way to make our stay...
5 of 5 stars Reviewed October 20, 2013
My husband and I stayed in unit B for 3 nights this past week. We had originally rented unit D, but the owner had family in town and asked if we would mind switching to B, which...
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From
$2,000
Per Week
View Details
1 / 4
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East Boothbay, ME
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This Cotttage is located on Ocean Point, Mane. It is near Grimes Cove Beach where you can swim, sail, kayak or just enjoy the view. It's up to you if you want to launch or just kick back. Great place for a family getaway or couples retreat, just bring yourself and your imagination. View all property information
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From
$1,350
Per Week
View Details
1 / 15
Payment Protection
Boothbay, ME
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Fishing...
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
New for 2015 PERFECT for a family or group of friends to enjoy a vacation that gives you the peace and quiet and yet only minutes away from town. Enjoy the lake with it's tranquil morning peace and quiet as you enjoy the sunrise and loons on the water swimming by, or the enjoy sunsets as you lounge... View all property information
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From
$258
Per Night
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1 / 9
Payment Protection
Georgetown, ME
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
PLEASE NOTE: Thank you for visiting this property's page. We are still trying to determine available future dates for 2014 and beyond. We apologize for any inconvenience this may cause.... View all property information
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From
$179
Per Night
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1 / 10
East Boothbay, ME
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
When the alarm clocks, deadlines and traffic have you wanting some peace and quiet, come to Quiet Harbor. Located in East Boothbay, just minutes from Ocean Point or Glen Cove, is this one-bedroom former caretaker's cottage. Great for one or two people. Very private; access to a shared dock and... View all property information
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From
$175
Per Night
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1 / 9
Payment Protection
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Two bedroom log cabin: Cable TV, DVD Player, Sterio CD player, wireless internet, mini bar, washer+dryer, picnic table, barbecue grills. If you wanna book right away please call: 207-215-7098 Anytime, thank you for you booking, see you soon. View all property information
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From
$750
Per Night
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1 / 13
Payment Protection
Georgetown, ME
4 Bedrooms, 5 Bathrooms, Sleeps 9
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beautiful oceanfront house with lots of open space and views from every room. Minutes from Reid State Park, Five Islands, and fresh lobster! Studio suite also available for rent separately from house. View all property information
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From
$171
Per Night
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1 / 40
Payment Protection
Boothbay, ME
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Not a cottage or a cabin, Dragonfly Farm in Boothbay Maine is an antique bank barn that was lovingly converted into a modern, comfortable and spacious home. This spacious home with it's wrap around deck is well suited to out door enjoyment. The comfortable interior can easily accommodate a family... View all property information
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From
$114
Per Night
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1 / 19
Payment Protection
Boothbay, ME
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Are you visiting the Coastal Maine Botanical Gardens or the Mid Coast of Maine? If so rent this beautiful, 100 year old New England Farmhouse. It is one mile from the Coastal Maine Botanical Gardens, the largest botanical garden on the east coast and a must see while visiting the Boothbay area.... View all property information
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5 of 5 stars Reviewed November 10, 2014
Four related older ladies stayed at the Ladybug House for 5 days in October for a little family reunion. The house is on a quiet country road, not too far from Boothbay Harbor...
5 of 5 stars Reviewed May 25, 2014
I love Maine and I love this place. Ladybug is the perfect place to go and get away from it all. When I am there I forget about all the craziness of work and relax. Beautiful...
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From
$187
Per Night
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1 / 18
Boothbay, ME
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Mainely Pleasant The name connects this adorable cottage in Maine, to the owner's home in the South. You are but a short walk into Boothbay Harbor or to Barrett Park for kayaking, swimming or having a picnic. Picture yourself sitting on the deck enjoying the peace and quiet (except for the birds)... View all property information
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From
$329
Per Night
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1 / 7
Payment Protection
Boothbay Harbor, ME
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
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About this property
This will be filled in later View all property information
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$130
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1 / 10
Payment Protection
Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Private Fishing...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This beautiful, rustic cabin sits on a peninsula of Big Knickerbocker Lake and is the perfect choice for those seeking seclusion and privacy. Surrounded by old oak trees and water on three sides, this classic Maine hideaway was built by local craftsmen using reclaimed wood from a nearby antique... View all property information
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$115
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1 / 32
Georgetown, ME
2 Bedrooms, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Grill
  • Ocean Views
  • Private Fishing...
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
White Rocks is a classic New England shingle style summer cottage on the salt water in mid-coast Maine. The cottage overlooks a large bay and has spectacular views of islands, lighthouses, and the rocky coastline. White Rocks has a screened porch and a deck that both overlook the water, as well as... View all property information
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5 of 5 stars Reviewed December 11, 2014
The view is spectacular all day long from seals, bald eagles, great blue heron and mink scampering along the rivers shoreline. The cottage is clean and comfortable, the screened...
5 of 5 stars Reviewed December 11, 2014
This past August, we enjoyed yet another stay at White Rocks, as we have for the past seven years. This has become our place to go for our anniversary week. Mark and Gerry are...
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From
$164
Per Night
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1 / 12
Boothbay Harbor, ME
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Portside is a year-round luxury condo with the charm of a cottage in the heart of historic Boothbay Harbor, Maine. The cottage is in the town center and yet you will find tranquility and privacy inside. We share a dock and float with the other two Back Bay Cottage units and have our own deck on the... View all property information
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5 of 5 stars Reviewed July 2, 2014
My family recently spent the week in the Portside condo and had such a fabulous time. The condo is beautifully furnished and maintained and right on the water. It is within...
5 of 5 stars Reviewed June 17, 2014
This lovely waterfront condo was cozy, comfortable, beautifully furnished, and very well equipped. It was so convenient to the shops and restaurants in the Boothbay Harbor area. A...
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From
$176
Per Night
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1 / 13
Boothbay, ME
2 Bedrooms, 3 Bathrooms, Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A SITE TO SEA A renovated Inn, converted into two condos. This is the ground level condo with two bedrooms with private bathrooms. Open ocean views on the Ocean Point Loop. Ocean Point is the rock bound coast of Maine and you are there! Short walks to beaches, Ocean Point Inn for dining, Grimes... View all property information
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From
$1,113
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1 / 35
Boothbay, ME
8 Bedrooms, 3 Bathrooms, Sleeps 16
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Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
CAPTAIN’S QUARTERS Walk out the door, across the lawn and be on the water. Just like that. Sailing, swimming, kayaking, fishing, boating –right from your own dock & float. Captain’s Quarters is for anyone who loves the ocean and all things nautical! Located on the ocean side of Linekin Bay, just... View all property information
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From
$378
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1 / 23
Boothbay Harbor, ME
4 Bedrooms, 2 Bathrooms, Sleeps 7
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Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
LAZY DAYS For boaters, Spruce Point is the entrance to Boothbay Harbor. Lazy Days is the perfect spot to watch the ‘commuters’ come and go! From your private water-side deck, you have one of the best views around. Relax with a cocktail as the sun goes down for spectacular sunsets, swim from the... View all property information
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4 of 5 stars Reviewed August 10, 2013
This was our second stay at this house? It is a great house for our family with four children and a dog. They loved being able to swim right outside at the small cove. They...
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From
$238
Per Night
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1 / 12
Boothbay, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Come spend your days enjoying the beautiful water views, while sitting on the deck and watching the activity in the Cove and the birds flying about. A wonderful spot for canoeing/kayaking, as a canoe is included with your rental! This clean, comfortable two bedroom cottage has an eat-in kitchen... View all property information
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4 of 5 stars Reviewed August 3, 2014
My family and I have vacationed in the Boothbay Harbor/Southport area for the past 30 years. When our regular rental spot on Newagen wasn't available, we aggressively began a...
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From
$215
Per Night
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1 / 10
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
THREE SEAS Perfectly located on McKown’s Point and part of the Juniper Point Association this beautifully quaint little two bedroom cottage is the perfect family retreat for your summer vacation! Enjoy views of Mouse and Squirrel Island from the living room windows and grassy yard. Open the windows... View all property information
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5 of 5 stars Reviewed September 28, 2014
We love comming to this cottage. It is one of the most relaxing places on earth. It has all the conviences of home with none of the stress. Close enought to loads of attractionsto...
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From
$745
Per Night
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1 / 6
Boothbay Harbor, ME
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Light and airy condominium situated right on Boothbay Harbor. A close-up view of the Windjammers, Fourth of July fireworks and boat watching are yours at this Condo. Dining room seats 4 with views of Boothbay Harbor. Within walking distance of many fine seafood restaurants. Level entry access to... View all property information
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From
$425
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1 / 31
East Boothbay, ME
5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
THE VILLA Views, views and more views are what make this cottage so popular. Everywhere you look you see ocean. From the kitchen, the dining room, the living room, the bedrooms, the screened in porch. is there for you as you lay in bed and look out the windows, prepare dinner in the kitchen, while... View all property information
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5 of 5 stars Reviewed July 18, 2014
This cottage is has panoramic views of the beautiful Maine coast. Large enough for three families and children, this is a well stocked home with loads of amenities. One whole...
2 of 5 stars Reviewed August 12, 2013
Although we knew that this property was old, we did not expect it to be dirty and lacking in some of the commonly provided amenities, like toilet paper. The bedroom carpeting is...
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From
$250
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1 / 26
Boothbay Harbor, ME
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Ever wonder what it would be like to live on the edge of a true working waterfront? To watch a thriving harbor community go about everyday life and feel like you’re a part of it? You can – by spending your vacation in the heart of Boothbay Harbor, Maine! Wake to the rising sun on the front porch... View all property information
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From
$330
Per Night
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1 / 22
Boothbay, ME
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
A FAIRVIEW Location, location, location! Close to the water with an amazing, unobstructed westerly view, the cottage is in a peaceful out-of-town spot on Barter’s Island. Only 2.5 miles from the Coastal Maine Botanical Garden, closer still to Porter Preserve, Fairview is an easy drive to grocery... View all property information
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5 of 5 stars Reviewed September 20, 2014
We rented this wonderful cottage at the very last minute when another rental fell through. And to be honest, I'm so glad the other rental fell through! This home was perfect for...
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From
$500
Per Night
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1 / 18
Boothbay, ME
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newagen Cove Cottage is a three-bedroom cottage with a guest house (called Camp David) on Southport Island in the village of Cape Newagen. Built in 1928, this two-story, 2,500 square foot home is light and bright with lots of windows, a living room with cathedral ceiling and panoramic views. With... View all property information
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From
$150
Per Night
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1 / 27
Boothbay Harbor, ME
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (37) Make Inquiry
Amenities & Details
  • Balcony
  • Dryer
  • Internet Access
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
At Sunny Woods House, the living and dining space, kitchen, dedicated office, media room, 2-3 bedrooms and 2 full bathrooms are all on one level—no stairs! You will find everything you'd expect to find in a modern year-round house: fully-equipped kitchen (including a dishwasher), washer and dryer,... View all property information
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5 of 5 stars Reviewed October 8, 2014
We rented Lakeside Cottage for a week's holiday. It was a perfect location, with a beautiful lake at the front door, and the ocean behind us. Easy drive to town and in fact to all...
5 of 5 stars Reviewed July 2, 2014
We stayed in the Lake View Cottage. The description doesn't do it justice and we loved it up there. Our son was especially excited that the beach was right across the way and that...
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Suitability

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