We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Owls Head Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $260 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travelers get your favorite Owls Head area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 68 Rentals in Owls Head
    Sort by:
    Default
    Owls Head
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Owls Head
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Owls Head
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Owls Head
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Central Heating
    • Satellite TV
    • Parking
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Luxury Oceanfront Home1 / 24
    (1)Excellent
    Owls Head
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Balcony
    • Washer
    • Central Heating
    • Ocean Views
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2016
    We were so pleased with our experience with this house. Everything was brand new - all the furnishings had just been re-done! Working with the property managers was joy; they...
    See all reviews
    About this property
    This beautiful waterfront home offers 4 bedrooms and 3 full baths and is located in the village of Owls Head, Maine (just off Route 73) with amazing ocean views. It is the perfect vacation home for a large family or two families that enjoy traveling together. The home has an open concept living...
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Owls Head
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location/Grounds: The Kingdom is located on Ginn Point in Owls Head, Maine. Located at the end of a shoreline road this property is surrounded by water on 2 sides. There is a large yard with pine trees in the front of the house and a charming deck and gardens in the back. The Kingdom is located...
    View all property information
    Location Information
    Owls Head, Mid Coast Maine
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Owls Head
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Mountain Views
    • Washer
    • DVD Player
    • Patio
    • Internet Access
    • Waterfront
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location/Grounds: Enjoy this fabulous water view ! Every muscle in your body relaxes when you pull into the circular drive at Schooner View. This heavenly property has 150 feet of ocean frontage with private beach access and a rolling grassy lawn, just perfect for enjoying the incredible view....
    View all property information
    Location Information
    Owls Head, Mid Coast Maine
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Inquiry
    Harcliff-Oceanfront property on Penobscot Bay1 / 14
    (4)Excellent
    Owls Head
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Terrace
    • Waterfront
    • Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harcliff is a large (6 bedroom) summer home located at the end of a quiet town road where local lobster fishermen can be seen hauling their traps. The large front and back lawns allow room for family activities.It is not however suitable for very large groups or weddings. A long pier and rowboat...
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 6 Bedrooms, 2 Bathrooms, Sleeps 12
    Make Inquiry
    Owls Head
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Internet Access
    • Satellite TV
    • Washer
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Owls Head
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Central Heating
    • Satellite TV
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Save time - get the best Owls Head rentals sent straight to your email!
    Get the List
    Owls Head
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Central Heating
    • Patio
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Owls Head
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • Parking
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Owls Head
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Washer
    • Central Heating
    • Grill
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Owls Head
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • DVD Player
    • Central Heating
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Owls Head
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Terrace
    • Satellite TV
    • Balcony
    • Grill
    • Internet Access
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Owls Head
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Central Heating
    • Satellite TV
    • Parking
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Owls Head
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Balcony
    • Satellite TV
    • Internet Access
    • Central Heating
    • Terrace
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Owls Head
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Parking
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 7
    Make Inquiry
    Owls Head
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Central Heating
    • Internet Access
    • Hot Tub
    • DVD Player
    • Washer
    • Sauna
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Owls Head
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Central Heating
    • Parking
    • Balcony
    • Patio
    • Grill
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Owls Head, Mid Coast Maine 04854
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    The following rentals are within 5 miles of Owls Head.
    Rockland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 6 in 2 bedrooms and 1 guest; 3 bathrooms (1 with tub, 2 with showers) Bufflehead feels like a vacation house in Maine should — all breezy and light-filled with the waterfront reflecting on the vaulted ceiling above the massive stone fireplace. It feels like home and an escape all at once and...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4859
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Rockland
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Homeport is aptly named — this stunning house is truly a home away from home. Situated on the shores of the Weskeag, a beautiful salt waterway, Homeport is nestled in woods offering peace and quiet and privacy. The house is situated on over 2 acres with 350 feet of water front — watch wildlife from...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4858
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Inquiry
    Rockland
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 4 in 1 bedroom; 2 full bathrooms (1 with shower) Lettie`s Cottage is located on three private acres at the head of Seavey`s Cove in Tenants Harbor. Very private and peaceful, the cottage is surrounded by water on three sides and is 75 feet from the water`s edge. It offers easy access to the...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Rockland
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the shores of pristine and private Crawford Pond, The Lake House is the ultimate for a freshwater get-away. We like it because it is family friendly with comfortable and usable outdoor spaces ranging from a sandy approach to the lake, a dock, kayaks and shaded deck space. Spend the day...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4859
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Rockland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Consider yourself lucky if you get the opportunity to stay at Clark Point – it truly takes your breath away. Even those of us who live here year round are mesmerized by absolute natural perfection this property provides. Located on Clark Point, a beautiful section of the Clark Island area of the...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Luxury 5* Apartment in 1862 Sea Captain's House1 / 16
    (10)Excellent
    Rockland
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Parking
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 27, 2017
    Our family of five adults was very comfortable here. Well equipped kitchen. Lovely old house. Lots of beautiful prints and artwork to admire. Wonderful hosts!
    Reviewed September 18, 2016
    We spent a week in the downstairs apartment of the Sea Captain's House and had a wonderful time. Cathy and George are such fun and full of information about the area. The house...
    See all reviews
    About this property
    Luxury ground floor apartment in the 1862 Captain Zadoc F. Brewster House perched high above stunning Rockland Harbor. Beautifully furnished with English and American antiques, and original works of art. Dine off fine English china. Enjoy lovely French fabrics & handmade quilts. Elegant and...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Sensational 5* Apt. in 1862 Sea Captain's House1 / 14
    (10)Excellent
    Rockland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2015
    6 friends and I took a get-a-way from husbands and kids for 2 nights here and had the most wonderful time staying here. Everything was very clean and anything we could have...
    Reviewed September 15, 2013
    My friend and our two dogs stayed in the first floor apartment here in August, 2013. I can't say enough good about this wonderful place and the lovely couple who owns it. It was...
    See all reviews
    About this property
    Sensational 5-Star Second Floor Apartment in Historic 1862 Sea Captain's House. Watch the harbor activity and the famous windjammers sailing in & out. Views over two lighthouses, the unique Rockland breakwater and the outlying islands. Revel in English & American antiques, and original works of...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841 2503
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Rockland
    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bay View Grand is situated 400 feet above sea level in the exclusive Bay Ridge neighborhood. This stunning retreat offers extraordinary 180-degree unobstructed views of Penobscot Bay and the Atlantic Ocean stretching from Port Clyde to Owls Head Lighthouse, Rockland to Camden and beyond. From the...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4856
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
    Make Inquiry
    Rockland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seal Cove is a gorgeous post-and-beam waterfront house with a large lawn sloping down to Wheeler`s Bay. Walk along the shore of Spruce Head Island, watch lobster boats come in after a long day, kayak along the craggy shores of the Maine coast and then return to this stunning house to relax on the...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4854
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Classic Maine waterfront cottage on stunning Crescent Beach1 / 21
    (2)Average
    Rockland
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2016
    I visited in the fall when the foliage was beautiful. The property is right on the water with incredible views of the ocean and nearby islands. Quiet, secluded neighborhood...
    See all reviews
    About this property
    This seasonal cottage, also known as Crockett`s Cottage, sits on a parcel of land just 25 feet from the water`s edge. Like all proper oceanfront summer cottages, it is oriented towards the water, with beautiful views of the beach and the open ocean from almost every room. A nicely landscaped lawn...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4854
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Rockland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rockland Harbor Watch is the answer to what a lot of visitors to the Midcoast area want – a property that is in town, walkable and where is a car isn’t necessarily needed. Rockland Harbor Watch is the newly renovated first floor of a classic Sea Captain’s House in the coveted and up and coming area...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Rockland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Etta's Cottage was built in the 1960s by Etta and Almond Hall on land that had been owned by their family for 200 years. The cottage, which is a everything a summer cottage along the shores of the St. George River, a tidal, saltwater riverway, should be...and shouldn't be. Although the cottage was...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Rockland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 8 in 4 bedrooms; 1 full bathroom and 1/2 bathroom Owls Nest has been in the Creamer Family for generations — it is well-loved, embellished by family memories, neat and comfortable. It feels like a throw-back to simpler times when vacation homes weren`t about being exactly like your...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4843
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Rockland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Garden Cottage is an antique lobsterman's cottage moved from the shores of Rockland Harbor to its present location on Limerock Street. Over the years, the cottage has been lovingly and professionally restored first by a professional garden designer and then by a gifted interior designer. The result...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Rockland
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Private Yard
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Heart of downtown home 3 blocks from festivals, boardwalk, restaurants, movies, gelato. Walk to everything! Beautifully decorated, the house features a sunroom, a baby grand piano, large bedrooms, 2 bathrooms, and raised gardens. Access to a shed on property. Two parking spaces available off street...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Rockland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Think peaceful, tree laden haven with the sounds of lobster boats humming in the distance when you think of Settlers Cottage in Cushing. Originally built by the owner’s grandfather, this adorable cottage has recently been renovated. All of the original charm remains but you no longer have to “rough...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4572
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Spruce Head
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Across a bridge, onto a beautiful island buttressed by ancient granite. Down a small lane, with stately pines filtering the sunlight. A classic Maine summer cottage, overlooking a sandy beach, a private dock, a quiet harbor and the islands beyond. A large lawn, Adirondack chairs, hardwood floors,...
    View all property information
    Location Information
    Spruce Head, Mid Coast Maine 04859
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Rockland
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Conifers is what you would expect from a traditional summer house nestled in the wooded shores of famed Hart’s Neck. Quaint and stunning with a vintage feel, this property has long been part of the owner’s family. Now, it’s your turn. Originally built in the 1880s, this renovated farmhouse – crisp...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Rockland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you would like to ability to walk more and drive less on your vacation, Ledgeview may be just what you are looking for. This truly stunning and beautifully renovated 1870’s farmhouse sits atop a granite ledge at the quiet end of Watts Avenue. Surrounded by a well-manicured and sprawling lawn,...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Rockland
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Maine Windward is a beautiful 4 bedroom house located on the outskirts of Rockland near Lake Chickawaukie and in very close proximity to the Samoset Golf Course, downtown Rockland, Rockport and Camden. The house sits on 8 private and wooded acres and was designed for both form and function –...
    View all property information
    Location Information
    Rockland, Mid Coast Maine
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    Rockland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The location is wonderful. Easy stroll into town or to the lighthouse. The view from the deck, bedroom and living area is gorgeous. There is a nice backyard area. Port Clyde is...
    See all reviews
    About this property
    White Caps Guest House, sits on historic and beloved Marshall Point Road in Port Clyde – As part of a family compound, it overlooks both Muscongus and Penobscot Bay and provides stunning views of the islands, like Monhegan, that dot the horizon. Cherished by family for years, White Caps and Little...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Rockland
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful 1940s renovated cottage is about 1500 square feet and is furnished with antiques and very comfortable furniture. Situated on the St. George River, the cottage sits 20 feet back from Wiley Cove at the end of a 1/2 mile dirt road in Cushing, about 5 miles from Thomaston. There are...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4855
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Wonderful Large Oceanfront Cottage1 / 19
    (5)Excellent
    South Thomaston
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    • Central Heating
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2015
    We just spent the last three weeks in this Baines Family rental and we could not have found a better spot for our group, two generations of a family plus a couple of friends...
    See all reviews
    About this property
    This large oceanfront cottage is perfect for your Maine family vacation. It includes two master bedroom suites with king-sized beds and private bathrooms with showers. One of these suites is on the main level and is handicapped accessible. The other is on the private second floor. The third...
    View all property information
    Location Information
    South Thomaston, Mid Coast Maine 04858
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Inquiry
    Charming 3 Bed, 2 BR in Historic District1 / 18
    (3)Excellent
    Rockland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Washer
    • Central Heating
    • DVD Player
    • Private Yard
    • Shared Yard
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 22, 2015
    We had a lovely stay at Sadler House! The home is warm, cozy and welcoming, and you can tell the owners have put a lot of love into the place. The house is very clean and...
    Reviewed January 21, 2015
    We stayed here while enjoying the North Atlantic Blues Festival in Rockland. We were walking distance from everything on Main Street including the Harbor Park. The house is...
    See all reviews
    About this property
    This charming house in Rockland's historic district has housed families for over a century, and has been recently updated to offer the comforts of modern living, without sacrificing its turn-of-the-century charm. Offering three bedrooms and a convenient mix of twin, queen, and double beds, Sadler...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    South Thomaston
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Satellite TV
    • Central Heating
    • Patio
    • Washer
    • Internet Access
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Debating between the comfort of a hotel and the thrill of more authentic accommodations? You’ll get the best of both with this desirable oceanfront home! Lobster Landing sits atop half 1private acre located directly on the Atlantic Ocean, offering a lovely Maine oceanfront getaway. The main...
    View all property information
    Location Information
    South Thomaston, Mid Coast Maine 04859
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Rockland
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owl`s Drift is located in the beautiful seaside village of Camden. It sits snugly on Pleasant Street, one of Camden`s quaint tree-lined side streets. Truly an in-town retreat with private gardens and a courtyard bounded by evergreens — guests may never suspect the village is just a five-minute walk...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4860
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    "Lighthouse Lookout" - Oceanfront- Rackliff Island1 / 23
    (5)Excellent
    Spruce Head
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Central Heating
    • Grill
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 29, 2016
    The house is beautiful and is situated on a very nice private lot directly on the ocean! We enjoyed kayaking in the bay in the mornings and spending the evenings in the hot tub...
    See all reviews
    About this property
    Debating between the comfort of a hotel and the thrill of more authentic accommodations? You’ll get the best of both with this desirable oceanfront home! The Lighthouse Lookout sits atop 1.5 private acres located directly on the Atlantic Ocean, offering a lovely Maine oceanfront getaway. Aside...
    View all property information
    Location Information
    Spruce Head, Mid Coast Maine 04859
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Inquiry
    Maple Street1 / 12
    (4)Excellent
    Rockland
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2015
    We were a little nervous about sending payment in full to an individual (instead of a company) but Steve was more than happy to answer questions and reassuring about that. The...
    Reviewed September 15, 2014
    We ( two adults and a kid) spent a week in this apartment and were very happy with the accommodations. The place is very well maintained and looks as nice as in the pictures.The...
    See all reviews
    About this property
    Phase Two Completed. It just keeps on getting better. This stunning and beautifully furnished two bedroom unit has just been completed. A second floor apartment close to downtown Rockland and in a nice area of town. There is a large living/dining room with cable TV and stereo. This is a...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Rockland
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 2–4 in one bedroom and 1 futon; 1 full bathroom Little Egg Cottage sits directly on North Pond in Warren. With privacy and views abounding, this newly-constructed cottage has all the modern amenities and comforts of home without sacrificing the classic lakefront cottage and cabin-styling and...
    View all property information
    Location Information
    Rockland, Mid Coast Maine 4864
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    "Harborwatch" -across from Samoset Resort1 / 16
    (3)Very good
    Rockland
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Parking
    • DVD Player
    • Internet Access
    • Central Heating
    • Waterfront
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vacation home is located across form the Samoset Resort. It is on the same street and only a few minutes walk from the Rockland Breakwater Lighthouse. Rockland Short Term Rental Permit #STR17-17 Beds: 1 King Bed, 1 Queen Bed, 1 Double Bed, 1 Sofa Bed
    View all property information
    Location Information
    Rockland, Mid Coast Maine 04841
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Previous
    Owls Head Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    67° 52°
    August
    60° 46°
    September
    50° 36°
    October
    40° 28°
    November

    Additional Owls Head Info

    Go to map view
    • Local time: 08:02 PM (EDT)
    List your property
    Owner log in