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Dennis Cottages

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    Travelers to Dennis are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    27 Matching Rentals in DennisView all 391 rentals
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    Cape Cod 2 Bedroom Cottage 100 yards to the Beach1 / 17
    (24)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Starfish Cottage-Walk to Beach & Village! Pets Ok!1 / 29
    (12)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Short Stroll To Sea Street Beach In Dennisport1 / 16
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Cozy Getaway- 500 Footsteps to the Beach!1 / 12
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Outdoor Dining Area
    • Patio
    • Air Conditioning
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2018
    Dennis Port is an excellent place to stay with lots of things to do and places to go. Really easy to access to lots of other parts of Cape Cod too and close to shopping...
    Reviewed September 23, 2017
    We absolutely loved this cottage! Quiet and very centrally located to all the awesome sights to see. Literally a stones throw from the beach. The owner made sure I was ok by...
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    About this property
    Perfect vacation get-away! Cozy, comfortable cottage nestled between two Cape Cod beaches. This 500 sf cottage is ideal for small family or couple. Two bedrooms, open living room/kitchen area, large back yard with clothesline, patio with charcoal grill, and private outdoor shower are all yours to...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cottage On River/walk Or Kayak[2] To Beach1 / 8
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Outdoor Dining Area
    • Cable/satellite TV
    • Parking
    • Waterfront
    • Grill
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2014
    This place was a nice place to stay. It was a little rustic but was a nice change for us. The only thing that we didn't like was that the couch and the pillows and blankets that...
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    About this property
    Rustic cottage on swan river with private dock -Kayak/walk to local beach or 1 mile drive to public beach - TWO KAYAKS Pet friendly - BBQ - microwave - ladder on dock -window AC in both bedrooms - two kayaks - beach chairs - cable TV - VCR&DVD - radio - WIFI - outdoor shower - Swan River...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4C's Classic, Cozy, Charming Cottage - Walk to Sea Street Beach1 / 19
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 2, 2017
    We just returned from a very enjoyable stay at this cottage. Kathleen made arrival very easy. She also provided suggestions of restaurants and places to visit. There was also...
    Reviewed October 20, 2017
    I loved the Comfortable Feeling when I entered it was very clean, Very well cared for and the outside was as well tended as the inside.. The deck was well appointed with a Table...
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    About this property
    Enjoy this classic, cozy two bedroom cottage with its’ seaside, coastal décor. The cottage is in walking distance to Sea Street and Raycroft Rd beaches. Dennis Port is a very popular family-friendly beach community in the heart of the Cape which makes it a popular place to stay when thinking...
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    Dennis, Cape Cod 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sea Glass Cottage-Waterview-Pet Friendly w/kayaks & Walking Nature Trails1 / 26
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    The cottage looks just like the photos! Both rooms were of good size and the layout is perfect if traveling with more than 1 couple. The kitchen is stocked with everything one...
    Reviewed December 26, 2016
    I searched all across Cape Cod for the perfect getaway spot to propose to my girlfriend. Seaglass Cottage looked to be the best place with it being quite secluded and had the...
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    About this property
    ***Welcome to Sea Glass Cottage. **2 night minimum** - Steps to Flax Pond (rated 2nd best fresh water pond by Cape Cod Online) and small sandy beach. -2 Kayaks provided (plus life vests) -Newly renovated down to the studs! - Kayak, fish or swim it's crystal clear waters. -WiFi -New kitchen...
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    Dennis, Cape Cod 02638
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A Cape Cod Getaway - Walk to Sea Street Beach1 / 53
    (37)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Porch
    • Parking
    • Central Heating
    • DVD Player
    • Grill
    • Wi-Fi
    • Outdoor Dining Area
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2018
    We walked to the harbor and caught the ferry to Nantucket! This great condo is only 1 block to the Cape Cod Railway Depot & within 4 blocks of 10+ good restaurants...
    Reviewed November 3, 2017
    Adorable clean and rustic cottage. Owner Kathleen is super attentive and sweet. She is very responsive via text or call. She makes sure your stay is 100% comfortable and has...
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    About this property
    Your Cape Cod Cottage ....... A Great Family Friendly Choice........ Seaside Vacations at Down to Earth Prices. Looking for a quintessential Cape Cod experience in your price point ??? .... You have found it!! Please be sure to read through the listing before you book your getaway!! IN A...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cape Cod Fun & Sun WIFI Central A/C1 / 16
    (8)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2018
    Karen thank you for letting us stay at your cottage. Everything was perfect I especially liked that you had ceiling fans and TVs in each bedroom and the outside fire pit was...
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    About this property
    Beach cottage perfect for vacation & short Get-A-Way. WIFI, Central AC near all the activities. Beautiful Beaches, Resturants, Fishing and Golf Courses. Short walk to Glendon Road Beach and short drive to West Dennis Beach. Stay May thru October cottage is heated. Living room and kitchen has a...
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    Dennis Port, Dennis 02639
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Dennis Port - Walk To And View Of Beach1 / 11
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 2018
    Loved being able to see and hear the ocean from the deck. Very short walk to the beach. The enclosed porch was very nice.
    Reviewed August 9, 2016
    Very relaxing vacation-could see the ocean from inside the cottage! The weather was awesome so enjoyed the beach every day. The TV could have been a little bigger for my dad...
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    About this property
    Enjoy a quiet day at the beach or take in a gorgeous sunset while building lifelong memories in this adorable cottage. Cottage 49 is located steps away from a private beach on the Nantucket Sound. It is a freestanding cottage in Chases Ocean Grove, a small resort colony near numerous activities,...
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    Location Information
    Dennis Port, Dennis 02639
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Stay in a Tiny House! Wlk to beach/village-Pets OK1 / 13
    (13)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Private Yard
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2018
    The cottage was clean and comfortable. The weather didn't cooperate which was the only negative to our visit.
    Reviewed June 2, 2018
    Aruna the cottage is perfect for two, cozy and all the basics. The privacy and outdoor space was a delight. The location was optimal for day trips and casual driving. The...
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    About this property
    ***2 night minimum** *During summer months (mid June-beg of Sept) I rent by the week, Sat-Sat, for $850** Welcome to Sand Pebble Cottage***Did you ever want to stay in a Tiny House? This is an adorable & cozy 1BR/1BTH Cottage in Dennisport / Harwich border at the end of a cul-de-sac. Partially...
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    Location Information
    Dennis Port, Dennis 12639
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Stone's Throw, just steps from the warm waters of Nantucket Sound! Under new ownership for the 2018 season! Two bedroom, one bathroom rental unit at the Stone's Throw property. Just a 'Stone's Throw' to popular Sea Street Beach on Nantucket Sound. Also enjoy your private patio with...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Classic, Quiet,  Private Dennisport Cottage1 / 10
    (28)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Outdoor Dining Area
    • Private Yard
    • Parking
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 28, 2018
    We had stayed in Boston for a few days, revisiting places and seeing new things. We were looking forward to a more relaxing stay and it was. The weather wasn't fantastic at...
    Reviewed July 24, 2018
    We rented this cottage for one week. It was perfect! The cottage was clean, welcoming and fully equipped. It was about a 10 minute walk to the beach. We were extremely...
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    About this property
    Fully equipped recently updated Cape Cod getaway located on a quiet side road within walking distance to warm water Nantucket Sound beaches. (This is a single family home, not part of a cottage colony or condo complex.) The cottage boasts a large master bedroom with a king size bed, second bedroom...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Charming Cape Cod Cottage by the Bay1 / 14
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Porch
    • DVD Player
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 3, 2017
    My family enjoyed a lovely weekend at this charming cottage. The cottage is so inviting with its beautiful beachy theme. There is plenty of room for sleeping with 8 twins and...
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    About this property
    Charming 4 bedroom cottage rental with all the modern amenities. 3/10ths of a mile walk to North side Bay beaches in mid-Cape, Dennis, Ma. Offering all the charm of Cape Cod with modern conveniences, this four bedroom cottage has two downstairs bedrooms with two twin beds each, one full bedroom and...
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    Dennis, Cape Cod 02638
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Ocean Front House.Directly on the beach.1 / 58
    (12)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Waterfront
    • Grill
    • Parking
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2018
    This oceanfront home with a private beach is a great escape to a wonderland! We thoroughly enjoyed the ambiance, comfort and natural beauty of the Sound. This vacation has...
    Reviewed October 21, 2015
    The view was awesome! The unit was very clean, nicely updated, and set up just perfect! We could not have asked for anything better!
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    About this property
    This Ocean Front property is one of a kind!!.No walk to beach, you are on it. Direct oceanfront, and Newly renovated: This house has beautiful, brand new Granite countertops in the kitchen,new sink, new dishwasher,new gas stove, new over the stove microwave,and much more!!! The living room has...
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    West Dennis, Dennis 02670
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable 2 bedroom cottage in Dennis Port near the ocean. Just a few steps to private association beach. Bring your small dog with prior approval! Bedroom 1: Full Bedroom 2: Bunk Beds - 2 Twins Additional amenities include: full kitchen, sofabed, cooking utensils, fans, full bath with shower,...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy a stay at our peaceful beach condo just steps away from the ocean! Relax and unwind in beautiful Dennis Port, with awe inspiring views of Nantucket sound just outside of your front door. Close to restaurants, shopping, and many activities, our cottage is the perfect spot for your...
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    Location Information
    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
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    • Washer
    • Grill
    • Waterfront
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect spot for a cape vacation. On the Swan River where it empties into the Nantucket Sound. View of the river beach and a short walk to South Village Beach. Stake out your beach spot in the morning and return to the cottage for coffee on the front deck and watch the river flow. The cottage...
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    West Dennis, Dennis 02670
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Family Cottage on Campers Haven RV Resort1 / 18
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one bedroom cottage in located in Campers Haven, a family friendly resort with a private beach right on the Nantucket Sound. In the master bedroom you'll find a queen bed and flat screen TV, the second bedroom has a twin over full bunk, full bathroom with a tub/shower combination, full kitchen...
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    Dennis, Cape Cod 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Internet Access
    • Balcony
    • Washer
    • Cable/satellite TV
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean and comfortable 2 duplex units- each has 2 bedrooms (twin beds, full bed), 1 full bath (shower only), outdoor enclosed shower, TV, cable, fully equipped kitchen (including coffee maker, microwave, and toaster oven). Gas grill and picnic table on deck. Provided: pillows, blankets and...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    The Outback is a 1 BDRM cottage located behind our main house that we live in. It is 650 sq. ft.There are four rooms, living/kitchen, bedroom,reading room,shower/dressing. (washroom/toilet separate room). Please inquire about availability, and more info. 2 Guests only, no exceptions. Great...
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    East Dennis, Dennis 02660
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    33 FENWAY - WALK TO SEA STREET BEACH!1 / 12
    (4)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable home on quiet street a short walk to Sea Street Beach (lifeguard during season) and Sundae School Ice Cream. Open concept living room and kitchen with large table accommodating 6 people. Three bedrooms - one with a double bed and two with twins and a full bath with tub and shower....
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    Dennis Port, Dennis 02639
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fall in love with Cape Cod at 'The Citadel,' a 2-bedroom, 1-bathroom vacation rental cottage in Brewster. Located in the historic Stony Brook Valley, this charming home for 5 combines privacy and convenience as it sits minutes from some of the area's best beaches and attractions. Whether you choose...
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    East Dennis, Dennis 02631
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blissful beach days on Nantucket Sound await at this 2-bedroom, 1-bathroom Dennis Port vacation rental cottage that sleeps 6 guests. This cozy home exudes coastal charm and is set just a short walk away from a pristine private beach. The surrounding area boasts the Dennis Pines Golf Course, Cape...
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    Location Information
    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Patio
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note that the homeowner lives next door, on the other side of the duplex, and may be present during your stay** Discover the quaint villages and beautiful beaches of Cape Cod from this 1-bedroom, 1-bathroom West Dennis vacation rental cottage. With sleeping accommodations for 2, this...
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    Location Information
    West Dennis, Dennis 02670
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Ocean Views
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book your beach getaway to the village of Dennis Port at this darling beachfront vacation rental cottage! Located right on the water in the desirable Chase's Ocean Grove community, this 2-bedroom 1/2 bath home invites 6 guests to experience the best of Cape Cod. Walk or drive down to the Chase’s...
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    Location Information
    Dennis Port, Dennis 33069
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cape Cod's pristine coastline is calling, and this 4-bedroom, 2-bath cottage is the answer! This country-style Dennis Port vacation rental invites 10 guests to enjoy a spacious yard, furnished patio, and stunning ocean views from the balcony! A 2-minute walk leads to the private shores of Miramar...
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    Location Information
    West Dennis, Dennis 02639
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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