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Pet Friendly Holiday Rentals in Dennis

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    Travellers to Dennis are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    30 Matching Rentals in DennisView all 417 rentals
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    ocean views from every room, completely renovated1 / 23
    (1)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Sea Watch -Ocean Front with Beach, Incredible View1 / 24
    (6)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Waterfront! 3brm/2bth Pet Friendly1 / 20
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Glendon Beach Cottage #95 100 yds to the beach1 / 16
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2017
    Quaint, clean cottage. It was perfect for a relaxing week away. 3 minute walk to the beach and close to good restaurants, ice cream etc. we especially loved that we could bring...
    Reviewed 31 July 2017
    We actually rented #95 and #97 for seven members of our family. Please see my review of #97 for my comments. But - in a nutshell - we loved it here, found Jamie to be an...
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    About this property
    Come and relax at a beautiful beach cottage just a minute walk to the beach. This 2 bedroom cottage sleeps 6 and has 1 full bathroom. The cottage also includes an outdoor shower to easily rinse off after your day at the beach. The cottage is cable and wifi ready. Air conditioning has been...
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    Dennis, Cape Cod 02639
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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 31 July 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 26 December 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Antique Captain's Home in the Heart of Dennisport1 / 8
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • DVD Player
    • Patio
    • Parking
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Great location. Across the street from the Wee Packet and Sundae School. Very cozy. Bedrooms are a bit small. Central A/C & heat so you are always comfortable. Kitchen well...
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    About this property
    Nice 3 bedroom first floor apartment in captain's house in Dennis Port. Less than 1/2 mile walk to beaches. Central air conditioning, large private yard, gas grill, full kitchen with microwave & dishwasher, full bath, 27' color tv with cable & dvd, Wi-fi, fireplace, deck, outdoor fire pit, outside...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Starfish Cottage-Walk to Beach & Village! Pets Ok!1 / 29
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Washer
    • Patio
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    A really lovely house with great amenities and kitchen equipment for a family to enjoy a relaxing stay. Well positioned in the Cod to explore all parts. Prompt and helpful...
    Reviewed 4 October 2016
    Starfish cottage was an absolute dream! Cosy and comfortable with everything supplied that you could wish for. Beautifully decorated and in a gorgeous location in a quiet...
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    About this property
    ***2 night minimum** **no smoking***$50.00 one time pet fee if you would like to bring your pet**$100 pet fee for weekly rentals** WiFi Property Description Experience a quintessential Cape Cod getaway at Starfish Cottage with its traditional beach décor and touches of whimsy throughout. This...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3br - Very Cozy Cottage Rental1 / 12
    (2)Average
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Private Garden
    • Parking
    • Washer
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2017
    I loved the front room that is what made the cottage. It was a cute place, but there were somethings that need to be fixed and updated. Nice neighborhood. Our dogs were with...
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    About this property
    Nice Cottage sleeps 8 comfortably. Near private beach and other beaches. Indoor & Outdoor shower.Cable TV, Internet WIFI stove, microwave & fully stocked with plates & utensils. Washer dryer too.Great location - near Hyannis & not too far from the ferry to go to Martha's Vineyard. Nice sunroom to...
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    Dennis, Cape Cod 02660
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Glendon Beach Cottage #93 100 yds to the beach1 / 14
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Secure Parking
    • Cable/satellite TV
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2017
    Cottage quaint but pretty small. Description says it sleeps 6 but that would be rough with too small bedrooms, 1 futon with a mattress that needs to be replaced and 1 small...
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    About this property
    Come and relax at a beautiful beach cottage just a minute walk to the beach. This 2 bedroom cottage sleeps 6 and has 1 full bathroom. The cottage also includes an outdoor shower to easily rinse off after your day at the beach. The cottage is cable and wifi ready. Air conditioning has been...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    enjoy oceans views from this newly renovated home1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    Located just across the street from the beach, this house is modern, airy, and well-appointed. Plenty of room for all 6 of us, comfortable beds, and we loved the deck right off...
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    About this property
    Completely renovated home located directly across from the ocean. Enjoy the gorgeous ocean views from the living room, kitchen, new paver patio, two decks and plenty of outdoor seating at 134 Old Wharf Road! The newly renovated fully equipped kitchen has ocean views from all windows along with...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    ONLY 0.2 MILES TO BEACH!1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2017
    We loved this Cape Cod rental - it was perfect for us. The home was light, bright, comfortable and put together with a decorator's eye. We walked to the beach every day...
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    About this property
    Walk to the beach in 5 minutes from this charming 2+ bedroom, 1 bath cottage in Dennis Port with Central Air! Dog friendly! You will be overjoyed by this beautifully renovated cottage. Inside, it features an open kitchen/dining/living area that is vacation-comfortable with a modern edge. The...
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    Dennis Port, Dennis 2639
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Glendon Beach Cottage #97 100 yds to the beach1 / 18
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    • Secure Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    Perfect location, Clean and attractive lodging, We'll be back next year. Grandson left his keys in the bedroom, directions for pick-up? Thanks
    Reviewed 6 August 2017
    Great week of weather. Loved our little cottage which was close to the beach and many other things to do. Our advisor/owner was quick to respond to any questions we had which...
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    About this property
    Come and relax at a beautiful beach cottage just a minute walk to the beach. This 2 bedroom cottage sleeps 6 and has 1 full bathroom. The cottage also includes an outdoor shower to easily rinse off after your day at the beach. The cottage is cable and wifi ready. Air conditioning has been...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lake front with Spectacular Ocean Views.1 / 18
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2016
    This house is in a perfect location, on a quiet street, sitting high above Lake Scargo (with direct access to the lake via a private stairway.) It's less than a mile to the...
    Reviewed 26 August 2016
    We so appreciated all the amenities at this home. When we took a break from enjoying the view from the deck ( with retractable awning!), we took advantage of the kayaks, paddle...
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    About this property
    Traditional Cape Cod home with expansive outdoor deck and patio. Enjoy wonderful lake and ocean views from most rooms of this well maintained vacation home. 90 foot of private lake frontage gives you access to warm water recreation including swimming, fishing and use of provided kayaks, paddle...
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    Dennis, Cape Cod 02638
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Dennis, Cape Cod 02638
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Cod Cottage located in Dennis Ma1 / 10
    (1)Average
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Secure Parking
    • Central Heating
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2016
    The cottage was/is advertised as having two bathrooms. It only had one and that was a disappointment since there were 7 of us. The cottage was clean but very dated. The...
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    About this property
    Three bedrooms finished basement with washer and dryer including an outside shower is the perfect place to stay, only 2 miles from Mayflower Beach it's one of the best beaches at the Cape. Summer or winter you will enjoy your time here.
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    Dennis, Cape Cod 02638
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WATERVIEWS at SOUTH VILLAGE BEACH ! FOUR BEDROOM GEM in PRIME BEACHSIDE LOCATION! Dog Considered with approval First Offering 2018! SOUTH VILLAGE BEACH is across the street!! VIEWS from every room in this completely remodeled home with central A/C cable TV, and Wi-Fi! This is a perfect vacation...
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    West Dennis, Dennis 02670
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Dennis, Cape Cod 02638
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEEDED BEACH RIGHTS! DENNISPORT! Dog Friendly! DENNISPORT! DEEDED RIGHTS TO PRIVATE NANTUCKET SOUND BEACH just a few doors down!! ADORABLE freshly painted 3 bedroom, 1 bath Ranch with A/C, Cable TV , & Wi-Fi bathed in natural sunlight from the open concept kitchen with high Ceilings & Skylight to...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Cable/satellite TV
    • DVD Player
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked on a quiet street in Dennis Village, this charming 3BR, 1BA cottage (sleeps 8) has been newly remodeled inside and out. This home features a large mahogany deck with grill and granite bar and yard with bocce ball and fire pit. You’re just a short walk away from family fun at Scargo Lake....
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    Dennis, Cape Cod 02638
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Stay in a Tiny House! Wlk to beach/village-Pets OK1 / 13
    (11)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 Garden
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Absolutely loved staying here! The tiny house was perfect and surprisingly well stocked. I really appreciated that since I forgot my shampoo lol. I had zero issues with...
    Reviewed 30 June 2017
    We just returned from a very enjoyable stay in the Tiny House. Aruna made arrival very easy as well as provided suggestions of restaurants and places to visit. The location was...
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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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    Dennis Port, Dennis 12639
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...
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    Dennis, Cape Cod 02638
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cottage On River/walk Or Kayak[2] To Beach1 / 4
    (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 14 July 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Internet Access
    • Balcony
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Raised Split Ranch in South Dennis. Two master bedrooms with two brand new queen-size beds. There are a children or guest bedroom with two twin-size beds and another extra bedroom with wood fireplace in it and two brand new futons full-size. Two full bathrooms (one with bathtub and the other one...
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    Dennis, Cape Cod 02660
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Dennisport Rental - Walk to Beach!  Pet friendly!!1 / 19
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Housekeeping Included
    • Patio
    • Cable/satellite TV
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    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2016
    Great home which includes all amenities and I mean all. Soaps, paper towels, kitchen items etc etc. We just had to bring our sheets and our food. And all utensils where there...
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    About this property
    Just three tenths of a mile to Haigis beach on Nantucket sound. This Dennisport home sleeps seven people, very neat and clean with that Cape Cod feel. It has two air conditioned bedrooms and a pull out sofa in the living room. There is also a family room/den located off the kitchen with a half bath...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    • DVD Player
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This summer enjoy your own private waterfront summer rental. Just footsteps away from the Swan River, dive in for a quick dip, launch your kayak or relax on the deck! This 1,200 Sq Ft 2 Bedroom home with screened in sun porch and 2 decks is yours to enjoy for a very reasonable price. In fact, with...
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    West Dennis, Dennis 02670
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A short walk from Dennisport’s Sea Street Beach, this 4BR, 2BA duplex (sleeps 12) is perfect for extended families or large groups. Have your own space, then gather together on the deck. Walk or drive to ice cream, dining, and more! Have a larger group? Talk to us about renting both this and the...
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    Dennis Port, Dennis 02639
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Ocean Views
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the beautiful Cape Cod area and stay at this lovely 5-bedroom, 2.5-bathroom (2 full bath, 1 half bath and an outdoor shower) vacation rental home which sleeps 12-14 in East Dennis. Situated on Cape Cod Bay, just steps from a private beach, this ideally located house offers a plethora of...
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    Dennis, Cape Cod 02660
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located just a short half mile walk from West Dennis Beach. You are also a mile or less from some of the best bars and restaurants Dennis has to offer including Sand Bar, Sand Dollar, Rum Runners, Chapins, Etc. The home offers a wide open living space which is great for entertaining. There...
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    Location Information
    West Dennis, Dennis 02670
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 15
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Patio
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of Dennis when you book this fantastic 3-bedroom, 2-bathroom vacation rental townhome that comfortably sleeps six! The moment you arrive at the secluded getaway tucked away into a cul-de-sac surrounded by beautiful green plantings and towering trees, you'll feel all of the...
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    Location Information
    Dennis, Cape Cod 02638
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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