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South Dennis Vacation Rentals

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    Travelers to South Dennis are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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    Benjamin Rd 71 / 10
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Home Away From Home1 / 13
    (10)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Satellite TV
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    Pet friendly
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    About this property
    CAPE COD'S MOST UNIQUE WATERFRONT LOCATION with OCEAN ACCESS. Take advantage of our premier season rates. Pet friendly. We love and appreciate our guests! ~ Please note that our summer rental periods have a 7 day minimum rental period with a Saturday change-over-day (summer rentals. start...
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    South Dennis, Cape Cod 02660
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Bike Trail EZ access; 5 bikes; 2 pers kayak; grill1 / 13
    (26)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed July 31, 2017
    Nice and very clean 3 bedroom rental. Access to bike trail is literally at the end of the road. And owner supplies 5 bicycles all in great shape and ready to ride. Location is...
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    About this property
    Cozy ranch on a street that ends with a cult-de-sac. We are right next to the Cape Cod Rail Trail for biking and walking. Patriot Plaza including stores/ movies/ restaurants is within walking distance from our home. 3 bedroom year round house. Large kitchen (seats 8) w/slider to deck featuring...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Life's A Beach1 / 22
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Reviewed November 4, 2016
    This Cape Cod cottage is amazing! It has a perfect combination of a fabulous, clean spacious newly renovated property and 2 amazing owners! We arrived a little late in the...
    Reviewed October 29, 2016
    My wife and I enjoyed very much the time we spend in this property because of the good price and the vicinity to some of the best beaches of Cape Cod. It turned out that we were...
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    About this property
    Our modern 4 br 2 bath Raised Ranch house is tastefully decorated with all you need for a relaxing vacation; from new brand name memory foam mattresses that will help you take a restful sleep, to a peaceful backyard. Located at the heart of Cape Cod, 4 mi from the Bay; 5 mi to the Nantucket Sound,...
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    South Dennis, Cape Cod 02660
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    Comfortable and Welcoming Home in South Dennis! This comfortable and updated home is waiting to welcome you to the Cape! Fantastic kitchen and outdoor living area are just the beginning of what this great spot offers. Three bedrooms with sleeping for 8 allows space for everyone. Centrally...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Graces Way 261 / 12
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Another north side location with central air. This three bedroom, one bathroom home is a quick drive to Mayflower beach. Owners purchased contemporary furnishings to give this home a modern feel. Amenities include washer, dryer, wifi, and gas grill. SQUARE FOOTAGE: 1180 Bedroom 1: Queen...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Baxter St 581 / 20
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Reviewed June 16, 2016
    Everything about the rental was exactly as advertised. The view was amazing...say a coyote one morning and a doe and two fawns one late afternoon. The house was very...
    Reviewed July 28, 2014
    It's a great home for a large family. We rented it for many years - until our children got older and had jobs. Thinking of going back next year for nostalgia sake - and...
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    About this property
    Set way, way back from the road with fabulous views of beautiful Swan River and the wetlands beyond. The great room has floor to ceiling glass with multiple decks overlooking the river and wetlands. There are two large bedroom suites with water views. Other amenities include wifi internet, TV,...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immaculate three bedroom, two bathroom home located in South Dennis. Less than a 5 mile drive to popular Northside beaches such as Mayflower and Corporation! This recently updated home features central air conditioning, washer/dryer, dishwasher, Keurig coffee maker, and an open design kitchen...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Goldfinch Ln 491 / 18
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    A BAY SIDE HOME THAT SLEEPS 10!! New owners have taken the time to update this 4 bedroom, two and a half bath home. Fresh paint and new carpeting give this large home a 'beachy' feel. Property offers five bedrooms, window AC in four of them, washer, dryer, and wifi. Enjoy the outside upper...
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    South Dennis, Cape Cod 02660
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    NEW TO OUR 2017 INVENTORY!!! This 3 bedroom, 2.5 bath home is what you have been waiting for! Property was recently purchased. New furnishings, fresh paint, washer/dryer, wifi, window a/c in master bedroom, and in ground pool will make your vacation memorable. Home is at the end of a cul-de-sac...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE POOL AND WATER VIEWS! This 4 bedroom, 2 bath home is what you have been waiting for! Updated furnishings, washer/dryer, wifi, window a/c in each bedroom, and an in ground pool (unheated) will make your vacation memorable. Views of Bass River from your front door. Being one of four...
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    South Dennis, Cape Cod 02660
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Coventry Way 151 / 9
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    About this property
    Ranch home with eat-in-kitchen and hardwood floors. Includes a dishwasher, microwave, toaster, toaster oven, coffeemaker and washer and dryer. Owner adding wifi and a new couch for 2015. A 12’x18’ deck is located directly off of the dining area and offers a gas grill, charcoal grill, picnic...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Lockwood Drive 421 / 12
    (1)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Lovely well maintained home located in a peaceful, quiet residentail area in South Dennis. Just a quick drive to popular West Dennis and South Village Beaches. Home has a spacious fenced in back yard with a nice deck to help you relax. Amenities include central a/c, ceiling fans in each room,...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Charming Ranch1 / 14
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Three bedrooms (two queen beds, one full & one twin), two full baths, large living room, formal dinning room and well equipped kitchen. Upper and lower patios, private fenced in yard, cable TV w/ DVD, WIFi, stereo/CD, W/D, microwave, coffeemaker, A/C, gas grill, circular driveway, garage and...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    This 1950s-era cottage, gut-renovated in 2014, has been transformed into a beautiful retreat. Everything is new: new hardwood floors, new stainless steel appliances, new quartz counter tops, new dishwasher, new central air, new washer/drier, new flat screen TV. It has two bedrooms: one with a day...
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    South Dennis, Cape Cod 02660
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Take full advantage of the central location and breathtaking beauty of Nantucket Sound when you stay at The Soundings Seaside Resort. With over 100 nicely appointed rooms situated next to 365 feet of private beach, you can’t go wrong when it comes to an ideal Cape Cod vacation. Guests can enjoy...
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    South Dennis, Cape Cod 02670
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    This is a true Cape Cod knotty pine summer cottage. Built on the shores of Follins Pond in south Dennis, MA. Simple and wonderful, with an enclosed porch, private yard , outdoor shower and access to private beach on the salt water pond. Centrally located in a quiet family neighborhood. Cape Cod...
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    About this property
    Centrally located two bedroom cottage located between the north and south side beaches. Minutes from Exit 9 off of Route 6. Quiet family neighborhood. Nice yard, picnic table seating on the deck with gas grill, all for your use. Large outdoor cedar shower for washing off after the day at the...
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    South Dennis, Cape Cod 02660
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    JUNE SPECIAL 3 WEEKS LEFT!!! HUGE DECK and GREAT WATER ACCESS AND WATERVIEWS1 / 20
    (2)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    South Dennis, Cape Cod 02670
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cape Charmer in East Dennis1 / 11
    (7)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hideaway On Bass River1 / 21
    (17)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    South Dennis, Cape Cod 02660
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    S.Dennis, 5 bdrm, 300 ft to Kelley Bay on Bass Riv., sleeps 121 / 24
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Pet Friendly Lovely Dennis Home1 / 21
    (14)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Family Friendly Cape Cod Home • Sleeps 6 • Steps to Kelly Bay • Near Beaches1 / 22
    (10)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pet Friendly , Perfect Price, House and Spot1 / 10
    (13)Very good
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Pondfront Living with Firepits and Central AC. Outdoor shower and so much more1 / 24
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02664
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    49 Uncle Bill's Way: 3BR /1.5 BA, Central A/C, 4 mi to beach!1 / 24
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    $1,000/wks in Fall- Retreat on Swan River-Serenity, Kayaking, Birding1 / 22
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cape Cod Summer Rental on Follins Bay and Bass River1 / 15
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Newly renovated house (sleeps 8), 2-min to Cape bike trail, near ocean1 / 24
    (4)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    South Dennis, Cape Cod 02660
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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