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East Dennis Holiday Homes

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    Don't let other travellers get your favourite East Dennis area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 267 Rentals in East Dennis
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    The following rentals are within 10 kilometres of East Dennis.
    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A-Style, Renovated, 3 Ductless ACs, WIFI & 6 Pool Passes (Fees Apply) Ready to Rent for 2018 Season This impeccably maintained and renovated Trevor Village townhome features ductless AC throughout. Guests will appreciate the central location and proximity to the Fletcher indoor and outdoor...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Big and Beautiful on the Beach in Brewster -- Sleeps 14+ Peak Summer Weekly Rates: $12,600 - $14,000 Rents Saturday to Saturday during peak season Linens included NEW listing for 2018! Please click on the 'Virtual Tour' to see a 3D tour of the home This truly is a special property, the ideal...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Brewster, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Parking
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    C-Style, 3 Ductless AC's, WIFI & 4 Pool Passes (Fees Apply) This is a lovely, Trevor Village townhome with 2 bedrooms and 1.5 baths that features ACs and TVs in both bedrooms and the livingroom. Guests will appreciate the central location and short walk to the Fletcher indoor and outdoor pools,...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A-Style, 3 ACs & 6 Pool Passes (Fees Apply) This 2 bedroom plus an open loft, Billington Village unit features stainless appliances in the kitchen and ductless AC in both bedrooms and the loft. The master bedroom is located on the second floor and offers a queen bed, ductless AC, flat screen...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Parking
    • Patio
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Upper Level, Renovated Kitchen, 2 ACs & 5 pool passes (fees apply) This Eaton Village apartment has comfortable decor and a recently renovated kitchen with newer appliances. The master bedroom has a queen bed, ceiling fan, AC, TV with DVD/VCR, and a private bath. The 2nd bedroom has 2 twin...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Brewster, MA
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on Paines Creek Beach, Stunning Bayside Views, Central AC, Premium Cable Pkg. Here is a spectacular, renovated and tastefully decorated, contemporary, 4+ bedroom, 4 bath home featuring panoramic views of Brewster's Paines Creek Beach. Imagine watching incredible sunsets from the...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Edge Resort has it all—3 pools, a fitness center, restaurants, ball courts, a golf course, and more! This cozy 2BR/2BA Brewster condo (sleeps 6) is nestled between beautiful Cape Cod Bay beaches, freshwater ponds, antique shops, and Nickerson State Park. INSIDE THE CONDO From the parking...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Grill
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A-Style, Remodeled, King Bed, Straight Staircase, 3 ACs, 6 Pool Passes (Fees Apply) This wonderful, 2 bedroom plus an open loft, Billington Village unit features a remodeled kitchen, and A/C in both bedrooms plus the loft area. Up the new straight staircase, you will find an open loft area...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    B-Style, 3 ACs, WIFI & 6 Pool Passes (Fees Apply) This Howland Village townhouse is located just a few minutes' walk from the Fletcher Pools and Fitness Complex. It features new appliances and a lovely, private patio and yard. The master bedroom is on the main floor and has a queen bed plus AC....
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Parking
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to Seymour Pond & Bike Path, Central AC Located in a nice family friendly neighborhood, this 3 bedroom, 2 bath home is situated just minutes away from Seymour Pond & the Cape Cod Bike Trail. Seymour Pond is swimmable. All the bedrooms are on the first floor. The master bedroom has a...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend your vacation time at the Cape's most relaxing and peaceful luxury rental home. Our Barn is a romantic, 2nd-floor (~2000 sq ft) one or two bedroom, open, loft-style property. It is self-catered. We call it a Barn - but as you'll see from the pictures below - it is a warm, well-designed and...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Patio
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    B-Style, 2 King Beds, Straight Staircase, Enclosed Loft, 3 ACs & 6 Pool Passes (Fees Apply) This Billington Village townhouse features an enclosed loft accessed by a straight staircase, and laminate wood flooring throughout the kitchen and living room. The master bedroom is located on the first...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Edge Patio Home with Central A/C & Pool Access - SU02431 / 19
    (1)Average
    Brewster, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patio Style with Loft, Central AC, Remodeled Kitchen, WIFI & 6 Pool Passes (Fees Apply) This lovely Susanna Village patio home features central AC and has 2 bedrooms plus an open loft. The master bedroom is located on the main floor and has a queen bed plus a private bath. The 2nd bedroom has...
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    Brewster, Cape Cod 02631
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Brewster, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    #801 Hillcrest House: Family Retreat! 300 Ft. from clear spring fed water at Sheep pond Private association beach. A hop and skip to crystal clear Sheep Pond, spring fed and one of Cape Cods cleanest. Water views and 1-minute walk down the hill to private association beach for swimming, kayaking...
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    Brewster, Cape Cod 02631
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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