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Dennis Port Rentals with Pools

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    Travelers to Dennis Port are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    29 Matching Rentals in Dennis PortView all 308 rentals
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    Skip to beach! Condo across from beach!1 / 16
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Ocean View Condo across from Beach with pool!1 / 39
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cape Cod 2 BR Condo at the Beach  Aug 2-9, 2019 PRICE REDUCED!1 / 10
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • Shared Indoor Pool
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2015
    The experience with booking this rental was very pleasant. The owner Lois was very quick to respond to any questions or concerns. I even called the Breakers/Sounding before...
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    About this property
    Two bedroom condo with large balcony steps from the beautiful sandy beaches on Nantucket Sound at the Breakers North Resort on Cape Cod. Relax on the private beach or in outdoor pool with an indoor pool available for any fair weather day. Eight hundred square feet of comfort is air conditioned...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 bedroom condo-just steps to the beach1 / 12
    (5)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SPRING, SUMMER & FALL ARE PERFECT FOR A CAPE COD VACATION! AND, Dennisport, home of the famous Cape Cod Rail Trail is located right in the middle of the Cape for easy access to the full Cape and all of its wonders and beauty. With this conveniently located rental you are just a few steps from...
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    Dennis Port, Dennis 02639
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    61 Chase Ave1 / 8
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 9, 2018
    This rental is in a great location. It’s across the street from the beach, outdoor pools, indoor pool and jacuzzi. We had access to gas grills and picnic tables right outside...
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    About this property
    Breakers Oceanview A delightful Oceanside resort offering over 500 feet of beautiful private beach in Dennisport. Conveniently located in mid-cape to be close to dining, shopping and many Cape Cod activities. Golf, whale watching, a day trip to the Islands or just a day at the resort relaxing at...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Cape Cod cottage-Just 150 feet to Sea Street Beach1 / 17
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy cape cod cottage with a 5x8 front screened porch is located just 150 feet to Sea Street beach. Full Bath with tub and outdoor enclosed shower. Property has a shared swimming pool for tenant use only. Other amenities include premium cable TV (HBO, Showtime and Stars), Wifi, DVD, AM/FM...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pristine condition in Heritage Sands! Beautifully decorated, brand new two bedroom home with central air. Located less than 500 feet to a shared private beach! This home boasts an open floor plan with stainless steel appliances and granite counter tops. Amenities include central air, Wifi,...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    • Secure Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Darling, modern cottage with water views located within the gated beach community of Heritage Sands in Dennis Port. Perfect for couples retreats & small families! Just steps to 2 private beaches & the gorgeous, super-warm water of Nantucket Sound. Tour local Mid-Cape breweries & wineries (Devil’s...
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Parking
    • Washer
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New to our inventory! Heritage Sands condo less than 500 feet to the beach! Beautifully decorated, brand new two bedroom home with central air. This home boasts an open floor plan with stainless steel appliances and granite counter tops. Amenities include central air, Wifi, washer/dryer,...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Breakers Resort is situated beachfront and center, just waiting for your next vacation. This cozy, beachside community is the ultimate home-away-from-home in ever-popular Cape Cod. The Breakers offers visitors every opportunity to relax and recharge, whether on the private beach and in the...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New to our inventory! Ocean view 3 bedroom, 2 bath Heritage Sands freestanding condo sleeps 8 with ocean views. This home is steps away to the ocean, one house away! Beautifully decorated in contemporary beach decor. This home boasts an open floor plan with stainless steel appliances and granite...
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    Dennis Port, Dennis 02639
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront 4 bedroom, 2 bath Heritage Sands freestanding condo sleeps 8 with unobstructed ocean views. Beautifully decorated in contemporary beach decor. This home boasts an open floor plan with stainless steel appliances and granite counter tops. Amenities include central air, Wifi,...
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    Dennis Port, Dennis 02639
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I am offering my Time Share at Edge Water Beach Resort in Dennisport The condo is called Edgewater and it is steps away from the Nantucket Sound and the beach Pricing is $249 per night (Minimum 3 nights) per night or $1600 for the week. It is for the week of June 29 2019 to July 6th 2019....
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    Dennis Port, Dennis 02639
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Washer
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Soundings Seaside Resort Come experience over 365 feet of private beach located directly on beautiful Nantucket Sound. Take full advantage of a central location that includes not only the breathtaking beauty of Nantucket Sound, but all the vacation attractions of Cape Cod, too. This is a 300...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Beautiful five bedroom home with private swimming pool1 / 27
    (8)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful new 5 bedroom, 4 bath home complete with a private pool, central air conditioning,and 2 washers and 2 dryers, Air Hockey, ping pong table, arcade basketball! This is the perfect home for 2 familes or 1 large family. Inman Rd. Beach at only 4/10 of a mile away! Wiffle ball field and bad...
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    Dennis Port, Dennis 02639
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to The Cape at this charming vacation rental studio condo in Dennis Port! With enough space to comfortably sleep 4, this quaint Delray Beach Club condo boasts updated appliances, all of the home essentials, and the ideal location to experience some of the best beaches in Cape Cod. Walk less...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bathroom, Sleeps 4
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next Cape Cod beach retreat to this recently updated 1-bath vacation rental less than half a block to Glendon Beach and minutes to other renowned beaches of Dennis! Bring the kids to the Cape Cod Inflatable Park, enjoy tax-free shopping at the Dennis Port Shops, or hop on the ferry in...
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bathroom, Sleeps 4
    BEAUTIFUL DENNISPORT CAPE COD STUDIO STEPS TO OCEAN1 / 26
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Pool & 300 yards to  the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-91 / 29
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Smoking allowed
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    Dennis Port, Dennis 02639
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Cute 1 Bedroom Beach Condo At Glendon Beach With Inground Pool1 / 18
    (23)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    SPRING SPECIAL!!!   Cozy, Romantic retreat steps from the beach!1 / 23
    (18)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Charming Studio less than 200 steps to Glendon Beach - 200 Captain Chase Rd #181 / 22
    (23)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Outdoor Pool (Unheated)
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    Dennis Port, Dennis 02639
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    Steps to the Beach!! ~ Cozy End-Unit Efficiency - Captain Chase Rd. Unit #11 / 18
    (48)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Dennis Port, Dennis 02639
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Dennis Port, Dennis 02671
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3BR House with Pool, 5 minute Walk to the Beach1 / 13
    (8)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Dennis Port, Dennis 02639
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Dennis Port, Dennis 02639
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Cottage - Great Central Location - Share Pool, Jacuzzi, Sauna1 / 23
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Dennis Port, Dennis 02639
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Dennis Port, Dennis 02639
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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