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2026-10-29
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Vacation Rentals in Dennisport

2 Minute Walk To Beach, Cape Cod Escape

37 Ocean Drive 5, Dennisport, United States Show map

2 Minute Walk To Beach, Cape Cod Escape Dennisport villa can host up to 4 guests, boasting a prime location 7 km from iconic cultural attractions such as Whydah Pirate Museum. Located 10 minutes by… More

From US$ 430 Book Now

Immaculate Beach Condo

405 Old Wharf Rd Building A, Apartment 205, Dennisport, United States Show map

Immaculate Beach Condo Dennisport villa is located merely a 5-minute walk from Sundae School Ice Cream and offers guests to enjoy horseback riding and fisheries. Offering horse riding tours, the 1… More

From US$ 705 Book Now

Chic Coastal Cottage Near Beach

18 Manning Road, Dennisport, United States Show map

Chic Coastal Cottage Near Beach Dennisport is nestled a mere 5 minutes' walk from Sea View Park and can accommodate up to 6 guests. Located 4.2 km from Eagle Pond, this 1-bathroom villa provides Wi… More

From US$ 502 Book Now

Cape Beach Bungalow

11 Carr Rd, Dennisport, United States Show map

Situated a mere 8 minutes' walk from Sundae School Ice Cream, the 2-bedroom Cape Beach Bungalow Dennisport is ideal for up to 6 guests. This holiday home features opportunities for fisheries in the… More

From US$ 144 Book Now

Uncle Rolfs Cozy Cottage

26 Uncle Rolf Rd, Dennisport, United States Show map

The 2-bedroom Uncle Rolfs Cozy Cottage Dennisport is located 4.4 km from Windmill Beach and provides horseback riding and fisheries for active guests. Offering horse riding tours, the villa can… More

From US$ 225 Book Now

Scallop'S Nest

343 Lower County Road Back House, Dennisport, United States Show map

The 3-bedroom Scallop'S Nest Dennisport villa hosts up to 6 guests and provides proximity to Sundae School Ice Cream, situated just 200 metres away. Providing guests with Wi-Fi and parking, the… More

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Oceanfront Gem W/ Sunroom & Fireplace In Cape Cod

Dennis Port, MA, 02639, Dennisport, United States Show map

The 3-bedroom Oceanfront Gem W/ Sunroom & Fireplace In Cape Cod Dennisport villa accommodates up to 6 guests and offers a beachfront location within a 4-km distance of shopping venues such as The… More

From US$ 286 Book Now

Charming Dennis Port Getaway For Two With Pool Walk To Beach

200 Captain Chase Road Unit #17, Dennisport, United States Show map

Offering a location 16 minutes' walk from Sea Street Beach, Charming Dennis Port Getaway For Two With Pool Walk To Beach villa gives access to various tourist spots in the area. More

From US$ 373 Book Now

Pet-Friendly Yard! Fun Family Home In Cape Cod

7 James St, Dennisport, United States Show map

The 3-bedroom Pet-Friendly Yard! Fun Family Home In Cape Cod Dennisport hosts up to 8 guests and provides proximity to Sundae School Ice Cream, situated only 300 metres away. Providing guests with Wi… More

From US$ 388 Book Now

Beach Access: Seaside Getaway In Dennis Port

405 Old Wharf Rd Unit A203, Dennisport, United States Show map

Situated merely an 8-minute walk from Sundae School Ice Cream, Beach Access: Seaside Getaway In Dennis Port villa is ideal for up to 4 guests. Located about 6 km from Brooks Free Library, this 1… More

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Walk To Beach: Bright & Cozy Cape Cod Studio!

75 Beaten Rd Unit 11, Dennisport, United States Show map

The 28 m² Walk To Beach: Bright & Cozy Cape Cod Studio! Dennisport is located within a 10-minute drive of The Links 9 at Bayberry Hills Golf Course and 2.7 km from Fresh Pond Conservation Land Park. More

From US$ 293 Book Now

Walk To Nantucket Sound Beaches! Family Getaway

120 Cynthia Ln, Dennisport, United States Show map

Nestled 4.4 km from Windmill Beach, the 3-bedroom Walk To Nantucket Sound Beaches! Family Getaway Dennisport villa is boasting a terrace and a patio for guests' enjoyment. More

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Beachfront Escape In Dennis Port

251 Old Wharf Road #57, Dennisport, United States Show map

Hosting up to 2 guests, Beachfront Escape In Dennis Port villa is located in a residential area, 6 km from Judah Baker WIndmill. Guests can enjoy windsurfing, hiking, and fisheries at this holiday… More

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Dennis Port Delight

17 Gosling Ln, Dennisport, United States Show map

The 3-bedroom Dennis Port Delight Villa is located within 3 km of The Potted Geranium Gift Shop and provides fisheries for active guests. Providing guests with high-speed Internet access and a car… More

From US$ 577 Book Now

Walk To Beaches & Dining: Classic Cape Cod Cottage

12 Whortleberry Ln, Dennisport, United States Show map

The 3-bedroom Walk To Beaches & Dining: Classic Cape Cod Cottage Dennisport hosts up to 6 guests and is nestled around 25 minutes' walk from natural sites such as Fresh Pond Conservation Land Park. More

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Dennis Port Palace

48 Arbor Way 4 & 5, Dennisport, United States Show map

The 4-bedroom Dennis Port Palace villa hosts up to 8 guests and provides proximity to Sea Street Beach, situated just 0.6 km away. Providing guests with high-speed Internet access and a car park, the… More

From US$ 521 Book Now

111-5 Glendon Beach Condo

111 Glendon Road, Dennisport, United States Show map

Situated 4 km from Wilbur Park, 111-5 Glendon Beach Condo Dennisport villa entices guests to explore various tourist attractions in the area. The 2-bedroom holiday home hosts up to 4 guests and… More

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Seabreeze

17 Toms Path, Dennisport, United States Show map

During the stay at Seabreeze Villa Dennisport, guests can indulge in fisheries or visit Cape Cod Lavender Farm, located 6 km away. Located 10 minutes' drive from Eagle Pond, the 5-bedroom holiday… More

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Cozy Cottage 100 Yds To The Beach! 93

91 Glendon Road, Dennisport, United States Show map

Staying at the 2-bedroom Cozy Cottage 100 Yds To The Beach! 93 Dennisport, guests can easily reach Werner Schmidt Observatory, located approximately 6 km away. This Dennisport holiday home is… More

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Summer Cape Escape

405 Old Wharf Rd  Building B, Apartment 102, Dennisport, United States Show map

The 1-bedroom Summer Cape Escape Dennisport villa entices guests to enjoy fisheries and offers proximity to Sundae School Ice Cream, located merely 8 minutes' stroll away. Hosting up to 4 guests, the… More

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Cape Cod Cottage By Leavetown Vacations

15 Easy Street, Dennisport, United States Show map

The 2-bedroom Cape Cod Cottage By Leavetown Vacations Dennisport accommodates up to 5 guests and offers a convenient location within a 3-km distance of shopping venues such as The Potted Geranium… More

From US$ 481 Book Now

Steps To The Surf—Modern Oceanfront Condo

405 Old Wharf Road Unit B201, Dennisport, United States Show map

Steps To The Surf—Modern Oceanfront Condo Dennisport villa is located only an 8-minute walk from Sundae School Ice Cream and invites guests to enjoy horse riding tours. The holiday home features… More

From US$ 589 Book Now

Great Cottage - Walk To The Beach! 97

91 Glendon Road, Dennisport, United States Show map

Positioned a 10-minute drive from bustling shopping destinations such as The Potted Geranium Gift Shop, Great Cottage - Walk To The Beach! 97 Dennisport offers guests to use a private parking lot. More

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Family-Friendly Home! Walk To Sea Street Beach

43 Bassett Ln, Dennisport, United States Show map

Staying at the 2-bedroom Family-Friendly Home! Walk To Sea Street Beach Dennisport, guests can easily reach The Links 9 at Bayberry Hills Golf Course, located approximately 6 km away. More

From US$ 200 Book Now

Summer Get Away

Dennisport, United States Show map

Located a mere 7 minutes' walk from Sea View Park, the 3-bedroom Summer Get Away Dennisport villa offers horseback riding and fisheries to diversify guests' leisure. This accommodation boasts an aqua… More

From US$ 313 Book Now

The Grey Pearl: Cozy Coastal Retreat

217 Old Wharf Road #1A, Dennisport, United States Show map

Hosting up to 5 guests, The Grey Pearl: Cozy Coastal Retreat Villa Dennisport is nestled in a residential area, 4.2 km from The Cultural Center of Cape Cod. Guests can enjoy windsurfing, hiking, and… More

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Walk To Haigis Beach: Family Home W/ Fire Pit!

49 Cornell Dr, Dennisport, United States Show map

The 4-bedroom Walk To Haigis Beach: Family Home W/ Fire Pit! Dennisport is located around 25 minutes' walk from Eastern Beach, giving access to various tourist spots nearby. With a maximum capacity… More

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Willows Main House

286 Old Wharf Road, Dennisport, United States Show map

With the capacity to host 8 guests, the 4-bedroom Willows Main House Dennisport villa is located within 25 minutes' walk of such significant cultural landmarks as Jericho House and Barn Museum. More

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Blue Sky Retreat - Cozy, Central Walk To Beach

4 Manning Road, Dennisport, United States Show map

Blue Sky Retreat - Cozy, Central Walk To Beach Dennisport villa entices guests to enjoy windsurfing, snorkelling, and horseback riding and offers proximity to Sundae School Ice Cream, located about a… More

From US$ 652 Book Now

Charming Cape Cottage In Dennis Port

26 Manning Road, Dennisport, United States Show map

Situated around 5 minutes on foot from Sea View Park, Charming Cape Cottage In Dennis Port ensures a great leisure experience by offering cycling and fisheries. The cosy holiday home is nestled in a… More

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Cheerful Cozy Cottage-Quick Walk To The Beach!

91 Glendon Road, Dennisport, United States Show map

The 2-bedroom Cheerful Cozy Cottage-Quick Walk To The Beach! Dennisport can host up to 4 guests, boasting a prime location approximately a 15-minute ride from iconic cultural attractions such as… More

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Willows Studio Cottage

286 Old Wharf Road, Dennisport, United States Show map

Located a mere 1.6 km from Sundae School Ice Cream, the 1-bedroom Willows Studio Cottage Dennisport provides access to various tourist attractions in the vicinity. With a maximum capacity of 3 guests… More

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Willows Cottage East

286 Old Wharf Road, Dennisport, United States Show map

Situated 17 minutes' walk from Raycroft Beach, Willows Cottage East Dennisport entices guests to explore various tourist attractions in the area. This 2-bedroom villa hosts up to 4 guests and… More

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Villa Balena - A Cape Cod Oasis

405 Old Wharf Rd  Building B, Apartment 304, Dennisport, United States Show map

Located around 300 metres from Raycroft Beach, the 2-bedroom Villa Balena - A Cape Cod Oasis Dennisport offers opportunities for fisheries in the area. Providing guests with Wi-Fi and parking, this… More

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Seaside 2 Bedroom Condo 111-3

111 Glendon Road, Dennisport, United States Show map

Located 6 km from The Links 9 at Bayberry Hills Golf Course, Seaside 2 Bedroom Condo 111-3 Dennisport villa gives access to various tourist sites in the vicinity. The 2-bedroom holiday home hosts up… More

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The Coast: Cozy Cape Escape In Dennis Port

22 Manning Road, Dennisport, United States Show map

The Coast: Cozy Cape Escape In Dennis Port Villa accommodates up to 4 guests and offers proximity to Sea View Park, located merely 5 minutes' walk away. This Dennisport holiday home features… More

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Walk To Beach & Eats! Dennis Port Cottage, 2 Decks

37 Ocean Dr Unit 6, Dennisport, United States Show map

Located about a 10-minute drive from Fresh Pond Conservation Land Park, Walk To Beach & Eats! Dennis Port Cottage, 2 Decks provides access to various tourist attractions in the vicinity. More

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Relax At Hilltop Hideaway, Near The Shore

251 Old Wharf Road Unit 163, Dennisport, United States Show map

Relax At Hilltop Hideaway, Near The Shore Dennisport villa is nestled merely 7 minutes' walk from Sea Street Beach and can accommodate up to 4 guests. Located 3.2 km from The Potted Geranium Gift… More

From US$ 586 Book Now

Steps To The Beach From This Cozy Cottage 95

91 Glendon Road, Dennisport, United States Show map

Offering a location 17 minutes' walk from Raycroft Beach, the 2-bedroom Steps To The Beach From This Cozy Cottage 95 Dennisport gives access to various tourist spots in the area. This 1-bathroom… More

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Beach Days

217 Old Wharf Road Unit 50, Dennisport, United States Show map

Staying at the 1-bedroom Beach Days Dennisport villa, guests can visit Sea View Park, which is nearly a 25-minute walk away. Suitable for up to 4 guests, the Dennisport holiday home offers… More

From US$ 264 Book Now

Willows Cottage West

286 Old Wharf Road, Dennisport, United States Show map

Located merely 1.6 km from Sundae School Ice Cream, the 2-bedroom Willows Cottage West Dennisport provides access to various tourist attractions in the vicinity. The accommodation is suitable for up… More

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