Vacation Rentals with Pool in West Dennis Beach, MA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Massachusetts

  5.  West Dennis
  6.  West Dennis Beach

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173 Best Vacation Rentals with Pool in West Dennis Beach (Starting from $150)

Lighthouse Inn Cape Cod
Lighthouse Inn Cape Cod
Resort
West Dennis, MA, USA
1.1k from West Dennis Beach center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Places to stay

22 Bedrooms14 Guests
6.6

Good

92 reviews

$1035
Average price / night
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Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
House
Yarmouth, MA, 02664, United States
1.5k from West Dennis Beach center

AC, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
9.6

Exceptional

11 reviews

$538
Average price / night
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Riviera Beach Resort
Riviera Beach Resort
Resort
South Yarmouth, MA, USA
1.7k from West Dennis Beach center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

93 Bedrooms25 Guests
7.7

Good

350 reviews

$494
Average price / night
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Upscale Beach Retreat w Pool, Half Mile to Beach!
Upscale Beach Retreat w Pool, Half Mile to Beach!
House
Dennis, MA, 02670, United States
1.6k from West Dennis Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
New to Booking
$849
Average price / night
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31 Pine Road West Dennis Cape Cod - - Shark Lookout
31 Pine Road West Dennis Cape Cod - - Shark Lookout
House
West Dennis, MA, USA
1.7k from West Dennis Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Jacuzzis, Places to stay

1 Bedroom9 Guests
New to Booking
$2885
Average price / night
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Ocean Front, The Ocean Club, So.Yarmouth, MA \n Available only  7/03/26- 7/10/26
Ocean Front, The Ocean Club, So.Yarmouth, MA \n Available only 7/03/26- 7/10/26
Apartment
South Yarmouth, MA, 02664, United States
1.6k from West Dennis Beach center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$400
Average price / night
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Blue Water Resort
Blue Water Resort
Resort
South Yarmouth, MA, USA
1.9k from West Dennis Beach center

Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Beach, Jacuzzis, Places to stay

74 Bedrooms57 Guests
7.5

Good

354 reviews

$450
Average price / night
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Charming, Comfortable 1-bedroom Condo with Pool Near Bass River
Charming, Comfortable 1-bedroom Condo with Pool Near Bass River
Condo
Dennis, MA, 02670, United States
1.7k from West Dennis Beach center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
9.8

Exceptional

8 reviews

$283
Average price / night
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128 Lower County Road Dennis - The Moor-a-Sea
128 Lower County Road Dennis - The Moor-a-Sea
House
West Dennis, MA, USA
2.0k from West Dennis Beach center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom12 Guests
New to Booking
$1512
Average price / night
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Beautiful condo in the heart of the Cape!
Beautiful condo in the heart of the Cape!
Condo
West Dennis, MA, 02670, United States
1.7k from West Dennis Beach center

AC, Balcony, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
8.8

Fabulous

9 reviews

$206
Average price / night
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Water Views Private Pool Access to Cove
Water Views Private Pool Access to Cove
House
Dennis, MA, USA
2.5k from West Dennis Beach center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1682
Average price / night
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Oceanside Condos
Oceanside Condos
Apartment
West Dennis Beach, West Dennis, Massachusetts, USA
3.2k from West Dennis Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Vacation rentals, Beach

40 Bedrooms20 Guests
8.4

Very Good

267 reviews

$275
Average price / night
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Carolyn's Bass River Condo
Carolyn's Bass River Condo
Condo
Yarmouth, MA, 02664, United States
1.8k from West Dennis Beach center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

17 reviews

$236
Average price / night
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194 Captain Chase Road Dennis Port Cape Cod - - Beach Retreat I
194 Captain Chase Road Dennis Port Cape Cod - - Beach Retreat I
House
Dennis Port, MA, USA
3.2k from West Dennis Beach center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$205
Average price / night
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Stylish Cape Retreat–6 Min to Beach-Private Balcony-Centrally located Mid Cape
Stylish Cape Retreat–6 Min to Beach-Private Balcony-Centrally located Mid Cape
Condo
Dennis, MA, 02670, United States
2.0k from West Dennis Beach center

AC, Balcony, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom3 Guests
10.0

Exceptional

4 reviews

$240
Average price / night
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200 Captain Chase Road Dennis Port Cape Cod - - Beach Retreat II
200 Captain Chase Road Dennis Port Cape Cod - - Beach Retreat II
House
Dennis Port, MA, USA
3.2k from West Dennis Beach center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom2 Guests
9.0

Fabulous

3 reviews

$203
Average price / night
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Modern Beachside Luxury – 4BR Home with Plunge Pool & Pool House
Modern Beachside Luxury – 4BR Home with Plunge Pool & Pool House
House
West Dennis, MA, 02670, United States
2.1k from West Dennis Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms10 Guests
New to Booking
$1109
Average price / night
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Red Jacket Beach Resort
Red Jacket Beach Resort
Resort
South Yarmouth, MA, USA
3.3k from West Dennis Beach center

Accommodations, Pools, Resorts, Parking, Spa, 3-star, Lodgings, Beach, Places to stay

132 Bedrooms95 Guests
7.9

Good

371 reviews

$527
Average price / night
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Coastal Escape: Pool, Pet-Friendly & Near Beach
Coastal Escape: Pool, Pet-Friendly & Near Beach
House
West Dennis, MA, 02670, United States
2.4k from West Dennis Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms12 Guests
New to Booking
$1401
Average price / night
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Riverview Resort
Riverview Resort
Resort
South Yarmouth, MA, USA
3.3k from West Dennis Beach center

Cheap, Accommodations, Pools, Resorts, Parking, 3-star, Lodgings, Jacuzzis, Places to stay

44 Bedrooms14 Guests
8.6

Fabulous

81 reviews

$209
Average price / night
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Water Views Private Pool, Hot Tub, Access to Cove!
Water Views Private Pool, Hot Tub, Access to Cove!
House
West Dennis, MA, 02670, United States
2.5k from West Dennis Beach center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
9.8

Exceptional

25 reviews

$900
Average price / night
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Yarmouth Vacation Rental with Deck Near Swan Pond!
Yarmouth Vacation Rental with Deck Near Swan Pond!
House
Yarmouth, MA, USA
3.3k from West Dennis Beach center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms4 Guests
New to Booking
$150
Average price / night
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Studio Cabin8 w Kitchen, Enclosed Porch, Bathroom, Sleep2, Heated Pool, pet ok
Studio Cabin8 w Kitchen, Enclosed Porch, Bathroom, Sleep2, Heated Pool, pet ok
Cabin
South Yarmouth, MA, 02664, United States
2.5k from West Dennis Beach center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
9.0

Fabulous

31 reviews

$264
Average price / night
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LOCATION!  Cabin for3, POOL, 1mile to OCEAN, Kitchen/Grill, Pet ok, Parking,Golf
LOCATION! Cabin for3, POOL, 1mile to OCEAN, Kitchen/Grill, Pet ok, Parking,Golf
Cabin
South Yarmouth, MA, 02664, United States
2.6k from West Dennis Beach center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

1 Bedroom3 Guests
9.2

Superb

55 reviews

$254
Average price / night
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Friendly 4 BR, 2 Kitchens, Sleeps8, Heated Pool, 1 Mile to Warm Beaches, Pets ok
Friendly 4 BR, 2 Kitchens, Sleeps8, Heated Pool, 1 Mile to Warm Beaches, Pets ok
House
South Yarmouth, MA, 02664, United States
2.6k from West Dennis Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
8.2

Very Good

20 reviews

$396
Average price / night
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Location! Large House Sleeps 10, Heated Pool, 1 mile to Ocean Beaches, Pets ok
Location! Large House Sleeps 10, Heated Pool, 1 mile to Ocean Beaches, Pets ok
House
South Yarmouth, MA, 02664, United States
2.6k from West Dennis Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
8.2

Very Good

39 reviews

$491
Average price / night
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LOCATION! 1 mile to OCEAN/GOLF, Pool, SLEEPS5, pet ok, Kitchen/Grill,2BR,Parking
LOCATION! 1 mile to OCEAN/GOLF, Pool, SLEEPS5, pet ok, Kitchen/Grill,2BR,Parking
Cabin
Yarmouth, MA, 02664, United States
2.6k from West Dennis Beach center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.0

Fabulous

27 reviews

$361
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in West Dennis Beach.

Where to stay in West Dennis Beach? Best neighborhoods & areas

West Dennis Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 173 verified vacation rentals with a pool in West Dennis Beach. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in West Dennis Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $150 per night, with private pool homes and peak travel periods often costing more.

Many rentals in West Dennis Beach offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in West Dennis Beach welcome pets. Currently, 33 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in West Dennis Beach often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in West Dennis Beach offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.