Vacation Rentals with Pool in Cape Cod Rail Trail, MA: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Massachusetts

  5.  South Dennis
  6.  Cape Cod Rail Trail

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173 Best Vacation Rentals with Pool in Cape Cod Rail Trail (Starting from $203)

Family Dennis retreat with sauna firepit private pool
Family Dennis retreat with sauna firepit private pool
House
Dennis, MA, USA
1.3k from Cape Cod Rail Trail center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

1 Bedroom10 Guests
New to Booking
$3190
Average price / night
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Summer vacation paradise, with private heated pool, sleeping 8
Summer vacation paradise, with private heated pool, sleeping 8
House
South Dennis, MA, 02660, United States
0.8k from Cape Cod Rail Trail center

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

3 Bedrooms8 Guests
9.8

Exceptional

7 reviews

$737
Average price / night
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Ace's Cape Escape
Ace's Cape Escape
House
South Dennis, MA, USA
1.7k from Cape Cod Rail Trail center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$584
Average price / night
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Charming home with private pool, deeded bay access, firepit, & W/D
Charming home with private pool, deeded bay access, firepit, & W/D
House
South Dennis, MA, 02660, United States
1.7k from Cape Cod Rail Trail center

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

3 Bedrooms7 Guests
9.6

Exceptional

5 reviews

$397
Average price / night
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Cape Estate 6
Cape Estate 6
House
South Dennis, MA, USA
2.0k from Cape Cod Rail Trail center

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

4 Bedrooms9 Guests
9.0

Fabulous

1 reviews

$519
Average price / night
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Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
Waterfront, Amazing Sunsets, Dock, Fishing and a Small Beach, 1 Bedroom Sleeps 3
Cabin
West Dennis, MA, 02670, United States
2.5k from Cape Cod Rail Trail center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
9.0

Fabulous

84 reviews

$263
Average price / night
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Blue Rock Resort
Blue Rock Resort
Resort
MA, USA
2.3k from Cape Cod Rail Trail center

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

44 Bedrooms14 Guests
8.1

Very Good

186 reviews

$296
Average price / night
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Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C
Family Reunion Home with Heated Salt Water Swimming Pool and Central A/C
House
Dennis Port, MA, 02639, United States
2.6k from Cape Cod Rail Trail center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

6 Bedrooms100 Guests
10.0

Exceptional

90 reviews

$1315
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
2.7k from Cape Cod Rail Trail 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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Modern Oasis. Private Heated Saltwater Pool. Huge Lounge Deck. Beach Golf Bike.
Modern Oasis. Private Heated Saltwater Pool. Huge Lounge Deck. Beach Golf Bike.
House
Dennis, MA, 02660, United States
2.7k from Cape Cod Rail Trail center

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

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1075
Average price / night
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Luxury Waterfront Home w Heated Pool and Hot Tub
Luxury Waterfront Home w Heated Pool and Hot Tub
House
Yarmouth, MA, USA
2.9k from Cape Cod Rail Trail center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

6 Bedrooms16 Guests
New to Booking
$3300
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
2.7k from Cape Cod Rail Trail 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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Sleeps 14 Home w Pool Great for Families
Sleeps 14 Home w Pool Great for Families
House
Harwich, MA, USA
3.7k from Cape Cod Rail Trail center

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

6 Bedrooms14 Guests
New to Booking
$1765
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
3.8k from Cape Cod Rail Trail 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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Private Pool, Game Room & Tons of Fun in Harwich RPAM118
Private Pool, Game Room & Tons of Fun in Harwich RPAM118
House
Harwich, MA, 02645, United States
3.3k from Cape Cod Rail Trail center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$1037
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
3.9k from Cape Cod Rail Trail 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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Pool & 300 yards to  the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9
Pool & 300 yards to the beach , 4 Bedroom/ 1.5 bath Cape sleeps 8-9
House
Dennisport, MA, 02639, United States
3.3k from Cape Cod Rail Trail center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

4 Bedrooms9 Guests
10.0

Exceptional

17 reviews

$641
Average price / night
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Bluegreen Dennis Port - The Soundings Seaside Resort - 2BD
Bluegreen Dennis Port - The Soundings Seaside Resort - 2BD
House
Dennis, MA, USA
4.1k from Cape Cod Rail Trail center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
New to Booking
$590
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
3.3k from Cape Cod Rail Trail 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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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
4.1k from Cape Cod Rail Trail 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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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
3.5k from Cape Cod Rail Trail center

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

4 Bedrooms10 Guests
New to Booking
$1109
Average price / night
Check Availability
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
4.3k from Cape Cod Rail Trail 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
Check Availability
Coastal Escape: Pool, Pet-Friendly & Near Beach
Coastal Escape: Pool, Pet-Friendly & Near Beach
House
West Dennis, MA, 02670, United States
3.5k from Cape Cod Rail Trail center

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

4 Bedrooms12 Guests
New to Booking
$1401
Average price / night
Check Availability
The Three Seasons Resort
The Three Seasons Resort
Resort
Cape Cod Rail Trail, South Dennis, Massachusetts, USA
4.4k from Cape Cod Rail Trail center

Accommodations, Pools, Resorts, Parking, Lodgings, Beach, Places to stay

12 Bedrooms15 Guests
7.8

Good

251 reviews

$510
Average price / night
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Heated Salt Water Pool. Central A/C-YROY
Heated Salt Water Pool. Central A/C-YROY
House
Yarmouth Port, MA, 02675, United States
3.5k from Cape Cod Rail Trail center

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

3 Bedrooms6 Guests
New to Booking
$877
Average price / night
Check Availability
Charming West Harwich Pool Escape RPAM111
Charming West Harwich Pool Escape RPAM111
House
West Harwich, MA, 02671, United States
3.6k from Cape Cod Rail Trail center

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

4 Bedrooms10 Guests
New to Booking
$1154
Average price / night
Check Availability
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
3.6k from Cape Cod Rail Trail 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
Check Availability

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 Cape Cod Rail Trail.

Where to stay in Cape Cod Rail Trail? Best neighborhoods & areas

Cape Cod Rail Trail Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 173 verified vacation rentals with a pool in Cape Cod Rail Trail. 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 Cape Cod Rail Trail vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $203 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Cape Cod Rail Trail 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 Cape Cod Rail Trail welcome pets. Currently, 21 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 Cape Cod Rail Trail 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 Cape Cod Rail Trail 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.