Vacation Rentals with Pool in Sea Pines, MA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Massachusetts

  5.  Brewster
  6.  Sea Pines

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117 Best Vacation Rentals with Pool in Sea Pines (Starting from $262)

The Mansion at Ocean Edge Resort & Golf Club
The Mansion at Ocean Edge Resort & Golf Club
Resort
Brewster, MA, USA
0.9k from Sea Pines center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, 5-star, Lodgings, Beach

70 Bedrooms22 Guests
8.5

Very Good

80 reviews

$790
Average price / night
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Brewster Retreat with Heated Pool, Hot Tub and near Ellis Landing Beach 2387
Brewster Retreat with Heated Pool, Hot Tub and near Ellis Landing Beach 2387
House
Brewster, MA, 02631, United States
0.6k from Sea Pines center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms9 Guests
New to Booking
$1437
Average price / night
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The Villages at Ocean Edge Resort & Golf Club
The Villages at Ocean Edge Resort & Golf Club
Resort
MA, USA
0.9k from Sea Pines center

Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, 3-star, Lodgings

247 Bedrooms51 Guests
8.5

Very Good

280 reviews

$364
Average price / night
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Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
Ocean Edge Resort ground-floor condo with access to pools, hot tub, & tennis
Condo
Brewster, MA, 02631, United States
1.4k from Sea Pines center

AC, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
9.0

Fabulous

19 reviews

$465
Average price / night
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Sand, Shells & Sunsets
Sand, Shells & Sunsets
Apartment
Brewster, MA, USA
1.4k from Sea Pines center

Apartments, Accommodations, Pools, Lodgings, Hot tubs, Places to stay

2 Bedrooms6 Guests
6.0

Review score

1 reviews

$475
Average price / night
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Peaceful Retreat on Chilton Lane
Peaceful Retreat on Chilton Lane
Condo
Brewster, MA, 02631, United States
1.5k from Sea Pines center

AC, Balcony, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$521
Average price / night
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Brewster Green Resort
Brewster Green Resort
Apartment
203 Lund Farm Way, Brewster, MA, 02631, United States
1.5k from Sea Pines center

AC, Barbecue, Fireplace, Fitness Equipment, Free Parking, Hot Tub, Internet, Kids Pool, Kitchen

2 Bedrooms6 Guests
9.4

Superb

128 reviews

$262
Average price / night
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Ocean Mandevilla
Ocean Mandevilla
Apartment
Brewster, MA, USA
1.5k from Sea Pines center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms6 Guests
8.2

Very Good

7 reviews

$453
Average price / night
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Charming second-floor retreat with a full kitchen and balcony view
Charming second-floor retreat with a full kitchen and balcony view
Apartment
Brewster, MA, 02631, United States
1.5k from Sea Pines center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
9.2

Superb

37 reviews

$345
Average price / night
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Relaxing Cape Getaway
Relaxing Cape Getaway
House
Brewster, MA, USA
1.8k from Sea Pines center

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

1 Bedroom6 Guests
7.8

Good

6 reviews

$349
Average price / night
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Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Condo
Brewster, MA, 02631, United States
1.5k from Sea Pines center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
10.0

Exceptional

44 reviews

$389
Average price / night
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Ocean Edge Retreat
Ocean Edge Retreat
Apartment
Brewster, MA, USA
2.0k from Sea Pines center

Apartments, Accommodations, Pools, Lodgings, Hot tubs, Places to stay

1 Bedroom4 Guests
6.6

Good

7 reviews

$285
Average price / night
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FABULOUS CAPE COD RESORT !
FABULOUS CAPE COD RESORT !
Resort
Brewster, MA, 02631, United States
1.5k from Sea Pines center

AC, Dryer, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen, Laundry, No Smoking

2 Bedrooms6 Guests
New to Booking
$326
Average price / night
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Wow Private Pool Game Room and Fire Pit
Wow Private Pool Game Room and Fire Pit
House
Brewster, MA, USA
3.2k from Sea Pines center

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

4 Bedrooms12 Guests
8.0

Good

1 reviews

$1317
Average price / night
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Breakwater Acres 164-B  Luxurious Estate by the Bay in Brewster
Breakwater Acres 164-B Luxurious Estate by the Bay in Brewster
House
Brewster, MA, 02631, United States
1.6k from Sea Pines center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

8 Bedrooms20 Guests
9.6

Exceptional

15 reviews

$1883
Average price / night
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Spacious Home with Private In-Ground Pool
Spacious Home with Private In-Ground Pool
House
Brewster, MA, USA
4.1k from Sea Pines center

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

5 Bedrooms10 Guests
9.0

Fabulous

1 reviews

$1175
Average price / night
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Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
Escape to Brewster's charm, just a quick 6-min drive to Cape Cod Beaches
House
Brewster, MA, 02631, United States
1.7k from Sea Pines center

Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.2

Superb

32 reviews

$265
Average price / night
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Private pool 3 mins to Skaket Beach
Private pool 3 mins to Skaket Beach
House
Orleans, MA, USA
5.3k from Sea Pines center

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

4 Bedrooms10 Guests
New to Booking
$2494
Average price / night
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Centrally Located Private Corner Unit
Centrally Located Private Corner Unit
House
Brewster, MA, 02631, United States
1.7k from Sea Pines center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
9.4

Superb

45 reviews

$337
Average price / night
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In-Ground Plunge Pool Dog Friendly!
In-Ground Plunge Pool Dog Friendly!
House
Brewster, MA, USA
5.6k from Sea Pines center

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

3 Bedrooms9 Guests
New to Booking
$1188
Average price / night
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Ocean Edge Resort & Golf Club w/ Pool access
Ocean Edge Resort & Golf Club w/ Pool access
Condo
Brewster, MA, 02631, United States
1.7k from Sea Pines center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

32 reviews

$320
Average price / night
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Oasis near beach Pool large yard and airy kitchen
Oasis near beach Pool large yard and airy kitchen
House
Orleans, MA, USA
6.6k from Sea Pines center

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

4 Bedrooms8 Guests
New to Booking
$1304
Average price / night
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New Listing at Ocean Edge- Guest Passes Available
New Listing at Ocean Edge- Guest Passes Available
Condo
Brewster, MA, 02631, United States
1.7k from Sea Pines center

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

2 Bedrooms5 Guests
9.8

Exceptional

100 reviews

$324
Average price / night
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Well decorated luxury garden apartment with 3 private decks and spectacular golf course views!
Well decorated luxury garden apartment with 3 private decks and spectacular golf course views!
Condo
Brewster, MA, 02631, United States
1.8k from Sea Pines center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
New to Booking
$521
Average price / night
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Relaxing fairway escape with resort pools, club access, & steps to Arbor Pool
Relaxing fairway escape with resort pools, club access, & steps to Arbor Pool
Condo
Brewster, MA, 02631, United States
1.9k from Sea Pines center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Kitchen, Living Area

3 Bedrooms8 Guests
New to Booking
$548
Average price / night
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Ocean Edge Luxury Condo,  Constantly Updated, Just steps to Arbor Pool
Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool
Condo
Brewster, MA, 02631, United States
1.9k from Sea Pines center

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

3 Bedrooms6 Guests
10.0

Exceptional

127 reviews

$644
Average price / night
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Charming, private, quiet, with A/C, family friendly townhouse at Ocean Edge
Charming, private, quiet, with A/C, family friendly townhouse at Ocean Edge
House
Brewster, MA, 02631, United States
1.9k from Sea Pines center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms5 Guests
10.0

Exceptional

64 reviews

$433
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 Sea Pines.

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Sea Pines Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 117 verified vacation rentals with a pool in Sea Pines. 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 Sea Pines vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $262 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Sea Pines 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 Sea Pines welcome pets. Currently, 17 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 Sea Pines often include additional outdoor features such as Pool, Fireplace/Heating, and Laundry. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Sea Pines 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.