Vacation Rentals with Pool in Addison Art Gallery, MA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Massachusetts

  5.  Orleans
  6.  Addison Art Gallery

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114 Best Vacation Rentals with Pool in Addison Art Gallery (Starting from $285)

Private pool 3 mins to Skaket Beach
Private pool 3 mins to Skaket Beach
House
Orleans, MA, USA
1.5k from Addison Art Gallery 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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Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
House
Orleans, MA, 02653, United States
0.1k from Addison Art Gallery center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

10 Bedrooms24 Guests
10.0

Exceptional

14 reviews

$3170
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
2.1k from Addison Art Gallery 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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Liberty: 030-O  Brand New Luxury Home in Orleans, Heated Pool, Steps to Town and Bike Trail
Liberty: 030-O Brand New Luxury Home in Orleans, Heated Pool, Steps to Town and Bike Trail
House
Orleans, MA, 02653, United States
0.9k from Addison Art Gallery center

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

4 Bedrooms10 Guests
New to Booking
$1081
Average price / night
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Stunning Home with In-Ground Pool
Stunning Home with In-Ground Pool
House
Orleans, MA, USA
2.3k from Addison Art Gallery center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1642
Average price / night
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Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
House
Orleans, MA, 02653, United States
1.1k from Addison Art Gallery center

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

4 Bedrooms9 Guests
10.0

Exceptional

16 reviews

$1096
Average price / night
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Beautiful Spacious Family Retreat w Pool
Beautiful Spacious Family Retreat w Pool
House
Eastham, MA, USA
2.8k from Addison Art Gallery center

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

4 Bedrooms8 Guests
9.7

Exceptional

3 reviews

$1540
Average price / night
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 Luxury Waterfront Home with Pool and Dock  NEW 5% Discount Until Feb. 28th
Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th
House
eastham, MA, 02642, United States
1.2k from Addison Art Gallery center

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

4 Bedrooms10 Guests
10.0

Exceptional

33 reviews

$1554
Average price / night
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The Mansion at Ocean Edge Resort & Golf Club
The Mansion at Ocean Edge Resort & Golf Club
Resort
Brewster, MA, USA
5.6k from Addison Art Gallery 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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Pamet Lands Estate - Beautiful private Truro home with pool
Pamet Lands Estate - Beautiful private Truro home with pool
House
Eastham, MA, 02642, United States
1.4k from Addison Art Gallery center

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

5 Bedrooms11 Guests
New to Booking
$840
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
5.6k from Addison Art Gallery 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 Retreat
Ocean Edge Retreat
Apartment
Brewster, MA, USA
5.7k from Addison Art Gallery 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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Orleans Dreams: 013-OP  Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!
Orleans Dreams: 013-OP Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!
House
Orleans, MA, 02653, United States
1.6k from Addison Art Gallery center

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

5 Bedrooms12 Guests
New to Booking
$1450
Average price / night
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Sand, Shells & Sunsets
Sand, Shells & Sunsets
Apartment
Brewster, MA, USA
6.4k from Addison Art Gallery 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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Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach!  Pet Friendly!
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
House
Orleans, MA, 02653, United States
1.7k from Addison Art Gallery center

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

8 Bedrooms20 Guests
10.0

Exceptional

64 reviews

$2188
Average price / night
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Peaceful Retreat on Chilton Lane
Peaceful Retreat on Chilton Lane
House
Brewster, MA, USA
6.4k from Addison Art Gallery center

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

2 Bedrooms5 Guests
New to Booking
$508
Average price / night
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Orleans Resort Style Living with Pool and Hot Tub
Orleans Resort Style Living with Pool and Hot Tub
House
Orleans, MA, 02653, United States
1.7k from Addison Art Gallery center

AC, Barbecue, Dryer, Extra Bed, Hot Tub, Internet, Kitchen, Laundry, Microwave

6 Bedrooms12 Guests
9.6

Exceptional

7 reviews

$2411
Average price / night
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Ocean Mandevilla
Ocean Mandevilla
Apartment
Brewster, MA, USA
6.4k from Addison Art Gallery 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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Hydrangea Hideaway: 236-O  Luxurious Orleans Estate w/Pool, Cabana, Game Room, and Stunning Finishes
Hydrangea Hideaway: 236-O Luxurious Orleans Estate w/Pool, Cabana, Game Room, and Stunning Finishes
House
Orleans, MA, 02653, United States
2.1k from Addison Art Gallery center

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

6 Bedrooms14 Guests
New to Booking
$1562
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
6.7k from Addison Art Gallery 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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Heated Saltwater Pool Hot Tub
Heated Saltwater Pool Hot Tub
House
Eastham, MA, USA
7.1k from Addison Art Gallery center

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

4 Bedrooms8 Guests
New to Booking
$2170
Average price / night
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Poolside Oasis
Poolside Oasis
House
Orleans, MA, 02653, United States
2.3k from Addison Art Gallery center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$661
Average price / night
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The Meeting House: 023-O  Private Orleans resort-style compound: heated pool/spa, fire pit & cabana
The Meeting House: 023-O Private Orleans resort-style compound: heated pool/spa, fire pit & cabana
House
Orleans, MA, 02653, United States
2.4k from Addison Art Gallery center

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

5 Bedrooms14 Guests
10.0

Exceptional

15 reviews

$1719
Average price / night
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Spacious home w/Heated Pool - Perfect for multiple families
Spacious home w/Heated Pool - Perfect for multiple families
House
Orleans, MA, 02653, United States
2.5k from Addison Art Gallery center

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

5 Bedrooms10 Guests
10.0

Exceptional

29 reviews

$981
Average price / night
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Private Vacation Oasis with Pool, Outdoor Kitchen & Koi Pond!
Private Vacation Oasis with Pool, Outdoor Kitchen & Koi Pond!
House
Brewster, MA, 02631, United States
2.5k from Addison Art Gallery center

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

4 Bedrooms8 Guests
10.0

Exceptional

18 reviews

$1277
Average price / night
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Private Estate, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 20
Private Estate, heated pool, outdoor Livingroom, kitchen, 11 bedrooms, sleeps 20
House
East Orleans, MA, 02653, United States
2.6k from Addison Art Gallery center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

11 Bedrooms20 Guests
10.0

Exceptional

21 reviews

$2460
Average price / night
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Sea Mist: 029-OS  Contemporary Cape Classic with Heated Salt Water Pool
Sea Mist: 029-OS Contemporary Cape Classic with Heated Salt Water Pool
House
Orleans, MA, 02653, United States
2.8k from Addison Art Gallery center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1031
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 Addison Art Gallery.

Addison Art Gallery Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 114 verified vacation rentals with a pool in Addison Art Gallery. 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 Addison Art Gallery vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $285 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Addison Art Gallery 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 Addison Art Gallery welcome pets. Currently, 18 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 Addison Art Gallery 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 Addison Art Gallery 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.