- USA
- Massachusetts
- The Berkshires
- Vacation Rentals with Pools
The Berkshires Vacation Rentals with a Pool
Find Luxury Places to Stay Near The Berkshires with a Swimming Pool
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pool
- Pool
- Accessibility
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- TV
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- TV
- Air Conditioner
- Pool
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
About The Berkshires Vacation Rentals with Pools on Rent By Owner
Having a pool at your vacation rental will give you a spectacular travel experience for your friends or family. We have more than 468 swimming pool properties that would give you an extra level of fun and excitement, knowing that you can enjoy them anytime, even at night.
Planning for a vacation? Then get a place with access to a private pool, or share a communal indoor/outdoor pool with others in the complex. Looking to rent a vacation home in The Berkshires? Rent By Owner helps you find rentals with swimming pools for your next trip. We feature many rental listings with indoor/outdoor or private swimming pools. Are you visiting with family, group, friends, or pets in The Berkshires? Find a rental with a private pool or one that is close to a beach, lakeside, or hot tub.
Rent by Owner offers several family-friendly vacation homes with a private indoor or outdoor heated pool that you will enjoy. RBO helps you find the best accommodation for your next trip; whether you are looking for a romantic cottage, luxury villas, resorts, log cabin, or even RV rental.
Frequently Asked Questions About The Berkshires Rentals with Pools
There are a lot of options in The Berkshires. If you plan on staying in the The Berkshires area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in The Berkshires:
- Devonfield Inn B&B
- 4 BR home w/beautiful gardens on pond in Berkshires. Walking distance to town.
- Fabulous Renovated Log Cabin: the perfect getaway with new pickleball court!
- Premiere Berkshire Country Estate w/Private Pool & Tennis Court - 5 mins to GB!
- Romantic Berkshires Cottage - Stunning Views, Pool
- Ski season is here!
- All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
- Perfect family getaway spot! Free standing private 4 BR home on Jiminy Peak.
- SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
- A Fun Farmhouse Near Ski Butternut
- Romantic Berkshires Cottage - Stunning Views, Pool
- Devonfield Inn
- Devonfield Inn B&B
- Ski season is here!
See all pet-friendly luxury rentals in The Berkshires on Rent By Owner
