
Vacation rentals with a pool in Hampden County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hampden County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Update! We just installed an 8 person hot tub! Plus our pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

Skylights, art + design in best downtown location
Elegant spacious sun-drenched 2-bdrm penthouse in 4-family Victorian on tree-lined street in downtown Northampton. Easy walk to Smith campus. Skylights; large tiled bathroom w/ shower, jacuzzi tub, washer/dryer; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, lg TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony. Home theatre in master bedroom. Off-street parking.

Sunny Inspirit Apartment in best downtown location
Two blocks from Main St & steps from Smith College, in the heart of vibrant downtown, this sun-flooded 2br apt/terrace with original 1890s wood floors is in the home of the family behind Northampton's iconic Inspirit Crystals shop. Your 2 south-facing BRs (1 w/sitting area) are drenched in sunlight. A fully equipped eat-in kitchen opens onto a small private terrace with café seating for 2 overlooking tree-shaded Trumbull Rd. Shared outdoor pool, garden w swing, play gym & sandbox for kids' use.

Luxury w sunny balcony in best downtown location
Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

Whitetail Ridge Acres of The Berkshires
There are so many wonderful things that make our home such a special peaceful getaway. From the fruit trees to the flower gardens to our big beautiful deck full of morning sunshine! We also offer a new swimming pool new hot tub and a outdoor dining setup with a grill and lots of space and seating for everyone. We are so close to many of the area's attractions such as Jacob's Pillow (17 mins.) to Tanglewood in Lenox (45 mins.) but still located in a lovely small town on a quiet peaceful road.

1880s sun-bathed beauty in best downtown location
Sun-drenched, recently renovated 2nd floor apartment in gracious 4-family Victorian home, steps from Northampton's vibrant downtown. Wonderful open living/dining/kitchen space w wood floors, lots of comfy couch seating, 65" 4K TV, stainless-steel appliances, butcher block counters. Master BR with queen bed, 55" 4K TV, 2nd BR with double bed. Comfy queen blow-up mattress can be set up in LR. Updated bathroom with shower and tiled floor. Washer and dryer in basement (shared with another apt).

Relaxing Holiday Retreat * Pool * Fireplace
This private spacious home sits high on a hill, ringed with trees over looking rolling hills and grazing cattle. Step inside, and be instantly captivated by its natural warmth and glowing ambiance. Just 3 hrs from NYC, 1 hr from Boston, 45 mins. from Hartford and 5 mins. from I90 and I84. Features a sprawling New-England styled front porch. Crystal clear pool nestled in cobblestone paths, lush green grass and whimsical flowers. Modern country charm, vaulted ceilings and open floor plan.

Light-bathed 3br w porch in best downtown location
Sun-drenched 2nd fl apt in 2-family Victorian home, steps from Northampton's vibrant downtown. Three spacious bedrooms: 2 with queen beds & a third with a double. Central eat-in kitchen with dining table, gas range and small dishwasher. Expansive south-facing living room with two couches and 42" smart HDTV. Private porch overlooking quaint tree-lined street. Wood floors throughout apartment. Hi-speed Internet. Laundry room in basement with free washer/dryer (shared with downstairs apt).

Newly Constructed Guest House with Pool
200 sf guest house adjacent to our home. Space complete w/ wifi, heat, A/C + ceiling fan. QUEEN size sleeper sofa , full size mattress in sleeping loft, kitchenette w/sink + mini fridge, HALF bath, OUTDOOR shower, private patio and in-ground pool. Outdoor lighting allows for nighttime enjoyment of guest house, pool and enclosed yard. Walking distance to Florence ctr, 2 mi from downtown Northampton. THIS SPACE IS MORE COMFORTABLE FOR 2 PEOPLE - but there is enough sleeping space for 3.

Enjoy every season the Berkshires have to offer.
Come enjoy the Berkshires any season you choose. We are close to local ski areas, with have access to snow shoeing, ice fishing and many more winter activities. Also located within minutes of the many cultural attractions the Berkshires have to offer, Jacob's Pillow, Shakespeare & Company, and Tanglewood. Enjoy the beautiful fall foliage on our small private pond. You can bring your kayak or canoe to enjoy the wildlife that abounds or catch & release in our pond.

Enjoy New England weather and comforts of home!
Plenty of extra room at this spacious home. Fully furnished…Eat in kitchen, relax in the big family room or enjoy alone time in the living room, on-site laundry, WiFi, no cable,free parking. Quiet neighborhood for strolls or enjoy a run around the area. Close to the Massachusetts border as well as minutes from the center of town. Baypathcollege and university within 15 min. Baystate hospital is north about 15 min and Hartford Hospital is south about 30 minutes away

Comfort and Luxury - 180 year Old Gothic Estate
This 180 year old home provides luxury and comfort for up to 10 guests. Perfect for family gatherings or a group of friends wanting to get away . Chef prepared meals and house keeping services are offered at additional rates. Conveniently located only 15 miles north of Hartford/Springfield BDL Airport and a 5 minute drive to Springfield's MGM casino. PLEASE note that guest of record is required to have at least 3 Five Star reviews in order to book
Popular amenities for Hampden County rentals with a pool
House rentals with a pool

Whitetail Ridge Acres of The Berkshires

Happy Valley getaway

Sun-drenched 6BR Victorian steps from downtown

Ezekiel's Palace 24th

Relaxing Holiday Retreat * Pool * Fireplace

Enjoy New England weather and comforts of home!
Other vacation rentals with a pool

Sunny Inspirit Apartment in best downtown location

Sunset Ridge

The Creation Station

Ezekiel's Palace 24th

NE Historical Mansion-pets and pet lovers welcome

Light-bathed 3br w porch in best downtown location

Enjoy every season the Berkshires have to offer.

Skylights, art + design in best downtown location
Destinations to explore
- Smoking-friendly rentals Hampden County
- House rentals Hampden County
- Rentals with a washer and dryer Hampden County
- Rentals with outdoor seating Hampden County
- Apartment rentals Hampden County
- Rentals with a patio Hampden County
- Pet-friendly rentals Hampden County
- Bed and breakfasts Hampden County
- Rentals with breakfast Hampden County
- Rentals with lake access Hampden County
- Private suite rentals Hampden County
- Rentals with a kayak Hampden County
- Rentals with a hot tub Hampden County
- Rentals with a fireplace Hampden County
- Rentals with a fire pit Hampden County
- Waterfront rentals Hampden County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Mount Greylock Ski Club
- Catamount Mountain Ski Resort
- Bushnell Park
- Brimfield State Forest
- Norman Rockwell Museum
- Taconic State Park
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Sleeping Giant State Park
- Hartford Golf Club
- Dinosaur State Park
- Bright Nights at Forest Park
- Mount Tom State Reservation
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Mount Southington Ski Area
- Mount Sugarloaf State Reservation