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.

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Guest favorite

Bungalow in Easthampton

4.92 out of 5 average rating, 464 reviews

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

Guest favorite

Rental unit in Northampton

4.96 out of 5 average rating, 315 reviews

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 with new stainless-steel appliances, butcher block counters, wood floors, lots of seating & 42" HDTV. Master BR with queen bed, small 2nd BR with double bed, pull-down sofa in living room. Comfy high-end mattresses. New, small-ish bathroom with shower and tiled floor. Washer and dryer in basement (shared with another apt).

Campsite in Brimfield

5 out of 5 average rating, 4 reviews

Cozy Campground Cabin #2 Steps From 420 Acre Lake

Ammenities include a pool, beach access, bath houses,a rec hall with weekend activities, and more! Our cabins come equipped with a bunk bed with full mattresses, a kitchenette with mini fridge, coffee maker, toaster and microwave. You will have your own private bathroom with a shower, toilet and sink. Our cabins come equipped with cable and a flat screen TV. our cabins are not fully equipped so you will need to supply your own bedding, toiletries, and anything else you may need during your stay.

Guest favorite

Rental unit in Northampton

4.97 out of 5 average rating, 273 reviews

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.

Superhost

Rental unit in Northampton

4.86 out of 5 average rating, 153 reviews

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.

Guesthouse in Northampton

Newly Constructed Guest House with Pool

New (2023) 200 sf guest house adjacent to our home. Space complete with wifi, heat, A/C + ceiling fan. Includes full size sleeper sofa (Room + Board, no springs!), sleeping loft, kitchenette w/sink and mini fridge, half bath, outdoor shower, private patio and in-ground pool. Dedicated outdoor lighting allows for nighttime enjoyment of guest house, pool and enclosed yard. Walking distance to Florence center, 2 miles from downtown Northampton. We have a friendly dog who suns herself in our yard.

Guest favorite

Home in Blandford

5 out of 5 average rating, 5 reviews

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 and a outdoor dining setup with a new 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.

Guest favorite

Rental unit in Northampton

4.99 out of 5 average rating, 84 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Guest favorite

Villa in Longmeadow

5 out of 5 average rating, 45 reviews

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

Guest favorite

Guest suite in Holyoke

4.76 out of 5 average rating, 169 reviews

NE Historical Mansion-pets and pet lovers welcome

The whole group will enjoy easy access to everything from this centrally located place. Minutes to both I91 and I90 this lovely two bedroom located on the third floor of an 1890 historic home built for a prominent paper mill owner. The space is accessed from the back staircase in the main home and this hallway is the only shared space.

Guest favorite

Home in Enfield

5 out of 5 average rating, 7 reviews

ALFA House

Your family will be close to everything when you stay at this centrally-located cozy Cape Cod style home. Enjoy the swimming pool and pool table. Fire pit stocked with wood. Workout machine, RC race car track/ bicycle track in the backyard. Minutes away from Six Flags New England. Springfield MGM. NBA Basketball Hall of Fame