Holiday rentals with a pool in Hampden County

4.91 out of 5 average rating, 11 reviews

Home in Enfield

3 bdrm house great neighborhood

J DavidRating, 5 stars13 months ago

Wonderful place for our family to spend the weekend while we attended our daughter's graduation a half hour away in MA. Clean, comfortable, spacious and charming in a quiet neighborhood. Auria provided clear instructions, check in was a breeze, and she was extremely proactive and helpful. She responded immediately to questions and was always cheerful and polite. One of the best Airbnb experiences we have had so far. I can not recommend this highly enough.

4.88 out of 5 average rating, 73 reviews

Home in Brimfield

Luxury Home * Pool * Fireplace

DanaRating, 5 stars4 months ago

We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything

Home in Blandford

JillRating, 5 stars10 months ago

Whitetail Ridge Acres of The Berkshires

My family and I needed to unplug and get away. For me, that means floating in a pool. I searched for houses with pools in NY, CT, PA and MA, when I found this one. We drove up in the pouring rain, but when we woke up the next day there wasn’t a cloud in the sky. The kitchen had everything we needed including spices and flour ( I baked bread as soon as we arrived). Once we bought groceries, we never left the house again. Used the grill, at outside, floated in the pool and even got to watch a meteor shower. Susan was incredibly responsive. We had a great time.

Home in South Hadley

BrianRating, 5 stars8 months ago

Dog friendly, 2 fireplaces,Pool, Pickleball, 3 bd

This was exactly what we needed for a trip out to see our son at school. Not only did it have what we needed but so much we didn't know we wanted. An excellent kitchen, plenty of space, dog friendly, a pool and pickleball! We had a couple of big battles with the kids while they were at the house for some much needed home cooking. The bed was very comfortable and Mary was very helpful if needed. I look forward to many future stays at Mary's home

5 out of 5 average rating, 27 reviews

Home in Westhampton

Happy Valley getaway

ChrisRating, 5 stars6 days ago

We had a wonderful stay in Westhampton. The place itself had plenty to do and was well stocked with amenities. The owners were also very proactive in letting us know about an issue with the previous renters that resulted in a deeper cleaning than expected. Nevertheless, we recommend Jen’s house and would definitely stay there again.

4.92 out of 5 average rating, 504 reviews

Bungalow in Easthampton

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

4.99 out of 5 average rating, 219 reviews

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.

4.98 out of 5 average rating, 309 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.

4.9 out of 5 average rating, 193 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.

Home in Wilbraham

New place to stay

Calm and Cozy Escape

Nestled in a peaceful and quiet neighborhood, this spacious and beautifully updated home offers the perfect blend of comfort, style, and tranquility. Whether you're looking for a relaxing family getaway or a calm space to unwind, this cozy retreat provides everything you need including an in ground pool. Enjoy modern finishes throughout the home, generous living areas, and thoughtfully designed spaces. Escape the noise, embrace the calm, and make yourself at home in this lovely serene haven.

4.94 out of 5 average rating, 224 reviews

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).

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House rentals with a pool

Home in Blandford

JillRating, 5 stars10 months ago

Whitetail Ridge Acres of The Berkshires

My family and I needed to unplug and get away. For me, that means floating in a pool. I searched for houses with pools in NY, CT, PA and MA, when I found this one. We drove up in the pouring rain, but when we woke up the next day there wasn’t a cloud in the sky. The kitchen had everything we needed including spices and flour ( I baked bread as soon as we arrived). Once we bought groceries, we never left the house again. Used the grill, at outside, floated in the pool and even got to watch a meteor shower. Susan was incredibly responsive. We had a great time.

5 out of 5 average rating, 27 reviews

Home in Westhampton

Happy Valley getaway

ChrisRating, 5 stars6 days ago

We had a wonderful stay in Westhampton. The place itself had plenty to do and was well stocked with amenities. The owners were also very proactive in letting us know about an issue with the previous renters that resulted in a deeper cleaning than expected. Nevertheless, we recommend Jen’s house and would definitely stay there again.

5 out of 5 average rating, 14 reviews

Home in Northampton

Sun-drenched 6BR Victorian steps from downtown

KevinRating, 5 stars3 weeks ago

I wish I had known about this property sooner for my visits to Amherst College. It was better than advertised. Sunny, clean, comfortable and so close to walk to town. My whole family enjoyed it very much.

Home in Longmeadow

Luxury 2 Bedroom Basement Apt

FredRating, 5 stars1 week ago

Great Host

Home in South Hadley

BrianRating, 5 stars8 months ago

Dog friendly, 2 fireplaces,Pool, Pickleball, 3 bd

This was exactly what we needed for a trip out to see our son at school. Not only did it have what we needed but so much we didn't know we wanted. An excellent kitchen, plenty of space, dog friendly, a pool and pickleball! We had a couple of big battles with the kids while they were at the house for some much needed home cooking. The bed was very comfortable and Mary was very helpful if needed. I look forward to many future stays at Mary's home

4.91 out of 5 average rating, 11 reviews

Home in Enfield

3 bdrm house great neighborhood

J DavidRating, 5 stars13 months ago

Wonderful place for our family to spend the weekend while we attended our daughter's graduation a half hour away in MA. Clean, comfortable, spacious and charming in a quiet neighborhood. Auria provided clear instructions, check in was a breeze, and she was extremely proactive and helpful. She responded immediately to questions and was always cheerful and polite. One of the best Airbnb experiences we have had so far. I can not recommend this highly enough.