Holiday rentals with a pool in Hampden County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Hampden County rentals with a pool

House rentals with a pool

Top guest favourite
Home in Blandford
5 out of 5 average rating, 6 reviews

Whitetail Ridge Acres of The Berkshires

JillRating, 5 stars10 months ago
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.
Top guest favourite
Home in Westhampton
5 out of 5 average rating, 26 reviews

Happy Valley getaway

DamarisRating, 5 stars3 days ago
We enjoyed our stay! Everything was beautiful and our Hosts were great and very responsive. We would definitely recommend and hopefully get to come back again!
Guest favourite
Home in Northampton
5 out of 5 average rating, 14 reviews

Sun-drenched 6BR Victorian steps from downtown

KevinRating, 5 stars2 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 stars5 days ago
Great Host
Guest favourite
Home in South Hadley
5 out of 5 average rating, 6 reviews

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

BrianRating, 5 stars8 months ago
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
Guest favourite
Home in Enfield
4.91 out of 5 average rating, 11 reviews

3 bdrm house great neighborhood

J DavidRating, 5 stars12 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.
Guest favourite
Home in Brimfield
4.88 out of 5 average rating, 73 reviews

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 Wilbraham
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Calm and Cozy Escape

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