Fitness-friendly vacation rentals in Pioneer Valley

Find and book unique fitness-friendly accommodations on Airbnb

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Popular amenities for Pioneer Valley fitness-friendly rentals

Fitness-friendly apartment rentals

Superhost
Apartment in Hancock
4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

ThomasRating, 5 stars1 month ago
A great place for a skiing getaway at Jiminy Peek Resort! Ski - in, ski -out, a lovely appointed condo, with access to a hot tub. Frank was most helpful and friendly. I highly recommend his place.
Guest favourite
Apartment in Hartford
4.91 out of 5 average rating, 47 reviews

Mod-Chic 1 Bedroom with Free Parking & Wifi

SimoneRating, 5 stars1 month ago
Oomi was extremely helpful! Very accommodating to our check in/check out requests. Would stay again!
Guest favourite
Apartment in Hancock
5 out of 5 average rating, 10 reviews

Artsy loft near MassMoCA with pool and hot tubs

NicoleRating, 5 stars1 month ago
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!
Guest favourite
Apartment in Lenox
4.86 out of 5 average rating, 7 reviews

1BR @ The Ponds at Foxhollow - Lenox, MA

VeraRating, 5 stars4 months ago
Very nice and clean 1-bedroom apartment with a great view and everything you need for cooking meals. Wonderful location and very kind hosts
Top guest favourite
Apartment in Keene
5 out of 5 average rating, 8 reviews

Privacy, View, Amenities, Gym, Garage included too

LynnRating, 5 stars5 months ago
Each time we've stayed at Laura's place it's like coming home. We spent a year traveling, and Laura's place was the absolute best for working and relaxing. We watched our favorite apps on the large TV from the reclining sofa in the large open living room. The dining room has expansive windows looking out to the hills and beyond. No need to work on the dining table as there are two work stations, one in the den and the other in the second bedroom. Both bedrooms have large TVs. We found every tool and utensil we needed in the spotless kitchen and made use of the full laundry. The beds are comfy, plenty of space and hangers for clothes and luggage. As if this is not enough, you can keep in shape using the equipment in the separate exercise room. The garage has direct access to living quarters. But the best thing about our stay was our hosts, Laura and Steve and their kitties. They were always available for questions and recommendations. We recommend Laura's place without reservation.
Superhost
Apartment in Hancock
4.72 out of 5 average rating, 18 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

ShawnRating, 5 stars2 weeks ago
I rented this condo for some of my staff who said their stay was great. Four mechanics sharing a condo at a ski resort, they were easy to please.
Guest favourite
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars2 months ago
Second year in a row staying here. And another perfect vacation. Great location, amenities are perfect, clean condo, and the owner is responsive when needed. Can't wait to stay here again.

Fitness-friendly condo rentals

Guest favourite
Condo in Hancock
4.95 out of 5 average rating, 58 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

EladRating, 5 stars2 weeks ago
A Perfect Stay at Elisa's! Elisa's place was absolutely magical! Located in a charming yet convenient resort, this beautifully designed space instantly felt like home. Sunlight streams through the windows, illuminating tasteful décor that balances style and comfort. What truly stands out is Elisa's hospitality. Her communication was warm and helpful, and her local recommendations led us to hidden gems throughout the area. The spotless cleanliness and private garden oasis for morning coffee or evening drinks made everything perfect. This place represents exceptional value—not just accommodation but an experience connecting you to the local community.
Guest favourite
Condo in Dover
5 out of 5 average rating, 14 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

AlexanderRating, 5 stars1 month ago
We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.
Superhost
Condo in New Ashford
5 out of 5 average rating, 5 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

MichelleRating, 5 stars2 months ago
Great stay! Listing as described. My family really enjoyed our stay.
Guest favourite
Condo in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars1 month ago
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.
Guest favourite
Condo in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars2 months ago
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.
Guest favourite
Condo in Dover
4.95 out of 5 average rating, 58 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

DavidRating, 5 stars4 weeks ago
Christine is very easy to work with and very responsive. she answered us back right away before and during our stay. the place is great! very cozy and comfortable. I can't wait to go back to her place next time we're in town!
Top guest favourite
Condo in Dover
5 out of 5 average rating, 58 reviews

Four Seasons Slope-side Getaway at Mount Snow

AlexRating, 5 stars1 month ago
Dean and Tina are excellent hosts! We had a great weekend on the mountain. Their home is very comfortable and awesome location.
Guest favourite
Condo in Hancock
4.92 out of 5 average rating, 65 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

MeganRating, 5 stars2 weeks ago
Very nice spot for one person or a couple. Convenient access to JP base area and amenities. Neat and tidy space, nicely appointed. Great communication from owner.

Fitness-friendly house rentals

Guest favourite
Home in Ashford
4.87 out of 5 average rating, 76 reviews

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

ReymiRating, 5 stars2 weeks ago
My friends and I had a great overnight stay at Joe's place. Cozy living room with a nice record player and comfy couches, spacious bathrooms, and comfortable beds.
Guest favourite
Home in Springfield
4.85 out of 5 average rating, 27 reviews

3 Bedroom Home Quiet Area

CatherineRating, 5 stars2 months ago
Our work crew said that they found Bob's place full of old-world charm while also providing all the modern necessities. If you're looking for a hip TikTok hang, this may not be the place for you, but if what you want is a clean, comfortable home for relaxing or remote work, Bob's place is highly recommended. It was a welcome respite from long workdays. Bob was easy to work with and the photos are an accurate presentation of the space. Bob even made sure the drive and walk areas were snow and ice free during their stay. Thanks Bob!
Guest favourite
Home in Cornwall
4.85 out of 5 average rating, 13 reviews

Gunn Brook Mountain House

SarahRating, 5 stars2 weeks ago
A truly magical and special place, and Rebecca is an excellent and responsive host! We hope to return soon! Thank you Rebecca :)
Top guest favourite
Home in Ashfield
4.96 out of 5 average rating, 68 reviews

True Shangri-la, Country Retreat

JonathanRating, 5 stars1 day ago
Mary’s place is absolutely beautiful, inside and out - a gem of peace off the beaten path. There is a big kitchen that was great to cook in, the beds were big and comfortable, and the house is full of beautiful art. Mary was super helpful, and while she lives on the property, we still felt that we had complete privacy during our stay. We hope we can go back and stay again someday soon!
Top guest favourite
Home in Southwick
5 out of 5 average rating, 22 reviews

Peaceful, Modern Cottage, 20 min to BDL, 2BR/1BA

LynnRating, 5 stars4 months ago
Jessi's place was exactly as described. It was cute and cozy and perfect for what we needed. Jessi responded to any questions quickly and was very clear in any and all instructions. The neighborhood was peaceful and the house was very easy to find. We will definitely be staying again!
Guest favourite
Home in Sandisfield
4.96 out of 5 average rating, 71 reviews

Lux on the River near Tanglewood w/220v EV charge

JenyaRating, 5 stars2 weeks ago
My friend and I had a lovely two-night stay at Julie's place. The house is the perfect retreat—peaceful, cozy, and beautifully located. We especially enjoyed the evenings by the wood-burning stove and long, leisurely breakfasts on the porch while listening to the river. The beds were incredibly comfortable, with high-quality pillows and bedding—we both slept so well! I would definitely love to come back someday with my husband to enjoy the peace and quiet, as well as everything else the Berkshires has to offer. Thank you, Julie and Arthur, for sharing your wonderful home with us!
Top guest favourite
Home in Stockbridge
4.89 out of 5 average rating, 96 reviews

Rabbit Run in the heart of Stockbridge Village

JenniferRating, 5 stars2 months ago
Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!
Guest favourite
Home in Williamstown
4.97 out of 5 average rating, 72 reviews

Quaint Williamstown Home 3 Bed

JeniferRating, 5 stars1 week ago
This property was great for a week stay in Williamstown. Easy to get to and very close to North Adams and Williams College. The updated home was comfortable and plenty of room for my daughter and I to spread out. Kitchen is equipped to cook simple Meals and furniture was basic but comfy. Beds were very comfortable and bathrooms are spacious. Be careful of the stairs as they are steep and shallow but there are guardrails. Will definitely book again!

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