Vacation rentals with a hot tub in Pittsfield

Find and book unique hot tub rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pittsfield hot tub rentals

House rentals with a hot tub

Guest favorite
Home in Kinderhook
4.95 out of 5 average rating, 101 reviews

Modern and cozy 3 bedroom with outdoor oasis

VivianRating, 5 stars1 month ago
This is my family's second time staying at Nahuel's beautiful home. Our pup loves the fenced in yard, and my husband enjoys the hot tub + grill whenever he is here on a work trip in Kinderhook!
Top guest favorite
Home in Craryville
4.98 out of 5 average rating, 221 reviews

Modern Home in Woods w/ Hot Tub 10 Miles to Hudson

DavidRating, 5 stars2 weeks ago
Three adults and a toddler spent four great days at Myrhah’s house in Craryville. I have very little to add to all the other enthusiastically positive reviews. They are totally accurate.I will note that one of us is a pastry chef who was at home in Myrhah’s kitchen. It’s stocked with quite a few good baking tools. Another member of our group is a 19-month old toddler who loved the toys and big airy spaces for play. We all enjoyed the home’s aesthetic and appreciated Myrhah’s responsiveness and warmth. I wished we could have stayed longer.
Guest favorite
Home in Rhinebeck
4.89 out of 5 average rating, 144 reviews

4Br Mountain Brook House on 130 acres w/ trails

AnnetteRating, 5 stars2 weeks ago
It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.
Guest favorite
Home in Pine Plains
4.98 out of 5 average rating, 123 reviews

Twin Island Lake House • Hot Tub

KaiRating, 5 stars3 weeks ago
We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.
Superhost
Home in North Adams
4.89 out of 5 average rating, 168 reviews

Art House! Spacious Getaway By Mass Moca

CharlesRating, 5 stars1 week ago
The Art House suited our family history and reunion gathering perfectly. Our large group of 10 was very comfortable and there was plenty of room to gather, eat, and visit. The location was very convenient to shops and restaurants. The bedrooms are comfortable. Carl was very responsive both before and during our visit. I would definitely recommend this place for anyone with a large group visiting the Berkshires, MASSMoCA, Mt. Greylock or other local attractions.
Guest favorite
Home in Becket
5 out of 5 average rating, 54 reviews

Berkshires! Canoe Use, HOT TUB, Private

JonasRating, 5 stars2 weeks ago
Memorable stay in The Berkshires! Nicole's place was cozy and welcoming a great place to relax and unwind after long days of sightseeing and shopping. At night the backyard would be lit by the soft glow of string lights and made for the perfect scene to end every day in the hot tub.
Superhost
Home in Copake
4.88 out of 5 average rating, 138 reviews

Dreamy Hudson Valley Lakehouse with Hot Tub

JeanneRating, 5 stars1 week ago
What a gem! Reminiscent of lakeside “camps” that I visited as a child. We played games and did puzzles on the magical screened porch; comfortable beds, awesome showers, had the pond to ourselves and the dogs loved it, too.
Superhost
Home in Tyringham
4.82 out of 5 average rating, 111 reviews

Treetop Hideaway in Tyringham

BillyRating, 5 stars1 month ago
What a great getaway! Spacious with an amazing view!! Thank you!!!

Villa rentals with a hot tub

Guest favorite
Villa in Dover
4.89 out of 5 average rating, 18 reviews

Huge Stunning Mt Snow Villa Jacuzzi/Hot Tub/GameRm

CarlyRating, 5 stars3 months ago
Stay was perfect, we were 10 girls and fit comfortably and could've fit more if needed. House was clean and exactly as shown in photos. Extremely convenient location to mountain and other bars/restaurants in the area. Would highly recommend for a group trip!
Guest favorite
Villa in Pownal
4.94 out of 5 average rating, 72 reviews

Vermont Vacation Villa—Grapevine Getaway

ChristopherRating, 5 stars1 month ago
Anthony's house was an excellent venue for the weekend of our son's wedding in Williamstown. It easily fit the eight family members staying there with plenty of privacy on three floors and great gathering spaces on the main floor, deck, and pool deck. We're grateful the pool was open; the kids loved it on a hot afternoon of our stay. If you are looking at this house, don't let the backroads approaching it look like a liability. They are well maintained and allow easy access to Williamstown and the southern Vermont towns along route 7, yet the quiet location will insure you sleep well.
Superhost
Villa in South Lee
4.81 out of 5 average rating, 31 reviews

Spacious Villa with Access to Various Amenities!

KaseyRating, 5 stars4 weeks ago
Overall we had a wonderful stay. The weather wasn’t great but between the indoor pool and arcade there was enough to keep the kids busy!
Superhost
Villa in Taghkanic
5 out of 5 average rating, 3 reviews

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

ThomasRating, 5 stars18 months ago
My daughters and I really enjoyed our stay at Jacks place. The house is beautiful, and the surrounding private property is stunning. Nicole was very helpful whenever I had any questions.
Superhost
Villa in South Lee
4.78 out of 5 average rating, 124 reviews

Villa with Access to Amazing Amenities!

PamelaRating, 5 stars8 months ago
The place was great and wish i had more time there. We were just looking for a quick overnight with two bedrooms, which this was, but it seemed like a lovely place for a vacation.
Superhost
Villa in South Lee
4.69 out of 5 average rating, 35 reviews

Villa with Access to Various Amenities

KrystaRating, 5 stars12 months ago
Fantastic communication. Easy in and out. No complaints at all!
Villa in Taghkanic
4.81 out of 5 average rating, 57 reviews

5k+ Sq Ft of Luxury Living on 54 Acres near Hudson

AnnaRoseRating, 5 stars11 months ago
Gautam was very responsive and extremely kind! The property had a huge backyard. You don’t need to ever leave the premise. The pool, yard, and gazebo were the perfect place to spend the weekend. Each bedroom has a bathroom and had great privacy. It was a great weekend!

Cabin rentals with a hot tub

Guest favorite
Cabin in Stockbridge
4.96 out of 5 average rating, 26 reviews

Stockbridge Snug- cabin luxury just steps to lake!

JenRating, 5 stars1 week ago
What a treat to stay at McCaela's magical, cozy, home! Everything – from the surroundings, to the furnishings, to the amenities – were just perfect. Entry into the house was no problem, and inside we found a delightfully thoughtful and intentional home that was extremely comfortable and spotlessly clean. Just as key, the bed in the primary bedroom was supremely comfortable! We had no reason to ask any questions, and we had no issues at all; still, McCaela reached out to make sure we were settled and to see if we needed anything. We SO appreciated her generosity, kindness, and insight into (and commitment to) the local community. It's clear that a great deal of thought and care has gone into this house, and we would stay there again in a heartbeat. The location is perfect – off the beaten path and extremely private, yet close to everything we wanted in the Berkshires. I highly recommend staying here, ideally for longer than the two nights we did. We can't wait to return!
Top guest favorite
Cabin in Hannacroix
4.99 out of 5 average rating, 68 reviews

A-Frame Log Cabin: Hot tub, views, & EV2 charger!

MinetteRating, 5 stars1 week ago
Really enjoyed our stay! Was perfect for our family to stay all in one place. Darin responded in a timely manner and was very helpful. Pool table was a great addition! Loved the location, it was beautiful & peaceful. We were disappointed we didn't see any bears :0) LOL
Superhost
Cabin in West Sand Lake
4.97 out of 5 average rating, 358 reviews

The Airstream at June Farms

HannahRating, 5 stars5 days ago
So much fun!! The airstream was super cool/relaxing and the animals were so adorable. Looking forward to coming back in the future!
Top guest favorite
Cabin in East Nassau
5 out of 5 average rating, 46 reviews

Luxury Cabin | Breathtaking Views & Outdoor Fun

ChristineRating, 5 stars6 days ago
The space is luxurious and stunning even more beautiful than the photos, so thoughtfully designed and really helped us feel at home at once. Matt and Sarah were so helpful whenever we had any questions. We had such a relaxing stay and feel so grateful to have been able to enjoy the space!
Guest favorite
Cabin in Athens
4.94 out of 5 average rating, 103 reviews

Charming Lakefront Cabin with Hot Tub

ModouRating, 5 stars6 days ago
We had a great time here with our 9 month old baby. The pictures don’t do the house justice. Access to the lake for swimming and kayaking and the facilities (pools, beach, basket ball and tennis court) make this a great place for an active vacation. The house has everything you need to travel with a young child (toys, changing table, pack ‘n play and even black out shades). The towns of Athens and Coxsackie are a few minutes away and have decent food and drink options. We would love to come back!
Superhost
Cabin in Wardsboro
4.9 out of 5 average rating, 181 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow

ErinRating, 5 stars3 months ago
We really loved our stay at Jody's A-Frame home. The boys loved to sled in the yard. It was great to make a fire each evening. It was very close to Mt. Snow for our daily skiing. The day we were supposed to drive up, there was a large storm predicted and Jody worked with us to allow us to arrive earlier than the typical check-in time in order to avoid the storm. It was a special week for us and we are grateful for her hospitality!
Superhost
Cabin in Wardsboro
4.85 out of 5 average rating, 136 reviews

Mountain side acres

BrentonRating, 5 stars3 days ago
A beautiful peaceful getaway. Out in the middle of no where is a romantic home with a hot tub and pool table. The house was clean and came with basic amenities. The home was a comfortable temperature. The darts board was definitely fun. The bed in the master bedroom was very comfortable. The view from the balcony off the master suite was beautiful. A nice place to sip coffee in the morning with the person you love. There’s an adorable little grocery shop less than 10 minutes away. The property is very well maintained. Patrick was a great host, thank you.
Top guest favorite
Cabin in Norfolk
4.99 out of 5 average rating, 95 reviews

The Red Cabin-Secluded Getaway with backyard Brook

JenRating, 5 stars1 week ago
Pictures don’t do it justice! The place is super adorable and relaxing. Great views and vibes. Personal touches that make you feel like you’re visiting a friends home instead of an Airbnb. Highly recommend!

Quick stats about vacation rentals with a hot tub in Pittsfield

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$25,078 GYD before taxes and fees

  • Total number of reviews

    620 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore