Apartment holiday rentals in Pioneer Valley

Find and book unique apartments on Airbnb

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Popular amenities for Pioneer Valley apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Winchester
4.92 out of 5 average rating, 201 reviews

Downtown Loft next to Distillery

MariaRating, 5 stars3 weeks ago
My husband, our pups and I had a great stay at this loft. The space was clean and easy to get in. Parking was not a problem at all. There is a church that rings its bells on the hour, but they didnt bother us at night at all. The shower was a bit cramped, but worked for us. If youre on the bigger side or taller, it might be a bit tight. Overall, great place and Naomi was attentive and provided clear instructions for everything. We will definitely stay here again when we get a chance to return.
Top guest favourite
Flat in Vernon
4.96 out of 5 average rating, 163 reviews

Farm land view.

AnnabelRating, 5 stars4 weeks ago
Very friendly host. Quiet place. Steep stairs so do not book if difficulty walking up and down narrow stairs
Superhost
Flat in Chester
4.77 out of 5 average rating, 204 reviews

Quiet getaway in the Berkshires

LynneRating, 5 stars2 weeks ago
Our second stay here! Had fresh coffee available for the morning and eggs in the fridge. Thank you Joy!!
Top guest favourite
Flat in Northampton
4.95 out of 5 average rating, 246 reviews

Cedar Wet Room w Soaking Tub

JazzRating, 5 stars2 days ago
Always a pleasure to stay here. Clean and quiet spot with everything you might need to make your stay pleasurable. I look forward to returning.
Top guest favourite
Flat in Northampton
4.98 out of 5 average rating, 427 reviews

Northampton MA Downtown Townhouse close to Smith

DeirdreRating, 5 stars2 weeks ago
We stayed 4 nights at Aisjah's beautiful rental for our daughter's wedding at Union Station Banquets. What a perfect location. Everything is within walking distance and yet the home is beautiful and quiet with gorgeous flowers all around. Absolutely spotless home that seems brand new; kitchen has new appliances and all the necessities and linens were plentiful and spotless. Bedrooms, living room and large full bathroom are upstairs while the kitchen and eating area are downstairs. Hope to have another opportunity to stay here!
Guest favourite
Flat in Amherst
4.92 out of 5 average rating, 254 reviews

Woodsy hideaway apartment

KatieRating, 5 stars1 week ago
Deborah was a fantastic host! Very responsive and helpful. The place was cute, private, clean, and cozy. Highly recommended!
Guest favourite
Flat in Ashfield
4.87 out of 5 average rating, 253 reviews

Zachariah House Main St. Ashfield

MaryRating, 5 stars1 week ago
We Minnesotans felt like we had a true New England experience during our delightful stay at Zachariah House! The decor made us feel like we had dropped into another century, yet we had all the modern conveniences, including cozy beds and delicious coffee. It was perfect for grandparents, parents, and baby.
Top guest favourite
Flat in Hadley
4.97 out of 5 average rating, 255 reviews

Sweet Retreat minutes from Northampton & Amherst

SarahRating, 5 stars1 month ago
Such a serene, lovely cottage-like apartment. I felt totally safe and loved being able to walk on the trail nearby. With the kitchen and living room I was able to work all day in comfort in a space separate from the bedroom—perfect for doing my remote job while waiting for my UMass kid to finish exams. I really enjoyed my stay!

Private apartment rentals

Guest favourite
Flat in Marlboro Township
4.93 out of 5 average rating, 265 reviews

Shakespeare’s Folly Side Farm and AirBnB.

DanRating, 5 stars3 weeks ago
William is an excellent host and his place is wonderful. I’ve stayed with him. Multiple times. Recommended!
Top guest favourite
Flat in Brattleboro
4.9 out of 5 average rating, 369 reviews

Quiet St in Town, gardens, terrace

CicilyRating, 5 stars1 week ago
I made the right decision when I chose to stay at Jaki's place. The kitchen was fully equipped so that I could prepare my meals at home and the private deck was a bonus. The location was quiet and felt tucked away, while only being a five-minute walk to downtown. The check-in process was super easy and Jaki made it her priority to ensure I had everything I needed for a pleasant stay.
Guest favourite
Flat in Conway
4.96 out of 5 average rating, 25 reviews

Spacious, Sunny* Woodland Retreat

MollyRating, 5 stars1 week ago
We had a fantastic stay at Erica's with our 2 month old. Erica provided a crib, and it was safe for infant sleeping. We enjoyed sitting on the porch, and ended up cooking a full dinner for local friends one night. The kitchen had all the basics that we needed. It was a short trip so we didn't have much time to explore the property, but it looked beautiful and we enjoyed hearing the frogs at night and birds during the day. The apartment is HUGE, and we found it very comfortable. It'll be our go-to for future visits in the area!
Top guest favourite
Flat in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars3 months ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
Top guest favourite
Flat in Northampton
4.94 out of 5 average rating, 190 reviews

Historic Richardson House, 1873 farmhouse

MarshallRating, 5 stars1 week ago
This home was exactly as described and spotless clean. Michael was proactive reaching out to make sure we had everything that we needed. The beds were comfortable, and the locations was in a peaceful neighborhood with a very short drive to everything in the old downtown area.
Top guest favourite
Flat in Northampton
5 out of 5 average rating, 55 reviews

Button’s Modern Luxury Walkup DT

JenniferRating, 5 stars3 days ago
It’s hard to imagine a more perfect stay in Northampton. Bright, tasteful, calming, well thought out and squeaky clean! Not to mention easy parking, easy walking to Smith College and downtown but just off the main drag so it’s still quiet and peaceful. Jacqueline has gone the extra mile with great coffee, various milks, welcome snacks, good toiletries, very comfy bed, etc. I loved it so much that I stayed in more than I’d planned. It’s just a pleasurable and safe feeling space to occupy. I’ll definitely be back.
Guest favourite
Flat in Shelburne Falls
4.97 out of 5 average rating, 122 reviews

River View Apt in Shelburne Falls Historic Village

JuliaRating, 5 stars1 month ago
shelburne Falls is an adorable town, and this Airbnb has a small table with 3 chairs on a back porch that looks out on the river and bridge— very nice . Cute apartment over the the owner’s store and perfect location to walk around town . crystal was a great host…. proactive before our arrival responsive
Top guest favourite
Flat in Northampton
4.98 out of 5 average rating, 50 reviews

Studio Apartment

ChristineRating, 5 stars3 weeks ago
Jane’s place is cozy and comfy for one person to stay a few nights. The bed is very comfortable to sleep in, the kitchenette provides necessary equipment for simple cooking, and breakfast items are even provided. The location is easy to find, quiet, and not a far walk from the town’s center, a park, and walking trails. Definitely a gem! I will stay there again next year.

Apartment rentals with a hot tub

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

Mountainside Condo Ski on/off

ThomasRating, 5 stars3 months 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.
Top guest favourite
Flat in Amherst
5 out of 5 average rating, 28 reviews

The View Guest Suite - Amherst

JeffRating, 5 stars1 week ago
Great place! Everything was very nice. The extra "goodies" (fresh fruit, coffee, ...) were appreciated. If I'm ever in the area, I would definitely stay here again.
Guest favourite
Flat in Dover
4.83 out of 5 average rating, 24 reviews

Green Mountain Getaway

SophiaRating, 5 stars3 months ago
Great spot in Mt. Snow! The mountain was extremely accessible and the place is even bigger in person than what it seems in the pictures. Loved our stay here and would definitely come back! Robert and Lindsay were very responsive and made our stay easy!
Guest favourite
Flat in Hancock
5 out of 5 average rating, 11 reviews

Artsy loft near MassMoCA with pool and hot tubs

GinaRating, 5 stars1 week ago
The absolute perfect location at the heart of the Berkshire Yoga Festival! Loved the location. Very comfortable for two people. The host was very quick to respond and was accommodating. I would definitely recommend and would stay there again.
Superhost
Flat in North Adams
4.77 out of 5 average rating, 92 reviews

The Crystal Loft

NoreenRating, 5 stars3 weeks ago
This was my second stay. Great for a family of 3 and a dog that doesn’t mind a flight of stairs:)
Top guest favourite
Flat in Chicopee
5 out of 5 average rating, 21 reviews

Homey 2nd floor 2 bedroom apartment

Mike & KathrynRating, 5 stars3 days ago
Sandra’s place was the perfect base for area sports travel. Sandra herself is very friendly and responds to messages extremely quickly. The apartment is thoughtfully stocked with anything you might need. The beds are very comfortable. It was a lovely and peaceful place for rest on a busy trip. Thanks Sandra!
Superhost
Flat in Hancock
4.87 out of 5 average rating, 31 reviews

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4

JeffRating, 5 stars2 months ago
The perfect location is right at the slopes of Jiminy Peak. The yeti suite was very clean and had everything you needed for your stay. Good luck finding 24 champion badges (I found 23). This is a fun place to stay, and everyone was very helpful.
Guest favourite
Flat in Shelburne Falls
5 out of 5 average rating, 62 reviews

Falcon's Nest | hot tub | scenic views |

AlinaRating, 5 stars2 months ago
Falcon's Nest was a fabulous place to stay in the area - everything there was clean and spotless, a truly homey feeling right from the start. The house itself is stylishly done - starting from architectural elements and through small details around the house. The grounds outside are breathtaking - there's an awesome hot tub, grill, fire pits, and a lake - beautiful nature all around. Location is very convenient to all landmark sights in the area and a variety of hiking trails. Johny and Kate were incredibly accommodating - quickly responding to all our questions and providing valuable recommendations. Overall, this was a great experience that exceeded our expectations!

Destinations to explore