Apartment vacation rentals in Pioneer Valley

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Popular amenities for Pioneer Valley apartment rentals

Weekly apartment rentals

Top guest favourite
Apartment in North Adams
4.98 out of 5 average rating, 108 reviews

Charming Art Filled Apartment

AliceRating, 5 starstoday
Gorgeous place. My family loved staying here over the weekend while attending a wedding at Mass MoCA. The house is beautiful inside, very clean, and very homey. I hope to stay again one day!
Superhost
Apartment in Northampton
4.89 out of 5 average rating, 215 reviews

2 bedroom apartment in the heart of downtown

KatherineRating, 5 stars1 month ago
A great spot in the heart of downtown Northampton. We visited to attend the Back Porch Festival, and all events were in easy walking distance. The apartment was clean, well stocked, and comfortable. We hope to visit again!
Guest favourite
Apartment in Wilmington
4.98 out of 5 average rating, 478 reviews

**Happy Hour! Gorgeous & Modern Downtown Retreat**

NicholeRating, 5 stars2 weeks ago
Jennifer's apartment was the perfect place for us to stay during our visit to Wilmington. Everyone at Ratu's were so nice! Would definitely stay here again.
Top guest favourite
Apartment in Brattleboro
4.9 out of 5 average rating, 358 reviews

Quiet St in Town, gardens, terrace

AaronRating, 5 starstoday
A lovely stay with a welcoming host. We were in and out of town for a weekend and Jaki communicated wonderfully and made coming, going and staying so easy. Many thanks!
Guest favourite
Apartment in Winsted
4.92 out of 5 average rating, 79 reviews

Getaway for a weekend! Close to Ski Sundown.

AnnetteRating, 5 starstoday
My nephew found Alan and Karen's Airbnb for me for his wedding and it was perfect! The location was just up the hill from the venue and not apartment itself was perfect for me! It had everything I could have needed and it felt like home!
Superhost
Apartment in Suffield
4.91 out of 5 average rating, 155 reviews

2 BR LR 1BA Private In-Law Suite with Home Theater

SarahRating, 5 stars5 months ago
The location is terrific, easy from the airport and close to many other attractions. The facilities were well taken care of, very clean and stocked with all you could need.
Top guest favourite
Apartment in Simsbury
4.99 out of 5 average rating, 327 reviews

Ensign House Room

AlyssaRating, 5 stars2 weeks ago
We were just planning to stay one night but decided to extend our stay almost as soon as we checked in. The space was so cute and cozy. The photos do not do it justice. Even though you are in a mixed use building, I don’t think we heard or saw another person the whole time we were there. The bed is ultra comfortable. I loved the fact that it’s a historic property and the information Courtney left was interesting to us. Courtney is so responsive and kind! Also, we had dinner at the restaurant and it was AMAZING! I will absolutely be staying here on our next visit to Simsbury.
Guest favourite
Apartment in Northampton
5 out of 5 average rating, 9 reviews

Charming downtown Northampton

MikeRating, 5 stars3 months ago
Great location, in the heart of town, parking located right behind the space. Super convenient if you want to explore the area

Private apartment rentals

Top guest favourite
Apartment in Northampton
4.97 out of 5 average rating, 342 reviews

Light filled three bedroom apartment DT Florence!

NicoleRating, 5 stars1 week ago
Donna’s place was perfect for our overnight. She had all the necessities anyone could need, from tea and a full kitchen to shampoo and a washing machine. She and Luna happily greeted us and she even gave us a couple eggs! A wonderfully comfortable home away from home. The place was clean from corner to corner. She provided plenty of linens and a quart of whole milk was in the fridge when we arrived, unexpectedly. Donna goes above and beyond for her guests. 10/10 will stay again!
Top guest favourite
Apartment in North Adams
4.99 out of 5 average rating, 106 reviews

Historic Victorian - Entire 3rd floor

JoyceRating, 5 stars3 weeks ago
Spacious stay, wonderfully clean and quiet and an excellent view from the balcony. Lots to see and do in the area. It got a bit cold in the bedroom at night - advise packing some warm pajamas if traveling in the colder seasons!
Guest favourite
Apartment in Williamsburg
4.88 out of 5 average rating, 209 reviews

Studio apartment on route 9, "Inn the Valley"

FrancesRating, 5 stars2 months ago
I recommend the Williamsburg studio with hosts Robin and Bud. The apt is in the end of the Williamsburg Animal Clinic and I was afraid we’d hear barking dogs but it’s quiet, private, lovely and perfectly clean. It’s on the main road but you can’t hear traffic once inside either. The bed is high with a good mattress and we slept well, and it’s a short drive to the Bread Euohoria restaurant as well as the Williamsburg General Store. Charming place - we plan to go back. Fran
Guest favourite
Apartment in North Adams
4.91 out of 5 average rating, 447 reviews

Private guest apartment. One block from downtown.

PhillipRating, 5 stars2 weeks ago
One of the best Airbnb experiences we have had. Clean, homey, with lots of nice extra touches. We hope to come back for another stay.
Guest favourite
Apartment in Amherst
4.92 out of 5 average rating, 246 reviews

Woodsy hideaway apartment

AshtonRating, 5 stars1 week ago
Very cute homey place in a beautiful setting, and a great value. Super convenient for visiting Amherst or UMass Amherst (just a couple blocks from UMass campus, and a very short drive to downtown Amherst). Great communication - Deborah messaged before we arrived to make sure we were good with directions and checked in while we were there to make sure we had everything we needed. She set us up with coffee, eggs, toast, juice, and homemade blueberry jam (!) - really nice. The apartment looks out into woods, and we woke up to a family of deer just chilling right outside.
Top guest favourite
Apartment in North Adams
4.97 out of 5 average rating, 540 reviews

Steps to MoCA: 2bd + SAUNA!

RebeccaRating, 5 stars3 days ago
Loved all of the historic and artsy details in the home. Spacious and light-filled. A very charming experience.
Guest favourite
Apartment in Northampton
5 out of 5 average rating, 18 reviews

Peace and Quiet in Northampton - 2nd floor

HollyRating, 5 stars4 months ago
Josh's place is even better than pictured. It's a very tastefully appointed apartment with furniture and artwork that elevate the experience and add to the overall quality of the stay. Excellent location, very walkable and quiet at the same time. Josh is a very responsive host who takes his role as host very seriously and addresses needs and questions very quickly and clearly. I would stay here again and recommend to anyone for a relaxing and enjoyable stay.
Guest favourite
Apartment in Brattleboro
4.89 out of 5 average rating, 558 reviews

Cozy, Private & Great location for exploring VT !

JacquiRating, 5 stars3 weeks ago
Great place, very clean and convenient for downtown, and a great value, would highly recommend

Apartment rentals with a hot tub

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

Mountainside Condo Ski on/off

ThomasRating, 5 stars4 weeks 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 Hancock
4.97 out of 5 average rating, 37 reviews

Ski-InSki-Out Loft Lift&MT.Views

GodelieveRating, 5 stars1 month ago
great place to ski for a couple of days. It's right at the norm of the lift so amazing if you look for some snow fun.
Superhost
Apartment in Hancock
4.83 out of 5 average rating, 6 reviews

Cozy Ski Retreat

AndrewRating, 5 stars1 month ago
Great weekend getaway location with ski-on, ski-off at Jiminy Peak and amenities at the resort available. Kimberly was very helpful and gave great recommendations! Would certainly stay again and recommend to friends looking for a fun weekend trip!
Guest favourite
Apartment in Hancock
5 out of 5 average rating, 10 reviews

Artsy loft near Mass MoCA with pool and hot tubs

NicoleRating, 5 stars2 weeks ago
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!
Top guest favourite
Apartment in Chicopee
5 out of 5 average rating, 18 reviews

Homey 2nd floor 2 bedroom apartment

AliciaRating, 5 stars6 months ago
This is our 4th time staying with Sandra and it still is perfect! Very homey, fully equipped with all your needs plus some, easy parking, check and check out, comfy beds, this list goes on.. and Sandra is the best host ever!!!! Very friendly and accommodating. Highly recommend. Looking forward to our next stay! Thanks Sandra! 😃
Superhost
Apartment in Hancock
4.71 out of 5 average rating, 17 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

HershyRating, 5 stars7 months ago
place is nice. perfect location. just a snow ball away from all attractions
Guest favourite
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars1 month 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.
Guest favourite
Apartment in Pittsfield
4.83 out of 5 average rating, 72 reviews

*Berkshire's Sweet Spot 2-Close to ski/Spa open

AnnaRating, 5 stars7 months ago
Great location, near many Berkshires attractions. The hot tub and pool were great! Welcoming gifts of snacks and wine were much appreciated.

Destinations to explore