Apartment holiday rentals in Pioneer Valley

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Popular amenities for Pioneer Valley apartment rentals

Weekly apartment rentals

Superhost
Apartment in New Ashford
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook - 2 BR Deluxe - Sleeps 8

DanielRating, 5 stars4 months ago
Jiminy Peak is a great family mountain. Christina's place is perfectly located to do everything right out your back door. Christina was an excellent host. Thank you.
Superhost
Apartment in Shelburne Falls
4.92 out of 5 average rating, 48 reviews

Flowers & Falls Spot House

TerriRating, 5 stars2 weeks ago
Always an easy peaceful stay whenever we stay at David’s place. We will be back again
Guest favourite
Apartment in Northampton
4.94 out of 5 average rating, 100 reviews

Cozy Studio with patio, 1.2 mi from downtown

MarcoRating, 5 stars3 weeks ago
Our stay was excellent. Felt at home. Much recommended.
Guest favourite
Apartment in North Adams
4.89 out of 5 average rating, 28 reviews

Downtown Condo - walk to MoCA

RuthRating, 5 stars3 weeks ago
My husband and I loved our stay at Jo Anne’s place, it was quite,clean private, easy access to parking and very affordable . Stocked with the necessities.
Top guest favourite
Apartment in Northampton
4.97 out of 5 average rating, 63 reviews

Lovely 1bedrom apartment with screened in porch

LauraRating, 5 stars1 month ago
Beautiful and very clean space! We had the most wonderful long weekend at Goran's apartment. He was so responsive and super friendly... cannot recommend enough. We will be back!
Guest favourite
Apartment in North Adams
4.96 out of 5 average rating, 77 reviews

Newly renovated 2BR on historic Eagle Street.

JamesRating, 5 stars5 days ago
In town for a wedding at Mass MoCa with my girlfriend. This apartment was extremely quiet, convenient, clean, cute and convenient. Highly recommend!
Guest favourite
Apartment in Hancock
4.92 out of 5 average rating, 66 reviews

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

ArielRating, 5 stars6 days ago
We stayed at Renee’s place during a summer festival weekend hosted at the mountain and it was perfect for our needs! Comfy bed, good kitchen set up and a nice place for lounging in between festival events. Would definitely stay here again!
Top guest favourite
Apartment in Brattleboro
4.93 out of 5 average rating, 353 reviews

Private & Quiet Studio Apt. in Vermont

LynRating, 5 stars3 weeks ago
We are repeat visitors. Staying here is always a pleasure. The apartment is wonderful. Just as described and perfect for day trips or just staying in. Mary and Lance are friendly and courteous. Hope to be able to stay here again when in the area.

Pet-friendly apartment rentals

Apartment in Charlemont
4.73 out of 5 average rating, 11 reviews

Charlemont Airbnb Center With Four mor bedrooms

AndrewRating, 5 stars9 months ago
David’s place was just as described. Perfect for my one night stay for a wedding near by.
Private room in Northfield
4.47 out of 5 average rating, 66 reviews

A Healing Forest Space in the Heart of New England

FranRating, 5 stars7 months ago
This is that one-of-a-kind place. Nestled in the woods, unusually designed and arranged house that makes for a unique experience. Plus, Joseph is a most interesting and engaging host. We're so glad we found it.
Apartment in Enfield
4.45 out of 5 average rating, 11 reviews

Entire house - 4 Bedroom-Enfield

MatthewRating, 5 stars1 day ago
This place is good, just has about all the essentials you would need to get through the week if your there on work, full kitchen, plenty of rooms to choose from to sleep in, a good living room for lounging with a good tv. Would say it is missing some items for essentials like some cookware including a cutting board, would be nice to have. It is also noisy at nice including the train passing by and the neighbors sometimes. Good place just for working though. Would stay again if I had to.
Guest favourite
Apartment in Wilmington
4.96 out of 5 average rating, 27 reviews

10th Hole Haystack Golf Course in Wilmington VT

Ann & JoeRating, 5 stars4 weeks ago
Our golf group 3 year with Sean. He has been excellent in responding to ? Course is a great layout and was in great shape considering it rained for 2 weeks before we arrived. Clean well stocked condo kitchen has everything you’d want to cook in all meals
Apartment in Wilmington

3BR Resort home near ski resorts with balcony

JoshRating, 5 stars10 months ago
very nice property. we will most definitely be back...as long as it's not booked!

Apartment rentals with a pool

Guest favourite
Apartment in Hancock
4.95 out of 5 average rating, 59 reviews

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

EladRating, 5 stars2 months 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.
Superhost
Apartment in Hancock
5 out of 5 average rating, 6 reviews

Condo Resort at Jiminy Peak Ski Mountain's Base

LaurenRating, 5 stars3 weeks ago
Hamilton is a wonderful host and the area is always beautiful and fun.
Apartment in Hancock
4.88 out of 5 average rating, 33 reviews

Unique - Country suite @ Jiminy Peak

BrentRating, 5 stars17 months ago
We had a fabulous time up at Jiminy Peak and being right on the mountain at Shana’s place made it very easy to enjoy the many things to do. Shana is a great host and her unit was perfect for our family of 5. Our younger two tried counting all of the gnomes in every room. We definitely recommend staying at Shana’s place, she is very easy to work with and quick to answer any questions. Thanks again A+
Apartment in Hancock
4.6 out of 5 average rating, 148 reviews

Jiminy Peak Country Inn 1 Bedroom Suite

BenRating, 5 stars3 months ago
We had a great stay here. It was very close to the ski lifts, and the ski locker was directly across the hall. It made for a very enjoyable and easy skiing experience. Jiminy Peak is a great place to ski at with a variety of trails for all skill levels, and even though it was a school vacation week/weekend, the lift lines were never long. Margaret was very responsive to any questions we had and made the process easy. We loved it!
Apartment in Hancock

Berkshires Resort with Pools - Lg 1BD - Sleeps 4

JessicaRating, 5 stars4 months ago
Great stay for skiing at Jiminey Peak! We would definitely stay here again. Clean, spacious, great location and reasonable price!
Superhost
Apartment in Lenox
4.63 out of 5 average rating, 8 reviews

Peaceful 1BR Condo with Pond View

VeraRating, 5 stars5 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
Superhost
Apartment in Hancock
5 out of 5 average rating, 4 reviews

Wyndham Bentley Brook

Ashley And NathanielRating, 5 stars16 months ago
We had a wonderful time staying at Paul’s place! We had easy access to the mountain for skiing. It was wonderful to have a ski locked to store our stuff outside of the room. In addition to the wonderful accommodation our kids loved the indoor/outdoor pool after a long day on the slopes. Highly recommend Paul and his accommodation!!!
Apartment in Hancock
4.9 out of 5 average rating, 10 reviews

Ski-in/Ski-Out on Jiminy Peak

BiancaRating, 5 stars4 months ago
Perfect home base for skiing at Jiminy! It was great for me and my kid plus we got to enjoy the hot tub, pool, breakfast at the country store and dinner at bluebird & co. Justine was a great and communicative host - we hope to return soon!

Destinations to explore