Apartment vacation rentals in Pioneer Valley

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Popular amenities for Pioneer Valley apartment rentals

Weekly apartment rentals

Guest favorite

Apartment in Northampton

4.93 out of 5 average rating, 102 reviews

Warm & Stylish Apartment w/laundry - walk to DT

MelissaRating, 5 stars1 month ago
What a great find. Lovely and peaceful apartment with every amenity you can imagine. Heather is so kind and made us feel so welcome. Super comfy bed was a plus!
Superhost

Apartment in Northampton

4.88 out of 5 average rating, 208 reviews

2 bedroom apartment in the heart of downtown

GregoryRating, 5 stars3 weeks ago
We really enjoyed staying at this place, we actually had stayed here before Shannon was the host here, and she’s only improved it. The place is exactly as described in a great central downtown location. Everything is well appointed in the kitchen, and the value for money felt great. I went with my two kids and would gladly go again.
Guest favorite

Apartment in Wilmington

4.98 out of 5 average rating, 467 reviews

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

BradRating, 5 stars1 month ago
We’ve stayed in a dozen AirBnB’s in Wilmington and this is by far the best! The location can’t be beat. It was a 30-second walk to the Village Roost! Jennifer and the team at Ratu’s were so nice and welcoming. The apartment was pristine, the beds were so comfortable, and the deck/patio overlooking the river gave it such a peaceful vibe.
Guest favorite

Apartment in Brattleboro

4.9 out of 5 average rating, 351 reviews

Quiet St in Town, gardens, terrace

EmmaRating, 5 stars1 month ago
We had a great stay! Downtown Brattleboro area was a very easy walk. Lots of great restaurants, book stores, and hiking trails walking distance away. The bedroom and porch were cozy and filled with sunlight. I have already recommended this airbnb to friends and family.
Guest favorite

Apartment in Vernon

4.96 out of 5 average rating, 155 reviews

Farm land view.

MaryRating, 5 stars4 weeks ago
thanks again Peter, Always a perfect place to reunite with friends. look forward to the next visit. Mary
Guest favorite

Apartment in Torrington

4.98 out of 5 average rating, 158 reviews

Apartment on Main St.

AndreaRating, 5 stars1 day ago
I truly enjoyed my stay. The place was cozy and warm. It felt much like home. The view was very nice as well. I definitely will recommend it to friends and family. I will most likely stay at Molly's place again. Thanks for having me. Happy holiday's.
Superhost

Apartment in Dover

4.81 out of 5 average rating, 80 reviews

*Betimor North Apt.4 Newly renovated Mt. Snow

ScottRating, 5 stars2 months ago
Neat little place as advertised recently remodeled. America flatbread and valley Saloon both outstanding and walking distance. Shower was super cool!
Guest favorite

Apartment in Winsted

4.91 out of 5 average rating, 65 reviews

Getaway for a weekend! Close to Ski Sundown.

MikeRating, 5 stars1 week ago
Great place for a quick one night get away to Winsted to meet family. Very clean and cozy and a short walk to the downtown shops and Mario’s restaurant for dinner. Alan and Karen provided some snacks and had a great assortment of teas and coffees which was a nice, welcoming touch. A great option to stay at considering the lack of hotels in this area. Thank you Alan and Karen for providing a smooth and seamless experience!

Private apartment rentals

Guest favorite

Apartment in Brimfield

4.91 out of 5 average rating, 136 reviews

Lovely one bedroom apartment with own entrance

ZackeryRating, 5 stars2 months ago
Great private place to stay. Accommodations were exactly as listed in the description. Very friendly host with great recommendations nearby.
Guest favorite

Apartment in Canaan

4.98 out of 5 average rating, 131 reviews

West Main

KatherineRating, 5 stars2 weeks ago
The stay was perfect! Clean, comfortable and private. The goodies supplied in the kitchen were a nice added bonus. Thanks so much, would definitely book again.
Guest favorite

Apartment in Williamsburg

4.88 out of 5 average rating, 204 reviews

Studio apartment on route 9, "Inn the Valley"

ClaudiaRating, 5 stars2 weeks ago
Stayed here for a quick wedding weekend. We adored the style/decor in the home, and appreciated that it was cosy and private - perfect for a couple taking a weekend away. There are fun places to eat nearby and the surrounding town is gorgeous. Would definitely stay here again.
Guest favorite

Apartment in Northampton

4.96 out of 5 average rating, 298 reviews

Roost House (2 BR Apt. downtown)

AshleyRating, 5 stars1 month ago
We had a great time in Northampton and enjoyed the convenient location of the apartment. The space is comfortable, cozy, and clean with attractive decor. The neighborhood is safe and walkable, with a variety of fantastic options for dining and shopping nearby. Some of our favorite spots include Hungry Ghost Bakery, Iconica, Thorne’s Marketplace, and Smith Museum of Art. We recommend The Roost for coffee & breakfast - the savory waffle is delicious!
Guest favorite

Apartment in North Adams

4.91 out of 5 average rating, 439 reviews

Private guest apartment. One block from downtown.

TimRating, 5 stars3 weeks ago
Jennifer's space is beautifully and seasonally decorated, including fresh flowers in the bedroom. She lives on site, and it is clear she takes very good care of the space. We were able to easily cook the Thanksgiving dinner we brought. Everything was very clean and the bed was comfortable. There was a nice size yard (not enclosed by a fence, but large and private) for our small dog, and I expect the gardens are beautiful in the warm weather (quite dormant in November). We will look to come back here next time we visit Mass MoCA.
Guest favorite

Apartment in Amherst

4.92 out of 5 average rating, 237 reviews

Woodsy hideaway apartment

LouRating, 5 stars1 week ago
Lovely place to stay. Best with a car and relatively easy to access on foot to downtown Amherst. Uber was easy to use. Highly recommend as it was warm, pleasant, and low key to enjoy and appreciate!
Guest favorite

Apartment in Brattleboro

4.89 out of 5 average rating, 543 reviews

Cozy, Private & Great location for exploring VT !

TedRating, 5 stars2 weeks ago
Perfect stay! Everything was just as described, the apartment was spotlessly cleaned and well equipped, and it was a quiet, peaceful, and very comfortable stay during a snowy early-winter week. Mary and Lance are great hosts - thank you!
Guest favorite

Apartment in Northampton

4.97 out of 5 average rating, 270 reviews

Tibet House, beautiful 4 room private apartment

IainRating, 5 stars1 month ago
We thoroughly enjoyed our stay at the Tibet House. Gretchen was a great host, and we'd love to come back at some point in soon! Tibet House is exactly as pictured - charming, clean, welcoming. It's three main rooms, including a spacious master bedroom with a meditation area. The kitchen is nicely stocked with teas and coffees, and had everything we needed - even a pair of scissors. Very walkable to downtown Northampton's shops, restaurants and bars. The rail trail for walking is right nearby. And for parents looking to visit students at Smith College, you're literally a block away. All in all, very enjoyable and just the type of place we were hoping to find. Thank you!

Apartment rentals with a hot tub

Guest favorite

Apartment in Hancock

5 out of 5 average rating, 21 reviews

Bentley Brook Mountain Lodge

JuliaRating, 5 stars2 months ago
Had an awesome stay at Andrew's place- super clean & spacious unit, charming common spaces, and very walkable. Andrew was highly accommodating and helpful. Would definitely stay again!
Guest favorite

Apartment in Hancock

4.97 out of 5 average rating, 31 reviews

Ski-InSki-Out Loft Lift&MT.Views

RobinRating, 5 stars3 weeks ago
We had a wonderful, peaceful stay. It snowed and turned into a magical winter wonderland. The towns in the surrounding area had lots of unique shopping and restaurants. Colin’s place was quiet and we especially enjoyed the fireplace and the best sleep ever. Thank you, Colin!
Superhost

Apartment in Guilford

4.91 out of 5 average rating, 58 reviews

Nasuta Hills (Lower Level)

JustinRating, 5 stars1 month ago
Very nice stay. Didn't need to bug Dan for anything. Amenities as described, in a peaceful, quiet, beautiful location. Thanks Dan!
Guest favorite

Apartment in Chicopee

5 out of 5 average rating, 18 reviews

Homey 2nd floor 2 bedroom apartment

AliciaRating, 5 stars2 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

4.75 out of 5 average rating, 16 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

HershyRating, 5 stars4 months ago
place is nice. perfect location. just a snow ball away from all attractions
Guest favorite

Apartment in Hancock

5 out of 5 average rating, 13 reviews

All-Season Condo at Jiminy Peak (Berkshires)

KatrinaRating, 5 stars1 month ago
This is our second time staying at Francois’ place and we couldn’t have been happier — everything is just perfect. If you’re contemplating between this and another place in the Hancock, MA area — trust me when I say to pick this one!
Guest favorite

Apartment in Pittsfield

4.83 out of 5 average rating, 72 reviews

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

AnnaRating, 5 stars3 months ago
Great location, near many Berkshires attractions. The hot tub and pool were great! Welcoming gifts of snacks and wine were much appreciated.
Guest favorite

Apartment in Hadley

4.94 out of 5 average rating, 36 reviews

Home Away From Home

DavidRating, 5 stars1 month ago
Large place, perfectly located for easy access to UMass Amherst, Amherst itself and the surrounding towns. Comfortable bed, spacious bathroom and full kitchen. Lindsey was very proactive in her communication and flexible with check-in and check-out times. She responded immediately when I needed help on something when we were there. Great find. I definitely recommend Lindsey's place if you're visiting Amherst.

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