Apartment vacation 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

Top guest favorite
A warm, orange wall frames the sleeping area, featuring a spacious bed with neutral linens and decorative pillows. Soft light is provided by two bedside lamps, and a large window offers a glimpse of the outside while inviting natural light into the room.
Apartment in Northampton
4.93 out of 5 average rating, 107 reviews

Warm & Stylish Apartment w/laundry - walk to DT

KelliRating, 5 stars1 month ago
Heather's place is amazing...very spacious and was great for my two week stay for work. It really great it is so close to the highway and also local restaurants and shopping. Will definitely stay again if I am in the area.
Superhost
A cozy sofa is positioned near a large window, allowing natural light to illuminate the exposed brick wall. A soft throw blanket is draped over the sofa, complemented by a decorative pillow featuring a welcoming phrase. The overall space reflects a relaxed and inviting atmosphere.
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 favorite
A well-lit kitchen and dining area features a wooden dining table surrounded by six chairs. Light hardwood flooring complements the gray cabinetry. A potted plant sits on the table, and modern appliances are visible in the background, including a refrigerator and stove.
Apartment in Wilmington
4.98 out of 5 average rating, 482 reviews

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

LisaRating, 5 stars2 weeks ago
Beautiful apartment in the center of Wilmington. We own land and have our camper set up in the next town over, but with the cold weather lately, the camper is still winterized. We wanted to come up and get some yard work done and stay locally, and this apartment was the clear winner! Walking distance to our favorite coffee shop, lots of restaurants, my favorite bookstore (!!) and walking trails. Loved the deck- even though it was April and iffy weather, we were able to have takeout dinner outside one night! So grateful that Jennifer allows pets, as we have two dogs and it’s often hard to find pet friendly Airbnb accommodations that are in a good location and as clean as this place! Jennifer was so kind, accommodating and responsive. She went out of her way to make sure we had a great trip- she’s definitely one of the best hosts we’ve had! Thank you for making this week wonderful! We will be back.
Top guest favorite
An open concept living area is highlighted by a comfortable light-colored sofa with decorative pillows. A dark wood coffee table centers the space, while a well-equipped kitchen features modern appliances and a light-colored island with seating. Natural light filters through the window, enhancing the inviting atmosphere.
Apartment in Brattleboro
4.9 out of 5 average rating, 361 reviews

Quiet St in Town, gardens, terrace

KristenRating, 5 stars2 days ago
We loved our stay at Jaki’s place! Very easy check in, easy to find, no issues at all. Very comfortable place and walkable to downtown. Would definitely stay here again!
Top guest favorite
A view of a quiet residential area showcases a clear blue sky and a patch of farmland. Autumn trees with varying hues of orange and green stand in the background, providing a natural backdrop. A paved driveway leads toward a wooden fence and a mailbox.
Apartment in Vernon
4.96 out of 5 average rating, 160 reviews

Farm land view.

LorrieRating, 5 stars2 weeks ago
Our return trip was just as great as the first time there. The apartment was spotless, the furniture and bedding is very comfortable. Has everything we needed. It is in a beautiful location 10 minutes from Massachusetts and New Hampshire. We feel at home and very safe . Peter is a great host and communicates very quickly. Looking forward to another visit.
Top guest favorite
A compact kitchen area is shown, featuring white cabinetry and modern appliances. A round table with four black chairs, adorned with floral seat cushions, is set at the center. A small vase of fresh flowers adds a pop of color to the table.
Apartment in Torrington
4.98 out of 5 average rating, 162 reviews

Apartment on Main St.

KellyRating, 5 stars1 week ago
This apartment was perfect for my needs. It was clean and comfortable and conveniently located. The hosts were incredibly accommodating and allowed me to extend my stay twice. I’d definitely stay at this apartment again when visiting family in the area.
Top guest favorite
A cozy sitting area is highlighted by a curved gray couch adorned with colorful pillows. A small, round marble table sits in front, complemented by an armchair featuring a floral pattern. Natural light filters through a window dressed with light curtains, enhancing the warm tones of the space.
Apartment in Simsbury
4.99 out of 5 average rating, 328 reviews

Ensign House Room

RachelRating, 5 stars1 week ago
This was the most adorable, quaint air bnb! Love how walkable it was to everything, extremely clean and spacious, beautiful historic grounds and responsive, friendly host. My family lives in the apartments nearby so I will be booking this place every time I come to visit from now on!
Guest favorite
A modern living area features a grey sofa facing a yellow accent chair and a round side table. A patterned rug covers the floor, while framed artworks are displayed on pale walls, with soft lighting provided by a floor lamp and a table lamp.
Apartment in Northampton
5 out of 5 average rating, 9 reviews

Charming downtown Northampton

MikeRating, 5 stars4 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 favorite
The light-filled living room features a comfortable gray couch with decorative pillows, a vintage coffee table, and an eclectic mix of artwork on the walls. A television is positioned on a wooden stand, and diverse seating options are provided by antique chairs and a small dining table.
Apartment in North Adams
4.98 out of 5 average rating, 114 reviews

Charming Art Filled Apartment

KenaRating, 5 stars1 day ago
Rachel was super quick to respond which was very helpful for me when last minute planning. In addition, I was traveling solo with my dog and she (and her super seeet dog)was sooooo nice to hang out with him when I had to go to my jobsite. The bedrooms are all super cozy, it was hard to pick one for the two nights I was there solo. The bed was very comfortable and a great night sleep away from home is hard to find. Love the natural light and the plants throughout. Made me feel right at home. Would stay again next time I’m in town for work!
Guest favorite
A well-lit bedroom features a spacious bed with a textured gray blanket. A wooden vanity and mirror are situated against the wall, alongside a bathroom area with a shower. Soft accent lighting highlights the room's modern design.
Apartment in Brimfield
4.91 out of 5 average rating, 136 reviews

Lovely one bedroom apartment with own entrance

ZackeryRating, 5 stars6 months ago
Great private place to stay. Accommodations were exactly as listed in the description. Very friendly host with great recommendations nearby.
Top guest favorite
A spacious living room is furnished with a comfortable sectional sofa, accented by patterned throw pillows. A round coffee table rests on a decorative area rug, and framed artwork adorns the walls. A table lamp provides soft lighting near a window with a sheer curtain.
Apartment in Canaan
4.99 out of 5 average rating, 137 reviews

West Main

DaleRating, 5 stars1 month ago
Exemplary accommodations! Everything about this place is well thought out and comfortable. (Every AirBnB host should do what Shirley did - label the light switches.) It's those intuitive touches that make this a great place to stay. We were close to family events in Norfolk, plus restaurants and amenities in Canaan. You really can't beat this experience. We were not able to make friends with the barn cat, but we tried!
Guest favorite
A bright studio apartment features a comfortable seating area with a light-colored armchair beside a small wooden table. The spacious bed is adorned with a turquoise coverlet, while a framed artwork is displayed on the wall. A window allows natural light into the room.
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 favorite
A spacious bed is centered against a natural wood headboard, adorned with decorative pillows of various patterns. Warm lighting is provided by two wall-mounted lamps on either side, enhancing the calming atmosphere of the room.
Apartment in Northampton
4.96 out of 5 average rating, 308 reviews

Roost House (2 BR Apt. downtown)

JeffRating, 5 stars1 month ago
Beautiful and private, with your own parking space too. Love the location so close to everything in downtown.
Guest favorite
The living area features warm wooden floors and a cozy seating arrangement, including a sofa and an armchair. Light pours through the window, illuminating a colorful area rug and a coffee table adorned with books. A pair of opened doors leads to the spacious bedroom, showcasing a bed with decorative bedding.
Apartment in North Adams
4.91 out of 5 average rating, 449 reviews

Private guest apartment. One block from downtown.

TomRating, 5 stars3 weeks ago
The stay itself was wonderful! As advertised, it was well within walking distance from the downtown area, was cozy, and looked exactly like the pictures showed. 5/5 stars What pushed it over the edge from a good Airbnb to GREAT, was the attention Jennifer paid to small additional details - little chocolates to welcome us, snacks intentionally set out for us, water bottles, and a few other things speak to how good of a host she is. 6/5 stars 5/5 stars for Jennifer and her lovely apartment, 3/5 stars for Airbnb: we didn't get a message from Airbnb until we were checking out that her messaging wasn't working, so a couple messages went unanswered. Jennifer had put her number in 3 different locations explaining this, so she was super proactive, we were just a little unobservant in seeing that.
Guest favorite
A living room area features two couches, a coffee table, and a flatscreen TV positioned near a decorative fireplace. A shelf above the kitchen area is stocked with dishes and cooking essentials. Warm lighting and soft colors create a cozy environment.
Apartment in Amherst
4.92 out of 5 average rating, 248 reviews

Woodsy hideaway apartment

DebbieRating, 5 stars3 days ago
Deborah’s apt was just what I needed - quiet, private, safe, easy access, close to campus. Beautiful view into the woods and all amenities were as described. Great communication and Deborah even left some orange juice, eggs, fresh bread, and jam in the fridge!
Guest favorite
An open living room and kitchen area is featured, furnished with a beige sofa, a coffee table, and a television mounted on a wooden stand. The kitchen includes wooden cabinets, a refrigerator, and a small dining space with two stools at the counter.
Apartment in Brattleboro
4.89 out of 5 average rating, 561 reviews

Cozy, Private & Great location for exploring VT !

SeanRating, 5 stars6 days ago
This is a fantastic spot! It is so nice to be just a five minute ride away from everything but still feel out of town. It is a beautiful area and I cannot wait to come back.

Apartment rentals with a hot tub

Superhost
An outdoor pool area is surrounded by several lounge chairs and umbrellas, offering a view of vibrant autumn foliage on the hills. The pool is partially covered, and a building is visible in the background, enhancing the resort-like atmosphere.
Apartment in Hancock
4.86 out of 5 average rating, 29 reviews

Mountainside Condo Ski on/off

ThomasRating, 5 stars1 month 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 favorite
A spacious living area is highlighted by a vaulted ceiling and large windows that provide natural light. A comfortable sofa and two armchairs surround a fireplace, complemented by decorative items. A mirror reflects the room's brightness, enhancing the inviting atmosphere.
Apartment in Hancock
4.97 out of 5 average rating, 38 reviews

Ski-InSki-Out Loft Lift&MT.Views

ShawnRating, 5 stars1 week ago
My stay was smooth and the condo was nice. I was on a business trip so I didn't have much time in the room besides sleeping which was quiet
Guest favorite
A cozy living area features a tall Christmas tree adorned with lights and ornaments next to a glass-top coffee table. A fireplace with built-in decor sits beneath a mounted television. Velvety blue chairs complement an orange accent pillow on the nearby couch, surrounded by large windows with sheer curtains.
Apartment in Hancock
5 out of 5 average rating, 10 reviews

Artsy loft near MassMoCA with pool and hot tubs

NicoleRating, 5 stars1 month ago
We had a great stay at the end of ski season; the place was quiet and relaxing. We will definitely return!
Superhost
An outdoor deck is shown, featuring a hot tub surrounded by a wooden railing. A dining set with a large red umbrella offers a shaded area for relaxation. Lush greenery and trees are visible in the background, complementing the serene outdoor space.
Apartment in North Adams
4.77 out of 5 average rating, 91 reviews

The Crystal Loft

DeRating, 5 stars1 month ago
Thank you!
Top guest favorite
A welcoming living area features a spacious sofa and an armchair positioned around a glass coffee table. A patterned area rug anchors the space, while a flat-screen TV is placed on a stand. Doorways lead to other areas of the apartment, enhancing accessibility.
Apartment in Chicopee
5 out of 5 average rating, 18 reviews

Homey 2nd floor 2 bedroom apartment

AliciaRating, 5 stars7 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
A welcoming living space is presented, featuring a dark stone fireplace as a focal point. Two armchairs with deer motifs complement a plush sofa, while a coffee table sits centrally. Soft light enters through partially open shades, enhancing the cozy atmosphere.
Apartment in Hancock
4.72 out of 5 average rating, 18 reviews

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

ShawnRating, 5 stars1 week ago
I rented this condo for some of my staff who said their stay was great. Four mechanics sharing a condo at a ski resort, they were easy to please.
Guest favorite
A comfortable living area is featured, showcasing a grey sofa adorned with yellow accent pillows. A wooden coffee table sits in front, accompanied by a decorative tray and game. Soft lighting is provided by a tall lamp, while a window with blue shades allows filtered light.
Apartment in Hancock
5 out of 5 average rating, 18 reviews

All-Season Condo at Jiminy Peak (Berkshires)

RobynRating, 5 stars2 months 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 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 stars8 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