Apartment vacation rentals in Pioneer Valley

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Popular amenities for Pioneer Valley apartment rentals

Weekly apartment rentals

Superhost

Apartment in Northampton

4.89 out of 5 average rating, 210 reviews

2 bedroom apartment in the heart of downtown

IsaacRating, 5 stars1 month ago
This Main Street Northampton stay was lovely! The apartment is spacious and in walking distance to nearly everything to do in downtown Northampton. We loved staying here!
Guest favorite

Apartment in Brattleboro

4.9 out of 5 average rating, 353 reviews

Quiet St in Town, gardens, terrace

SusanRating, 5 stars4 days ago
Lovely apartment, plenty of natural light, tastefully decorated in quiet, natural/neutral tones and some lovely things on the walls to look at. Kitchen easy to navigate, intuitive, and well equipped for breakfast, coffee, lunch/snacks etc. and simple cooking if you don't want to eat out. Plenty of hot water. If staying in the winter, bring cozy indoor shoes, floor can get a bit chilly . And if you're an old married couple accustomed to a kingsized bed, the queensized bed might present a challenge. Really great mattress, though. Thanks Jaki. If you're foodies and you do want an extraordinary meal, try the Blue Moose (across from the Latchis.) Wow. Reservations required.
Guest favorite

Apartment in Winsted

4.92 out of 5 average rating, 71 reviews

Getaway for a weekend! Close to Ski Sundown.

NancyRating, 5 stars1 week ago
As others mentioned, it's small but cozy. Photos accurate. A thoughtful, short handrail to help with step up to toilet if needed, detachable shower head to aid with rinsing, plenty of towels. Perfect for one, ok for a couple (snug clearance around bed), a little tight for two singles. (Available air mattress, but limited space to put it, loveseat ok for shorties haha!) That said, was just fine for my sister and me on our one night overlap as we each visited our mom in the hospital in Torrington. Kitchen had essential cookware, utensils, plates/cups, as well as coffee, tea, creamer, and some light snacks provided - much appreciated! Oil, vinegar, and a few condiments in the fridge, ice in the freezer. Everything was spotless, with minimal and tasteful decor. Bed was comfy, fresh microfiber bedding, extra blankets and pillows. Responsive heat controls. Ample parking, quiet neighborhood, walking distance to several places to eat. Communication was friendly and prompt. We'd come back!
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 stars3 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.
Guest favorite

Apartment in Williamstown

5 out of 5 average rating, 17 reviews

Downtown Luxe: Beautifully Renovated Oasis

StewRating, 5 stars4 weeks ago
We had a great stay! It’s a beautiful home in a great location with lots of thoughtful touches. Dalit was very responsive and helpful!
Guest favorite

Apartment in Simsbury

4.99 out of 5 average rating, 315 reviews

Ensign House Room

YekaterinaRating, 5 stars3 weeks ago
We absolutely loved our stay at the Ensign House Room! This was our 2nd time. It's so cozy, so clean, very spacious, very warm in the winter, it's our perfect Connecticut getaway! Super close to a lot of fun things to do and very walkable for coffee, lunch, and CVS. Courtney is an amazing host - she's super friendly and responsive, and keeps the place really comfortable. We had everything we needed. Can't wait to stay here again!
Guest favorite

Apartment in Northampton

5 out of 5 average rating, 9 reviews

Charming downtown Northampton

MikeRating, 5 stars1 month ago
Great location, in the heart of town, parking located right behind the space. Super convenient if you want to explore the area
Guest favorite

Apartment in Stamford

4.86 out of 5 average rating, 305 reviews

Getaway Near Mass MoCA, Great Hiking, Scenic Views

JohnRating, 5 stars1 month ago
Kristin and Aaron’s place was perfect for our overnight visit. The apartment was spotless, comfortable, warm, quiet, and convenient. We had a picturesque mountain view out our bedroom window. We would highly recommend it to anyone needing a place in the area.

Private apartment rentals

Guest favorite

Apartment in Brattleboro

5 out of 5 average rating, 10 reviews

Cozy Country Apartment with View

EchoRating, 5 stars2 months ago
Philip's house locates in a very quiet and beautiful place in West Brattleboro. It takes about 20 min driving from downtown Brattleboro, but definitely worth the driving! Philp is very quick to response and being very very helpful during my stay there. I recommand anyone who wants to enjoy the countryside view of New England area.
Guest favorite

Apartment in Canaan

4.98 out of 5 average rating, 133 reviews

West Main

RobertRating, 5 stars1 month ago
Our twins had ski jump camp in Salisbury and I'm thankful to have found Shirley's place. It was spacious, charming, clean, and had many thoughtful touches. I would definitely stay again.
Guest favorite

Apartment in Northampton

4.97 out of 5 average rating, 325 reviews

Light filled three bedroom apartment DT Florence!

SylviaRating, 5 stars3 days ago
What a lovely space in a wonderful neighborhood. Donna is kind and responsive. The space is lovingly decorated and feels like a real home.
Guest favorite

Apartment in North Adams

4.99 out of 5 average rating, 101 reviews

Historic Victorian - Entire 3rd floor

Rebecca McGeeRating, 5 stars2 weeks ago
Carrie and Dean's place was just the perfect spot for me to stay during my artist retreat at Mass MoCA. It was so clean and comfy and well equipped for me to cook my meals. I will absolutely return again--hopefully in a different season to take advantage of all of what North Adams has to offer outdoors. It was so awesome to have a dedicated parking spot for my stay. So appreciated!
Guest favorite

Apartment in North Adams

4.91 out of 5 average rating, 440 reviews

Private guest apartment. One block from downtown.

TimRating, 5 stars2 months 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 Shelburne Falls

4.98 out of 5 average rating, 110 reviews

River View Apt in Shelburne Falls Historic Village

SallyRating, 5 stars1 month ago
Beautiful space and an even better view. The whole Airbnb was spotless and surrounding town was adorable. Crystal was super friendly and provided great recommendations. Parking and check in were a breeze. Our favorite space was the sun room overlooking the town block and river. Bridge of flowers is currently under construction but can’t be heard inside at all, doesn’t take away from the view, and only happened a couple hours during the day. Overall hope to make my way back and highly recommend to couples or small groups!
Guest favorite

Apartment in Amherst

4.92 out of 5 average rating, 238 reviews

Woodsy hideaway apartment

AllanRating, 5 stars4 weeks ago
We really enjoyed staying at Deborah and Joe's place. Sliding doors looked out at the woods. We saw several deer. The kitchen was very well equipped. They even supplied several types of milk! They were very helpful.
Guest favorite

Apartment in North Adams

4.97 out of 5 average rating, 515 reviews

Steps to MoCA, near SKI: 2bd + SAUNA!

RustyRating, 5 stars2 days ago
We had a great stay at Chase Hill! The pre-arrival instructions were impeccably detailed. The place was spotless. If you love character in a home then this place is for you! It’s an old home with, I imagine, an amazing history. We had fun talking about the original layout and how it must have been in its first “heyday”. It’s definitely in its second now! The space was well stocked, cozy, clean and super comfy. My only regret is not having the time to chat with the owners about the property. Hopefully we will be able to get back there again! Could not recommend the place highly enough!

Apartment rentals with a hot tub

Guest favorite

Apartment in Amherst

5 out of 5 average rating, 20 reviews

The View Guest Suite - Amherst

AbbyRating, 5 stars4 weeks ago
Such a great place to stay at, the view was very pretty, and the place was so nice, there was everything you needed at this air bnb! We definitely would come back and stay here again!
Guest favorite

Apartment in Hancock

5 out of 5 average rating, 25 reviews

Bentley Brook Mountain Lodge

JoannaRating, 5 stars3 weeks ago
With two bedrooms, two bathrooms, and an open kitchen and living room, this condo unit was perfect for our family of five—so much so that we extended our stay by one night. Andrew was great to work with and made the process of extending our reservation smooth and seamless.
Guest favorite

Apartment in Hancock

4.97 out of 5 average rating, 31 reviews

Ski-InSki-Out Loft Lift&MT.Views

RobinRating, 5 stars2 months 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 North Adams

4.74 out of 5 average rating, 81 reviews

The Crystal Loft

ChristinaRating, 5 stars2 months ago
I loved my stay here! The airbnb was bigger and better than we imagined (very homey), but the hot tub was the highlight! So fun to be warm in the cold! Lawrence is easy to communicate with but we didn't need to speak much everything was easy! The beds and furniture were comfy and there was plenty of coffee/tea/hot chocolate and creamer for us! We hiked nearby which was beautiful and there are lots of places to eat nearby or you can cook yourself!
Superhost

Apartment in Guilford

4.92 out of 5 average rating, 59 reviews

Nasuta Hills (Lower Level)

JustinRating, 5 stars2 months 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 stars4 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 stars5 months ago
place is nice. perfect location. just a snow ball away from all attractions
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 stars5 months ago
Great location, near many Berkshires attractions. The hot tub and pool were great! Welcoming gifts of snacks and wine were much appreciated.

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