
Apartment holiday rentals in Pioneer Valley
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Top-rated apartment rentals in Pioneer Valley
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Popular amenities for Pioneer Valley apartment rentals
Weekly apartment rentals

Warm & Stylish Apartment w/laundry - walk to DT
Very enjoyable stay, very close to downtown and stores. Nice property and a responsive host.

2 bedroom apartment in the heart of downtown
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!

**Happy Hour! Gorgeous & Modern Downtown Retreat**
Always a great stay at Happy Hour! Our favorite spot.

Mod-Chic 1 Bedroom with Free Parking & Wifi
My first personal experience staying at an Airbnb was wonderful. However, the pictures did not accurately reflect what I found when I entered. The personal touches throughout the apartment made my stay very enjoyable and exciting. Thank you Oomi.

Farm land view.
Great stay, as usual. Peter is a friendly and responsive host. Unit is always clean and has all the necessities.

Apartment on Main St.
Molly's place was GREAT--a total gem for the area. The vibe and layout of the space was sunny, peaceful, and super welcoming. Easily one of my favorite AirBnB's ever--we will definitely be back! The kitchen had everything we needed and the whole apartment felt spacious and roomy, yet cozy. The backyard area is gorgeous! Even though the house is right on main street, the sound isolation was great and we slept well every night we were there (the most comfortable bed EVER also helped). We miss this place already!!

Apartment with a view
I had a great experience staying here! I booked it last minute, and it turned out to be a perfect choice. The space was comfortable and had everything we needed for a pleasant stay. The area was quiet, making it easy to relax. The host was also very responsive and accommodating, which made the whole experience smooth and stress-free. I would definitely stay here again!

Ensign House Room
This is the second time I've stayed in the little apartment at the Ensign House. It's a peaceful and quiet place to stay while visiting my boisterous family in Simsbury. I found it cozy and well heated and so much nicer than a motel room. It's a quick walk to a little shopping center with a grocery and drug store. You do have the downtown street and parking lot lights at night. There are blackout shades in the windows but I prefer to leave them open for the morning light.
Private apartment rentals

Charming Art Filled Apartment
It was a very cozy spot. Lovely array of artwork in every room. Very close to Mass MoCA and downtown restaurants.

Lovely one bedroom apartment with own entrance
Great private place to stay. Accommodations were exactly as listed in the description. Very friendly host with great recommendations nearby.

West Main
thank you Shirley your home is beautiful and quaint it made my birthday weekend a wonderful time ♥️♥️

Quiet St in Town, gardens, terrace
This is a clean and cozy in-town top floor apartment - within walking distance of Main St, the Brattleboro Food Co-op and many local eateries, coffee shops and excellent shopping opportunities. The apartment is nicely decorated, and we loved the closed in sun-porch for gearing up to go outside since this was mid-winter during a cold snap.

Studio apartment on route 9, "Inn the Valley"
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

Roost House (2 BR Apt. downtown)
As others have described, the location is superb - close to the center of everything in downtown Northampton - and the apartment is clean and well appointed. The owner is very responsive and helpful, her instructions were clear, and she even arranged for us to access the apartment a tad early which was much appreciated. We were fortunate that the cleaning person was present when we arrived during a heavy snowstorm and helped us haul our luggage up the exposed outside stairs. It was a snowy and icy weekend, so the steps were particularly difficult to negotiate. We are an older couple (though we traveled there hoping to X-country ski) and generally don’t mind carrying our own luggage up flights of stairs, but we needed a bit of extra help this time. That matter aside, we thoroughly enjoyed our stay at Robyn’s roost and would happily consider staying there again…preferably in finer weather. P.S. The owner kindly arranged to have the driveway plowed during our stay.

Private guest apartment. One block from downtown.
Cozy apartment, the kitchen is stocked with any kind of goodies to make you feel welcome! Thank you

Woodsy hideaway apartment
A cozy stay for my partner and I to spend a few days relaxing on our winter break. Lots of great food, shopping, and things to do in the area. Deb was very kind, thoughtful, and proactive. I will totally stay here again if I book another appt at Elements Hot Tub Spa. :)
Apartment rentals with a hot tub

The View Guest Suite - Amherst
Beyond delightful to stay here! The layout is perfect for two couples. The space is pristine, all the amenities you need, and then some really thoughtful and special touches that made us feel so welcome. We hope we can make it back again some time!

Ski-InSki-Out Loft Lift&MT.Views
Amazing location, right in the heart of Jiminy Peak village. The unit was clean and cozy. Colin was prompt and clear with his instructions.

Sweet Dreams Retreat
We can’t say enough good things about Sweet Dreams Retreat. It was the coziest, most relaxing stay and Melissa absolutely went above and beyond. We felt so at home. We loved the hot tub, fireplace, and all the beautiful amenities. The attention to detail is incredible - you can tell everything in the home was very well thought out to help guests enjoy their stay. It’s only 20 minutes from town where you can enjoy a bunch of cute shops and restaurants. Melissa provided amazing local recommendations that we absolutely loved as well. We hope to come back very soon! Would highly recommend Melissa’s home to anyone looking for a relaxing getaway in the Berkshires! There’s absolutely nothing like it. :) Thank you Melissa and Geoff for your amazing hospitality!

The Crystal Loft
Had a great stay at this airbnb, very clean space overall. Super cool geodes and rocks all around the space. Lastly, the hot tub was warm and clean and ready for us as soon as we checked in. Couldn’t ask for more, the place was warm with adequate blankets pillows and towels.

Nasuta Hills (Lower Level)
We had a great stay at Nasuta Hills! Dan was always responsive and the 10 minute drive to the restaurants and stores in Brattleboro was very convenient. Would definitely come back again!

Homey 2nd floor 2 bedroom apartment
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! 😃

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
place is nice. perfect location. just a snow ball away from all attractions

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