Apartment holiday rentals in Windham County

Find and book unique apartments on Airbnb

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Popular amenities for Windham County apartment rentals

Weekly apartment rentals

Top Guest favourite
Apartment in Londonderry
4.96 out of 5 average rating, 77 reviews

Dog friendly, near Stratton, Magic & Bromley

ElizabethRating, 5 stars2 months ago
Terrific Airbnb! Close to Stratton and other ski mountains, with some great places to eat (recommendations provided). Mary was proactive and quick to respond. The unit was extremely clean and had everything you might need. The kitchen was equipped with anything you would want/need to cook. Being pet friendly was a huge plus for us. Mary left us treats for the humans (cheese & crackers, chocolate and maple syrup) and bones for the pups! Will book again for sure.
Top Guest favourite
Apartment in Winhall
5 out of 5 average rating, 34 reviews

Private & Quiet Apartment near Stratton Access Rd

NicoletteRating, 5 stars2 months ago
Margaret's place was very cozy and the perfect stay for going skiing at Stratton Mountain. The location was ideal and perfect. This place was very clean and looks exactly as the images portrayed them. There were books, board games, and an organized binder of local shops and entertainment provided. The communication feedback was quick and friendly. The next time I come visit Vermont, I would love to come back to this Airbnb.
Top Guest favourite
Apartment in Dover
5 out of 5 average rating, 19 reviews

Large 2BR/2BA with loft in village. Walk to dining

TimothyRating, 5 stars8 months ago
Great place to stay, surrounded by numerous great restaurants. Home was very warm and inviting, amazing old floors. Very comfortable bed and linens, well appointed kitchen and bathrooms. Easy parking. Rich and Nicky were exceptionally responsive.
Top Guest favourite
Apartment in Londonderry
4.99 out of 5 average rating, 97 reviews

In the heart of So VT winter sports country.

AndreiRating, 5 stars4 months ago
We had a wonderful stay at Donna’s apartment! The location is perfect—close to Stratton and right next to her beautiful grocery store filled with organic products and local goodies. Donna was an amazing host, offering great tips, including a visit to Viking Nordic Center, which we absolutely loved. The apartment itself is cozy and homey, with a well-equipped kitchen that made cooking a breeze. The Tempur-Pedic mattress was incredibly comfortable, ensuring a great night’s sleep after a day of exploring. Overall, a fantastic stay—highly recommend for anyone looking for a charming, comfortable, and well-located place in Vermont!
Guest favourite
Apartment in Wilmington
4.94 out of 5 average rating, 50 reviews

Bookstore BNB

AshlynneRating, 5 stars2 months ago
We loved our stay at Rob's! The space is clean and cozy. We'd stay here again without question!
Top Guest favourite
Apartment in Jamaica
4.96 out of 5 average rating, 78 reviews

The Overlook VT by Stratton Mountain : New Listing

ChristaRating, 5 stars5 days ago
Second time we’ve stayed here! Such a beautiful place with lovely people! Very generous couple who are very welcoming.
Guest favourite
Apartment in Wilmington
4.91 out of 5 average rating, 65 reviews

Three Bedroom Home in Wilmington

AliciaRating, 5 stars1 month ago
We stopped here on a family road trip for one night. It was easy to check in and was clean. We enjoyed the fire pit, views, and atmosphere of the area. The host was helpful and responsive.
Top Guest favourite
Apartment in Brattleboro
5 out of 5 average rating, 21 reviews

Sunny Downtown 2 Bedroom

DougRating, 5 stars8 months ago
We loved our stay. The location is perfect, a short and easy walk to town, Sylvia is an extremely hospitable and thoughtful host, the balcony is perfect and the whole feel is warm and cozy. Look forward to returning next leaf season!

Private apartment rentals

Superhost
Apartment in Wilmington

Luxury 2 Bedroom Suite 202B

BenRating, 5 stars3 months ago
Steven was a great host. My friends and I booked here for the weekend to go skiing at Mt Snow, and this was a short distance away. Our room had a spot in the hallway to place skis and boots, which was convenient for our stay. Our rooms were clean and the whole place was exactly like the photos. Steven was quick to respond when we had questions and was very generous to provide a bigger room for our group. Overall Steven is a great and caring host who shows pride in taking care of the lodge as well as the guests that stay there.
Guest favourite
Apartment in Wilmington
4.96 out of 5 average rating, 133 reviews

The Loft @ Adams Farm-a great stay near Mt. Snow

AlexRating, 5 stars6 months ago
Great stay from beginning to end: house was spacious, clean, well appointed and kitchen well stocked; clear and proactive communication. Dryer came in handy to dry kids clothing after they enjoyed playing in the snow. Appreciate that the heat was turned on well in advance of our arrival. Location is perfect for enjoying the outdoors, close to Mount Snow ski resort, and Wilmington. There is a local market a few yards away too. Everyone in the family loved the place and is looking forward to a return trip.
Apartment in Londonderry
4.92 out of 5 average rating, 368 reviews

Cozy Suite in a Historic Building Near Ski Resorts

DylanRating, 5 stars2 weeks ago
Staying at Jason’s cozy suite in Londonderry was an absolute treat. The space was warm, clean, and thoughtfully arranged, perfect for unwinding after a day of exploring the Green Mountains. Everything from the comfortable bed to the charming rustic touches made it feel like a true Vermont escape. Jason was a great host! Very responsive, welcoming, and respectful of privacy. The location was ideal: close to local trails, ski spots, and great small-town food, but still tucked away enough to enjoy some real quiet. Highly recommend for anyone looking to slow down and soak in the calm beauty of Vermont. I’d definitely stay again.
Top Guest favourite
Apartment in Wilmington
5 out of 5 average rating, 11 reviews

“Down Under” A peaceful mountain escape in Vermont

MichaelRating, 5 stars2 days ago
Dave and Beth, thank you for a great stay as Your place is super cute and you guys were so friendly! We loved the property, the decor (especially the turtles) as it was very comfortable! It was great for us as we visited Wilmington 30 years ago on our honeymoon!
Guest favourite
Apartment in Putney
5 out of 5 average rating, 102 reviews

Peaceful Forest Studio

DavisRating, 5 stars18 months ago
We had a lovely stay. Our expectations from the listing description matched our experience pretty well. Liz and family were super friendly and good hosts. Our dogs had fun playing together. We wish we'd checked on the sauna earlier because it was a quick fix to get it up and running but we didn't realize we'd need help from the hosts until it was too late. Kitchen is functional but nothing fancy so we're glad we cooked a simple meal.
Superhost
Apartment in Stratton

ski in ski out 3 bedroom condo

AmyRating, 5 stars3 months ago
Wonderful place to stay. We’ll be back for sure!! Thank you!!
Apartment in Dover
4.66 out of 5 average rating, 122 reviews

2BD 1BA | Mount Snow VT | Ski-Back Trail | Shuttle

ArielleRating, 5 stars3 weeks ago
Wonderful location and home, bring earplugs or noise cancelling devices as you can hear everything from floor above. Still well worth the price!
Guest favourite
Apartment in Wilmington
5 out of 5 average rating, 6 reviews

1 BR Apt Wilmington

CatherineRating, 5 stars15 months ago
We visited for a quick overnight ski trip but wish we could have stayed longer. The apartment was very clean, cozy and comfortable for our family of four. Even though the apartment was adjacent to the inn, it had its own separate entrance and felt very private. Plus, it had nice housekeeping touches like snacks, coffee/tea/hot chocolate, bottled water etc. which was much appreciated. Added plus was the location… close to town, restaurants, and Mt Snow ski resort. Thank you to the hosts Martin and Meiling for a very lovely stay!

Apartment rentals with a hot tub

Superhost
Apartment in Dover
4.87 out of 5 average rating, 15 reviews

SnowTree Chalet- Summer monthly discount 50%

BenignoRating, 5 stars1 month ago
Great location easy walk to the ski resort. Beautifully decorated with a very comfortable king bed. Nice amenities with hot tub and gym.
Top Guest favourite
Apartment in Dover
4.97 out of 5 average rating, 31 reviews

Mt Snow Condo - Perfect for Remote Work

JavierRating, 5 stars2 months ago
Great place. Cozy apartment next to Mount Snow. Apartment is clean and has everything you need for a great stay. We used it for a snowboarding trip and would recommend to anyone looking for an apartment next to Mount Snow.
Top Guest favourite
Apartment in Dover
4.93 out of 5 average rating, 69 reviews

Walk to main lift! The Handle Studio @ Mt. Snow!

EmilyRating, 5 stars3 months ago
We loved our stay and would definitely recommend this Airbnb. Thank you to our hosts for being so welcoming and sharing your beautiful space with our little family.
Guest favourite
Apartment in Stratton
4.91 out of 5 average rating, 23 reviews

Summit’s Stratton Sneak Away II

KatieRating, 5 stars3 months ago
Thank you Ashley for hosting us and making us comfortable feeling like our own home. This winter felt like a breeze and can’t wait for another season with Ashley .
Superhost
Apartment in Guilford
4.92 out of 5 average rating, 60 reviews

Nasuta Hills (Lower Level)

RileyRating, 5 stars3 months ago
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!
Superhost
Apartment in Londonderry
4.89 out of 5 average rating, 9 reviews

A Beautiful Secret Den - with a private hot tub!

SeanRating, 5 stars30 months ago
Beautiful location, great host! We loved the hot tub and the proximity to Magic Mountain. We will definitely be back!
Guest favourite
Apartment in Dover
5 out of 5 average rating, 6 reviews

Mt Snow Vt, Ski condo

NancyRating, 5 stars4 months ago
Sharon was super easy to communicate with. Very kind, flexible and helpful. The condo is right across from Mt. Snow. Everything was very clean. We felt at home and would definitely return. Thank you, Sharon!
Guest favourite
Apartment in Stratton
5 out of 5 average rating, 15 reviews

Renovated Long Trail 1 Bedroom

AaronRating, 5 stars2 months ago
Fantastic location for a Stratton ski trip. Host, Georg, was very communicative and provided very detailed check-in instructions so getting the keys, into the garage, and into the unit was a breeze. Place was spotless and had all the necessities for a lovely weekend stay, including a fully stocked kitchen, coffee maker and k-cup machine, workspace, and bathrobes! I did forget to bring shampoo and soap, but that was clearly my oversight as those are not listed in the amenities list. Very comfortable king bed and blackout curtains were very welcome after a long day on the slopes. Building amenities such as the morning muffins, sauna, and hot tubs was an added bonus as well.

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