Holiday rentals in Windham

Find and book unique accommodation on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Windham holiday rentals

Other great holiday rentals in Windham

Flat in South Londonderry
4.92 out of 5 average rating, 367 reviews

Cozy Suite in a Historic Building Near Ski Resorts

DylanRating, 5 stars1 week 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.
Guest favourite
Tiny home in Chester
4.93 out of 5 average rating, 40 reviews

Sage House at Camp Greenwood Vermont with Sauna

PatrickRating, 5 stars6 days ago
Was exactly like the photos. A beautiful home and beautiful town.
Top guest favourite
Tiny home in Jamaica
5 out of 5 average rating, 11 reviews

Stratton; 5 min. Pikes Falls, 1 min. Fire pit

RitaRating, 5 stars7 months ago
What a perfect tiny home and what a perfect stay! Very quiet rural location, the tiny home is pristine and cozy, decorated with love. Very good heating system, good water pressure in the shower. Would definitely stay again.
Guest favourite
Cabin in Cambridge
4.97 out of 5 average rating, 31 reviews

Pond View Cabin. Off-Grid, Rustic & Dog Friendly.

EmilyRating, 5 stars1 week ago
Highly recommend Brian’s off grid cabin! His directions were very helpful and made navigating the generator, camp shower, and other on-site details super easy to understand and execute. His property is beautiful and peaceful. We’re already looking at our calendars for another time to visit. Our dog, Stumpy, very much enjoyed the outdoor access and pond. He didn’t want to leave!
Guest favourite
Cabin in Brookline
4.94 out of 5 average rating, 17 reviews

Off-the-Grid Cabin in the Forest

AndrewRating, 5 stars2 weeks ago
Ideal cabin in the woods for a secluded forest getaway - well stocked kitchen, and the outhouse is 10/10. Very responsive and helpful!
Guest favourite
Cabin in Jamaica
4.93 out of 5 average rating, 60 reviews

The Woodland A-Frame

JannaRating, 5 stars1 week ago
This was a beautiful stay! My boyfriend, and his dog, really enjoyed our time here. I would highly recommend anyone to stay here! 10/10 would stay there again! ❤️
Top guest favourite
Barn in Town of Rockingham
5 out of 5 average rating, 12 reviews

Quiet Country Retreat

ArthurRating, 5 stars1 week ago
Ellie's apartment was gorgeous. The kitchen was beautiful and massive and contained everything you need. The bathroom was large and clean as well as the bedroom. I loved the deck which had a wonderful view of the mountains. It is a peaceful and lovely location. Ellie was very responsive and helpful. I had a relaxing time and felt truly refreshed after my stay.
Guest favourite
Tiny home in Ludlow
5 out of 5 average rating, 24 reviews

Alpine Reflection + Hot Tub

DanielleRating, 5 starstoday
Beautiful and peaceful stay at Pete’s place. The property was so private and just what we were looking for. Great recommendations in his guide book! Will definitely go back!

Quick stats about holiday rentals in Windham

  • Total rentals

    60 properties

  • Nightly prices starting at

    $128 SGD before taxes and fees

  • Total number of reviews

    2.3K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Windham