Holiday rentals with a patio in Windham

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Popular amenities for rentals with patio in Windham

Flat rentals with a patio

Guest favourite
Flat in Ludlow
4.93 out of 5 average rating, 30 reviews

Steps away from lift- Okemo 1B

GrigoryRating, 5 stars2 months ago
Excellent location for skiing. I do not think I have ever stayed this close to the lift. Being able to stop by the apartment for lunch, or simply to warm up is a huge perk. It can be a bit loud from the lift and the groomers but it wasn’t an issue for us. The apartment is very comfortable for 2 adults and 2 kids.
Guest favourite
Flat in Mount Tabor
4.93 out of 5 average rating, 97 reviews

Green Mtns of VT/ 20 Min to Manchester and Rutland

KateRating, 5 stars2 weeks ago
My friend and I booked a stay here on Memorial Day weekend when it became clear our camping trip would be rained out. We had such a wonderful time at Dana’s place! The space was immaculate and the bedrooms were very comfortable. The skylights throughout provide natural light, which contributes to the calm atmosphere. Even though we weren’t able to camp, we were still able to make s’mores on the fire pit and got some great hiking in nearby. Dana was a wonderful attentive host, and provided great recommendations for things to do in the area. We would definitely return!
Top guest favourite
Flat in North Adams
4.99 out of 5 average rating, 110 reviews

Historic Victorian - Entire 3rd floor

LaurenRating, 5 stars2 weeks ago
Our stay couldn’t have been better. The listing matched reality perfectly—stairs and all—and the hosts stayed a step ahead with friendly, detailed messages and a useful house guide. The location is superb: an easy stroll to everything in North Adams and a great jumping-off point for exploring the Berkshires. The home itself was spotless, cozy, and wonderfully quiet. The hosts were extremely understanding of a minor issue (our fault) that occurred. We thoroughly enjoyed our visit and would gladly return.
Top guest favourite
Flat in Charlemont
4.99 out of 5 average rating, 158 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars2 months ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
Guest favourite
Flat in Putney
4.97 out of 5 average rating, 97 reviews

Minimal organic hideaway inspired by nature

ItaRating, 5 stars2 weeks ago
Katherine’s space was so cozy! It was exactly what I needed for a retreat from daily life. I found both the loft and the daybed very comfortable. There were dimmers on most of the light fixtures, which was important to me because I like low-light settings. The kitchen included a counter with stools and was really quite beautiful. This Airbnb was within walking distance to a local restaurant, the general store and a food co-op. I decided not to rent a car because I was there for R&R., however , if you had a car, just a few minutes outside of town you would see beautiful trees all with leaves in there spring splendor. You could get to Brattleboro in about 20 minutes if you’re looking for more choices of restaurants.. (I decided to take the train up so I took a taxi to the Airbnb from the train and back to the train at the end of my trip.). Although it rained most of the time I was there, it was perfect for my goal of R&R.
Guest favourite
Flat in North Adams
4.92 out of 5 average rating, 107 reviews

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

AnnaleeRating, 5 stars2 weeks ago
Really clean and perfect for what we needed it for! We were there to move out our daughter from Williams College and it worked out perfectly.
Guest favourite
Flat in Killington
5 out of 5 average rating, 13 reviews

New Resort Condo Close to Lifts

DevinRating, 5 stars1 month ago
We had a great stay here. It has everything you need in a decent sized charming space. Would highly recommend.
Superhost
Flat in Jacksonville
5 out of 5 average rating, 8 reviews

Vermont Lake Whitingham Mount Snow Area Apartment

ElizabethRating, 5 stars1 day ago
Delightful! Nestled right in a village that is itself nestled into a valley, this place was a cozy gem. It’s amazing how they carved this small apartment into the building, with a kitchenette and living area downstairs and two bedrooms and bath upstairs. The living area is augmented by a beautiful oasis-feeling backyard, as beautifully appointed as the house! Charming and comfortable. I felt right at home. Host Amy was super at answering questions and even anticipating information needs.

House rentals with a patio

Guest favourite
Home in Andover
5 out of 5 average rating, 6 reviews

River House w/ Hot Tub! Close to Mountain & More

JessicaRating, 5 stars3 months ago
This house was the best ski weekend away! Conveniently located yet secluded for a peaceful stay. The home itself is spacious, charmingly rustic, and thoughtfully stocked with everything we needed—especially the fully equipped kitchen, which made cooking a breeze. The atmosphere was cozy and inviting, making it the ideal spot to relax and unwind. Highly recommend.
Top guest favourite
Home in Killington
4.98 out of 5 average rating, 108 reviews

CozyDen - AC, Grill, Bike to Mountain!

GinoRating, 5 stars3 days ago
Dan & Holly’s place was fantastic! Although we didn’t spend much time there due our busy schedule whenever we returned we found the place be extremely homey and comfortable! The house was very clean organized and I could find everything I needed. I felt comfortable throughout my stay and really enjoyed the air conditioning at night due to the humid weather lately! 10/10 would stay again!
Guest favourite
Home in Jamaica
4.91 out of 5 average rating, 23 reviews

Minutes from Stratton Mountain

NehaRating, 5 stars2 weeks ago
Theresa's place is a hidden gem off of Vermont's scenic route 100. My husband and I with another couple of friends stayed there for a weekend as we came to explore the green mountain forest area. The property is conveniently located at 5-10 min driving distance from local restaurants and cafes. There is also a grocery store and gas station nearby. The house itself has a cozy, rustic charm and is stocked with various books, board games, DVD classics, etc for entertainment. The kitchen has all the cutlery, pots and pans, required to cook a meal or two. The bedrooms are cozy each with a window opening onto lush green forested surroundings. Theresa was very responsive and accommodated our request for a slightly early check-in as one of us was travelling with a hip issue. Overall, I would highly recommend staying at Theresa's idyllic home.
Guest favourite
Home in Dorset
4.92 out of 5 average rating, 50 reviews

Mountain View Getaway

OliviaRating, 5 stars1 week ago
We loved our stay at Nicole’s place. It was very peaceful and private- just what we needed! Our dog also felt right at home thanks to her welcoming touches. We would definitely stay there again!
Guest favourite
Home in Londonderry
4.98 out of 5 average rating, 62 reviews

Modern Luxury at White Pine Lodge

SamanthaRating, 5 stars3 months ago
The house is perfect for a ski getaway. Clean and spacious with tons of wood for the fire and a well stocked kitchen. The hot tub was a perfect t way to unwind after a day out on the slopes.
Guest favourite
Home in Guilford
4.94 out of 5 average rating, 48 reviews

Vermont Mirror House

GeorgeRating, 5 stars3 days ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
Top guest favourite
Home in Chester
4.98 out of 5 average rating, 50 reviews

Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain

LuisRating, 5 stars2 weeks ago
Great stay! The Chalet is nice and secluded. A Great way to getaway with friends and/or family. The size of the stay is great for those looking to spend time intimately. Everything you see is what you get. There were no complaints with our stay and that is why it deserves a 5 ⭐️. The hosts are kind enough to have had firewood available for use of the fire pit. The hosts were both hospitable and responsive. I hope to stay there again maybe in the winter to go skiing or snowboarding. The towns of Ludlow and Springfield are roughly 15 minutes away in their respective directions with tons of dining options and activities. New England Cider donuts is right on Main St. in Ludlow which is a great spot for breakfast sandwiches and pastries. Okemo Mountain is a great hiking experience also found in Ludlow. If you find yourself looking for a quiet and peaceful getaway, don’t give it a second thought and just book this place you won’t regret it!
Top guest favourite
Home in Dover
4.98 out of 5 average rating, 52 reviews

Spring Getaway @ Mt Snow! Hike, Bike, Sleeps 8.

JessicaRating, 5 stars2 months ago
We had such a great time staying here! The house was so cozy and clean and was perfect! Felt like being at home and not staying in an Airbnb. Super close to the mountain, especially if you park in carinthia! Loved the guest book that they have in the kitchen, a fun added touch! Robert was extremely responsive to any messages and super accommodating with us and our needs! Absolutely would recommend staying here!!

Apartment rentals with a patio

Top guest favourite
Apartment in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars3 months ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Guest favourite
Apartment in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Guest favourite
Apartment in Dover
5 out of 5 average rating, 16 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

OferRating, 5 stars4 days ago
This place is so welcoming and tasteful. Lots of in-house activities for the evening, when it's raining, or just when you feel like staying in. An easy recommendation.
Guest favourite
Apartment in Stratton
4.94 out of 5 average rating, 33 reviews

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

CarolineRating, 5 stars3 months ago
Lina was so responsive and helpful. Location could not have been more perfect. Such a lovely find! Thank you, Lina!
Guest favourite
Apartment in Dover
4.95 out of 5 average rating, 60 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

WifeCherylannRating, 5 stars4 weeks ago
Excellent location and central to all things fun in southern Vermont. Loved the sports center amenities. Very peaceful considering it was end of mud season and not busy at all. We used the pool, workout facilities and locker room. Even had a fireplace we could use ! Christine was incredibly responsive and welcoming. Would recommend to others and would stay again if in the area.
Guest favourite
Apartment in West Dover
4.9 out of 5 average rating, 52 reviews

Ski Condo 5 Min from Mt Snow

JadeRating, 5 stars3 weeks ago
Lovely home, looked just as described, very responsive/ accommodating host. Stunning Mountain View’s whichever direction you drive. Will definitely be coming back here!
Guest favourite
Apartment in Stratton
4.98 out of 5 average rating, 46 reviews

A Village location, Steps to the Lifts & Village

LelahRating, 5 stars3 months ago
We loved staying at this property. The location is excellent for access to the village and the lifts. It is also cute to look out over the ice skating pond. It was clean, had all the kitchen amenities you would need to make food, and had fun ski-oriented decorations. It is also close to the hot tub and lounge area within the main building. It had everything we needed to make out ski weekend comfortable and memorable. Can't wait to stay again!
Guest favourite
Apartment in Ludlow
4.94 out of 5 average rating, 148 reviews

Lovely 1-Bedroom condo with indoor fireplace!

BeverlyRating, 5 stars1 month ago
Such an amazing place. Great location for walking to restaurant. Breath taking views especially the river. Extremely homey feel. We will definitely be back. thank you for your hospitality.

Quick stats about holiday rentals with a patio in Windham

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹11,964 before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Windham
  6. Rentals with a patio