East Windham Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for East Windham vacation rentals

1 bedroom, in-room safe, desk, laptop workspace

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (220 reviews)
"Everything was great we can’t wait to return !"
United States
Diana
$192 nightly
The price is $207
Jun 8 - Jun 9
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very Good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
$145 nightly
The price is $162
May 10 - May 11
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (39 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
$306 nightly
The price is $343
May 10 - May 11
Total with taxes and fees
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
$275 nightly
The price is $284
May 10 - May 11
Total with taxes and fees
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (14 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
$277 nightly
The price is $299
May 12 - May 13
Total with taxes and fees
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
$190 nightly
The price is $201
May 10 - May 11
Total with taxes and fees
Jessie's Harvest House
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.4 out of 10, Exceptional, (6 reviews)
"Great place to get away. "
United States
Joshua
$251 nightly
The price is $281
May 10 - May 11
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
$252 nightly
The price is $282
May 10 - May 11
Total with taxes and fees
Private Yacht on Catskill Creek
Outdoor dining

Cozy Cabin in Catskills

Cozy Cabin in Catskills
Greenville
10.0 out of 10, Exceptional, (2 reviews)
"A stunning location with the sweetest hosts. I loved being there, it was so hard to leave."
United States
Anna W.
$175 nightly
The price is $189
May 11 - May 12
Total with taxes and fees
Cozy Cabin in Catskills
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
$241 nightly
The price is $262
May 11 - May 12
Total with taxes and fees
Peaceful Cabin w/ Fire Pit & Creek Access
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (24 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
$319 nightly
The price is $357
May 11 - May 12
Total with taxes and fees
Charming Cottage in the Heart of Catskill & Pet Friendly
1 bedroom, bed sheets

Vintage camper on small farm

Vintage camper on small farm
Greenville
$155 nightly
The price is $167
May 10 - May 11
Total with taxes and fees
Vintage camper on small farm
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (31 reviews)
"Lovely place almost magical ....the perfect get away . . So well kept."
United States
Nivia
$342 nightly
The price is $369
May 10 - May 11
Total with taxes and fees
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Pool

Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View

Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
Saugerties
$546 nightly
The price is $612
May 10 - May 11
Total with taxes and fees
Goat Hill Cottage 2BR, Heated Pool, Fire Pit, View
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (22 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
$371 nightly
The price is $401
May 10 - May 11
Total with taxes and fees
Spacious Catskill Mountains ski cabin with fire pit
Pool

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge

Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
Hunter Highlands
10.0 out of 10, Exceptional, (12 reviews)
"We couldn't ask for a better location for snowboarding at Hunter. Nice apartment. We'd definitely go back next time."
United States
Rui
$212 nightly
The price is $230
May 10 - May 11
Total with taxes and fees
Cabin on Mtn, Seasonal Pool Access w Panoramic View! Hike, Golf, Swim, Recharge
Property grounds

Cozy Downtown Hunter Mountain Getaway

Cozy Downtown Hunter Mountain Getaway
Lanesville
$169 nightly
The price is $183
May 10 - May 11
Total with taxes and fees
Cozy Downtown Hunter Mountain Getaway
Interior

Wild horse sanctuary guest cabin.. 1-bedroom in West Fulton

Wild horse sanctuary guest cabin.. 1-bedroom in West Fulton
West Fulton
$259 nightly
The price is $290
May 10 - May 11
Total with taxes and fees
Wild horse sanctuary guest cabin.. 1-bedroom in West Fulton
Outdoor dining

Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
$450 nightly
The price is $504
May 10 - May 11
Total with taxes and fees
Umana's Cabin, cozy, comfy, 5+ acres of land
Interior

Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.4 out of 10, Exceptional, (9 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveler
$136 nightly
The price is $147
May 11 - May 12
Total with taxes and fees
Magic Forest Farm's Enchanted Cabin
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top East Windham Hotel Reviews

Shandaken Inn

Shandaken Inn

10/10 Excellent
"I can’t say enough wonderful things about this inn. It is beautiful, peaceful and welcoming. The staff are very friendly and helpful. The food is delicious, I look forward to my next stay."
Amy 1-night trip
Posted 19 hours ago
Shandaken Inn

Find out more about East Windham

Everything you need to know about East Windham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect East Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East Windham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit East Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on East Windham rentals

At Expedia, we put the best East Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top East Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream East Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around East Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in East Windham?

Yes, we give you a choice of vacation rentals close to top local attractions in East Windham, or you can select a secluded option if you're looking for relaxation. Our travelers say East Windham has a good selection of restaurants. Make sure you have time to check out the mountain views while you're in the area.

What are some of the best vacation home rentals that East Windham has to offer?

Private Getaway 10 Mins From Hunter & Windham Mountain: This vacation home rental near East Windham is located near skiing and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in East Windham?

Explore the area and family-friendly sights such as Zoom Flume, or get out into nature at a spot like Mountain Top Arboretum. In the larger area, you’ll find Catskill State Park and Windham Country Club.

What’s a vacation rental in East Windham like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in East Windham. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.