Best Windham Condo Rental in 2026

A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Our top choices for Windham condo rentals

1. Condo in Windham Mountain Village

Windham

Jennifer M.

includes taxes & fees

11 Aug - 12 Aug

1 bedroom, in-room safe, free WiFi, bed sheets

2. Iconic Glass Mirror Cabin ·Mountain View ·Private Fire Pit ·3 Min to Windham Mtn

Windham

includes taxes & fees

8 Sept - 9 Sept

3. Spacious King Suite · Full Kitchen · Dining · Fireplace · Private Deck ·Sleeps 4

Windham

Evelyn

includes taxes & fees

11 Aug - 12 Aug

1 bedroom, in-room safe, iron/ironing board, travel cot

4. Presidential Duplex · Full Kitchen ·Wraparound Terrace ·Marble Jacuzzi ·Sleeps 4

Windham

includes taxes & fees

8 Sept - 9 Sept

5. Duplex King Suite · Marble Jacuzzi · Gas Fireplace · Steam Shower · Sleeps 4

Windham

includes taxes & fees

11 Aug - 12 Aug

6. 2BR/2BA Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 6

Windham

Jackie S.

includes taxes & fees

8 Sept - 9 Sept

7. Duplex King Suite · Marble Jacuzzi · Gas Fireplace · Steam Shower · Sleeps 4

Windham

includes taxes & fees

18 Aug - 19 Aug

8. King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4

Windham

Anthony M.

includes taxes & fees

17 Aug - 18 Aug

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Top Windham Hotel Reviews

Hotel Vienna

10/10 Excellent

"Great weekend visit at Hotel Vienna with our 2 small dogs! Check in and check out were super easy, staff was helpful and accommodating, and the property was really quiet, very clean and super well maintained. The bathrooms were obviously recently renovated and very tastefully done, the bed was firm and linens soft and comfy. Breakfast was pastries, cereal, and yogurt; all were high quality, fresh and delicious. Cappuccino and tea were lovely. Shower pressure could have been a bit better, but that was literally the only downside. We did not have a chance to use the pool, but it looked very clean, located in a nice, stand-alone building with windows and skylights. Barrel sauna is just outside on the deck, and both are is surrounded by beautiful landscaping. The main building also has two sunny, well furnished decks, and there are fire pits with Adirondack chairs located about the property, and there's direct access to the Windham Path and dog park. Sad I missed the free Saturday morning yoga, but I'll definitely try to make it next time. All in all, this hotel was perfect, peaceful, and we'll definitely be back to explore all the things we missed!"

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"We had the most beautiful amazing stay! It was a bit hard to find our cabin when we got there because there was no maps or anything that we could access while driving with no reception in the area, but we eventually found it. Our air-conditioning didn’t work well in the unit and it was quite hot but other than that it was perfect and we will absolutely stay again, hopefully in the fall!"

Wylder Hotel Windham

10/10 Excellent

"The staff were wonderful and went out of their way to make sure you had whatever you wanted. There are plenty of things to do right at the hotel and you are right by the mountains if you want to take advantage of that. The pool is heated and you can have drinks by the pool. There are several locations for fire pits and the staff will help you get a raging fire going immediately upon request. The golf course was simply beautiful and if that is your thing, absolutely a must. The restaurant on the grounds was terrific as was the bakery for breakfast and goodies. The buildings themselves are 150 years old and are lovely to check out just for that. I would certainly return in the future."

The Graham & Co.

10/10 Excellent

"This was my family’s third time staying at the Graham & Co. and every single stay has been wonderful. My family has grown a lot since our first stay 10 years ago, so staying in the bungalow gave everyone enough space while keeping us close. The room and grounds are very clean and well kept. The staff were so attentive. We arrived very late and they were great about giving us an option of seamless access to our room. We will certainly be back soon."

Find out more about Windham

Windham Condo Rentals information

Number of reviews	72
Accommodation	58 Condo Rentals
Lowest Price	£138
Highest Price	£863

Frequently asked questions

How much do condos in Windham cost?

You can expect to pay from £138 to £863 per night for condos in Windham. Whatever your budget, an ideal stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Windham?

Pick from 58 condos in Windham. Whether you're travelling with the little ones or planning a weekend escape with some friends, Expedia can help you find the right space for your crew.

Why book your condo in Windham with Expedia?

We think that holidays should be stress-free, so if you're chasing condos at an affordable rate, Expedia is here to help. Keep costs down and opt for something small and cosy, or book 5-star accommodation and treat your loved ones. Our search filters make it simple to find an escape in Windham that suits you best.

How can I find cheap condos in Windham?

Expedia can help you look for cheap condos in Windham. To book your special stay in a few quick clicks, try out our convenient filter tool to refine your search results by amenities, budget and star rating.

What is there to do in Windham near my condo?

If you'd like to make the most of your time in Windham, don't miss Windham Mountain Resort. It's a winner with locals and tourists alike.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windham condo rentals

1. Condo in Windham Mountain Village

2. Iconic Glass Mirror Cabin ·Mountain View ·Private Fire Pit ·3 Min to Windham Mtn

3. Spacious King Suite · Full Kitchen · Dining · Fireplace · Private Deck ·Sleeps 4

4. Presidential Duplex · Full Kitchen ·Wraparound Terrace ·Marble Jacuzzi ·Sleeps 4

5. Duplex King Suite · Marble Jacuzzi · Gas Fireplace · Steam Shower · Sleeps 4

6. 2BR/2BA Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 6

7. Duplex King Suite · Marble Jacuzzi · Gas Fireplace · Steam Shower · Sleeps 4

8. King Suite · Full Kitchen · Fireplace · Private Deck · Sleeps 4

9. 2BR/2BA Suite + Loft · Full Kitchen · Fireplace · Private Deck · Sleeps 6+

10. Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

11. Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!

12. Cozy Downtown Hunter Mountain Getaway

13. Hunter Mountain 1BR Condo | Slopeside Access

14. LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED

15. Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

16. Hunter Mountain 1BR | Jacuzzi & Fireplace

17. Hunter Mountain 1BR Condo | Fireplace & Kitchen

18. Hunter Mountain 2BR | Fireplace & Jacuzzi

19. Hunter Mtn 2BR Condo | Ski-In/Ski-Out & Fireplace

20. Hunter Mtn 3BR Condo | Ski-In/Ski-Out & Spacious

Find holiday rentals that suit your style

Top Windham Hotel Reviews

Hotel Vienna

Find out more about Windham

Windham Condo Rentals information

Frequently asked questions

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