Top Cottages in Roxbury in 2026

A calm river with large rocks, surrounded by trees with autumn foliage.

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Our top choices for Roxbury cottages

1. 'the Mountain House:' Windham Retreat w/ Hot Tub!

Windham

฿26,195 total

includes taxes & fees

23 Aug - 24 Aug

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Top Roxbury Hotel Reviews

Hotel Vienna

8/10 Good

"The only thing I didn't like was the pool was small and the granola they had out was stale for breakfast. Place is very nice and clean."

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"The cabin was smaller than what the pictures depicted. However everything was very clean and well designed. It was a wonderful experience . Any stores or restaurants are a 20 min. Drive from this property , so come with some food to prepare! Cell service is spotty to non existent, but you can join their wi fi network to get texts, FaceTime or emails out."

The Hidden Inn

10/10 Excellent

"The room was quiet, clean and well kept and it was supplied with all the essential items we required. We had good but limited interaction with staff and enjoyed the continental breakfast offered. While there was one little issue with coffee cups, it was quickly addressed. I would recommend this hotel, especially for couples."

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."

Shandaken Inn

8/10 Good

"We loved the property. The grounds were gorgeous and had many activities. We really enjoyed the tennis court, pool, and corn hole, and appreciated how family- and dog-friendly it all was. The gym was also well stocked. While we weren’t there during their fine dining days, we did experience their burger night, and my partner said his was excellent. My salad was good as well. The room and bathroom were clean and cozy. We had a great time doing some nearby walks/hikes and exploring Woodstock. Areas for improvement: the breakfast pastries were clearly microwaved from frozen (and unfortunately on day two, one of ours had a dead spider in it.) Otherwise, breakfast was good, but I would caution others about sitting outside in the morning due to a large number of flies about! (Not the property’s fault and we didn’t have this problem in the evening). The pool liner was also coming up at the edge around the stairs, which should be repaired. Our only other concern was that we couldn’t find anyone to check us out when we left - we ended up dropping off the keys and leaving a post it note saying we were checking out."

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Roxbury Cottages information

Number of reviews
Accommodation	77 Cottages
Lowest Price	฿26,195
Highest Price	฿26,195

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What is there to do in Roxbury near my cottage?

After you've unpacked your things and settled in, head out and explore the incredible things Roxbury has for you to experience. Plattekill Mountain is a popular attraction to add to your must-see list.

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Our top choices for Roxbury cottages

1. 'the Mountain House:' Windham Retreat w/ Hot Tub!

Find holiday rentals that suit your style

Top Roxbury Hotel Reviews

Hotel Vienna

The Colonial Motel

Hunter Lodge, a Bluebird by Lark

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

BUENA VISTA INN

The Hidden Inn

Eastwind Windham

Wylder Hotel Windham

Shandaken Inn

Find out more about Roxbury

Roxbury Cottages information

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Roxbury cottages

1. 'the Mountain House:' Windham Retreat w/ Hot Tub!

Find holiday rentals that suit your style

Top Roxbury Hotel Reviews

Hotel Vienna

Find out more about Roxbury

Roxbury Cottages information

Frequently asked questions

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