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Roxbury Holiday Rentals

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Holiday Rentals in Roxbury

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (248)
"Works great for our family of seven to Ski at Belleayre Mountain resort. Thank you. "
The price is AU$225
includes taxes & fees
3 Mar - 4 Mar
Starlite Motel

Postcard Cabins Western Catskills

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent stay. Special thanks to Sissy who met us while check out who was very kind to take care of stuffs we wanted to clear that helped us expedite our check out."
The price is AU$195
includes taxes & fees
13 Mar - 14 Mar
Postcard Cabins Western Catskills

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (38)
"Beautiful setting with this home. Kitchen appliances and amenities were great. Bedrooms slightly sparse, but very functional. Bathrooms clean and seemed to be recently updated. "
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (98)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (151)
"We had an amazing stay - and Greg was absolutely phenomenal with communication - especially with providing information on plowing during a snow storm while we were there. The property was gorgeous and just a few minutes away from Wyndham Mountain. The property was very clean and huge for the great price. We were able to have a wellness retreat and the amenities were great! "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.2 out of 10, Wonderful, (39)
"Easy and convenient, would stay again. "
The price is AU$401
includes taxes & fees
3 Mar - 4 Mar
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

A world where time stands still, close to Belleayre Ski & Wedding venues.

10.0 out of 10, Exceptional, (7)
"Spacious country cabin is an absolute gem! Beautifully decorated with a warm and inviting atmosphere, it strikes the perfect balance between rustic charm and modern comfort. Every detail, from the cozy fireplace to the thoughtfully curated decor, makes it feel like a home away from home.The location is fantastic—just a short drive to the ski slopes, making it an ideal spot for a winter retreat. After a day on the mountain, relaxing in the hot tub was the perfect way to unwind. Highly recommend...
A world where time stands still, close to Belleayre Ski & Wedding venues.

True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great place and location. We have been staying at different condo places for the past 3 Winter Ski season. This is by far the best. Matt is great. "
The price is AU$432
includes taxes & fees
5 Mar - 6 Mar
True Ski On - Ski Off Four Seasons Luxury Mountain Retreat!

THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (100)
"Awesome place, sauna and hot tub were great and super close to the mountain!"
The price is AU$909
includes taxes & fees
9 Mar - 10 Mar
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia

2.0 star property
8.0 out of 10, Very good, (7)
"We loved spending the weekend at Mommom"
The price is AU$490
includes taxes & fees
3 Mar - 4 Mar
Cozy chic 2-bdroom bungalow with Sauna, Fireplace, Fast WiFi in quaint Phoenicia

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (1)
"Perfect, cozy place to stay for a ski weekend!"
The price is AU$310
includes taxes & fees
3 Mar - 4 Mar
1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

9.8 out of 10, Exceptional, (141)
"Most relaxing, the property well situated amongst trees and woods. Plenty of clearing to enjoy the grounds for playing around. Our pitbull absolutely enjoyed the wandering and wooded areas. Local neighbors were very friendly. Many deer on the property every evening they would be out just after dark. Lots of games to keep you busy, WiFi worked great. The cabin was perfect, just bring your food and snacks. Everything else is there."
Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing

Suites on Main

3.0 star property
7.2 out of 10, Good, (77)
"one bedroom suite was very nice and spacious. The heat and hot water were great. Upstairs occupants could be heard but they were quiet after 10 pm. Access into the apt was easy. Apt needs a deep clean and dusting. The night stand in the bedroom does not reach the bed height. Only 1 tv but we moved it and it worked fine in the bedroom. The queen size bed was very comfortable. Close to supermarket, CVS, restaurants, shops and of course skiing."
The price is AU$231
includes taxes & fees
3 Mar - 4 Mar
Suites on Main

7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

10.0 out of 10, Exceptional, (214)
"Great house for large group. Clean and well appointed. All the luxury’s of home. Everyone in our group loved it and had an amazing time."
The price is AU$1,425
includes taxes & fees
25 Feb - 26 Feb
7Bdr/5Bth, Amazing View, Lake,1/2 ml Ski Hunter Mountain, Hot Tub/Sauna. Swim

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

10.0 out of 10, Exceptional, (262)
"The property was great for our family of 15. Everyone had enough space. The kids enjoyed the bunk room and the games. Our only issue was there was dog hair on a large rug in the kitchen which was dealt with very quickly once the host received my message but it was also in the master bedroom. We had someone in our party who is highly allergic to dogs and the house is not pet friendly in the listing. All in all, great weekend away with the whole family. "
The price is AU$1,136
includes taxes & fees
9 Mar - 10 Mar
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.6 out of 10, Exceptional, (23)
"Beautiful place. Right across from Hunter mountain. We enjoyed our stay."
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

The Hunter Chalet

The Hunter Chalet

New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

10.0 out of 10, Exceptional, (4)
"House was very nicely upgraded. The game room was really fun to use and we loved our time in the sauna. This was a very nice feature. We found it well equipped with everything needed for our stay and house was very clean and smelled fresh. Our family really enjoyed our stay"
The price is AU$1,434
includes taxes & fees
4 Mar - 5 Mar
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains
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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Other types of properties in Roxbury you may be interested in

The Roxbury at Stratton Falls

2.0 star property
9.4 out of 10, Exceptional, (12)
"I recommend this place, it is close to other towns and the staff is amazing. There is a peruvian guy there who helped me check out, and he is so nice. "
The price is AU$276
includes taxes & fees
19 Mar - 20 Mar
The Roxbury at Stratton Falls

Hunter Lodge, a Bluebird by Lark

3.0 star property
9.2 out of 10, Wonderful, (590)
"Cozy and comfortable, mattress was a bit old but besides that everything else was nice. "
The price is AU$312
includes taxes & fees
3 Mar - 4 Mar
Hunter Lodge, a Bluebird by Lark

Hotel Vienna

2.5 star property
9.2 out of 10, Wonderful, (529)
"Comfortable rooms, friendly staff, convenient to Windham Mountain and downtown, very reasonably priced."
The price is AU$265
includes taxes & fees
25 Feb - 26 Feb
Hotel Vienna
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.

Frequently asked questions

Are there holiday rentals in Roxbury?

Yes, there are holiday rentals close to the most popular sights in Roxbury, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Roxbury has to offer?

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge: This holiday home rental outside of Roxbury is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Roxbury?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Roxbury stay.

What can I see and do in Roxbury?

East Branch Delaware River and Relay State Forest are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Plattekill Mountain and Roxbury Town Hall.

What are holiday rentals like in Roxbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Roxbury. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.