Book Holiday Homes in Roxbury

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Featured Holiday Homes in Roxbury

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.

Windham
Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a water park, and patios. Popular attractions Windham Mountain Resort and Windham ...
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
The Catskills Red Barn

The Catskills Red Barn

Highmount
Stay at this vacation home in Highmount. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Pine Hill Community Center and Belleayre Mountain ...
The Catskills Red Barn
 Studio 3 BEDS-SLEEPS 3

Studio 3 BEDS-SLEEPS 3

Windham
The price is NZ$223 per night from 25 Nov to 26 Nov
NZ$223
includes taxes & fees
25 Nov - 26 Nov
Stay at this vacation home in Windham. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Windham Mountain Resort and ...
Studio 3 BEDS-SLEEPS 3
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TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps  6

TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

Windham
The price is NZ$333 per night from 25 Nov to 26 Nov
NZ$333
includes taxes & fees
25 Nov - 26 Nov
Stay at this vacation home in Windham. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Windham Mountain Resort and Windham Country ...
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim

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

Lanesville, Hunter
The price is NZ$1,279 per night from 25 Nov to 26 Nov
NZ$1,279
includes taxes & fees
25 Nov - 26 Nov
Book a stay at this beach vacation home in Hunter. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hunter Mountain and Windham Mountain ...
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE

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

Hunter
The price is NZ$1,183 per night from 25 Nov to 26 Nov
NZ$1,183
includes taxes & fees
25 Nov - 26 Nov
Book a stay at this family-friendly vacation home in Hunter. Enjoy a sauna, a garden, and patios. Popular attractions Hunter Mountain and Windham Mountain Resort ...
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
A'Neils Windham Ski Lodge & Family Retreat

A'Neils Windham Ski Lodge & Family Retreat

Windham
Book a stay at this ski vacation home in Windham. Enjoy free WiFi, a water park, and a garden. Popular attractions Windham Mountain Resort and Ashland Park are ...
A'Neils Windham Ski Lodge & Family Retreat
Catskill Mountain Retreat -- private, beautiful views

Catskill Mountain Retreat -- private, beautiful views

Lexington
Book a stay at this family-friendly vacation home in West Kill. Enjoy a fitness center, a garden, and a pool table. Popular attractions Bearpen Mountain State ...
Catskill Mountain Retreat -- private, beautiful views
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

Windham
Book a stay at this family-friendly vacation home in Windham. Enjoy free WiFi, a garden, and a pool table. Popular attractions Windham Mountain Resort and Windham ...
Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms
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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.

Roxbury Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Roxbury vacation homes are the perfect way for you to wing it.

Holiday houses in Roxbury let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Roxbury in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Roxbury adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Roxbury with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Roxbury vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Roxbury Holiday Homes essential information

Accommodation
457 Holiday Homes
Lowest Price
NZ$199
Highest Price
NZ$1,279
Popular accommodation
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT. , The Catskills Red Barn, Studio 3 BEDS-SLEEPS 3, TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6, 7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim, THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE, A'Neils Windham Ski Lodge & Family Retreat, Catskill Mountain Retreat -- private, beautiful views, Dingley Dell Villa Windham with Movie Room, Hot tub, 6 Bedrooms, 4 bathrooms

Top trending hotels in Roxbury

The Roxbury

The Roxbury

3 out of 5
2258 Co Rd 41, Roxbury, NY
The price is NZ$199 per night from 2 Dec to 3 Dec
NZ$199
includes taxes & fees
2 Dec - 3 Dec
Stay at this 3-star golf hotel in Roxbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Roxbury
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
The price is NZ$340 per night from 25 Nov to 26 Nov
NZ$340
includes taxes & fees
25 Nov - 26 Nov
Stay at this 3-star hotel in Hunter. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
The price is NZ$239 per night from 26 Nov to 27 Nov
NZ$239
includes taxes & fees
26 Nov - 27 Nov
Book a stay at this golf hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hotel Vienna
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Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd, Big Indian, NY
The price is NZ$385 per night from 17 Dec to 18 Dec
NZ$385
includes taxes & fees
17 Dec - 18 Dec
Stay at this 5-star luxury lodge in Big Indian. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions ...
Urban Cowboy Lodge
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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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^Subject to availability and chosen travel dates.