Book Holiday Homes in Roxbury

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Featured Holiday Homes in Roxbury

Magical Home Located in Windham and Catskills

Magical Home Located in Windham and Catskills

Windham NY
With a stay at this vacation home in Windham, you'll be within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowMagical Home Located in Windham and Catskills
 Beautiful new house 3/4  mile from Hunter Mountain

Beautiful new house 3/4 mile from Hunter Mountain

hunter NY
With a stay at this vacation home in Hunter, you'll be on the waterfront, within a 5-minute drive of Hunter Mountain and Dolans Lake.
Opens in a new window Beautiful new house 3/4 mile from Hunter Mountain
Casa Rotunda: A Cozy Catskills Escape

Casa Rotunda: A Cozy Catskills Escape

Margaretville NY
Located in Margaretville, this vacation home is within a 15-minute drive of Pakatakan Farmers' Market and Delaware & Ulster Railroad.
Opens in a new windowCasa Rotunda: A Cozy Catskills Escape
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Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham NY
The price is AU$784 per night from 29 Mar to 30 Mar
AU$784
29 Mar - 30 Mar
includes taxes & fees
With a stay at this vacation home in Windham, you'll be in the mountains, within a 5-minute drive of Windham Mountain Resort and Windham Country Club.
Opens in a new windowWindham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Private Getaway 10 Mins From Hunter & Windham Mountain

Private Getaway 10 Mins From Hunter & Windham Mountain

Jewett NY
With a stay at this vacation home in Hunter, you'll be within a 15-minute drive of Hunter Mountain and Windham Mountain Resort.
Opens in a new windowPrivate Getaway 10 Mins From Hunter & Windham Mountain
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

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

Windham NY
The price is AU$280 per night from 29 Mar to 30 Mar
AU$280
29 Mar - 30 Mar
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Windham, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowTOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace

Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace

Windham NY
With a stay at this vacation home in Windham, you'll be in the mountains, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Opens in a new windowWindham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

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

Hunter NY
With a stay at this vacation home in Hunter, you'll be on the waterfront, within a 5-minute drive of Hunter Mountain and 20th Century Ski Lift.
Opens in a new windowLOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

Jefferson NY
With a stay at this vacation home in Jefferson, you'll be on the waterfront, and 6.4 mi (10.2 km) from Jefferson Town Hall and 6.7 mi (10.9 km) from Village ...
Opens in a new windowLago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats
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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
487 Holiday Homes
Lowest Price
AU$204
Highest Price
AU$784
Popular accommodation
Magical Home Located in Windham and Catskills, Beautiful new house 3/4 mile from Hunter Mountain , Casa Rotunda: A Cozy Catskills Escape, Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome, Private Getaway 10 Mins From Hunter & Windham Mountain, TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores, Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace, LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend, Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

Top trending hotels in 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 AU$221 per night from 7 Apr to 8 Apr
AU$221
7 Apr - 8 Apr
includes taxes & fees
With a stay at Hunter Lodge, a Bluebird by Lark in Hunter, you'll be near ski lifts, within a 5-minute drive of Hunter Mountain and 20th Century Ski Lift.
Opens in a new windowHunter Lodge, a Bluebird by Lark
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
26 Miller Hollow Rd Roscoe NY
The price is AU$204 per night from 13 Apr to 14 Apr
AU$204
13 Apr - 14 Apr
includes taxes & fees
When you stay at Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy in Roscoe, you'll be in a regional park and steps from Catskill State ...
Opens in a new windowPostcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Hotel Vienna

Hotel Vienna

3 out of 5
107 State Route 296 Windham NY
The price is AU$317 per night from 28 Mar to 29 Mar
AU$317
28 Mar - 29 Mar
includes taxes & fees
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Opens in a new windowHotel Vienna
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Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
37 Alpine Rd Big Indian NY
The price is AU$293 per night from 31 Mar to 1 Apr
AU$293
31 Mar - 1 Apr
includes taxes & fees
With a stay at Urban Cowboy Lodge in Big Indian, you'll be on a river, within a 10-minute drive of Catskill Mountains and Catskill State Park.
Opens in a new windowUrban 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.