Holiday Homes in Roxbury

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Our top choices for Roxbury holiday homes

Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is €443
includes taxes & fees
9 Jun - 10 Jun
Pines Vignette • Modern 3BR Home in Windham

Catskill Retreat

Catskill Retreat
4.0 star property
Hamden
10.0 out of 10, Exceptional, (2 reviews)
"Very clean, well appointed, spacious and excellent Host response after a check in issue Easy to find"
United States
Laurie S
The price is €212
includes taxes & fees
8 Jun - 9 Jun
Catskill Retreat

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
Midnight Fox

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Durham
10.0 out of 10, Exceptional, (3 reviews)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is €358
includes taxes & fees
7 Jun - 8 Jun
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

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
9.0 out of 10, Wonderful, (59 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is €185
includes taxes & fees
9 Jun - 10 Jun
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Catskill Creekside Retreat

Catskill Creekside Retreat
Hamden
10.0 out of 10, Exceptional, (7 reviews)
"Perfect getaway spot. Cabin is spacious, well thought out and the log fire if you visit in the colder months keeps the whole place lovely. "
United Kingdom
Daniel
Catskill Creekside Retreat

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is €315
includes taxes & fees
7 Jun - 8 Jun
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

NEW: Charming Family Farmhouse nr Margaretville

NEW: Charming Family Farmhouse nr Margaretville
Margaretville
NEW: Charming Family Farmhouse nr Margaretville

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Tannersville
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place, we loved the house and it had everything we needed to avoid getting out of the house since we had to go after a snowstorm. A very homey house and the hosts were very attentive and responded very quickly to our inquiries."
United States
Monica O.
The price is €561
includes taxes & fees
14 Jun - 15 Jun
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
Arkville
9.8 out of 10, Exceptional, (27 reviews)
"We are so happy we had a peaceful and relax time we love the sauna what a great place "
United States
Christian
The price is €453
includes taxes & fees
10 Jun - 11 Jun
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (4 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is €688
includes taxes & fees
8 Jun - 9 Jun
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

West Elm Lodge near Skiing • Waterfront • Groups • Breweries

West Elm Lodge near Skiing • Waterfront • Groups • Breweries
West Kill
9.8 out of 10, Exceptional, (11 reviews)
"Great home, great host and we enjoyed our time there. Will plan to stay there again next year!"
United States
dominick s.
The price is €671
includes taxes & fees
15 Jun - 16 Jun
West Elm Lodge near Skiing • Waterfront • Groups • Breweries

Hot Tub • Pool Table • Fire Pit • Game Room •Views - Holiday Home

Hot Tub • Pool Table • Fire Pit • Game Room •Views - Holiday Home
East Jewett
10.0 out of 10, Exceptional, (7 reviews)
"My family and I had a wonderful experience at this property. The house was clean, nicely decorated and had everything you need to feel at home! Jeff, the host , was so helpful and accommodating. We will definitely be back!"
United States
Beth C.
Hot Tub • Pool Table • Fire Pit • Game Room •Views - Holiday Home

Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (127 reviews)
"We loved our stay. The house was clean and generously stocked."
United States
Amy W.
Cozy Country Farmhouse Along the Catskill Scenic Trail

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard
Phoenicia
9.2 out of 10, Wonderful, (40 reviews)
"Excellent location close to everything we needed. The property was clean and comfortable, and the WiFi was strong and dependable throughout our stay."
United States
Jessica P.
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Pine Hill
10.0 out of 10, Exceptional, (1 review)
"The host were great communicating with us and answered all our questions. The house was super cute, well equipped with anything we needed (towels, kitchen appliances, dishes, coffee maker, etc)We would definitely stay again if we are in the area "
United States
Patricia F.
The price is €463
includes taxes & fees
19 Jun - 20 Jun
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Mountain house with Scandinavian BBQ hut and Hot tub

Mountain house with Scandinavian BBQ hut and Hot tub
Jewett
10.0 out of 10, Exceptional, (72 reviews)
"Perfect sized house for family of 5 and short 5 min drive to mountain! Second stay. "
United States
Matt G.
The price is €594
includes taxes & fees
19 Jun - 20 Jun
Mountain house with Scandinavian BBQ hut and Hot tub

The Bend: Stony Clove Suite • Pool • Sauna • Creek

The Bend: Stony Clove Suite • Pool • Sauna • Creek
Phoenicia
The Bend: Stony Clove Suite • Pool • Sauna • Creek

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ashland
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay very accommodating more than expected "
United States
Julia M.
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Cozy Home, Wood-burning Fireplace, Ski Belleayre

Cozy Home, Wood-burning Fireplace, Ski Belleayre
Margaretville
9.8 out of 10, Exceptional, (17 reviews)
"We only got to stay for one night, but it was lovely, and large! Excellent kitchen equipment, and really close to Belleayre. We'll be back!"
United States
Jack R.
Cozy Home, Wood-burning Fireplace, Ski Belleayre
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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