Title: Roxbury Vacation Home Rentals from CA $332: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Roxbury](https://expedia.ca/Roxbury-Hotels.d177542.Travel-Guide-Hotels)[Vacation Rentals in Roxbury](https://expedia.ca/Roxbury-Vacation-Rentals.d177542.Travel-Guide-VacationRentals)[Things to do in Roxbury](https://expedia.ca/Things-To-Do-In-Roxbury.d177542.Travel-Guide-Activities)[Roxbury Car Rentals](https://expedia.ca/Car-Rentals-In-Roxbury.d177542.Car-Rental-Guide)[Roxbury Vacation Packages](https://expedia.ca/Roxbury.d177542.Destination-Travel-Guides) ![Beginner area at Plattekill Ski Mountain](https://images.trvl-media.com/place/177542/10175f6c-68a5-4108-87f0-894b53ad03a9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Roxbury Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=177542&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Roxbury vacation homes ![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113736800/113736797/ff0fe111.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113740000/113736800/113736797/2c9c2a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113736800/113736797/c1340ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113740000/113736800/113736797/561d2f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alpine Lounge; Fireplace; Large Yard; Good Vibes [](https://www.expedia.ca/Andes-Hotels-Alpine-Lounge-Fireplace-Large-Yard-Good-Vibes.h113736797.Hotel-Information) Andes 10/10 Exceptional (1) "It was very clean and the gifts and postcard was very kind. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa Z. CA $127 CA $362 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Andes-Hotels-Alpine-Lounge-Fireplace-Large-Yard-Good-Vibes.h113736797.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/ee8a0599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/ad9bb86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/321aadb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75800000/75790100/75790021/f2dd7dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home, Wood-burning Fireplace, Ski Belleayre [](https://www.expedia.ca/Margaretville-Hotels-Dunraven-River-House-Private-River-Fireplace-Ski-Belleayre.h75790021.Hotel-Information) Margaretville 9.8/10 Exceptional (10) "Dunraven River House was perfect for our weekend away. The house was clean, comfortable and exactly as listed. The property so was peaceful and I loved having the sounds of the river right outside the door! We’d definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela P. CA $141 CA $477 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Margaretville-Hotels-Dunraven-River-House-Private-River-Fireplace-Ski-Belleayre.h75790021.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/bc63f12e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/b7df0223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/3ad69960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/cb674c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) Durham 10/10 Exceptional (2) "Was close to where we were attending a wedding and big enough to house us all!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul m. CA $255 CA $663 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w507h683x260y0-4c8197c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w505h683x260y0-80d48cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w905h683x60y0-f59bd87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w508h683x258y0-aff1e873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New 2 Bdr. Townhome Minutes from Windham Mtn [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.Hotel-Information) Hensonville 10/10 Exceptional (10) "Very clean and comfortable for the five of us. Close to windham and all of its activities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jonathan M. CA $193 CA $437 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97100000/97093000/97092917/68a927d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, stereo](https://images.trvl-media.com/lodging/98000000/97100000/97093000/97092917/7d15cb42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97100000/97093000/97092917/be07793d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97100000/97093000/97092917/31236229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy A-Frame Cabin | Summer Vibes & Pondside Relaxation in the Catskills [](https://www.expedia.ca/New-Kingston-Hotels-Sunday-Hollow-2BR-With-Pond.h97092917.Hotel-Information) Margaretville 10/10 Exceptional (1) "Our stay was peaceful and restful. The grounds are absolutely perfect for that. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paulina P. CA $173 CA $656 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/New-Kingston-Hotels-Sunday-Hollow-2BR-With-Pond.h97092917.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/128d4637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/270-0079bb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/w953h720x164y0-af85ec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/5f95c0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) Windham 9.0/10 Wonderful (54) "Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david d. CA $199 CA $332 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/1635a9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/87a8191b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/c8b84bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108920000/108910900/108910854/df01f890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard [](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information) Phoenicia 9.2/10 Wonderful (31) "The furnishings were cute and quaint. The beds were very comfy." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jan CA $223 CA $491 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Phoenicia-Hotels-Cozy-Chic-2-Bdroom-Bungalow-With-Sauna.h108910854.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/w554h683x235y0-d912249f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/04cd25c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/406f53f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82740000/82736000/82735966/1992de4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous & Cozy Mountain View with Wood Stove! Ski / Hiking / Wi-Fi / Pool [](https://www.expedia.ca/Hunter-Hotels-Gorgeous-Hunter-Mountain-Views-With-Wood-Stove-Hiking-SwimmingZipline.h82735966.Hotel-Information) Hunter 9.4/10 Exceptional (3) "My partner and I planned a small getaway to Hunter mountain for a day of skiing and snow hiking. This sweet apartment was only a few minutes away from the mountain and welcomed us with a warm, clean, spacious, and mountain themed atmosphere. 10/10 would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gabrielle M. CA $254 CA $480 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Hunter-Hotels-Gorgeous-Hunter-Mountain-Views-With-Wood-Stove-Hiking-SwimmingZipline.h82735966.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/6c8aeb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/50392dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/0fc1ef96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115873700/115873639/c83fbdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Min Walk to Windham Town | Hot Tub | Fire Pit [](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information) Windham 10/10 Exceptional (1) "It was amazing for a big family! Tons of space, and everything was very clean! The hosts were also very pleasant to deal with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hadassah S. CA $256 CA $715 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83700000/83690400/83690314/58033941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83700000/83690400/83690314/b52c1913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83700000/83690400/83690314/6a9002af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83700000/83690400/83690314/2b3d79f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Midnight Fox [](https://www.expedia.ca/Hunter-Hotels-Midnight-Fox.h83690314.Hotel-Information) Hunter 10/10 Exceptional (8) "We had a great time " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) israel R. CA $371 CA $655 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Hunter-Hotels-Midnight-Fox.h83690314.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/b204d9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/84d2fdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/42e29920.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123350000/123341200/123341128/bd20067a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite [](https://www.expedia.ca/Fleischmanns-Hotels-Large-Cooks-Kitchen-15-Min-To-Belleayre-Ski-Center-1st-Fl-Bedroom-W-Ensuite.h123341128.Hotel-Information) Halcott Center CA $156 CA $591 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Fleischmanns-Hotels-Large-Cooks-Kitchen-15-Min-To-Belleayre-Ski-Center-1st-Fl-Bedroom-W-Ensuite.h123341128.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113770000/113767100/113767082/31d340f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113767100/113767082/932910d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113770000/113767100/113767082/41bcff53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/114000000/113770000/113767100/113767082/a54fc870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Creekside Retreat [](https://www.expedia.ca/Hamden-Hotels-Catskill-Creekside-Retreat.h113767082.Hotel-Information) Hamden 10/10 Exceptional (5) "Beautiful home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky CA $242 CA $419 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hamden-Hotels-Catskill-Creekside-Retreat.h113767082.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/efb73853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/3bc953c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/a09341db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33510000/33502600/33502518/6ad4b686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country Farmhouse Along the Catskill Scenic Trail [](https://www.expedia.ca/Hobart-Hotels-Cozy-Country-Farmhouse-Along-The-Catskill-Scenic-Trail.h33502518.Hotel-Information) Hobart 10/10 Exceptional (127) "We stay here year after year! It is always clean, quiet, and well stocked. It feels like home away from home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea P. CA $218 CA $442 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Hobart-Hotels-Cozy-Country-Farmhouse-Along-The-Catskill-Scenic-Trail.h33502518.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97760000/97753200/97753139/18bcd820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/98000000/97760000/97753200/97753139/a79b3197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97760000/97753200/97753139/8480f6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball, table tennis, books](https://images.trvl-media.com/lodging/98000000/97760000/97753200/97753139/55052c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes! [](https://www.expedia.ca/Hensonville-Hotels-The-Hensonville-Honeypot-2mins-Walking-Distance-To-Local-Town-Cafes-And-Shops.h97753139.Hotel-Information) Hensonville 10/10 Exceptional (2) "We had an absolutely great time! The beds were extremely comfortable. We came with kids, this place is great for kids and adults. The hot tub was fantastic. Nice veiws. We would love to returrn next time! Eveyting was the best it could be i could go on and on thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah K. CA $396 CA $1,149 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Hensonville-Hotels-The-Hensonville-Honeypot-2mins-Walking-Distance-To-Local-Town-Cafes-And-Shops.h97753139.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/107000000/106550000/106542600/106542535/1d189fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106550000/106542600/106542535/483ec7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106542600/106542535/dda34efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/107000000/106550000/106542600/106542535/c9e5a9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bend: Trout Lily Suite • Pool • Sauna • Fire Pits [](https://www.expedia.ca/Phoenicia-Hotels-The-Bend-Trout-Lily-Suite.h106542535.Hotel-Information) Phoenicia CA $332 CA $595 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Phoenicia-Hotels-The-Bend-Trout-Lily-Suite.h106542535.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/a94fe796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/w1920h1076x0y0-7738a67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/2022f4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/ba5666ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Unwind Windham, Chalet [](https://www.expedia.ca/Windham-Hotels-Unwind-Windham-Your-Luxurious-Mountain-Escape-In-Windham.h119407919.Hotel-Information) Windham 10/10 Exceptional (2) "We stayed only one night and we thought that should stay more nights because of the comfort of the house, the location, the amenities and the Property Host was there for answer any question. Definitely we come back now with the conviction that we have everything we need for an escape from New York city. I recommend this place in a 100% for sure. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karla R. CA $341 CA $900 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Windham-Hotels-Unwind-Windham-Your-Luxurious-Mountain-Escape-In-Windham.h119407919.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101790000/101782400/101782336/ffdbd5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101790000/101782400/101782336/054362a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101790000/101782400/101782336/w908h683x58y0-c2099362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101790000/101782400/101782336/a7d5c0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5 BR w/Mountaintop Views-2 Min to Hunter [](https://www.expedia.ca/Tannersville-Hotels-Spacious-5-BR-WMountaintop-Views-2-Min-To-Hunter.h101782336.Hotel-Information) Tannersville 10/10 Exceptional (2) "Great time had by all of us! House is perfect for several families and so much to do in the area. Would definitely stay again! Owners were very easy to access for questions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle D. CA $345 CA $926 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Tannersville-Hotels-Spacious-5-BR-WMountaintop-Views-2-Min-To-Hunter.h101782336.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/c11936ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/180-e71c45cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/6283e52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102070000/102061000/102060982/134182bf_edited_9fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly! [](https://www.expedia.ca/Windham-Hotels-Ski-Retreat-Near-Hunter-And-Windham-Mountain-Views-Family-And-Pet-Friendly.h102060982.Hotel-Information) Ashland 9.2/10 Wonderful (5) "Great place to stay very accommodating more than expected " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia M. CA $436 CA $688 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Windham-Hotels-Ski-Retreat-Near-Hunter-And-Windham-Mountain-Views-Family-And-Pet-Friendly.h102060982.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/3c2ca927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/a8353037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/9a3cd7da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96180000/96178600/96178561/3a2a4738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catskill Modern Tiny Escape Hot Tub Sauna Outdoor Theatre [](https://www.expedia.ca/Jefferson-Hotels-Catskill-Modern-Tiny-Escape-Hot-Tub-Pizza-Oven.h96178561.Hotel-Information) Jefferson 10/10 Exceptional (3) "Small and cozy as advertised, perfect for a couple and hope to get back soon" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean S. CA $262 CA $612 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Jefferson-Hotels-Catskill-Modern-Tiny-Escape-Hot-Tub-Pizza-Oven.h96178561.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/93a98c14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/44062bf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/w1430h949x0y0-a38f6dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122310000/122309300/122309290/ae189953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome [](https://www.expedia.ca/Windham-Hotels-Windham-Mountain-Slope-Side-Escape-W-Private-Hot-Tub-Pets-Welcome.h122309290.Hotel-Information) Windham CA $260 CA $700 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Windham-Hotels-Windham-Mountain-Slope-Side-Escape-W-Private-Hot-Tub-Pets-Welcome.h122309290.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26®ionId=177542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FRoxbury-Private-Vacation-Homes.d177542-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRoxbury-Private-Vacation-Homes.d177542-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Roxbury Hotel Reviews ![Hunter Lodge, a Bluebird by Lark](https://images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Cute lodge near Hunter Mountain. Totally recommend!" [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](https://images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/d9928411_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Beautiful resort. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Shadowcrest](https://images.trvl-media.com/lodging/34000000/33250000/33243900/33243900/ff872bb8_y.jpg) ### Shadowcrest 10/10 Excellent "Shadowcrest is a gem and instantly felt like a home away from home. The bed was incredibly comfortable, the shower was amazing, and Brendan is extremely charming, informative and hospitable. Will absolutely be staying again and again!" [](https://expedia.ca/Kingston-Hotels-Shadowcrest.h33243900.Hotel-Information) ![The Haüs Windham](https://images.trvl-media.com/lodging/92000000/91140000/91133200/91133132/4ed9e2e4_y.jpg) ### The Haüs Windham 10/10 Excellent "Clean and excellent space. We love it." [](https://expedia.ca/Windham-Hotels-The-Haus-Windham.h91133132.Hotel-Information) ![Catskill Seasons Inn](https://images.trvl-media.com/lodging/20000000/19340000/19335900/19335876/9f9d136f_y.jpg) ### Catskill Seasons Inn 10/10 Excellent "Clean room " [](https://expedia.ca/Kingston-Hotels-Catskill-Seasons-Inn.h19335876.Hotel-Information) ![Hotel Vienna](https://images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Great place for local skiing. Very little local wifi coverage so make sure you have all your check-in details in advance. Nice spot." [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![The Colonial Motel](https://images.trvl-media.com/lodging/34000000/33460000/33451100/33451004/8751513e_y.jpg) ### The Colonial Motel 10/10 Excellent "Comfortable, quiet and good value vs other options in the region. " [](https://expedia.ca/Grand-Gorge-Hotels-The-Colonial-Motel.h33451004.Hotel-Information) ![The Graham & Co.](https://images.trvl-media.com/lodging/18000000/17420000/17412400/17412349/497f4120_y.jpg) ### The Graham & Co. 10/10 Excellent "Amazing rustic getaway. They go above and beyond to ensure you are taken care of. Absolutely great experience, highly recommend." [](https://expedia.ca/Phoenicia-Hotels-The-Graham-Co.h17412349.Hotel-Information) ![Wylder Hotel Windham](https://images.trvl-media.com/lodging/103000000/102240000/102239500/102239431/247f19f2_y.jpg) ### Wylder Hotel Windham 10/10 Excellent "everything was clean and new. gorgeous pillows, mattress and bedding. Restaurant was wonderful. Loved the balcony view of mountains and stream. Too cold to go bike riding but they had electric bikes." [](https://expedia.ca/Windham-Hotels-Wylder-Hotel-Windham.h102239431.Hotel-Information) ## Find out more about Roxbury ## Roxbury Vacation Homes information | Number of reviews | 220 | | ----------------- | ------------------ | | Accommodation | 482 Vacation Homes | | Lowest Price | CA $332 | | Highest Price | CA $1,149 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Denver ](https://www.expedia.ca/4Star-Denver-Hotels.s40-0-d553248635077667304.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Hobart ](https://www.expedia.ca/5Star-Hobart-Hotels.s50-0-d183685.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arkville ](https://www.expedia.ca/Arkville-Hotels-Luxury-Hotel.0-0-d3000422162-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Arkville Hotels ](https://www.expedia.ca/Arkville-Hotels.d3000422162.Travel-Guide-Hotels) - [Aparthotels in Denver ](https://www.expedia.ca/Denver-Apart-Hotels.d553248635077667304-aaApartHotels.Travel-Guide-Accommodation) - 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