Title: Preston Hollow Vacation Home Rentals from CA $729: Search Top Private Vacation Homes for Rent | Expedia.ca [Preston Hollow Travel Guide](https://expedia.ca/Preston-Hollow.dx553248634999030445)[Hotels in Preston Hollow](https://expedia.ca/Preston-Hollow-Hotels.d553248634999030445.Travel-Guide-Hotels)[Vacation Rentals in Preston Hollow](https://expedia.ca/Preston-Hollow-Vacation-Rentals.d553248634999030445.Travel-Guide-VacationRentals)[Preston Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Preston-Hollow.d553248634999030445.Car-Rental-Guide)[Preston Hollow Vacation Packages](https://expedia.ca/Preston-Hollow.d553248634999030445.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Preston Hollow Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999030445&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) ## Browse Select Preston Hollow Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/118ddc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/dfc5f3c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/8b01a890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93840000/93840000/93839934/effeb224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Waterfall Home | Close to All Mountains/Hikes East Durham 10/10 Exceptional (3) "The host is very responsive and the listing is accurate about what to expect with the property." CA $153 CA $414 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/East-Durham-Hotels-Cozy-Waterfall-Home-Close-To-All-MountainsHikes.h93839934.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83510000/83501200/83501157/fba5aab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit Durham 10/10 Exceptional (2) "Was close to where we were attending a wedding and big enough to house us all!" CA $157 CA $537 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/East-Durham-Hotels-Mountain-RetreatHot-TubSkiHikeWater-ParkWIFIFire-Pit.h83501157.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/0312db51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/2f42a027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/adea73b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/60bbd0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Home w/ Hot Tub and Sunset View! Selkirk CA $84 CA $136 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Rural-Tiny-Home-Hot-Tub.h119905138.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494614/1116275a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494614/52432dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494614/56f0097c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117500000/117494700/117494614/609c6091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville 10/10 Exceptional (2) "For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. " CA $165 CA $282 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House.h117494614.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) ![Game room](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/6573b7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/120000000/119410000/119408000/119407919/w1920h1076x0y0-7738a67f.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 Windham CA $234 CA $769 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Windham-Hotels-Unwind-Windham-Your-Luxurious-Mountain-Escape-In-Windham.h119407919.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/w953h720x164y0-fef4ea98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/c65ae423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/b0ffaa8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29490000/29486900/29486819/730d4d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter Windham 9.2/10 Wonderful (38) "Great place for an incredible price. We would definitely stay here again." CA $100 CA $184 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Windham-Hotels-Studio-3-BEDS-SLEEPS-3.h29486819.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) ![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) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/d6f1d2d2.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) ### Brand New 2 Bdr. Townhome Minutes from Windham Mtn Hensonville 10/10 Exceptional (9) "We are a family of six and stayed at Mary’s home for three nights for a ski trip. It was overall super clean, beautifully decorated, and provided everything we needed during our stay. I would absolutely recommend this place to anyone! " CA $195 CA $442 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w505h683x260y0-3a69e826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w507h683x259y0-688268e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/9584f2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, stereo](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w507h683x258y0-0efe6b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Ski House in Windham Hensonville 10/10 Exceptional (5) "We had a great time during our stay, the owner was super helpful and we had everything that we needed for a nice ski getaway!" CA $197 CA $585 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Hensonville-Hotels-Newly-Renovated-Ski-House-In-Windham-Just-3min-To-Slopes.h100403211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c945b9f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/c363e795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/d16bb4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103820000/103820000/103819908/fee8af1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Luxurious Cabin, Catskills - The Tiny Nook Catskill 10/10 Exceptional (5) "Great place. Exactly like the pictures. " CA $223 CA $464 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Catskill-Hotels-The-Tiny-Nook-Escape-The-City-Life-Relaxing-Getaway-Tucked-In-Catskills.h103819908.Hotel-Information) ![House, 3 Bedrooms, Accessible, Patio | Terrace/patio](https://images.trvl-media.com/lodging/119000000/118240000/118234700/118234602/04cf400b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Accessible, Patio | Interior](https://images.trvl-media.com/lodging/119000000/118240000/118234700/118234602/77b0123e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Accessible, Patio | Interior](https://images.trvl-media.com/lodging/119000000/118240000/118234700/118234602/b14dcfec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Accessible, Patio | Living room](https://images.trvl-media.com/lodging/119000000/118240000/118234700/118234602/69317b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 100ft of Forest Light - Modern Catskills Escape Round Top CA $425 CA $729 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Round-Top-Hotels-100ft-Of-Forest-Light-Modern-Catskills-Escape.h118234602.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/9fbd1aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/48f7815c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/b947e99c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111630000/111622200/111622120/dc887243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4BR - Hot Tub - Tennis Court - Pond Freehold 10/10 Exceptional (2) "This was an excellent home that we stayed in total of six adults. We went to the Gray Fox music festival and it was very close by. The property manager was very responsive and communicative. Highly recommend this house." CA $234 CA $965 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Freehold-Hotels-Spacious-4BR-Home-Hot-Tub-Close-To-Skiing.h111622120.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/2b872c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/bad5f976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/acc1587d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119230000/119228600/119228531/951962f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View Chalet w/ Hot Tub, Fire Pit, BBQ, EV Hensonville CA $223 CA $939 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hensonville-Hotels-This-Chalet-Is-A-4-Bedroom.h119228531.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/cc05e16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/0f22c785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/69f66313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113460000/113458600/113458505/093082ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 3BR - Playground - Tennis Court East Durham 10/10 Exceptional (1) "Jarrett was a very attentive host. Made sure we were taken care of even when we emailed late in the night. The space was wonderful, practically brand new. Wished we had more time to enjoy the space. Highly recommended. " CA $301 CA $889 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/East-Durham-Hotels-Hot-Tub-23-Min-To-Windham-Mtn.h113458505.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/a7d77ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/785e8bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/5053b8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/117000000/116780000/116776300/116776217/82803773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jessie's Harvest House Tannersville CA $165 CA $282 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Tannersville-Hotels-Jessies-Harvest-House-Room-1-Cozy-Chalet-In-Lovely-Tannersville-With-WiFi.h116776217.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/a4c1ee6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/32843581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/846cf7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111630000/111622300/111622229/ddd28ceb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Modern Design, Great Views! Freehold 10/10 Exceptional (2) "This is a great clean property " CA $264 CA $817 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Freehold-Hotels-Catskills-Retreat-Hot-Tub.h111622229.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120880000/120871700/120871656/d8c32a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120880000/120871700/120871656/981dd6e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120880000/120871700/120871656/caf2953d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120880000/120871700/120871656/2e307ea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Mountain Villa- game room, hot-tub, firepit Hunter CA $279 CA $860 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hunter-Hotels-Luxury-Mountain-Villa-Game-Room.h120871656.Hotel-Information) ![2 bedrooms, in-room safe, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118650000/118642200/118642138/bcf4c7ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118650000/118642200/118642138/0b86302f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118650000/118642200/118642138/dd1547f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118650000/118642200/118642138/d5066ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Cabin #3 by Windham NY Escape 'Forest View' Hensonville CA $307 CA $486 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hensonville-Hotels-Tiny-Cabin-3-By-Windham-NY-Escape-Forest-View.h118642138.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/12ff9923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/597fd0cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/838b0a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111630000/111622400/111622326/70b49f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR - Pond - Tennis Court Freehold 10/10 Exceptional (4) "Enjoyed our stay, very clean, beds were very comfortable, property manager was very quick to respond. Recommend asking for WiFi access code prior to arrival. " CA $264 CA $817 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Freehold-Hotels-Cozy-Retreat-Hot-Tub.h111622326.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) ![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) ![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) ![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 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." CA $223 CA $678 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Windham-Hotels-2-Min-Walk-To-Windham-Town-Hot-Tub-Fire-Pit.h115873639.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118590000/118588200/118588110/5752f31b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118590000/118588200/118588110/ad693b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118590000/118588200/118588110/df531629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118590000/118588200/118588110/0d369be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Family Retreat in the Catskills Wilderness Round Top CA $256 CA $641 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Round-Top-Hotels-100ft-Of-Forest-Light-Modern-Catskills-Escape.h118588110.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=2025-10-19&endDate=2025-10-20®ionId=553248634999030445&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%2FPreston-Hollow-Private-Vacation-Homes.d553248634999030445-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPreston-Hollow-Private-Vacation-Homes.d553248634999030445-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Preston Hollow Hotel Reviews ![Spark by Hilton West Coxsackie](//images.trvl-media.com/lodging/1000000/210000/201300/201283/aa9349e8_y.jpg) ### Spark by Hilton West Coxsackie 10/10 Excellent "Needs remon" [](https://expedia.ca/West-Coxsackie-Hotels-Spark-By-Hilton-West-Coxsackie.h201283.Hotel-Information) ![Super 8 by Wyndham Cobleskill NY](//images.trvl-media.com/lodging/1000000/980000/972300/972230/74650d2c_y.jpg) ### Super 8 by Wyndham Cobleskill NY 10/10 Excellent "Very clean and comfortable . Convenient to places to eat and shop. Easy access off I88.Quiet and friendly." [](https://expedia.ca/Cobleskill-Hotels-Super-8-By-Wyndham-Cobleskill-NY.h972230.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Located on the outskirts of windham , a nice hotel with large bedrooms and plenty of parking " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Holiday Inn Express Hotel & Suites West Coxsackie by IHG](//images.trvl-media.com/lodging/3000000/2600000/2591600/2591583/2081618e_y.jpg) ### Holiday Inn Express Hotel & Suites West Coxsackie by IHG 10/10 Excellent "Room was clean, breakfast was great" [](https://expedia.ca/Albany-Hotels-Holiday-Inn-Express-Hotel-Suites-West-Coxsackie.h2591583.Hotel-Information) ![Postcard Cabins Eastern Catskills](//images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/fe54355c_y.jpg) ### Postcard Cabins Eastern Catskills 10/10 Excellent "Cabin was equipped with everything and clean. Easy process to check in. The views are beautiful " [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Hotel Mountain Brook](//images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg) ### Hotel Mountain Brook 10/10 Excellent "Beautiful property, very nice stuff, accommodating. " [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Winwood Condominiums by Windham Mountain Club ](//images.trvl-media.com/lodging/16000000/15410000/15409800/15409739/9a683bd4_y.jpg) ### Winwood Condominiums by Windham Mountain Club 10/10 Excellent "The pool was closed for the season but looked like it was very nice. It is across the street so wouldn't be the easiest to access. There was a game room with a few arcade games, a pool table, foosball, and ping pong. Maybe consider a coin machine in the room? The condo was beautiful with a gorgeous view. Would definitely stay again! " [](https://expedia.ca/Kingston-Hotels-Winwood-Inn-Condominiums.h15409739.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](//images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/4b24c363_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "We had a wonderful stay at this resort! The staff were very friendly and helpful! The property was clean and very comfortable!! Outside our room we had a Mountain View and the colors were amazing. Easy walk to the mountain base and ski lodge where the Oktoberfest was being held. The hotel included great amenities including a pool, hot tubs, workout room, spa, sauna and outdoor fire pit. On site restaurant was convenient but closed at 9 pm. " [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Crystal Brook Resort & Mountain Brauhaus](//images.trvl-media.com/lodging/16000000/15160000/15153600/15153581/w719h558x0y0-b57aaff9_y.jpg) ### Crystal Brook Resort & Mountain Brauhaus 10/10 Excellent "We loved our stay at Crystal Brook…it is like The Land That Time Forgot! If you’re looking for comfort, delicious food and friendly owners and staff, you’ll love it! " [](https://expedia.ca/Kingston-Hotels-Crystal-Brook-Resort-Mountain-Brauhaus.h15153581.Hotel-Information) ## Find out more about Preston Hollow ## Preston Hollow Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | 467 Vacation Homes | | Lowest Price | CA $729 | | Highest Price | CA $729 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in East Windham](https://www.expedia.ca/4Star-East-Windham-Hotels.s40-0-d183666.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Hensonville](https://www.expedia.ca/4Star-Hensonville-Hotels.s40-0-d6023521.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Ashland](https://www.expedia.ca/Ashland-Hotels-Luxury-Hotel.0-0-d3000422181-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Ashland Hotels](https://www.expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels) - [Luxury Hotels in Cornwallville](https://www.expedia.ca/Cornwallville-Hotels-Luxury-Hotel.0-0-d6336215-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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