Title: Woodstock Vacation Home Rentals from CA $204: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d176573.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d176573.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d176573.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/4bdbdfb05c4d71df3980a7bb302808dd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Woodstock 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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=176573&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Woodstock Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23780000/23772200/23772155/ff44a0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23780000/23772200/23772155/3f7c91d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23780000/23772200/23772155/8bfe3410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/24000000/23780000/23772200/23772155/w1756h1172x0y1-9798821c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Historic Artist Estate - The Carriage House Woodstock 9.8/10 Exceptional (44) "We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fran W. CA $421 CA $898 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Woodstock-Historic-Artist-Estate-The-Carriage-House.h23772155.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/dcb8c5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/e2a7f284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/34cff119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo, offices](https://images.trvl-media.com/lodging/67000000/66610000/66603200/66603127/b30ea75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodstock Historic Artist Estate - The Museum House Woodstock 10/10 Exceptional (6) "We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Strati P. CA $767 CA $1,333 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Kingston-Hotels-Vrbo-Property.h66603127.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/f3a0c6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/bb6b9558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/bed3b59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93500000/93491200/93491157/298f7baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Retreat: renovated 2BR, desk, no chore list! Kingston 9.4/10 Exceptional (13) "Very clean and nice inside. Host was very communicative. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer W. CA $112 CA $409 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-Renovated-2BR.h93491157.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/7ebbbc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/5a6ef9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, offices](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/b20ce093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113900000/113894400/113894307/b110ffad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Cabin w/ Fire Pit & Creek Access Saugerties 10/10 Exceptional (10) "Amazing, very nice and cozy. Host was excellent, well communicated. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $130 CA $396 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Saugerties-Hotels-Peaceful-Cabin-W-Fire-Pit-Creek-Access.h113894307.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/49a13516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/b2088330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/bd9859f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173600/78173525/92738c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Campfire Cottage: Fireplace, fire pit & no chores! Kingston 10/10 Exceptional (28) "Perfect cozy little spot for 2. Centrally located to explore surrounding areas" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie K. CA $98 CA $348 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Kingston-Hotels-Stylish-Cozy-Cabin.h78173525.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/4bb55136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/6b994e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/080b28d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/40000000/40000000/39992500/39992472/30c1c015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sioux Tipi on Chloe's Lake Saugerties 9.8/10 Exceptional (6) "This was such a cool experience Id love to go back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $154 CA $204 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Sioux-Tipi-On-Chloes-Lake.h39992472.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) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100410000/100403300/100403211/w905h683x61y0-a710155b.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) ![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) ### 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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tomer M. CA $197 CA $585 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Hensonville-Hotels-Newly-Renovated-Ski-House-In-Windham-Just-3min-To-Slopes.h100403211.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/29c91958.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/a66de76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/e2cc8b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104090000/104080300/104080240/362afdd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores! Kingston 10/10 Exceptional (4) "Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brendan B. CA $80 CA $324 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kingston-Hotels-Retro-Retreat-1br-Home-W-WFH-Desk.h104080240.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/c1109f42.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) ![Interior](https://images.trvl-media.com/lodging/24000000/23600000/23593000/23592940/270-0079bb56.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 Windham 9.0/10 Wonderful (52) "Great communication with host Nice spacious clean apartment. Good location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ivan CA $138 CA $258 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Kingston-Hotels-Townhouse-Loft-30-Ft-Balcony-Mt-View6-Beds-Sleeps-6.h23592940.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/a5431ccf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/w450h639x287y44-0aaac327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/1f5e7a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88870000/88864900/88864808/f4d68743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Studio at the Inn at High Falls High Falls 8.2/10 Very good (31) "Place is exactly how it looks! Great location between New Paltz, Kingston, Woodstock. We unfortunately had inconsiderate neighbors that forced us leave early, but Frank was incredibly gracious and made it up to us. Would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harrison W. CA $157 CA $380 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/High-Falls-Hotels-The-Studio-At-The-Inn-At-High-Falls.h88864808.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/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) ![Interior](https://images.trvl-media.com/lodging/99000000/98110000/98108100/98108065/w505h683x260y0-80d48cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New 2 Bdr. Townhome Minutes from Windham Mtn Hensonville 10/10 Exceptional (10) "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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Minsung K. CA $195 CA $443 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hensonville-Hotels-Brand-New-2-Bdr-Townhome-Minutes-From-Windham-Mtn.h98108065.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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) robert a. CA $224 CA $477 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) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/87b6b115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/ebfc1676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/afe3fdf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/119000000/118170000/118164800/118164776/3add8621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI, new paltz 9.4/10 Exceptional (3) "Nice clean home just outside of the main stretch in New Paltz. My friends and I appreciated the playground, big comfy couch for relaxing, spacious rooms upstairs and air mattress downstairs. The artwork upstairs threw us for a loop but that's okay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maxwell M. CA $280 CA $1,029 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Paltz-Hotels-Welcome-To-New-Paltz-Charming-3-Bedroom-House-With-AC.h118164776.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/7e5fe9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/a01882c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/adb21577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining tables](https://images.trvl-media.com/lodging/103000000/102530000/102523100/102523082/c6539dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine Lake Katrine 10/10 Exceptional (16) "Perfect getaway!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn A. CA $251 CA $586 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lake-Katrine-Hotels-Brand-New-House-With-Huge-Patio-Overlooks-Esopus-Creek-At-Lake-Katrine.h102523082.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/b0376390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/5a6f8858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/4deef219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110370000/110365500/110365482/08b045f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Meyer: spacious family home with hot tub minutes to downtown New Paltz New Paltz 10/10 Exceptional (9) "Lovely, comfortable house. Everything on one level which was perfect for our group. Good location. Easy trip into town and to see the many historical sites in close proximity." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas M. CA $141 CA $490 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/New-Paltz-Hotels-The-Meyer-Spacious-Family-Home-With-Hot-Tub.h110365482.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/5bc13913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/3b0b1bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/1eef3e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100540000/100535600/100535519/1223c490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything Kerhonkson 9.8/10 Exceptional (21) "Comfortable accommodations. Everything you need for a relaxing holiday " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan W. CA $252 CA $428 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Kerhonkson-Hotels-Cozy-Hudson-Valley-Retreat-1950s-Ranch-Close-To-Everything.h100535519.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/257c1efe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/w1160h774x6y4-08649e94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/w1134h754x20y0-0afaa8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112330000/112329100/112329053/w1116h773x4y3-f65b8cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom Waterfront home with boat access in Saugerties Saugerties 9.4/10 Exceptional (6) "Really enjoyed our stay. The property had all the comforts of home and was beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean S. CA $257 CA $678 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Saugerties-Hotels-Charming-2-Bedroom-Waterfront-Home-With-Boat-Access-In-Saugerties.h112329053.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/3fa58bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/6e560331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/1cd98b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93500000/93492700/93492676/08a15aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Double the Fun: Two Houses, Shared Yard & Fire Pit Kingston 10/10 Exceptional (4) "Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly B. CA $214 CA $718 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Kingston-Hotels-Double-The-Fun-Two-Houses.h93492676.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/8c96124e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/8ea1adb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/c24c61a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98780000/98779400/98779366/2914f4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Esopus Creek modern Tiny house Retreat! Kingston 9.8/10 Exceptional (58) "The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $219 CA $352 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Kingston-Hotels-Esopus-Creek-Modern-Tiny-House-Retreat.h98779366.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/a727838f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/d95667b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/3ac4c40e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109080000/109080000/109079908/f832d612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount Pine Hill 10/10 Exceptional (1) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia F. CA $286 CA $622 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Highmount-Hotels-Fantastic-3-Bedroom-House-Right-Near-Belleayre-Mountain-Ski-Center-In-Highmount.h109079908.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=2025-11-07&endDate=2025-11-08®ionId=176573&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&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%2FWoodstock-Private-Vacation-Homes.d176573-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoodstock-Private-Vacation-Homes.d176573-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Woodstock Hotel Reviews ![Beekman Arms Hotel](//images.trvl-media.com/lodging/13000000/12620000/12611900/12611810/ab673905_y.jpg) ### Beekman Arms Hotel 10/10 Excellent "We were excited to stay at historic inn. But we weren't in the building pictured but another building a few blocks away. Breakfast was paper plates and pretty lame, compared to average chains like Hampton Inn or Holiday Inn Express. The garbages were very full and it was disappointing. " [](https://expedia.ca/Poughkeepsie-Hotels-Beekman-Arms-Hotel.h12611810.Hotel-Information) ![Residence Inn by Marriott Kingston](//images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "I was dismayed that only one of two elevators was working. I also found it inconvenient that there was only one ice machine for the entire property. But beyond these complaints, I had a very good stay at this hotel." [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "NA" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "Good " [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "New property in prime location. Good staff and rooms. " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.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 "Great stay" [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![Hotel Vienna](//images.trvl-media.com/lodging/1000000/900000/893300/893228/75609405_y.jpg) ### Hotel Vienna 10/10 Excellent "Beautiful location & property. Nice modern rooms. Nice European accent. Comfortable beds and pillows. " [](https://expedia.ca/Kingston-Hotels-Hotel-Vienna.h893228.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](//images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Lovely overnight stop for us traveling through the Catskills. Love the dark rich lodge colors and decor. Room was big with nice toiletries." [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Americas Best Value Inn New Paltz](//images.trvl-media.com/lodging/1000000/900000/897900/897882/1c07aec9_y.jpg) ### Americas Best Value Inn New Paltz 10/10 Excellent "Great place for a stay on the way! " [](https://expedia.ca/Poughkeepsie-Hotels-Americas-Best-Value-Inn-New-Paltz.h897882.Hotel-Information) ## Find out more about Woodstock ## Woodstock Vacation Homes information | Number of reviews | 296 | | --- | --- | | Accommodation | 924 Vacation Homes | | Lowest Price | CA $204 | | Highest Price | CA $1,333 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Shady](https://www.expedia.ca/3Star-Shady-Woodstock-Hotels.s30-n553248635976471788-0.Travel-Guide-Filter-Hotels) - [Hotels near Ashokan Rail Trail- Woodstock Dike Trailhead](https://www.expedia.ca/Ashokan-Rail-Trail-Woodstock-Dike-Trailhead-Hotels.0-l553248635997964716-0.Travel-Guide-Filter-Hotels) - [B&B in Bearsville](https://www.expedia.ca/Bearsville-Bed-And-Breakfast.d3000448019-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bearsville](https://www.expedia.ca/Bearsville-Chalets.d3000448019-aaChalets.Travel-Guide-Accommodation) - 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[Lake Katrine Vacation Rentals](https://www.expedia.ca/Lake-Katrine-Vacation-Rentals.d3000448940.Travel-Guide-VacationRentals) - [Saugerties Vacation Rentals](https://www.expedia.ca/Saugerties-Vacation-Rentals.d6691.Travel-Guide-VacationRentals) - [Book Vacation Homes in Woodstock on Expedia.com](https://www.expedia.com/Woodstock-Private-Vacation-Homes.d176573-aaPrivateVacationHomes.Travel-Guide-Accommodation)