Title: Best Condo Resort Rental Windsor County, VT for | Expedia.com [Windsor County Hotels](https://expedia.com/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Vacation Rentals in Windsor County](https://expedia.com/Destinations-In-Windsor-County.d553248635976432508.Vacation-Rental-Destinations)[Windsor County Flights](https://expedia.com/Destinations-In-Windsor-County.d553248635976432508.Flight-Destinations)[Car Rentals in Windsor County](https://expedia.com/Destinations-In-Windsor-County.d553248635976432508.Car-Rental-Destinations)[Windsor County Vacations](https://expedia.com/Windsor-County.d553248635976432508.Destination-Travel-Guides) ![Must stop while in Vermont #autumn #fall #roadtrip #travel #adventure #colorful #vermont ](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Rachel Samanyi ![](https://images.trvl-media.com/place/3000459649/24ffd150-771e-42f6-8fd9-a3002aef691c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check prices for these dates In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windsor County ![Woodstock featuring a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/94000/94311-Woodstock.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.com/Woodstock-Condominium-Resort.d10868-aaCondominiumResort.Travel-Guide-Accommodation) ![Simon picked this spot f[r the power that was generated by the force of the water. #OnTheRoad](https://mediaim.expedia.com/destination/2/212ecbf3b606238229538e223f3f57eb.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### White River Junction [](https://expedia.com/White-River-Junction-Condominium-Resort.d6294-aaCondominiumResort.Travel-Guide-Accommodation) ![Great views of Vermont and New Hampshire.](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Windsor [](https://expedia.com/Windsor-Condominium-Resort.d7881-aaCondominiumResort.Travel-Guide-Accommodation) ![Quechee showing a bridge, a river or creek and forests](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93816-Central-Vermont.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Quechee [](https://expedia.com/Quechee-Condominium-Resort.d9580-aaCondominiumResort.Travel-Guide-Accommodation) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. 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[Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_553248635976432508) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL) Chalets [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CHALET) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT) Villas [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windsor+County%2C+Vermont%2C+United+States+of+America®ionId=553248635976432508&latLong=43.624765%2C-72.518979&adults=2&startDate=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Condominium-Resort.d553248635976432508-aaCondominiumResort.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Condominium-Resort.d553248635976432508-aaCondominiumResort.Travel-Guide-Accommodation) ## Top Windsor County Hotel Reviews ![Hotel Coolidge](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "Staff was amazing!" [](https://expedia.com/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Clean big room, minimal carpet" [](https://expedia.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very clean, high end, friendly staff " [](https://expedia.com/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Lincoln Inn & Gallery](https://images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa_y.jpg) ### Lincoln Inn & Gallery 10/10 Excellent "I really like that place very nice ,cozy I loved the artwork. 15 minutes from the mountain." [](https://expedia.com/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "Very clean, pleasant staff, recommend." [](https://expedia.com/White-River-Junction-Hotels-Align-Inn-Vermont.h1108.Hotel-Information) ![The Quechee Inn at Marshland Farm](https://images.trvl-media.com/lodging/2000000/1930000/1924800/1924710/c8372335_y.jpg) ### The Quechee Inn at Marshland Farm 10/10 Excellent "Charming inn, great staff and great breakfast " [](https://expedia.com/Quechee-Hotels-The-Quechee-Inn-At-Marshland-Farm.h1924710.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The Jackson was a great place to stay when visiting the Woodstock area. The room and spa tub were clean and quiet. Stacy (innkeeper) was lovely and responded in a timely manner to texts. Yes, things are done by text and you get a code to your room but she was around and still provided wine/cheese in the early evening. Breakfast was awesome! Going back for sure." [](https://expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Fullerton Inn](https://images.trvl-media.com/lodging/16000000/15850000/15845400/15845368/662925ab_y.jpg) ### Fullerton Inn 10/10 Excellent "Didn't catch the name of the gentleman at the front but he was so kind and accommodating, the space was very clean and a very quiet and cozy spot. Will definitely be going back!" [](https://expedia.com/Chester-Hotels-Fullerton-Inn.h15845368.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "The Pointe was much more than I expected (honestly). The room was large with a couch, reading chair (and ottoman) and small table and 2 chairs. The bathroom had a tub with jets. There was an indoor pool and hot tub-that worked. The one negative, no microwave in the room or common area— but the desk attendants, who were very very nice and accommodating, took care of that for me! And there was fresh brewed coffee in the lobby by 6 am!" [](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ## Find out more about Windsor County ## Windsor County Condo Resorts information | Number of reviews | | | ----------------- | ------------- | | Accommodation | Condo Resorts | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Woodstock Hotels ](https://www.expedia.com/Woodstock-Hotels.d10868.Travel-Guide-Hotels) - [B&B in Woodstock ](https://www.expedia.com/Woodstock-Bed-And-Breakfast.d10868-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Woodstock ](https://www.expedia.com/Woodstock-Cabins.d10868-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Woodstock ](https://www.expedia.com/Woodstock-Condos.d10868-aaCondos.Travel-Guide-Accommodation) - [Treehouses in Woodstock ](https://www.expedia.com/Woodstock-Treehouses.d10868-aaTreehouses.Travel-Guide-Accommodation) - [Motels in Woodstock ](https://www.expedia.com/Woodstock-Motels.d10868-aaMotels.Travel-Guide-Accommodation) - 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[5 Star Hotels in Woodstock ](https://www.expedia.com/5Star-Woodstock-Hotels.s50-0-d10868.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Luxury-Hotel.0-0-d10868-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Spa-Hotel.0-0-d10868-tSpaHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Family-Hotel.0-0-d10868-tFamilyHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Woodstock ](https://www.expedia.com/4Star-Woodstock-Hotels.s40-0-d10868.Travel-Guide-Filter-Hotels) - [Ski Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Ski-Hotel.0-0-d10868-tSkiHotel.Travel-Guide-Filter-Hotels) - [Hotels with Fireplaces in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotels-With-Fireplaces.0-0-d10868-tHotelswithFireplaces.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hilton-Hotels.0-0-d10868--bHiltonHotels.Travel-Guide-Filter-Hotels) - 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[Best Western Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Best-Western.0-0-d10868--bBestWestern.Travel-Guide-Filter-Hotels) - [Winery Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Winery-Hotel.0-0-d10868-tWineryHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Casino-Hotel.0-0-d10868-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d10868-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Historic Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Historic-Hotel.0-0-d10868-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Boutique-Hotel.0-0-d10868-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotels-With-A-Lazy-River.0-0-d10868-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Marriott-Hotels-Resorts.0-0-d10868--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotel-With-Pool.0-0-d10868-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Golf Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Golf-Hotel.0-0-d10868-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Wedding-Hotels.0-0-d10868-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Adults-Only-Resorts.0-0-d10868-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Hotels with a View in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotels-With-View.0-0-d10868-tHotelswithView.Travel-Guide-Filter-Hotels) - [Hotels on the Lake in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Lakefront-Hotels.0-0-d10868-tLakefrontHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Couples-Resorts-Hotels.0-0-d10868-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotels-With-Free-Parking.0-0-d10868-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Hotels-With-Restaurants.0-0-d10868-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Waterpark-Hotels.0-0-d10868-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Woodstock ](https://www.expedia.com/3Star-Woodstock-Hotels.s30-0-d10868.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts & in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Honeymoon-Hotels.0-0-d10868-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Fishing Resorts & in Woodstock ](https://www.expedia.com/Woodstock-Hotels-Fishing-Hotels.0-0-d10868-tFishingHotels.Travel-Guide-Filter-Hotels) - [Hotels near Red Wagon Toy Company ](https://www.expedia.com/Red-Wagon-Toy-Company-Hotels.0-l553248621532667633-0.Travel-Guide-Filter-Hotels) - [Hotels near Dana House Museum ](https://www.expedia.com/Dana-House-Museum-Hotels.0-l6329596-0.Travel-Guide-Filter-Hotels) - [Hotels near Billings Park and Trail ](https://www.expedia.com/Billings-Park-And-Trail-Hotels.0-l6291253-0.Travel-Guide-Filter-Hotels) - [Hotels near Woodstock Town Hall Theatre ](https://www.expedia.com/Woodstock-Town-Hall-Theatre-Hotels.0-l6329612-0.Travel-Guide-Filter-Hotels) - [Hotels near VINS Nature Center ](https://www.expedia.com/VINS-Nature-Center-Hotels.0-l553248621533117358-0.Travel-Guide-Filter-Hotels) - [Hotels near Vermont Institute of Natural Science ](https://www.expedia.com/Vermont-Institute-Of-Natural-Science-Hotels.0-l553248621533117359-0.Travel-Guide-Filter-Hotels) - [Hotels near Billings Farm and Museum ](https://www.expedia.com/Billings-Farm-And-Museum-Hotels.0-l6175222-0.Travel-Guide-Filter-Hotels) - [Hotels near Woodstock Country Club ](https://www.expedia.com/Woodstock-Country-Club-Hotels.0-l6329607-0.Travel-Guide-Filter-Hotels) - [Hotels near Mount Tom Peak ](https://www.expedia.com/Mount-Tom-Peak-Hotels.0-l6291160-0.Travel-Guide-Filter-Hotels) - [Hotels near Marsh-Billings-Rockefeller National Historical Park ](https://www.expedia.com/Marsh-Billings-Rockefeller-National-Historical-Park-Hotels.0-l6115922-0.Travel-Guide-Filter-Hotels) - [Hotels near Union Arena Community Center ](https://www.expedia.com/Union-Arena-Community-Center-Hotels.0-l6329604-0.Travel-Guide-Filter-Hotels) - [Hotels near West Woodstock ](https://www.expedia.com/West-Woodstock-Woodstock-Hotels.0-n6288222-0.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in West Woodstock ](https://www.expedia.com/West-Woodstock-Woodstock-Hotels-Wedding-Hotels.0-n6288222-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in West Woodstock ](https://www.expedia.com/West-Woodstock-Woodstock-Hotels-Winery-Hotel.0-n6288222-0-tWineryHotel.Travel-Guide-Filter-Hotels) - 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