Title: Windsor County, VT Condos for Rent | 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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248635976432508&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Windsor County ![Ludlow showing street scenes](https://images.trvl-media.com/place/8496/505d08ac-b11f-4f25-a539-2958ea0722b2.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Ludlow [](https://expedia.com/Ludlow-Condos.d8496-aaCondos.Travel-Guide-Accommodation) ![Woodstock featuring a house](https://images.trvl-media.com/place/10868/c2d6773f-8f3f-4c1a-b710-f2f2bceab647.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Woodstock [](https://expedia.com/Woodstock-Condos.d10868-aaCondos.Travel-Guide-Accommodation) ![Quechee Gorge- Vermont #autumn #colorful #roadtrip #weekendgetaway #travel #adventure #nature #vacation ](https://images.trvl-media.com/place/3000459649/7d354301-07a8-4d26-bfd8-54320ed05c30.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### White River Junction [](https://expedia.com/White-River-Junction-Condos.d6294-aaCondos.Travel-Guide-Accommodation) ![Quechee showing a bridge, a river or creek and forests](https://images.trvl-media.com/place/9580/a3d99a95-3156-473d-99ae-f796cac4afe4.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Quechee [](https://expedia.com/Quechee-Condos.d9580-aaCondos.Travel-Guide-Accommodation) ![aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont](https://images.trvl-media.com/place/89014/92c0e546-2b37-46d6-9961-c387fdf435b7.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Chester [](https://expedia.com/Chester-Condos.d89014-aaCondos.Travel-Guide-Accommodation) ## Our top choices for Windsor County condo rentals ![TV](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131640/e11c5a85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131640/605b5429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131640/c2e33289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/73000000/72140000/72131700/72131640/61458931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated ski-in/out slope side condo [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Condo-With-A-Balcony.h72131640.Hotel-Information) Clock Tower Base Area 9.0/10 Wonderful (24 reviews) "You can't beat the location and the property was fine. Housekeeping dropped the ball by leaving trash cans full and not leaving toilet paper but I would be delighted to stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marsha [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Condo-With-A-Balcony.h72131640.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/e329a225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/f5aaae02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/5554154f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out mountainside condo close to everything with full kitchen - tranquil [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information) Clock Tower Base Area 9.0/10 Wonderful (78 reviews) "Perfect location for a quick ski trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael D. $248 nightly $280 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/790c70e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/1d0d61a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/4ed0f838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/191f5e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street [](https://www.expedia.com/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information) Ludlow 9.0/10 Wonderful (24 reviews) "Great rate for a place with all the basics!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Macgregor $237 nightly $268 total Mar 10 - Mar 11 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f68608f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/15f78921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/005d9ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/e7a4fea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails [](https://www.expedia.com/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information) Ludlow 7.6/10 Good (56 reviews) "Irish Bar nearby was a plus on St. Patrick’s Day !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Warren $278 nightly $314 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/77000000/76960000/76957700/76957694/70a53ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76960000/76957700/76957694/5bbcd0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76960000/76957700/76957694/dbff72ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76960000/76957700/76957694/1fbae4ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out. [](https://www.expedia.com/Ludlow-Hotels-Mountainside-Luxury-2-Level-Condo-At-Okemo-Ski-InOut.h76957694.Hotel-Information) Ludlow 10/10 Exceptional (45 reviews) "The condo is beautiful, the beds were comfortable, and the community is quiet. We loved having the pool and gym to use during our stay. The proximity to downtown Ludlow, Okemo Clocktower and Jackson Gore, Camp Plymouth, and the Green Mountain Sugar House is ideal. We very much enjoyed our time here and would come back again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth L. [](https://www.expedia.com/Ludlow-Hotels-Mountainside-Luxury-2-Level-Condo-At-Okemo-Ski-InOut.h76957694.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/106000000/105930000/105922100/105922041/cda3c232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/106000000/105930000/105922100/105922041/fe469381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105930000/105922100/105922041/d8d35c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105930000/105922100/105922041/bad1de3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking [](https://www.expedia.com/Cavendish-Hotels-Convenient-3BR-Condo.h105922041.Hotel-Information) Proctorsville 8.8/10 Excellent (5 reviews) "Clean. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joe h. [](https://www.expedia.com/Cavendish-Hotels-Convenient-3BR-Condo.h105922041.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131471/12cc3801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131471/e3a19a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131471/d08897e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131471/918682fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Condo-With-Fireplace.h72131471.Hotel-Information) Okemo Village 9.2/10 Wonderful (33 reviews) "The slope was right front of the unit. Clean room, cozy and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peng W. [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Condo-With-Fireplace.h72131471.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131833/80da59d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131833/02545a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131833/5d52c67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131833/d345aaa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground-floor condo with fireplace, pool, hot tub, tennis, washer/dryer & cable [](https://www.expedia.com/Ludlow-Hotels-Ground-Floor-Condo-With-Fireplace.h72131833.Hotel-Information) Okemo Village 8.0/10 Very Good (12 reviews) "Overall good. Forgot to leave coffee filters for us :(" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris T. [](https://www.expedia.com/Ludlow-Hotels-Ground-Floor-Condo-With-Fireplace.h72131833.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113550000/113548400/113548372/d12058bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113550000/113548400/113548372/20b6c6a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113550000/113548400/113548372/6f19a6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113550000/113548400/113548372/69cd9503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out mountainside condo w/ mountain views, private deck, fireplace, w/d [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-W-Mountain-Views.h113548372.Hotel-Information) Clock Tower Base Area 9.0/10 Wonderful (4 reviews) "Very convenient for skiing with kids who need breaks and much cheaper to feed them at the condo. We were very happy with our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer A. [](https://www.expedia.com/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-W-Mountain-Views.h113548372.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106390000/106389800/106389718/0f324ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106390000/106389800/106389718/cb4d779b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106390000/106389800/106389718/903c9632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/107000000/106390000/106389800/106389718/cc9bf5a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenience & location! Direct ski access-1 BR/2BA fully stocked condo at Okemo [](https://www.expedia.com/Ludlow-Hotels-Spacious-1-Bedroom-Full-Condo-That-Sleeps-6-At-Jackson-Gore-On-Okemo-With-AC.h106389718.Hotel-Information) Jackson Gore Base Area 10/10 Exceptional (8 reviews) "Was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew H. [](https://www.expedia.com/Ludlow-Hotels-Spacious-1-Bedroom-Full-Condo-That-Sleeps-6-At-Jackson-Gore-On-Okemo-With-AC.h106389718.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101200000/101196100/101196017/7a0809b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101200000/101196100/101196017/cf7ad74d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/102000000/101200000/101196100/101196017/54d91cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101200000/101196100/101196017/c35398d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with mountain view, private balcony, & fireplace [](https://www.expedia.com/Ludlow-Hotels-Ski-Inski-Out-Condo-With-Mountain-View.h101196017.Hotel-Information) Clock Tower Base Area 8.0/10 Very Good (7 reviews) "Awesome stay! Clean - Bed for couch could be better." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveler [](https://www.expedia.com/Ludlow-Hotels-Ski-Inski-Out-Condo-With-Mountain-View.h101196017.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101060000/101051000/101050906/w1080h808x0y2-0d56282a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101060000/101051000/101050906/5785b2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101060000/101051000/101050906/cfc2066d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101060000/101051000/101050906/9f7a7d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails. [](https://www.expedia.com/Ludlow-Hotels-Ski-InSki-Out-Nicely-Updated-2-BR-Condo-On-Okemo-Mountain-Ski-Trails.h101050906.Hotel-Information) Okemo Village 10/10 Exceptional (33 reviews) "Awesome place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John M. [](https://www.expedia.com/Ludlow-Hotels-Ski-InSki-Out-Nicely-Updated-2-BR-Condo-On-Okemo-Mountain-Ski-Trails.h101050906.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131418/3ab8d5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131418/da05b441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131418/4fb63f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131500/72131418/85fe858e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer [](https://www.expedia.com/Ludlow-Hotels-Walk-To-Ski-Trail-Condo-With-Fireplace.h72131418.Hotel-Information) Okemo Village 9.6/10 Exceptional (37 reviews) "We really enjoyed our stay. The condo was the perfect size for our group. Its location offered a lot of flexibility — everyone could ski as much or as little as they wanted to, being able to ski in/out as they wished. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pam B. [](https://www.expedia.com/Ludlow-Hotels-Walk-To-Ski-Trail-Condo-With-Fireplace.h72131418.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105890000/105888300/105888251/e9a3a2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/106000000/105890000/105888300/105888251/bba8b289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/106000000/105890000/105888300/105888251/900505d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/106000000/105890000/105888300/105888251/a9097bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR ski-in/out condo with wifi, washer/dryer & mountain view [](https://www.expedia.com/Ludlow-Hotels-4BR-Ski-Inout-Condo-With-Fireplace.h105888251.Hotel-Information) Ludlow 9.0/10 Wonderful (10 reviews) "What an amazing well kept property. My family really enjoyed the views and atmosphere of the area i wish i could have stayed there forever. The view and the sunrises are an amazing sight to see !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean S. [](https://www.expedia.com/Ludlow-Hotels-4BR-Ski-Inout-Condo-With-Fireplace.h105888251.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89950000/89948300/89948269/w1200h897x0y1-6574d910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89950000/89948300/89948269/6c5e1321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89950000/89948300/89948269/2ca750b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89950000/89948300/89948269/a68bf0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D [](https://www.expedia.com/Ludlow-Hotels-Okemo-Ski-In-Ski-Out-Winterplace.h89948269.Hotel-Information) Okemo Village 10/10 Exceptional (34 reviews) "Very nice property and fun ski mountian. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bill [](https://www.expedia.com/Ludlow-Hotels-Okemo-Ski-In-Ski-Out-Winterplace.h89948269.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131802/1dddc96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131802/704f58ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131802/3381691a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131802/a2e129a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Three-level ski-in/out condo with sauna, washer/dryer & mountain view [](https://www.expedia.com/Ludlow-Hotels-Three-Level-Ski-Inout-Condo-With-Sauna.h72131802.Hotel-Information) Ludlow 8.8/10 Excellent (14 reviews) "Loved skiing out our back door. This place was the perfect vacation getaway for our group!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elaine C. [](https://www.expedia.com/Ludlow-Hotels-Three-Level-Ski-Inout-Condo-With-Sauna.h72131802.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/71000000/70540000/70533600/70533526/7eebdb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/71000000/70540000/70533600/70533526/9bc5d09a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70540000/70533600/70533526/b52f6288.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/71000000/70540000/70533600/70533526/a017d2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out gem with balcony, fast WiFi, modern decor & full kitchen [](https://www.expedia.com/Ludlow-Hotels-Vrbo-Property.h70533526.Hotel-Information) Clock Tower Base Area 8.6/10 Excellent (12 reviews) "The unit was clean, up to date and very convenient to the slopes and local bar & grill." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael R. [](https://www.expedia.com/Ludlow-Hotels-Vrbo-Property.h70533526.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/195c9a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/82a78a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/8583048f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/fcd88235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2nd-floor downtown Ludlow studio condo with kitchenette, streaming [](https://www.expedia.com/Ludlow-Hotels-2nd-Floor-Downtown-Ludlow-Studio-Condo-With-Kitchenette.h101332217.Hotel-Information) Ludlow 8.6/10 Excellent (4 reviews) "Great location and convenient to all local businesses. I enjoyed it very much. Would stay here anytime and plan to again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin C. $235 nightly $265 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Ludlow-Hotels-2nd-Floor-Downtown-Ludlow-Studio-Condo-With-Kitchenette.h101332217.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107320000/107316600/107316523/27caa443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107320000/107316600/107316523/cb40a29e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107320000/107316600/107316523/2a6df9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107320000/107316600/107316523/497a7318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type! [](https://www.expedia.com/Ludlow-Hotels-The-Lodge-Modern-Ski-OutSki-Out-Serene-Retreat-Condo-For-The-Outdoorsy-Type.h107316523.Hotel-Information) Clock Tower Base Area 10/10 Exceptional (5 reviews) "Kerry's condo was immaculate and comfortable and in an awesome location right on the mountain. She was very easy to communicate with and a great host. My son and I had a great time. Thank you Kerry!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin M. [](https://www.expedia.com/Ludlow-Hotels-The-Lodge-Modern-Ski-OutSki-Out-Serene-Retreat-Condo-For-The-Outdoorsy-Type.h107316523.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/74000000/73760000/73756500/73756498/37d4f7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73760000/73756500/73756498/242c845f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73760000/73756500/73756498/6c0c3510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73760000/73756500/73756498/9dbc824e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with WiFi, washer/dryer, mountain views & golf nearby [](https://www.expedia.com/Ludlow-Hotels-1-Bedroom-Ski-Onoff.h73756498.Hotel-Information) Clock Tower Base Area 9.0/10 Wonderful (20 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther K. [](https://www.expedia.com/Ludlow-Hotels-1-Bedroom-Ski-Onoff.h73756498.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.com/Hotel-Search?startDate=2026-03-23&endDate=2026-03-24®ionId=553248635976432508&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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. Plan this year’s big trip and save. [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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME) 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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE) 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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO) 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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT) 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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APART_HOTEL) 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=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VILLA) ![](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-Condos.d553248635976432508-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-County-Condos.d553248635976432508-aaCondos.Travel-Guide-Accommodation) ## Top Windsor County Hotel Reviews ![Comfort Inn White River Junction](https://images.trvl-media.com/lodging/1000000/10000/8900/8850/8ccfd424_y.jpg) ### Comfort Inn White River Junction 8/10 Good "it wa correct for the parking" [](https://expedia.com/White-River-Junction-Hotels-Comfort-Inn.h8850.Hotel-Information) ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg) ### Pointe at Castle Hill Resort 6/10 Okay "This hotel was overpriced but great location to mountain. " [](https://expedia.com/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "All the staffs are very nice and friendly " [](https://expedia.com/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![The Jackson ](https://images.trvl-media.com/lodging/1000000/190000/181400/181337/6aabd3c1_y.jpg) ### The Jackson 10/10 Excellent "Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly," [](https://expedia.com/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Yes" [](https://expedia.com/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Kedron Valley Inn](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/33e9ebe5_y.jpg) ### Kedron Valley Inn 8/10 Good "Tv was unusable, very limited capabilities and remote was impossible to use." [](https://expedia.com/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ![Hotel Coolidge](https://images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/2db4f9a7_y.jpg) ### Hotel Coolidge 10/10 Excellent "Check in gentleman was friendly and offered suggestions on places to eat & visit. The hotel is older and could use a little TLC but personally I love the charm and character of older places. The bed definitely needs a new mattress. Complimentary coffee/tea in the lobby, and nice fireplace to sit by and watch TV or have a conversation. There was a Japanese exhibition in their conference room that was quite interesting and informative." [](https://expedia.com/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.Hotel-Information) ![Align Inn Vermont](https://images.trvl-media.com/lodging/1000000/10000/1200/1108/4cc53d97_y.jpg) ### Align Inn Vermont 6/10 Okay "Checkin was easy, bed was comfortable, breakfast had a few options. I had a room at the end of the property so it was quiet. There was a spider in my room but they don't bother me so it really wasn't a big deal, but I know some people fear them so for others it might have been an issue." [](https://expedia.com/White-River-Junction-Hotels-Align-Inn-Vermont.h1108.Hotel-Information) ![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/8d6bfa64_y.jpg) ### On The River Inn 10/10 Excellent "The breakfast and staff were AMAZING! Freshly made scrambled eggs, bacon, sausage patties, french toast, waffles, Cabot yogurt with all the fixings, dry cereal, hot oatmeal, breads, muffins, danish, etc. Everything was delicious and well presented as well! Forgot to mention freshly gound coffee! YUM! KUDOS!" [](https://expedia.com/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ## Find out more about Windsor County ## Windsor County Condo Rentals information | Number of reviews | 317 | | ----------------- | ----------------- | | Accommodation | 348 Condo Rentals | | Lowest Price | $265 | | Highest Price | $314 | ## 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) - 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