What are the top rated Short Term Stays in Windsor County?

There are a lot of options in Windsor County. If you plan on staying in the Windsor County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Windsor County: <a href="/property/vermont-hillside-cottage-w-great-view-pet-friendly-fee-required/HA-3211179728" class="class="static-page-link"">Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required</a> <a href="/property/luxurious-secluded-ski-chalet-w-country-decor-hot-tub-near-okemo/HA-121244987" class="class="static-page-link"">Luxurious, Secluded, Ski Chalet, w/Country Decor &amp; Hot Tub Near Okemo</a> <a href="/property/charming-log-cabin-apartment-in-woodstock-village/HA-121354330" class="class="static-page-link"">Charming Log Cabin Apartment in Woodstock Village</a> <a href="/property/gorgeous-lakefront-autumn-splendor-private-setting-5-mins-to-okemo/HA-1213992625" class="class="static-page-link"">GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!</a> <a href="/property/perfect-design-location-for-the-vt-experience-hope-upon-up-above/HA-1214829484" class="class="static-page-link"">Perfect Design &amp; Location for the VT Experience. &#34;Hope Upon, Up Above&#34;</a> <a href="/property/quiet-vermont-winter-getaway/HA-321217614" class="class="static-page-link"">Quiet Vermont Winter Getaway</a> <a href="/property/quiet-modern-luxury-home-w-memory-foam-beds-a-c-fast-wifi-and-full-kitchen/HA-321426078" class="class="static-page-link"">Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen</a> <a href="/property/classic-vt-ski-chalet-walkable-to-okemo-ski-lift-w-fit-pit-pool-table/HA-1213734302" class="class="static-page-link"">Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit &amp; Pool Table</a> <a href="/property/the-crooked-house-with-a-c-and-sauna-on-private-wooded-lot-near-killington/HA-3211242633" class="class="static-page-link"">&#34;The Crooked House&#34; with A/C and sauna on private wooded lot near Killington</a> <a href="/property/2-bed-exceptional-fireplace-condo-in-the-heart-of-town-on-shuttle-route/HA-3211872173" class="class="static-page-link"">2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route</a>

How much is rent for a furnished short-term stay in Windsor County?

At Hottubvacationrentals short-term furnished accommodation in or near Windsor County ranges from $70 to $6,691 per night.

How many holiday rentals near Windsor County are available?

We have 7 places to stay near Windsor County. Check out the complete list of holiday rentals in Windsor County to find what works for your next trip.

Can we get a self-catering short-term stay in Windsor County?

Yes, there are 7 self-catering short-term rental homes in Windsor County that have hot tubs & other amenities The most popular self-catering top-rated rental homes are: Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base! Ski-in/ski-out with the views! Solitude Village O 203 "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo Luxurious, Secluded, Ski Chalet, w/Country Decor & Hot Tub Near Okemo Skyeship House in Woods - 8 Beds wHot Tub The Carol - 10 minutes to Okemo & Newly Renovated 11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town

What are the best luxury short-term stays for families near Windsor County?

There are more than 7 luxury temporary places to stay near Windsor County, with other amenities available according to 2026 data from Hottubvacationrentals.

Windsor County Short-Term Rentals

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

From US $476

10.0 (4 Reviews)

House

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Parking
TV
Balcony/Terrace

Windsor County Short-Term Vacation Rentals

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