Vacation rentals in Windsor County
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Top-rated vacation rentals in Windsor County
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windsor County vacation rentals
Other great vacation rentals in Windsor County
Guest favourite
Tiny homes in Hartland
Private Modern Cabin w/View of Fields, Hills
Guest favourite
Rental unit in Claremont
Beautiful 1 bedroom apartment with balcony
Guest favourite
Rental unit in Weathersfield
The Loft at Weathersfield
Guest favourite
Farm stay in Plainfield
Renovated 1817 Hobby Farm Close to Dartmouth
Guest favourite
Guest suite in Brownsville/West Windsor
Cozy Guest Suite in Charming Farmhouse
Guest favourite
Guest suite in Shrewsbury
Valley View
Guest favourite
Condo in Ludlow
Okemo Ski-in/Ski-out, Steps to lift Condo
Guest favourite
Cabin in Pittsfield
Tiny Vermont Cabin!
Destinations to explore
- Rentals with lake access Windsor County
- Beachfront rentals Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Farmstay rentals Windsor County
- Rentals with a washer and dryer Windsor County
- Cottage rentals Windsor County
- Rentals with an accessible height bed Windsor County
- Rentals with outdoor seating Windsor County
- Rentals with a hot tub Windsor County
- Bed and breakfasts Windsor County
- Pet-friendly rentals Windsor County
- Rentals with an EV charger Windsor County
- Rentals with pools Windsor County
- Rentals with a patio Windsor County
- Villa rentals Windsor County
- Ski-in/ski-out rentals Windsor County
- Apartment rentals Windsor County
- Condo rentals Windsor County
- Tiny house rentals Windsor County
- Family-friendly rentals Windsor County
- Rentals with a kayak Windsor County
- Waterfront rentals Windsor County
- Rentals with an accessible height toilet Windsor County
- Rentals with a fireplace Windsor County
- Fitness-friendly rentals Windsor County
- Guesthouse rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Rentals with beach access Windsor County
- Kid-friendly rentals Windsor County
- Townhouse rentals Windsor County
- Monthly Rentals Windsor County
- Rentals with a firepit Windsor County
- Rentals with a sauna Windsor County
- Rentals with breakfast Windsor County
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