Holiday rentals in Windsor
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Top-rated holiday rentals in Windsor
Guests agree: these stays are highly rated for location, cleanliness and more.
Farm stay in Plainfield
4.97 out of 5 average rating, 175 reviewsRenovated 1817 Hobby Farm Close to Dartmouth
Come stay at our hobby farm in Plainfield Village! Experience country living with a 20-minute proximity to Dartmouth University. It is a daily work in progress, gardening and taking care of the chickens and sheep, so it is not perfect, but it is lively and ever-changing. You can see gorgeous views of Mount Ascutney from your window, hike to the French Ledges, visit St. Gaudens Park, or J.D. Sallingers farm. Every season is beautiful here! Or learn how to make macarons :) if you are brave enough.
25 Nov – 2 Dec
Guest house in Hartland
4.96 out of 5 average rating, 158 reviewsCottage for Two/Solo Getaway/Musician's Retreat
Luxurious, well appointed cottage with beautiful sunrise view located between Woodstock VT and Hanover NH. An inspiring treat for musician’s getaway is a fully restored 1929 Steinway L. Full kitchen, custom cabinets, gas fireplace, energy efficient heat pump, washer, dryer and very comfortable queen bed. A romantic getaway in the woods, a place to relax, work in peace, or explore the beauty and history of the area. Hiking, biking, fly fishing, hot air balloon rides and shopping are all close by.
10–17 Mar
Flat in Springfield
4.9 out of 5 average rating, 221 reviewsFarm Barn apt. 3 bedr, 2 bath, fiberoptic internet
Getaway for families, couples or groups. Apt. in our Barn. High speed internet, so ideal for "work from home". Full kitchen with oven, microwave, dishwasher, big fridge , 3 bedrooms, 2 baths, Dining/Living room with TV ( Antenna, no cable, Roku: bring your passwords for Netflix..) Fields, forest, hill and river on our property. We allow one friendly dog at a time but it is not allowed to stay in the apt. by itself (daycare in Spgf avbl). Please add the dog to your booking for the one time 35 $.
16–23 Apr
Holiday rentals for every style
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Popular amenities for Windsor holiday rentals
Other great holiday rentals in Windsor
Guest suite in Hartford
4.92 out of 5 average rating, 309 reviewsSunny Side Airbnb (dog friendly)
19–26 Apr
Flat in Grantham
5.0 out of 5 average rating, 147 reviewsDartmouth / Lake Sunapee Region
27 Nov – 4 Dec
Tiny home in Hartland
4.95 out of 5 average rating, 144 reviewsCabin on the Hill
29 Apr – 6 May
Flat in Weathersfield
4.97 out of 5 average rating, 109 reviewsCute VT Bungalow With 180 Degree View of NH
19–26 Jun
Flat in Lebanon
4.91 out of 5 average rating, 517 reviewsGreen Street Hideaway. Downtown Lebanon.
19–26 Apr
Home in Plainfield
4.89 out of 5 average rating, 116 reviewsHistoric Home on 17 acres of land. Go escape!
25 Mar – 1 Apr
Home in West Windsor
4.98 out of 5 average rating, 127 reviewsFirewheel Hill: Private, contemporary house
28 Apr – 5 May
Guest house in Woodstock
4.98 out of 5 average rating, 203 reviewsCozy Little Spot (Self Check-in)
30 Jan – 6 Feb
Home in West Windsor
4.96 out of 5 average rating, 50 reviewsBirdie's Nest Guesthouse
26 Jul – 2 Aug
Home in Hartland
4.95 out of 5 average rating, 38 reviewsCozy 1 bedroom home with private hot tub
22–29 Jul
Home in Windsor
5.0 out of 5 average rating, 49 reviewsModern custom home on a side of Mt Ascutney
11–18 Jan
Cabin in Windsor
5.0 out of 5 average rating, 24 reviewsCharming Cabin in Central VT
14–21 Mar
Quick stats about holiday rentals in Windsor
Total rentals | 30 properties |
---|---|
Wifi availability | 30 properties include access to wifi |
Rentals with dedicated workspaces | 20 properties have a dedicated workspace |
Family-friendly rentals | 10 properties are a good fit for families |
Total number of reviews | 1.7K reviews |
Nightly prices starting at | £32 before taxes and fees |
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