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Our top choices for Windsor vacation homes

The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AED 738
AED 2,503 total
includes taxes & fees
20 Apr - 21 Apr
The Tower House | Hot Tub | Firepit | Dog-Friendly

Chic Farmhouse Decor | Deck w/View

Chic Farmhouse Decor | Deck w/View
Sunapee
10.0 out of 10, Exceptional, (57 reviews)
"Loved our stay and will definitely return!"
United States
Jenifer S.
The price is AED 694
AED 1,534 total
includes taxes & fees
29 Mar - 30 Mar
Chic Farmhouse Decor | Deck w/View

Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Location was great"
United States
Andrew P.
The price is AED 624
AED 1,188 total
includes taxes & fees
29 Mar - 30 Mar
Brook Road Condo

Elysium on Little Sunapee-Dock, Firepit, Trails

Elysium on Little Sunapee-Dock, Firepit, Trails
New London
9.8 out of 10, Exceptional, (12 reviews)
"Great Lake house with all the amenities you need for a great week!! Kitchen is well stocked. Wonderful hosts!"
United States
Caren H.
The price is AED 648
AED 2,595 total
includes taxes & fees
31 Mar - 1 Apr
Elysium on Little Sunapee-Dock, Firepit, Trails

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.8 out of 10, Exceptional, (21 reviews)
"The treehouse was the perfect place to unwind and relax for a few nights. Seeing the pines covered in snow out of every window was truly magical. Clean, well stocked, and everything was in good working order. "
United States
Ashley P.
The price is AED 661
AED 1,367 total
includes taxes & fees
30 Mar - 31 Mar
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Unique Treehouse Near Mt Sunapee

Unique Treehouse Near Mt Sunapee
Newbury
10.0 out of 10, Exceptional, (29 reviews)
"Amazing property! Would definitely stay here again "
New Zealand
Jackie M.
The price is AED 843
AED 1,600 total
includes taxes & fees
29 Mar - 30 Mar
Unique Treehouse Near Mt Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (20 reviews)
"Great home. The hosts were accessible and responded quickly to questions. Definitely will stay there again!"
United States
Ellen V.
The price is AED 562
AED 1,542 total
includes taxes & fees
8 Apr - 9 Apr
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is AED 676
AED 1,100 total
includes taxes & fees
29 Mar - 30 Mar
Brook Road Condo

Charming Lakefront Cottage on Lake Mascoma

Charming Lakefront Cottage on Lake Mascoma
Enfield
10.0 out of 10, Exceptional, (21 reviews)
"Couple day getaway, beautiful views right on the water plenty of windows, well stocked on house essentials"
United States
Stephanie V.
The price is AED 1,040
AED 2,161 total
includes taxes & fees
29 Mar - 30 Mar
Charming Lakefront Cottage on Lake Mascoma

Lake Front Family Friendly Escape

Lake Front Family Friendly Escape
Newport
10.0 out of 10, Exceptional, (4 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is AED 397
AED 1,267 total
includes taxes & fees
31 Mar - 1 Apr
Lake Front Family Friendly Escape

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is AED 496
AED 1,586 total
includes taxes & fees
30 Mar - 31 Mar
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.6 out of 10, Exceptional, (18 reviews)
"House was in a perfect location. The town was adorable. "
United States
Michelle A.
The price is AED 764
AED 1,563 total
includes taxes & fees
29 Mar - 30 Mar
Charming Chester Farmhouse near Near VT Slopes

CozyDen-Location, Ski Off/Shuttle On!

CozyDen-Location, Ski Off/Shuttle On!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AED 353
AED 1,075 total
includes taxes & fees
5 Apr - 6 Apr
CozyDen-Location, Ski Off/Shuttle On!

Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AED 1,980
AED 3,699 total
includes taxes & fees
5 Apr - 6 Apr
Cozy Vermont Cabin · Mountain Views · Near Okemo

2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!

2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!
Plymouth
The price is AED 250
AED 362 total
includes taxes & fees
14 Apr - 15 Apr
2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Ludlow
9.8 out of 10, Exceptional, (85 reviews)
"This house was perfect for our family's ski weekend. Everything was very clean, the house was extremely comfortable. Beds/mattresses were great and there were plenty of pillows. Shuttle transportation to the mountain is virtually right outside the door (which was great because our teens could take the shuttle to the mountain to be first on the lift and we could join them a bit later). The three twin beds on the top floor made for a fun teen sleeping/hang out space. Having two full bathrooms was...
United States
Robin
The price is AED 817
AED 1,649 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

The Big Lebearski! Hot Tub, FirePlace!

The Big Lebearski! Hot Tub, FirePlace!
Killington
10.0 out of 10, Exceptional, (19 reviews)
"Great location and excellent hosts "
United States
Peter G.
The price is AED 885
AED 2,643 total
includes taxes & fees
29 Mar - 30 Mar
The Big Lebearski! Hot Tub, FirePlace!

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (108 reviews)
"We enjoyed our stay, the house was lovely and close to everything in Ludlow and Okemo."
United States
Hannah M.
The price is AED 817
AED 1,649 total
includes taxes & fees
30 Mar - 31 Mar
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Killington
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
The price is AED 793
AED 2,455 total
includes taxes & fees
1 Apr - 2 Apr
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee

Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee
Sunapee
9.4 out of 10, Exceptional, (6 reviews)
"Great location to walk into town."
United States
Carol G.
Charming 3-Bedroom House. Walk to Sunapee Harbor and Short Drive to Mt. Sunapee
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.
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Top Windsor Hotel Reviews

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