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Vacation Homes in Windsor

Beautiful home offering privacy on 7 acres with private pond

10.0 out of 10, Exceptional, (30)
"Very relaxing house, we all enjoyed the fireplaces and pellet stove and the well-equipped kitchen allowed us to cook beautiful meals. The property is gorgeous and neighbors are far away. This was the perfect place for a friends reunion/ski trip!"
The price is SAR 827
SAR 1,914 total
includes taxes & fees
16 Oct - 17 Oct
Beautiful home offering privacy on 7 acres with private pond

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington

CozyDen - AC, Grill, Bike to Mountain, Porch!

10.0 out of 10, Exceptional, (1)
"Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. "
CozyDen - AC, Grill, Bike to Mountain, Porch!

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Lake Front Family Friendly Escape

10.0 out of 10, Exceptional, (4)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
The price is SAR 543
SAR 1,481 total
includes taxes & fees
20 Oct - 21 Oct
Lake Front Family Friendly Escape

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The Grizz- AC, Pool, Sauna, Gym, Near Resort

Chic Farmhouse Decor | Deck w/View

10.0 out of 10, Exceptional, (51)
"Great cabin about 2 minutes from Mt. Sunapee resort and state park, as well as several lake towns. Beds are extra comfortable and the kitchen has everything we needed. "
The price is SAR 825
SAR 1,697 total
includes taxes & fees
28 Oct - 29 Oct
Chic Farmhouse Decor | Deck w/View

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

2.0 star property
10.0 out of 10, Exceptional, (16)
"We greatly enjoyed a quick get away to this beautiful sun-filled house! The house was exceptionally clean and comfortable, very relaxing place to stay! "
The price is SAR 675
SAR 1,742 total
includes taxes & fees
22 Oct - 23 Oct
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

The Carol - 10 minutes to Okemo & Newly Renovated

10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
The price is SAR 631
SAR 1,169 total
includes taxes & fees
21 Oct - 22 Oct
The Carol - 10 minutes to Okemo & Newly Renovated

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

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

Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals.

10.0 out of 10, Exceptional, (2)
"A very comfortable stay for a family of four. Close to everything, clean, well stocked for breakfast making, and just enough room for everyone. We really enjoyed the fireplace after a day of skiing.Not sure why the heat setting turned to low 60s every night, but our blankets were warm."
Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals.

Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.

7.6 out of 10, Good, (4)
"Great location, clean and quiet."
Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.

Spacious 2BR/3BA Killington Condo w/ EV Charger, Ski Discounts & Pool

10.0 out of 10, Exceptional, (1)
"Great location! Check in and check out process was super easy. Loved it!"
Spacious 2BR/3BA Killington Condo w/ EV Charger, Ski Discounts & Pool

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect "
The price is SAR 514
SAR 1,844 total
includes taxes & fees
3 Nov - 4 Nov
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Brook Road Condo

8.8 out of 10, Excellent, (14)
"Nice place close to the mountain!"
Brook Road Condo

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

10.0 out of 10, Exceptional, (2)
"Beautiful, spacious, clean, relaxing home and property. Loved it! Would stay here again."
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

8.0 out of 10, Very Good, (1)
"Place was nice a cozy. Had a minor issue that was communicated quickly and resolved."
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

Main Street Retreat 4-bedroom w Hot Tub, Walk to Beach, Harbor & Restaurants

10.0 out of 10, Exceptional, (2)
"Great location. Fun weekend. House nicely maintained and supplied. "
The price is SAR 1,313
SAR 2,995 total
includes taxes & fees
9 Oct - 10 Oct
Main Street Retreat 4-bedroom w Hot Tub, Walk to Beach, Harbor & Restaurants

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
The price is SAR 371
SAR 626 total
includes taxes & fees
2 Nov - 3 Nov
Whimsical Room & Private Bathroom in Historic Inn

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

9.0 out of 10, Wonderful, (4)
"Great location to walk into town."
The price is SAR 1,313
SAR 2,511 total
includes taxes & fees
21 Oct - 22 Oct
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