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Featured Cottages in Windsor

Estimated price for 1 night/2 adults

Rustic Waterfront Cottage w Deck w Boats 42 Acre Pond w Loons, Beaver, Wildlife
Rustic Waterfront Cottage w Deck w Boats 42 Acre Pond w Loons, Beaver, Wildlife
Grantham, New Hampshire
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Situated on the waterfront, this cottage is 9.3 mi (14.9 km) from Whaleback Mountain and 10.9 mi (17.5 km) from Otter Pond. Perkins Pond and AVA Gallery and ...
Woodstock Village Carriage House
Woodstock Village Carriage House
Woodstock, Vermont
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4.9/5 (10 reviews)

We have visited Woodstock many times but this was the first time we stayed in a private residence. Staying at the carriage house made us feel more like village residents than visitors! The setting is very private and the structure is unique and historic. It was nice to have plenty of room to spread ...

Reviewed on 2 Mar. 2019
Situated in a rural location, this romantic cottage is within a 10-minute walk of Dana House Museum, Billings Farm and Museum, and Mount Tom Peak. Woodstock ...
Respite at Perkins Pond
Respite at Perkins Pond
Sunapee, New Hampshire
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Situated in Sunapee, this cottage is 0.1 mi (0.1 km) from Perkins Pond and within 6 mi (10 km) of Sunapee Harbor and Lake Sunapee. Otter Pond and Newport Historical ...
Brook Road Cottage
Brook Road Cottage
3.5 out of 5.0 1217 Brook Road, Goshen, NH
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Situated in Goshen, this cottage is within 9 mi (15 km) of Newport Golf Club, Mount Sunapee, and Newport Historical Society. Sunapee Harbor and Perkins Pond ...
Cottage Across Street From the Lake W/60-ft Water Frontage Access, Private Dock!
Cottage Across Street From the Lake W/60-ft Water Frontage Access, Private Dock!
Ludlow, Vermont
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5.0/5 (1 reviews)

We couldn’t believe how nice the place was and fully prepared for us. It was clean comfortable and afforded us with what we wanted, access to Lake Pauline for kayaking. The kitchen had everything needed to make our meals. From utensils to the microwave it was all there. Bathroom was great and had ...

Reviewed on 12 Aug. 2018
Situated in Ludlow, this cottage is 1.2 mi (1.9 km) from Lake Rescue and within 3 mi (5 km) of Okemo Mountain Resort and Jackson Gore Ski Resort at Okemo. Okemo ...
Newly Remodeled 3-bd, 2-ba, on Quiet Country Road
Newly Remodeled 3-bd, 2-ba, on Quiet Country Road
Woodstock, Vermont
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5.0/5 (12 reviews)

I generally write reviews only when I am throughly impressed...so here goes. We are two couples and a dog living in NYC in search of a quaint place around Killington Vermont to learn how to Ski during the New Year. I stumbled upon this place and immediately liked it. It was a 25 mins drive from the ...

Reviewed on 4 Jan. 2019
Situated in the mountains, this romantic cottage is 2.5 mi (4 km) from Union Arena Community Center and within 6 mi (10 km) of Marsh-Billings-Rockefeller National ...
Spectacular New Lakefront Cottage, 25 Minutes From Hanover/sunapee
Spectacular New Lakefront Cottage, 25 Minutes From Hanover/sunapee
Enfield, New Hampshire
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5.0/5 (7 reviews)

This tucked-away house is beautifully designed and maintained, and is very comfortable. The views of the lake are wonderful. A great get-away! The owners are friendly, responsive, and accommodating.

Reviewed on 13 Nov. 2018
Situated on a lake, this cottage is 6.1 mi (9.8 km) from Enfield Shaker Museum and within 12 mi (20 km) of Lebanon Opera House and Whaleback Mountain. Dartmouth-Hitchcock ...
Charming Waterfront Cottage on Echo Lake - 2 Dogs Welcome!
Charming Waterfront Cottage on Echo Lake - 2 Dogs Welcome!
Ludlow, Vermont
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4.2/5 (5 reviews)

Easy to book and easy to access! 10 min drive to most nearby eateries and activities which made it perfect for our own privacy and no congestion to deal with!

Reviewed on 25 Nov. 2018
Situated on the waterfront, this cottage is within a 15-minute walk of Echo Lake, Amherst Lake, and Lake Rescue. Camp Plymouth State Park is 1.3 mi (2.2 km) ...
Bridgewater Country Cottage
Bridgewater Country Cottage
3.0 out of 5.0 338 Upper Rd, Bridgewater, VT
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5.0/5 (1 reviews)

The cottage was great and there was plenty of room for the 8 of us who went. Would definitely consider renting again the next time we book a Killington trip!

Reviewed on 27 Mar. 2017
Situated in Bridgewater, this cottage is 0.3 mi (0.4 km) from Long Trail Brewing Company and within 9 mi (15 km) of Coolidge State Park and Calvin Coolidge Homestead. ...
Restored 4 Bedroom Family Lakefront Cottage on Lake Sunapee in Blodgett Landing
Restored 4 Bedroom Family Lakefront Cottage on Lake Sunapee in Blodgett Landing
Newbury, New Hampshire
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4.9/5 (7 reviews)

Used the house as a Sleep station. My family has a cottage at 30 Lake Ave where we spent our days. Cottage rooms were smaller than they looked in pictures so cottage really worked for sleeping only. Question: How do I get my deposit returned?

Reviewed on 7 Sep. 2018
Located in Blodgett Landing, this cottage is within 3 mi (5 km) of Lake Sunapee, The Fells, and John Hay National Wildlife Refuge. Little Sunapee Lake and New ...
Idyllic Lakefront House Suited Two Families
Idyllic Lakefront House Suited Two Families
Ludlow, Vermont
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4.6/5 (11 reviews)

Great place to stay and ski. Clean and just filled with character. Plenty of space to spread out and having the basement with the ping pong table gave us hours of entertainment. Thank Ursula for sharing!!! Total success.

Reviewed on 10 Feb. 2019
This family-friendly Ludlow cottage is located on a lake, within 3 mi (5 km) of Lake Rescue and Jackson Gore Ski Resort at Okemo. Echo Lake and Okemo Valley ...
Cozy Pondside Cottage on Ecological Mini-farm
Cozy Pondside Cottage on Ecological Mini-farm
Sharon, Vermont
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Situated on a river, this romantic cottage is within 16 mi (25 km) of Main Street Museum, East Hill, and Wilderness Trails. Quechee Gorge and Quechee Gorge Village ...
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Estimated price for 1 night/2 adults

Windsor Mansion Inn

Windsor Mansion Inn

153 Pembroke Road, Windsor, VT
    3.5 out of 5.0
     
     
    4.6 out of 5 (25 reviews)

    Windsor Mansion InnC$234

    23 Jul - 24 Jul

    Windsor Mansion InnC$234
    Snapdragon Inn

    Snapdragon Inn

    26 Main Street, Windsor, VT
      3.5 out of 5.0
       
       
      4.7 out of 5 (16 reviews)

      Snapdragon InnC$315

      23 Jul - 24 Jul

      Snapdragon InnC$315

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