Foto av Rachel Samanyi

Semesterboende i Windsor County

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De populäraste städerna i Windsor County

Våra rekommendationer för semesterboenden i Windsor County

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0-stjärnigt boende
Plymouth
10.0 av 10, Enastående, (14)
“We had a great stay! Beautiful spot tucked in the woods. Great host communication!”
USA
Julie-Anne B.
Priset är 5 492 kr
inklusive skatter och avgifter
5 jan. – 6 jan. 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Addie's Place: A Quiet and Quirky Private Guesthouse

Addie's Place: A Quiet and Quirky Private Guesthouse
Hartford
10.0 av 10, Enastående, (4)
“This was a great little getaway spot. Close to lots of cute shops and restaurants. Addie’s Place was clean and had all the amenities we needed for our stay and pet friendly!Stephanie was easy to work with and very responsive to questions. We would definitely book Addie’s Place again!”
USA
Tracey C.
Priset är 2 067 kr
inklusive skatter och avgifter
20 jan. – 21 jan. 2026
Addie's Place: A Quiet and Quirky Private Guesthouse

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0-stjärnigt boende
Cavendish
10.0 av 10, Enastående, (11)
“Hot tub was wonderful! We only opened it half way for the two of us and it maintained 102-103 the entire time and was very clean! ”
USA
Crissi C.
Priset är 3 749 kr
inklusive skatter och avgifter
7 jan. – 8 jan. 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo
Woodstock
9.8 av 10, Enastående, (24)
“Friendly owners with a very comfortable and accommodating space.Very well thought out with a great common space .Hiking trails , fire pit , animals , fresh eggs and produce in season.Highly recommended!!”
USA
Jo-Alice S.
Priset är 1 775 kr
inklusive skatter och avgifter
5 jan. – 6 jan. 2026
Treehouse at Wise Pines- SoBo

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 av 10, Enastående, (3)
“Very welcoming, awesome weekend getaway.”
USA
Zachary B.
Priset är 2 708 kr
inklusive skatter och avgifter
13 jan. – 14 jan. 2026
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Woodstock Studio | 10 Min to Killington

Woodstock Studio | 10 Min to Killington
Bridgewater
10.0 av 10, Enastående, (5)
“We needed a place just for one night. The Bridgewater Inn was a perfect spot for our needs. It was chosen because of convenience, but it was a nice introduction to the place we will definitely revisit when we have the time for a more prolonged stay. Clean, cozy and accomodating.”
USA
Joseph D.
Priset är 2 500 kr
inklusive skatter och avgifter
12 jan. – 13 jan. 2026
Woodstock Studio | 10 Min to Killington

Ski-in / Ski-out bergen-sidan lägenhet nära allt!

Ski-in / Ski-out bergen-sidan lägenhet nära allt!
Clock Tower Base Area
9.0 av 10, Underbart, (74)
“Perfect location for a quick ski trip. ”
USA
Michael D.
Priset är 5 128 kr
inklusive skatter och avgifter
21 jan. – 22 jan. 2026
Ski-in / Ski-out bergen-sidan lägenhet nära allt!

Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn
Chester Depot
8.8 av 10, Fantastiskt, (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!”
USA
Paul S.
Priset är 1 922 kr
inklusive skatter och avgifter
4 jan. – 5 jan. 2026
Whimsical Room & Private Bathroom in Historic Inn

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 av 10, Underbart, (25)
“Great location for ski in ski out unit on 1st floor. Steps away from clock tower base and lift. Easy access to post ski fun for drink/dining super close The Loft or The Bull both 2 mins walk from condo. ”
USA
Bridget D.
Priset är 3 199 kr
inklusive skatter och avgifter
4 jan. – 5 jan. 2026
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 av 10, Enastående, (4)
“Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!”
USA
Gerald S.
Priset är 5 390 kr
inklusive skatter och avgifter
12 jan. – 13 jan. 2026
Gnome Home Mountain Ski Chalet w/Sauna Killington

Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 av 10, Underbart, (14)
“Great place!”
USA
Darcie L.
Priset är 3 483 kr
inklusive skatter och avgifter
12 jan. – 13 jan. 2026
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Clock Tower Base Area
8.6 av 10, Fantastiskt, (14)
“Great stay at Okemo. Super convenient to get to the lifts and unit was well maintained. Couldn’t find pillow cases for the pull out couch but otherwise everything was well appointed. Check in/check out was super easy. Thank you!”
USA
Kristin S.
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 av 10, Fantastiskt, (32)
“great location, close walkto store, restaurants. Okemoabout a minute drive toparking lots. ”
USA
C A.
Priset är 2 528 kr
inklusive skatter och avgifter
5 jan. – 6 jan. 2026
Efficient condo near slopes with kitchenette & great location

Cozy Studio Condo with Great Location, WiFi & Kitchenette

Cozy Studio Condo with Great Location, WiFi & Kitchenette
Ludlow
8.8 av 10, Fantastiskt, (29)
“Perfect spot to stay for a ski weekend at Okemo. It’s literally down the block. Can’t say enough great things about the room. Clean, comfortable, safe. It had everything I needed. ”
USA
Vincent
Priset är 2 752 kr
inklusive skatter och avgifter
6 jan. – 7 jan. 2026
Cozy Studio Condo with Great Location, WiFi & Kitchenette

2nd-floor downtown Ludlow studio condo with kitchenette, streaming

2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Ludlow
8.6 av 10, Fantastiskt, (4)
“Clean room. Glad that the text responses are quick. We weren't initially provided a room number and then the door code we were given would not work. Host responded and was able to reset code from afar. ”
USA
Ana Maria C.
Priset är 2 945 kr
inklusive skatter och avgifter
6 jan. – 7 jan. 2026
2nd-floor downtown Ludlow studio condo with kitchenette, streaming

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Bridgewater
9.6 av 10, Enastående, (17)
“The house was very comfortable and had everything we needed. We loved the beautiful location & the hot tub was our favorite.”
USA
Rebecca C.
Priset är 5 422 kr
inklusive skatter och avgifter
13 jan. – 14 jan. 2026
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

Lägenhet med 2 sängar öppen spis i hjärtat av staden på pendelvägen 1 kilometer till Okemo

Lägenhet med 2 sängar öppen spis i hjärtat av staden på pendelvägen 1 kilometer till Okemo
Ludlow
10.0 av 10, Enastående, (102)
“Great Condo. We had plenty of space. Wendi was very responsive and even accommodated us checking in an hour early when we arrived in town. We would definitely come back. ”
USA
Barbara M.
Priset är 3 367 kr
inklusive skatter och avgifter
12 jan. – 13 jan. 2026
Lägenhet med 2 sängar öppen spis i hjärtat av staden på pendelvägen 1 kilometer till Okemo

Chester Farmhouse Ski Retreat near Slopes

Chester Farmhouse Ski Retreat near Slopes
Chester Depot
9.6 av 10, Enastående, (17)
“House was in a perfect location. The town was adorable. ”
USA
Michelle A.
Priset är 3 173 kr
inklusive skatter och avgifter
7 jan. – 8 jan. 2026
Chester Farmhouse Ski Retreat near Slopes

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 av 10, Enastående, (21)
“Clean room and very comfortable bed. Was ready for check in sooner than expected. ”
USA
Wilson V.
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 av 10, Underbart, (22)
“We were in walking distance of restaurants. Close to Buttermilk Falls which was awesome! We went to Crowleys Cheese Factory, Green Mountain Sugar”
USA
Diane P.
Priset är 2 945 kr
inklusive skatter och avgifter
6 jan. – 7 jan. 2026
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Lägsta pris per natt som vi hittade under de senaste 24 timmarna, baserat på 1 natt för 2 vuxna. Priser och tillgänglighet kan ändras. Ytterligare villkor kan gälla.
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Recensioner av topphotell i Windsor County

Lär dig mer om Windsor County

Semesterlägenheter i Windsor County

Sök efter semesterboenden i Windsor County på Expedia.se. Det går lätt att hitta semestervillor och lägenheter i Windsor County på något av följande sätt:

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