Windsor Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windsor Area, Vermont on RentalSaver.com!

Windsor Area Rentals

$Okemo Mountain Retreat: 3BR Ski-in\/Ski-Out Condo$
From $525 per night (USD)
VRBO
Okemo Mountain Retreat: 3BR Ski-in\/Ski-Out Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate ski-in/ski-out getaway at our 3 BR modern mountain retreat. This Kettlebrook condo is j ...
From $525 per night (USD)
VRBO
From $1150 per night (USD)
Expedia
Scenic 7-BR Luxury Estate 7-Min to Okemo
Bedrooms:
6
Bathrooms:
7
Sleeps:
13
Summary: Take in breath-taking views of Okemo perched on 47 private acres in the hills above Ludlow without sacrificing ...
From $1150 per night (USD)
Expedia
$Spacious retreat with private hot tub, game room, deck, fireplace, & W\/D$
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VRBO
Spacious retreat with private hot tub, game room, deck, fireplace, & W\/D
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Okemo Valley Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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VRBO
From $163 per night (USD)
Expedia
Beautiful ski in-ski out condo at Okemo Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A true ski in/ski out condo located at the base of the beautiful Okemo Mountain! Within steps of the chalet and near the ...
From $163 per night (USD)
Expedia
$Two Okemo condos - ski-in\/ski-out - pool, fast WiFi, washer\/dryer$
From $701 per night (USD)
VRBO
Two Okemo condos - ski-in\/ski-out - pool, fast WiFi, washer\/dryer
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Trailside 19BU & 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $701 per night (USD)
VRBO
$Andover Cabin Retreat w\/ Hot Tub & Fireplace!$
From $304 per night (USD)
Expedia
Andover Cabin Retreat w\/ Hot Tub & Fireplace!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Enjoy a peaceful Vermont escape at this charming Andover home. This 3-bedroom, 1-bathroom vacation rental boasts an invi ...
From $304 per night (USD)
Expedia
From $998 per night (USD)
VRBO
Walk to Ski Trails: Ludlow Home on Okemo Mountain!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Dog Friendly w/ Fee | Walk to Ski Trails | Mountain Views | Fireplace Ensure your ski trip goes off without a hitch at ...
From $998 per night (USD)
VRBO
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Expedia
Lakefront home with large yard, firepit, canoe, and fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Lake House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
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Expedia
From $728 per night (USD)
VRBO
Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Post and beam log cabin on 40 acres is completely private on a dead end road with a large flat lawn to enjoy. Less than ...
From $728 per night (USD)
VRBO
From $549 per night (USD)
Expedia
Game Room | Across From The River | Hiking | Golf
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to the historic Bridgewater House, a 2,000 sq ft home that sleeps up to 8. With a spacious kitchen, liv ...
From $549 per night (USD)
Expedia
From $451 per night (USD)
VRBO
Inviting Vermont Home On Mount Ascutney!
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Bundle up for alpine activities or curl up and get cozy at this 4-bedroom, 2-bath home. Situated just a short walk from ...
From $451 per night (USD)
VRBO
$Farmhouse w\/ mountain views close to skiing. Includes outdoor sauna EV CHRGR$
From $279 per night (USD)
Expedia
Farmhouse w\/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience 180 degrees mountain views at this quaint farmhouse. World Class Skiing at Okemo Mountain is just 23 mins, B ...
From $279 per night (USD)
Expedia
From $644 per night (USD)
VRBO
Greydon Cabin ~ Rustic Luxury in Woodstock VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Greydon Cabin ~ This classic Vermont log home will gives a whole new meaning to the word, "cabin." Top of the ...
From $644 per night (USD)
VRBO
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Expedia
Sunny 1850 farm house and pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Close to the towns of Norwich (VT) and Hanover (NH) our house is peaceful, spacious and cozy. It's south facing with a b ...
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Expedia
From $231 per night (USD)
VRBO
Okemo | Spacious Executive Room w Amenities Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unwind in a picturesque studio condo that offers a seamless blend of convenience and elegance, providing an idyllic retr ...
From $231 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Okemo | Charming Room & Amenities Nearby | Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into a charming room for 4, where convenience meets beauty to create the ultimate getaway. Indulge in the nearby am ...
From $222 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Okemo | Studio Condo + Close to All Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to a delightful studio condo for 2, combining convenience and aesthetic charm to offer an enchanting retreat. En ...
From $216 per night (USD)
VRBO
From $690 per night (USD)
Expedia
Log manor on 65 private acres of land with entertaining amenities & hot tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Spruce Moose Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $690 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Charming Okemo Home: Hot Tub, Fireplace, Sleeps 9
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Experience Ludlow's enchanting charm at this inviting home! Unwind in the private hot tub, gather by the wood-b ...
From $516 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Charming condo in a resort community with pool access, tennis, a sauna & golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Après Ski Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $389 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Inviting three-story condo with decks & two fireplaces - near the Quechee Club
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sugar Hill Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $468 per night (USD)
VRBO
From $152 per night (USD)
Expedia
Updated Main St Condo in downtown Ludlow!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
First floor unit located on Main St. Easily take a stroll through the town. Short walk to restaurants and shops. On Okem ...
From $152 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Main St Studio - Newly Updated!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy easy access to everything from this perfectly located home base, right on Main St. Take a stroll through the town ...
From $147 per night (USD)
VRBO
$Okemo Ski-In\/Ski-Out: Modern, Cozy 2-BR Retreat$
From $547 per night (USD)
Expedia
Okemo Ski-In\/Ski-Out: Modern, Cozy 2-BR Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: We are excited to share this newly renovated slopeside condominium in Kettlebrook Village on Okemo Mountain! Th ...
From $547 per night (USD)
Expedia
From $194 per night (USD)
VRBO
The Creek Cabin at Sky Hollow, The Creek Cabin at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy cabin located in the woods by a creek on a quiet hilltop farm. Ideal for a relaxing retreat or a couples getaway. S ...
From $194 per night (USD)
VRBO
From $133 per night (USD)
Expedia
The Pond Cabin at Sky Hollow, The Hunter Cabin at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Get away in this quiet cabin in a large meadow at the end of the road. Trails, a swimming pond, fire pit and a sauna all ...
From $133 per night (USD)
Expedia
From $145 per night (USD)
VRBO
The Apartment at Sky Hollow, The Apartment at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A charming one bedroom apartment attached to the main farm house, the guest suite at Sky Hollow Farm boasts stunning mou ...
From $145 per night (USD)
VRBO
From $273 per night (USD)
Expedia
The Guest House at Sky Hollow, The Guest House at Sky Hollow
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quiet hilltop house on an 1800's farm at the end of a dirt road offering high speed internet, direct access to miles of ...
From $273 per night (USD)
Expedia
$3-BR Winterplace Ski-In\/Out Okemo Condo w\/ Loft$
From $724 per night (USD)
VRBO
3-BR Winterplace Ski-In\/Out Okemo Condo w\/ Loft
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Embrace the tranquility of Okemo Mountain in this charming 3-BR ski-in/out loft. Featuring three bedrooms, two ...
From $724 per night (USD)
VRBO
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Expedia
Slopeside 4-BR Lodge At The Base of Okemo Mountain
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Summary: Nestled at the base of Okemo Mountain's iconic clock tower, this slopeside retreat offers four bedrooms and fou ...
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Expedia
$Peaceful Cavendish Retreat w\/ Hot Tub & Fireplace!$
From $469 per night (USD)
VRBO
Peaceful Cavendish Retreat w\/ Hot Tub & Fireplace!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the serenity of Cavendish and make lasting memories at this 3-bedroom, 2.5-bath vacation rental. Nestled in the ...
From $469 per night (USD)
VRBO
From $335 per night (USD)
Expedia
The Carol - Styled and freshly renovated stay10 minutes to Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
- Unique place that has a style all its own - 10 Minutes to Okemo - 2 minutes to awesome grocery store- Singletons - Fre ...
From $335 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Golf Views, Walk to Club | Lakeland Village 4B
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Explore the trails or hit the slopes during the day, and return to the comfort of your cozy retreat in the even ...
From $439 per night (USD)
VRBO
$Ski-in\/out, dog-friendly condo with prime location for skiing & hiking$
From $303 per night (USD)
Expedia
Ski-in\/out, dog-friendly condo with prime location for skiing & hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Ascutney Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $303 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Charming farmhouse, dog friendly, Appalachian trail access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Starry Plough Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $336 per night (USD)
VRBO
$Ski-in\/out condo with fireplace & on-site pool\/hot tub\/tennis$
From $435 per night (USD)
Expedia
Ski-in\/out condo with fireplace & on-site pool\/hot tub\/tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Winterplace Getaway E305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $435 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
At Sugar Maple Mountain Retreat our beautiful light-filled cabins are set deep in the woods and surrounded by hundreds o ...
From $308 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
At Sugar Maple Mountain Retreat our beautiful light-filled cabins are set deep in the woods and surrounded by hundreds o ...
From $308 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Amazing Views and Sunsets in a fully remodeled VT home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Gather around the fireplace in the living room with massive wall to wall windows or relax on the second story deck under ...
From $447 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the Riverbend, a designer Southern Vermont farmhouse <10 minutes from Magic Mountain! This newly renovated hi ...
From $553 per night (USD)
Expedia
$Kettlebrook ski-in\/out condo w\/ a newly updated kitchen and fully renovated bath$
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VRBO
Kettlebrook ski-in\/out condo w\/ a newly updated kitchen and fully renovated bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
• This ski in/out two bedroom/one bathroom condo is located in the Kettlebrook community on Okemo Mountain. This condo i ...
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VRBO
From $133 per night (USD)
Expedia
Beautiful 3 Bedroom Condo in Ludlow VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Recently renovated 3 bedroom condo at Okemo Mountain in Ludlow, VT (4 hrs from NYC). Enjoy the green mountains and retr ...
From $133 per night (USD)
Expedia
$\HAPPY EVERYTHING\\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!$
From $484 per night (USD)
VRBO
\"HAPPY EVERYTHING\"\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
-Family and canine friendly home with lovely views from the expansive deck - lot's of natural light! -Walking distance t ...
From $484 per night (USD)
VRBO
From $1182 per night (USD)
Expedia
This cabin is a 3 bedroom(s), 3.5 bathrooms, located in West Windsor, VT.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to our custom-built luxury retreat in the heart of VT on 22 acres! Our enchanting 3-bed, 3.5-bathouse is tailor- ...
From $1182 per night (USD)
Expedia
From $830 per night (USD)
VRBO
Mountain View 3-BR Retreat 10-Min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Nestled in the serene landscape of Ludlow, Vermont, this charming mountain view 3-BR house offers the perfect r ...
From $830 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Calling all hikers, bikers, golfers, kayakers, swimmers for summer fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Calling all hikers, bikers, golfers, kayakers, and swimmers for summer fun. Enjoy the serenity of country living just si ...
From $483 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Redbrick Schoolhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
A recently renovated 1860’s schoolhouse with open concept kitchen, living and dining space, gorgeous 13 foot ceilings wi ...
From $327 per night (USD)
VRBO
$Private mountain lodge and estate w\/ lakes, trails, close to Dartmouth, & skiing$
From $2118 per night (USD)
Expedia
Private mountain lodge and estate w\/ lakes, trails, close to Dartmouth, & skiing
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Trillium Estate, Sharon, Vermont This is a completely private vacation compound in the heart of the Green Mountains o ...
From $2118 per night (USD)
Expedia
From $536 per night (USD)
VRBO
NEW LISTING! Vermont Serenity by Okemo ~ RA498010
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Nestled in the picturesque Green Mountain Forest, our charming cabin in Ludlow offers a perfect retreat for all seasons ...
From $536 per night (USD)
VRBO
$Riverfront mountain view house w\/ fireplace, firepit, decks, w\/d, wifi, yard$
From $663 per night (USD)
Expedia
Riverfront mountain view house w\/ fireplace, firepit, decks, w\/d, wifi, yard
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Rivers Bend Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $663 per night (USD)
Expedia
From $141 per night (USD)
VRBO
3-bedrooms and bath in welcoming Chester with WiFi, AC.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Unwind in Chester at this lovely apartment. With 3 nice bedrooms, WiFi, AC, and heating, guests will feel right at home. ...
From $141 per night (USD)
VRBO
From $685 per night (USD)
Expedia
NEW! Tigertown Lodge ~ RA496108
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Welcome to our serene and spacious home nestled on a breathtaking 200-acre estate, where you can explore miles of prist ...
From $685 per night (USD)
Expedia
$Cozy farmhouse w\/ TV, wifi, w\/d, dvd player, kitchen, board games$
From $229 per night (USD)
VRBO
Cozy farmhouse w\/ TV, wifi, w\/d, dvd player, kitchen, board games
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
House At Dream Barn Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $229 per night (USD)
VRBO
$Dog-friendly house w\/ deck, EV charger, fireplace, partial a\/c, BBQ, w\/d, wifi$
From $327 per night (USD)
Expedia
Dog-friendly house w\/ deck, EV charger, fireplace, partial a\/c, BBQ, w\/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $327 per night (USD)
Expedia
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VRBO
Charming 3-BR Mountain View Retreat 3-min to Okemo
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Summary: Discover the perfect blend of comfort and adventure in this 3-BR mountain view retreat. Nestled in Ludlow, Verm ...
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VRBO
$BRAND NEW 8 Bedroom House\/On Shuttle Route\/Walk to Downtown \/Minutes to Okemo$
From $1285 per night (USD)
Expedia
BRAND NEW 8 Bedroom House\/On Shuttle Route\/Walk to Downtown \/Minutes to Okemo
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
Welcome to your luxurious Vermont getaway! This home has been fully renovated from top to bottom, offering a fresh and m ...
From $1285 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Cozy 2-BR Winterplace Condo Steps from Okemo Mtn.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Discover this charming condominium just steps from Okemo Mountain. Featuring 2 bedrooms and 2 bathrooms, it’s t ...
From $426 per night (USD)
VRBO
$Mountainside condo w\/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom$
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Expedia
Mountainside condo w\/ fireplaces, walk to lifts, 2 kitchens, wifi, TVs, bunkroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Okemo Village C6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
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Expedia
$Gorgeous 3BR Ski-In\/Ski-Out Condo at Okemo$
From $695 per night (USD)
VRBO
Gorgeous 3BR Ski-In\/Ski-Out Condo at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Enjoy slope-side living in this gorgeous 3BR, 2BA condo at Winterplace, Okemo. Ski-in/ski-out access makes it p ...
From $695 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Mountain View 3-BR Cavendish Lodge
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to this charming 3-BR home in Cavendish, Vermont, just 10 minutes from Okemo Mountain. Ideal for a group ...
From $298 per night (USD)
Expedia
From $324 per night (USD)
VRBO
View of Highland Golf Course | Fairway Village 2A*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Fairway Village, your ideal getaway where comfort meets style. This stunning vacation rental offers ...
From $324 per night (USD)
VRBO
$Near Okemo Slopes: Peaceful Home w\/ Trail Access$
From $621 per night (USD)
Expedia
Near Okemo Slopes: Peaceful Home w\/ Trail Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
2,000 Sq Ft | Family Friendly | Quick Drive to Mountain + Main Street | Pond & Foliage Views Experience mountain life w ...
From $621 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Tranquil 3-bedroom house with WiFi in Ludlow, just a half-mile to Okemo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Your group will be close to everything in Ludlow when you stay at this centrally-located 3-bedroom house. Right in tow ...
From $442 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Discover this 5-bedroom gem in Chester. This charming chalet offers a serene and lovely retreat for guests. With a mix o ...
From $448 per night (USD)
Expedia
$Quaint 3-BR Ski-In\/Ski-Out Condo at Winterplace$
From $480 per night (USD)
VRBO
Quaint 3-BR Ski-In\/Ski-Out Condo at Winterplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate mountain getaway in this inviting condo, just steps from Okemo Mountain. This 3-bedroom ...
From $480 per night (USD)
VRBO
From $727 per night (USD)
Expedia
Spacious 5-bedroom SKI house in Ludlow with WiFi access
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Stay comfortably in Ludlow at this 5-bedroom house. This adorable property features 1 king bed, 3 queen beds, and 1 bunk ...
From $727 per night (USD)
Expedia
From $334 per night (USD)
VRBO
The Washburn: Renovated 4-BR Home 2-Min to Okemo
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Summary: Gather your family and friends for an unforgettable stay at this newly renovated 4-BR house just 2 minutes from ...
From $334 per night (USD)
VRBO
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Expedia
OnQ: A condo in Quechee Lakes overlooking the Ottauquechee River
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Modern, bright condo in Quechee Lakes with 2 bedrooms. This delightful condo features a bedroom with 1 queen bed and ano ...
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Expedia
From $447 per night (USD)
VRBO
Scenic Rt 4: Hot tub, minutes to everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this inviting 3-bedroom, 2-bathroom home, perfect for your next getaway! Nestled just minutes from the slopes ...
From $447 per night (USD)
VRBO
From $220 per night (USD)
Expedia
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Quechee Acorn condo in the heart of Quechee, Vermont, where natural beauty and luxurious living converge. ...
From $220 per night (USD)
Expedia
$Ski-in\/Ski-out condo to Clock Tower A\/B lifts, fireplace, balcony, w\/d, wifi$
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VRBO
Ski-in\/Ski-out condo to Clock Tower A\/B lifts, fireplace, balcony, w\/d, wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Kettle Brook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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VRBO
From $490 per night (USD)
Expedia
3BR with pool, golf, lake, MTB & hiking trails
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Five Birch Inn, fully renovated and ready for your amazing summer family vacation. You can golf just minutes ...
From $490 per night (USD)
Expedia
$Walk-to-town house, one-mile from Okemo Resort, a\/c, w\/d, wifi, yard, deck$
From $321 per night (USD)
VRBO
Walk-to-town house, one-mile from Okemo Resort, a\/c, w\/d, wifi, yard, deck
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Strollski Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $321 per night (USD)
VRBO
From $1087 per night (USD)
Expedia
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath
Bedrooms:
4
Bathrooms:
7
Sleeps:
16
The Briggs Ski House was originally built in 1905 as a two family home, but as of December 2022, it has been remodeled a ...
From $1087 per night (USD)
Expedia
From $703 per night (USD)
VRBO
3BR+Den Mountain Getaway Steps from the Slopes
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Discover the perfect mountain retreat in this 3BR + Den, 3-bath ski-in/ski-out condo just steps from Okemo’s Le ...
From $703 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Cozy VT Condo, Wood Fireplace | Kingswood 1C
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Kingswood 1C – Your Cozy Mountain Escape -- Don't miss out on the chance to experience the charm and ...
From $373 per night (USD)
Expedia
From $588 per night (USD)
VRBO
Community Pool, Cozy Fireplace | Coach Road 7A
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Step into your ideal retreat in the picturesque Quechee Lakes area! Very private setting with expanded patio ov ...
From $588 per night (USD)
VRBO
$Private house w\/ views, outdoor hot tub, fire pit, BBQ, jetted tub, w\/d, wifi$
From $808 per night (USD)
Expedia
Private house w\/ views, outdoor hot tub, fire pit, BBQ, jetted tub, w\/d, wifi
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Ski Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $808 per night (USD)
Expedia
$Ski\/MTB Home with Mountain Views near Killington\/Woodstock\/Green Mountain Trails$
From $506 per night (USD)
VRBO
Ski\/MTB Home with Mountain Views near Killington\/Woodstock\/Green Mountain Trails
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
UNIT A side. Escape to this spacious(2250 sq ft), newly renovated mountain retreat, perfectly located near Killington, P ...
From $506 per night (USD)
VRBO
$Spacious studio, dog-friendly, close to recreation, central a\/c, TV, wifi$
From $170 per night (USD)
Expedia
Spacious studio, dog-friendly, close to recreation, central a\/c, TV, wifi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Loft at Fort Defiance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $170 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Charming Ranch in the Woods | Woodstock Way
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Set back off the road, this charming two bedroom ranch home offers a little bit of everything with over 11 acre ...
From $572 per night (USD)
VRBO
From $663 per night (USD)
Expedia
OQ Farm Manse House: Animal Farm Stay
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Experience OQ Farm's original 1800's colonial house nestled off Old Route 4. This 5 bedroom/3.5 bath estate has beautifu ...
From $663 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the East Wing Suite at Spooner House – A Private Vermont Retreat Discover the charm, comfort, and beauty of ...
From $284 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 3-bedroom Cape in Springfield with WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Lovingly built by my parents in 1941 in Springfield, this delightful house offers 3 cozy bedrooms - one with a queen bed ...
Click For Pricing
Expedia
From $426 per night (USD)
VRBO
Starry Nights at Comet Farm: A Scenic Haven Near Woodstock and Okemo
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Get your second wind at Comet Farm. Nestled amid rolling hills and sprawling meadows, this retreat sits between Woodstoc ...
From $426 per night (USD)
VRBO
From $541 per night (USD)
Expedia
3 bedroom condo 5 Minutes to Okemo Mt
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make yourself at home in this 3-bedroom Ludlow retreat. This fabulous condo boasts a king bed, full bed, and full sized ...
From $541 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Sleep Woodstock Mobility Impaired Accessible Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Woodstock, VT to explore, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and ...
From $141 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Sleep Woodstock - 2 Double Beds - Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $163 per night (USD)
Expedia
From $160 per night (USD)
VRBO
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $160 per night (USD)
VRBO
$Cozy log cabin close to recreation, dog-friendly, balcony, BBQ, w\/d, TVs, kayaks$
From $294 per night (USD)
Expedia
Cozy log cabin close to recreation, dog-friendly, balcony, BBQ, w\/d, TVs, kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cabin at Fort Defiance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $294 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Cozy studio in Proctorsville Vt bring yourself to stay at Murphys4Seasons.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience Cavendish like a local in this welcoming studio. The cozy space features 1 queen bed, a bathroom with a showe ...
From $113 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Charming 3-bedroom post & beam WiFi, AC in beautiful Bethel
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this welcoming house in picturesque Bethel. With 3 cozy bedrooms including 1 king bed and 2 queen beds, guests ...
From $644 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Summer is coming! Stay in Vermont, get away from the chaos.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Come stay at our breezy 1 bedroom house in the woods on top of a hill surrounded by beautiful trees, fireflies, and clos ...
From $266 per night (USD)
VRBO
$Ski-in\/out mountainside condo w\/ mountain views, private deck, fireplace, w\/d$
From $131 per night (USD)
Expedia
Ski-in\/out mountainside condo w\/ mountain views, private deck, fireplace, w\/d
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Okemo Mountain Lodge A208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $131 per night (USD)
Expedia
$Hike, Ski & Unwind: Cabin w\/ Deck in Chester!$
From $223 per night (USD)
VRBO
Hike, Ski & Unwind: Cabin w\/ Deck in Chester!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Scenic Views | Year-Round Activities | Near Outdoor Recreation Step into the rustic charm of Chester at this 3-bedroom, ...
From $223 per night (USD)
VRBO
$Cozy log cabin & loft, close to recreation, dog-friendly, bbq, balcony, a\/c, w\/d$
From $422 per night (USD)
Expedia
Cozy log cabin & loft, close to recreation, dog-friendly, bbq, balcony, a\/c, w\/d
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Cabin & Loft Fort Defiance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $422 per night (USD)
Expedia
$Casita Alta: Main House & Pool House w\/ Pool Use$
From $2052 per night (USD)
VRBO
Casita Alta: Main House & Pool House w\/ Pool Use
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
Casita Alta – A Luxury Vacation Rental in Woodstock, Vermont The Ultimate Private Retreat with Heated Pool & Breathtaki ...
From $2052 per night (USD)
VRBO
From $845 per night (USD)
Expedia
18+ acres! Sun drenched 5 bedroom. 12 min from Okemo! VAST trails 5 min away!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to this delightful house in picturesque Weston. This lovely property boasts 5 bedrooms, including 2 king beds, 2 ...
From $845 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Quaint 3BR Home: 8 Minutes to Okemo Mtn.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to the ultimate family-friendly home within close proximity to Okemo Mountain! This private home featur ...
From $382 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Charming 3-bedroom house in Ludlow with WiFi access
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This charming house in Ludlow is a welcoming retreat for guests looking to unwind and relax. With 3 cozy bedrooms includ ...
From $373 per night (USD)
Expedia

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