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

From $303 per night (USD)
VRBO
Fall into Cozy at Bigfoot Chalet
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this peaceful, pet-friendly hideaway in the Vermont woods. Hike colorful trails, bike nearby mountain resorts, ...
From $303 per night (USD)
VRBO
From $539 per night (USD)
Expedia
Ski-in/out condo with fireplace & on-site pool/hot tub/tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Winterplace Getaway E305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $539 per night (USD)
Expedia
From $414 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 $414 per night (USD)
VRBO
$\HAPPY EVERYTHING\\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!$
From $456 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 $456 per night (USD)
VRBO
From $851 per night (USD)
VRBO
Cloudborne Cabin: 22 acres of luxury by Woodstock
Bedrooms:
3
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 $851 per night (USD)
VRBO
From $417 per night (USD)
Expedia
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 $417 per night (USD)
Expedia
From $335 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 $335 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Bedrooms:
2
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 $442 per night (USD)
Expedia
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 $681 per night (USD)
Expedia
The Washburn: Renovated 4-BR Home 2-Min to Okemo
Bedrooms:
4
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 $681 per night (USD)
Expedia
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VRBO
OnQ: A condo in Quechee Lakes overlooking the Ottauquechee River
Bedrooms:
1
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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VRBO
From $660 per night (USD)
Expedia
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 $660 per night (USD)
Expedia
From $399 per night (USD)
VRBO
Mountain View 3-BR Cavendish Lodge
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this charming 3-BR home in Cavendish, Vermont, just 10 minutes from Okemo Mountain. Ideal for a group ...
From $399 per night (USD)
VRBO
From $454 per night (USD)
Expedia
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 $454 per night (USD)
Expedia
From $613 per night (USD)
VRBO
Near Okemo Slopes: Peaceful Home w/ Trail Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2,000 Sq Ft | Family Friendly | Quick Drive to Mountain + Main Street | Pond & Foliage Views Experience mountain life w ...
From $613 per night (USD)
VRBO
From $585 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 $585 per night (USD)
Expedia
From $799 per night (USD)
VRBO
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Rivers Bend Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $799 per night (USD)
VRBO
From $685 per night (USD)
Expedia
NEW! Tigertown Lodge ~ RA496108
Bedrooms:
3
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
From $459 per night (USD)
VRBO
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $459 per night (USD)
VRBO
From $2072 per night (USD)
VRBO
Private mountain lodge and estate w/ lakes, trails, close to Dartmouth, & skiing
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Trillium Estate, Sharon, Vermont This is a completely private vacation compound in the heart of the Green Mountains o ...
From $2072 per night (USD)
VRBO
From $479 per night (USD)
VRBO
4 BR Home near Lake: 6 min to Okemo Mtn.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: This private home sits in a premium location with access to lakes and a short 6 minute drive to Okemo Mountain. ...
From $479 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Coolidge Barn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $451 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Private, mountain views,easy access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Light filled home with cathedral ceilings on 2 +acres with a large rolling front yard set in the woods. Enjoy sledding ...
From $318 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Smart Piggy Brick House! 3br house with brick fireplace, WiFi in Ludlow
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A short walk to Okemo's ski shuttle and village restaurants! Make yourself at home in this 3-bedroom Ludlow retreat. Th ...
From $591 per night (USD)
VRBO
From $347 per night (USD)
VRBO
End Unit, Golf Views, Club - Lakeland Village 1A*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: All Season 3 Bedroom 2 Bath With Highland Golf Course in Your Back Yard Please SEE: Other Things to Note For A ...
From $347 per night (USD)
VRBO
From $530 per night (USD)
Expedia
New! Golf Views, Near Club - Lakeland Village 2B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Outstanding three bedroom, two bath condo located in the most desirable location in Quechee. Lake Pinneo, the Q ...
From $530 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Cozy Fireplace, Quechee Club - Vale Village 2B*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Three Bedroom, 2.5 Bath Townhome is one of Quechee’s Finest Condo Offerings. Please SEE: Other Things to Note ...
From $429 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Cozy Fireplace, Walk to Ski Hill - Kingswood 4H
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 4 Bedroom plus loft and 3 bath ski condo with a view! This beautifully renovated end-unit townhouse has been th ...
From $418 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Pet Friendly, Comm. Pool, Club - Deere Run 10A*
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Fantastic dog friendly, end unit townhome within walking distance to Lake Pinneo and Quechee Club. Please SEE: ...
From $394 per night (USD)
VRBO
From $816 per night (USD)
VRBO
Hot Tub Spacious - Tichenor Road Lodge*
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Extra-spacious Quechee vacation rental with hot tub & screened-in porch. Pack your family and best buddies for ...
From $816 per night (USD)
VRBO
From $284 per night (USD)
VRBO
Pleasant Street Retreat in Downtown Ludlow on Shuttle Route
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome Winter at this Pleasant Street Retreat that is conveniently only 1.2 miles from the Okemo Clock Tower Base Lodge ...
From $284 per night (USD)
VRBO
From $649 per night (USD)
Expedia
Real Farm! Hot Tub - The Barn at Winterfound Farm
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our beautifully renovated Barn located just ten minutes away from the historic town of Woodstock. En ...
From $649 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Fireplace, Library - 21 Mountain Ave, Woodstock*
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to this enchanting retreat and experience the perfect blend of luxury, comfort, and convenience in the h ...
From $328 per night (USD)
VRBO
From $1214 per night (USD)
Expedia
Historic, Walk to Town - South Woodstock Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Step into history and luxury with this beautifully restored antique farmhouse in South Woodstock! From its char ...
From $1214 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Rock Haven Sugar House - Field and Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Nestled in the serene beauty of Reading, Vermont, the Rock Haven Sugar House offers a unique blend of rustic ch ...
From $271 per night (USD)
VRBO
Click For Pricing
Expedia
Plunge Pool, Elevator, Walk to Town - Watkins Farm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Watkins Farm: Luxury Elevator Barn Home in Woodstock Village with stunning views, outdoor oasis & go ...
Click For Pricing
Expedia
From $438 per night (USD)
VRBO
Luxury Home, Dog Suite - Rock Haven Carriage House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This stay is a true Vermont Gem, offering a perfect blend of luxury and natural beauty. Please SEE: Other Thin ...
From $438 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Cape Home On Ottauquechee River - Rivers Peek
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: A haven for relaxation and entertainment, boasts an expansive outdoor area complete with a tire swing—perfect f ...
From $242 per night (USD)
Expedia
From $551 per night (USD)
VRBO
10ac, Wood Stove & Private - Wright Reservoir Est.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Experience your own little slice of Vermont with 10 acres of private land, plus access to 500 more in Hurricane ...
From $551 per night (USD)
VRBO
From $879 per night (USD)
Expedia
200ac, Views! 10min to Town - Scenic Ridge Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to the beauty of Woodstock with a stay at this delightful private cabin. Enjoy endless family fun and re ...
From $879 per night (USD)
Expedia
From $706 per night (USD)
VRBO
Views! Sauna Historic - Woodstock Riverside Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This historic riverside escape is the perfect place to enjoy America's most beautiful town - Woodstock, VT. Pl ...
From $706 per night (USD)
VRBO
From $604 per night (USD)
Expedia
Genuine Farm! - The Homestead at Winterfound Farm
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Nestled on the edge of Woodstock, VT, The Homestead at Winterfound Farm stands as a beacon of history and charm ...
From $604 per night (USD)
Expedia
From $736 per night (USD)
VRBO
Next to Saskadena Ski, Great Views - Half Past Six
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to your Vermont retreat! Nestled near the base of Saskadena Six Ski Hill, and conveniently located just ...
From $736 per night (USD)
VRBO
From $354 per night (USD)
Expedia
New! Charming 1BR Hideaway - Hartland Hill House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to your perfect getaway nestled in the picturesque rolling hills of Hartland, Vermont! Please SEE: Ot ...
From $354 per night (USD)
Expedia
From $943 per night (USD)
VRBO
Pond, Pool, Mountain Views - Au Bout du Chemin
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: House at the End of the Road - You're here! This stunning Vermont estate boasts a prime location near Dartmouth ...
From $943 per night (USD)
VRBO
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Expedia
Hot Tub, Fire Pit & Grill: Remote Springfield Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
'Ski Mountain View Estate' | In-Ground Pool (Summer) | Sledding Hill (Winter) | Air Hockey & Board Games Experience the ...
Click For Pricing
Expedia
From $603 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 $603 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Starry Nights at Comet Farm: A Scenic Haven Near Woodstock and Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Get your second wind at Comet Farm. Nestled amid rolling hills and sprawling meadows, this retreat sits between Woodstoc ...
From $409 per night (USD)
Expedia
From $706 per night (USD)
VRBO
3BR/2BA, Ski in/out from A/B lift, pool & hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your family and friends will love this renovated 3 BR/2BA Winterplace condo. Our family does! Just a 2 min walk to ski t ...
From $706 per night (USD)
VRBO
From $382 per night (USD)
Expedia
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 $382 per night (USD)
Expedia
From $710 per night (USD)
VRBO
3BR+Den Mountain Getaway Steps from the Slopes
Bedrooms:
3
Bathrooms:
3
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 $710 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Cozy VT Condo, Wood Fireplace - Kingswood 1C
Bedrooms:
1
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 $238 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Community Pool, Cozy Fireplace - Coach Road 7A
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Step into your ideal retreat in the picturesque Quechee Lakes area! Very private setting with expanded patio ov ...
From $390 per night (USD)
VRBO
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Expedia
Private house w/ views, outdoor hot tub, fire pit, BBQ, jetted tub, w/d, wifi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ski Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For Pricing
Expedia
From $597 per night (USD)
VRBO
Ski home Mountain Views near Killington/Woodstock
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
UNIT A side. -> Spacious newly renovated 2250 sq ft Living space. 4 large bedrooms, 2 full baths and 1 half bath -> Moun ...
From $597 per night (USD)
VRBO
From $438 per night (USD)
Expedia
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 $438 per night (USD)
Expedia
From $377 per night (USD)
VRBO
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 $377 per night (USD)
VRBO
From $949 per night (USD)
VRBO
Ski-in/Out Townhome w/ Views at Okemo Resort!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Outdoor Pool Access | Fireplace | 8 Mi to Camp Plymouth State Park Your next fun-filled Vermont retreat awaits at this ...
From $949 per night (USD)
VRBO
From $1296 per night (USD)
VRBO
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 $1296 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Less than ten minutes from Woodstock Village, this bright, 3 bedroom retreat is nestled on ten private acres in the roll ...
From $480 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Thistle House at Camp Greenwood Vermont with Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Thistle House, a custom-built cedar tiny home surrounded by seven acres of natural landscape in beau ...
From $268 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Sage House at Camp Greenwood Vermont with Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Sage House, a custom-built cedar tiny home surrounded by seven acres of natural landscape in beautif ...
From $255 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Okemo mountain house with private hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Lots of space for families with 3 bathrooms, a king bedroom, a queen bedroom, and a loft with a double bed and 3 twin be ...
From $461 per night (USD)
VRBO
From $667 per night (USD)
Expedia
Cozy Retreat in Quechee Woods - Sugar Hill 2D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to the tranquility of this mountain condo! Nestled in the heart of the awe-inspiring mountains, this coz ...
From $667 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Ski-in/out Ski Hill, Cozy Fireplace - Kingswood 1D
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Kingswood 1D – Your Cozy Mountain Escape Please SEE: Other Things to Note For Area Details, Please ...
From $343 per night (USD)
VRBO
From $424 per night (USD)
Expedia
3BR/2.5Ba Idyllic Mountain Retreat - Sugar Hill 2A
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the perfect blend of comfort and mountain charm in this idyllic retreat. Book your stay today and cr ...
From $424 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Views, AC, and Family Fun - Kingswood 12E
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your dream ski-on/ski-off family friendly condo, with views of Ski Quechee from the big back deck! ...
From $348 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Steps to Lake, 2 Mi to Slopes: Cozy Okemo Cabin
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Lake Pauline Access | Easy Access to Hiking + Skiing Your next mountain getaway just got 10 times cozier at this charmi ...
From $262 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Beautiful new studio with amazing views - peaceful but close to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Brand new, huge studio on quintessential 10-acre VT horse property. Views are amazing. Peaceful, country retreat with tr ...
From $496 per night (USD)
VRBO
From $518 per night (USD)
VRBO
The Pines- Luxury Norwich home 5 miles to Dartmouth
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy peaceful views and modern luxury at this midcentury-inspired home on the Connecticut River backwater. Beautifully ...
From $518 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Lakeview 3-BR Residence 10-min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Nestled in the heart of Okemo, Vermont, this 3-BR retreat is the perfect escape for family and friends. This ho ...
From $605 per night (USD)
VRBO
From $529 per night (USD)
Expedia
Serene 3-BR Lakeside Retreat 8-min to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Experience the charm of this lakeside retreat, located just minutes from Okemo Mountain. This house offers thre ...
From $529 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Summary: Gather your family and friends and experience mountain living with this cozy 1-BR ski-in/ski-out retreat at Jac ...
From $307 per night (USD)
VRBO
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Expedia
Walk-to-A/B Quad, Winterplace condo with hot tubs, indoor pool, fireplace & wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace L203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
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Expedia
From $445 per night (USD)
VRBO
All-Season Lake Pauline Retreat, 2 mi to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wake up to lake views just 2 miles from Okemo at Lou Lou’s Landing. Enjoy year-round fun—kayak and swim in summer, ski n ...
From $445 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Comfortable dog-friendly home w/ pond view, deck, gas grill, wifi, TVs, kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy Dennis Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $368 per night (USD)
Expedia
From $211 per night (USD)
VRBO
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 $211 per night (USD)
VRBO
From $905 per night (USD)
Expedia
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 ...
From $905 per night (USD)
Expedia
From $729 per night (USD)
VRBO
Secluded Mountain Home, 10 Min from Lakes, + a fire pit and new grill!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Private, yet less than 10 minutes to Ludlow and Okemo, this mountain home is great for families who are looking to get a ...
From $729 per night (USD)
VRBO
From $629 per night (USD)
Expedia
Ski Home Mountain Views Near Killington/Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
UNIT B side. -> Spacious newly renovated 2250 sq ft Living space. 3 large bedrooms, 2 full baths and 1 half bath -> Moun ...
From $629 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Swim, Ski & Sip: Lakefront Retreat in Plymouth
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pedal Boat Around Echo Lake | 5 Mi to Ski Resort | Multiple Living Spaces | 3,000 Sq Ft Tucked away in scenic Vermont, ...
From $337 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Tranquil 3-bedroom 2-bath Pet-Friendly condo EV charging in charming Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom condo in Woodstock. This wonderful property features one king bed, one queen bed, a ...
From $229 per night (USD)
Expedia
Click For Pricing
VRBO
2-Story riverfront home + studio with washer/dryer, river views, & free WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Vermont Farm House and Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
Click For Pricing
VRBO
From $1301 per night (USD)
Expedia
Remodeled home with three separate condos - steps from ski lift bus pickup
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Pleasant Street Apartments Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $1301 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Historic Charm, Located On the River - Rustic Chic
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled right on the banks of the Ottauquechee River, Riverside Cottage offers a serene and picturesque escape ...
From $295 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Steps to Ski Trail, Fireplace - Kingswood 1B
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate Vermont escape at Kingswood 1B, a spacious slope-side condo offering with breathtaking ...
From $309 per night (USD)
Expedia
From $679 per night (USD)
VRBO
Charming house w/ privacy, bbq, seasonal balcony, hammock, fire pit, w/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sky Full Of Wishes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $679 per night (USD)
VRBO
From $870 per night (USD)
Expedia
Renovated home in charming South Woodstock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The kitchen is designed to cook meals and entertain guests in an ultra-cozy barn setting. The table seats 10, with 4 bar ...
From $870 per night (USD)
Expedia
From $341 per night (USD)
VRBO
4BR mountain cabin w/ deck & slope views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to your mountain getaway in Ludlow - a cozy retreat just 10 min from Okemo Resort, perfect for families & friend ...
From $341 per night (USD)
VRBO
From $487 per night (USD)
Expedia
Two Okemo condos - ski-in/ski-out - pool, fast WiFi, washer/dryer
Bedrooms:
3
Bathrooms:
3
Sleeps:
13
Trailside 19BU & 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $487 per night (USD)
Expedia
From $248 per night (USD)
VRBO
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 $248 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Charming Ranch in the Woods - Woodstock Way
Bedrooms:
1
Bathrooms:
2
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 $484 per night (USD)
Expedia
From $329 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 This is a fully private guest suite with i ...
From $329 per night (USD)
VRBO
From $182 per night (USD)
Expedia
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 $182 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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 $288 per night (USD)
VRBO
From $301 per night (USD)
Expedia
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 $301 per night (USD)
Expedia
From $434 per night (USD)
VRBO
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 $434 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Cozy studio in Proctorsville Vt bring yourself to stay at Murphys4Seasons.
Bedrooms:
0
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)
Expedia
From $638 per night (USD)
VRBO
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 $638 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Small Vermont House perfect for Leaf & Ski Season!
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 and close to Okemo! ...
From $242 per night (USD)
Expedia

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