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 $902 per night (USD)
VRBO
New 4 Bedroom Family Ski Retreat Near Okemo with Jacuzzi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your perfect Vermont ski getaway! This beautiful new four bedroom, three and a half bathroom home offers plen ...
From $902 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Quechee Club Home w/ Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Spread out in this three-level Quechee retreat with four bedrooms, 3.5 baths, and room for six. Gather in the ...
From $478 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Woodstock Trail Cottage | 2 Blocks from the Inn
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Woodstock Trail Cottage puts you steps from the Mt. Peg trailhead and an easy walk from the shops, dining, and ...
From $486 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Hike, Ski, Unwind: Rustic Cabin w/ Deck - Chester!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
3BR/1BA Rustic Vermont Cabin | Mountain Views & Ski Access | Chester, VT | Sleeps 6 Step back from the everyday in this ...
From $317 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Quechee House with Club Access, Pet-Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to Bentley Retreat, a spacious 4-bedroom Quechee getaway with a vaulted great room, a curved staircase ...
From $525 per night (USD)
VRBO
From $933 per night (USD)
Expedia
Okemo Mountain 4BR Ski-In Condo | Sleeps 12!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover the perfect Vermont escape in this luxurious 4-bedroom, 3-bathroom condo on the slopes of Okemo Mountain. This ...
From $933 per night (USD)
Expedia
From $794 per night (USD)
VRBO
Okemo Mountain 3BR Ski-In Condo | Sleeps 8!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a relaxing mountain escape in this spacious 3-bedroom, 2.5-bathroom condo nestled on Okemo Mountain. Ideal for fam ...
From $794 per night (USD)
VRBO
From $1405 per night (USD)
Expedia
5BR Ski-In Condo in Okemo Mountain | Near Lifts!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Step into a spacious mountain retreat in this beautifully appointed 5-bedroom, 3-bathroom condo on Okemo Mountain. Perfe ...
From $1405 per night (USD)
Expedia
From $376 per night (USD)
VRBO
2BR Okemo Mountainside Condo | Near Lifts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience mountain living in this spacious 2-bedroom condo on Okemo Mountain. Spanning two levels, this contemporary re ...
From $376 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Green Stone Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover Green Stone Getaway, a rustic retreat set on 20 acres of pristine VT countryside. This 2-bedroom cabin features ...
From $292 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Chittenden Chalet with Pool, Golf & Club Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Chittenden Chalet is your private Quechee hideaway, tucked at the end of the road and surrounded by woods. You ...
From $463 per night (USD)
VRBO
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Expedia
Okemo Ski House - Hot Tub, Fireplace, Sleeps 10 - Secluded house with privacy
Bedrooms:
3
Bathrooms:
5
Sleeps:
1
Buttermilk Ski House is a spacious 5-bedroom retreat on 5 private, wooded acres in Ludlow, Vermont — under 2 miles from ...
Click For Pricing
Expedia
From $528 per night (USD)
VRBO
Ski Farm / Huge Pool/ Fireplaces /25 Min to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ski Farm is a fully renovated Vermont retreat 25 min from Okemo. Private pool, 2 fireplaces, fully equipped kitchen, and ...
From $528 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Cozy Quechee Hollow Condo with Pond Views & Club Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Summary: Settle into a cozy pondside retreat in Quechee Hollow and enjoy access to The Quechee Club throughout your sta ...
From $419 per night (USD)
Expedia
From $714 per night (USD)
VRBO
The Woodstock Bungalow | Walk to the Village
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Woodstock Bungalow Welcome to The Woodstock Bungalow, a thoughtfully updated home located just a 10-minute walk fro ...
From $714 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Modern Quechee Townhouse | 3 Bedroom with AC!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in the heart of Quechee, this welcoming 3-bedroom, 2.5-bath condo is the perfect Vermont getaway year-round. Min ...
From $407 per night (USD)
Expedia
From $1436 per night (USD)
VRBO
Mountain Estate-Killington-Sugarbush Farmhouse, Barn, Ski Chalet on 200 acres
Bedrooms:
3
Bathrooms:
9
Sleeps:
21
The incomparable setting of Satoyama Mountain Farm: internationally-renowned model for regenerative agriculture and perm ...
From $1436 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Beautiful 3-bedroom cabin in lovely Bethel perfect for relaxing getaways
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This Bethel cabin boasts 3 inviting bedrooms, including 3 queen beds and a twin bed. Guests also enjoy a cozy living roo ...
From $390 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Secluded Spa Retreat | Hot Tub + Sauna | Okemo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Retreat to The Bear Den, a secluded tiny cabin in the Vermont woods ten minutes to Okemo. Soak in the private hot tub, u ...
From $545 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Mountain Retreat w/ Fireplace Near Okemo Ski
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to a classic Vermont farmhouse on South Hill, just 7 minutes from Okemo. Designed for gathering, this t ...
From $565 per night (USD)
Expedia
From $335 per night (USD)
VRBO
4-Bedroom Chalet in Plymouth, Vt. Central to Killington, Woodstock, and Okemo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to The Ledges Unit – Your Perfect Mountain Retreat! Get ready for an unforgettable getaway in our beautifully u ...
From $335 per night (USD)
VRBO
From $393 per night (USD)
Expedia
4-Bedroom Chalet in Plymouth, Vt. Central to Killington, Woodstock, and Okemo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to The Glades Unit – Your Perfect Mountain Retreat! Get ready for an unforgettable getaway in our beautifully u ...
From $393 per night (USD)
Expedia
From $178 per night (USD)
VRBO
2-Bedroom Unit in Plymouth Vt located central to Killington, Woodstock & Okemo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Mogul's Unit is a recently updated, fully separate, ground level, 2 bedroom, 1 bathroom apartment in our four-family ...
From $178 per night (USD)
VRBO
From $182 per night (USD)
Expedia
2-Bedroom Unit in Plymouth, Vt. Central to Killington, Woodstock & Okemo!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Canyon's Unit is a recently updated, fully separate, ground level, 2 bedroom, 1 bathroom apartment in our four-famil ...
From $182 per night (USD)
Expedia
From $496 per night (USD)
VRBO
Stratton, Okemo, Magic, Bromley within minutes!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Discover this 4-bedroom house in Weston. The perfect retreat features a king bed, queen bed, two futons, and two twin be ...
From $496 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Condo Steps from Lake Pinneo, Fairway Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience Vermont charm and modern comfort in this beautifully furnished Fairway Village condo, featuring a c ...
From $389 per night (USD)
Expedia
From $866 per night (USD)
VRBO
Family Retreat w/ Bunk Room, and Pitching Green!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Nestled on 5 acres at the end of a cul-de-sac in the heart of Quechee, VT, this spacious 4-bed, 2-bath home is ideal for ...
From $866 per night (USD)
VRBO
From $976 per night (USD)
Expedia
Mountain Retreat 4BR Condo Near Okemo Lifts
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to the mountains and experience the charm of Vermont at this spacious 4-bedroom, 4-bathroom condo in the heart of ...
From $976 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Condo with Fireplace & Pool, Deere Run
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Discover the perfect Vermont getaway in this sun-filled, three-level Quechee townhouse, featuring spacious liv ...
From $459 per night (USD)
VRBO
From $828 per night (USD)
VRBO
Waterfront 3-bedroom Lake Rescue house for your getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Lake! This charming house on beautiful Lake Rescue offers breathtaking views overlooking Blueberry Island ...
From $828 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Historic Converted Concrib Glamping Cabin in the Heart of Vermont, Perfect for a Weekend Retreat in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Queen-sized bed in historic corncrib cabin in the heart of Vermont with gorgeous views of fields and forest. We also hav ...
From $280 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Guests will love staying in one of three delightful bedrooms in this old fashioned Bed and Breakfast in Windsor County, ...
From $154 per night (USD)
VRBO
From $386 per night (USD)
VRBO
Maple Avenue Farm. Views, Farmhouse in Pomfret
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Lovely, updated cape home sits on a quiet dirt road and has big views of the North Pomfret Hills. Clean and comfortable ...
From $386 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Vermont Mountain Chalet • Hot Tub • Near Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Vermont Mountain Chalet • Hot Tub • Near Skiing ★☆ ABOUT THIS SPACE ☆★ Welcome to your private mountain chalet—nestled ...
From $676 per night (USD)
VRBO
From $914 per night (USD)
VRBO
Slopeside 3-bdrm. Luxury Finishes. Fireplace. Sauna. Steps to Kettlebrook Trail.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Okemo Ridge Retreat – Ski-Inspired Luxury Steps from Okemo Mountain Welcome to Okemo Ridge Retreat, your perfect year-r ...
From $914 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Peaceful All-Season Getaway for Families in Ludlow
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
< 2 Mi to Okemo Mountain Resort | Near Hiking Trails & Waterfalls This Ludlow vacation rental seamlessly blends Okemo V ...
From $388 per night (USD)
Expedia
From $740 per night (USD)
VRBO
Okemo Trailside: 3BR + Bonus Room, Hot Tub, Sauna & On-Demand Shuttle to Sachem
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect Vermont getaway. Mountain views, a private hot tub, sauna, and hassle-free slope access make thi ...
From $740 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Condo with Game Room & Lake Views, Vale Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Welcome to this spacious Quechee retreat, a 3-bedroom, 3.5-bath multi-level condo tucked among towering Vermon ...
From $420 per night (USD)
Expedia
From $664 per night (USD)
VRBO
Riverfront Home w/ Hot Tub Near Killington Resort
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Secluded 5-Acre Property | 885’ Private Riverfront | 2 Mi to Killington Skyeship Base Lodge Immerse yourself in scenic ...
From $664 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Cozy 3-bedroom chalet on beautiful Lake Rescue
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
In the summer enjoy boating, swimming, or just relaxing on Lake Rescue. Then grill on the large deck or lounge in the ma ...
From $548 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Enchanting 4-bedroom cottage with a view in Weston
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Enjoy mountain views and an on-site spring, walking distance from Weston village and within 20 minutes of 3 ski resorts. ...
From $518 per night (USD)
VRBO
From $979 per night (USD)
Expedia
Private 4-Season Ski Chalet minutes to Okemo/town, Hot Tub, on wooded 1+acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This warm, spacious Vermont home is the kind of place you'll want to escape to year after year and every season holds it ...
From $979 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Mountain View Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this stunning 3-bedroom home set on 41 private acres with breathtaking mountain views. The spacious interior o ...
From $447 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Private Quechee Lakes Home - Pet Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to Morey Mountain Retreat—a peaceful 4-bedroom getaway nestled in the scenic Quechee Lakes Association in Vermont ...
From $635 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Clean comfortable Condo one mile to Okemo mountain!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your home away from home in Ludlow with 3 bedrooms. This adorable condo features 1 king bed, 1 queen bed, 1 twin bed, an ...
From $501 per night (USD)
VRBO
From $2036 per night (USD)
Expedia
Ski-In Out on Okemo, 25 minutes to Killington, 8 minutes to Fox Run Golf Club!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Convenient Location: Quite possibly the closest property to a ski lift throughout the entire Okemo and Jackson Gore Reso ...
From $2036 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Ski on/off Solitude Village 3 bedroom condo directly on Okemo Mt ski trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This spacious 3 bedroom, 2.5 bath Solitude Village ski condo that offers the perfect blend of comfort and convenience. S ...
From $627 per night (USD)
VRBO
From $612 per night (USD)
Expedia
THE BIJOU - a Precious Gem in the Green Mountains. HOT TUB, PET OK, HANDICAP
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy a memorable Vermont escape—perfect for relaxing, reconnecting, and making memories with family and friends. Tucke ...
From $612 per night (USD)
Expedia
From $804 per night (USD)
VRBO
15 min to Killington & Okemo 4-bedroom Chalet w/ Private Sauna & Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
All season Vermont retreat with a private hot tub, sauna, fireplace * 15 minutes to Okemo and Killington The space Welc ...
From $804 per night (USD)
VRBO
From $669 per night (USD)
Expedia
6 Mi to Okemo! Family Townhome in Lakeside Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Access to Birch Landing Amenities | Beautiful Wooded Surroundings | Cozy Cabin-Inspired Interior Vermont adventures beg ...
From $669 per night (USD)
Expedia
From $428 per night (USD)
VRBO
TymeoffVT | Cabin in the Woods | Hot Tub | EV chg
Bedrooms:
3
Bathrooms:
1
Sleeps:
6
Take some TymeOff and have the time of your life at our cozy all-season cabin in the heart of Vermont. Settle in, breath ...
From $428 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Spruce Moose Lodge, Custom Log Cabin with Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Wake up to panoramic mountain views from every room at Spruce Moose Lodge, a custom log cabin retreat with a d ...
From $558 per night (USD)
Expedia
From $1535 per night (USD)
VRBO
Sunnymede Hill House with Hot Tub & Valley Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Wake up to breathtaking Vermont views at Sunnymede Hill, where walls of windows flood every room with natural ...
From $1535 per night (USD)
VRBO
From $374 per night (USD)
Expedia
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RoundTop Chalet is a three-bedroom, two-bath Plymouth home for up to eight guests. The bedrooms have one king bed, one q ...
From $374 per night (USD)
Expedia
From $730 per night (USD)
VRBO
Fantastic 4-bedroom Lake~Ski House w/ gas fireplace. Pet friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our renovated home with gas fireplace faces Echo Lake and backs onto an acre of woods. Family friendly with a private do ...
From $730 per night (USD)
VRBO
From $906 per night (USD)
Expedia
Peaceful Riverview Retreat - 1 mi to Dartmouth College - 4-bd -3ba
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience Norwich like a local in this 4-bedroom cottage. With 2 king beds, 1 queen bed, and 1 bunk full over full bed, ...
From $906 per night (USD)
Expedia
From $715 per night (USD)
VRBO
Classic Vermont Home | 5 Min to Okemo
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Experience classic Vermont living just five minutes from Okemo Mountain. This spacious five-bedroom home offer ...
From $715 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Condo with Fireplace & Golf Views, Sugar Hill
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate Vermont getaway at Sugar Hill 1D, where comfort meets adventure in the heart of Queche ...
From $480 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Modern Cabin | Near Okemo & Chester
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to this beautifully renovated three-bedroom cabin set on three private acres in Vermont's Okemo Valley. ...
From $507 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Bear`s Den in Ludlow, Okemo Views + Epic Game Room
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The `Bear`s Den` is conveniently located on Main St across from Okemo Mountain School and Sports Odyssey. Fully stocked ...
From $406 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Ski-In/Out Winterplace Okemo Mountain Condo-Bldg M
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a true Vermont ski getaway in this bright 3-bedroom, 2-bath condo at Winterplace on Okemo Mountain. Located just 2 ...
From $544 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Cozy Condo in Downtown Ludlow | Walk to Dining
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into comfort and charm at this beautifully updated first-floor condo in a classic 1853 Greek Revival home. Perfectl ...
From $253 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Fabulous Vermont Glamping Getaway on a Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful Vermont glamping getaway is perfect for lovers of the outdoors. The 320 square foot tent can accommodate ...
From $221 per night (USD)
VRBO
From $324 per night (USD)
Expedia
Gorgeous Tent Rental for Vermont Getaways in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This beautiful retreat sits on an idyllic farm and is ideal for peaceful Vermont getaways. The 384 square foot tent can ...
From $324 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Cozy 3-bedroom chalet in enjoyable Rochester with WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our beloved house is a charming, fully equipped mountain cabin nestled in the Green Mountains National Forest of Vermont ...
From $385 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Riverside Vista, Woodstock Riverfront House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience true riverfront living at Riverside Vista, where you can relax on your private patio overlooking th ...
From $561 per night (USD)
Expedia
From $729 per night (USD)
VRBO
Greystone 1830
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
"Greystone" is a charming stacked granite home built in the 1830's as a tavern and one of 4 original structures that mad ...
From $729 per night (USD)
VRBO
From $721 per night (USD)
VRBO
Kennedy’s House
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Unwind in Windsor at this lovely house. With 3 bedrooms including 1 full bed and 2 king beds, guests will find comfort a ...
From $721 per night (USD)
VRBO
From $799 per night (USD)
VRBO
The Gathering House at Mount Ascutney
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
It might be your perfect Vermont getaway! Relax, recharge, and take in the beauty of Vermont’s mountains. This beautiful ...
From $799 per night (USD)
VRBO
From $825 per night (USD)
Expedia
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Summary: Welcome to this charming 4-bedroom Cape Cod-style retreat in Woodstock, Vermont, a picture-perfect New England ...
From $825 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Condo near Quechee Village & Trails, Mill Run
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Experience the best of Quechee from Mill Run 4A, a cozy, light-filled condo just steps from artisan shops, sce ...
From $307 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Historic Mill House near the Covered Bridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the unique heritage of Quechee at The Mill House, one of the original High Street mill houses in th ...
From $414 per night (USD)
Expedia
From $397 per night (USD)
VRBO
Stylish Designer Loft And Adventure Hub With EV Charger Near Woodstock & Okemo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ascutney Lofts offers modern, serene retreats nestled in the heart of Vermont’s natural beauty. Thoughtfully designed wi ...
From $397 per night (USD)
VRBO
From $296 per night (USD)
VRBO
Mountain Hilltop Retreat: 2-bedroom Cape on 135 acres in serene Bridgewater
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to this terrific Cape home in Bridgewater Corners in the heart of Vermont's Green Mountains! Set on 135 acres w ...
From $296 per night (USD)
VRBO
From $397 per night (USD)
VRBO
Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ascutney Lofts offers modern, serene retreats nestled in the heart of Vermont’s natural beauty. Thoughtfully designed wi ...
From $397 per night (USD)
VRBO
From $934 per night (USD)
VRBO
Adorable Downtown 3-bedroom ski house in Ludlow
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gather your family and friends at this serene, 3-bedroom home in downtown Ludlow, perfectly situated on the bus route. T ...
From $934 per night (USD)
VRBO
From $708 per night (USD)
VRBO
Cozy Ludlow, Vermont Farmhouse Ski Retreat with hot tub and fire pit
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Charming 125-year-old cozy ski farmhouse retreat 0.5 miles from Okemo Mountain ski resort, 23 mins from Killington mount ...
From $708 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Ludlow Condo Near Okemo | Walk to Dining & Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stay in the heart of Ludlow at this beautifully remodeled Greek Revival condo, just steps from the ski shuttle and local ...
From $316 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Historic Condo In Town - Okemo Shuttle Outside
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Step into Ludlow’s history with this beautifully remodeled Greek Revival condo just minutes from Okemo Mountain. Perfect ...
From $253 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ascutney Lofts offers modern, serene retreats nestled in the heart of Vermont’s natural beauty. Thoughtfully designed wi ...
From $397 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Mountain Views of Okemo. Ludlow 5 min walk to village! Deck, pine bedrooms.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Beautiful Views of Okemo Mountain! 5-min WALK to downtown Ludlow shops, restaurants, & the Okemo shuttle. Only a 5-min d ...
From $405 per night (USD)
VRBO
From $2060 per night (USD)
Expedia
Spacious 5BR Mountain Retreat with Hot Tub & Game Room – 3 Minutes to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Escape to this inviting 5-bedroom, 4-bath home perfectly situated just 3 minutes from Okemo Mountain. Ideal for families ...
From $2060 per night (USD)
Expedia
From $288 per night (USD)
VRBO
The Owl's Nest A Cozy 1-bed studio apartment in Bridgewater
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make yourself at home in this 1-bed studio apartment in Bridgewater Vermont. This studio features a comfortable king be ...
From $288 per night (USD)
VRBO
From $725 per night (USD)
VRBO
Tranquil 4-bedroom chalet in charming Plymouth perfect for relaxing getaway
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Gather with family/friends in our spacious home with beautiful views in Plymouth VT, a short drive from both Okemo and K ...
From $725 per night (USD)
VRBO
From $402 per night (USD)
VRBO
High-End Loft - Cozy Firepit, Hiking and Biking Trails, Near Okemo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ascutney Lofts offers modern, serene retreats nestled in the heart of Vermont’s natural beauty. Thoughtfully designed wi ...
From $402 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Designer Cabin With Solo Firepit Near Ski Trails - Ascutney Lofts
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ascutney Lofts offers modern, serene retreats nestled in the heart of Vermont’s natural beauty. Thoughtfully designed wi ...
From $397 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Brookside Retreat mins to mountain & walk to town
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy the charm of Vermont village life just 2 minutes from Okemo Mountain Resort. This 3-bedroom, 2-bath home features ...
From $452 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quiet Wooded Setting | Kayak | Furnished Deck Spend your summer on the water at this cozy Ludlow vacation rental! Perfe ...
From $257 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Studio cottage in Norwich Village,just 2 miles from Dartmouth and King Arthur Baking.With a simple modern aesthetic it i ...
From $343 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Hearth & Pines House with Forest Views, Quechee
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Hearth & Pines is a spacious 4-bedroom, 2.5-bath Quechee Club home with two living rooms, dedicated work-from- ...
From $479 per night (USD)
Expedia
From $766 per night (USD)
VRBO
Lakefront 4-BR Retreat Near Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Escape to a beautifully restored Vermont farmhouse overlooking Echo Lake. Set on 6.7 private acres, this 4-bed ...
From $766 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Upper Sunny Side Suite Near Quechee, VT shops and restaurants.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Consider this house your home away from home while you visit the Upper Valley. A private second- floor unit accessed via ...
From $194 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Savor the quiet beauty of Vermont!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to peace and natural beauty at Old Kirk Farm. Our comfortable farmhouse will be all yours to enjoy. Listen to t ...
From $409 per night (USD)
VRBO
From $982 per night (USD)
Expedia
Lovely 3-bedroom townhome 10 minute drive to Okemo mountain in Ludlow
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This 3-bedroom townhome 10 minutes from Okemo mountain is perfect for your escape to Ludlow. Inside, guests find two que ...
From $982 per night (USD)
Expedia
From $601 per night (USD)
VRBO
Ludlow Village Farmhouse - indoor sauna on shuttle route, steps from downtown.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the heart of Ludlow and stay at this charming 4-bedroom, 3-bath historic house just steps from downtown shops ...
From $601 per night (USD)
VRBO
From $826 per night (USD)
Expedia
Riverfront dog-friendly house w/ gas fireplace, deck, w/d, a/c, close to skiing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect getaway in Ludlow, VT! This charming riverfront house, nestled on the banks of the Jewell Brook ...
From $826 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Cozy condo near skiing with fireplace & deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This cozy mountain getaway places you right in the heart of the Green Mountains, only minutes away from Okemo Mountain R ...
From $232 per night (USD)
VRBO
From $287 per night (USD)
Expedia
Ski in/ski out condo w/ pond & mtn views, fireplace, tennis courts & w/d
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to your ski lover's paradise in Ludlow, VT! This charming ski-in/ski-out condo in the Kettle Brook community off ...
From $287 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Convenient village condo w/ mountain views, close to Okemo, partial a/c, w/d
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in the heart of the charming village of Proctorsville, this multi-level North Country Condo offers a cozy retrea ...
From $428 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Delightful house w/ hot tub, wrap-around deck, ping-pong-pool table, fireplaces
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to this charming dog friendly house nestled in the serene woods of Ludlow, VT, just minutes away from the thrilli ...
From $517 per night (USD)
Expedia

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