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 $411 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 $411 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Brand new Appliances, Deck & Hot Tub - 1 min from Okemo base & Ludlow Downtown!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Brand New Appliances, Wrap Around Deck, Fire Pit Area and HOT TUB! Have fun with the whole family at this gorgeous Lind ...
From $646 per night (USD)
Expedia
$Charming 2-bedroom Cottage in welcoming Woodstock with \Chef's Kitchen\$
From $240 per night (USD)
VRBO
Charming 2-bedroom Cottage in welcoming Woodstock with \"Chef's Kitchen\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Peaceful and centrally-located house, two bedrooms, one bathroom with beautiful, open concept kitchen, living room and d ...
From $240 per night (USD)
VRBO
$Peaceful house w\/ mountain views, land, trails, fireplace, a\/c, w\/d, wifi, lawn$
From $306 per night (USD)
Expedia
Peaceful house w\/ mountain views, land, trails, fireplace, a\/c, w\/d, wifi, lawn
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Coolidge Barn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $306 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Private, mountain views,easy access EV level 2 charger & Tesla Panels
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 $277 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Smart Piggy Brick House! 3br house with brick fireplace, WiFi in Ludlow
Bedrooms:
3
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 $586 per night (USD)
Expedia
From $412 per night (USD)
VRBO
End Unit, Golf Views, Club | Lakeland Village 1A*
Bedrooms:
1
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 $412 per night (USD)
VRBO
From $427 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 $427 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Cozy Fireplace, Quechee Club | Vale Village 2B*
Bedrooms:
3
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 $565 per night (USD)
VRBO
From $500 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 $500 per night (USD)
Expedia
From $417 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 $417 per night (USD)
VRBO
From $789 per night (USD)
VRBO
Hot Tub Spacious | Tichenor Road Lodge*
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Extra-spacious Quechee vacation rental with hot tub & screened-in porch. Pack your family and best buddies for ...
From $789 per night (USD)
VRBO
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VRBO
Located on Ottaquechee River! | River View Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our charming fully renovated home, located on the highly sought-after River Road in Quechee. This be ...
Click For Pricing
VRBO
From $202 per night (USD)
Expedia
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 $202 per night (USD)
Expedia
From $757 per night (USD)
VRBO
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 $757 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Fireplace, Library | 21 Mountain Ave, Woodstock*
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Escape to this enchanting retreat and experience the perfect blend of luxury, comfort, and convenience in the h ...
From $263 per night (USD)
Expedia
From $666 per night (USD)
VRBO
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 $666 per night (USD)
VRBO
From $311 per night (USD)
Expedia
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 $311 per night (USD)
Expedia
From $2360 per night (USD)
VRBO
Plunge Pool, Elevator, Walk to Town | Watkins Farm
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Watkins Farm: Luxury Elevator Barn Home in Woodstock Village with stunning views, outdoor oasis & go ...
From $2360 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Luxury Home, Dog Suite | Rock Haven Carriage House
Bedrooms:
2
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 $356 per night (USD)
Expedia
From $252 per night (USD)
VRBO
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 $252 per night (USD)
VRBO
From $596 per night (USD)
Expedia
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 $596 per night (USD)
Expedia
From $729 per night (USD)
VRBO
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 $729 per night (USD)
VRBO
From $633 per night (USD)
Expedia
Views! Sauna Historic | Woodstock Riverside Escape
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: This historic riverside escape is the perfect place to enjoy America's most beautiful town - Woodstock, VT. Pl ...
From $633 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Genuine Farm! | The Homestead at Winterfound Farm
Bedrooms:
4
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 $592 per night (USD)
VRBO
From $906 per night (USD)
Expedia
Next to Saskadena Ski, Great Views | Half Past Six
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Welcome to your Vermont retreat! Nestled near the base of Saskadena Six Ski Hill, and conveniently located just ...
From $906 per night (USD)
Expedia
From $250 per night (USD)
VRBO
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 $250 per night (USD)
VRBO
From $1096 per night (USD)
Expedia
Pond, Pool, Mountain Views | Au Bout du Chemin
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: House at the End of the Road - You're here! This stunning Vermont estate boasts a prime location near Dartmouth ...
From $1096 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Hot Tub, Fire Pit & Grill: Remote Springfield Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
'Ski Mountain View Estate' | In-Ground Pool (Summer) | Sledding Hill (Winter) | Air Hockey & Board Games Experience the ...
From $433 per night (USD)
VRBO
From $392 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 $392 per night (USD)
Expedia
From $222 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 $222 per night (USD)
VRBO
From $225 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 $225 per night (USD)
Expedia
$Ski-in\/Out Townhome w\/ Views at Okemo Resort!$
From $889 per night (USD)
VRBO
Ski-in\/Out Townhome w\/ Views at Okemo Resort!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Outdoor Pool Access | Fireplace | 8 Mi to Camp Plymouth State Park Your next fun-filled Vermont retreat awaits at this ...
From $889 per night (USD)
VRBO
From $336 per night (USD)
Expedia
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 4 twin beds! Walking dist ...
From $336 per night (USD)
Expedia
From $846 per night (USD)
VRBO
Pet-Friendly in Quechee Woods | Sugar Hill 2D
Bedrooms:
3
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 $846 per night (USD)
VRBO
$Ski-in\/out Ski Hill, Cozy Fireplace | Kingswood 1D$
From $235 per night (USD)
Expedia
Ski-in\/out Ski Hill, Cozy Fireplace | Kingswood 1D
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Kingswood 1D – Your Cozy Mountain Escape Please SEE: Other Things to Note For Area Details, Please ...
From $235 per night (USD)
Expedia
$3BR\/2.5Ba Idyllic Mountain Retreat | Sugar Hill 2A$
From $401 per night (USD)
VRBO
3BR\/2.5Ba Idyllic Mountain Retreat | Sugar Hill 2A
Bedrooms:
1
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 $401 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Views, AC, and Family Fun | Kingswood 12E
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Welcome to your dream ski-on/ski-off family friendly condo, with views of Ski Quechee from the big back deck! ...
From $452 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Cozy Okemo Cabin: Steps to Lake, 2 Mi to Slopes!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Lake Pauline Access | Kayak & Paddleboard Provided | Easy Access to Hiking + Skiing Your next mountain getaway just got ...
From $235 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Beautiful new studio with amazing views - peaceful but close to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Brand new, huge studio on quintessential 20-acre VT horse property. Views are amazing. Peaceful, country retreat with tr ...
From $384 per night (USD)
Expedia
From $610 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 $610 per night (USD)
VRBO
From $396 per night (USD)
Expedia
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 $396 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Serene 3-BR Lakeside Retreat 8-min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Experience the charm of this lakeside retreat, located just minutes from Okemo Mountain. This house offers thre ...
From $407 per night (USD)
VRBO
Click For Pricing
Expedia
3BR Village Home near Okemo Mtn.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This beautiful village home is located in the heart of quaint Ludlow Village. This private home features 3-bedr ...
Click For Pricing
Expedia
$Cozy Condo w\/ Okemo Views, Fireplace & Shuttle$
Click For Pricing
VRBO
Cozy Condo w\/ Okemo Views, Fireplace & Shuttle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this cozy Brookhaven condo with breathtaking Okemo Mountain views, a wood-burning fireplace, and a co ...
Click For Pricing
VRBO
$Serene 1-BR Ski-In\/Ski-Out Retreat on Okemo Mtn.$
From $294 per night (USD)
Expedia
Serene 1-BR Ski-In\/Ski-Out Retreat on Okemo Mtn.
Bedrooms:
2
Bathrooms:
2
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 $294 per night (USD)
Expedia
$Mountainside 3-BR Ski-In\/Out Alpine Retreat$
From $436 per night (USD)
VRBO
Mountainside 3-BR Ski-In\/Out Alpine Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Gather your family and friends for a mountain getaway at this inviting 3-BR condo located directly slopeside on ...
From $436 per night (USD)
VRBO
$Walk-to-A\/B Quad, Winterplace condo with hot tubs, indoor pool, fireplace & wifi$
Click For Pricing
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 $640 per night (USD)
VRBO
Cozy 3-bedroom VT cabin minutes from Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Lou Lou's Landing. A beautiful Lakefront home, 2 miles from Okemo and 30 minutes from Killington, Bromley, an ...
From $640 per night (USD)
VRBO
From $1055 per night (USD)
Expedia
Historic Riverside Retreat in Woodstock Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your private getaway in one of Woodstock’s most iconic homes in a coveted Village location. Set with ...
From $1055 per night (USD)
Expedia
$Comfortable dog-friendly home w\/ pond view, deck, gas grill, wifi, TVs, kitchen$
From $240 per night (USD)
VRBO
Comfortable dog-friendly home w\/ pond view, deck, gas grill, wifi, TVs, kitchen
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy Dennis Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $240 per night (USD)
VRBO
$Casita Alta - Main House, (NO POOL) a spacious retreat in Woodstock, VT, w\/ stunning mountain views.$
From $669 per night (USD)
Expedia
Casita Alta - Main House, (NO POOL) a spacious retreat in Woodstock, VT, w\/ stunning mountain views.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Casita Alta - Main House, NO POOL - Luxury Mountain Retreat in Woodstock, Vermont – Scenic Views, Near Ski Resorts, Priv ...
From $669 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Charming Cabin on Lake Amherst - Private Dock, Fireplace, Firepit, Pet-Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated, rustic, pet-friendly cabin perched above Lake Amherst with dock and lake access. 10 minutes to Okemo's Jackso ...
From $327 per night (USD)
VRBO
$Convenient village condo w\/ mountain views, close to Okemo, partial a\/c, w\/d$
From $213 per night (USD)
Expedia
Convenient village condo w\/ mountain views, close to Okemo, partial a\/c, w\/d
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
North Country 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $213 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Secluded Mountain Home, 10 Min from Lakes, + a fire pit and new grill!
Bedrooms:
5
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 $495 per night (USD)
VRBO
$Ski\/MTB Home with Mountain Views near Killington\/Woodstock\/Green Mountain Trails$
From $480 per night (USD)
Expedia
Ski\/MTB Home with Mountain Views near Killington\/Woodstock\/Green Mountain Trails
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
UNIT B side. Escape to this spacious(2250 sq ft), newly renovated mountain retreat, perfectly located near Killington, P ...
From $480 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Swim, Ski & Sip: Family Retreat in Plymouth
Bedrooms:
3
Bathrooms:
4
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 $315 per night (USD)
VRBO
From $244 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 $244 per night (USD)
Expedia
$2-Story riverfront home + studio with washer\/dryer, river views, & free WiFi$
From $314 per night (USD)
VRBO
2-Story riverfront home + studio with washer\/dryer, river views, & free WiFi
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Vermont Farm House and Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $314 per night (USD)
VRBO
From $914 per night (USD)
Expedia
Remodeled home with three separate condos - steps from ski lift bus pickup
Bedrooms:
6
Bathrooms:
6
Sleeps:
13
Pleasant Street Apartments Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $914 per night (USD)
Expedia
$Cozy farmhouse w\/ TV, wifi, w\/d, dvd player, kitchen, board games$
From $190 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 $190 per night (USD)
VRBO
From $583 per night (USD)
Expedia
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 $583 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Holiday Inn Club Vacations Beautiful Mount Ascutney Resort by IHG
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $246 per night (USD)
VRBO
From $947 per night (USD)
Expedia
150 acres of serenity in a stunning, 6 bedroom Vermont estate
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
To the people who have seen it, Light Hill is considered one of the most beautiful properties in the Barnard area. With ...
From $947 per night (USD)
Expedia
$1920s \Golden Age\ Cabin w\/ Breathtaking Views!$
From $277 per night (USD)
VRBO
1920s \"Golden Age\" Cabin w\/ Breathtaking Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a ...
From $277 per night (USD)
VRBO
$1950s \Retro\ Cabin in Vermont w\/ Breathtaking Views!$
From $277 per night (USD)
Expedia
1950s \"Retro\" Cabin in Vermont w\/ Breathtaking Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a ...
From $277 per night (USD)
Expedia
From $633 per night (USD)
VRBO
Steps to Ski Trail, Fireplace - Kingswood 1B
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate Vermont escape at Kingswood 1B, a spacious slope-side condo offering with breathtaking ...
From $633 per night (USD)
VRBO
$Charming house w\/ privacy, bbq, seasonal balcony, hammock, fire pit, w\/d, wifi$
From $339 per night (USD)
Expedia
Charming house w\/ privacy, bbq, seasonal balcony, hammock, fire pit, w\/d, wifi
Bedrooms:
3
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 $339 per night (USD)
Expedia
From $917 per night (USD)
VRBO
Completing renovated home in charming 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 $917 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Charming Retreat with Okemo Mountain Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
MRT-11088876 MRT-11088876 Tucked away in a peaceful Ludlow setting, this cozy 4-bedroom getaway offers the perfect blen ...
From $512 per night (USD)
Expedia
$Two Okemo condos - ski-in\/ski-out - pool, fast WiFi, washer\/dryer$
From $693 per night (USD)
VRBO
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 $693 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Hawks Mountain Village Retreat - 10 min. to Okemo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Hawks Mountain Village Retreat! A charming, historic home with modern conveniences minutes from Okemo, Ludlow ...
From $215 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Four Season Escape | Near Lakes,Trails,Killington
Bedrooms:
3
Bathrooms:
3
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 $384 per night (USD)
VRBO
$Bright and spacious 3 Bed\/3 Bath in Chester, VT$
From $313 per night (USD)
Expedia
Bright and spacious 3 Bed\/3 Bath in Chester, VT
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This bright and spacious 3 bed/3 bath home is within walking distance of shops, restaurants, a local pub, and small groc ...
From $313 per night (USD)
Expedia
From $514 per night (USD)
VRBO
Walk to Club, Golf Course! | Lakeland Village 4C*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Lakeland Village Privately Situated Updated Condo with Lake Views. Please SEE: Other Things to Note For Area D ...
From $514 per night (USD)
VRBO
From $482 per night (USD)
Expedia
End Unit, Golf Views, Club | Lakeland Village 2A*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Private Back Deck Offers Views of Golf Course and Cross Country Ski Trails. Please SEE: Other Things to Note F ...
From $482 per night (USD)
Expedia
$Kettlebrook 2BR\/2 Bath - Great Spot for a Skiing Family or Couples$
From $546 per night (USD)
VRBO
Kettlebrook 2BR\/2 Bath - Great Spot for a Skiing Family or Couples
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located near the Kettlebrook and Bull Run ski trails, this location offers ease and convenience. Gather around the wood ...
From $546 per night (USD)
VRBO
From $1556 per night (USD)
VRBO
3-Bedroom Condo with Hot Tub, Walk to Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Snowtrak, a premier community nestled on Okemo Mountain! Walk to the nearby ski access through the Kettlebroo ...
From $1556 per night (USD)
VRBO
$Beautiful Ludlow Village Home 4BR\/3.5 Baths$
From $1303 per night (USD)
VRBO
Beautiful Ludlow Village Home 4BR\/3.5 Baths
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This beautifully appointed home in the Ludlow Village offers easy access to Okemo Mountain. Relax in comfort with all-ne ...
From $1303 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Charming Lake Rescue Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A charming lake cottage on Lake Rescue with direct waterfront and a large dock set in Vermont’s Green Mountains. 7 minut ...
From $560 per night (USD)
Expedia
From $139 per night (USD)
VRBO
THE OTTO: A Warm + Cozy Ski In Ski Out Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
THE OTTO, eponymously named, inspired, and much like the marvelous man himself, is a lovely and uniquely mysterious ski ...
From $139 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Charming 3-bedroom house in Reading, VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy a peaceful stay at this 3-bedroom house in Reading. The bedrooms feature 2 queen beds and 1 twin bed, perfect for ...
From $238 per night (USD)
VRBO
$Stylish and Comfortable 3BR\/2 Bath near Okemo Shuttle$
From $587 per night (USD)
VRBO
Stylish and Comfortable 3BR\/2 Bath near Okemo Shuttle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming condo offers a bright and airy atmosphere, complete with comfortable seating and stylish decor throughout. ...
From $587 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Ludlow Village Home -- Okemo Shuttle -- Walk to Town -- Hot Tub -- Roomy Space!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Excited to be back on VRBO after a long hiatus! Great home that is close to town, on the Okemo Shuttle route with plenty ...
From $419 per night (USD)
Expedia
From $156 per night (USD)
VRBO
By the Month, Charming Guest Suite in Reading, Vermont
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Stay comfortably in Reading/West Windsor, Vermont at this charming farmhouse. This two story guest suite offers a pleasa ...
From $156 per night (USD)
VRBO
$Cozy Modern Cabin w\/ Hot Tub & Beautiful View$
From $556 per night (USD)
Expedia
Cozy Modern Cabin w\/ Hot Tub & Beautiful View
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Plan a relaxing escape to this cozy & contemporary-outfitted cabin w/ an unparalleled mountain view! Just an eight-minu ...
From $556 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Charming rural 2-bedroom cottage with amazing view in Hartland, Vermont
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy cottage sits on a well-maintained dirt road overlooking fields, woods, and the NH mountains, As you walk ...
From $162 per night (USD)
VRBO
$Norwich Cottage 3BD\/2BA - 1mi to Dartmouth$
From $704 per night (USD)
Expedia
Norwich Cottage 3BD\/2BA - 1mi to Dartmouth
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome professionals, families and outdoor enthusiasts! This cozy, charming fully remodeled 3-bed, 2-bath cottage is n ...
From $704 per night (USD)
Expedia
From $800 per night (USD)
VRBO
Beautiful Hawk Mountain home with Mountain Views, Hot Tub and Sauna
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
This 4 bedroom, 3.5 bath multi-level single family home is built into a wooded hillside and offers beautiful mountain vi ...
From $800 per night (USD)
VRBO
From $640 per night (USD)
Expedia
Historic Vermont Mansion Ideal 4 Retreats & Events
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Discover the enchanting charm of Springfield, Vermont, and immerse yourself in a retreat that seamlessly blends historic ...
From $640 per night (USD)
Expedia
$8 Bedroom Roadhouse btw. Killington & Okemo\n\n\n$
From $629 per night (USD)
VRBO
8 Bedroom Roadhouse btw. Killington & Okemo\n\n\n
Bedrooms:
3
Bathrooms:
8
Sleeps:
20
“Coolidge Roadhouse” (Coolidge Retreats) 9 bedroom w/ Hot tub. Inquire if you are more than 16 ppl as the house can fit ...
From $629 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Soothing family-friendly townhome in Quechee Lakes
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to this lovely townhome in Quechee. This adorable property boasts 4 bedrooms, including a king bed, 2 queen beds ...
From $367 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Charming 3-bedroom house in Ludlow beside the Blue Lot at Okemo, close to town
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your Ludlow adventure begins at this 3-bedroom house. With 2 king beds, 1 queen bed, and 1 twin bed, this charming prope ...
From $510 per night (USD)
VRBO
$Stylish Midcentury Modern Ski Condo - Free Shuttle to Okemo - 3BR\/2BA - Sleeps 8$
From $361 per night (USD)
Expedia
Stylish Midcentury Modern Ski Condo - Free Shuttle to Okemo - 3BR\/2BA - Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stylish Midcentury Modern Ski Condo - Free Shuttle to Okemo - 3BR/2BA - Sleeps 8 Welcome to our fully renovated Midcent ...
From $361 per night (USD)
Expedia
From $150 per night (USD)
VRBO
New to VRBO! Custom built 2-bedroom cabin on 3 acres, 2 mikes to Ludlow.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Built in 2023, this custom built home is the ideal, private getaway to enjoy Okemo Mountain and charming Ludlow, Vt. The ...
From $150 per night (USD)
VRBO
From $1187 per night (USD)
Expedia
Stunning Ski Condo on Shuttle Route at Okemo Trailside
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Escape to the slopes with this stunning 4BR, 2.5 Bath ski condo located right at Okemo Trailside. Enjoy the convenience ...
From $1187 per night (USD)
Expedia
$Luxury Ski on\/off Condo at Southface Village Okemo, direct ski access, heated pool$
From $2181 per night (USD)
VRBO
Luxury Ski on\/off Condo at Southface Village Okemo, direct ski access, heated pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your exquisite alpine retreat! This stunning 4-bedroom condo, nestled within Southface Village at Okemo, invi ...
From $2181 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Comfy and Modern Ski Condo at Okemo's Winterplace - Steps Away from Ski Trails with Indoor Pool Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This fully equipped 3-bedroom, 2-full bathroom comfortable and modern condominium is located on the ground floor and les ...
From $756 per night (USD)
VRBO
From $752 per night (USD)
VRBO
Cute, Family Friendly Condo at Okemo's Solitude - Access to Indoor Pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
This slope-side condominium has a wonderful mountain view direct ski access and a convenient floor-plan. The primary b ...
From $752 per night (USD)
VRBO
From $1345 per night (USD)
Expedia
Spacious 6-bedroom house in charming Quechee. Family friendly, all seasons!
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Nestled in Quechee Vermont , this delightful house boasts 6 bedrooms, including 2 king beds, 3 queen beds, and more. Exp ...
From $1345 per night (USD)
Expedia

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