Windsor Area Rentals
- From $102 per night (USD)
VRBO
Dog-friendly, 2-story condo at the base of Ascutney with fireplace & balcony
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Mountain's Edge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $102 per night (USD)VRBO
- Click For Pricing
Expedia
Ski-in\/ski-out condo with W\/D, shared pool, hot tub, & wood-burning fireplace
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Solitude Village J203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For PricingExpedia
- From $234 per night (USD)
VRBO
Three-story, ski-in\/out condo with mountain view & fireplace - dog-friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sachem Slopeside - Okemo Trailside 21B Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $234 per night (USD)VRBO
- From $699 per night (USD)
Expedia
Valhalla!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Valhalla on Lake Rescue! We are a lovely four season home with plenty of options right outside our doorstep. ...
From $699 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Game Room|10 Min to Trails|The Bridgewater House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Escape to the historic Bridgewater House, a 2,000 sq ft home that sleeps up to 8. With a spacious kitchen, livi ...
From $180 per night (USD)VRBO
- From $352 per night (USD)
Expedia
Ludlow Vacation Rental - Steps to Ski Lift!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Plan your next ski trip or summer hiking excursion with family when you book this idyllic townhome nestled just 2 miles ...
From $352 per night (USD)Expedia
- From $978 per night (USD)
VRBO
Two Okemo condos - ski-in\/ski-out - fireplaces, 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 $978 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Andover Cabin Retreat w\/ Hot Tub & Fireplace!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a peaceful Vermont escape at this charming Andover home. This 3-bedroom, 1-bathroom vacation rental boasts an invi ...
From $277 per night (USD)Expedia
- From $2500 per night (USD)
VRBO
Steps from Sachem trail, hot tub, 2 master suits, total 5 bed\/bath, build 2022
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Walking distance to sachem trail (600feet), custom build in 2022, private hot tub, spacious, 5 bedroom, 5 bathroom, easi ...
From $2500 per night (USD)VRBO
- From $812 per night (USD)
Expedia
Cozy Ludlow Home: 2 Mi to Okemo Mountain Resort!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ensure your next ski trip goes off without a hitch at this Ludlow, VT, vacation rental on the edge of Okemo State Forest ...
From $812 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Dog-friendly, 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 ...
From $226 per night (USD)VRBO
- From $585 per night (USD)
Expedia
The Quechee Getaway
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
About this space You will be close to everything when you stay at this centrally-located new construction home in Queche ...
From $585 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Private post & beam log cabin on Macintosh Pond
- 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 $525 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Inviting Vermont Cabin On Mount Ascutney!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $316 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Waterfront retreat with dock, sauna, & firepit - near Woodstock & ski areas
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Turtle Grove Lakehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $500 per night (USD)VRBO
- From $237 per night (USD)
Expedia
3-story dog-friendly home with private hot tub, firepit, grill, wood stove, EVC
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $237 per night (USD)Expedia
- From $541 per night (USD)
VRBO
17-Acre Vermont Escape w\/ Panoramic Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 14
Built in 1892, this classic yet modern Cavendish vacation rental exudes old-world charm and elegance! Every window in th ...
From $541 per night (USD)VRBO
- From $129 per night (USD)
Expedia
2nd-floor condo near Okemo Mtn with streaming, WiFi, partial AC, & full kitchen
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Hidden Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $129 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Stunning Views in Ludlow Vermont Minutes to Okemo Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Summit Cabin in Ludlow - a SkyRun Vermont Property SkyRun Vermont prides itself in providing you the best experience d ...
From $480 per night (USD)VRBO
- From $403 per night (USD)
Expedia
Snowed INN of Bridgewater by Woodstock&Killington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Welcome to this charming Vermont family home, located just a stone's throw (less than 10 minutes) from the historic town ...
From $403 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Okemo's Jackson Gore-1 Bedroom Condo\/Direct Ski Access. Walk to Pool & hot tubs.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Jackson Gore at Okemo Mountain Resort STEPS TO THE OKEMO SKI TRAIL.... with your own private ski locker in the same bui ...
From $260 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $140 per night (USD)
VRBO
Okemo | Spacious Executive Room w Amenities Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unwind in a picturesque studio condo for 4 that offers a seamless blend of convenience and elegance, providing an idylli ...
From $140 per night (USD)VRBO
- From $150 per night (USD)
Expedia
Okemo | Charming Room & Amenities Nearby | Pools
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Step into a charming room for 4, where convenience meets beauty to create the ultimate getaway. Indulge in the nearby am ...
From $150 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Okemo | Studio Condo + Close to All Amenities
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Welcome to a delightful studio condo for 2, combining convenience and aesthetic charm to offer an enchanting retreat. En ...
From $165 per night (USD)VRBO
- Click For Pricing
Expedia
Spruce Moose | Log Manor on 65 private acres
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Spruce Moose Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingExpedia
- From $443 per night (USD)
VRBO
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 $443 per night (USD)VRBO
- From $468 per night (USD)
Expedia
Charming Okemo Home: Hot Tub, Fireplace, Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: Experience Ludlow's enchanting charm at this inviting home! Unwind in the private hot tub, gather by the wood-b ...
From $468 per night (USD)Expedia
- From $145 per night (USD)
VRBO
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 $145 per night (USD)VRBO
- From $166 per night (USD)
Expedia
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 $166 per night (USD)Expedia
- From $283 per night (USD)
VRBO
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 $283 per night (USD)VRBO
- From $307 per night (USD)
Expedia
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 $307 per night (USD)Expedia
- From $434 per night (USD)
VRBO
Okemo Ski-In\/Out Renovated Modern Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: We are excited to share this newly renovated slopeside condominium in Kettlebrook Village on Okemo Mountain! Th ...
From $434 per night (USD)VRBO
- From $108 per night (USD)
Expedia
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 $108 per night (USD)Expedia
- From $105 per night (USD)
VRBO
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 $105 per night (USD)VRBO
- From $115 per night (USD)
Expedia
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 $115 per night (USD)Expedia
- From $140 per night (USD)
VRBO
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 $140 per night (USD)VRBO
- Click For Pricing
Expedia
Okemo Slopeside: Wood Stove, 4-Story Luxury for 10
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Walk across the street to access skiing and riding at Okemo from this luxurious mountain home. Within just step ...
Click For PricingExpedia
- Click For Pricing
VRBO
3BR+Loft Okemo Condo - Ski In\/Out, Fireplace, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Watch the skiers pass by or the snowmakers zip up the mountain on their snowmobiles or even marvel at the groom ...
Click For PricingVRBO
- From $203 per night (USD)
Expedia
Escape To Outdoor Adventures at Mount Ascutney
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our modern Escape To Outdoor Adventures at Mount Ascutney, where you can experience the best of indoor comfor ...
From $203 per night (USD)Expedia
- From $143 per night (USD)
VRBO
Red Barn Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our cozy modern cabin is anything but ordinary, nestled amidst the pastoral landscapes of Brownsville, Vermont. Moments ...
From $143 per night (USD)VRBO
- From $435 per night (USD)
Expedia
One-Of-A-Kind Vermont Retreat
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our exceptional Vermont retreat in Brownsville, a unique property that combines a 3-bedroom, 2.5-bathroom hom ...
From $435 per night (USD)Expedia
- From $205 per night (USD)
VRBO
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 $205 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Ski-in\/out condo with fireplace & on-site pool\/hot tub\/tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Winterplace Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $329 per night (USD)Expedia
- From $165 per night (USD)
VRBO
1 Bed Ultra Modern Cabin in Woods with Hot Tub
- 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 $165 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Amazing Views and Sunsets
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Gather around the fireplace in the living room with massive wall to wall windows or have a party on the second story dec ...
From $568 per night (USD)Expedia
- From $546 per night (USD)
VRBO
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 $546 per night (USD)VRBO
- From $950 per night (USD)
Expedia
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 ...
From $950 per night (USD)Expedia
- From $120 per night (USD)
VRBO
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 $120 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Peaceful Cavendish Retreat w\/ Hot Tub & Fireplace!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the serenity of Cavendish and make lasting memories at this 3-bedroom, 2.5-bath vacation rental. Nestled in the ...
From $378 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Farmhouse red charmer with wood stove, office, & mtn views - dog-friendly
- 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 $277 per night (USD)VRBO
- From $165 per night (USD)
Expedia
1 Bed Ultra Modern Cabin in Woods with Hot Tub
- 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 $165 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Ski-in\/out, dog-friendly condo with prime location for skiing & hiking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Ascutney Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $210 per night (USD)VRBO
- From $429 per night (USD)
Expedia
Golf escape 3BR 2BA condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our inviting condo, a perfect retreat for your stay in Quechee Lakes Resort. This spacious accommodation comf ...
From $429 per night (USD)Expedia
- Click For Pricing
VRBO
Mountainside Retreat with Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience VT's Finest! This absolutely stunning home sits mountainside in Andover, Vermont. The view of the foliage is ...
Click For PricingVRBO
- From $625 per night (USD)
Expedia
Okemo Ski Condo:3BR +loft Sleeps 10,Pool Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 10
Summary: Discover ski-in/ski-out bliss at our top-floor condo on Okemo Mountain. Nestled in the Winterplace community, t ...
From $625 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Spectacular Views At This Luxury Country Estate, Walking Distance To Town
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This modern home, all on one floor, is spacious, quiet and luxuriously furnished. It sits just at the edge of the villag ...
From $396 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Retreat to Vermont in a Lovely 2 BDRM Quechee Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Vermont and this peaceful retreat nestled among all the beauty the area has to offer. Explore nature, the cha ...
From $285 per night (USD)VRBO
- From $474 per night (USD)
VRBO
New! 3BR\/3.5BA Pristine Fox Hollow Condo
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Perfectly designed for your lifestyle. Nestled in the picturesque Quechee Lakes golf community, this stunning 3 bedroom, ...
From $474 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Updated 3 bdrm golf course condo
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
A Golf Lover's Dream Vacation Spot in Vermont! Escape the hustle and bustle of daily life and unwind in this stunningly ...
From $365 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Newly Renovated 2-bedroom 1.5-bathroom condo unit NEW INVENTORY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape the everyday and come stay at this Mill Run retreat! Nestled away near Quechee Main Street, you'll be close to al ...
From $263 per night (USD)VRBO
- From $367 per night (USD)
Expedia
3 Bedroom condo with beautiful golf course views sleeps 6
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect getaway in the beautiful Quechee Lakes area! This stunning 3-bedroom end condo unit offers all t ...
From $367 per night (USD)Expedia
- From $179 per night (USD)
VRBO
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your private getaway in the middle of Vermont’s most active recreational region. Skiing, mountain biking, hik ...
From $179 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Camp Amherst: Ski and Lakeside Retreat. Killington\/Okemo, Firepit, private dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our newly renovated lakeside "camp" is the perfect place for an active yet relaxing Summer/Fall getaway or a fun-filled ...
From $408 per night (USD)Expedia
- Click For Pricing
VRBO
Ski-in\/Ski-out 3-level Townhouse @ the Top of Trailside Village @ Okemo Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Located at the highest point in the popular Trailside Village at Okemo Mountain Resort, this 3-level four-bedroom Townho ...
Click For PricingVRBO
- From $325 per night (USD)
Expedia
Perfect mountain setting w\/private hot tub, 5 minutes to Okemo. Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A lovely upscale 3 bedroom, 2 bathroom mountain home located 5 minutes from downtown Ludlow and Okemo Mountain Resort. ...
From $325 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Minutes to Skiing w\/ Views and Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a summer retreat in a picturesque ski town? Look no further! Our cozy summer house is nestled in the heart o ...
From $497 per night (USD)VRBO
- From $345 per night (USD)
Expedia
New! The Gathering Place - hot tub and sauna, a perfect vacation home getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Gathering Place Perched atop Willard Road in Quechee VT, this lovingly updated 4-bedroom 3 bath contemporary style h ...
From $345 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Spring Skiing! Location! Minutes from Okemo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the perfect escape in the heart of a charming ski town. Our cozy and rustic home offers a peaceful retreat wher ...
From $253 per night (USD)VRBO
- From $369 per night (USD)
Expedia
New! 3bd\/2.5ba with Sauna - a Vacationers Dream!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this beautiful, dog friendly, condominium in Quechee, Vermont overlooking the stunning Highland Golf Course! ...
From $369 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Mountain Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the splendor of a classic Vermont getaway in our welcoming home nestled privately in the Green Mountains of Vermo ...
From $450 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Birch Lodge - mountain views, hottub, minutes to Okemo!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Located in a private development, this home sits surrounded by the lush forest with a clearing exposing the face of Okem ...
From $225 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Condo on Quechee Golf Course 3bd\/2bt Private Feel
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Located next to a golf course, this condo lets you experience it all in Quechee. Fans of nature and the outdoors will ...
From $428 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Cozy 1 king bed Apt Minutes to Okemo (Pet Friendly)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for an affordable getaway near the scenic mountains of VT? Look no further! Our cozy one-bedroom apartment is ju ...
From $177 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Spacious 2BR Condo Ski-in\/Ski-out at Okemo w\/ pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Enjoy family-friendly ski-in/ski-out convenience at our 2-bed, 2-bath Winterplace condo. Sleeps 6 with a master ...
From $399 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Luxury Mtn. Condo w\/ 2 King Beds 4 Miles to Okemo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Located just minutes from Okemo Mountain, Downtown Ludlow, and the Village of Proctorsville this condo is the p ...
From $210 per night (USD)Expedia
- Click For Pricing
VRBO
Private Wing of largest Colonial Revival Mansion- Only 15 min to Woodstock
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 7
Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of ...
Click For PricingVRBO
- From $430 per night (USD)
VRBO
Ski Chalet in Ludlow, VT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Large Chalet; with 3 full bedrooms and a 2 set bunk bedroom room. Located just minutes from Okemo Mountain Resort and a ...
From $430 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Vibrant & Luxurious Retro Mountain Home Minutes To Okemo & Killington
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
The Perfect VT Mountain House! Thoughtfully renovated to combine the character & charm of this vintage mountain home wit ...
From $359 per night (USD)VRBO
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Expedia
Less than 5 mi. to Killington Skyeship Gondola
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Private, soundproofed, high-tech security, hard-wired fire/heat/smoke/carbon monoxide, fire doors, keyless entry, FOB se ...
Click For PricingExpedia
- From $343 per night (USD)
VRBO
New! 5 Bedroom, Pet Friendly House on Main!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to this stunning newly restored, dog friendly, home located in the heart of Quechee Village! This oasis offers e ...
From $343 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Secluded Okemo Retreat with Private Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Welcome to our charming 3-story retreat nestled amidst the scenic beauty of Okemo. Perfect for families and fri ...
From $383 per night (USD)Expedia
- From $308 per night (USD)
VRBO
New! End unit steps from Ski Quechee 5-bedroom 2.5 bath
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to the perfect mountain retreat! This stunningly renovated end-unit condo is located just steps away from the Qu ...
From $308 per night (USD)VRBO
- From $393 per night (USD)
Expedia
New! Updated 3 BR w\/ Sauna, access to Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a truly unforgettable vacation experience at this updated family friendly 3 bed, 3 bath end unit condo located in ...
From $393 per night (USD)Expedia
- From $3571 per night (USD)
VRBO
Totally Restored Grand Mansion & Estate overlooking the CT River
- Bedrooms:
- 19
- Bathrooms:
- 16
- Sleeps:
- 39
Perched atop Juniper Hill, the Windsor Mansion Inn spans over 14 acres in the historic hamlet of Windsor, Vermont, the t ...
From $3571 per night (USD)VRBO
- From $195 per night (USD)
VRBO
Cabin in the Orchard near Silver Lake
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming Studio Cabin with wood-burning stone fireplace, kitchenette with toaster oven/air fryer, coffee maker, mini-ref ...
From $195 per night (USD)VRBO
- From $538 per night (USD)
VRBO
Luxury Five Bedroom Modern Log Home
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to your Vermont getaway! Picture yourself in this exquisite five bedroom, three full and two-half bath log home, ...
From $538 per night (USD)VRBO
- From $297 per night (USD)
Expedia
New! 2bd\/2ba Tastefully Updated, Golf course View Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a peaceful getaway in this adorable, newly renovated Fairway Village condo situated on the beautiful Highland Golf ...
From $297 per night (USD)Expedia
- From $750 per night (USD)
VRBO
Dramatic Mountain Ridge house 3 miles from village green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern 3 bedroom, 2 bath house with beautiful views and total privacy. In floor radiant heat, expansive southwest facin ...
From $750 per night (USD)VRBO
- From $321 per night (USD)
Expedia
Renovated Farmhouse between Woodstock & Killington
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our recently renovated farmhouse offers a comfortable and relaxing place to come home to after a full day of exploring! ...
From $321 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Perfect Getaway minutes to Killington & Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This recently updated condo offers a comfortable space to return to after a day of exploration! Located perfectly betwe ...
From $340 per night (USD)VRBO
- From $75 per night (USD)
Expedia
10 Min to Mountains| Long Trail Suite
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Summary: Welcome to the Long Trail Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and ...
From $75 per night (USD)Expedia
- Click For Pricing
Expedia
Lovely home with full kitchen, central AC, fast WiFi, grill, deck & washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Present on Pleasant Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For PricingExpedia
- From $841 per night (USD)
VRBO
Amazing Views on Music Mountain
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 15
Create unforgettable memories at "The Views at Music Mountain". This brand new architecturally stunning modern Log and T ...
From $841 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Winterplace L-104 is a 3 bedroom, 2 Bath condo with Ski in-Ski out access. Walk out this first-floor unit and walk acros ...
From $1600 per night (USD)VRBO
- From $666 per night (USD)
Expedia
Slopeside in Okemo - Beautifully Renovated Spacious Family Townhouse by RedAwning
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This property is a large, immaculate tri-level townhouse in a perfect location that offers privacy, easy parking, and a ...
From $666 per night (USD)Expedia
- From $52 per night (USD)
VRBO
Well-appointed studio right downtown - less than a mile to Okemo Mountain
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 4
Dream Weaver Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $52 per night (USD)VRBO
- From $52 per night (USD)
Expedia
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Teddy's Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $52 per night (USD)Expedia
- From $122 per night (USD)
VRBO
Mountain-view condo with skiing nearby, pool, and balcony - snowbird-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Vermont's Finest - Brookhaven F4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $122 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Cabin less than 5 mins from Jackson Gore & Okemo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
A newly renovated private home for all seasons with a mountain view located between Okemo Mountain (5 minute drive) and ...
From $395 per night (USD)Expedia