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 $541 per night (USD)
VRBO
Vermont Gem Near Woodstock and Quechee
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous Vermont home on 3.5 scenic acres conveniently located two miles from downtown Woodstock. Situated on one of the ...
From $541 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweet Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $216 per night (USD)
Expedia
From $756 per night (USD)
VRBO
'The Mill Stream House' Lux Rustic Home on River w/JACUZZI & fireplace
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
The Mill Stream House, Killington 2.9 miles to access road UPDATED RIVER FRONT HOME with STONE FIREPLACE & CATHEDRAL CE ...
From $756 per night (USD)
VRBO
From $577 per night (USD)
Expedia
UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy a historic stay in this former Chester Schoolhouse recently renovated into a massive yet cozy home. Located only 1 ...
From $577 per night (USD)
Expedia
From $722 per night (USD)
VRBO
Ski in/ski out condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Truly ski in and ski out condo at top of A/B quads at Okemo. Updated kitchen and custom furnishings made locally in VT. ...
From $722 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come and enjoy the fantastic skiing at Okemo! Our 2-bedroom condo is right on Main St. in the middle of dining and shop ...
From $350 per night (USD)
Expedia
From $2135 per night (USD)
VRBO
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub by RedAwning
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Stay in a luxurious 6-bedroom 6 1/2 bath ski-in/ski-out home with direct access to the Sidewinder trail. You'll be 200 ...
From $2135 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Secluded forest hideaway with hot tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Vermont Summer Cabin sits on the edge of Green Mountain National Forest, set away from the road the house is almost ...
From $300 per night (USD)
VRBO
From $1210 per night (USD)
VRBO
Okemo Family Ski House - Sleeps 13 - Walk to Sachem trail - 100 yds
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Looking to ski Okemo? We have a cozy and spacious 5 bedroom, 4 bathroom mountain house. Comfortably sleeps 12-13. Awesom ...
From $1210 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Village Home with 15 acre backyard on the river
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Comfy family home with south facing views of the state forest and hills across the field and river. This home has a 15 A ...
From $478 per night (USD)
Expedia
From $900 per night (USD)
VRBO
3 BEDROOM LUXURY CONDO Ski on/Ski off
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 bedrooms with 3 adjoining baths. Beautifully appointed ski in ski out condo. Conveniently located at the base of the ...
From $900 per night (USD)
VRBO
From $1129 per night (USD)
Expedia
Work, Ski, Relax - Big Restored 1860s Farmhouse
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Come up solo or bring friends and family to our unique and lovingly renovated estate! Our charming 1860’s farmhouse slee ...
From $1129 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge B203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $346 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Secluded dog-friendly home amongst the trees with sauna, Wii, & 2 scenic decks
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Plymouth Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $434 per night (USD)
Expedia
From $1021 per night (USD)
VRBO
Mountainside 3-BR Ski-In/Out Okemo Chalet
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Summary: Experience the convenience of this 3-BR chalet, perfectly situated steps away from the Clock Tower base area of ...
From $1021 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Okemo Mountain Chalet W/ Hot Tub and Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Our Contemporary Ski House is less than 4 miles from Okemo Mountain Resort. It is situated on 10 private acres in the S ...
From $534 per night (USD)
Expedia
$\The Arched Chalet\ Stunning Green Mountain views close to Killington and Okemo$
From $556 per night (USD)
VRBO
\"The Arched Chalet\" Stunning Green Mountain views close to Killington and Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to the Arched Chalet, one of the last arched ski homes in the area located on Plymouth Notch ski mountain. The ...
From $556 per night (USD)
VRBO
From $1063 per night (USD)
Expedia
Relax, dine, hike, or ski! Year-round family fun @ Okemo / Green Mountains
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come relax at a 5-star private family residence: immaculate, bright, spacious and serene. Create joyous memories with y ...
From $1063 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Windfall @ Quechee Club VT: Cozy Updated Condo A/C, Fireplace -Ski -Golf -Renew
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Windfall - Freshly updated townhome in the heart of Quechee Lakes resort. Overlooking the Ottauquechee river, Windfall w ...
From $268 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Beautiful retreat close to Okemo with free WiFi, private washer/dryer
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Proctorsville Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $206 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Ludlow Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $245 per night (USD)
VRBO
From $611 per night (USD)
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Mountain View Retreat within minutes of Okemo Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled between Plymouth and Ludlow, enjoy the privacy and seclusion of this beautiful mountain cabin with a less than 1 ...
From $611 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Pond House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $324 per night (USD)
VRBO
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Expedia
Come Home to Vermont
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lake frontage on the only natural lake between Okemo Mt and Killington Mt. Ski the best 2 mountains, snow mobile, cross ...
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Expedia
From $1519 per night (USD)
VRBO
Charming farmhouse near Killington & Sugarbush
Bedrooms:
6
Bathrooms:
9
Sleeps:
16
*35 MINUTES TO SUGARBUSH & KILLINGTON* Quintessential Vermont. BRAND NEW heated 18'x36' in-ground pool! Bird-watchers' p ...
From $1519 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Contemporary Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
HH6 is a very special rental unit located at the top of Hathorns Hill within the Woodstock Village area. A spacious thr ...
From $239 per night (USD)
VRBO
From $296 per night (USD)
VRBO
⭐️Ski On-Ski Off Cozy Mountain Condo w/Real Wood Fire Place- King Bed 2-Bed/Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ski On-Ski Off!! Cozy-Beautiful mountain themed decorated condo is in the heart of Sunrise at Bear Mountain in Killingto ...
From $296 per night (USD)
VRBO
From $665 per night (USD)
VRBO
Lake Rescue LAKEFRONT! Private Home. 2.6 miles from Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relish your vacation on Lake Rescue in this new 3BR/3Ba home, with bonus Bunk Room. Private 77ft frontage and dock. La ...
From $665 per night (USD)
VRBO
From $1060 per night (USD)
VRBO
NEW Vermont Luxury in Woodstock Village: Private Home, Pond & Mountain Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled on a quiet private road and adjacent to scenic Mount Peg, this magnificent family-friendly home is behind the wo ...
From $1060 per night (USD)
VRBO
From $684 per night (USD)
Expedia
The Quechee Haus: VT Retreat with Outdoor Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax, rejuvenate, and restore at The Quechee Haus. Located just 10 minutes from downtown Woodstock, 30 minutes from Kil ...
From $684 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedrooms, 2 Full Bathrooms, Sleeps up to 8, Washer/Dryer, Radiant Floor Heat 3 Bedroom, 2 Full Baths home located 8 mi ...
From $262 per night (USD)
VRBO
From $1316 per night (USD)
Expedia
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Bedrooms:
4
Bathrooms:
8
Sleeps:
22
A true Ski in / Ski out house on the beginner Sachem trail at Okemo mountain. This beautiful eight-bedroom chalet is ide ...
From $1316 per night (USD)
Expedia
From $307 per night (USD)
VRBO
NorthPorch Farmhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This cozy, well cared for and well-appointed 1840’s two-story farmhouse is surrounded by National Forest Service land, a ...
From $307 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Ski-in/out condo with pool, hot tub, sauna & fast WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise - East Glade-C7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $284 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Lakefront home with amazing views, fireplace, firepit, & gas grill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lake Rescue Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $586 per night (USD)
VRBO
From $622 per night (USD)
Expedia
Ski On/Off at the Sunrise Mountain Chalet
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our Ski On/Ski Off townhome is your gateway to the great outdoors. If you ski or board, you can access the biggest mount ...
From $622 per night (USD)
Expedia
From $552 per night (USD)
VRBO
Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties Recommended local activities and floor plans of our ...
From $552 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Luxury 3BR/2BA Hygge Villa with Fireplace and Views! Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The History Designed by modernist architect Ulrich Franzen in 1965 and recently renovated to capture Franzen's modernis ...
From $325 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Secluded escape on rolling acreage with hot tub, deck, gas grill, & fast WiFi
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Town Farm Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $574 per night (USD)
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From $832 per night (USD)
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OZ CHALET - 4 Bedroom Ski Chalet Between Killington and Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to OZ Chalet! Our chalet is the perfect blend of casual comfort and rustic charm. OZ is centrally located on R ...
From $832 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Okemo Mountain, Family Affordable 2 fl village location walk to town, Dogs OK.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Linens not provided!! Located in the village of Ludlow, Vermont on the Black river with in 20 miles of 5 major ski area’ ...
From $274 per night (USD)
VRBO
From $597 per night (USD)
VRBO
Winterplace - Steps away from Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling ...
From $597 per night (USD)
VRBO
From $631 per night (USD)
VRBO
5 Bedroom Home with Views of Quechee
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Spacious 5 bedroom home in Quechee lakes. 1/2 mile from Quechee clubhouse for Dining, Golf, Skiing, Tennis. 20 minutes f ...
From $631 per night (USD)
VRBO
From $889 per night (USD)
Expedia
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This luxury home with scenic mountain views was designed for a relaxing getaway for a ski trip or summer adventure. Loca ...
From $889 per night (USD)
Expedia
From $199 per night (USD)
VRBO
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Comfortable 3 bedroom Open Concept Home. The Master Bedroom features a King size bed with a plush comfort mattress and ...
From $199 per night (USD)
VRBO
$Perfect Design & Location for the VT Experience. \Hope Upon, Up Above\$
From $378 per night (USD)
VRBO
Perfect Design & Location for the VT Experience. \"Hope Upon, Up Above\"
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Hillside chalet with brook and large wraparound deck on acreage flanked by state forest. Mountain view, brook sounds, hi ...
From $378 per night (USD)
VRBO
From $537 per night (USD)
VRBO
Escape To Quechee For Ski, Golf, Swimming! Family & Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
A three bedroom condo in a private courtyard setting, surrounded by beautiful grounds and gorgeous mountains. Convenien ...
From $537 per night (USD)
VRBO
From $737 per night (USD)
VRBO
Lovely Vermont House
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Lovely spacious modernized 5 bedroom home, with each bedroom having its own special bathroom. The family room has a la ...
From $737 per night (USD)
VRBO
From $1636 per night (USD)
VRBO
Gorgeous views, tastefully decorated Ski on/ski off 3 bedroom condo, Lodges 303
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Luxurious Three-Bedroom Mountain Condo Pamper yourself with this beautifully updated three-bedroom, three-bath condo tha ...
From $1636 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Vermont Trailside Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy our trailside, ski in ski out condo. Located At the top of the A&B lifts. Skip the crowds at the Base! After an ...
From $387 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Historic Farmhouse, Quaint Vermont Experience
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Come, enjoy this historic (circa 1810) farmhouse set on 12+ acres. Listed on the Vermont historic register, our 4 bedroo ...
From $314 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Falcon House is a 2+ bedroom, 2 bath architect designed chalet, accommodating 5 guests in comfort and spa-like style. ...
From $383 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Woodstock Village Carriage House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage house to historic 1861 home. One bedroom, queen bed with en suite bathroom. Full kitchen, open-plan living roo ...
From $300 per night (USD)
VRBO
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Expedia
Renovated condo, walk to dining, on bus route to ski slopes
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Depot Street Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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Expedia
From $309 per night (USD)
VRBO
Charming & spacious two-story townhome with balcony - close to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Castle Hill Condos - L4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $309 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Bright, Family-Friendly Lake View House Close to Okemo, Killington, Pico, Lakes
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Close to skiing, hiking, and swimming, the house is a wonderful place to spend time with family or friends after a day s ...
From $371 per night (USD)
Expedia
From $1210 per night (USD)
VRBO
Cozy 2 BR Ski-in/Ski-out Condo at Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Summary: You'll enjoy seamless access to the slopes via beginner trails, granting you easy entry to both the base area a ...
From $1210 per night (USD)
VRBO
From $419 per night (USD)
Expedia
Ski-in/out gem with balcony, fast WiFi, modern decor & full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C306 - Aspen in Okemo Our calendar is updated in real-time & our nightly rates are accurately disp ...
From $419 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Serene condo near skiing and golf with balcony, fast WiFi, and washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Heavenly Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $336 per night (USD)
VRBO
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Expedia
Solitude Village Stunner!
Bedrooms:
4
Bathrooms:
3
Sleeps:
11
Best location on Okemo? Many say so, you can skate across parking lot to ski on spot & ski off at same. Fully outfitted, ...
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Expedia
From $514 per night (USD)
VRBO
The Real Vermont All Seasons Get-Away Home - Part of Queche Lakes Country Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Renovations completed Spring 2022, featuring new: Floors, metal roof, windows, doors, furniture, kitchen & dinning room ...
From $514 per night (USD)
VRBO
From $2897 per night (USD)
VRBO
5 Star Accommodation Meets Farm Life #hartlandhillfarm
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
The 93-acre Hartland Hill Farm (HHF) is an unparalleled family recreational retreat offering privacy and a vast array of ...
From $2897 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Saltbox townhome with AC, fireplace & deck - near Quechee Club, golf & ski
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltbox 12A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $359 per night (USD)
VRBO
From $642 per night (USD)
Expedia
End unit townhome near golf & ski - walk to Quechee Club - views & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Dartmouth Place Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $642 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Country townhome - mountain view - walk to Village of Quechee - near Club & golf
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quechee Hollow Comfort Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $293 per night (USD)
VRBO
From $435 per night (USD)
Expedia
Saltbox townhome with views & fireplace - near Quechee Club, golf, & skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Saltbox 12B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $435 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Quechee Ski Area condo on the ski trail - mountain views & AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kingswood Vista 10F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $294 per night (USD)
VRBO
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Deere Run townhouse with private sauna - pool & tennis - walk to Lake Pinneo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Deere Run 10C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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Expedia
From $417 per night (USD)
VRBO
Updated townhome with excellent Green Mountains views - AC, office
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltbox 2A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $417 per night (USD)
VRBO
From $1141 per night (USD)
Expedia
Spacious home on picturesque grounds with stunning views. Quechee - Woodstock
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
* * 82 out of 82 Five-Star Reviews * * * * Sleeps 8 (Regular Beds) * * * * Full Amenities at the 4-season Quechee Club ...
From $1141 per night (USD)
Expedia
From $803 per night (USD)
VRBO
BRIDGEWATER RETREAT
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in the idyllic town of Bridgewater Vermont, an exquisite newly renovated country retreat nestled in 30 acres of ...
From $803 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Killington Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Recently updated, tastefully decorated upper level duplex located only seven miles to the Killington Access Road. This c ...
From $352 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Fantastic home near the slopes and town with fast WiFi, deck, fireplace & more
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Butte Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $573 per night (USD)
VRBO
From $863 per night (USD)
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Stunning 6 BR/4.5 BA with 7-person hot tub, pool table and EV charger
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Your Vermont getaway awaits. Come enjoy winter, spring, summer, or the quintessential fall foliage season in this amazin ...
From $863 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Vermont Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $264 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Luxe townhome with private sauna - mountain views, fireplace & washer/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sugar Hill Delight Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $537 per night (USD)
Expedia
From $738 per night (USD)
VRBO
Classic home with private hot tub, deck, & wood stove - near Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
13
Cozy in Cavendish Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $738 per night (USD)
VRBO
From $241 per night (USD)
VRBO
Ski In/Ski Out, Sunrise Killington 1BR, 2 pull-outs, 1Q/1F smart condo w/views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
True ski on/ski off at the Sunrise Village in Killington! A short walk across the parking lot where you’ll clip in for a ...
From $241 per night (USD)
VRBO
From $386 per night (USD)
VRBO
Dog-friendly riverfront home with washer/dryer, partial A/C, river views, & wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Vermont Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $386 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Perfect Vermont guesthouse getaway with mountain views & firepit - walk to lifts
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from Saskadena Six Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $306 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Quechee - Four Season Resort Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This Townhome is walking distance to Quechee Main Street and Simon Pearce. A mile away from the family-friendly Queechee ...
From $531 per night (USD)
VRBO
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Expedia
Riverfront studio with river view, full kitchen, & free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Vermont Farm Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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Expedia
From $333 per night (USD)
VRBO
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Ludlow when you stay in our fabulously renovated historic condo built in 1857. The Mill Place cond ...
From $333 per night (USD)
VRBO
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Expedia
Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully renovated condo. Enjoy easy access to the slopes, as well as an up-to-date condo for Apres Ski. Experience s ...
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Expedia
From $539 per night (USD)
VRBO
SKI-ON/SKI-OFF Okemo On Mountain Spacious Getaway ⛷ hot tubs, pool, fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Whether you’re skiing in the winter, hiking in the summer, or soaking in the stunning fall foliage, this ski-in/ski-out ...
From $539 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Secluded ski chalet with centralized location to Okemo Mt., Killington Mt. (around 15 minutes to each), Woodstock and lo ...
From $472 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Cozy Creekside Chalet centrally located near 4 ski resorts
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
If it is time to retreat from the hustle, bustle, and busyness of your life, this is the perfect place. That's what we d ...
From $277 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Perfect Getaway! Cozy, Modern condo & Convenient to Everything you will need.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a stylish place with the convenience to everything and to drop your bags and head to Okemo Mountain with ski shutt ...
From $245 per night (USD)
Expedia
From $960 per night (USD)
VRBO
Okemo Winterplace - Ski home for lunch-Sleeps 12 people 4Br 2BA slopeside
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Sunny high-ceiling condo perched midmountain at Okemo - strap on your skis and GO! Slopeside development with ski runs ...
From $960 per night (USD)
VRBO
From $1291 per night (USD)
Expedia
5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Walking distance to the base lodge this post and beam quintessential ski lodge boasts 5 bedrooms, 4 baths, 2 living room ...
From $1291 per night (USD)
Expedia
From $513 per night (USD)
VRBO
4 B.R. Ski Chalet: Minutes to Slopes
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Just a 6-minute drive from Okemo’s base lodge, our cozy chalet offers the perfect escape into a serene forest. Step int ...
From $513 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to your private getaway in the middle of Vermont’s most active recreational region. Skiing, mountain biking, hik ...
From $432 per night (USD)
Expedia
From $870 per night (USD)
VRBO
Winterplace Condo Steps away from slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace ground floor with stocked wood burning fireplace. 3 BR 2 bath condo! Perfect for a large family or 2 familie ...
From $870 per night (USD)
VRBO
From $566 per night (USD)
VRBO
2 BR/2BA Ski In/Ski Out Condo on Okemo Mountain- Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Kettlebrook (H Bldg) on Okemo Mountain, 2 floor loft condo w/ vaulted ceilings- 1,246 sq ft *True Ski In/Ski Out via b ...
From $566 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Mountainview home on a large lot with electric fireplace- near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vibrant Views Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $420 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Gateway to Adventure
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Ludlow, this 2 Bedroom 1 Bath condo sleeps 6. Wake up and have coffee on the deck right on the ...
From $274 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Adorable Cozy Cottage - sits on a mountainside with an OMG view- ideal for Cyclist, Skiers, Fall Leaf Peakers, Summer ge ...
From $155 per night (USD)
VRBO
From $169 per night (USD)
VRBO
Cozy Cabin On 10 Wooded Acres In Vermont
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy log cabin in Tunbridge Vermont is the perfect getaway for a family or a couples retreat. Nestled in the hills ...
From $169 per night (USD)
VRBO
From $687 per night (USD)
VRBO
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Lovely house located on Lake Rescue home beautifully cared for. Has 3 bedrooms, 1 .5 bathrooms and a loft. Property is ...
From $687 per night (USD)
VRBO
From $1760 per night (USD)
VRBO
Private Indoor Pool With A Beautiful House Attached
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Beautifully constructed mountain home on three levels located above the Okemo Base Lodge. Perfect for 2 or 3 families Pr ...
From $1760 per night (USD)
VRBO

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