Windsor Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windsor Area, Vermont on RentalSaver.com!

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From $335 per night (USD)
VRBO
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Solitude Village H102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $335 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located at 68 Pleasant St. first floor in the village of Ludlow, Vermont on the Black River within 20 miles of 5 majo ...
From $427 per night (USD)
Expedia
From $1356 per night (USD)
VRBO
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Gorgeous, 3500+ square foot, hand-peeled cedar log home on two levels. You won't find a better equipped, more spacious a ...
From $1356 per night (USD)
VRBO
From $153 per night (USD)
Expedia
Room in Historic Inn! 20 Minutes to Okemo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently ...
From $153 per night (USD)
Expedia
From $284 per night (USD)
VRBO
King & Queen Suite in Historic Inn Circa 1780
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Enjoy a private room, bathroom, shower & Fireplace in the historic Chester Inn, circa 1780. This charming property is co ...
From $284 per night (USD)
VRBO
From $412 per night (USD)
VRBO
Ludlow Home w/ Hot Tub, Near Okemo Resort!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Escape to this secluded 4-bedroom, 3-bathroom home located in Ludlow for your next visit to Vermont. A true mountain ess ...
From $412 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom, 2 Full Baths home located 8 miles from the Killington Mountain Skyship Base Lodge. Kitchen with new applianc ...
From $332 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Secluded 2600 sq ft home 15 min from Okemo+Killington
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Welcome to The VT Treehouse in Plymouth, VT. Nestled in a serene mountain setting, this home offers both privacy and con ...
From $390 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Dog-friendly house near Okemo Mountain Resort, skiing, & heart of Ludlow Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Casa Okemo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $503 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bright open design. Fully equipped kitchen, with dishwasher, stove, frig. and microwave. Large dinning room table with v ...
From $646 per night (USD)
Expedia
From $550 per night (USD)
VRBO
Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The house is decorated with a comfortable country decor. It is located within the private and secluded Farm Ridge develo ...
From $550 per night (USD)
VRBO
From $1118 per night (USD)
Expedia
Base Lodge - shuttle rte in winter - 10 BR, 5 Bath, Slp 34
Bedrooms:
5
Bathrooms:
10
Sleeps:
30
RENOVATED The Base Lodge will exceed your expectations. This beautiful 10 BR, 5 bath home with 4,000 sf is ready for yo ...
From $1118 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Okemo 6 Bedroom Chalet.
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
This 6 Bedroom Chalet is situated on 10+ Acres along side a beautiful river. Sleeps 13 people. Located in the Beautiful ...
From $754 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
1378 ROUTE 100 NORTH LUDLOW, VERMONT 05149 Waterfront home with 100 of feet of grassy lake frontage, complete with kaya ...
From $447 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Lakefront House 1 Mile from Okemo! Hot Tub, Now Renting for Feb Break Week!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This incredibly unique house sits hanging over the edge of Lake Rescue in Ludlow. It offers a large deep-water dock (bet ...
From $678 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Log Cabin with a View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $389 per night (USD)
Expedia
From $1058 per night (USD)
VRBO
Heated Saltwater Pool: Riverfront Home in Ludlow
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
2,500 Sq Ft | Seasonal Pool | Hot Tub | Cookout Ready | 1 Mi to Okemo Mtn Resort Gather loved ones and get ready for ex ...
From $1058 per night (USD)
VRBO
From $746 per night (USD)
Expedia
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Situated on 12 acres with views of Okemo Mountain and direct access to VAST snowmobile trail. Minutes to charming villag ...
From $746 per night (USD)
Expedia
From $968 per night (USD)
VRBO
11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town
Bedrooms:
7
Bathrooms:
11
Sleeps:
32
~About the Clubhouse~ 11BR w/Hot Tub| ½ mile to Okemo| On Shuttle Route | Walk Downtown|Sleeps 32 • 11 bedrooms: Bedro ...
From $968 per night (USD)
VRBO
From $491 per night (USD)
Expedia
The Red Bridge House. 360° of lake views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
The Red Bridge House is a spectacular home situated right between the hustling fun of Lake Rescue and the peaceful calm ...
From $491 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Killington Area Escape w/ Deck, Views & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the incredible beauty of the Green Mountains in all 4 seasons at this versatile 3-bedroom, 2-bath Stockbridge vaca ...
From $414 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Rustic lakeview cabin with fireplace, deck- near skiing
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Ludlow Comfy Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $512 per night (USD)
Expedia
From $855 per night (USD)
VRBO
Village House on Shuttle Route- Great Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Conveniently located right up the street from all restaurants, bars, shopping, and in walking distance so no car is need ...
From $855 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our recently renovated1860’s farmhouse, on 95 acres abutting the banks of the Ottauquechee River, is 3 miles from histor ...
From $464 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Baggrow Unit B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $333 per night (USD)
VRBO
From $157 per night (USD)
Expedia
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our two bedroom one bath cabin got a refreshing renovation! Super comfy bedrooms with expansive family style living s ...
From $157 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10102
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $350 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $222 per night (USD)
Expedia
From $2296 per night (USD)
VRBO
Magical spot w-views -3 BR home - idyllic retreat yet close to everything
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Beautiful views in a tranquil setting yet close to everything that matters in Southern Vermont. Property itself is a 20 ...
From $2296 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Mill #210 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $257 per night (USD)
Expedia
From $827 per night (USD)
VRBO
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Dive into a quintessential New England escape at this 6-bed, 3-bath vacation rental! Watch your worries fade from the mo ...
From $827 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious condo located at the Castle Hill resort with access to year round outdoor heated pool and hot tub, tennis court ...
From $544 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Two Double bed Standard Hotel room 218
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $170 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10506
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $350 per night (USD)
Expedia
From $230 per night (USD)
VRBO
108 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $230 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Cottage near Woodstock VT and skiing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a space owned by three siblings and primarily for the use of family to come and stay, so it is quirky and unique ...
Click For Pricing
Expedia
From $533 per night (USD)
VRBO
Renovated Ski House @ Okemo Mt., on Shuttle Route, Walking Distance to town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This is clean simple house with an open floor plan. It's warm and comfortable. 3 bedrooms, 2 full bathrooms, full kitche ...
From $533 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20304
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Cedarbrook is tucked into Vermont's Green Mountains, right in the middle of the action. You're only a mile from the Kill ...
From $350 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $178 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome to Cedarbrook – Your Year-Round Mountain Escape. Tucked in the heart of Vermont's Green Mountains, Cedarbrook of ...
From $228 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Winterplace Q206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $388 per night (USD)
VRBO
From $1479 per night (USD)
Expedia
Home near the Bull Run Trail with fireplace, washer/dryer & cable
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Snow Lane Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1479 per night (USD)
Expedia
From $1099 per night (USD)
VRBO
Mountainside condo with sauna, balcony, & walk to lifts
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Okemo Trailside 40C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1099 per night (USD)
VRBO
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Expedia
Inviting condo on Village Run Trail with a fireplace, pool, & hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Solitude Village A2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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Expedia
From $800 per night (USD)
VRBO
Inviting Okemo ski mountain home, two house walk to ski slope!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Doc's Folly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $800 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Ski-in/out condo with fireplace, tennis court, mountain views, & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kettle Brook G6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $407 per night (USD)
Expedia
From $1605 per night (USD)
VRBO
Mountain-view house near Okemo base with gas fireplace, & deck - walk to lifts
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Chalet at the Base of Okemo Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $1605 per night (USD)
VRBO
From $913 per night (USD)
Expedia
Ski-in/out condo near lifts with a fireplace, pool, hot tub, & tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace F101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $913 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Ski-in/ski-out condo with pool, hot tub, sauna, mountain view, deck, & fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Sweet Solitude G104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $670 per night (USD)
VRBO
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Expedia
Private lakefront home with private hot tub, WiFi, central AC, & fireplace
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Hillside House at Lakeshore Drive Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
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Expedia
From $244 per night (USD)
VRBO
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winterplace G205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $244 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Nest at Hawk Ledges Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $411 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winterplace E202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $229 per night (USD)
VRBO
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Expedia
Inviting condo near the Sachem Trail with wifi, washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Okemo Trailside 11C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
Click For Pricing
Expedia
From $469 per night (USD)
VRBO
Ski-in/out condo with mountain and lift views, hot tub, & pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Winterplace G303 - Skier's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $469 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Kettle Brook I4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $497 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Ski-in/out condo with water & mountain views, private sauna & fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kettle Brook A7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $208 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Beautiful home near lifts with wood-burning fireplace, mountain views & cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Classic Log Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $544 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Newly renovated ski-in/out slope side condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $272 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $223 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Ski-in/out condo with a pool, tennis & fast WiFi - Sachem Trail at Okemo
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Trailside 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $338 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Tannen Spitz Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $476 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Okemo Condo - Solitude Village N104 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $489 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Rustic home with a private hot tub, fireplace, cable, & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hawk Spur Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $321 per night (USD)
Expedia
From $341 per night (USD)
VRBO
Lovely mountain condo with pool, fireplace & cable- near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Brookhaven B1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $341 per night (USD)
VRBO
From $554 per night (USD)
Expedia
Three-level ski-in/out condo with sauna, washer/dryer & mountain view
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Okemo Trailside 32C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $554 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Ski-in/ski-out condo with pool, tennis courts, & grill
Bedrooms:
2
Bathrooms:
1
Sleeps:
7
Okemo Trailside 19BU Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $436 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Ground-floor condo with fireplace, pool, hot tub, tennis, washer/dryer & cable
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Winterplace Getaway A101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $540 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Ski-in/out condo near ski school with washer/dryer, fast WiFi, & mountain views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $449 per night (USD)
VRBO
From $750 per night (USD)
Expedia
Ski-in/out home with a hot tub, fireplace, cable & golf nearby
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Wood Lantern Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $750 per night (USD)
Expedia
From $750 per night (USD)
VRBO
Mountain-view condo near Sachem Trail with pool - walk to lifts
Bedrooms:
2
Bathrooms:
3
Sleeps:
16
Okemo Trailside 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $750 per night (USD)
VRBO
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Expedia
Dog-friendly mountain view home near Okemo & Killington with washer/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Rivendell Home at Hawk Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
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Expedia
From $230 per night (USD)
VRBO
Cheerful residential home with lots of space
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Completely renovated spacious home, about 20 minutes from Okemo Mountain! 3 bedrooms, 2 1/2 bathrooms, pool table, air h ...
From $230 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Vermont Mountain Retreat: The Antler House
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to the 'Antler House,' your perfect escape nestled in the scenic Vermont mountains! Located in the charming town ...
From $494 per night (USD)
VRBO
From $256 per night (USD)
VRBO
Custom-built Tiny House on forested lot near Quechee
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This custom-built tiny house is on a two-acre forested lot, is eco-friendly, powered by solar energy, and includes a car ...
From $256 per night (USD)
VRBO
From $960 per night (USD)
Expedia
Mountain-view house with hot tub, AC & amazing views, near Okemo Resort & skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ludlow Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $960 per night (USD)
Expedia
From $568 per night (USD)
VRBO
Ski-In/Ski-Out Condo w/ Pool & Seasonal Hot Tubs - Golf & Tennis Nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Winterplace G101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $568 per night (USD)
VRBO
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Expedia
Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Andover Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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Expedia
From $288 per night (USD)
VRBO
Quaint lakefront home with a fire pit and beautiful views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Ludlow's Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $288 per night (USD)
VRBO
From $622 per night (USD)
Expedia
Ski-in /Out. Spacious 2BR / 2.5B Ground-Floor Condo. 4 Seasons of enchantment.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious 2 bedroom - 2.5 bathroom condominium is located on the sunny side of Okemo in SouthFace Village, the newest dev ...
From $622 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Enjoy our ski in ski out condo. Located mid-mountain at Solitude Peak!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Newly Renovated Professional Cleaners-Linens and towels laundered off site Remote Check-In Located mid-mountain at the b ...
From $434 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Beautiful & Spacious Condo w/ Pool, Lake Access - Close to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Birch Landing #16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $584 per night (USD)
Expedia
Click For Pricing
VRBO
Quaint riverfront home between Killington & Okemo with fireplace - near skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Easy Living Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For Pricing
VRBO
From $336 per night (USD)
Expedia
Pet Friendly Ski House with Hot Tub
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
A ski house nestled trailside on Plymouth Notch Ski Mountain. Take in the spectacular views while you relax on the couch ...
From $336 per night (USD)
Expedia
From $814 per night (USD)
VRBO
Great Winter weekend Getaway, Village home in cul-de-sac. 1 mile to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Village mountain home in the heart of Ludlow village. Short walk to restaurants, grocery store and shops, and nearby par ...
From $814 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Log Home Perfect for a Family Getaway - Five Miles from Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sherman Log House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $483 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Trailside 8E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $257 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Elegantly Rustic Getaway w/Yard, Fire Pit, Dock, Kayaks - Close to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lakeside Elegance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $708 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Place of Peace and Quiet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $777 per night (USD)
VRBO
From $945 per night (USD)
Expedia
Bright, Open Home with Wraparound Deck & Mountain Views - 2 Miles to Skiing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
South Hill Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $945 per night (USD)
Expedia
From $309 per night (USD)
VRBO
1820 Federal Style Home located on the beautiful Black River
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This spacious home will accommodate ten people comfortably. It is located within 20 minutes from Okemo Ski Resort. There ...
From $309 per night (USD)
VRBO
From $349 per night (USD)
Expedia
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful hilltop cabin on 25 private acres bordering the William's River State Forest. Relax at this private retreat o ...
From $349 per night (USD)
Expedia
From $650 per night (USD)
VRBO
Okemo Modern Mountain Escape - 5 bedroom, 3 bathroom house
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
The house is tucked away off the main street in Ludlow, VT and just 1 mile away from the entrance to Okemo Mountain Reso ...
From $650 per night (USD)
VRBO
Click For Pricing
Expedia
Amazing family friendly 3+ Bedroom, 3 Full Bath in Quechee
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
If you are looking for a spacious stand-alone home with a wrap-around porch set in a picturesque VT setting, this is it! ...
Click For Pricing
Expedia
From $508 per night (USD)
VRBO
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This cozy ski Chalet home sleeps up to 12 people- an unbeatable choice for a ski trip with friends or family for a memor ...
From $508 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Bear-Foot Lodge Killington, Private! Sauna/Gameroom. Perfect for Large Groups!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Come enjoy the stunning scenery of Vermont's countryside while you relax in this gorgeous 5,000 sq ft. lodge. This year- ...
From $724 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Circa 1868 Chester Home/Victorian Farmhouse-Less than 20 MIN TO OKEMO
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
OVERVIEW Our historic 1868 'Elm House' is located in the picturesque town of Chester, nestled in the heart of Chester De ...
From $288 per night (USD)
VRBO
From $678 per night (USD)
Expedia
Castle Hill Resort Condo (with on-site Aveda Spa)
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome home! This charming 1500 square foot 3 bedroom condo at the historical Castle Hill Resort and Spa, has everythin ...
From $678 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Romantic Riverside Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Romantic Riverside Getaway. Located in the heart of Ludlow, this 1 Bedroom 1 Bath with sofa bed condo sleeps 4. Have cof ...
From $268 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a secluded mountainside retreat. Perfect for a getaway for two and room enough for 4 it is located on eleven pri ...
From $190 per night (USD)
Expedia

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