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 $228 per night (USD)
VRBO
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21820
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $228 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Deluxe one bedroom suite located on first floor with outdoor heated pool 11517
Bedrooms:
2
Bathrooms:
2
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 $268 per night (USD)
VRBO
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21921
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Nestled in the heart of Vermont's Green Mountains, Cedarbrook offers the ideal year-round retreat for guests looking to ...
From $268 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Updated Village Victorian on Ski Shuttle, walk to all amenties in town!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
New to market, freshly renovated Ski Village Victorian with 4 bedrooms directly on Okemo shuttle route. Enjoy the old ...
From $346 per night (USD)
Expedia
Click For Pricing
VRBO
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Renovated one bedroom guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entr ...
Click For Pricing
VRBO
From $209 per night (USD)
Expedia
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our Carriage House is less than a mile to charming Chester Village-enjoy quaint restaurants and taverns, antique shops, ...
From $209 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Cottage in Barnard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Charming Vermont cottage, just up the road from Silver Lake and the Barnard General Store. Bright, warm, and welcoming, ...
From $250 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Enjoy snowball fights or romantic nights in a 1BD vacation apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Make some memories at this unique and family-friendly pA Beautiful Mountainside Escape Vacationing in Vermont brings ...
From $160 per night (USD)
VRBO
From $504 per night (USD)
VRBO
Condo with a shared seasonal pool & tennis courts - walk to ski trails!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Quaint 1bedroom,1 bath short walk to the Okemo Sachem trail, convenient private parking right outside of front entranc ...
From $504 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Sportsman themed, real log cabin that has comfortable wood stove & hearth, plus backup regular heat. Bathroom with show ...
From $289 per night (USD)
Expedia
From $630 per night (USD)
VRBO
Remodeled condo with shared washer/dryer - walk to dining & ski lift bus pickup
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Seatoller Unit C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $630 per night (USD)
VRBO
From $567 per night (USD)
Expedia
First-floor condo with shared laundry - steps to ski bus pickup, walk to dining
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Aspatria Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $567 per night (USD)
Expedia
From $125 per night (USD)
VRBO
Hawks Mountain Farm, full apartment on a working farm.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Hello and welcome to Hawks Mountain Farm, a working farm with gardens, chickens, two yaks, four donkeys and an 1820 farm ...
From $125 per night (USD)
VRBO
From $870 per night (USD)
Expedia
On Silver Lake. Close to Woodstock & Ski Areas
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Perched on the edge of pristine Silver Lake, my country home sits on a large rolling lot overlooking the lake enjoyed by ...
From $870 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Modern & Updated Winterplace 3Br- Sleeps 12
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
**** New protocols include the following: This beautiful mountainside, located a short walk from the t ...
From $369 per night (USD)
VRBO
From $357 per night (USD)
Expedia
2Br Solitude -Ski-in, Ski-out Access to Promenade Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
This 2BR, 2BA unit sleeps 7, with a queen bed in master bedroom, a twin over double bunk bed in guest bedroom, plus a q ...
From $357 per night (USD)
Expedia
From $334 per night (USD)
VRBO
1Br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
B303 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building B in the Mountain Lodge. This unit s ...
From $334 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Okemo LARGE home SKI DATES still available NEW Hot tub. pool table 3 full baths
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Welcome to a relaxing vacation, right in the heart of the OKEMO Valley with convenient access to major routes and only 3 ...
From $532 per night (USD)
Expedia
From $217 per night (USD)
VRBO
1Br Ski-in, Ski-Out at Okemo Mountain Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1 bedroom/ 1 bath non air-conditioned unit is located on the 1st floor of C building in the Mountain Lodge at Okem ...
From $217 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Cozy private country setting - 15 miles from Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cozy home located in the rolling hills of scenic North Road Bethel, Vermont. Our house located on our 70-acre tree far ...
From $231 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Mountain Lodge at Okemo-1Br Fireplace & Updated Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
C305 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building C in the Mountain Lodge. This unit s ...
From $297 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Mountain Lodge at Okemo-1Br Newly Renovated
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1 bedroom/ 1 bath non air-conditioned unit is located on the 1st floor of A building in the Mountain Lodge at Okem ...
From $247 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Historic Ski Lodge on 112-Acre Vineyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
**10% discount on 7 nights or more; 25% discount on 28 nights or more. Rental Amenities: Over 900 square feet of liv ...
From $282 per night (USD)
VRBO
From $1050 per night (USD)
VRBO
Luxury, private, peaceful home with Instagram worthy amenities!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Leading Fields is situated on a dead end road on over 180 acres of private hilly land with trails for hiking, a meditati ...
From $1050 per night (USD)
VRBO
From $562 per night (USD)
VRBO
The Full Vermont Experience, minutes from Okemo: Transcend to the VT Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ski Okemo? Check Sledding in the back yard? Check Ice Skating on your own pond? Check Snowshoeing in your own trails? Ch ...
From $562 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Killington ski house
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Recently remodeled and tastefully decorated lower level duplex located a short distance from Killington ski area (a twel ...
From $396 per night (USD)
Expedia
From $656 per night (USD)
VRBO
4bdrm Cottage central to year round fun w/fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Adventure awaits at this peaceful centrally located 4 bedroom cottage. So whatever adventure you're looking for you will ...
From $656 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Mountainside Luxury 2-Level Condo at Okemo. Ski-In/Out.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
The newest Okemo luxury mountainside ski-in, ski-out condo home with private ski locker and covered garage located in th ...
From $383 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Oma Kieferts Kottage
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Upon arrival at our charming home you will not need to drive again. The Kottage is located conveniently in the Village o ...
From $357 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Beautiful craftsman-built home with natural wood and large windows in every room
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Located on a quiet road approximately one mile from the center of Brownsville, the property is a short drive from Woodst ...
From $334 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Ski-in/ski-out with the views! Solitude Village O 203
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located at the top of Okemo Mountain in Solitude Village this condo has all the views! This true ski-in/ski-out 2 bedroo ...
From $333 per night (USD)
VRBO
From $461 per night (USD)
VRBO
Pet Friendly Timber Frame Home in a True Vermont Setting, Deck with New Hot Tub,
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
“Tuckered Out” 2,950 sq ft | Quiet Location | Spacious Yard | 5 Miles to Okemo This unique and modern timber frame hom ...
From $461 per night (USD)
VRBO
From $1807 per night (USD)
VRBO
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Discover one of Vermont's hidden gems when you book this Plymouth vacation rental, known as the 'Mountain Casa'. Featuri ...
From $1807 per night (USD)
VRBO
From $1557 per night (USD)
Expedia
Ski On/Off ~ Beautiful Corner Unit ~ Well-Equipped And Perfect For Families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
4 bedrooms, 3 and 1/2 baths. Beautifully decorated and furnished. Ski on/off townhouse located directly on the trail, ...
From $1557 per night (USD)
Expedia
From $1367 per night (USD)
VRBO
Ski In/Ski Out Winterplace 2BR+Loft W/Fireplace, Hot Tub and Pool Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Enjoy Okemo in luxury! This top floor loft space sits in the Okemo Winterplace complex in Building C with quick access t ...
From $1367 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Country-style 3 bedroom, 2.5 bath condo in Quechee, Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated 3 bedroom 2 1/2 bath condo is located in the lovely village of Quechee, Vermont, located just a few ...
From $377 per night (USD)
VRBO
From $378 per night (USD)
VRBO
Hillside Haven Victorian! Hot Tub Firepit 5m-Okemo
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
A @Vermont_Escapes property - Escape to Vermont with us! Looking for the perfect blend of rustic charm and modern amen ...
From $378 per night (USD)
VRBO
From $691 per night (USD)
Expedia
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Lake Rescue Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $691 per night (USD)
Expedia
From $600 per night (USD)
VRBO
WINTER RENTAL - The Fairway House - Bright 3 Master BR
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
REACH OUT DIRECTLY FOR WINTER RENTAL. This property is located on the 13th fairway of the Quechee Club's Highland Golf C ...
From $600 per night (USD)
VRBO
From $518 per night (USD)
VRBO
The Okemo Love Lounge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Inspiring playful creativity, heartfelt joy and long warm cuddles, The Okemo Love Lounge is a luxuriously curated, roma ...
From $518 per night (USD)
VRBO
From $568 per night (USD)
VRBO
Spacious 4 Bedroom/3 Full Bathroom Family Friendly Townhouse in Quechee Lakes
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Recently updated, Ideal, Air Conditioned family vacation Deere Run 2700 sq ft Townhouse in Quechee. 4 bedrooms (sleeps M ...
From $568 per night (USD)
VRBO
From $1430 per night (USD)
VRBO
Guest wing on a 400 private acre estate. Sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Come and enjoy a stay in beautiful Vermont! The 30,000 square foot estate is now available for smaller groups. Enjoy al ...
From $1430 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Ludlow Village Home with Pool Table - Walk to Restaurants
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The "Bear's Den" is conveniently located in Ludlow, VT across main street from Okemo Mountain School and Sports Odyssey ...
From $377 per night (USD)
VRBO
From $579 per night (USD)
VRBO
Post and Beam-Great for a Golf, Hiking Get-A-Way for multiple families
Bedrooms:
2
Bathrooms:
7
Sleeps:
12
Beautiful Post and Beam architecture built in 2001, for families to make memories and enjoy beautiful Vermont in both su ...
From $579 per night (USD)
VRBO
From $681 per night (USD)
VRBO
Fireplace, Ski-Okemo, Apple Trees, Piano, Amazing Views, Firepit, Priory, Pool, Fields, Theatre!
Bedrooms:
6
Bathrooms:
6
Sleeps:
13
APOLOGIES, IN 2025 THE POOL WILL OPEN UNTIL AUGUST 1! THE REST OF THE PROPERTY IS FULLY FUNCTIONING! Skiing Theatre Fo ...
From $681 per night (USD)
VRBO
From $899 per night (USD)
Expedia
Fireplace, Ski-Okemo, Apple Trees, Piano, Amazing Views, Firepit, Priory, Pool, Fields, Theatre!
Bedrooms:
9
Bathrooms:
8
Sleeps:
17
Skiing Theatre Food Beer Farm-Cheese Music and a Monastery! This is The Apple Knoll Inn and Cottages at Weston, a Gertru ...
From $899 per night (USD)
Expedia
$\Everything VT\ Getaway Centrally Located: Ski, Shop, Golf, Hike, Relax$
From $375 per night (USD)
VRBO
\"Everything VT\" Getaway Centrally Located: Ski, Shop, Golf, Hike, Relax
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Cozy cape is centrally located near OKEMO, STRATTON, MAGIC, BROMLEY and KILLINGTON (Ludlow, Chester, and Weston, VT ...
From $375 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Cozy Family Chalet with Mountain Views – 15 Mins to Okemo & Ludlow
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Honeycomb Hideout — a peaceful, thoughtfully designed mountain retreat nestled in the town of Cavendish, ...
From $662 per night (USD)
Expedia
From $382 per night (USD)
VRBO
Ski In/Out Studio at Okemo on Sachem Trail
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Studio on the Sachem Trail at Okemo Mountain. This is a perfect location right on the Sachem Trail. The studio has a ful ...
From $382 per night (USD)
VRBO
From $602 per night (USD)
VRBO
MapleDreams - Cozy Ski Chalet w/Hot Tub on Wooded Lot
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Escape the hustle and bustle of city living to the beautiful mountains of Vermont. Our home is nestled in a private wood ...
From $602 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Gather with family and friends at our spacious home nestled in the Vermont woods. The Blue Moon Bungalow is your home a ...
From $502 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Perfect Home Away near Town & Skiing w/ Private Gas Grill, Large Deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Ludlow Hideout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $450 per night (USD)
Expedia
From $2073 per night (USD)
VRBO
🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
🌳 Gorgeous family home on a 25-acre estate in a picturesque natural setting. Escape the bustle of city life. 👨‍👩‍👦‍ ...
From $2073 per night (USD)
VRBO
From $3075 per night (USD)
Expedia
Ski in Ski out! top of the A quad chairlift
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
2 Bed 2 Bath. Pull out sleep sofa. Sleeps 4 Adults and 4 children. Located at the top of the chairlift with a balcon ...
From $3075 per night (USD)
Expedia
From $569 per night (USD)
VRBO
Renovated Farmhouse < 1 Mile to Okemo Mountain!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Experience the beauty of Vermont from this chic and charming farmhouse with 4 bedrooms and 2 bathrooms. The vacation ren ...
From $569 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover the best of Ludlow when you stay in our fabulously decorated updated historic home built in 1835, located in th ...
From $434 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Wooded condo w/ hot tub & games
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Vermont getaway - a peaceful condo steps from Okemo where you can unwind in the hot tub, gather by the f ...
From $263 per night (USD)
VRBO
From $338 per night (USD)
Expedia
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Our year round cottage is located on Lake Pauline in Ludlow Vermont, with 900 ft of lake frontage! Just 1.5 miles from O ...
From $338 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Hi, we are using Homeaway/VRBO for renters who love the slopes, the outdoors and places like Okemo. We are always open ...
From $220 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stone’s Throw Vermont is a charming 3bed 1.5 bath cottage with hot tub, fireplace, outdoor covered dinning space, and mo ...
From $444 per night (USD)
Expedia
From $524 per night (USD)
VRBO
Ski-in Ski-Out Okemo Oasis w/ Deck + Mtn View!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Boasting easy access to the slopes and local hiking trails, this 3-bedroom, 2-bathroom vacation rental is great for fami ...
From $524 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Ski Chalet with Hot Tub on Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Newly renovated in fall 2023, this 3-level, 1700+ sq. ft. ski chalet is just a 4 min drive to Okemo Mountain Resort and ...
From $602 per night (USD)
Expedia
From $1190 per night (USD)
VRBO
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
A wonderful SKI and LAKE home with sandy bottom lake access and dock on LAKE RESCUE is the perfect place to call home du ...
From $1190 per night (USD)
VRBO
From $682 per night (USD)
VRBO
All Season, Open Plan Contemporary With Stunning Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
6
This contemporary 4 bedroom house is situated on 80 rolling acres of woods and fields only 2 1/2 miles from Woodstock vi ...
From $682 per night (USD)
VRBO
Click For Pricing
VRBO
Your Vermont Vacation Awaits!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Mountain View Retreat is truly your home away from home for "Your Vermont Vacation". This bright, airy and comfortable f ...
Click For Pricing
VRBO
From $446 per night (USD)
Expedia
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the best of Ludlow when you stay in our fabulously decorated updated historic home built in 1835, located in th ...
From $446 per night (USD)
Expedia
From $1197 per night (USD)
VRBO
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
This property doubles as the award winning Woodbridge Inn. This listing is for a full home rental. There are 6 bedrooms, ...
From $1197 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Amazing Custom Home on 40+ Acres
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Beautiful views and lots of privacy but still only 2 miles from town. 5 bedrooms and 6 bathrooms with exercise room, gam ...
From $510 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Ski House with Lake Living - Little Chief's Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our warm & spacious SKI and LAKE house has 5 bedrooms & 3 full baths and is only 3.5 miles from the base of Okemo Ski Re ...
From $560 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Evergreen is a family friendly retreat located in Weston Vt.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This fully furnished dwelling is comfortable and clean The 3BR downstairs[sleeps 6] rents in the summer. It is located o ...
From $170 per night (USD)
VRBO
From $539 per night (USD)
VRBO
Colonial-style solid-timber home in a quiet setting
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
'Sanctuary' describes this green-built, two-story solid-timber home perfectly. Peaceful, quiet, nestled on a wooded moun ...
From $539 per night (USD)
VRBO
Click For Pricing
Expedia
Your Beautiful Victorian Getaway
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This beautiful New England Victorian, built in the 1890's, has 5 bedrooms and sits back on two private acres, situated j ...
Click For Pricing
Expedia
From $391 per night (USD)
VRBO
Vermont Farmhouse Getaway Near the Slopes W/ Mtn Views, Free WiFi, Full Kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Vermont Mountain Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $391 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Private Home on Okemo with HOT TUB. WALK TO SKI TRAIL OR DRIVE 2 MIN TO LODGE
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
This Okemo Mountain home is the perfect Vermont getaway within walking distance (400 yards) of the slopes! PLEASE NOTE ...
From $668 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Renovated condo w/ shared seasonal pool & tennis - walk to trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Okemo Trailside 6A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $346 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Okemo Slopeside, luxury 4 Bdrm: 200 yard EZ walk to slope, ski right to condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
--------SEASONAL RENTAL (3-4 MONTHS) ONLY ------- NOVEMBER THRU APRIL Winterplace on Okemo! Bui ...
From $495 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo; River fishing
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Located in Ludlow village, a little over 1 mile to the base of Okemo ski mountain, within 20 miles of 5 major ski areas, ...
From $226 per night (USD)
VRBO
From $650 per night (USD)
Expedia
Private Home Walk to Okemo Lifts! Hot Tub/Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
PLEASE NOTE: No Saturday arrivals or departures, no pets, no smoking, no parties. Recommended local activities and floor ...
From $650 per night (USD)
Expedia
From $812 per night (USD)
VRBO
Luxury stone farmhouse.Perfect for families or company retreats! Close to Okemo!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Lovingly updated antique 6 bedroom home in the historic Stone Village of Chester, VT. Sleeps 8+ comfortably making it t ...
From $812 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Cozy 3br cabin 5 minutes (1.5 miles) from Okemo Mountain Base
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1,050 square foot 3 BR cabin: Bedroom 1 and 2 have queen-size beds. Bedroom 3 has a twin size trundle bed. There is al ...
From $351 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Private Country Cabin - Close to Skiing and Snowmobiling
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private house, off the beaten path. Far enough to escape the hustle of town, yet close enough to come back to for lunch ...
From $412 per night (USD)
VRBO
From $1375 per night (USD)
VRBO
Winterplace E building - top of the Quad
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This wonderful condo is in the PERFECT location. Hiking, mountain biking or skiing we have the best location. Located ju ...
From $1375 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Adorable, cozy lakeside cottage 5-min from Okemo
Bedrooms:
0
Bathrooms:
3
Sleeps:
8
The Hemlocks is a darling, cozy cottage right on wonderful, serene Lake Rescue, and imbues old-world cottage charm, is s ...
From $599 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Okemo Mtn. Ski Chalet and Summer Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Nothing makes you feel like you are in VT like the interior of this awesome house on Okemo!!! Property is located on Mt. ...
From $712 per night (USD)
VRBO
From $1083 per night (USD)
VRBO
Ski in/out in comfort on Okemo Mt. Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Walk around our building onto the Ledgewood Trail, go down to lifts A and B, with access to the whole mountain. Watch sk ...
From $1083 per night (USD)
VRBO
From $574 per night (USD)
Expedia
The Stoma Ranch 10 minutes away from Lake Rescue
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Monthly discounts available Great family house located on 16 private acres but only 2 miles from town. Night star gaz ...
From $574 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Vermont life at Hill Top Gardens
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Three story Vermont Homestead with five bedrooms exquisitely designed with an open floor concept. Large chef kitchen and ...
From $573 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Quechee Condo - Affordable Vacation Resort ~Ski/Golf/Tennis/Lake/Pool/Gym
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
LOCATION - SKIERS - LOCATION - Stay in one of the best locations at the top of the Mountain in Quechee! The ski lift is ...
From $328 per night (USD)
Expedia
From $456 per night (USD)
VRBO
Lake Rescue Summers, Ski Okemo Winters
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Views of and Direct Access to Lake Rescue. 3 BR + Loft with 2.5 Baths. 4 min to Okemo. Newly renovated home perfect for ...
From $456 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Coveted Ski-In/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace K102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $571 per night (USD)
Expedia
From $1544 per night (USD)
VRBO
The BARN at Reading Farms Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Long term rental discounts available .The BARN at Reading Farms Estate is one of the outbuildings on the Estate. The BAR ...
From $1544 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Okemo Family Friendly Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Private family friendly mountain retreat with open floor plan, wood detailing with bright spacious rooms, fireplace, coo ...
From $581 per night (USD)
Expedia
From $868 per night (USD)
VRBO
Great mountain house with a beautiful view of Okemo Trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Enjoy a great day of skiing and go back to the comfort of this beautiful, updated (brand new kitchen) ski house nestled ...
From $868 per night (USD)
VRBO
From $403 per night (USD)
VRBO
Stunning Modern Cabin on Beautiful Vermont Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $403 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Superb apartment in prime location - Ludlow centre just minutes from ski slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
After a great day's skiing you can relax in style in this extensively renovated 1850s Greek Revival House. With original ...
From $354 per night (USD)
VRBO
From $517 per night (USD)
VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $517 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Vermont cabin on 20 acres in open field
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Long lasting Sunsets are what this cabin is all about. As well as swimming in the pond and nearby brook. Hiking mt. ascu ...
From $252 per night (USD)
VRBO
From $321 per night (USD)
VRBO
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to 'Smokeshire Hilltop Farmhouse!' This lovely 5-bedroom, 2-bathroom vacation rental sits on a plateau above the ...
From $321 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Villa Near Biking and Hiking Trails
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This villa is perfect for your group! Enjoy stunning views from the top of Mt. Ascutney State Park right outside your do ...
From $266 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Villa with Pool + Fitness Center Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic loc ...
From $238 per night (USD)
VRBO

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