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 $1484 per night (USD)
VRBO
Ski in, Ski Out Luxury Mountain Home Featuring 2 Master Suites Top of Mountain
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Large Free-Standing Condo, Ski In, Ski Out, 2 Master Suites, 8 person hot tub overlooking the Quechee Ski Hill with spec ...
From $1484 per night (USD)
VRBO
From $603 per night (USD)
VRBO
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This year-round home is on Lake Rescue, just 2 miles from Okemo's Jackson Gore base area (the easiest access to the moun ...
From $603 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Okemoskichalet with Game Room & Hot Tub on Okemo Mt. 1 mile to base! Sleeps 12
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Contact owner for last minute deals and discounts on longer stays. Private, Cozy Country Chalet in Ludlow on the west si ...
From $361 per night (USD)
VRBO
From $394 per night (USD)
VRBO
Beautiful views overlooking the Quechee
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Beautifully renovated condominium convenient to Quechee golf courses and clubhouse, as well as the villages of Quechee a ...
From $394 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Log Cabin w HOT TUB in Mtn Community, On 1 acre, Less < 1 mile Okemo Main Base!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Key March 2026 WINTER dates still open and available! Inquire within! 4 BR/ 2 BA great location! Right off of West H ...
From $511 per night (USD)
VRBO
From $958 per night (USD)
VRBO
4BR Main Street Home At Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
4
Sleeps:
18
This main street home is perfect for a group of 2 to 3 families or a group of couples/singles. This 4 bedroom, 2 bath h ...
From $958 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Panoramic Mountain View, Lots To Do, Or Enjoy Doing Nothing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Walk through the door and feel the stress slide from your shoulders. This house was made for getting away from it all. W ...
From $531 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Cozy VT Retreat • Coffee Bar •Fireplace • Near Quechee Gorge • Min to Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your perfect Vermont escape. This nature-inspired Quechee townhouse blends cozy charm with modern comfort, of ...
From $318 per night (USD)
Expedia
From $336 per night (USD)
VRBO
4 BR Ranch in Proctorsville VT-Families, couples, weddings. AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy our recently renovated, 1450 SF split level ranch with AC, in the heart of the Green Mountains, with your family o ...
From $336 per night (USD)
VRBO
From $577 per night (USD)
VRBO
Victorian Village Home in Town! with access to shuttle service to Okemo.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
This is an exceptional village home with refurbished wood floors and attention to detail throughout. Thoughtfully renova ...
From $577 per night (USD)
VRBO
From $1200 per night (USD)
VRBO
Ski On/Ski Off Sachem Trail, 4 Bedroom Ski Chalet On Okemo, Mtn.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our warm/cozy home is perfectly located off the Sachem Trail at Okemo Mountain (ski on/off). Our first floor has a mudro ...
From $1200 per night (USD)
VRBO
From $446 per night (USD)
Expedia
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Please click on option "Ask Owner a question" for availability before clicking on "Request to book". Our charming, upd ...
From $446 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
Newly renovated! 3 BR, slopeside Winterplace condo on Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come join the fun in this beautiful updated 3 bedroom/2 bath condominium located at the top of the Homeward Bound ski tr ...
From $1007 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Okemo Condo on Bus Route in Center of Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is truly the best of Ludlow staying in a newly renovated condo in a historic mill building built in 1857. This co ...
From $311 per night (USD)
Expedia
From $780 per night (USD)
VRBO
Spacious 9-BR Downtown Residence 3-Min to Okemo
Bedrooms:
4
Bathrooms:
9
Sleeps:
17
Summary: Bring together the whole family and friend group in this expansive Downtown home, steps to dining and shopping ...
From $780 per night (USD)
VRBO
From $1249 per night (USD)
VRBO
Red Door on Pleasant Ext
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relax in this 3 bedroom 1.5 bath family friendly ranch. Whether your enjoying everything Okemo Mountain has to offer or ...
From $1249 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Condo with Ski-in/Ski-Out Access + Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Find your Okemo escape in our cozy and charming ski-in/ski-out condo with mountain views! Walk out your door and experie ...
From $234 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Charming 4-Bed Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Enjoy Okemo and the Green Mountains from this spacious, recently renovated townhome. The townhome features 4 b ...
From $429 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Tasteful 5-BR Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Charming and centrally located, this 5-BR townhome is perfect for friends and families visiting Okemo. The hom ...
From $422 per night (USD)
VRBO
From $2144 per night (USD)
VRBO
Ski On/Off 3 bdrm at Winterplace - Ideal for Families
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Exit the condo, step into your skis at our patio and hit the slopes in 1 minute! Regardless of Mother Nature, Okemo's ...
From $2144 per night (USD)
VRBO
From $2237 per night (USD)
VRBO
Historic Farmhouse in Andover Vermont
Bedrooms:
6
Bathrooms:
11
Sleeps:
24
Situated on 20 acres in the Andover, Vermont countryside and in close driving distance to Okemo, Magic, Stratton, and Br ...
From $2237 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Lovely Ludlow Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three-bedroom home is located in the beautiful South Hill area with great access to Okemo Ski Resort, which is just ...
From $712 per night (USD)
VRBO
From $822 per night (USD)
VRBO
Minutes to Skiing/Hot Tub/Arcades
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Indulge in the ultimate mountain getaway in our stunning ski town house. Perched atop a scenic hillside, this exquisite ...
From $822 per night (USD)
VRBO
From $436 per night (USD)
Expedia
Sweeping Vermont Views From A Private, Designer, Ascutney Cabin
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Combining views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom c ...
From $436 per night (USD)
Expedia
From $767 per night (USD)
VRBO
3 BR Ski-in/Ski-Out Fireplace, Pool, Full Kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the pinnacle of ski-in/ski-out luxury at Winterplace. This inviting 3-bedroom, 2-bathroom condo in t ...
From $767 per night (USD)
VRBO
From $529 per night (USD)
Expedia
3 bdrm Stillwater Farmhouse near 4 ski resorts
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have you ever wanted to live back in the 1800s in an old farmhouse on 30 acres? We did! Here’s your chance! This is our ...
From $529 per night (USD)
Expedia
From $720 per night (USD)
VRBO
All-Season Ludlow Apartment: 3 Mi to Okemo Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Whether you’re in the mood for a warm summer getaway or a dreamy winter vacation, you’ll find it here at this Ludlow apa ...
From $720 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Cozy Cabin near Okemo
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Cozy private cabin located just 10 minutes from Okemo! This cabin features a mud room to store all your ski gear. One be ...
From $334 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Okemo Mountain Retreat: 3BR Ski-in/Ski-Out Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate ski-in/ski-out getaway at our 3 BR modern mountain retreat. This Kettlebrook condo is ...
From $684 per night (USD)
VRBO
From $1099 per night (USD)
Expedia
Private Mountain Estate | 7 Min to Okemo
Bedrooms:
5
Bathrooms:
7
Sleeps:
13
Summary: Escape to your own private mountain estate set on 47 acres overlooking Okemo. Just seven minutes from the slop ...
From $1099 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Charming 1700s Farm House on Beautiful 100 Acre Estate
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Illora Farm is the perfect place to disconnect from the hustle and bustle of the real world. Relax when you stay at this ...
From $359 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Hillside Farmhouse, Updated & Pet-Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Experience the beauty and history of Vermont in this dog friendly, hillside farmhouse. This home has been tast ...
From $495 per night (USD)
Expedia
From $779 per night (USD)
VRBO
Ski in Ski Out Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 Bedroom 2 story condo on the mountain with perfect ski in-out access with access to 4 different lifts right out your d ...
From $779 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Renovated Condo with Fireplace, Mill Run
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Mill Run 3E is in ideal proximity to enjoy all that Vermont has to offer. We hope you enjoy your stay. Plea ...
From $247 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Condo with BBQ, Newton Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to the picturesque town of Quechee and indulge in the perfect vacation experience in this charming two- ...
From $395 per night (USD)
VRBO
From $652 per night (USD)
Expedia
Quechee House with Hot Tub, Game Room & Golf Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to your own private retreat right on the Lakeland Golf Course in Quechee, Vermont. Take in views of the ...
From $652 per night (USD)
Expedia
From $2606 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 $2606 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Off-Grid Hideaway in the Vermont Hills — Peace, Privacy & Pure Simplicity Please read the full description before booki ...
From $161 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Renovated Farmhouse between Woodstock & Killington
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
✨ Charming 2BR Retreat Between Woodstock & Killington | Sleeps 6 | Dog-Friendly Perfectly situated between Woodstock an ...
From $540 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Pet-Friendly 2BR Getaway Near Killington & Woodstock
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
✨ Charming 2BR Retreat Between Woodstock & Killington | Sleeps 6 | Dog-Friendly Perfectly situated between Woodstock an ...
From $546 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Hartford Escape w/ Fire Pit ~ 3 Mi to Ski & Golf!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to the Green Mountain State when you stay at this 2-bedroom, 1.5-bathroom vacation rental! With its fully equippe ...
From $464 per night (USD)
VRBO
From $857 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 $857 per night (USD)
Expedia
From $178 per night (USD)
VRBO
$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Looking for an affordable getaway near the scenic mountains of VT? Look no further! Our cozy one-bedroom apart ...
From $178 per night (USD)
VRBO
From $413 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 $413 per night (USD)
Expedia
From $867 per night (USD)
VRBO
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 $867 per night (USD)
VRBO
From $873 per night (USD)
VRBO
Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.
Bedrooms:
4
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 $873 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Secluded/Hot Tub/views! Minutes to Everything!
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 $438 per night (USD)
VRBO
From $2249 per night (USD)
VRBO
Okemo Ski in /Ski out from the Sachem Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Be the first on the trail ski from this wonderful 3 bedroom townhome on top of the sachem trail. Comfortably sleeps 8 t ...
From $2249 per night (USD)
VRBO
From $643 per night (USD)
VRBO
Inviting Vermont Home On Mount Ascutney!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Whether you're bundling up for alpine adventures or unwinding in style, this freshly updated 3-bed, 2-bath Windsor retre ...
From $643 per night (USD)
VRBO
From $416 per night (USD)
Expedia
Quechee Club Pool & Golf, 4 Bd End-Unit
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Your Vermont summer starts here. This beautifully renovated end-unit condo at Kingswood Village puts pool days ...
From $416 per night (USD)
Expedia
From $158 per night (USD)
VRBO
Affordable, 30 min to Killington
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the winter in beautiful Vermont. The guest area is the entire main floor of a large house with my quiet second hom ...
From $158 per night (USD)
VRBO
From $663 per night (USD)
Expedia
Luxe Log Cabin with Game Room & Club Access
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Stunning 3,500 sq ft log cabin on a private wooded lot, minutes from Quechee Village. 4 bedrooms, 4.5 baths, s ...
From $663 per night (USD)
Expedia
From $4854 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 $4854 per night (USD)
VRBO
From $323 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 $323 per night (USD)
VRBO
From $435 per night (USD)
VRBO
End-Unit Condo with Sauna & Pool, Deere Run
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Enjoy a truly unforgettable vacation experience at this updated family friendly 3 bed, 3 bath end unit condo l ...
From $435 per night (USD)
VRBO
From $480 per night (USD)
Expedia
Beautiful ski in-ski out condo at Okemo Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A true ski in/ski out condo located at the base of the beautiful Okemo Mountain! Within steps of the chalet and near the ...
From $480 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Renovated Condo with Golf Views, Fairway Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Enjoy a peaceful getaway in this adorable, newly renovated Fairway Village condo situated on the beautiful Hig ...
From $362 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Condo with Fireplace & Golf Views, Fox Hollow
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: With all that Quechee Lakes has to offer, from golfing to skiing and pickleball and access to all sorts of out ...
From $558 per night (USD)
Expedia
From $888 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 $888 per night (USD)
VRBO
From $453 per night (USD)
Expedia
Sauna Condo with Golf Views, Coach Road
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: A golf lover's dream vacation spot in Vermont! Please see: Other Things to Note For Area Details, Please s ...
From $453 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Saltbox Condo with Fireplace, near Quechee Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Escape the everyday and come stay at this Mill Run retreat! Nestled away near Quechee Main Street, you'll be c ...
From $298 per night (USD)
VRBO
From $617 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 $617 per night (USD)
Expedia
Click For Pricing
VRBO
Slopeside 3-level 4BR Townhouse at the Top of Trailside Village -Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located at the highest point in the popular slopeside Trailside Village at Okemo Mountain Resort, this 3-level, 4-bedroo ...
Click For Pricing
VRBO
From $361 per night (USD)
Expedia
Relaxing mountain setting w/private hot tub, 5 minutes to Okemo. Pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely upscale 3 bedroom, 2 bathroom mountain home located 5 minutes from downtown Ludlow and Okemo Mountain Resort. ...
From $361 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the beauty of Vermont alongside modern comforts and premier amenities at this 3-bedroom, 2.5-bath vacation re ...
From $405 per night (USD)
VRBO
From $987 per night (USD)
Expedia
Luxury Vermont Vacation Rental: Private Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Your mountain escape awaits at this spacious vacation home in West Windsor, VT! Adorned with wood paneling, cathedral ce ...
From $987 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Cozy Vermont Log Cabin Near Okemo & Killington
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Get away to the Caven Cabin! Secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your mor ...
From $325 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Hilltop 5-BR Carriage House 4-Min to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Enjoy the bucolic hills overlooking Ludlow in this charming 5 bedroom converted carriage house, featuring ampl ...
From $484 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Reillys Rest-private home in Green Mtns, kid-pet friendly-Ski,Bike,Walk,Relax!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Reilly's Rest on Holden Hill Rd. is a private home on 6 acres located in a prime location to ski, bike, hike, walk and r ...
From $302 per night (USD)
VRBO
From $363 per night (USD)
Expedia
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Luxury one bedroom condo with kitchen and living room at Jackson Gore on Okemo Mountain Resort. STEPS TO THE OKEMO SKI ...
From $363 per night (USD)
Expedia
From $1915 per night (USD)
VRBO
Mountainside 5-BR Ski-In/Out Okemo Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Gather your family and friends at this ski-in, ski-out, 5-BR mountainside retreat. Located on Okemo Mountain, ...
From $1915 per night (USD)
VRBO
From $522 per night (USD)
VRBO
Spectacular Views At This Luxury Country Estate, Walking Distance To Town
Bedrooms:
2
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 $522 per night (USD)
VRBO
From $998 per night (USD)
VRBO
Hilltop 9-BR Mountain Retreat 5-min to Okemo
Bedrooms:
7
Bathrooms:
9
Sleeps:
19
Summary: Unique, expansive, and newly-renovated retreat on a private hill overlooking Okemo & Ludlow. 5-min to the Base ...
From $998 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Contemporary 4-BR Cabin 5-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base ...
From $537 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Quechee House: Hot tub, Sauna & Mountain Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to a beautiful reinvention of an 1850s barn w/ spa amenities, panoramic Mtn views, enormous kitchen, 4 bedrms/ 4 ...
From $754 per night (USD)
VRBO
From $558 per night (USD)
VRBO
Amazing Vermont Farmhouse, perfect or fall and winter getaways!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Looking for the perfect Vermont escape? Mountain views, cool breezes, fall leaves and newly fallen snow...all of this an ...
From $558 per night (USD)
VRBO
From $583 per night (USD)
VRBO
Northern Comfort @ Osprey Place - Plymouth, VT
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
In the summer and fall, enjoy the nearby lakes, drive Route 100 and enjoy the foliage, or visit small towns within a 30- ...
From $583 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Riverfront, family fun, amazing rec room, close to Magic & Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax on the patio on the bank of the Williams River to watch the leaves turn, explore hiking trails, enjoy the outdoor ...
From $335 per night (USD)
Expedia
From $274 per night (USD)
VRBO
Okemo | Spacious Executive Room w Amenities Nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unwind in a picturesque studio condo that offers a seamless blend of convenience and elegance, providing an idyllic retr ...
From $274 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Okemo | Charming Room & Amenities Nearby | Pools
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into a charming room for 4, where convenience meets beauty to create the ultimate getaway. Indulge in the nearby am ...
From $277 per night (USD)
Expedia
From $578 per night (USD)
VRBO
Okemo | 2BR + Loft Condo + Close to All Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to a delightful 2-bedroom + loft condo for 8, where convenience and aesthetics come together to create the ultim ...
From $578 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Okemo | 3BR + Loft Condo & Close to All Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Your dreamy 3-bedroom + loft condo for 12 awaits, offering the perfect blend of convenience and charm. With amenities, s ...
From $756 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Okemo | 2BR + Exec Loft Condo w/ Washer & Dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Discover a captivating 2-bedroom + loft executive condo for 10 that combines convenience and beauty to provide the perfe ...
From $530 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Okemo | Charming 1BR Condo + Close to Amenities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your stunning 1-bedroom condo for 4, where beautiful and convenient living awaits you! Located close to ameni ...
From $385 per night (USD)
Expedia
From $798 per night (USD)
VRBO
Okemo | 3BR Penthouse | Slopes & Amenities Nearby
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Discover a captivating 3-bedroom penthouse condo for 8 that combines convenience and beauty to provide the perfect getaw ...
From $798 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Okemo | Studio Condo + Loft | Near Slopes + Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into a charming studio + loft condo for 4 that offers both convenience and aesthetic appeal, creating an ideal retr ...
From $311 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Okemo | 3BR Condo & Close to Amenities + Slopes!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to a captivating 3-bedroom condo for 8 that harmonizes convenience and allure, providing the ultimate haven. Dis ...
From $696 per night (USD)
VRBO
From $1824 per night (USD)
Expedia
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Winterplace is a perfect escape for summer, fall or winter relaxation or adventure. Best Location SKI-IN/SKI-OUT⛷ with ...
From $1824 per night (USD)
Expedia
From $757 per night (USD)
VRBO
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 $757 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Secluded farmhouse with private inground pool!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to Your Vermont dream vacation… Nestled in the heart of Vermont’s picturesque countryside, this charming farmhou ...
From $498 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideal to host up to 6 guests, this home on 2 acres of land is a perfect retreat for anyone looking to be in the heart of ...
From $419 per night (USD)
VRBO
From $787 per night (USD)
Expedia
Okemo Ski Condo: 3BR +Loft Sleeps 10 w/ Fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Discover ski-in/ski-out bliss at our top-floor condo on Okemo Mountain. Nestled in the Winterplace community at ...
From $787 per night (USD)
Expedia
From $171 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 $171 per night (USD)
VRBO
From $143 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 $143 per night (USD)
Expedia
From $2037 per night (USD)
VRBO
3BR Okemo Escape: Premier Condo Steps to Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate ski-in/ski-out retreat at our 3-bedroom Winterplace condo at Okemo. Nestled in one of t ...
From $2037 per night (USD)
VRBO
From $783 per night (USD)
Expedia
3-BR Mountain Cottage at Okemo Mt.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Come enjoy some quality time at this slopeside 3-BR retreat. Nestled in the welcoming slopeside community of Wi ...
From $783 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Renovated Quechee Lakes Condo. Quechee Club Amenities! 15 mins Woodstock, VT!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfect for families with older children or adults looking for a quiet retreat. Relax in front of the gas fireplace with ...
From $479 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Charming Cavendish Guesthouse
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming Guest House — With Sauna Access! Freshly renovated with designer touches, this darling guest house blends style ...
From $240 per night (USD)
Expedia
From $1188 per night (USD)
VRBO
Spacious 3BR Ski In/Ski Out Okemo Condo w/Hot Tub & Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Top floor slopeside location with all of the best features including in-unit full kitchen, washer & dryer, 2 gas firepla ...
From $1188 per night (USD)
VRBO
From $1166 per night (USD)
Expedia
3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w/ 2 Fireplaces, Game Room, Firepit
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
The Treehouse — Spacious 3-Story Chalet on Okemo Mountain Brought to you by GetAway Welcome to The Treehouse, your idea ...
From $1166 per night (USD)
Expedia

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