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 $397 per night (USD)
VRBO
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 $397 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
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VRBO
Mountain view home with deck, wood fireplace, washer/dryer, and high-speed WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Mountain View Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
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VRBO
From $286 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 $286 per night (USD)
Expedia
From $318 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 $318 per night (USD)
VRBO
From $451 per night (USD)
Expedia
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 $451 per night (USD)
Expedia
From $268 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 $268 per night (USD)
VRBO
From $256 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 $256 per night (USD)
VRBO
From $461 per night (USD)
VRBO
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 $461 per night (USD)
VRBO
From $688 per night (USD)
Expedia
Quiet Vermont Winter Getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Cozy and secluded describes this VT home. It's the perfect place for a group of friends or family to enjoy some time awa ...
From $688 per night (USD)
Expedia
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VRBO
Private Chester Home w/ Deck, Mins to Skiing!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Spacious, private and fully outfitted for a group getaway to Vermont, this 3-bedroom, 3-bath vacation rental is ready fo ...
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VRBO
From $191 per night (USD)
VRBO
Gorgeous Vermont sunrises
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Chris and Tammy’s Mountain View getaway. The apartment is located in lovely rural Vermont on a quiet dirt r ...
From $191 per night (USD)
VRBO
From $226 per night (USD)
VRBO
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 $226 per night (USD)
VRBO
From $217 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 $217 per night (USD)
Expedia
From $916 per night (USD)
VRBO
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Bedrooms:
3
Bathrooms:
5
Sleeps:
18
NO SATURDAY CHECK-IN OR OUT! NO FRIDAY CHECK OUT. Fantastic ski house location, where you can be on the Skyeship Gondola ...
From $916 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Peaceful, mountain-view home with large deck, & grill - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Valkyrie Run Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $340 per night (USD)
Expedia
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VRBO
Modern Okemo Smart Cabin As Seen On DIY Network
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a brand new modern timber frame smart cabin in the hills of Ludlow, less than 3 miles from Okemo Resort. The hou ...
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VRBO
From $144 per night (USD)
Expedia
Run, ride, hike and swim in Central Vermont
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 $144 per night (USD)
Expedia
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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 ...
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VRBO
From $576 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 $576 per night (USD)
Expedia
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VRBO
Alpine Adventure Awaits: 3-BR Condo at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Welcome to your dream winter getaway at Winterplace on Okemo! This top-floor condo offers 3 warm bedroom suites ...
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VRBO
From $311 per night (USD)
Expedia
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming Guest House — With Sauna Access! Freshly renovated with designer touches, this darling guest house blends style ...
From $311 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Bon Vie Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $423 per night (USD)
VRBO
From $787 per night (USD)
Expedia
Ski-in/ski-out condo with private hot tub, amazing deck & huge view
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Okemo Mountain Vista Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $787 per night (USD)
Expedia
From $1103 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 $1103 per night (USD)
VRBO
From $863 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
3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w/ New Kitchen, 2 Fireplaces, Game Room, Firepit The Treehouse is a 6-bedr ...
From $863 per night (USD)
Expedia
From $872 per night (USD)
VRBO
Cozy trailside ski retreat on Okemo Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy the ease of Ski in/Ski out living at Trailside on Okemo Mountain. Our three bedroom, three bathroom condo aka "Don ...
From $872 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Jewel Brook Cottage- 4BR house on a tranquil flowing brook!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This newly renovated 4 bedroom 2 bath Ski Cottage on Jewel Brook is the perfect family retreat. Listen to the sound of f ...
From $531 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Lakeview Lake Rescue Chalet btw Okemo & Killington. Great for Families & Couples
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy, chic lakefront chalet 3 minutes to Okemo, 17 minutes to Killington, and Fox Run Golf Course and Nordic Center. Snu ...
From $394 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Sleek 2BR Kettlebrook Condo with Fireplace, Ski-in/Ski-out
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Looking for an effortless slopeside ski vacation? Stay in our charming, fully updated, and perfectly inviting s ...
From $411 per night (USD)
Expedia
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Expedia
Mountain View Retreat! Cozy Vermont Cottage Near Many Major Ski Resorts.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Tranquil RIVERFRONT Home In The Vermont Countryside. Enjoy the new fenced-in backyard **CLOSE TO BIG SKI RESORTS** 5 m ...
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Expedia
From $485 per night (USD)
Expedia
Lakefront cabin with dock, hot tub, fire pit!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Better to wake….. at the lake! Have your morning coffee or tea out on the private dock. Fish, kayak, swim and hike as so ...
From $485 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Hot Tub & 9 Min to Killington's Skyeship Gondola, 20 Min to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our family's mountain ski retreat, a haven for families seeking unforgettable adventures in every season. Nes ...
From $515 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Rustic dog-friendly home near Woodstock & skiing with views of Barnard Brook
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Daydream Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $381 per night (USD)
Expedia
From $466 per night (USD)
VRBO
2-story townhouse near Okemo Mountain Resort & base lodge with streaming & loft
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Poppy’s Place on Okemo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $466 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The quintessential Vermont mountain home, this 3-bedroom, 2-bath vacation rental hosts an in-the-country feel just momen ...
From $357 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Mountainside 1-BR Ski-In/Out Okemo Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Summary: Experience the ultimate mountain lifestyle at this 1-BR ski in/ski-out retreat on Okemo Mountain. This charming ...
From $321 per night (USD)
VRBO
From $2339 per night (USD)
Expedia
Mountainside 5-BR Ski-In/Out Okemo Villa
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Summary: Gather your family and friends and experience the ultimate mountain retreat at this luxurious 5-BR ski-in/ski-o ...
From $2339 per night (USD)
Expedia
From $386 per night (USD)
VRBO
4BR ski-in/out condo with wifi, washer/dryer & mountain view
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Okemo Trailside 36E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $386 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Convenient 3BR condo, close to Okemo, wifi, TV, village dining & walking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ski Ya Later Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $195 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Family-Friendly Ludlow Cabin on Lake Pauline!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Year-round excitement for the whole crew awaits at this 3-bedroom, 3-bath Ludlow vacation rental! This A-frame cabin fea ...
From $439 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Mountainside 3-BR Okemo Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Discover luxurious mountain living in this fully renovated 3-BR apartment at Okemo Mountain. This stunning unit ...
From $379 per night (USD)
Expedia
From $997 per night (USD)
VRBO
WhiSki Cabin - 12 Acres With a Mountain View!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Nestled in the heart of the majestic Green Mountains, this charming 4-season retreat offers 12-acres of stunning views, ...
From $997 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Wild Blue Yonder Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $261 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Spacious 1 Bedroom full condo that Sleeps 6 at Jackson Gore on Okemo with A/C
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Consider this 1 BR/2 bath fully equipped condo your home away from home while you visit Ludlow, Okemo Mountain and the O ...
From $237 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Cozy Fireplace, Pets, Club Access! | Saltbox 9A
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to Quechee! This charming saltbox condo offers a delightful blend of comfort and modern amenities, nest ...
From $289 per night (USD)
Expedia
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VRBO
Walk to Ski Hill, Cozy Fireplace | Kingswood 7D
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Experience the serene beauty of Quechee Lakes with a stay at this charming 3-bedroom, 3.5-bathroom hillside con ...
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VRBO
From $397 per night (USD)
Expedia
Highland Golf Course, Renov. | Fairway Village 1D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Pristine 3 bedroom, 2 bath end unit condo within walking distance to Lake Pinneo and the Quechee Club. Please ...
From $397 per night (USD)
Expedia
From $439 per night (USD)
VRBO
VT Retreat on Highland Golf | Fairway Village 1C
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to your perfect vacation retreat at Fairway Village, Quechee Lakes! Nestled amidst the serene beauty of ...
From $439 per night (USD)
VRBO
From $568 per night (USD)
Expedia
House- Near Woodstock VT
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This lovely cottage is the perfect home base for your trip to Woodstock VT. Nestled in the heart of the countryside in P ...
From $568 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Quaint 1BR Getaway: 4 Minutes to Okemo Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience a cozy retreat in this 1BR apartment, only 4 minutes from Okemo Mountain. Features include a modern ...
From $168 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
At Sugar Maple Mountain Retreat our beautiful light-filled cabins are set deep in the woods and surrounded by hundreds o ...
From $311 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Four Season Ski, Lake & Golf Chalet on Beautiful Lake Rescue in Ludlow
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stunning Chalet on beautiful Lake Rescue, VT. Nestled along 100 feet of pristine shoreline, our breathtaking home in Lu ...
From $441 per night (USD)
VRBO
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Expedia
Ski-in/ski-out home with a private hot tub, dry sauna, & balcony
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Okemo Trailside 39A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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Expedia
From $254 per night (USD)
VRBO
The Lodge-Modern Ski-Out/Ski-Out. Serene retreat Condo for the Outdoorsy type!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Mountain Oasis Awaits! Imagine waking up to the pristine view of the lifts, slipping into your ski boots, and stepp ...
From $254 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Our Quechee Escape: Spacious 5 - bedroom home in breathtaking central Vermont
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Boasting 3 large master bedrooms with attached baths, additional 2 bedrooms and 1.5 additional baths, our Quechee Escape ...
From $660 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Great Pond Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $612 per night (USD)
VRBO
From $636 per night (USD)
VRBO
Brand New 4 Bedroom House on Lake Pauline sleeps 8-10 perfect ski season rental
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Brand new 4/5 bedroom year round rental in Ludlow, VT on Lake Pauline with large windows on every floor with beautiful l ...
From $636 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Charming 3-bedroom cottage in enchanting South Woodstock. Steps to GMHA!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This 3/1.5 cottage is nestled in the Green Mountains of South Woodstock. A charming village known for its picturesque la ...
From $484 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Ultimate Ski Retreat - Ski in/out at Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Discover the ultimate ski-in/ski-out experience with this charming condo at Okemo. Perfectly positioned with direct view ...
From $422 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Discover your ideal mountain retreat at our comfortable 2-bedroom, 2-bathroom ski-in/ski-out condo at Okemo Mountain Res ...
From $422 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Charming farmhouse, riverfront, views, woodstove, w/d, wifi, TV, kitchen, deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Country Riverside Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $329 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Quechee Club condo with golf courses, pools, tennis, gym, & easy ski access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Kingswood 6E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $475 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Beautiful bright condo with deck, wifi, kitchen, w/d, bbq, mountain view, TV's
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Mill Run 10E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $225 per night (USD)
Expedia
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VRBO
Relaxing home, gas fireplace, jetted tub, wifi, ping-pong, w/d, views & wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ski Ya Soon Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
Click For Pricing
VRBO
From $283 per night (USD)
Expedia
Castle Retreat – Pool, Spa & Mountain Adventures
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this stylish 3BR condo at The Castle Resort & Spa—your home base for mountain adventure and total rel ...
From $283 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Cozy Fireplace, Comm. Pool | Newton Village 9A
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Experience the authentic charm and tranquility of Vermont at this stunning home in the Quechee Lakes community. ...
From $539 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Pet-Friendly, Heart of Quechee | Jay Hill Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Nestled in the heart of the Quechee Lakes 4-Season Resort! Please SEE: Other Things to Note For Area Details, ...
From $339 per night (USD)
Expedia
From $555 per night (USD)
VRBO
Charming 5-BR Farmhouse Minutes to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Gather your family and friends in this spacious farmhouse located in Ludlow, Vermont, just minutes to Okemo Mou ...
From $555 per night (USD)
VRBO
From $733 per night (USD)
Expedia
Newly Renovated 5-BR Home 10-min to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Summary: Gather your family and friends at Hammond House, a newly renovated 5-BR home just minutes from Okemo Mountain. ...
From $733 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Charming 3-bedroom home with 3 TVs/WiFi in quintessential Cavendish, Vermont!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Discover the beauty of Cavendish from this 3-bedroom house. This adorable property features 1 queen bed, 1 full bed, and ...
From $255 per night (USD)
VRBO
$LEAF PEEPING OASIS-\nHot Tub, Sauna, Pool Table, Ping Pong, Fire Pit Near All$
From $455 per night (USD)
VRBO
LEAF PEEPING OASIS-\nHot Tub, Sauna, Pool Table, Ping Pong, Fire Pit Near All
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
(check in after 3pm/check out before 12:00) Nestled minutes from downtown Ludlow, this space is a wonderful retreat in ...
From $455 per night (USD)
VRBO
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VRBO
Okemo 3-bedroom Condo - Ski In / Ski Out at Winterplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this lovely condo in picturesque Ludlow, half way up Okemo Mountain Resort. A short walk to the top of the A/ ...
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VRBO
From $464 per night (USD)
Expedia
New-Renovated, Large Private Deck | Fox Crossing
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Summary: Indulge in the ultimate Quechee getaway at this newly renovated luxury estate, where elegance meets modern comf ...
From $464 per night (USD)
Expedia
From $308 per night (USD)
VRBO
4-BR Lakeside Retreat; 4 Minutes from Okemo
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: Experience the perfect blend of lakefront serenity and mountain adventure in this 4-bedroom, 1.5-bathroom home, ...
From $308 per night (USD)
VRBO
From $476 per night (USD)
VRBO
Enchanting 3-bedroom house in Ludlow Walking distance to the Blue parking Lot
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Make yourself at home in this 3-bedroom Ludlow retreat. This lovely house features 2 king beds, 1 queen bed, 1 twin bed, ...
From $476 per night (USD)
VRBO
From $595 per night (USD)
VRBO
Inviting Ski-In/Ski-Out Condo at Okemo +Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: This 3-bedroom, 2-bathroom condo at Okemo offers the ultimate ski retreat. Enjoy direct ski access right out th ...
From $595 per night (USD)
VRBO
From $665 per night (USD)
Expedia
Mountain views, Midcentury Modern with hottub, fireplaces, on 10 acres.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Privately set back on 10 acres with epic eastern views off a large wrap-around deck, this mid-century style retreat is g ...
From $665 per night (USD)
Expedia
From $532 per night (USD)
VRBO
Serene 4-BR Farmhouse 5 min to Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Gather your family and friends in this serene 4-BR farmhouse just 5 minutes from Okemo Mountain. This tranquil ...
From $532 per night (USD)
VRBO
From $506 per night (USD)
Expedia
2-BR Winterplace Ski-In/Ski-Out Okemo Escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Escape to this charming 2-bedroom, 2-bathroom condo in Winterplace’s K Building, ideal for up to 6 guests. Enjo ...
From $506 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this mountain hideaway, just 10 minutes from Killington and 15 minutes from Woodstock, VT! Whether you're here ...
From $503 per night (USD)
VRBO
From $522 per night (USD)
Expedia
Mountain Escape 3 BR Condo at Okemo w/ Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience mountain living in this 3-bedroom condo at Okemo Mountain at Winterplace O204, perfect for ski enthu ...
From $522 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Ski-In/Ski-Out Hike and Swim Okemo Luxury Rustic Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Enjoy all four seasons at Okemo Mountain at this luxury 2 bedroom condo. With 2 king beds, 1 bunk bed, a sofa bed, and 2 ...
From $315 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Cozy studio with WiFi and fitness room in Springfield. Close to Okemo and Magic.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your Springfield adventure begins at this brilliant studio. This cozy space offers a relaxing living room with 50 Inch O ...
From $184 per night (USD)
Expedia
From $272 per night (USD)
VRBO
2BR Cozy Oasis 5 Min to Okemo Mtn.
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Summary: This cozy apartment is located in the heart of Ludlow village. Close to the best food in town, shopping, shuttl ...
From $272 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Cozy end-unit dog-friendly condo w/ patio, balcony, board games, w/d, wifi, TVs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Mill Run 2E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $219 per night (USD)
Expedia
From $500 per night (USD)
VRBO
5 min to Okemo, Charming 3-bedroom condo in Ludlow with wood burning fireplace.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Recently refreshed 3BR/2 Bath Condo! Second floor, views of Okemo. Fresh paint, new flooring & furnishings, fully outf ...
From $500 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Kettle Brook B3: Okemo Kettle Brook B3: Ski-InSki-Out
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
OKEMO KETTLE BROOK B3 SKI-IN-SKI-OUT OKEMO RECENTLY RENOVATED TRULY SKI-IN-SKI-OUT CONDO 15 seconds to click and ski ...
From $399 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Enjoyable a cabin on the Black river with WiFi in Ludlow for a cozy stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your peaceful getaway in the heart of Ludlow, Vermont! This family-friendly home is nestled along the serene ...
From $482 per night (USD)
VRBO
From $536 per night (USD)
Expedia
This house is a 4 bedroom(s), 2 bathrooms, located in West Windsor, VT.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Skyhawk Cabin! Our Vermont getaway has been completely renovated to offer a curated experience throughout: a ...
From $536 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Cozy duplex, first floor unit w/ kitchen, shared fire pit, lake access, wifi, TV
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Lower A-Frame Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $202 per night (USD)
VRBO
From $224 per night (USD)
Expedia
Cozy duplex, upper floor w/ balcony, mountain views, lake access, BBQ, fire pit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Upper A-Frame Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $224 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Cozy A-frame duplex w/ balcony, mountain views, lake access, fire pit, bbq, wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
A-Frame Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $405 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Apres Chalet: Winterplace Ski-in/Out pool+hot tubs
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Summary: Located just steps from top of the A/B Quad lifts, this “frontline” condo is the perfect spot for your Okemo ad ...
From $515 per night (USD)
Expedia
From $370 per night (USD)
VRBO
NEW Lakeside cabin W/ Hot Tub Newly Renovated!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This newly renovated stunning Lakeside Cabin, is the perfect getaway for family's and couples alike! Enjoy mountain view ...
From $370 per night (USD)
VRBO
From $502 per night (USD)
Expedia
NEW Hot Tub/Lakeview/Pool Table/Okemo Ski House
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
This stunning Lakeview House, is the perfect getaway for family's and couples alike! Enjoy mountain views from the comfo ...
From $502 per night (USD)
Expedia
From $191 per night (USD)
VRBO
Slopeside Penthouse Suite | Pool, Hot Tub Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Find peace and relaxation in our charming penthouse suite, located mid-mountain at the base of the Solitude Peak! Spend ...
From $191 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Mid-Mountain Slopeside Suite | Pool, Hot Tubs
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our cozy and charming suite, located mid-mountain at the base of the Solitude Peak! Spend a fantastic day ski ...
From $208 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Mountainside Location! Indoor Pool + Ski Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Escape to our cozy and charming mountainside condo at Okemo Mountain Resort! Located near the summit of the two South Ri ...
From $406 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Condo with Ski-in/Ski-Out Access, Pools and More!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Come and stay in our cozy and charming first floor condo in an amazing Okemo location! Walk out your door and experience ...
From $179 per night (USD)
Expedia

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