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 $280 per night (USD)
VRBO
“The Maple Moose”, modern cabin in Quechee, near Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
"The Maple Moose" is a one bedroom house on the edge of Quechee village. about 1/2 mile from Simon Pearce Restaurant and ...
From $280 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Ski-in/out, dog-friendly condo with prime location for skiing & hiking
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Ascutney Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $396 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Sunrise Timberline Slopeside A2
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sunrise Timberline A-2 is presented to you by GetAway Vacations. Experience this beautiful three-bedroom, three-bathro ...
From $559 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Tranquil Mountain Chalet- fireplace, deck, sauna, hiking trails, close to skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy every season in this classic Vermont Chalet, located in a quiet wooded neighborhood in the Green Mountains. The op ...
From $559 per night (USD)
VRBO
From $435 per night (USD)
VRBO
Charming farmhouse, dog friendly, Appalachian trail access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Starry Plough Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $435 per night (USD)
VRBO
From $404 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 $404 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Quechee Views and Ski - Kingswood 10B
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your sanctuary at Kings Wood condominiums, where meticulous upkeep meets comfort and convenience. St ...
From $342 per night (USD)
VRBO
From $686 per night (USD)
VRBO
Panoramic Mountain Views | 5-Acre Family Retreat Near Top Ski Resorts!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to The View on Spruce — your perfect family-friendly mountain retreat in the heart of Vermont. Nestled in the pe ...
From $686 per night (USD)
VRBO
From $650 per night (USD)
VRBO
Four Season Ski, Lake & Golf Home on Beautiful Lake Rescue in Ludlow
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Stunning Three-Level Haven on beautiful Lake Rescue, VT Nestled along 100 feet of pristine shoreline, our breathtaking ...
From $650 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Beautiful 2-BR 2.5-BA End Unit Townhome at Quechee Lakes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This fully renovated, 2-BR end unit has it all, including 2.5 baths and private laundry for maximum comfort and guest ac ...
From $280 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
Cozy Vermont Cabin · Mountain Views · Near Okemo
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 $1007 per night (USD)
VRBO
$\HAPPY EVERYTHING\\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!$
From $456 per night (USD)
VRBO
\"HAPPY EVERYTHING\"\nWinter-Spring-Summer-Fall \nQuechee, VT has it all!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
-Family and canine friendly home with lovely views from the expansive deck - lot's of natural light! -Walking distance t ...
From $456 per night (USD)
VRBO
From $453 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 $453 per night (USD)
VRBO
From $291 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 $291 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Fall into Cozy at Bigfoot Chalet
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to this peaceful, pet-friendly hideaway in the Vermont woods. Hike colorful trails, bike nearby mountain resorts, ...
From $303 per night (USD)
VRBO
$Cozy 3-bedroom condo located in Plymouth, VT .\n12 miles to Okemo mountain-$
From $384 per night (USD)
Expedia
Cozy 3-bedroom condo located in Plymouth, VT .\n12 miles to Okemo mountain-
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your Vermont adventure begins at this delightful 3-bedroom condo. The cozy condo offers a queen bed, a king bed, and a ...
From $384 per night (USD)
Expedia
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Quechee condo, outdoor activities nearby, kitchen, TV, wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quechee Hollow 2C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $229 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our Sunrise West Glade townhome is perfect for families or multiple couples getaway! 3 Bedrooms, 3 Bathrooms, Sauna, Upd ...
From $400 per night (USD)
VRBO
$Convenient Whispering Pines Estate Panoramic Views\n\n$
From $1616 per night (USD)
VRBO
Convenient Whispering Pines Estate Panoramic Views\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Hailed as, “The most magnificent views of the Upper Valley and Dartmouth,” the panoramic views can be seen from the spac ...
From $1616 per night (USD)
VRBO
From $220 per night (USD)
VRBO
NEW LISTING Winter Seasonal 2025-2026 - On Lake Rescue & 9 min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Available for WINTER SEASONAL 2025-2026 Enjoy a picturesque Vermont getaway at The Snuggery, a meticulously maintained ...
From $220 per night (USD)
VRBO
From $290 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 $290 per night (USD)
Expedia
From $397 per night (USD)
VRBO
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 $397 per night (USD)
VRBO
From $255 per night (USD)
Expedia
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 $255 per night (USD)
Expedia
From $661 per night (USD)
VRBO
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 $661 per night (USD)
VRBO
From $704 per night (USD)
Expedia
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 $704 per night (USD)
Expedia
From $641 per night (USD)
VRBO
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this stunning 4-bedroom, 2-bathroom Cape nestled on 2.4 private acres with panoramic mountain views and the so ...
From $641 per night (USD)
VRBO
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Expedia
Ski-in/out Birches condo, gas fireplace, wifi, pool & hot tub - skiers paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Birches B202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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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 ...
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VRBO
From $512 per night (USD)
Expedia
True Ski in/Ski out with Pool, Hot tubs & Firepits
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Discover the ultimate ski-in/ski-out experience with this charming condo at Okemo. Perfectly positioned with direct view ...
From $512 per night (USD)
Expedia
From $413 per night (USD)
VRBO
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 $413 per night (USD)
VRBO
From $475 per night (USD)
Expedia
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)
Expedia
From $430 per night (USD)
VRBO
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 $430 per night (USD)
VRBO
From $1228 per night (USD)
VRBO
Stunning VT Lakefront and Ski House - Hottub, Fast Wifi, A/C, & Firepit
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Newly renovated, air conditioned, lake front home with a hot tub, fire pits and modern finishes. Tons of space, super co ...
From $1228 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/ ...
Click For Pricing
VRBO
From $2072 per night (USD)
VRBO
Private mountain lodge and estate w/ lakes, trails, close to Dartmouth, & skiing
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Trillium Estate, Sharon, Vermont This is a completely private vacation compound in the heart of the Green Mountains o ...
From $2072 per night (USD)
VRBO
From $496 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 $496 per night (USD)
VRBO
From $596 per night (USD)
Expedia
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 $596 per night (USD)
Expedia
From $953 per night (USD)
VRBO
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 $953 per night (USD)
VRBO
$LEAF PEEPING OASIS\nHot Tub Sauna Pool Table Ping Pong Fire Pit Wood Stove$
From $458 per night (USD)
VRBO
LEAF PEEPING OASIS\nHot Tub Sauna Pool Table Ping Pong Fire Pit Wood Stove
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Nestled minutes from downtown Ludlow, this space is a wonderful retreat in any season. The bright, airy and spacious ...
From $458 per night (USD)
VRBO
From $459 per night (USD)
VRBO
Picturesque 3-bedroom lake house with WiFi in charming Mt Holly, Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in the mountains on Lake Ninevah at HEARTHSIDE. With 5 queen beds spread across 3 cozy bedrooms, guests can enjoy ...
From $459 per night (USD)
VRBO
From $544 per night (USD)
Expedia
New-Renovated, Large Private Deck - Fox Crossing
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Indulge in the ultimate Quechee getaway at this newly renovated luxury estate, where elegance meets modern comf ...
From $544 per night (USD)
Expedia
From $1483 per night (USD)
VRBO
Killington Vistas 92: 4-Bedroom Luxury Ski On Ski Off Home w/ Hot Tub, Mountain Views.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
** Luxurious 4-Bedroom Mountain Retreat with Premier Ski Access and Modern Amenities ** Nestled in the exclusive Sunris ...
From $1483 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Foliage Season Fall 2025 www.tysonbarn.com
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Foliage season: Plymouth/Ludlow is waiting for you for country relaxation; 3-bedroom, 2 bath upgraded kitchen and bath ...
From $354 per night (USD)
VRBO
From $364 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 $364 per night (USD)
VRBO
From $2013 per night (USD)
VRBO
Spacious and Close to Ski Lifts Family Friendly Condo at Solitude on Okemo
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy a spacious two story floor-plan with 3.5 baths and cathedral ceilings. Sip a glass of wine by the wood-burning fir ...
From $2013 per night (USD)
VRBO
From $403 per night (USD)
VRBO
Cozy 2 BR Ski On Ski Off Condo in Killington's Sunrise Mountain Village. Pool. Hot Tub.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover your perfect mountain retreat at Timberline M1, ideally located in the Sunrise Mountain Village area of Killing ...
From $403 per night (USD)
VRBO
From $799 per night (USD)
Expedia
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Rivers Bend Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $799 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $459 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
QUIET, WOODED PROPERTY ON KILLINGTON BORDER, minutes from slopes! Peak Hill is a newly rebuilt ski home on the border o ...
From $528 per night (USD)
Expedia
$Cozy Killington Cabin-Style Home\nHot tub-Sauna-Ping pong-Grill-Wood Stove-VIEWS!$
From $772 per night (USD)
VRBO
Cozy Killington Cabin-Style Home\nHot tub-Sauna-Ping pong-Grill-Wood Stove-VIEWS!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Killington retreat! Nestled in a prime location, our home offers the ideal getaway for relaxatio ...
From $772 per night (USD)
VRBO
From $335 per night (USD)
Expedia
Tranquil 3-bedroom house with WiFi in Ludlow, just a half-mile to Okemo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Your group will be close to everything in Ludlow when you stay at this centrally-located 3-bedroom house. Right in tow ...
From $335 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Discover this 5-bedroom gem in Chester. This charming chalet offers a serene and lovely retreat for guests. With a mix o ...
From $442 per night (USD)
VRBO
From $1187 per night (USD)
VRBO
Mountain Bliss: Spacious Retreat Near Killington, 5 Br, 3 Ba Hot tub Sleeps 15
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Escape to Our Enchanting Cabin in Rochester, Vermont – Just 9 miles from Killington Ski Resort Capacity: 15 Guests · 5 B ...
From $1187 per night (USD)
VRBO
From $1073 per night (USD)
VRBO
Charming 3-bedroom house with WiFi, Hot tub, fitness room in Killington
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Unwind in Killington at this wonderful house. With 3 cozy bedrooms featuring a mix of queen, full, and twin beds, guests ...
From $1073 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 $595 per night (USD)
VRBO
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 $595 per night (USD)
VRBO
From $881 per night (USD)
Expedia
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 $881 per night (USD)
Expedia
From $1296 per night (USD)
VRBO
BRAND NEW 8 Bedroom House/On Shuttle Route/Walk to Downtown /Minutes to Okemo
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
Welcome to your luxurious Vermont getaway! This home has been fully renovated from top to bottom, offering a fresh and m ...
From $1296 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Gorgeous 3BR Ski-In/Ski-Out Condo at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Enjoy slope-side living in this gorgeous 3BR, 2BA condo at Winterplace, Okemo. Ski-in/ski-out access makes it p ...
From $660 per night (USD)
Expedia
From $585 per night (USD)
VRBO
18+ acres! Sun drenched 5 bedroom. 12 min from Okemo! VAST trails 5 min away!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to this delightful house in picturesque Weston. This lovely property boasts 5 bedrooms, including 2 king beds, 2 ...
From $585 per night (USD)
VRBO
From $1354 per night (USD)
Expedia
The Cocoa Command Center at Top Ridge: 4BR/4BA Ski In/Ski Out
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience the ultimate slopeside getaway in this spacious four-bedroom townhouse, offering direct ski-in/ski-out access ...
From $1354 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Custom built 2-bedroom cabin on 3 acres, Two miles to Ludlow town center.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Built in 2023, this custom built home is the ideal, private getaway to enjoy Okemo Mountain and charming Ludlow, Vt. The ...
From $239 per night (USD)
VRBO
From $598 per night (USD)
Expedia
New Ludlow Village Home with Stunning Okemo Mountain View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably in Ludlow at this newly built sustainable, energy efficient 3-bedroom house. Nestled in a tranquil sett ...
From $598 per night (USD)
Expedia
From $236 per night (USD)
VRBO
2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Consider this apartment your home away from home while you visit Cavendish. With 2 queen beds, 1 full bed, and 1 twin be ...
From $236 per night (USD)
VRBO
From $603 per night (USD)
VRBO
Ludlow Village Home -- Okemo Shuttle -- Walk to Town -- Hot Tub -- Roomy Space!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Excited to be back on VRBO after a long hiatus! Great home that is close to town, on the Okemo Shuttle route with plenty ...
From $603 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Charming 3BR/2BA Condo in Sunrise Village at Killington. Pool. Hot Tub. Sports Center.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
\Welcome to Sunrise Timberline Ski Haven Discover your perfect mountain escape at Sunrise Timberline Ski Haven, a cozy ...
From $653 per night (USD)
VRBO
From $736 per night (USD)
Expedia
Window Seat to the Peaks: 4BR/3BA Retreat with Stunning Mountain Views, Near Killington Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled on 5.26 private acres just a mile from Green Mountain National Golf Course and 10 minutes from Killington Resort ...
From $736 per night (USD)
Expedia
From $603 per night (USD)
VRBO
Charming 3-bedroom house in Ludlow beside the Blue Lot at Okemo, close to town
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Your Ludlow adventure begins at this 3-bedroom house. With 2 king beds, 1 queen bed, and 1 twin bed, this charming prope ...
From $603 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Cozy Fireplace, Quechee Club - Vale Village 2B*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Three Bedroom, 2.5 Bath Townhome is one of Quechee’s Finest Condo Offerings. Please SEE: Other Things to Note ...
From $429 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Cozy Fireplace, Walk to Ski Hill - Kingswood 4H
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: 4 Bedroom plus loft and 3 bath ski condo with a view! This beautifully renovated end-unit townhouse has been th ...
From $418 per night (USD)
VRBO
From $394 per night (USD)
VRBO
Pet Friendly, Comm. Pool, Club - Deere Run 10A*
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Fantastic dog friendly, end unit townhome within walking distance to Lake Pinneo and Quechee Club. Please SEE: ...
From $394 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Rock Haven Sugar House - Field and Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Nestled in the serene beauty of Reading, Vermont, the Rock Haven Sugar House offers a unique blend of rustic ch ...
From $271 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Luxury Home, Dog Suite - Rock Haven Carriage House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This stay is a true Vermont Gem, offering a perfect blend of luxury and natural beauty. Please SEE: Other Thin ...
From $438 per night (USD)
Expedia
From $879 per night (USD)
VRBO
200ac, Views! 10min to Town - Scenic Ridge Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to the beauty of Woodstock with a stay at this delightful private cabin. Enjoy endless family fun and re ...
From $879 per night (USD)
VRBO
From $604 per night (USD)
Expedia
Genuine Farm! - The Homestead at Winterfound Farm
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: Nestled on the edge of Woodstock, VT, The Homestead at Winterfound Farm stands as a beacon of history and charm ...
From $604 per night (USD)
Expedia
From $943 per night (USD)
VRBO
Pond, Pool, Mountain Views - Au Bout du Chemin
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: House at the End of the Road - You're here! This stunning Vermont estate boasts a prime location near Dartmouth ...
From $943 per night (USD)
VRBO
From $667 per night (USD)
Expedia
Cozy Retreat in Quechee Woods - Sugar Hill 2D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to the tranquility of this mountain condo! Nestled in the heart of the awe-inspiring mountains, this coz ...
From $667 per night (USD)
Expedia
From $424 per night (USD)
VRBO
3BR/2.5Ba Idyllic Mountain Retreat - Sugar Hill 2A
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the perfect blend of comfort and mountain charm in this idyllic retreat. Book your stay today and cr ...
From $424 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Views, AC, and Family Fun - Kingswood 12E
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your dream ski-on/ski-off family friendly condo, with views of Ski Quechee from the big back deck! ...
From $348 per night (USD)
Expedia
From $566 per night (USD)
VRBO
Kettlebrook Two Bedroom Great Spot for a Skiing Family or Couples
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located near the Kettlebrook and Bull Run ski trails, this location offers ease and convenience. Gather around the wood ...
From $566 per night (USD)
VRBO
From $1532 per night (USD)
VRBO
Three Bedroom House Sized Condo with Private Hot Tub Walk to Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Snowtrak, a premier community nestled on Okemo Mountain! Walk to the nearby ski access through the Kettlebroo ...
From $1532 per night (USD)
VRBO
From $496 per night (USD)
VRBO
Beautiful new studio with amazing views - peaceful but close to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Brand new, huge studio on quintessential 10-acre VT horse property. Views are amazing. Peaceful, country retreat with tr ...
From $496 per night (USD)
VRBO
From $518 per night (USD)
VRBO
The Pines- Luxury Norwich home 5 miles to Dartmouth
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy peaceful views and modern luxury at this midcentury-inspired home on the Connecticut River backwater. Beautifully ...
From $518 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Lakeview 3-BR Residence 10-min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Nestled in the heart of Okemo, Vermont, this 3-BR retreat is the perfect escape for family and friends. This ho ...
From $605 per night (USD)
VRBO
From $793 per night (USD)
Expedia
Topridge Style 3BR/4BA with Hot Tub, Ski On Ski Off, Mountain Views and Discounted Ski Rentals
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to Topridge Style – Your Luxurious Slopeside Ski-On/Ski-Off Townhome in Killington! Located in the highly sough ...
From $793 per night (USD)
Expedia
From $1190 per night (USD)
VRBO
Topridge 4BR/4BA: Breathtaking Views. Hot tub. True Ski In Ski Out!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Topridge 17B – Your Ultimate Slopeside Escape in Killington! Topridge 17B is a stunning 4-bedroom, 4-bathroo ...
From $1190 per night (USD)
VRBO
From $445 per night (USD)
Expedia
All-Season Lake Pauline Retreat, 2 mi to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wake up to lake views just 2 miles from Okemo at Lou Lou’s Landing. Enjoy year-round fun—kayak and swim in summer, ski n ...
From $445 per night (USD)
Expedia
From $368 per night (USD)
VRBO
Comfortable dog-friendly home w/ pond view, deck, gas grill, wifi, TVs, kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy Dennis Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $368 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Cozy Mountain Condo with Ski-In/Ski-Out Access, and Electric Fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ski 'n' Stay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $356 per night (USD)
Expedia
From $779 per night (USD)
VRBO
Convenient in-town house, river view, dog-friendly, deck, kitchen, w/d, TV, wifi
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Bayberry Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $779 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Antique farmhouse with spectacular mountain view in a bucolic setting.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in West Windsor, this charming farmhouse, built in 1842 with some of the original floors, offers 4 spacious bedr ...
From $346 per night (USD)
Expedia
From $211 per night (USD)
VRBO
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Quechee Acorn condo in the heart of Quechee, Vermont, where natural beauty and luxurious living converge. ...
From $211 per night (USD)
VRBO
From $706 per night (USD)
Expedia
3BR/2BA, Ski in/out from A/B lift, pool & hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your family and friends will love this renovated 3 BR/2BA Winterplace condo. Our family does! Just a 2 min walk to ski t ...
From $706 per night (USD)
Expedia
From $1261 per night (USD)
VRBO
Luxury Ski on/off 3 bedroom 4 baths, brand new on Okemo mountain, hot tub, sauna
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Brand new ski in/ski out entire main floor and 2nd floor of a luxury house. Spacious, family friendly, 3 bedroom 4 bath, ...
From $1261 per night (USD)
VRBO
From $1034 per night (USD)
VRBO
Spacious Hilltop Okemo Chalet. Stunning Views, Close to Lift.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This lovely chalet has space for the whole group to gather without anyone feeling crowded. It has Okemo Mountain as its ...
From $1034 per night (USD)
VRBO
From $603 per night (USD)
VRBO
Scenic Rt 4: Hot tub, minutes to everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Escape to this inviting 3-bedroom, 2-bathroom home, perfect for your next getaway! Nestled just minutes from the slopes ...
From $603 per night (USD)
VRBO
From $764 per night (USD)
Expedia
Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Wish Upon A Star Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $764 per night (USD)
Expedia
From $541 per night (USD)
VRBO
Norwich Cottage 3BD/2BA - 1mi to Dartmouth
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome professionals, families and outdoor enthusiasts! This cozy, charming fully remodeled 3-bed, 2-bath cottage is n ...
From $541 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Beautiful Hawk Mountain home with Mountain Views, Hot Tub and Sauna
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This 4 bedroom, 3.5 bath multi-level single family home is built into a wooded hillside and offers beautiful mountain vi ...
From $859 per night (USD)
VRBO

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