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

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VRBO
Family Friendly Home Close to Hiking, Lakes and Restaurants
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Three levels of living space with room for everyone. The house is within walking distance to West Hill Recreation Area. ...
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VRBO
From $187 per night (USD)
Expedia
Treehouse at Wise Pines- SoBo
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This one-room treehouse is tucked lightly into the woods for a tranquil setting, not far from another treehouse of its k ...
From $187 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Quechee Condo | Condo in Quechee
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quechee Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $304 per night (USD)
VRBO
From $569 per night (USD)
Expedia
Mountainside 2-BR Ski-In/Out Okemo Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Enjoy the idyllic setting of Okemo Mountain from this picturesque 2-BR retreat. Nestled on the mountainside of ...
From $569 per night (USD)
Expedia
From $292 per night (USD)
VRBO
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 $292 per night (USD)
VRBO
From $317 per night (USD)
Expedia
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 $317 per night (USD)
Expedia
From $353 per night (USD)
VRBO
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 $353 per night (USD)
VRBO
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Expedia
Log manor on 65 private acres of land with entertaining amenities & hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spruce Moose Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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Expedia
From $531 per night (USD)
VRBO
Pool + Hot Tubs! Charming Condo at Jackson Gore
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to a delightful 2-bedroom condo for 6, where convenience and aesthetics come together to create the ultimate san ...
From $531 per night (USD)
VRBO
From $431 per night (USD)
Expedia
2BR Exec Condo + Close to All Amenities | Biking
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Embrace the allure of a 2-bedroom executive condo for 6 that harmoniously blends convenience and elegance, offering an i ...
From $431 per night (USD)
Expedia
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VRBO
Spruce Moose Cottage | Tiny House on 65 private acres
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spruce Moose Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
From $507 per night (USD)
Expedia
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 $507 per night (USD)
Expedia
From $604 per night (USD)
VRBO
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 $604 per night (USD)
VRBO
From $491 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 $491 per night (USD)
Expedia
From $618 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 $618 per night (USD)
VRBO
From $303 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 $303 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Romantic Getaway or Family winter adventures in 2BD w/resort activities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A Beautiful Mountainside Escape Vacationing in Vermont brings a lot of things to mind: apple picking, maple syrup tas ...
From $242 per night (USD)
VRBO
From $406 per night (USD)
Expedia
Perfect Woodstock Getaway! Lovely Riverside Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with the whole family at this spacious & peaceful riverside home. Minutes from downtown Woodstock and Killington M ...
From $406 per night (USD)
Expedia
From $1513 per night (USD)
VRBO
Immaculate and Modern Winterplace Condo at Okemo - Updated
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
This three bedroom, two bath, immaculate and modern condominium is fully equipped. Located just steps from the ski trail ...
From $1513 per night (USD)
VRBO
From $774 per night (USD)
VRBO
Beautiful Okemo Mountain Lodge Condo at Clocktower Base - Direct Ski Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Located at the base of the A/B Quads at Okemo`s Clocktower, this ski on/ski off fully renovated condominium has one of t ...
From $774 per night (USD)
VRBO
From $657 per night (USD)
VRBO
Okemo Mountain Lodge Condo - Great for families with easy access to Okemo clocktower base area!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This condo sleeps 6 - perfect for a family or two couples to share. Assigned parking, ski storage, WiFi and on-site laun ...
From $657 per night (USD)
VRBO
From $1851 per night (USD)
VRBO
Trailside Condo with Private Hot Tub and Gorgeous Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
3 bedroom, 2.5 bath condo in the Trailside complex at Okemo Mountain. With a hot tub, wood-burning fireplace, and ample ...
From $1851 per night (USD)
VRBO
From $1895 per night (USD)
VRBO
Ski on/Ski off Solitude Condo with Fireplace and Access to Amenities
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy the amenities associated with the Solitude Day Lodge which include swimming under the stars in the heated out-door ...
From $1895 per night (USD)
VRBO
From $2802 per night (USD)
VRBO
Gorgeous Solitude Home with Direct Ski Access and Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This special spot offers superior ski access and incredible views of the slopes. The open concept living and dining room ...
From $2802 per night (USD)
VRBO
From $1903 per night (USD)
VRBO
Direct Ski Access from this Solitude Condo at Okemo
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Nestled within Solitude Village, you`ll find yourself in the heart of the action while still enjoying a serene mountain ...
From $1903 per night (USD)
VRBO
From $1364 per night (USD)
VRBO
Beautiful Solitude Village Condo with Private Balcony and Walk to Trail Ski Access
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
Your ski vacation here at Okemo is made easy living at Solitude Village. Enjoy a spacious two story floor-plan with 3.5 ...
From $1364 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Spectacular, modern, true ski in ski out Solitude Condo!
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Pop on your skis right outside the unit and glide down to the Solitude Quad. Back in your unit, unwind with a glass of w ...
From $554 per night (USD)
VRBO
From $519 per night (USD)
VRBO
Spacious and Private Home With Stunning Views of Okemo Mountain
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
A stunning view of Okemo Mountain awaits. The kitchen is fully equipped and the master bedroom has a King, a private ba ...
From $519 per night (USD)
VRBO
From $1467 per night (USD)
VRBO
Amazing ski access from J building at Solitude Village Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
You will appreciate the superior ski direct ski access onto the slopes with access to all trails and skier services. E ...
From $1467 per night (USD)
VRBO
From $1084 per night (USD)
VRBO
Spacious Okemo Mountain Home With Private Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Enjoy this spacious four-bedroom luxurious home with stone wood burning fireplace and a smart floor plan for gathering a ...
From $1084 per night (USD)
VRBO
From $1804 per night (USD)
VRBO
Stunning Solitude Condo with Direct Ski Access and shared Amenities
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to your dream rental at Solitude Okemo! This stunning 3 BR/2.5 Bath condo unit offers a spacious and comfortable ...
From $1804 per night (USD)
VRBO
From $841 per night (USD)
Expedia
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Winterplace is a perfect escape for summer, fall or winter relaxation or adventure. Best Location SKI-IN/SKI-OUT⛷ with ...
From $841 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Charming condo in a resort community with pool access, tennis, a sauna & golf
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Lakeland Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $432 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Inviting three-story condo with decks - near the Quechee Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sugar Hill Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $565 per night (USD)
Expedia
From $352 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 $352 per night (USD)
VRBO
From $683 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 $683 per night (USD)
Expedia
From $297 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 $297 per night (USD)
VRBO
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Expedia
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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Expedia
From $347 per night (USD)
VRBO
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 $347 per night (USD)
VRBO
From $551 per night (USD)
Expedia
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 $551 per night (USD)
Expedia
From $816 per night (USD)
VRBO
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 $816 per night (USD)
VRBO
From $1250 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 $1250 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Two-story condo with forest views, Echo Lake beach access, pool, dock & tennis
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Birch Landing #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $433 per night (USD)
VRBO
From $952 per night (USD)
Expedia
3 Bed 3 Bath Luxury Ski-In/Ski-out Condo Killington Sunrise Village Lodges
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This spacious and newly remodeled/furnished Ski-in/Ski-out condo features 3 large bedrooms all with en-suite private bat ...
From $952 per night (USD)
Expedia
From $819 per night (USD)
VRBO
Luxe Chalet - Ski On / Off, Hot Tub, Pool, Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Luxury Ski-In/Ski-Out Chalet: Mountain Bliss Awaits! Nestled in the heart of Bear Mountain in Killington, this 4-bedroo ...
From $819 per night (USD)
VRBO
From $700 per night (USD)
VRBO
New 3 BR+/3 Bath House close to Ski Areas & Woodstock. Trails, Pastures & Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
New Bridgewater house (2023) on 75 acres with stunning views and walking and hiking trails in pastures and woods. The pr ...
From $700 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Home with private apartment, patio, fireplace, on-site pool, gym & tennis access
Bedrooms:
6
Bathrooms:
3
Sleeps:
10
A1 at Castle Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $526 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Townhome with patio & on-site pool, hot tub, sauna & tennis access
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
A1 at Castle Hill - Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $291 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A1 at Castle Hill - Apartment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $206 per night (USD)
VRBO
From $749 per night (USD)
Expedia
Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fantastic all-season newly built A-frame in the adorable town of Ludlow, VT. The A offers 4 bedrooms, 3 full baths and a ...
From $749 per night (USD)
Expedia
From $948 per night (USD)
VRBO
Okemo Mountain View Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to this spacious 5-bedroom, 3 ½ bathroom home, prefect for accommodating large groups of up to 12 people. Locate ...
From $948 per night (USD)
VRBO
From $873 per night (USD)
VRBO
Okemo Oasis - Cabin: Hot Tub, Fire Pit, Pool Table, Shuffleboard Table, Sledding
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Okemo Oasis is a log cabin located on over 6 acres. The peaceful property includes a fire pit, sledding hill, shuffle bo ...
From $873 per night (USD)
VRBO
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VRBO
Historical home overlooking the river, walk to the village & covered bridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Maple's Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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VRBO
From $954 per night (USD)
Expedia
Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Winding Way Chalet: Your Ultimate Killington Retreat Nestled amidst the rolling landscapes of Killington, Ve ...
From $954 per night (USD)
Expedia
From $621 per night (USD)
VRBO
Tree-lined home with firepit, open interior & washer/dryer - near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Knoll Perch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $621 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Family-Friendly Condo at Okemo w/ Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This mountain community offers guests direct access to the slopes, especially at this on-trail unit sitting rig ...
From $627 per night (USD)
Expedia
From $651 per night (USD)
VRBO
SlopeSide Chalet - True ski on ski off, Hot Tub
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Slopeslide Chalet: Killington`s Luxe Mountain Oasis Directly on Killington slopes, this 4-bedroom chalet offers unmatch ...
From $651 per night (USD)
VRBO
From $529 per night (USD)
VRBO
Family friendly Condo on Okemo Shuttle Route just minutes from Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This cozy condo is bright and open with lots of comfortable furniture and attractive decor throughout. With three bedroo ...
From $529 per night (USD)
VRBO
From $2078 per night (USD)
VRBO
Upscale condo with modern touches just a ski home for lunch
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your dream mountain retreat! This spacious 3 bedroom, 3 bath condo at Ledgewood on Okemo Mountain offers the ...
From $2078 per night (USD)
VRBO
From $1230 per night (USD)
VRBO
Ski and stay with the family at this simple and clean Winterplace unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2 BR/2 Bath Winterplace unit couldn`t be more convenient. The mid-mountain location boasts easy access to all mount ...
From $1230 per night (USD)
VRBO
From $1105 per night (USD)
VRBO
Space for two families in this roomy condo with loft
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Enjoy three well-appointed bedrooms and a versatile loft space that comfortably sleeps up to 10 guests. The open-concept ...
From $1105 per night (USD)
VRBO
From $863 per night (USD)
VRBO
Direct Ski Access from this Peaceful Ski condo at Solitude Okemo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful Ski in/Ski out condominium located on the promenade ski trail of highly desirable Solitude Village. Your ski v ...
From $863 per night (USD)
VRBO
From $564 per night (USD)
VRBO
Ski Retreat Townhome in Plymouth, VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Welcome to Grand View Lodge Ski Retreat! This 3BR/2BA condo/townhome provides three spacious floors of ...
From $564 per night (USD)
VRBO
From $1171 per night (USD)
Expedia
Cozy Kettlebrook 2BR: Ski Access, Fireplace & Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to this ultra-cozy ski-on/ski-off slopeside condominium at Okemo Mountain! Located in the Kettlebrook V ...
From $1171 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Trailside Mountain View 4-BR Okemo Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Come enjoy time with friends and family at this luxurious four-bedroom slopeside retreat in Trailside Village o ...
From $627 per night (USD)
VRBO
From $704 per night (USD)
Expedia
Mountainside 4-BR Chalet 2-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Discover your perfect ski retreat at our 4-bedroom chalet, just 2 minutes from Okemo Mountain and 1 minute from ...
From $704 per night (USD)
Expedia
$Modern 4-Bedroom Mountain Retreat\nMinutes to Lake Rescue & Echo and Hiking$
From $791 per night (USD)
VRBO
Modern 4-Bedroom Mountain Retreat\nMinutes to Lake Rescue & Echo and Hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Perfect for any season, you will love staying at this beautifully constructed & centrally located house. Gorgeous sunl ...
From $791 per night (USD)
VRBO
From $713 per night (USD)
Expedia
3-BR Winterplace Ski-In/Out Okemo Condo w/ Loft
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Embrace the tranquility of Okemo Mountain in this charming 3-BR ski-in/out loft. Featuring three bedrooms, two ...
From $713 per night (USD)
Expedia
From $123 per night (USD)
VRBO
The Apartment at Sky Hollow, The Apartment at Sky Hollow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A charming one bedroom apartment attached to the main farm house, the guest suite at Sky Hollow Farm boasts stunning mou ...
From $123 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Dark Horse Cottage. Our picturesque getaway in rustic Vermont, will greet you with views and sounds of the Re ...
From $206 per night (USD)
Expedia
From $1106 per night (USD)
VRBO
Stunning Vermont Mountain Escape Minutes to Skiing
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our recently renovated 5 bedroom, 2 bathroom home is nestled away in a tranquil setting and was designed with your comfo ...
From $1106 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Red Barn Cabin
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our cozy modern cabin is anything but ordinary, nestled amidst the pastoral landscapes of Brownsville, Vermont. Moments ...
From $238 per night (USD)
Expedia
From $719 per night (USD)
VRBO
Idyllic 5-BR Chalet 1-min to Okemo
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Summary: Enjoy the beauty and activities of the Green Mountains in this recently renovated 5-BR chalet, located just off ...
From $719 per night (USD)
VRBO
From $602 per night (USD)
VRBO
All-seasons fun in Ludlow, Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy 4 seasons of outdoor, whole-family fun in this modern, brand-new build that features unparalleled privacy. Nestle ...
From $602 per night (USD)
VRBO
From $1508 per night (USD)
VRBO
Just steps to the trail enjoy the best location in Winterplace ski community
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2Bedroom/2 Bath Winterplace condominium couldn`t be more convenient. Enjoy direct ski access from your door (H buil ...
From $1508 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The best vacations start off with the best places to stay and this property will not disappoint! This sunny and cozy up ...
From $367 per night (USD)
Expedia
From $1113 per night (USD)
VRBO
Mountainside Home, Great Views! - Birds Eye View
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Summary: This luxurious modern/contemporary house nestled on the mountainside in majestic Quechee is nothing short of a ...
From $1113 per night (USD)
VRBO
From $690 per night (USD)
Expedia
New! Luxurious Escape, Hot Tub - Quechee Meadows
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcoming you to a comfortable haven, the 4-bedroom, dog friendly home in Quechee Lakes features spacious prima ...
From $690 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Ski-in/ski-out condo with mountain view, private balcony, & fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Mountain Base Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $387 per night (USD)
VRBO
From $2532 per night (USD)
Expedia
S`Mookie- Pool, Hot tub, Fireplace, Hiking!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sunrise Resort Condo, Killington, VT: Slope-side Luxury Immerse in breathtaking views at this ski on/ski off condo near ...
From $2532 per night (USD)
Expedia
From $230 per night (USD)
VRBO
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Champagne Supernova Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $230 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Sauna, Close to Club - Gracious Dartmouth Place 9B
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to our newly renovated Dartmouth Place townhouse in Quechee Lakes, the perfect destination for your nex ...
From $450 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Converted Carriage Barn - The Carriage House Unit2
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: This stunningly renovated carriage house, surrounded by rolling green fields, is the perfect launching point fo ...
From $409 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Chester Farmhouse Ski Retreat near Slopes
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to our 4-bedroom Chester farmhouse—blending Vermont charm with mid-century style only 15 mins from Okemo, Magic ...
From $399 per night (USD)
Expedia
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VRBO
Trailside Bliss 2BR ski-in/ski-out, Views Sleeps 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: This complex offers a private shuttle for easy drop-off at the top of the Sachem trail with walkable access to ...
Click For Pricing
VRBO
From $362 per night (USD)
Expedia
Pet-Friendly, Mountainside Home - Treetop Lodge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Our vacation home is the ultimate getaway for families and groups looking to indulge in luxurious comfort and e ...
From $362 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Rockstar - Pool, Tennis, Fireplace, Pickleball
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into luxury at "Rockstar", a top-floor condo walking distance from the ski lift. Relish in unmatched mountain views ...
From $239 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Fireplace, Dream Kitchen - 865 Marsh Family Rd
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our stunning single-family home in Quechee! This comfortable three bed 2.5, bathroom home is the per ...
From $467 per night (USD)
Expedia
From $580 per night (USD)
VRBO
Private! Sauna, 3BR/2Ba, Pet-Friendly - Twin Peaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Discover a refined getaway in this meticulously renovated 2.5-story saltbox single-family home nestled in the h ...
From $580 per night (USD)
VRBO
From $3251 per night (USD)
VRBO
Dartmouth Parent's Weekend/Homecoming/Graduation Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The quintessential New England cape. The whole group will enjoy easy access to everything from this centrally located an ...
From $3251 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Mountain Top Condo Near Okemo, Killington, Long Trail Brewing & many scenic lakes and hikes including Camp Plymouth Stat ...
From $310 per night (USD)
VRBO
From $651 per night (USD)
VRBO
Maple Leaf Manor - 1864 Brick Federal Style Farmhouse with a modern touches.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Maple Leaf Manor provides its guests with a comfortable stay in a renovated 1864 Brick Federal Style Farmhouse on 8 acre ...
From $651 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Vermont's Cozy Autumn Cabin at Trail End Ranch!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The log cabin at Trail End Ranch, which boasts the most comfortable beds, a well appointed kitchen/ living area. A per ...
From $242 per night (USD)
VRBO
From $401 per night (USD)
Expedia
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private 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 $401 per night (USD)
Expedia
Click For Pricing
VRBO
Kettlebrook ski-in/out condo w/ a newly updated kitchen and fully renovated bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
• This ski in/out two bedroom/one bathroom condo is located in the Kettlebrook community on Okemo Mountain. This condo i ...
Click For Pricing
VRBO
From $539 per night (USD)
Expedia
Ski-in/out condo with fireplace & on-site pool/hot tub/tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Winterplace Getaway E305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $539 per night (USD)
Expedia
From $480 per night (USD)
VRBO
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 $480 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Snowledge II by Okemo/Killington
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
About this space This unique place is newly constructed & fully furnished. It offers 2 Bedrooms and 1 Bath. Killington S ...
From $369 per night (USD)
VRBO
Click For Pricing
VRBO
Dog-Friendly Ski House with Hot Tub - 10 minutes to Okemo/ 17 to Killington
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Just a 10-minute drive from Okemo Mountain Resort and 18 minutes to Killington’s Skyeship Base Lodge, o ...
Click For Pricing
VRBO
From $414 per night (USD)
Expedia
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private 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 $414 per night (USD)
Expedia

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