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 $326 per night (USD)
VRBO
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this charming waterfront home nestled on 20 acres in Barnard, VT, offering a serene retreat with private sandy ...
From $326 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Comfortable dog-friendly home w/ pond view, deck, gas grill, wifi, TVs, kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to the charming town of Bridgewater, VT, and unwind in the Cozy Dennis Retreat. Nestled in Vermont County, this d ...
From $367 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Spacious studio, dog-friendly, close to recreation, central a/c, TV, wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to the charming town of Barnard, VT, and stay in this cozy studio loft that offers a comfortable retreat for your ...
From $244 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Cozy log cabin & loft, close to recreation, dog-friendly, bbq, balcony, a/c, w/d
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Escape to this remote log cabin getaway in Barnard, VT, where tranquility and nature await you. This 3-bedroom, 2-bathro ...
From $545 per night (USD)
Expedia
From $867 per night (USD)
VRBO
Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Escape to the ultimate Vermont outdoor playground at this stunning property in Barnard. Situated on 84.4 acres of land w ...
From $867 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Comfortable condo w/ two fireplaces, balcony, pool, tennis, close to recreation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your ideal getaway in Hartford, Vermont! This stunning two-level condo features two spacious bedrooms and 2.5 ...
From $333 per night (USD)
Expedia
From $607 per night (USD)
VRBO
End unit townhome near golf & ski - walk to Quechee Club - views & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Location, location, location, and recent renovations make this Dartmouth Village townhouse truly one of the best in all ...
From $607 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Deere Run townhouse with private sauna, jetted tub & AC - pool & tennis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The Deere Run complex is comprised of 45 attached townhomes and is conveniently located to all Quechee amenities. It is ...
From $566 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Country townhome - mountain view - walk to Village of Quechee - near Club & golf
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the foothills of the Green Mountains and close to all the amenities, this townhome enjoys a beautiful country ...
From $284 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Cozy condo w/ balcony, river view, electric woodstove, w/d, wifi, kitchen, a/c
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your serene getaway in Quechee, Vermont! This charming Mill Run condo features two cozy bedrooms and one and ...
From $282 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Spacious condo with mountain view, fireplace, a/c, walk to Lake Pinneo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay in comfort with this beautifully spacious, two-bedroom, two-and-a-half-bath home. Situated ideally close to th ...
From $414 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Dog-friendly townhome with views, AC & fireplace - walk to Village of Quechee
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the foothills of the Green Mountains and close to all the amenities, this townhome has a beautiful country se ...
From $373 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Quechee Ski Area condo on the ski trail - mountain views & AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quechee, Vermont is an amazing romantic escape for small groups looking to get away from it all. Kingswood Vista 10F has ...
From $415 per night (USD)
VRBO
From $574 per night (USD)
VRBO
Quechee Retreat - Spacious 3BR Condo — Vermont's Gorge Country
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to the heart of Vermont's Upper Valley in this beautifully appointed 3-bedroom, 2-bathroom condo nestled in the c ...
From $574 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Quechee condo, outdoor activities nearby, kitchen, TV, wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in the picturesque town of Quechee, Vermont, this luxurious condo offers a perfect blend of comfort and seclusio ...
From $286 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Charming house w/ privacy, bbq, seasonal balcony, hammock, fire pit, w/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your private retreat in the heart of Quechee, Vermont! This charming 4-bedroom, 2.5-bathroom house is the per ...
From $513 per night (USD)
Expedia
From $428 per night (USD)
VRBO
Saltbox townhome with AC, fireplace & deck - near Quechee Club, golf & ski
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the foothills of the Green Mountains and close to all the amenities, this townhome has a beautiful country se ...
From $428 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Amazing home on 90 acres - AC & great mountain views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Visit Vermont in style, and enjoy this well-appointed standalone home, seemingly away from it all on over 90 private acr ...
From $389 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Charming condo in a resort community with pool access, tennis, a sauna & golf
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nestled within the serene setting that is Quechee Lakes, a four-season resort community, you'll find this charming Lakel ...
From $495 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Walk-to-village end-unit condo, mountain views, large deck, woodstove, bbq, a/c
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the charm of Quechee, VT, from this desirable and private end-unit condo, just a short walk from the village. T ...
From $243 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Inviting three-story condo with decks - near the Quechee Club
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Both recreation and relaxation await at this three-story condo in Quechee, beautifully situated at the end of its row wi ...
From $572 per night (USD)
VRBO
From $546 per night (USD)
Expedia
Saltbox townhome with views & fireplace - near Quechee Club, golf, & skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Many people flock to Quechee, Vermont every year to take in the scenic mountain views, the natural beauty, and the amazi ...
From $546 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Great home near Main St - washer/dryer, fireplace, Quechee Club access available
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
You'll love this four-bedroom, two-bathroom home in Quechee Lakes, located on a quiet street close to all Quechee's amen ...
From $635 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Perfect for a Quechee getaway, this stand-alone home boasts a wraparound deck, screened three seasons sitting porch with ...
From $440 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Scandinavian design Chalet with private hiking trail and Goodland hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ ...
From $695 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Charming King Loft in Downtown Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Morgan Block Loft offers a stylish and historic stay in the heart of downtown Woodstock, Vermont. Located in the beautif ...
From $364 per night (USD)
Expedia
From $1440 per night (USD)
VRBO
Okemo Mountain Ski Lodge - Sleeps 9, Hot Tub, Game Room, Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to Sugarplum Lodge! A cozy 3-bedroom, 2.5-bath ski home located behind Okemo Mountain in the heart of Ludlow, Ve ...
From $1440 per night (USD)
VRBO
From $224 per night (USD)
VRBO
2br duplex 10 minutes to Killington and 10 minutes to Woodstock
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This home is 1/2 a duplex in a great location. It is 10 min to the Skyeship gondola in one direction and 12 min to Woods ...
From $224 per night (USD)
VRBO
From $1150 per night (USD)
VRBO
Okemo ski house with Sauna and Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Okemo and Killington are waiting for you at this peaceful 4-bedroom house. Inside, you'll find three queen beds and one ...
From $1150 per night (USD)
VRBO
From $1200 per night (USD)
Expedia
Ski Retreat w/ Hot Tub near Killington & Woodstock
Bedrooms:
2
Bathrooms:
1
Sleeps:
12
Escape to a rustic farmhouse that mixes Vermont charm with modern comfort, set against beautiful mountain views. It`s an ...
From $1200 per night (USD)
Expedia
From $726 per night (USD)
VRBO
Ski Home w/ Hot Tub near Killington & Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Escape to a rustic farmhouse that mixes Vermont charm with modern comfort, set against beautiful mountain views. It`s an ...
From $726 per night (USD)
VRBO
From $757 per night (USD)
Expedia
Ski Oasis w/ Hot Tub near Killington & Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
✨ Escape to a rustic farmhouse that mixes Vermont charm with modern comfort, set against beautiful mountain views. Hoste ...
From $757 per night (USD)
Expedia
From $907 per night (USD)
VRBO
Luxury Winterplace Condo Steps from the Lifts
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: This luxury Winterplace condo features two queen bedrooms plus a loft bunkroom with two twin-over-twin bunks, ...
From $907 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Fabulous 4-bedroom house in Ludlow perfect for your ski getaway
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the family or friends at this quiet 10 acre home off a 1/4 mile private road on North Hill. This home has fo ...
From $427 per night (USD)
Expedia
From $573 per night (USD)
VRBO
Mountain Escape - HotTub - FirePit - BBQ - Hiking - Near Lakes
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to Serenique Stays—your meticulously designed, high-end mountain escape! This exquisite 3-bedroom, 3-bathroom ca ...
From $573 per night (USD)
VRBO
From $432 per night (USD)
Expedia
River Bend Woodstock Getaway w/ Hot Tub & Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this river bend retreat nestled along the Ottauquechee River between Woodstock and Quechee, Vermont. ...
From $432 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Restored Vermont Cabin • Scenic Route 100 • Near Killington, Okemo & Wood...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pine Ridge is your cozy Vermont basecamp. A fully renovated cabin that is warm and thoughtfully designed with YOU in min ...
From $329 per night (USD)
VRBO
From $938 per night (USD)
Expedia
Historic House near Woodstock Inn with Porch
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Summary: Step into a piece of Woodstock history at this large, charming home just steps from the Woodstock Inn and the ...
From $938 per night (USD)
Expedia
From $645 per night (USD)
VRBO
Tranquil 3 bedroom Home with Hot Tub/Fast WIFI/Standby Generator in Andover
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Cozy Mountain Ski Retreat on 11 Private Acres — Hot Tub, Trails & More! Welcome to your perfect four-season getaway! Nes ...
From $645 per night (USD)
VRBO
From $821 per night (USD)
Expedia
Authentic Vermont Log Cabin | 15 Min to Okemo
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Summary: Escape to the woods of Weston in this authentic 5-bedroom log cabin, where soaring ceilings, a grand stone fir ...
From $821 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Impressive Cottage Rental on Andover Ridge Ideal for Family Vacations in Vermont
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This impressive cottage rental boasts an excellent location perched on Andover Ridge and provides the perfect setting fo ...
From $810 per night (USD)
VRBO
From $936 per night (USD)
Expedia
Trailside 4BR Getaway | Hot Tub & Mountain Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: This inviting Trailside 4BR townhome offers mountain views, a private hot tub, and an easy on-call shuttle to ...
From $936 per night (USD)
Expedia
From $693 per night (USD)
VRBO
Okemo House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Great view of Okemo (3miles) or 25min to Killington on 10 private acres. The space If you like private here’s your spot ...
From $693 per night (USD)
VRBO
From $773 per night (USD)
VRBO
Charming 3 bedroom ski-in/ski out at Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Unwind and ski in ski out at Okemo at this cozy condo. With three bedrooms featuring a king bed, two queen beds, and que ...
From $773 per night (USD)
VRBO
From $606 per night (USD)
VRBO
New Luxury Home w/Large Balcony Close to Hiking, Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This is a *brand new* home, built with every possible detail in mind. 4 bedrooms, 3.5 bathrooms, perfect for larger grou ...
From $606 per night (USD)
VRBO
From $351 per night (USD)
VRBO
3BR Farmhouse at the Long Trail Brewery
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
The Long Trail Lodge is a charming 3-bedroom, 1.5-bath farmhouse tucked right on the property of Long Trail Brewery. Wit ...
From $351 per night (USD)
VRBO
From $1030 per night (USD)
VRBO
Walk to Okemo Lifts | Mountain-View Ski Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Set just steps from the Okemo Clock Tower Base, this cozy mountain chalet is perfectly placed for effortless ski days an ...
From $1030 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Top of the Hill Retreat / 2 Huge Decks / Scenic Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to your perfect Vermont Escape in Hartford, VT! This beautifully renovated corner unit trailside condo in the Ki ...
From $425 per night (USD)
Expedia
From $590 per night (USD)
VRBO
Stunning home w/ hot tub, views & Quechee Club access
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in a quiet and peaceful setting, this beautifully maintained Quechee Lakes home offers sweeping long-range views ...
From $590 per night (USD)
VRBO
Click For Pricing
Expedia
Wonderful 5-bedroom house in Ludlow perfect for your Mountain getaway
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Okemo Mountain Retreat – Spacious 5 bedroom home each with its own bath, minutes from the Slopes Welcome to our retrea ...
Click For Pricing
Expedia
From $349 per night (USD)
VRBO
Quechee Club Condo: Newly updated, golf, tennis, pools, gym, hiking & more
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect getaway at Quechee Lakes in Hartford, VT! This beautifully renovated ski-on, ski-off trailside c ...
From $349 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Close to Hiking and Lakes - Cozy Mountain Cabin
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Unwind in this tranquil, tree-surrounded 3BR/3BA home in Plymouth, VT, perfect for up to 8 guests. Just 10 minutes to Ja ...
From $490 per night (USD)
Expedia
From $764 per night (USD)
VRBO
Barn Hollow Farm - Peaceful four bedroom farmhouse in Barnard, VT
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy relaxing in this unique family farmhouse. Situated on a 25-acres this home is a step back in time. Built in 1815 ...
From $764 per night (USD)
VRBO
From $434 per night (USD)
Expedia
Vermont Escape in Ludlow Village - Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Vermont farmhouse-style oasis in the heart of Ludlow Village - where small-town charm meets mountain adv ...
From $434 per night (USD)
Expedia
From $769 per night (USD)
VRBO
Near Okemo & Killington: Home w/ Sauna & Fireplace
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
2 Scenic Decks | Board Games, Sleds & Snowshoes | All-Season Retreat Seclusion meets convenience at this Plymouth vacat ...
From $769 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Mountain Views Huge Deck, 20 min to Okemo Base
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful place to stay. Recently finished renovation of this beautiful vacation hou ...
From $478 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Ski-In/Ski-Out Luxury with Year-Round Resort Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to SouthFace Village Tamarack #6, a luxurious two-level condo in Ludlow, VT, offering the ultimate ski-on, ski-o ...
From $370 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Re-set, retreat, revive in this beautifully designed little Vermont house.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Willow House will surprise and delight. At just 600 square feet it comfortably hosts up to 4 people. This is the pe ...
From $320 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Cozy A frame Cabin in Proctorsville
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this brand new built cabin in picturesque Proctorsville near Okemo. With two cozy bedrooms, guests can enjoy a ...
From $463 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Ski-Access Townhouse with Mountain Views, Kingswood
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Kingswood 1A, Home Features: • 4 Bedrooms, 3.5 Baths, up to 8 guests • Full Kitchen with Breakfast Bar & Din ...
From $432 per night (USD)
Expedia
From $474 per night (USD)
VRBO
Beautiful 3-bedroom house with AC in charming Bridgewater
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Welcome to the historic Bridgewater House, a spacious 3-bedroom, 3-bath home near Killington, Woodstock, and Quechee. Pe ...
From $474 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Quechee retreat near Gorge & Ski
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to our peaceful 3-bedroom home in Quechee, VT. Perfect for families or couples, this modern retreat blends Vermon ...
From $340 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Townhome with Brick Fireplace & Loft, Landmark
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the best of Vermont living at Landmark 3C, a spacious, light-filled townhome with a cozy brick fire ...
From $424 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Cozy 1-bedroom studio in Historic Stone Village of Chester
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover the beauty of Chester from this pleasant 1-bedroom studio. Guests will find a cozy queen bed and a clean bathro ...
From $258 per night (USD)
Expedia
From $2271 per night (USD)
VRBO
Casita Alta Luxury house with heated pool in Woodstock, VT
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Tucked just outside the village and an easy kwalk to Woodstock’s shops and restaurants, this private ultra-luxury retrea ...
From $2271 per night (USD)
VRBO
From $616 per night (USD)
Expedia
Modern Trailside Condo w/ Loft | Ski Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to this modern Trailside townhome, just a short walk to the slopes. Thoughtfully laid out across three ...
From $616 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $193 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $157 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $177 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $194 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $173 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Sleep Woodstock - 2 Double Beds - Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $179 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Sleep Woodstock - Dog Friendly King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $175 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Sleep Woodstock - 2 Double Beds - Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $179 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Sleep Woodstock - 2 Double Beds - Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $174 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Sleep Woodstock - 2 Double Beds - Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $174 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Sleep Woodstock - 2 Double Beds - Dog Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Sleep Woodstock Motel to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature ...
From $179 per night (USD)
VRBO
From $804 per night (USD)
VRBO
Skyhawk Cabin: refined modern getaway with hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Skyhawk Cabin! Our Vermont getaway has been completely renovated to offer a curated experience t ...
From $804 per night (USD)
VRBO
From $1146 per night (USD)
VRBO
Winterfound Farm, Full Farmhouse & Barn for Groups
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Summary: Book both homes on Winterfound Farm for the ultimate Vermont getaway! With 8 bedrooms and 5 bathrooms across t ...
From $1146 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Cozy Private Cabin in Andover - Fireplace & Hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience a perfect winter retreat in the mountains! Relax in rustic comfort with all the modern amenities you need at ...
From $497 per night (USD)
Expedia
From $760 per night (USD)
VRBO
Retreat w/ Southern Views | Hot Tub | Club Access
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4BR/5BA (3 Full, 2 Half) Contemporary Home | Hot Tub & Deck | Quechee, Vermont | Sleeps 8 Tucked into a peaceful, woode ...
From $760 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Gorgeous Cedar Tiny House for a Unique Pet-Friendly Getaway in Chester, Vermont
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our custom-built cedar tiny home surrounded by seven acres of natural landscape in beautiful southern Vermont ...
From $380 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Okemo Base Camp: Walk to Everything Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy 1-BR condo in downtown Ludlow, sleeps 4 comfortably. Your perfect year-round Vermont basecamp! Enjoy a short walk t ...
From $207 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Woodstock Hillside Hideaway | Green Mountain Views
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this peaceful Woodstock hillside hideaway, tucked among the trees with beautiful Green Mountain views and a pr ...
From $342 per night (USD)
Expedia
From $453 per night (USD)
VRBO
3 BR Luxury Condo at Castle Hill - 5 mi to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Escape to this beautifully styled 3 Bedroom, 2.5 Bath condo in Cavendish,VT just 5 miles from Okemo Mountain. After a d ...
From $453 per night (USD)
VRBO
From $1091 per night (USD)
Expedia
Tranquil Mountain Home - 10 mins to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to this beautiful home sitting on 10acres, with breathtaking views. This home features 3 levels of living space, ...
From $1091 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Magical Canvas Bell Tent on Private Acreage – Near Woodstock
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the ultimate Vermont getaway in our beautifully styled canvas bell tent! Tucked away on our private property ...
From $205 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Cozy 3-Bedroom Mountain Style Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover the best of Vermont from this spacious and inviting mountain home in Reading, ideally situated between Okemo Mo ...
From $620 per night (USD)
Expedia
From $553 per night (USD)
VRBO
3-bedroom Proctorsville apartment, 10 min from Okemo, on Black River, great view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this unit in a duplex in the picturesque village of Proctorsville in Cavendish. This superb property boasts 3 ...
From $553 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Modern condo for perfect getaway
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Our one bedroom plus loft condo will offer you a clean, modern place for an enjoyable, affordable stay. Nestled centrall ...
From $353 per night (USD)
VRBO
From $461 per night (USD)
VRBO
Country retreat for rest, creativity, and renewal
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape the noise and settle into a peaceful country retreat designed for rest, creativity, and renewal. Situated within ...
From $461 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Downtown - Hot Tub, Speakeasy, Grill, Game Room, Fireplace
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
Discover the perfect Vermont getaway in this spacious 6-bedroom, 2.5-bath home located in the heart of downtown Ludlow, ...
From $520 per night (USD)
Expedia
From $490 per night (USD)
VRBO
All-Season Lake House Between Okemo & Killington!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
60' Seasonal Deck | Private Dock | Amherst Lake Views & Access No matter the season, you and your crew will love having ...
From $490 per night (USD)
VRBO
From $653 per night (USD)
Expedia
Sunny 4 Bed Home in Woodstock Minutes to Ski Lifts
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Beautiful mountain views and a wood burning stove make spacious feel cozy atop our hill in the sun. Located 10 minutes ...
From $653 per night (USD)
Expedia
From $783 per night (USD)
VRBO
Renovated Trailside Family Getaway on Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Enjoy a renovated Trailside townhome designed for families and groups looking for space, comfort, and easy acc ...
From $783 per night (USD)
VRBO
From $909 per night (USD)
Expedia
Okemo Family Haven | Hot Tub & Stunning Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Bring the whole family to this elegant and pet-friendly three-level Okemo haven with stunning mountain views a ...
From $909 per night (USD)
Expedia
From $1340 per night (USD)
VRBO
Family Ski-In/Ski-Out at South Face Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Settle into mountain living at this family-friendly condo in South Face Village at Okemo. This corner unit is ...
From $1340 per night (USD)
VRBO
From $376 per night (USD)
Expedia
8-Acre Retreat with Trails, 7 Min to Killington
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to a private 8-acre retreat in Vermont's Green Mountains—just 7 min from Killington, and 15 from Okemo. This reno ...
From $376 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Log Cabin Retreat on Private Vermont Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Summary: Escape to a handcrafted Vermont log home surrounded by forest, mountain views, and peaceful countryside. Set o ...
From $493 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Saltbox 9D - 3BR Quechee retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the charm of Vermont at Saltbox 9D, a beautifully updated 3-bedroom, 2.5-bath condo in Quechee. Accommodating ...
From $461 per night (USD)
Expedia

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