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 $325 per night (USD)
VRBO
Sleep Woodstock - Deluxe Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
You come to Woodstock, VT to explore, to hike, to fish, to ski, to shop, to attend events, antique, enjoy nature - to es ...
From $325 per night (USD)
VRBO
From $2024 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 $2024 per night (USD)
VRBO
From $652 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 $652 per night (USD)
VRBO
From $597 per night (USD)
VRBO
WINTER COTTAGE-5 Min. to Okemo Mt. Hot Tub -Sauna-Pool Table-Ping Pong-Fire Pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled minutes from downtown Ludlow, Our space is a wonderful retreat in any season. The bright, airy and spacious ...
From $597 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Fox Crossing House with Large Deck & Fire Pit
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: Elegance meets modern comfort in this newly renovated Quechee Lakes retreat with full club access. Three bedro ...
From $712 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Fall 2026 - www.tysonbarn.com
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summer in the lakes area ... or Killington World Cup week, or Winter ski season 27. Plymouth/Ludlow with Okemo and Killi ...
From $446 per night (USD)
VRBO
From $540 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 $540 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Enchanting 3-bedroom beside Okemo Blue Lot Early in 01-16 late leave on 1-19.
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 $520 per night (USD)
VRBO
From $911 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 $911 per night (USD)
VRBO
From $2164 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 $2164 per night (USD)
VRBO
From $478 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 $478 per night (USD)
VRBO
From $499 per night (USD)
VRBO
FOUR SEASON HOME NEAR OKEMO
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy our lovely 3 BR home in the idyllic town of Chester. A great getaway for any of the Four Seasons. 15 minutes to Ok ...
From $499 per night (USD)
VRBO
From $471 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 $471 per night (USD)
VRBO
From $710 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 $710 per night (USD)
Expedia
From $629 per night (USD)
VRBO
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 $629 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Renovated Condo with Golf Views, Landmark
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Welcome to this beautifully renovated 2-bedroom condo in the heart of Quechee, Vermont! Please see: Other T ...
From $345 per night (USD)
Expedia
From $550 per night (USD)
VRBO
Maplewood 5-BR Lake House 10-min to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Experience the tranquility of lake front living in Ludlow, VT at this charming house overlooking Lake Rescue. ...
From $550 per night (USD)
VRBO
From $1278 per night (USD)
Expedia
STAY WITH US, Brand New, 8 BR, 4 Bth, 1/2 mi to Okemo, Hot Tub, on Shuttle, King
Bedrooms:
4
Bathrooms:
8
Sleeps:
18
Welcome to your luxurious Green Mountain Getaway! This home has been fully renovated from top to bottom, offering a fres ...
From $1278 per night (USD)
Expedia
From $413 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 $413 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $494 per night (USD)
VRBO
Mountain View 3-BR Retreat Near Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this peaceful 3-bedroom mountain retreat just 10 minutes from Okemo. Perfect for families and groups ...
From $494 per night (USD)
VRBO
From $1016 per night (USD)
Expedia
3BR Slopeside Solitude Condominium at Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Solitude Village is the perfect place for your next Okemo Mountain stay. This 3-bedroom 2.5-bath condo is the p ...
From $1016 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Okemo Custom built 2-bedroom on 3 acres.
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 $328 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 $242 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 $242 per night (USD)
VRBO
From $445 per night (USD)
Expedia
18 Mi to Skiing: Colorful Home in Springfield!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
< 1 Mi to Downtown | Near Hiking & Fishing | 2 Mi to Muckross State Park Adventure awaits no matter the season at this ...
From $445 per night (USD)
Expedia
From $579 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 $579 per night (USD)
VRBO
From $632 per night (USD)
Expedia
Quaint 3BR Home: 8 Minutes to Okemo Mtn.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to the ultimate family-friendly home within close proximity to Okemo Mountain! This private home featur ...
From $632 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Charming 3-bedroom house in Ludlow with WiFi access
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This charming house in Ludlow is a welcoming retreat for guests looking to unwind and relax. With 3 cozy bedrooms includ ...
From $475 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Charming 3-bedroom house in Reading, VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy a peaceful stay at this 3-bedroom house in Reading. The bedrooms feature 2 queen beds and 1 twin bed, perfect for ...
From $392 per night (USD)
VRBO
From $768 per night (USD)
VRBO
Ski-in/Out Townhome w/ Views at Okemo Resort!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Outdoor Pool Access | Fireplace | 8 Mi to Camp Plymouth State Park Your next fun-filled Vermont retreat awaits at this ...
From $768 per night (USD)
VRBO
From $620 per night (USD)
Expedia
4 BR Home near Lake: 6 min to Okemo Mtn.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: This private home sits in a premium location with access to lakes and a short 6 minute drive to Okemo Mountain. ...
From $620 per night (USD)
Expedia
From $452 per night (USD)
VRBO
Frank Lloyd Wright inspired Private, mountain views, wheelchairs accessible
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Light filled home with cathedral ceilings on 2 +acres with a large rolling front yard set in the woods. Enjoy sledding ...
From $452 per night (USD)
VRBO
From $835 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 $835 per night (USD)
VRBO
From $315 per night (USD)
VRBO
End-Unit Condo with Golf Views, Lakeland Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: All season 3 bedroom 2 bath with Highland Golf Course in your back yard Please see: Other Things to Note F ...
From $315 per night (USD)
VRBO
From $608 per night (USD)
VRBO
Townhome with Fireplace & Club Access, Vale Village
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 No ...
From $608 per night (USD)
VRBO
From $488 per night (USD)
VRBO
Townhouse, Mountain Views & Ski Access, Kingswood
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 t ...
From $488 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Pleasant Street Retreat in Downtown Ludlow on Shuttle Route
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome Winter at this Pleasant Street Retreat that is conveniently only 1.2 miles from the Okemo Clock Tower Base Lodge ...
From $297 per night (USD)
VRBO
From $563 per night (USD)
VRBO
The Barn at Winterfound Farm with Hot Tub & Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our beautifully renovated Barn located just ten minutes away from the historic town of Woodstock. E ...
From $563 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Historic Woodstock House with Library & Fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to this enchanting retreat and experience the perfect blend of luxury, comfort, and convenience in the ...
From $494 per night (USD)
VRBO
From $841 per night (USD)
VRBO
Antique Farmhouse, Walk to South Woodstock Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Step into history and luxury with this beautifully restored antique farmhouse in South Woodstock! From its cha ...
From $841 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Rock Haven Sugar House on a Working 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 c ...
From $347 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Carriage House with Valley Views, Rock Haven
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 T ...
From $446 per night (USD)
VRBO
From $603 per night (USD)
Expedia
Wright Reservoir Estate with Panoramic Views & 10 Acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Experience your own little slice of Vermont with 10 acres of private land, plus access to 500 more in Hurrican ...
From $603 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Scenic Ridge Cabin with Sweeping Vermont Views
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 r ...
From $554 per night (USD)
VRBO
From $530 per night (USD)
Expedia
Historic Riverside Home with Sauna & Covered Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Step into 200 years of history at this 1825 riverside home served as a coach house and tea house in the early ...
From $530 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Historic Farmhouse on Working VT Farm & Hot Tub
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 char ...
From $547 per night (USD)
VRBO
From $561 per night (USD)
Expedia
Six Ski Hill Home with Mountain Views, Pet-Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to your Vermont retreat! Nestled near the base of Saskadena Six Ski Hill, and conveniently located jus ...
From $561 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Hartland Hill House, a Charming Hilltop Hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to your perfect getaway nestled in the picturesque rolling hills of Hartland, Vermont! Please see: ...
From $298 per night (USD)
VRBO
From $1178 per night (USD)
Expedia
Norwich Estate with Pond, Pool & Mountain Views
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 $1178 per night (USD)
Expedia
From $196 per night (USD)
VRBO
THE OTTO: A Warm + Cozy Ski In Ski Out Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE OTTO, eponymously named, inspired, and much like the marvelous man himself, is a lovely and uniquely mysterious ski ...
From $196 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Private Oasis Under 10 Mins from Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Less than ten minutes from Woodstock Village, this bright, 3 bedroom home is nestled on ten private acres wit ...
From $369 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Thistle House Glamping Retreat w/ Hot Tub + Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Thistle House, a custom-built cedar tiny house surrounded by seven acres of natural landscape in be ...
From $343 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Sage House Glamping Retreat with Hot Tub + Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to Sage House, a custom-built cedar tiny house surrounded by seven acres of natural landscape in beaut ...
From $343 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Okemo mountain house with private hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Lots of space for families with 3 bathrooms, a king bedroom, a queen bedroom, and a loft with a double bed and 3 twin be ...
From $375 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Condo with Fireplace & Mountain Views, Sugar Hill
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 co ...
From $520 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Ski-In/Ski-Out Condo with Private Deck, Kingswood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Kingswood 1D, your renovated, ski-side Quechee escape that makes Vermont effortless. Wake up steps ...
From $303 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Condo with Fireplace, Sugar Hill
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 c ...
From $382 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Ski-In/Ski-Out Condo with Big Back Deck, Kingswood
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Welcome to your dream mountain retreat, ski-on/ski-off in the winter, easy access to swimming, golfing and hik ...
From $365 per night (USD)
VRBO
From $708 per night (USD)
Expedia
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 $708 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Mountain Getaway | Near Hiking & Okemo Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Lake Pauline Access | Easy Access to Hiking + Skiing Your next mountain getaway just got 10 times cozier at this charmi ...
From $321 per night (USD)
VRBO
From $524 per night (USD)
Expedia
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 $524 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Condo with Golf Course Views, Lakeland Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Lakeland Village privately situated updated condo with golf course views. Please see: Other Things to Note ...
From $346 per night (USD)
VRBO
From $587 per night (USD)
Expedia
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 $587 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Family Retreat | 10 Min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Experience the best of every season from this inviting family retreat, just minutes from Okemo Mountain and La ...
From $520 per night (USD)
VRBO
From $533 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 $533 per night (USD)
Expedia
From $408 per night (USD)
VRBO
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 $408 per night (USD)
VRBO
From $256 per night (USD)
Expedia
The Quechee Acorn! Cozy 2-bedroom condo near amazing amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to the Quechee Acorn condo in the heart of Quechee, Vermont, where natural beauty and luxurious living converge. ...
From $256 per night (USD)
Expedia
From $871 per night (USD)
VRBO
8 Bedroom Roadhouse btw. Killington & Okemo
Bedrooms:
3
Bathrooms:
8
Sleeps:
20
“Coolidge Roadhouse” (Coolidge Retreats) 9 bedroom w/ Hot tub. Inquire if you are more than 16 ppl as the house can fit ...
From $871 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Soothing family-friendly townhome in Quechee Lakes
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to this lovely townhome in Quechee. This adorable property boasts 4 bedrooms, including a king bed, 2 queen beds ...
From $319 per night (USD)
VRBO
From $541 per night (USD)
VRBO
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 $541 per night (USD)
VRBO
From $397 per night (USD)
VRBO
5BR Chalet in Historic Town bet Killington & Okemo
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
“Coolidge Retreat” 5 bedroom secluded Chalet on a 5 acres of hilly forest land with a Hot tub (w/ a separate service fee ...
From $397 per night (USD)
VRBO
From $192 per night (USD)
VRBO
A Couple's Cozy Cabin Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the sounds of a stream outside the window, just next to the bed & views of a larger brook below. The "Cabin" is ne ...
From $192 per night (USD)
VRBO
From $397 per night (USD)
Expedia
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 $397 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Village Condo w/ Fireplace, 5 Min to Okemo
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, shutt ...
From $415 per night (USD)
VRBO
From $719 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 $719 per night (USD)
VRBO
From $644 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 $644 per night (USD)
VRBO
From $1127 per night (USD)
VRBO
Luxury 5-bedroom house in Quechee near golf and Quechee Club
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Modern sauna and spa-like finishes. Game room with pool table and foosball. Very large family room with roaring fire. ...
From $1127 per night (USD)
VRBO
From $716 per night (USD)
VRBO
Apres Chalet: Winterplace Ski-in/Out pool+hot tubs
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Newly renovated "frontline" ski-in/ski-out condo just steps from Okemo's A/B Quad lifts — the perfect retreat ...
From $716 per night (USD)
VRBO
From $287 per night (USD)
Expedia
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 $287 per night (USD)
Expedia
From $287 per night (USD)
VRBO
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 $287 per night (USD)
VRBO
From $285 per night (USD)
Expedia
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 $285 per night (USD)
Expedia
From $237 per night (USD)
VRBO
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 $237 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Condo with Ski-in/Ski-Out Access + Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our cozy and charming ski-in/ski-out condo in Okemo with mountain views! Walk out your door and experience th ...
From $235 per night (USD)
Expedia
From $748 per night (USD)
VRBO
3BR+Den Mountain Getaway Steps from the Slopes
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Discover the perfect mountain retreat in this 3BR + Den, 3-bath ski-in/ski-out condo just steps from Okemo’s Le ...
From $748 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Condo near Ski Hill with Club Access, Kingswood
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Kingswood 1C, your cozy mountain escape. Don't miss out on the chance to experience the charm and b ...
From $308 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Patio Condo Overlooking Highland Golf, Coach Road
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Step into your ideal retreat in the picturesque Quechee Lakes area! Very private setting with expanded patio o ...
From $376 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
UNIT A side. -> Spacious newly renovated 2250 sq ft Living space. 3 large bedrooms, 2 full baths and 1 half bath -> Game ...
From $553 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Ski in/out @Base Lodge at Clock tower,Okemo. Building B Ground Level sleeps 6
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Ski in/out 1 bd condo in Building B at Okemo clock tower. walk or ski to magic carpet and Quad A/B lift. Cozy One bedr ...
From $536 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Woodstock Way Ranch on Private Wooded Acres
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Set back off the road, this charming two bedroom ranch home offers a little bit of everything with over 11 acr ...
From $437 per night (USD)
Expedia
From $717 per night (USD)
VRBO
OQ Farm Manse House: Animal Farm Stay
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Experience OQ Farm's original 1800's colonial house nestled off Old Route 4. This 5 bedroom/3.5 bath estate has beautifu ...
From $717 per night (USD)
VRBO
From $2707 per night (USD)
Expedia
Spacious + Charming House | Arcade, Pool, Hot Tub
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Welcome to our spacious and equipped house in Okemo, perfect for your mountain vacation! You will love the mid-mountain ...
From $2707 per night (USD)
Expedia
From $2070 per night (USD)
VRBO
Spacious condo with private hot tub and shuttle access to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to the mountains in this beautiful 4-bedroom, 3-bath* ski condo. Relax in your private hot tub on the deck and t ...
From $2070 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Quechee Home with Fireplace & Quechee Club Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Modern 3BR, 2.5Ba Vermont retreat for 6! Located just minutes from Woodstock, Hanover, and the Upper Valley, t ...
From $575 per night (USD)
Expedia
From $757 per night (USD)
VRBO
Blue & Sonny Hollow, Modern Cabin with Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Escape to Blue & Sonny Hollow, a charming, modern log cabin nestled on an expansive acreage in Hartland, VT. ...
From $757 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Charming rural 2-bedroom cottage with amazing view in Hartland, Vermont
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This cozy cottage sits on a well-maintained dirt road overlooking fields, woods, and the NH mountains, As you walk ...
From $224 per night (USD)
VRBO
From $895 per night (USD)
VRBO
Charming VT ski retreat with hot tub, pool, fire pit & endless mountain views
Bedrooms:
4
Bathrooms:
3
Sleeps:
14
Luxury Vermont Ski House with Hot Tub, Steam Shower & Mountain Views – Minutes from Okemo, Stratton, Magic & Bromley Es ...
From $895 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Sleep Woodstock Mobility Impaired Accessible Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You come to Woodstock, VT to explore, to fish, to ski, to shop, to attend events, antique, enjoy nature - to escape and ...
From $201 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Charming 3-bedroom post & beam WiFi, AC in beautiful Bethel
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this welcoming house in picturesque Bethel. With 3 cozy bedrooms including 1 king bed and 2 queen beds, guests ...
From $754 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Want to see the best leaves this Fall? Book. Vermont. Now.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Come stay at our cozy 1 bedroom house in the woods on top of a hill! Surrounded by forest and distant from neighbors, th ...
From $231 per night (USD)
Expedia

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