Windsor Area Rentals
- From $175 per night (USD)
VRBO
Vintage two-story home in the heart of town with a washer\/dryer, full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Classic Comforts Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $175 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Scenic Vermont Mountain Retreat with Hot Tub & Sauna. Summer & Fall Dates Avail!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the best of all seasons at our mountain retreat in the exclusive Okemo Trailside community, minutes from Fox ...
From $542 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Lovely Ludlow Farmhouse ~ 1 Mi to Town & Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The quintessential Vermont mountain home, this 3-bedroom, 2-bath vacation rental hosts an in-the-country feel just momen ...
From $248 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Beautiful 2-BR Townhome at Quechee Lakes
- Bedrooms:
- 3
- 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 $275 per night (USD)VRBO
- From $1425 per night (USD)
VRBO
Luxury Vermont Country House - Four Seasons\/Sleeps 10\/Near Woodstock, Killington
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Set on a terraced hillside above the White River in the foothills of the Green Mountains in central Vermont, the newly r ...
From $1425 per night (USD)VRBO
- From $543 per night (USD)
VRBO
Escape to beautiful VERMONT.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Wake to clean air and beautiful views.... This beautiful 3,500 sf home is available for rent. Located in the exclusive F ...
From $543 per night (USD)VRBO
- From $745 per night (USD)
VRBO
Brand new Aframe in Southern Vermont
- 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 $745 per night (USD)VRBO
- From $500 per night (USD)
VRBO
3 Bedroom ski in ski out at Okemo at the top of Morningstar lift
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
First floor unit right at the top of Morningstar lift. Ski right out the door and ski home from sidewinder at the end of ...
From $500 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Elegant 2BR Condo in beautiful Quechee Hollow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We welcome you to our lovely getaway in the heart of the picturesque town of Quechee. This beautiful, newly renovated to ...
From $225 per night (USD)VRBO
- From $788 per night (USD)
Expedia
The Bear Den at Okemo: Ski Out Your Door!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to the Bear Den, your very own doorstep to the mesmerizing slopes of Okemo Mountain. Nestled in the cha ...
From $788 per night (USD)Expedia
- Click For Pricing
Expedia
Unwind in Ludlow: Stylish Ski Home near Okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the perfect blend of comfort and charm in our newly remodeled Ludlow home. Nestled just moments away from the ...
Click For PricingExpedia
- From $350 per night (USD)
Expedia
Wise Pines Renovated Barn (Bunkhouse)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
Wise Pines is a Holistic & Sustainable B&B/Hiker Hostel that offers a unique farm experience. In the rural woods of Verm ...
From $350 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Treehouse at Wise Pines- NoBo
- 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 $150 per night (USD)VRBO
- From $150 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 $150 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Amazing Vermont Farmhouse, ready for spring and summer bookings!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for the perfect Vermont escape? Mountain views, cool breezes, fall leaves and newly fallen snow...all of this an ...
From $349 per night (USD)VRBO
- From $1034 per night (USD)
Expedia
Mountainside 5-BR Ski-In\/Out Okemo Estate
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Enjoy the pinnacle of Okemo Mountain living in this top-of-market ski-in, ski-out, 5-BR home. Property features ...
From $1034 per night (USD)Expedia
- From $410 per night (USD)
VRBO
Morey Mountain Retreat - 4 BR 2BA Secluded Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the beauty of Quechee, Vermont in this unique 4-bedroom 2 bath, dog friendly, home in the serene Quechee Lake ...
From $410 per night (USD)VRBO
- From $546 per night (USD)
Expedia
New! South Woodstock Cottage - restored, modern luxury
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into history and luxury with this beautifully restored antique farmhouse in South Woodstock! From its charming hist ...
From $546 per night (USD)Expedia
- From $425 per night (USD)
VRBO
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Please See Property # 110078 FOR MORE REVIEWS Note: Both Sides of the Duplex , Available For Large Groups * 8 Bedrooms, ...
From $425 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Exquisite Log Home with views near Woodstock, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful Vermont log home is for rent for all seasons. It contains 4 bedrooms, 3 bathrooms, a gourmet kitchen with ...
From $375 per night (USD)VRBO
- From $700 per night (USD)
VRBO
ON VILLAGE SHUTTLE, LIMITED PARKING, RIVERFRONT HOT TUB
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 20
Whether you've previously seen this amazing property or it's your first time, you will be equally amazed. We have instal ...
From $700 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Spacious Four Seasons Home On Okemo Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Alpen Meadows 21-C is a free-standing single-family home located in a quiet community on Okemo Mountain and close proxim ...
From $300 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Amazing family getaway on Okemo Mountain, Wii, Games room and more!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Just 2 minutes from Okemo base!! Totally renovated, this home offers everything you could ever need at home, or on Va ...
From $400 per night (USD)VRBO
- From $375 per night (USD)
VRBO
GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is the perfect location for a fabulous summer or fall vacation (winter's amazing, too!) Wake up to the peaceful bea ...
From $375 per night (USD)VRBO
- From $125 per night (USD)
VRBO
Vermont Hillside Cottage w\/Great View - Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Adorable Cozy Cottage - sits on a mountainside with an OMG view- ideal for Cyclist, Skiers, Fall Leaf Peakers, Summer ge ...
From $125 per night (USD)VRBO
- Click For Pricing
VRBO
Resort Home with heated Pool and Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Special Note: Ready for summer for long or short stays. As soon as you walk in, you feel welcomed to our newly renovate ...
Click For PricingVRBO
- From $792 per night (USD)
VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover our cozy ski home steps from the Sachem Trail. There are 2 bedrooms each with a queen bed plus a large loft wi ...
From $792 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Cozy A-Frame close to skiing and on VAST Trails
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Newly remodeled and expanded A-Frame in Stockbridge, VT. Four bedrooms that sleeps 12 comfortably. Wood burning fireplac ...
From $383 per night (USD)VRBO
- From $387 per night (USD)
VRBO
2 BR\/2BA Ski In\/Ski Out Condo on Okemo Mountain- Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Kettlebrook (H Bldg) on Okemo Mountain, 2 floor loft condo w/ vaulted ceilings- 1,246 sq ft *True Ski In/Ski Out via b ...
From $387 per night (USD)VRBO
- From $617 per night (USD)
VRBO
Spacious chalet, 6 mins to Okemo, 4 bed, 4 bath,
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Just six minutes from Okemo base lodge you will find our fabulous chalet nestled in the woods. Enter to a large mudroom ...
From $617 per night (USD)VRBO
- From $914 per night (USD)
VRBO
Okemo Mountain Resort - Ski home for lunch-Sleeps 12 in 4Br 2BA slopeside
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Sunny high-ceiling condo perched midmountain at Okemo - strap on your skis and GO! Slopeside development with ski runs ...
From $914 per night (USD)VRBO
- From $271 per night (USD)
VRBO
Ludlow Village Charmer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We fell in love with this charming circa 1900 home sited on a quiet street above Main Street. You will love the location ...
From $271 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Quechee Lakes Hilltop Condo; End Unit Immaculately Maintained
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright and spacious 3 bedroom, 2 bathroom condo with large sleeping loft that is setup to comfortably accommodate sleep ...
From $313 per night (USD)VRBO
- From $773 per night (USD)
Expedia
Spacious home on picturesque grounds with stunning views. Quechee - Woodstock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
* * 69 out of 69 Five-Star Reviews * * * * Sleeps 8 (Regular Beds) * * * * Full Amenities at the 4-season Quechee Club ...
From $773 per night (USD)Expedia
- Click For Pricing
VRBO
Great house for 2 families, beautiful views of Okemo, newly renovated
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Two master bedrooms make this perfect for 2 families. Great view of Okemo. Newly renovated modern post and beam log ca ...
Click For PricingVRBO
- From $746 per night (USD)
VRBO
Stunning 6 BR\/4.5 BA with 7-person hot tub, pool table and EV charger
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Your Vermont getaway awaits. Come enjoy winter, spring, summer, or the quintessential fall foliage season in this amazin ...
From $746 per night (USD)VRBO
- From $2429 per night (USD)
VRBO
5 Star Accommodation Meets Farm Life #hartlandhillfarm
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
The 93-acre Hartland Hill Farm (HHF) is an unparalleled family recreational retreat offering privacy and a vast array of ...
From $2429 per night (USD)VRBO
- From $360 per night (USD)
VRBO
Beautiful Vermont Retreat House near Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
St. Joseph's Dwelling Place provides clean, comfortable lodging for up to six guests in choice of king or twin bedded gu ...
From $360 per night (USD)VRBO
- From $405 per night (USD)
VRBO
The Real Vermont All Seasons Get-Away Home - Part of Queche Lakes Country Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Renovations completed Spring 2022, featuring new: Floors, metal roof, windows, doors, furniture, kitchen & dinning room ...
From $405 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Beautiful 3 bed, 3.5 bath on 6 acres
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Exquisitely renovated 2,000 square foot Cape on six acres in Barnard offers the perfect family getaway or a much needed ...
From $428 per night (USD)VRBO
- From $104 per night (USD)
VRBO
Charming & spacious two-story townhome with balcony - close to Okemo
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Castle Hill Condos: L4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $104 per night (USD)VRBO
- From $285 per night (USD)
VRBO
Falcon House: VT Modern Chalet w\/Sauna on 60 Acres | Hiking | Bike to Village
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Falcon House is a 2+ bedroom, 2 bath architect designed chalet, accommodating 5 or 6 guests in comfort and spa-like styl ...
From $285 per night (USD)VRBO
- Click For Pricing
VRBO
Stunning Views of Okemo - 6 Mins to Lifts
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Recently constructed 3 bedroom / 3 bath home on ten acres, private road, with the most stunning views of Okemo resort fr ...
Click For PricingVRBO
- From $526 per night (USD)
VRBO
Okemo Mountain Family Fun House with a private tube
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Impecable village Victorian know as the Parker House to the locals has been renovated from top to bottom. Walk into the ...
From $526 per night (USD)VRBO
- From $309 per night (USD)
VRBO
Remote Getaway near Woodstock Vermont
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Auger Hole is a remote private country getaway on 34 acres with a private pond and a beautiful view of Mt. Ascutney. We ...
From $309 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy Vermont Getaway for all Seasons
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A cozy Vermont retreat located close to the heart of picturesque Quechee, VT. A two bedroom, 1.5 bathroom getaway with a ...
Click For PricingVRBO
- From $559 per night (USD)
VRBO
Lovely Vermont House
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Lovely spacious modernized 5 bedroom home, with each bedroom having its own special bathroom. The family room has a la ...
From $559 per night (USD)VRBO
- From $169 per night (USD)
VRBO
King Size Master With Attached Bath,pool Table, Fireplace,open Kitchen,2 Baths
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 bedroom Open Concept Home. The Master Bedroom features a King size bed with a plush comfort mattress and ...
From $169 per night (USD)VRBO
- From $492 per night (USD)
VRBO
VT Retreat - TV + Hot Tub + Pool Table
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come and stay in this extraordinary Cavendish home filled with historical charm yet fully updated with all the modern am ...
From $492 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Perfect Design & Location for the VT Experience. \"Hope Upon, Up Above\"
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Hillside chalet with brook and large wraparound deck on acreage flanked by state forest. Mountain view, brook sounds, hi ...
From $286 per night (USD)VRBO
- From $700 per night (USD)
VRBO
OZ CHALET - 4 Bedroom Ski Chalet Between Killington and Okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to OZ Chalet! Our chalet is the perfect blend of casual comfort and rustic charm. OZ is centrally located on R ...
From $700 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Winterplace - Steps away from Slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling ...
From $194 per night (USD)VRBO
- From $248 per night (USD)
VRBO
NorthPorch Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This cozy, well cared for and well-appointed 1840’s two-story farmhouse is surrounded by National Forest Service land, a ...
From $248 per night (USD)VRBO
- From $583 per night (USD)
VRBO
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lovely house located on Lake Rescue home beautifully cared for. Has 3 bedrooms, 1 .5 bathrooms and a loft. Property is ...
From $583 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Private Indoor Pool With A Beautiful House Attached
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Beautifully constructed mountain home on three levels located above the Okemo Base Lodge. Perfect for 2 or 3 families Pr ...
From $1500 per night (USD)VRBO
- From $460 per night (USD)
VRBO
Stonewall Lodge in Barnard, VT. Killington Mt, Suicide Six, Pico Mt. Ski
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spectacular log residence in the farm hills of Barnard - Vermont. 4 miles to town center and 'Silver Lake' state park. ...
From $460 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Private, All Season 10 Acre Retreat Close to the Slopes, Trails, and Swimming
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our lovely home nestled on 10+ private acres in the lake region with easy access to golfing, hiking, swimming ...
From $407 per night (USD)VRBO
- From $435 per night (USD)
VRBO
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This year-round home is on Lake Rescue, just 2 miles from Okemo's Jackson Gore base area (the easiest access to the moun ...
From $435 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Private, Cozy Country Chalet in Ludlow on the west side of Okemo mountain (less than 2 min. to Okemo base and about 4 mi ...
From $299 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Beautiful views overlooking the Quechee
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Beautifully renovated condominium convenient to Quechee golf courses and clubhouse, as well as the villages of Quechee a ...
From $260 per night (USD)VRBO
- From $277 per night (USD)
VRBO
Perfect for Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Perfect home to enjoy in all seasons! Located on Okemo mountain, our house is less than a 5 minute drive to the base lo ...
From $277 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Beautiful Cozy Log Cabin w\/ HOT TUB - Right In Mtn Community! Great All Seasons
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Spring, Summer and Fall, plus Thanksgiving weekend 2024 still open!! Inquire within! 4 BR/ 2 BA great location! Great ...
From $200 per night (USD)VRBO
- From $314 per night (USD)
VRBO
NEW! Luxe Lodge with Best Views, near Silver Lake + Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NORTH ROAD LODGE: Vermont's best kept secret. Unwind, reconnect with loved ones and nature in your own private Vermont r ...
From $314 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Ski On\/Ski Off Sachem Trail, 4 Bedroom Ski Chalet On Okemo, Mtn.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Our warm/cozy home is perfectly located off the Sachem Trail at Okemo Mountain (ski on/off). Our first floor has a mudro ...
From $850 per night (USD)VRBO
- From $385 per night (USD)
VRBO
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Please click on option "Ask Owner a question" for availability before clicking on "Request to book". Our charming, upd ...
From $385 per night (USD)VRBO
- From $1076 per night (USD)
VRBO
Luxury Mountain Home Featuring 2 Master Suites and Spectacular Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Large Free-Standing Condo, Ski In, Ski Out, 2 Master Suites, 8 person hot tub overlooking the Quechee Ski Hill with spec ...
From $1076 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
***NEW LOW PRICE*** Perfect Ski On\/Off, all season. Winterplace 3 bdrm, 2 bath.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Fantastic Ski-on / Ski-off access!! Lose no time, step into your skis at our patio & hit the slopes in 1 minute! If t ...
From $1400 per night (USD)VRBO
- From $925 per night (USD)
VRBO
Hilltop Okemo hideaway with private hot tub, sauna, fireplace, washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
In the trees, yet close to all! Our chalet sits on a 10-acre hilltop with panoramic mountain views and sunrises--yet is ...
From $925 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Lake Rescue LAKEFRONT! Private Home. 2.6 miles from Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relish your vacation on Lake Rescue in this new 3BR/3Ba home, with bonus Bunk Room. Private 77ft frontage, dock and swi ...
From $550 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Contemporary Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
HH6 is a very special rental unit located at the top of Hathorns Hill within the Woodstock Village area. A spacious thr ...
From $225 per night (USD)VRBO
- From $449 per night (USD)
VRBO
Mountain View Retreat within minutes of Okemo Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled between Plymouth and Ludlow, enjoy the privacy and seclusion of this beautiful mountain cabin with a less than 1 ...
From $449 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
4 Bedroom Ski In \/ Ski Out with New Private Hot Tub and Sauna Off Sachem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom Okemo townhome condo end unit is located in the popular Trailside community, and is a short walk of about ...
From $1100 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Ski Okemo, sample local cheese & wine, relax apres ski. March dates available.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax at a 5-star private family residence: immaculate, bright, spacious and serene. Create joyous memories with y ...
From $1000 per night (USD)VRBO
- From $630 per night (USD)
VRBO
Ski in\/ski out condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Truly ski in and ski out condo at top of A/B quads at Okemo. Updated kitchen and custom furnishings made locally in VT. ...
From $630 per night (USD)VRBO
- Click For Pricing
VRBO
Lake Rescue Luxury Home near Okemo and Killington
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury Home on Lake Rescue Our luxury 3,500 SF timberframe home is located directly on Lake Rescue and close to Okemo ...
Click For PricingVRBO
- From $210 per night (USD)
Expedia
Ski-in, Ski-out 2 Br Condo With View of Ski Lift! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $210 per night (USD)Expedia
- From $386 per night (USD)
VRBO
2 Br in Kettlebrook- Okemo by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $386 per night (USD)VRBO
- From $1606 per night (USD)
Expedia
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub by RedAwning
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $1606 per night (USD)Expedia
- From $741 per night (USD)
VRBO
Newly Renovated Air Conditioned Family Fun on the lake - great for 2 families
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
We have DISCOUNTED the dates from July 12-18 (6 nights) 5 Night minimum We are accepting summer 2024 Rentals as per our ...
From $741 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Vermont Gem Near Woodstock and Quechee
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous Vermont home on 3.5 scenic acres conveniently located two miles from downtown Woodstock. Situated on one of the ...
From $380 per night (USD)Expedia
- From $798 per night (USD)
VRBO
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
A @Vermont_Escapes property - Escape to Vermont with us! Perched up on a secluded hill views of the green mountains an ...
From $798 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Winterplace 3 Br- Plenty of Bedding- Great for Families by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $349 per night (USD)Expedia
- From $355 per night (USD)
VRBO
3BD, 2.5BTH w\/ AC Quechee rental for 10
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
House highlights This home sleeps 8 people with three upstairs bedrooms (a master suite with a king, a guest room with a ...
From $355 per night (USD)VRBO
- From $251 per night (USD)
VRBO
Family & dog friendly house w\/ deck & game room. Minutes to town, Okemo & lakes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Come enjoy our home. It was built in 2014 with families and friends in mind and is ideal for those that love the outdoor ...
From $251 per night (USD)VRBO
- From $893 per night (USD)
VRBO
Okemo Ski on\/Ski off Ledgewood...Ski to Back Door
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ski on Ski off Property 3bed/2bath Ski on/Ski off Unit at OKEMO Hardwood Floors in Main New Carpet in Bedrooms New Ap ...
From $893 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Quality Vermont Home in the heart of Ski Country
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Very quiet and sunny 4 bedroom home available for a week over the 2022 ski season. Large kitchen, Sunroom, Dinning area. ...
From $399 per night (USD)VRBO
- From $1125 per night (USD)
VRBO
Peace & Tranquility At Your Our Own Private Estate
- Bedrooms:
- 12
- Bathrooms:
- 11
- Sleeps:
- 20
Summary: Host your friends or family to stay at this beautiful historic farm estate. This property is nestled in the bea ...
From $1125 per night (USD)VRBO
- From $418 per night (USD)
VRBO
Okemo Private Home<br>Snowshoe Lodge <br>Ludlow, VT
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Okemo mountain home. Short walk to Okemo Mountain Resort, clock tower base lodge. Year round availability. Four bedrooms ...
From $418 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Vacation Rental - Choose from 5 nearby mountains or relax in peace & comfort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This charming cabin offers 3 bedrooms, 2 full baths, a spacious living room area with wood burning stove, Finished basem ...
From $300 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Tranquil VT River House
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The perfect family/friend VT getaway, set right on the beautiful Black River! This is a four seasons home. Enjoy swimmin ...
From $800 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Nana's House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you love the outdoors and want to be near areas that offer lots of outdoor activities, we are just 10 minutes from Hi ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
True Ski-in\/Ski-out 2-bd\/2-ba Okemo Mountain Getaway. H Building First floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Imagine skiing right outside your door 50 feet to three major lifts including the high speed and covered Sunburst 6 (aka ...
Click For PricingVRBO
- Click For Pricing
VRBO
Beautiful, Renovated Ski-In, Ski-Out 3 Bdrm Unit in Solitude Village
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the convenience of ski-in, ski-out in a upscale, beautifully decorated unit. This renovated, two-story condo has ...
Click For PricingVRBO
- From $325 per night (USD)
VRBO
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain\/Jackson Gore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This rustic, cozy little cabin sits on Lake Pauline, approximately 2 miles from Okemo Mountain (Jackson Gore), on a dead ...
From $325 per night (USD)VRBO
- From $679 per night (USD)
VRBO
A charming 1820's farmhouse
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
The house has a a fully stocked kitchen with granite countertops and Bertazzoni stove. The laundry room is equipped wit ...
From $679 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Vermont Cottage Amherst Lake & Sanctuary~Route100~Pets~Okemo & Killington
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Vermont Cottage Amherst Lake & Sanctuary Perfect for 8 guests. We have set this vacation cottage up with generous ameni ...
From $800 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Idyllic Lakefront House Suited Two Families
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
The Lake House - One of Ludlow's Most Picturesque Rentals This comfortable and convenient, 3 bedroom, 3 bath lakefront ...
From $230 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Superb apartment in prime location - Ludlow centre just minutes from ski slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
After a great day's skiing you can relax in style in this extensively renovated 1850s Greek Revival House. With original ...
From $314 per night (USD)VRBO
- From $833 per night (USD)
VRBO
6Bed\/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 15
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Come stay in the center of Ludlow when you book this spacious private house. This rustic home away from home is located ...
From $833 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Central In Town Location!!!<br>Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
IN TOWN LOCATION!!! Adorable cape style home 🏡 1 mile from Okemo Mountain and on the weekend/holiday shuttle line. In ...
From $226 per night (USD)VRBO