Windsor Area Rentals
From $270 per night (USD)VRBO
Idyllic Lakefront House Suited Two Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Lake House - One of Ludlow's Most Picturesque Rentals This comfortable and convenient, 3 bedroom, 3 bath lakefront ...
From $270 per night (USD)VRBO
From $492 per night (USD)Expedia
Vermont get-away end unit townhouse nestled in the trees
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
We welcome you to a wonderfully located Vermont getaway The Vermont Sugar Maple. Comfortably nestled in the trees, surro ...
From $492 per night (USD)Expedia
From $597 per night (USD)VRBO
Cozy Log Cabin, 5 Min to Ski, Great for Groups, Oversized Deck, Dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 13
Also available for long-term rent. Please inquire for more details. A 3-minute drive from downtown Ludlow & Okemo Moun ...
From $597 per night (USD)VRBO
From $256 per night (USD)Expedia
Vermont Retreat
- Bedrooms:
- 0
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled in breathtaking mountain landscapes, this vibrant community is a haven for outdoor enthusiasts. In winter, it t ...
From $256 per night (USD)Expedia
From $356 per night (USD)VRBO
Mountainside Suite! Arcade, Pool, Hot Tub Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our charming mountainside suite, located mid-mountain at the base of the Solitude Peak! Spend a fantastic day ...
From $356 per night (USD)VRBO
From $367 per night (USD)Expedia
Ski-In/Ski-Out Condo with Access to Indoor Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy and charming ski-in/ski-out condo at Okemo Mountain Resort! Located at the summit of the two South R ...
From $367 per night (USD)Expedia
From $484 per night (USD)VRBO
Ski-in/Ski-out Suite | Pool, Arcade, Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come and stay in our charming ski-in/ski-out suite, located mid-mountain at the base of the Solitude Peak! Spend a fanta ...
From $484 per night (USD)VRBO
From $340 per night (USD)VRBO
1 Mile to Okemo Ski Mountains, Newly Remodeled Upstairs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your own private entrance downstairs of this 2-story ranch home is where your LTR winter ski season rental waits for yo ...
From $340 per night (USD)VRBO
From $458 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 $458 per night (USD)VRBO
From $319 per night (USD)Expedia
Nana's House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in breathtaking mountain landscapes, this vibrant community is a haven for outdoor enthusiasts. In winter, it t ...
From $319 per night (USD)Expedia
From $840 per night (USD)VRBO
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our three Bedroom first floor condo at Winterplace in the O building! While we wish we could get up to Okemo ...
From $840 per night (USD)VRBO
From $266 per night (USD)Expedia
Ski-in/Ski-out Condo at Okemo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to our cozy and charming condo in an amazing Okemo location! Walk out your door and experience the best of this l ...
From $266 per night (USD)Expedia
From $295 per night (USD)VRBO
Ski-in/Ski-out Condo with access to Pools, Sauna
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Imagine an amazing mountain vacation in Okemo! When you stay in our charming and equipped split-level unit, you will lov ...
From $295 per night (USD)VRBO
From $373 per night (USD)VRBO
Cozy Okemo Ski House in Town. On Shuttle Route. 7 Guests 5 Beds 2 Baths
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Convenient to Okemo Mountain, shops, restaurants. Adorable cape style home 🏡 1 mile from Okemo Mountain and on the wee ...
From $373 per night (USD)VRBO
Click For PricingVRBO
A charming 1820's farmhouse
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 4
The house has a a fully stocked kitchen with granite countertops and Bertazzoni stove. The laundry room is equipped wit ...
Click For PricingVRBO
From $568 per night (USD)VRBO
Indoor Hot Tub Room/10 Miles to Okemo
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Great Central Vermont location! Private but easy to get too. Ten miles to Okemo/Jackson Gore. Skiing, golfing, hiking, s ...
From $568 per night (USD)VRBO
From $141 per night (USD)VRBO
116 Two Double bed Standard Hotel room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Cedarbrook – Your Year-Round Mountain Escape. Tucked in the heart of Vermont's Green Mountains, Cedarbrook of ...
From $141 per night (USD)VRBO
From $141 per night (USD)Expedia
117 Two Double bed Standard Hotel room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in central Vermont s Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $141 per night (USD)Expedia
From $620 per night (USD)VRBO
Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our home is the perfect getaway, just a 5 minute drive to Okemo Mountain. This 1800s home, has one bedroom on the first ...
From $620 per night (USD)VRBO
From $2609 per night (USD)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 ...
From $2609 per night (USD)VRBO
From $916 per night (USD)VRBO
Ski on/Ski off Ski to back Door, 10Yards off Trail!
- 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 $916 per night (USD)VRBO
From $758 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 $758 per night (USD)VRBO
From $1674 per night (USD)VRBO
Peace & Tranquility At Your Our Own Private Estate
- Bedrooms:
- 12
- Bathrooms:
- 11
- Sleeps:
- 20
Summary: Host your family to stay at this beautiful historic farm estate. This property is nestled in the beautiful rol ...
From $1674 per night (USD)VRBO
From $381 per night (USD)Expedia
Townhome with Fireplace & Hill Views, Saltbox
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Large 3 bedroom plus bonus room and 2.5 bath condo with three levels of living space backing to a private gree ...
From $381 per night (USD)Expedia
From $620 per night (USD)VRBO
6 Bed 6 Bath | Hot Tub | Arcade | 16 min Okemo
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
A @Vermont_Escapes property - Escape to Vermont with us! New game room (arcade, basketball game) July '25. New Jacuzzi ...
From $620 per night (USD)VRBO
From $1420 per night (USD)Expedia
A1 Solitude.4 BDRM, ski in/out to main Solitude lift, pool/gym access. Parking!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
We are true ski in and out. We access the main Solitude lift and have direct trail access. We are a warm and inviting, ...
From $1420 per night (USD)Expedia
From $1137 per night (USD)VRBO
Lake House with Hot Tub - great for 2 families or 3 couples - newly remodeled
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
We are Booking Summer Season 2026 Rentals as per our availability on our calendar Winter 2025-26 is NOT available. Summ ...
From $1137 per night (USD)VRBO
From $1419 per night (USD)Expedia
Modern 7Bd/3Ba Mountain Chalet w/ Hot tub, 3 minutes from Okemo
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Completely renovated 7 bedroom, 3 bathroom modern mountain house, located in Ludlow. Outdoor deck with BBQ, hot tub, ac ...
From $1419 per night (USD)Expedia
From $1294 per night (USD)VRBO
Ski Okemo! Walk to the slopes from your modern 2 bed/2 bath condo at Winterplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Luxurious and newly renovated and modern ski condo just steps away from the AB lift at Okemo. It's a 2 minute walk (or s ...
From $1294 per night (USD)VRBO
From $650 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 $650 per night (USD)Expedia
From $696 per night (USD)VRBO
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come and enjoy the fantastic skiing at Okemo! Our 2-bedroom condo is right on Main St. in the middle of dining and shop ...
From $696 per night (USD)VRBO
From $398 per night (USD)Expedia
5 miles to Okemo/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $398 per night (USD)Expedia
From $2856 per night (USD)VRBO
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Stay in a luxurious 6-bedroom 6 1/2 bath ski-in/ski-out home with direct access to the Sidewinder trail. You'll be 200 ...
From $2856 per night (USD)VRBO
From $398 per night (USD)Expedia
Great Ski or Summer Rental - 5 miles to Okemo/Ludlow, 25 Gorgeous Acres
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $398 per night (USD)Expedia
From $350 per night (USD)VRBO
Village Home with 15 acre backyard on the river
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Comfy family home with south facing views of the state forest and hills across the field and river. This home has a 15 A ...
From $350 per night (USD)VRBO
From $1212 per night (USD)VRBO
Work, Ski, Relax - Big Restored 1860s Farmhouse
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Come up solo or bring friends and family to our unique and lovingly renovated estate! Our charming 1860’s farmhouse slee ...
From $1212 per night (USD)VRBO
From $483 per night (USD)VRBO
Okemo Mountain Chalet W/ Hot Tub and Game Room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Our Contemporary Ski House is less than 4 miles from Okemo Mountain Resort. It is situated on 10 private acres in the S ...
From $483 per night (USD)VRBO
From $683 per night (USD)Expedia
\"The Arched Chalet\" Stunning Green Mountain views close to Killington and Okemo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to the Arched Chalet, one of the last arched ski homes in the area located on Plymouth Notch ski mountain. The ...
From $683 per night (USD)Expedia
From $1224 per night (USD)VRBO
2026-27 dates available! Mountain biking or hiking the Green Mtn, or ski Okemo!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come explore VT! Let yourself unwind / relax at a private family residence: sunny & bright, spacious and serene. Create ...
From $1224 per night (USD)VRBO
From $363 per night (USD)Expedia
Windfall @ Quechee Club VT: Cozy Updated Condo A/C, Fireplace -Ski -Golf -Renew
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Windfall - Freshly updated townhome in the heart of Quechee Lakes resort. Overlooking the Ottauquechee river, Windfall w ...
From $363 per night (USD)Expedia
From $796 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 $796 per night (USD)VRBO
From $1374 per night (USD)Expedia
Stunning Log Home, 6 Bed/3 Bath. Mountain View!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Authentic, custom crafted, log home. Amazing natural light throughout the house. 2-person indoor Jacuzzi tub, 4 person o ...
From $1374 per night (USD)Expedia
From $425 per night (USD)VRBO
Bright Condo w/ Community Perks: Near Ski Quechee!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Follow days skiing Vermont’s top resorts with leisurely afternoons and home-cooked meals at this 2-bedroom, 2.5-bath con ...
From $425 per night (USD)VRBO
From $728 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 and dock. La ...
From $728 per night (USD)VRBO
From $465 per night (USD)VRBO
MooseRun| Mesmerizing 3BR Home in Dreamy Location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to the amazing MooseRun! Comfortably accommodating 12 guests and located in the heart of the Green Mountains, th ...
From $465 per night (USD)VRBO
From $1155 per night (USD)Expedia
NEW Vermont Luxury in Woodstock Village: Private Home, Pond & Mountain Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on a quiet private road and adjacent to scenic Mount Peg, this magnificent family-friendly home is behind the wo ...
From $1155 per night (USD)Expedia
From $867 per night (USD)VRBO
The Quechee Haus: VT Retreat with Outdoor Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax, rejuvenate, and restore at The Quechee Haus. Located just 10 minutes from downtown Woodstock, 30 minutes from Kil ...
From $867 per night (USD)VRBO
Click For PricingVRBO
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms, 2 Full Bathrooms, Sleeps up to 8, Washer/Dryer, Radiant Floor Heat 3 Bedroom, 2 Full Baths home located 8 mi ...
Click For PricingVRBO
From $1410 per night (USD)VRBO
Ski In/Out Luxury 8BR Okemo Chalet on Sachem Trail Sleeps 22 Adults
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 22
A true Ski in / Ski out house on the beginner Sachem trail at Okemo Mountain. This beautiful eight-bedroom chalet is ide ...
From $1410 per night (USD)VRBO
From $344 per night (USD)VRBO
North Porch Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This cozy, well cared for and well-appointed 1840’s two-story farmhouse is surrounded by National Forest Service land, a ...
From $344 per night (USD)VRBO
From $485 per night (USD)VRBO
Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
PLEASE NOTE: No Saturday arrivals or departures, no pets, no parties Recommended local activities and floor plans of our ...
From $485 per night (USD)VRBO
From $162 per night (USD)VRBO
Whimsical Room & Private Bathroom in Historic Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a private room & bathroom with tub in the historic Chester Inn, circa 1780. This charming property is conveniently ...
From $162 per night (USD)VRBO
From $192 per night (USD)VRBO
Honeymoon Suite with Jacuzzi Tub in Historic Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently ...
From $192 per night (USD)VRBO
From $998 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 $998 per night (USD)VRBO
From $342 per night (USD)VRBO
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seasonal Rental Welcome!!! Located in the village of Ludlow, Vermont on the Black river within 20 miles of 5 major ski a ...
From $342 per night (USD)VRBO
From $331 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 $331 per night (USD)VRBO
From $903 per night (USD)VRBO
5 Bedroom Home with Views of Quechee
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Spacious 5 bedroom home in Quechee lakes. 1/2 mile from Quechee clubhouse for Dining, Golf, Skiing, Tennis. 20 minutes f ...
From $903 per night (USD)VRBO
From $287 per night (USD)Expedia
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
- Bedrooms:
- 1
- 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 $287 per night (USD)Expedia
From $516 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 $516 per night (USD)VRBO
From $446 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 $446 per night (USD)VRBO
Click For PricingVRBO
Escape To Quechee For Ski, Golf, Swimming! Family & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
A three bedroom condo in a private courtyard setting, surrounded by beautiful grounds and gorgeous mountains. Convenien ...
Click For PricingVRBO
From $931 per night (USD)VRBO
Lovely Vermont House
- Bedrooms:
- 5
- 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 $931 per night (USD)VRBO
From $331 per night (USD)VRBO
Cozy Vermont Getaway for all Seasons
- Bedrooms:
- 1
- 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 ...
From $331 per night (USD)VRBO
From $446 per night (USD)Expedia
Falcon House: VT Modern Chalet w/Sauna on 25 Acres - Hike - Bike to Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Falcon House is a 2+ bedroom, 2 bath architect designed chalet, accommodating 5 guests in comfort and spa-like style. ...
From $446 per night (USD)Expedia
From $436 per night (USD)VRBO
Woodstock Village Carriage House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Carriage house to historic 1861 home. One bedroom, queen bed with en suite bathroom. Full kitchen, open-plan living roo ...
From $436 per night (USD)VRBO
From $414 per night (USD)Expedia
Bright, Family-Friendly Lake View House Close to Okemo, Killington, Pico, Lakes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Close to skiing, hiking, and swimming, the house is a wonderful place to spend time with family or friends after a day s ...
From $414 per night (USD)Expedia
From $660 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 $660 per night (USD)VRBO
From $533 per night (USD)Expedia
Gnome Home Mountain Ski Chalet w/Sauna Killington
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Chalet perched on a mountain in the heart of Green Mountains. Enjoy true mountain living all year long with 3 ski areas ...
From $533 per night (USD)Expedia
From $581 per night (USD)VRBO
Dramatic Mountain Ridge house 3 miles from village green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Modern 3 bedroom, 2 bath house with beautiful views and total privacy. In floor radiant heat, expansive southwest facin ...
From $581 per night (USD)VRBO
From $976 per night (USD)Expedia
Spacious home on picturesque grounds with stunning views. Quechee - Woodstock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
* * 91 out of 91 Five-Star Reviews * * * * Sleeps 8 (Regular Beds) * * * * Access to Full Amenities at the 4-season Qu ...
From $976 per night (USD)Expedia
From $937 per night (USD)VRBO
BRIDGEWATER RETREAT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the idyllic town of Bridgewater Vermont, an exquisite newly renovated country retreat nestled in 30 acres of ...
From $937 per night (USD)VRBO
From $409 per night (USD)Expedia
Killington Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Recently updated, tastefully decorated upper level duplex located only seven miles to the Killington Access Road. This c ...
From $409 per night (USD)Expedia
From $875 per night (USD)VRBO
Stunning 6 BR/4.5 BA with 7-person hot tub, pool table and EV charger
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Your Vermont getaway awaits. Come enjoy winter, spring, summer, or the quintessential fall foliage season in this amazin ...
From $875 per night (USD)VRBO
From $339 per night (USD)VRBO
Home located 5 minutes to Okemo Mountain, Lake Rescue, and nearby Fox Run Golf.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Comfortable and close to amenities, perfect for two families to share for a weekend if interested in skiing, hiking or k ...
From $339 per night (USD)VRBO
From $581 per night (USD)VRBO
Quechee - Four Season Resort Townhome and access to The Quechee Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This Townhome is walking distance to Quechee Main Street and Simon Pearce. A mile away from the family-friendly Queechee ...
From $581 per night (USD)VRBO
From $437 per night (USD)Expedia
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the best of Ludlow when you stay in our fabulously renovated historic condo built in 1857. The Mill Place cond ...
From $437 per night (USD)Expedia
From $1374 per night (USD)VRBO
Ski-In/Ski-out Condo: Most accessible location on Okemo Mountain: Winterplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully renovated condo. Enjoy easy access to the slopes, as well as an up-to-date condo for Apres Ski. Experience s ...
From $1374 per night (USD)VRBO
From $556 per night (USD)Expedia
Private Chester Home w/ Deck, Mins to Skiing!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, private and fully outfitted for a group getaway to Vermont, this 3-bedroom, 3-bath vacation rental is ready fo ...
From $556 per night (USD)Expedia
From $252 per night (USD)VRBO
Ski-in/Ski-out | FREE ACCESS Spring House Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1 bedroom condo in Okemo, VT is an excellent choice for families, friends or single travellers. Wonderfully located ...
From $252 per night (USD)VRBO
From $233 per night (USD)VRBO
SKI-ON/SKI-OFF Okemo On Mountain Spacious Getaway ⛷ hot tubs, pool, fireplace
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Whether you’re skiing in the winter, hiking in the summer, or soaking in the stunning fall foliage, this ski-in/ski-out ...
From $233 per night (USD)VRBO
From $624 per night (USD)VRBO
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Secluded ski chalet with centralized location to Okemo Mt., Killington Mt. (around 15 minutes to each), Woodstock and lo ...
From $624 per night (USD)VRBO
From $639 per night (USD)Expedia
Quiet Vermont Winter Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Cozy and secluded describes this VT home. It's the perfect place for a group of friends or family to enjoy some time awa ...
From $639 per night (USD)Expedia
From $623 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 $623 per night (USD)VRBO
From $253 per night (USD)VRBO
Gorgeous Vermont sunrises
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Chris and Tammy’s Mountain View getaway. The apartment is located in lovely rural Vermont on a quiet dirt r ...
From $253 per night (USD)VRBO
From $236 per night (USD)VRBO
Perfect Getaway! Cozy, Modern & Convenience to Everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy a stylish place with the convenience to everything you will need. Just drop your bags and head to Okemo Mountain w ...
From $236 per night (USD)VRBO
From $3045 per night (USD)VRBO
Okemo Winterplace - Ski home for lunch-Sleeps 12 people 4Br 2BA slopeside
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Sunny high-ceiling condo perched midmountain at Okemo - strap on your skis and GO! Slopeside development with ski runs ...
From $3045 per night (USD)VRBO
From $651 per night (USD)VRBO
5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Walking distance to the base lodge this post and beam quintessential ski lodge boasts 5 bedrooms, 4 baths, 2 living room ...
From $651 per night (USD)VRBO
From $972 per night (USD)Expedia
4 B.R. Ski Chalet: Minutes to Slopes
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Just a 6-minute drive from Okemo’s base lodge, our cozy chalet offers the perfect escape into a serene forest. Step int ...
From $972 per night (USD)Expedia
From $1201 per night (USD)VRBO
Winterplace Condo Steps away from slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winterplace ground floor with stocked wood burning fireplace. 3 BR 2 bath condo! Perfect for a large family or 2 familie ...
From $1201 per night (USD)VRBO
From $463 per night (USD)VRBO
Ski In/Ski Out Okemo Condo 2BR/2BA - Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Updated 2 BR & 2 BA Ski In/Ski Out Condo on Okemo Mountain Resort; Sleeps 6 *Kettlebrook (H Bldg) Mountain side, 2 floo ...
From $463 per night (USD)VRBO
From $186 per night (USD)VRBO
Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required
- 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 $186 per night (USD)VRBO
From $790 per night (USD)VRBO
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
- Bedrooms:
- 1
- 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 $790 per night (USD)VRBO
From $1973 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 $1973 per night (USD)VRBO
From $1742 per night (USD)VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
- Bedrooms:
- 1
- 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 $1742 per night (USD)VRBO
From $946 per night (USD)VRBO
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 22
NO SATURDAY CHECK-IN OR OUT! NO FRIDAY CHECK OUT. Fantastic ski house location, where you can be on the Skyeship Gondola ...
From $946 per night (USD)VRBO
From $585 per night (USD)VRBO
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Please See Property # 110078 FOR MORE REVIEWS Note: Both Sides of the Duplex , Available For Large Groups * 8 Bedrooms, ...
From $585 per night (USD)VRBO
From $600 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 $600 per night (USD)VRBO
From $1286 per night (USD)VRBO
On Shuttle, LIMITED PARKING, Hot Tub, Game room, NEW Dining/renovated Kitchen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
This unique upside-down home in the center of town continues to improve year after year. The sun filled 3rd floor boast ...
From $1286 per night (USD)VRBO
From $562 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 $562 per night (USD)VRBO
From $541 per night (USD)VRBO
GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
- Bedrooms:
- 3
- 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 $541 per night (USD)VRBO