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 $570 per night (USD)
VRBO
Pet-Friendly in Quechee Woods | Sugar Hill 2D
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 coz ...
From $570 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Ski-in/out Ski Hill, Cozy Fireplace | Kingswood 1D
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Kingswood 1D – Your Cozy Mountain Escape Please SEE: Other Things to Note For Area Details, Please ...
From $310 per night (USD)
Expedia
From $404 per night (USD)
VRBO
3BR/2.5Ba Idyllic Mountain Retreat | Sugar Hill 2A
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Experience the perfect blend of comfort and mountain charm in this idyllic retreat. Book your stay today and cr ...
From $404 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Views, AC, and Family Fun | Kingswood 12E
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your dream ski-on/ski-off family friendly condo, with views of Ski Quechee from the big back deck! ...
From $332 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Cozy Okemo Cabin: Steps to Lake, 2 Mi to Slopes!
Bedrooms:
1
Bathrooms:
1
Sleeps:
7
Lake Pauline Access | Kayak & Paddleboard Provided | Easy Access to Hiking + Skiing Your next mountain getaway just got ...
From $258 per night (USD)
VRBO
From $496 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 20-acre VT horse property. Views are amazing. Peaceful, country retreat with tr ...
From $496 per night (USD)
Expedia
From $452 per night (USD)
VRBO
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 $452 per night (USD)
VRBO
From $529 per night (USD)
Expedia
Lakeview 3-BR Residence 10-min to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Nestled in the heart of Okemo, Vermont, this 3-BR retreat is the perfect escape for family and friends. This ho ...
From $529 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Serene 3-BR Lakeside Retreat 8-min to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Experience the charm of this lakeside retreat, located just minutes from Okemo Mountain. This house offers thre ...
From $448 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Cozy Condo w/ Okemo Views, Fireplace & Shuttle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Escape to this cozy Brookhaven condo with breathtaking Okemo Mountain views, a wood-burning fireplace, and a co ...
From $267 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Summary: Gather your family and friends and experience mountain living with this cozy 1-BR ski-in/ski-out retreat at Jac ...
From $284 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Mountainside 3-BR Ski-In/Out Alpine Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Gather your family and friends for a mountain getaway at this inviting 3-BR condo located directly slopeside on ...
From $433 per night (USD)
Expedia
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VRBO
Walk-to-A/B Quad, Winterplace condo with hot tubs, indoor pool, fireplace & wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace L203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
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VRBO
From $294 per night (USD)
VRBO
Charming Cabin on Lake Amherst - Private Dock, Fireplace, Firepit, Pet-Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated, rustic, pet-friendly cabin perched above Lake Amherst with dock and lake access. 10 minutes to Okemo's Jackso ...
From $294 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Convenient village condo w/ mountain views, close to Okemo, partial a/c, w/d
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
North Country 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $324 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Charming Ranch in the Woods | Woodstock Way
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 acre ...
From $447 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Whimsical Vermont Farmhouse – Cozy, Inspiring & Close to Nature
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the East Wing Suite at Spooner House – A Private Vermont Retreat This is a fully private guest suite with i ...
From $379 per night (USD)
VRBO
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Expedia
Charming 3-bedroom Cape in Springfield with WiFi
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Lovingly built by my parents in 1941 in Springfield, this delightful house offers 3 cozy bedrooms - one with a queen bed ...
Click For Pricing
Expedia
From $305 per night (USD)
VRBO
Tranquil 3-bedroom 2-bath Pet-Friendly condo EV charging in charming Woodstock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom condo in Woodstock. This wonderful property features one king bed, one queen bed, a ...
From $305 per night (USD)
VRBO
From $402 per night (USD)
Expedia
2-Story riverfront home + studio with washer/dryer, river views, & free WiFi
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Vermont Farm House and Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $402 per night (USD)
Expedia
From $934 per night (USD)
VRBO
Remodeled home with three separate condos - steps from ski lift bus pickup
Bedrooms:
6
Bathrooms:
5
Sleeps:
13
Pleasant Street Apartments Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $934 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Cozy farmhouse w/ TV, wifi, w/d, dvd player, kitchen, board games
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
House At Dream Barn Hollow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $238 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Historic Charm, Located On the River - Rustic Chic
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Nestled right on the banks of the Ottauquechee River, Riverside Cottage offers a serene and picturesque escape ...
From $297 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Mount Ascutney Resort in Brownsville Vermont by IHG Holiday Inn Club Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $258 per night (USD)
Expedia
From $906 per night (USD)
VRBO
150 acres of serenity in Barnard VT new to vrbo, check our reviews elsewhere!
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
To the people who have seen it, Light Hill is considered one of the most beautiful properties in the Barnard area. With ...
From $906 per night (USD)
VRBO
$1920s \Golden Age\ Cabin w/ Breathtaking Views!$
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Expedia
1920s \"Golden Age\" Cabin w/ Breathtaking Views!
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a ...
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Expedia
$1950s \Retro\ Cabin in Vermont w/ Breathtaking Views!$
From $277 per night (USD)
VRBO
1950s \"Retro\" Cabin in Vermont w/ Breathtaking Views!
Bedrooms:
0
Bathrooms:
1
Sleeps:
3
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a ...
From $277 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Steps to Ski Trail, Fireplace - Kingswood 1B
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the ultimate Vermont escape at Kingswood 1B, a spacious slope-side condo offering with breathtaking ...
From $345 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Charming house w/ privacy, bbq, seasonal balcony, hammock, fire pit, w/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sky Full Of Wishes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $459 per night (USD)
VRBO
From $890 per night (USD)
Expedia
Renovated home in charming South Woodstock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The kitchen is designed to cook meals and entertain guests in an ultra-cozy barn setting. The table seats 10, with 4 bar ...
From $890 per night (USD)
Expedia
From $317 per night (USD)
VRBO
Charming Retreat with Okemo Mountain Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
MRT-11088876 MRT-11088876 Tucked away in a peaceful Ludlow setting, this cozy 4-bedroom getaway offers the perfect blen ...
From $317 per night (USD)
VRBO
From $809 per night (USD)
Expedia
Two Okemo condos - ski-in/ski-out - pool, fast WiFi, washer/dryer
Bedrooms:
3
Bathrooms:
3
Sleeps:
13
Trailside 19BU & 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $809 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Secluded Mountain Home, 10 Min from Lakes, + a fire pit and new grill!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Private, yet less than 10 minutes to Ludlow and Okemo, this mountain home is great for families who are looking to get a ...
From $525 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
UNIT B side. Escape to this spacious(2250 sq ft), newly renovated mountain retreat, perfectly located near Killington, P ...
From $371 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Swim, Ski & Sip: Lakefront Retreat in Plymouth
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Pedal Boat Around Echo Lake | 5 Mi to Ski Resort | Multiple Living Spaces | 3,000 Sq Ft Tucked away in scenic Vermont, ...
From $287 per night (USD)
VRBO
From $235 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 $235 per night (USD)
Expedia
From $224 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 $224 per night (USD)
VRBO
From $243 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 $243 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Cozy log cabin close to recreation, dog-friendly, balcony, BBQ, w/d, TVs, kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Cabin at Fort Defiance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $389 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Cozy studio in Proctorsville Vt bring yourself to stay at Murphys4Seasons.
Bedrooms:
0
Bathrooms:
1
Sleeps:
2
Experience Cavendish like a local in this welcoming studio. The cozy space features 1 queen bed, a bathroom with a showe ...
From $113 per night (USD)
Expedia
From $638 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 $638 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Summer is coming! Stay in Vermont, get away from the chaos.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Come stay at our breezy 1 bedroom house in the woods on top of a hill surrounded by beautiful trees, fireflies, and clos ...
From $266 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Ski-in/out mountainside condo w/ mountain views, private deck, fireplace, w/d
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Mountain Lodge A208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $178 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Hike, Ski & Unwind: Cabin w/ Deck in Chester!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Scenic Views | Year-Round Activities | Near Outdoor Recreation Step into the rustic charm of Chester at this 3-bedroom, ...
From $222 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Cozy log cabin & loft, close to recreation, dog-friendly, bbq, balcony, a/c, w/d
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The Cabin & Loft Fort Defiance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $554 per night (USD)
VRBO
From $2074 per night (USD)
Expedia
Casita Alta: Main House & Pool House w/ Pool Use
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Casita Alta – A Luxury Vacation Rental in Woodstock, Vermont The Ultimate Private Retreat with Heated Pool & Breathtaki ...
From $2074 per night (USD)
Expedia
From $567 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 $567 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Cozy VT Condo, Wood Fireplace | Kingswood 1C
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 ...
From $271 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Community Pool, Cozy Fireplace | Coach Road 7A
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Step into your ideal retreat in the picturesque Quechee Lakes area! Very private setting with expanded patio ov ...
From $483 per night (USD)
VRBO
From $830 per night (USD)
Expedia
Private house w/ views, outdoor hot tub, fire pit, BBQ, jetted tub, w/d, wifi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Ski Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $830 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
UNIT A side. Escape to this spacious(2250 sq ft), newly renovated mountain retreat, perfectly located near Killington, P ...
From $375 per night (USD)
VRBO
From $961 per night (USD)
Expedia
Premier Woodstock Village Riverfront Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to one of Woodstock's most iconic houses — Where history, elegance, and nature meet. Step into a piece of cinem ...
From $961 per night (USD)
Expedia
From $335 per night (USD)
VRBO
8 Mi to Okemo Mountain Resort: Mtn-View Retreat!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Pets Welcome w/ Fee | Pond On-Site | 2-Level Deck Escape to the Green Mountains and stay at this spacious 4-bedroom, 3- ...
From $335 per night (USD)
VRBO
From $462 per night (USD)
VRBO
Four bedroom retreat in Vermont's Golden Triangle
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
In the heart of the Green Mountains, our newly renovated four-bedroom home blends rustic charm with modern luxury. Set o ...
From $462 per night (USD)
VRBO
From $378 per night (USD)
VRBO
Charming 3-bedroom farmhouse with Incredible Okemo & Sunset Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to this authentic unique vintage farmhouse set on a hill amongst open fields that oozes charm! It's the perfect ...
From $378 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Spacious 5-bedroom cabin in charming Chester
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Relax with the whole family at this perfect all season VT retreat. Nestled into a hill, surrounded by scenic views. Cent ...
From $293 per night (USD)
Expedia
From $582 per night (USD)
VRBO
RoundTop Chalet- Hot Tub, Grill, Hiking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to this luxurious 3-bedroom, 2-bathroom chalet in Plymouth, Vermont, located on a former ski mountain. With stunn ...
From $582 per night (USD)
VRBO
From $462 per night (USD)
VRBO
Modern cabin oasis close to Stratton, Okemo, Bromley and Magic
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nestled in the heart of Southern Vermont, this cozy, modern chalet offers the perfect winter getaway. The house is nea ...
From $462 per night (USD)
VRBO
From $534 per night (USD)
VRBO
Spacious 6-bedroom house with AC, WiFi in charming Springfield
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Vermont is waiting for you at this 6-bedroom gorgeous antique house with all modern amenities and yesteryear charm. With ...
From $534 per night (USD)
VRBO
From $1748 per night (USD)
Expedia
The All Seasons - Enclosed Heated Pool, Hot Tub, Fire Pit
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Take it easy at this unique and tranquil getaway with year-round pool, outdoor hot tub, and close proximity to area attr ...
From $1748 per night (USD)
Expedia
From $719 per night (USD)
VRBO
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Bear Foot Lodge – Spacious Vermont Mountain Chalet Near Killington Resort and Riverside Farm Discover the perfect Vermo ...
From $719 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Romantic Retreat secluded in Vermont with WiFi and AC included
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Romantic Retreat in Vermont – Secluded Cabin with Private Deck & Scenic Views Escape to this beautifully furnished, priv ...
From $301 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Spacious 4-Bedroom in Quechee VT
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy all the beauty Vermont has to offer and more in this air-conditioned 4-bedroom, 4-bath townhouse in Quechee. Walk ...
From $415 per night (USD)
VRBO
From $724 per night (USD)
VRBO
The Woodstead in Quechee- New Listing to VRBO!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
NEW LISTING! Very spacious, 3,000 sq. ft home with 3 floors of living, surrounded by 6+ acres of woodland and big sky vi ...
From $724 per night (USD)
VRBO
From $167 per night (USD)
VRBO
Charming 1-bedroom cottage on a pond in Woodstock with WiFi and AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get ready to relax in this all new 1-bedroom cottage in Woodstock. The full kitchen is complete with electric stove/ove ...
From $167 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Cozy 4 BR home with hot tub in Weston near 4 ski areas & many hiking trails!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Escape to picturesque Weston, home of the famous Vermont Country Store, and the perfect retreat for nature lovers and ad ...
From $462 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: The ultimate privacy & tranquility at Bayley Way Getaway, tucked away on nearly 4 acres just a mile from Queche ...
From $695 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Highland Golf, Walk to Club | Lakeland Village 2D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to the serene beauty of Quechee, Vermont, with this spacious 3-bedroom, 2-bath retreat featuring a stunn ...
From $337 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Fairway Village condo on golf course w/ private patio, fireplace & amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fairway Village 7A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $229 per night (USD)
VRBO
From $681 per night (USD)
Expedia
Cabin on the hill Ascutney Vt - 4 bedrooms
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Nestled in the serene woods of Brownsville Vermont, this charming cabin offers a perfect retreat from everyday life. The ...
From $681 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Slopeside Solitude | Ski-In/Out & Cozy Fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Ski-in/ski-out 3BR, 2.5BA condo in Solitude at Okemo with a wood-burning fireplace, mountain-view balcony, and ...
From $556 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Cozy Mountain-Style Condo Near the Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Experience mountain comfort at this newly renovated condo near Okemo! Sleeps 7 across a king suite, queen room, ...
From $275 per night (USD)
Expedia
From $1069 per night (USD)
VRBO
Three Decks Hot Tub Fire Table | DeckHouse Retreat
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Experience unforgettable Vermont getaways at Deckhouse Retreat, where panoramic views, expansive decks, and ups ...
From $1069 per night (USD)
VRBO
From $578 per night (USD)
Expedia
*NEW* Hot Tub/Lakeview/Pool Table/Sleeps16+
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
☆☆ HIGHLIGHTS ☆☆ ✹ Primary bedroom w/ King Sized bed + Full Ensuite bathroom ✹ Four additional bedrooms offer a total of ...
From $578 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Lake Rescue Retreat - Hot Tub, Kayaks, Canoe, Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
☆☆ HIGHLIGHTS ☆☆ ✹ Primary bedroom w/ queen bed overlooking lake + Twin and trundle ✹ 2 Additional bedrooms with double ...
From $419 per night (USD)
VRBO
From $379 per night (USD)
Expedia
Private house & cottage, pond, mountain view, balcony, outdoor dining, fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Auger Hole Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $379 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Walk to Trails & Village +Pets | Trailside Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Escape to Trailside Cottage, a sunlit Woodstock retreat—just steps from scenic trails & the vibrant village. St ...
From $365 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Quiet country home w/ large deck & fireplace, near Okemo Mtn & town
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
North Hill Cross Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $400 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Charming 2-Bedroom Ski-In/Ski-Out at Jackson Gore
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Summary: Enjoy year-round access to Okemo Mountain from this thoughtfully appointed 2-bedroom unit nestled in Jackson Go ...
From $345 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Walk to S6! Pool Table/Fireplace | Saskadena Lodge
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Enjoy ultimate Vermont living in this beautifully renovated family home, just steps from ski slopes and featuri ...
From $509 per night (USD)
Expedia
From $576 per night (USD)
VRBO
Terrific 3-bedroom cottage with AC in charming Cavendish
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unwind in Cavendish at this pleasant cottage. With 3 cozy bedrooms including 2 full beds and 1 queen bed, guests can rel ...
From $576 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Walk-to-village end-unit condo, mountain views, large deck, woodstove, bbq, a/c
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Quechee Hollow 1F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $211 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Fabulous 2-bedroom house with WiFi in charming Andover
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy a peaceful stay at this lovely 2-bedroom house in Andover. The bedrooms feature 2 king beds, perfect for a comfort ...
From $256 per night (USD)
VRBO
From $556 per night (USD)
VRBO
Cozy Modern Cabin w/ Hot Tub & Beautiful View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Plan a relaxing escape to this cozy & contemporary-outfitted cabin w/ an unparalleled mountain view! Just an eight-minu ...
From $556 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Hawks Mountain Village Retreat - 10 min. to Okemo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Hawks Mountain Village Retreat! A charming, historic home with modern conveniences minutes from Okemo, Ludlow ...
From $293 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Four Season Escape | Near Lakes,Trails,Killington
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Take some TymeOff and have the time of your life at our cozy all-season cabin in the heart of Vermont. Settle in, breath ...
From $392 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Bright and spacious 3 Bed/3 Bath in Chester, VT
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This bright and spacious 3 bed/3 bath home is within walking distance of shops, restaurants, a local pub, and small groc ...
From $294 per night (USD)
VRBO
From $514 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 $514 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Walk to Club, Golf Course! | Lakeland Village 4C*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Lakeland Village Privately Situated Updated Condo with Lake Views. Please SEE: Other Things to Note For Area D ...
From $351 per night (USD)
VRBO
From $350 per night (USD)
VRBO
End Unit, Golf Views, Club | Lakeland Village 2A*
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Private Back Deck Offers Views of Golf Course and Cross Country Ski Trails. Please SEE: Other Things to Note F ...
From $350 per night (USD)
VRBO
From $551 per night (USD)
VRBO
Kettlebrook 2BR/2 Bath - 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 $551 per night (USD)
VRBO
From $1253 per night (USD)
VRBO
3-Bedroom Condo with Hot Tub, Walk to Trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Snowtrak, a premier community nestled on Okemo Mountain! Walk to the nearby ski access through the Kettlebroo ...
From $1253 per night (USD)
VRBO
$Convenient Whispering Pines Estate Panoramic Views\n\n$
From $1616 per night (USD)
VRBO
Convenient Whispering Pines Estate Panoramic Views\n\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Hailed as, “The most magnificent views of the Upper Valley and Dartmouth,” the panoramic views can be seen from the spac ...
From $1616 per night (USD)
VRBO
From $643 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 $643 per night (USD)
VRBO
From $565 per night (USD)
VRBO
Charming Lake Rescue Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A charming lake cottage on Lake Rescue with direct waterfront and a large dock set in Vermont’s Green Mountains. 7 minut ...
From $565 per night (USD)
VRBO
From $621 per night (USD)
VRBO
8 Bedroom Roadhouse btw. Killington & Okemo
Bedrooms:
3
Bathrooms:
8
Sleeps:
16
“Coolidge Roadhouse” (Coolidge Retreats) 9 bedroom w/ Hot tub. Inquire if you are more than 16 ppl as the house can fit ...
From $621 per night (USD)
VRBO
From $356 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 $356 per night (USD)
VRBO
From $517 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 $517 per night (USD)
VRBO
From $800 per night (USD)
VRBO
Beautiful Hawk Mountain home with Mountain Views, Hot Tub and Sauna
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This 4 bedroom, 3.5 bath multi-level single family home is built into a wooded hillside and offers beautiful mountain vi ...
From $800 per night (USD)
VRBO

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