Windsor Area Rentals
From $608 per night (USD)VRBO
Songbird Haven–majestic VT Timberframe, Dog-Friendly Home Along The White River
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the Vermont countryside any time of the year on over 7 acres alongside the White River. This home offers full amen ...
From $608 per night (USD)VRBO
From $194 per night (USD)VRBO
Clean, Updated, & Well Appointed-Family & Dog Friendly Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We have a 2 bedroom unit available. It has 2 baths, eat-in kitchen and living room. Washer and dryer in unit. Cable TV, ...
From $194 per night (USD)VRBO
From $547 per night (USD)VRBO
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This exceptionally nice, renovated converted carriage house sits on a private 280 acre estate 2 miles from downtown Wood ...
From $547 per night (USD)VRBO
From $285 per night (USD)Expedia
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located at 68 Pleasant Street Ludlow, Vermont. Apartments A&B share a common entrance area. This first floor apartmen ...
From $285 per night (USD)Expedia
From $255 per night (USD)VRBO
Charming Log Cabin Apartment in Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartmen ...
From $255 per night (USD)VRBO
From $4094 per night (USD)VRBO
Reading Farms Estate
- Bedrooms:
- 13
- Bathrooms:
- 15
- Sleeps:
- 46
**** We are currently offering discounted stay packages for a few remaining dates for summer 2026 Please inquire ****Rea ...
From $4094 per night (USD)VRBO
From $650 per night (USD)VRBO
Luxury 3BR Cabin 5 min Drive to Okemo and on Ski Shuttle Route
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This contemporary and upscale cabin has 3 bedrooms, 2 bathrooms, sleeps 6 people, and offers comfort, privacy, complete ...
From $650 per night (USD)VRBO
From $614 per night (USD)VRBO
Beautiful 3000 Square Foot Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
New 5 bedroom, 3 bath home only 8 minute drive to Okemo. This three level home has plenty of room for the entire famil ...
From $614 per night (USD)VRBO
From $752 per night (USD)VRBO
Luxury Farmhouse Retreat with Jacuzzi, Skate/Swim Pond & AC!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 28
“You won’t find another vacation rental with this quality, design & natural beauty. If you’re tired of bunk-bed ski hous ...
From $752 per night (USD)VRBO
From $297 per night (USD)VRBO
Winterplace at Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
2 Bedroon, 2 Bath slopeside condo for rent. Enjoy some wonderful skiing on Okemo's groomed trails, relax by the fire, o ...
From $297 per night (USD)VRBO
From $724 per night (USD)VRBO
Luxurious, Secluded, Ski Chalet, w/ Country Decor & Hot Tub Near Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
The house is decorated with a comfortable country decor. It is located within the private and secluded Farm Ridge develo ...
From $724 per night (USD)VRBO
From $167 per night (USD)VRBO
Room in Historic Inn! 20 Minutes to Okemo!
- 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 $167 per night (USD)VRBO
From $200 per night (USD)VRBO
King & Queen Suite in Historic Inn Circa 1780
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Enjoy a private room, bathroom, shower & Fireplace in the historic Chester Inn, circa 1780. This charming property is co ...
From $200 per night (USD)VRBO
From $508 per night (USD)Expedia
Ludlow Home w/ Hot Tub, Near Okemo Resort!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to this secluded 4-bedroom, 3-bathroom home located in Ludlow for your next visit to Vermont. A true mountain ess ...
From $508 per night (USD)Expedia
From $413 per night (USD)VRBO
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom, 2 Full Baths home located 8 miles from the Killington Mountain Skyship Base Lodge. Kitchen with new applianc ...
From $413 per night (USD)VRBO
From $473 per night (USD)Expedia
Secluded 2600 sq ft home 15 min from Okemo+Killington
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The VT Treehouse in Plymouth, VT. Nestled in a serene mountain setting, this home offers both privacy and con ...
From $473 per night (USD)Expedia
From $996 per night (USD)VRBO
Stunning Winter Ski, Summer Lake and Fall leaf-peeping home.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
*** Contact [email protected] for current specials. This gorgeous 2,800 SF home is located right on the water (La ...
From $996 per night (USD)VRBO
From $462 per night (USD)VRBO
Ski House on Lake Rescue, 3.5 Miles from Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Charming 4 bedroom house with great lake vistas. Vaulted ceiling living room with a stone fireplace. Fully equipped ki ...
From $462 per night (USD)VRBO
From $451 per night (USD)VRBO
Great 4BR/3BA for families in village w/ easy shuttle access. Read our reviews!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Discounted rates available for longer-term stays! Also discounts for multiple bookings! Send a message for details. ...
From $451 per night (USD)VRBO
From $340 per night (USD)Expedia
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This Chalet provides a nice cozy environment that makes you feel right at home. The home is located walking distance to ...
From $340 per night (USD)Expedia
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Private Quechee House near the Club & Golf
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Exquisite four bedroom, four bath single family home located within one mile to the Quechee Club and amenities ...
Click For PricingVRBO
From $704 per night (USD)Expedia
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Bright open design. Fully equipped kitchen, with dishwasher, stove, frig. and microwave. Large dinning room table with v ...
From $704 per night (USD)Expedia
From $839 per night (USD)VRBO
Great Location, Large Hot Tub, Wet Bar, Pool Table, Gas FP
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Moments from the entrance to Okemo, this spacious five bedroom, four bath vacation home holds up to 16 guests with all t ...
From $839 per night (USD)VRBO
From $2453 per night (USD)VRBO
Custom Luxury Home w/Hot Tub on Okemo Mtn/Family/Group Friendly/Shuttle Bus
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Beautiful custom-designed, spacious ski home ideal for relaxing, entertaining, cooking. Upper level sanctuary includes t ...
From $2453 per night (USD)VRBO
From $1388 per night (USD)VRBO
Ludlow Vermont Ski House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Four bedroom colonial located on Ludlows prestigious South Hill. Ten minutes to Okemo and Jackson Gore, 45 minutes to Ki ...
From $1388 per night (USD)VRBO
From $514 per night (USD)Expedia
Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dana Road House, a welcoming 3BR/2BA Vermont country home with hot tub, king master suite & chef's kitchen! Ideally loca ...
From $514 per night (USD)Expedia
From $329 per night (USD)VRBO
Delightful Cozy Space in Woodstock Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Walking distance to everywhere in the Village and Mt Tom and Mt Peg. Parking for 2 cars, beautiful outdoor deck overlook ...
From $329 per night (USD)VRBO
From $982 per night (USD)VRBO
6-Bedroom Peaceful and Private Retreat in Scenic Quechee, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Welcome to your perfect Vermont getaway! Nestled in the heart of nature, escape to our warm and inviting 6-bedroom home ...
From $982 per night (USD)VRBO
From $473 per night (USD)VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $473 per night (USD)VRBO
From $1401 per night (USD)Expedia
Fabulous 10 BR, 5 Bath, 5 min to OKEMO Mtn, on Shuttle Rte, Hot Tub, King
- Bedrooms:
- 5
- Bathrooms:
- 10
- Sleeps:
- 30
The Base Lodge will exceed your expectations. This beautiful 10 BR, 5 bath home with 4,000 sf is ready for your next va ...
From $1401 per night (USD)Expedia
From $416 per night (USD)VRBO
\"The Crooked House\" with A/C and sauna on private wooded lot near Killington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to the beautiful mountains of Vermont. Our four-season house (now with air conditioning in each bedroom and the l ...
From $416 per night (USD)VRBO
From $298 per night (USD)VRBO
School Brick House is the perfect location for a vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come immerse yourself in the green mountains of Vermont. Our beautiful home is situated in the quaint town of Rochester ...
From $298 per night (USD)VRBO
From $605 per night (USD)VRBO
Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $605 per night (USD)VRBO
From $615 per night (USD)Expedia
Okemo Hideaway – Secluded Woodland Chalet 7 minutes to Slopes & Village
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 13
Welcome to our spacious 6-bedroom Okemo Hideaway, set on 10+ private acres alongside a beautiful river in the town of Lu ...
From $615 per night (USD)Expedia
From $594 per night (USD)VRBO
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
1378 ROUTE 100 NORTH LUDLOW, VERMONT 05149 Waterfront home with 100 of feet of grassy lake frontage, complete with kaya ...
From $594 per night (USD)VRBO
From $328 per night (USD)VRBO
Okemo Mountain Ski in Ski Out Slopeside Vacation Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ideal Slopeside Location - Watch skiers as they come off the lift from the main base area from the living room of this f ...
From $328 per night (USD)VRBO
From $310 per night (USD)VRBO
SALE! MUSIC on the Mountain! Come enjoy this cozy, renovated home by Okemo Mtn!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Turn the key and be at your home away from home at Ludlow Chalet! Welcome to our lovely, newly-renovated chalet with lot ...
From $310 per night (USD)VRBO
From $534 per night (USD)VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $534 per night (USD)VRBO
From $912 per night (USD)VRBO
Luxury 5-BR Mountain Estate 5-Min to Okemo
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Escape to this deluxe estate in the foothills of Okemo Mountain for your next mountain getaway. This ornate ho ...
From $912 per night (USD)VRBO
From $695 per night (USD)Expedia
Beautiful Historic Country Estate – Modern Comfort in Okemo Valley
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Stone Walls is located on 45 acres of open meadow and a winding forest trail in the heart of the Green Mountains of sout ...
From $695 per night (USD)Expedia
From $1153 per night (USD)VRBO
OKEMO SKI IN-OUT. Walk to Pool,Hottubs,bar,free e-car charger
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Conditions are awesome! Walk to 43’ North Bar/Grill,Solitude Pool/Hot tubs open!! Our calendar is updated in real-tim ...
From $1153 per night (USD)VRBO
From $465 per night (USD)Expedia
Luxe VT Leaf-Peeping Retreat near Historic Rte 100
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to Honeypot Farmhouse—Your family's year-round Vermont retreat. We're located under 10 miles from Okemo & Magic, ...
From $465 per night (USD)Expedia
From $1205 per night (USD)VRBO
1 Mi to Okemo Mtn Resort: Ludlow Home w/ Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2,500 Sq Ft | Seasonal Pool | Family-Friendly Game Room Gather loved ones and get ready for exciting year-round adventu ...
From $1205 per night (USD)VRBO
From $805 per night (USD)Expedia
Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Situated on 12 acres with views of Okemo Mountain and direct access to VAST snowmobile trail. Minutes to charming villag ...
From $805 per night (USD)Expedia
From $1410 per night (USD)VRBO
11 BR, 7 Bth, 1/2 mile to Okemo, Hot Tub, on Ski Shuttle, King Bed, Walk to Town
- Bedrooms:
- 7
- Bathrooms:
- 11
- Sleeps:
- 32
~About the Clubhouse~ 11BR w/Hot Tub| ½ mile to Okemo| On Shuttle Route | Walk Downtown|Sleeps 32 • 11 bedrooms: Bedro ...
From $1410 per night (USD)VRBO
From $603 per night (USD)VRBO
The Red Bridge House. 360° of lake views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The Red Bridge House is a spectacular home situated right between the hustling fun of Lake Rescue and the peaceful calm ...
From $603 per night (USD)VRBO
From $491 per night (USD)VRBO
Killington Cabin, Hot Tub & Foliage Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brand New Central A/C (2026) | Panoramic Foliage Views | 14 Mi to Killington | Updated 1900s Cabin | Secure Mountain Bik ...
From $491 per night (USD)VRBO
From $678 per night (USD)VRBO
Beautiful Vacation Home with Spectacular Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful vacation home in Quechee, Vt., designed by award winning architect. This unique home is located at one of the ...
From $678 per night (USD)VRBO
From $954 per night (USD)VRBO
Historic 1840's Home with large deck, outdoor living room & fire pit. Sleeps 19!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 19
This historic 1840’s house combines modern amenities with streamlined country tradition. The perfect getaway for city sl ...
From $954 per night (USD)VRBO
From $1339 per night (USD)VRBO
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Park your car and put away your keys for your stay. 1823 Village Green Colonial. 4 bedrooms, 2 baths (both on the secon ...
From $1339 per night (USD)VRBO
From $521 per night (USD)VRBO
Log Cabin home with Mt Ascutney views and pool table
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
This home is located on the slopes of Mt. Ascutney, within walking distance from Mt. Ascutney Resort, the hotel, restaur ...
From $521 per night (USD)VRBO
From $668 per night (USD)VRBO
Killington, Left Side of Duplex ,Outside Hot Tub, Charming, Cozy, Clean
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
See Property # 104275 FOR MORE REVIEWS Note: Both Sides of the Duplex , Available For Large Groups * 8 Bedrooms, 4 Bath ...
From $668 per night (USD)VRBO
From $320 per night (USD)VRBO
Savage Hart Farm Is A Small Sheep Farm With Guest Accommodations.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
On the border of Vermont and New Hampshire, Savage Hart Farm is a perfect place to stay for a memorable visit to the hea ...
From $320 per night (USD)VRBO
From $726 per night (USD)VRBO
Mountain Top Cabin With Incredible Okemo Views And Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The cabin is 2017 construction decorated with a comfortable, rustic, country decor. It is located at the end of a priva ...
From $726 per night (USD)VRBO
From $366 per night (USD)VRBO
149 Upper Crossroad Unit B
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps ...
From $366 per night (USD)VRBO
From $564 per night (USD)Expedia
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our recently renovated1860’s farmhouse, on 95 acres abutting the banks of the Ottauquechee River, is 3 miles from histor ...
From $564 per night (USD)Expedia
From $225 per night (USD)VRBO
Secluded and Serene - GET AWAY FROM IT ALL! Barnard, VT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Lovely country cabin on private and secluded 6 acres in Barnard, VT! Minutes from Silver Lake, Woodstock, Quechee, Roy ...
From $225 per night (USD)VRBO
From $613 per night (USD)Expedia
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Sunny 4 bedroom 2 bath home sleeps 7 in beds. Located on 4 lush acres of rolling fields, mature trees and streams, this ...
From $613 per night (USD)Expedia
From $1504 per night (USD)VRBO
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Recently Renovated to the highest standing, this luxurious condo has an additional (3rd) family bathroom downstairs maki ...
From $1504 per night (USD)VRBO
From $1086 per night (USD)VRBO
OKEMO VACATION HOUSE, HOT TUB, CENTRAL AIR 6 Bdrm (2 K, 3 Q, 1 bunk), sleeps 14
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
ATTENTION BOAT, GOLF, AND CYCLING ENTHUSIASTS, NOW WITH CENTRAL AIR FOR YEAR ROUND ENJOYMENT!! This gorgeous Lindal Ced ...
From $1086 per night (USD)VRBO
From $268 per night (USD)VRBO
Cozy 2 bedroom minutes from Okemo base lodge - Inquire about seasonal rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy chalet located on Okemo Mountain Resort within a mile of the base lodge and a half mile from The VAST. Located on ...
From $268 per night (USD)VRBO
From $643 per night (USD)VRBO
Quechee: Fantastic Four Bedroom Home Close to Club
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Wonderful Quechee location, space and views close to Club! Renovated 4 bedroom, 3 bath cape style home on 5+ open acres ...
From $643 per night (USD)VRBO
From $387 per night (USD)VRBO
Charming and Chic Village Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful apartment is conveniently located in Woodstock Village adjacent to historic Tribou Park. It is walking d ...
From $387 per night (USD)VRBO
From $318 per night (USD)VRBO
Meadow View- 35 Acres outside your door
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated in 2025! Meadow View is your home away from home. 35 acres at your fingertips including 2 trout ponds an ...
From $318 per night (USD)VRBO
From $236 per night (USD)VRBO
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our two bedroom one bath cabin got a refreshing renovation! Super comfy bedrooms with expansive family style living s ...
From $236 per night (USD)VRBO
From $495 per night (USD)VRBO
Lakefront Vacation House w/ quiet, sandy beach/boats -
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Great location 10 minutes from Ludlow, VT (Okemo), 20 minutes from Killington area, and 30 minutes from Rutland, Spring ...
From $495 per night (USD)VRBO
From $950 per night (USD)VRBO
Chic Cabin near Killington for Relaxing and Co-working
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
The Hide(OOO)ut is the best place to truly be Out of Office! Built-in 1978, this 5-bed log cabin was recently renovated ...
From $950 per night (USD)VRBO
From $278 per night (USD)Expedia
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $278 per night (USD)Expedia
From $673 per night (USD)VRBO
Scenic South Woodstock, Vermont home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Nestled on a hillside above the scenic village of S. Woodstock, Apple Hill is a cozy year-round home with a large deck o ...
From $673 per night (USD)VRBO
From $167 per night (USD)Expedia
Cedarbrook Deluxe 1 bedroom Queen Suite with outdoor heated pool 102
- 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 $167 per night (USD)Expedia
From $1059 per night (USD)VRBO
Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Dive into a quintessential New England escape at this 6-bed, 3-bath vacation rental! Watch your worries fade from the mo ...
From $1059 per night (USD)VRBO
From $541 per night (USD)Expedia
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious condo located at the Castle Hill resort with access to year round outdoor heated pool and hot tub, tennis court ...
From $541 per night (USD)Expedia
From $141 per night (USD)VRBO
Two Double bed Standard Hotel room 218
- 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)VRBO
From $278 per night (USD)Expedia
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10506
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $278 per night (USD)Expedia
From $167 per night (USD)VRBO
108 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
- 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 $167 per night (USD)VRBO
From $141 per night (USD)Expedia
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
- 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 $621 per night (USD)VRBO
Warm & inviting 4-bedroom home, open floor plan just steps to Okemo Mtn Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful family friendly home on a "secluded" 1+ wooded acre lot with an open main floor plan that features a family ro ...
From $621 per night (USD)VRBO
From $434 per night (USD)VRBO
Your Year-Round Mountain Escape in Ludlow—Just Minutes from Okemo
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect Vermont getaway! Located just 2.1 miles (a quick 5-minute drive) from Okemo Mountain’s main base ...
From $434 per night (USD)VRBO
From $218 per night (USD)VRBO
Sunset Cabin - your private romantic hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; ...
From $218 per night (USD)VRBO
From $594 per night (USD)VRBO
On Okemo and steps Sachem trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We are on the mountain and are perfect for a group of families that want have easy access to skiing. We're a short walk ...
From $594 per night (USD)VRBO
From $537 per night (USD)VRBO
Beautiful Log Cabin in Weston, VT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Looking for a quiet getaway? A mountain vibe that's cozy yet totally uncluttered? This completely renovated log cabin se ...
From $537 per night (USD)VRBO
From $341 per night (USD)VRBO
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains in Central Vermont. It is surrounded by ...
From $341 per night (USD)VRBO
From $437 per night (USD)VRBO
Charming & Affordable Home! 1.5 miles from Okemo!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Warm and inviting ski home located in the heart of Ludlow - walk to restaurants and shops in town and then retire to our ...
From $437 per night (USD)VRBO
From $366 per night (USD)VRBO
149 upper cross unit A
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps ...
From $366 per night (USD)VRBO
From $1045 per night (USD)VRBO
The Cabin that brings people together
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 25
Known as 'The Cabin', this 5,000 S.F. home that is surrounded by ten private acres within brilliant wilderness, the maje ...
From $1045 per night (USD)VRBO
From $775 per night (USD)VRBO
Winter Wonderland At Winterplace K-103!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*K-103 is located at the top of the Main B lift. Open your door, snap into your skis from the patio ski locker and head ...
From $775 per night (USD)VRBO
From $361 per night (USD)VRBO
New Construction 4 season Killington VT Ski House on Lake Amherst okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brand New Cozy House on Beautiful Lake Amherst. Minutes to Killington and Okemo. A perfect Vermont family getaway -- win ...
From $361 per night (USD)VRBO
From $167 per night (USD)Expedia
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cedarbrook is tucked into Vermont s Green Mountains, right in the middle of the action. You re only a mile from the Kill ...
From $167 per night (USD)Expedia
From $141 per night (USD)VRBO
Queen Studio on the 2nd floor with outdoor heated pool 207
- 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)VRBO
From $278 per night (USD)Expedia
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20304
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Cedarbrook is tucked into Vermont's Green Mountains, right in the middle of the action. You're only a mile from the Kill ...
From $278 per night (USD)Expedia
From $147 per night (USD)VRBO
Deluxe One bedroom Queen Suite with outdoor heated pool 203
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $147 per night (USD)VRBO
From $146 per night (USD)Expedia
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
- 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 $146 per night (USD)Expedia
From $182 per night (USD)VRBO
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to Cedarbrook – Your Year-Round Mountain Escape. Tucked in the heart of Vermont's Green Mountains, Cedarbrook of ...
From $182 per night (USD)VRBO
From $182 per night (USD)Expedia
Cedarbrook Junior Suite 11416
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $182 per night (USD)Expedia
From $677 per night (USD)VRBO
Ski-in /Out. Spacious 2BR / 2.5B Ground-Floor Condo. 4 Seasons of enchantment.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious 2 bedroom - 2.5 bathroom condominium is located on the sunny side of Okemo in SouthFace Village, the newest dev ...
From $677 per night (USD)VRBO
From $321 per night (USD)VRBO
2 Bedroom Condo in Quechee, ~VT~ - a Four Season Community!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Conveniently located in Quechee Vermont, we are secluded enough to provide quiet and privacy while being a stone's throw ...
From $321 per night (USD)VRBO
From $332 per night (USD)VRBO
Peaceful Brookside North Pomfret Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a relaxing family vacation in our brookside home that feels like you are getting away from it all, while still bei ...
From $332 per night (USD)VRBO
From $1649 per night (USD)VRBO
Luxury Ski In Ski Out Okemo Trailside Condo on Sachem Trail -Direct Ski Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Whether you're an avid skier that craves first tracks down to the Sunburst Six chairlift or someone who enjoys a slower ...
From $1649 per night (USD)VRBO
From $669 per night (USD)VRBO
Modern Farmhouse on 25 Acres / Superb Views.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Em ...
From $669 per night (USD)VRBO
From $267 per night (USD)Expedia
Cozy Historic Hilltop Cottage with Mount Ascutney View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This exceedingly charming cottage on a wooded hilltop just outside of Brownsville has great views of Mt Ascutney and a b ...
From $267 per night (USD)Expedia