Windsor Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windsor Area, Vermont on RentalSaver.com!

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From $359 per night (USD)
VRBO
Ski-in/out condo with fireplace, pool, hot tub, sauna & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Solitude Village H102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $359 per night (USD)
VRBO
From $431 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 $431 per night (USD)
VRBO
From $178 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 $178 per night (USD)
VRBO
From $347 per night (USD)
Expedia
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 $347 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Okemo Mt. Family Affordable 1st floor, village shuttle, walk to town, Dogs OK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located at 68 Pleasant St. first floor in the village of Ludlow, Vermont on the Black River within 20 miles of 5 majo ...
From $356 per night (USD)
VRBO
From $228 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 $228 per night (USD)
VRBO
From $762 per night (USD)
VRBO
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Gorgeous, 3500+ square foot, hand-peeled cedar log home on two levels. You won't find a better equipped, more spacious a ...
From $762 per night (USD)
VRBO
From $4316 per night (USD)
VRBO
Reading Farms Estate
Bedrooms:
13
Bathrooms:
15
Sleeps:
46
** 2026 season 1 week stay special pricing $19,750** please inquire **.Reading Farms Estate is an elevated lifesty ...
From $4316 per night (USD)
VRBO
From $555 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 $555 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Dog-friendly house near Okemo Mountain Resort, skiing, & heart of Ludlow Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Casa Okemo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $342 per night (USD)
Expedia
From $464 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 $464 per night (USD)
VRBO
From $707 per night (USD)
VRBO
Dramatic Design & Landscape 3500 Sq Ft. Farmhouse W/Jacuzzi&Swim Pond&CentralAC!
Bedrooms:
3
Bathrooms:
7
Sleeps:
28
Completely renovated by Fortune Cookie Design of Boston, this rustic modern farmhouse is one of a kind. (circa 1800's) ...
From $707 per night (USD)
VRBO
From $271 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 $271 per night (USD)
VRBO
From $493 per night (USD)
Expedia
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 $493 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Quechee at its Finest!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A great vacation spot awaits you and your family at this 3 bedroom, 2 bath townhouse located in the heart of Fairway Vil ...
From $343 per night (USD)
VRBO
From $156 per night (USD)
Expedia
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 $156 per night (USD)
Expedia
From $227 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 $227 per night (USD)
VRBO
From $404 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 $404 per night (USD)
Expedia
From $375 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 $375 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Secluded 2600 sq ft home 15 min from Okemo+Killington
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Welcome to The VT Treehouse in Plymouth, VT. Nestled in a serene mountain setting, this home offers both privacy and con ...
From $374 per night (USD)
Expedia
From $734 per night (USD)
VRBO
Stunning Ski and Lake home - ideal family or friend getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
*** Contact marionburch@icloud.com for current specials. This gorgeous 2,800 SF home is located right on the water (Lak ...
From $734 per night (USD)
VRBO
From $401 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 $401 per night (USD)
VRBO
From $381 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 $381 per night (USD)
VRBO
From $317 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. This home is being offered to travelers ...
From $317 per night (USD)
Expedia
From $616 per night (USD)
VRBO
Wood-Burning Stove, Great for Families | Z1040*
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: Exquisite four bedroom, four bath single family home located within one mile to the Quechee Club and amenities. ...
From $616 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Golf, Lake Pinneo & The Club | Windsor Village 4A
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Enjoy convenience, comfort, and a terrific view from this stylishly decorated two-bedroom, 1.5-bath townhome (e ...
From $309 per night (USD)
Expedia
From $291 per night (USD)
VRBO
New Lakeside Cottage near Okemo and Killington
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Bright, clean cottage right in the middle of the best of Vermont. Perfect for an athletic family or a couples getaway. S ...
From $291 per night (USD)
VRBO
From $646 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 $646 per night (USD)
Expedia
From $722 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 $722 per night (USD)
VRBO
From $1923 per night (USD)
VRBO
Custom Luxury Home w/Hot Tub on Okemo Mtn/Family/Group Friendly/Shuttle Bus
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Beautiful custom-designed, spacious ski home ideal for relaxing, entertaining, cooking. Upper level sanctuary includes t ...
From $1923 per night (USD)
VRBO
From $1144 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 $1144 per night (USD)
VRBO
From $271 per night (USD)
VRBO
1794 Pioneer House - Renovated, No Cleaning Fee
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Pioneer House is a unique survivor from Vermont’s earliest days. 100% solar powered (panels located on owner’s nearb ...
From $271 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Spacious, Updated Lake House Near Okemo Ski Area
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This newly-renovated year round waterfront home is located on a quiet cove with 100 feet of lake frontage. The home offe ...
From $470 per night (USD)
VRBO
From $399 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 $399 per night (USD)
Expedia
From $277 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 $277 per night (USD)
VRBO
From $869 per night (USD)
VRBO
Peaceful private escape in our spacious 6 Bedroom Home in Quechee Vermont
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Come relax and stay a while in our warm and inviting, recently renovated 6 bedroom home in Quechee, Vermont! A peaceful ...
From $869 per night (USD)
VRBO
From $406 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 $406 per night (USD)
VRBO
From $1092 per night (USD)
Expedia
Base Lodge - shuttle rte in winter - 10 BR, 5 Bath, Slp 34
Bedrooms:
5
Bathrooms:
10
Sleeps:
30
RENOVATED The Base Lodge will exceed your expectations. This beautiful 10 BR, 5 bath home with 4,000 sf is ready for yo ...
From $1092 per night (USD)
Expedia
$\The Crooked House\ with A/C and sauna on private wooded lot near Killington$
From $316 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 $316 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Beautiful farmhouse minutes to Okemo. Lots of room. Spacious hot tub.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Quality furnishings in this spacious well-kept farmhouse minutes from Okemo base lodge. Comfortable living areas, large ...
From $462 per night (USD)
Expedia
From $254 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 $254 per night (USD)
VRBO
From $517 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 $517 per night (USD)
VRBO
From $637 per night (USD)
VRBO
Okemo 6 Bedroom Chalet.
Bedrooms:
2
Bathrooms:
6
Sleeps:
13
This 6 Bedroom Chalet is situated on 10+ Acres along side a beautiful river. Sleeps 13 people. Located in the Beautiful ...
From $637 per night (USD)
VRBO
From $409 per night (USD)
Expedia
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 $409 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Okemo Mountain 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 $338 per night (USD)
VRBO
From $329 per night (USD)
Expedia
Spring Sale- Okemo- hike, kayak, golf, repeat! Enjoy this newly renovated home!
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 $329 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Lakefront House 1 Mile from Okemo! Hot Tub, Now Renting for Feb Break Week!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This incredibly unique house sits hanging over the edge of Lake Rescue in Ludlow. It offers a large deep-water dock (bet ...
From $678 per night (USD)
VRBO
From $458 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 $458 per night (USD)
VRBO
From $771 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 hom ...
From $771 per night (USD)
VRBO
From $571 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 $571 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Ski, hike, swim or relax with family & friends in this nature lovers delight!
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Escape year round, with family and friends, to this private 5 bedroom 2.5 bath retreat minutes from Echo lake and Plymou ...
From $322 per night (USD)
VRBO
From $1064 per night (USD)
VRBO
OKEMO SKI IN/OUT. WALK TO Solitude Lifts, Pool/Hottubs,bar,free e-car charging
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
WINTER 24-25 SKI SEASON!! Solitude and Jackson Gore lifts OPEN. 43' North Open! Solitude Pool/Hottubs open!! Our cal ...
From $1064 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Log Cabin with a View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $385 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Lux Family Retreat @ Okemo/Bromley. Arcade Machine
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 $464 per night (USD)
Expedia
From $854 per night (USD)
VRBO
Heated Saltwater Pool: Riverfront Home in Ludlow
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
2,500 Sq Ft | Seasonal Pool | Hot Tub | Cookout Ready | 1 Mi to Okemo Mtn Resort Gather loved ones and get ready for ex ...
From $854 per night (USD)
VRBO
From $658 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 $658 per night (USD)
Expedia
From $968 per night (USD)
VRBO
The Clubhouse -11 BR Downtown, 7 Bath on shuttle
Bedrooms:
7
Bathrooms:
11
Sleeps:
30
The Clubhouse is ready to welcome your large group to Vermont! This 11 BR (sleeps 33), 7 BA home with 4,000 sq ft is re ...
From $968 per night (USD)
VRBO
Click For Pricing
Expedia
Ronnoco Farm-Charming Brownsville/West Windsor, VT cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ronnoco Farm is a small, private, and charming property conveniently located near Mt. Ascutney State Park (7.5 Miles), G ...
Click For Pricing
Expedia
From $491 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 $491 per night (USD)
VRBO
From $303 per night (USD)
Expedia
Killington Area Escape w/ Deck, Views & Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy the incredible beauty of the Green Mountains in all 4 seasons at this versatile 3-bedroom, 2-bath Stockbridge vaca ...
From $303 per night (USD)
Expedia
From $1745 per night (USD)
VRBO
Ski on/Ski off. Right on Sachem Trail. Okemo Trailside. 4bed/2bath. Sleeps 8.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Fantastic Ski-on/Ski- off location high up on Okemo mountain along Sachem Trail. Walk out the door and put your skis on ...
From $1745 per night (USD)
VRBO
From $352 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 $352 per night (USD)
VRBO
From $885 per night (USD)
VRBO
Killington Region - Sleeps 19!
Bedrooms:
5
Bathrooms:
7
Sleeps:
19
This historic 1840’s house has undergone a COMPLETE gut renovation and combines modern amenities with streamlined countr ...
From $885 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Rustic lakeview cabin with fireplace, deck- near skiing
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Ludlow Comfy Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $391 per night (USD)
Expedia
From $1016 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 $1016 per night (USD)
VRBO
From $433 per night (USD)
Expedia
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 $433 per night (USD)
Expedia
From $532 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 $532 per night (USD)
VRBO
From $267 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 $267 per night (USD)
VRBO
From $494 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 $494 per night (USD)
VRBO
From $200 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 $200 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Village House on Shuttle Route- Great Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Conveniently located right up the street from all restaurants, bars, shopping, and in walking distance so no car is need ...
From $855 per night (USD)
VRBO
From $442 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 $442 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $490 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 $490 per night (USD)
Expedia
From $1304 per night (USD)
VRBO
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Recently Renovated to the highest standing, this luxurious condo has an additional (3rd) family bathroom downstairs maki ...
From $1304 per night (USD)
VRBO
From $859 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 $859 per night (USD)
VRBO
From $170 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 $170 per night (USD)
VRBO
From $546 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 $546 per night (USD)
VRBO
From $447 per night (USD)
VRBO
Remodeled condo with free WiFi & shared W/D - ski bus pickup across street
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Baggrow Unit B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $447 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Woodward Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $211 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Charming and Chic Vacation Rental
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautiful newly renovated apartment is conveniently located adjacent to historic Tribou Park. It is walking distan ...
From $322 per night (USD)
VRBO
$LAKESIDE LIVING\nFire Pit, Canoes, Kayaks on site. Close to many historical sites$
From $651 per night (USD)
VRBO
LAKESIDE LIVING\nFire Pit, Canoes, Kayaks on site. Close to many historical sites
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
For ski trips, lakeside vacation and family gatherings or a romantic getaway, this home has it all. Within 5 minutes to ...
From $651 per night (USD)
VRBO
From $707 per night (USD)
VRBO
Farm House located 1 mile from Okemo's Jackson Gore base lodge!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*** Shaw’s is NOW open!!*** Enjoy 2,400 sq ft, conveniently located 1 mile from Okemo's Jackson Gore base lodge, 4 miles ...
From $707 per night (USD)
VRBO
From $255 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 $255 per night (USD)
VRBO
From $155 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 $155 per night (USD)
VRBO
From $348 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 $348 per night (USD)
VRBO
From $760 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 $760 per night (USD)
VRBO
From $335 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 $335 per night (USD)
Expedia
From $545 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 $545 per night (USD)
VRBO
From $207 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 $207 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Condo with fireplace, W/D & shared pool - shuttle access to Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Nana’s Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $243 per night (USD)
VRBO
From $1173 per night (USD)
Expedia
Magical spot w-views -3 BR home - idyllic retreat yet close to everything
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Beautiful views in a tranquil setting yet close to everything that matters in Southern Vermont. Property itself is a 20 ...
From $1173 per night (USD)
Expedia
From $244 per night (USD)
VRBO
Dog-friendly & riverfront condo one mile from Okemo with wood fireplace
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Mill #210 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $244 per night (USD)
VRBO
From $775 per night (USD)
Expedia
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 $775 per night (USD)
Expedia
From $364 per night (USD)
VRBO
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 $364 per night (USD)
VRBO
From $157 per night (USD)
Expedia
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 $157 per night (USD)
Expedia
From $333 per night (USD)
VRBO
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 $333 per night (USD)
VRBO
From $194 per night (USD)
Expedia
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 $194 per night (USD)
Expedia
From $170 per night (USD)
VRBO
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool
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 $170 per night (USD)
VRBO
From $460 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 $460 per night (USD)
VRBO

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