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 $347 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 $347 per night (USD)
VRBO
From $448 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 $448 per night (USD)
VRBO
From $393 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 $393 per night (USD)
VRBO
From $429 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 St. first floor in the village of Ludlow, Vermont on the Black River within 20 miles of 5 majo ...
From $429 per night (USD)
Expedia
From $1383 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 $1383 per night (USD)
VRBO
From $4261 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 $4261 per night (USD)
VRBO
From $1181 per night (USD)
VRBO
Luxury ski-on ski-off Solitude 3br+ condo on Okemo Mountain with stunning views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Located directly on the trail at the base of Sidewinder, just above the bottom of the Solitude High Speed Quad and the t ...
From $1181 per night (USD)
VRBO
From $568 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 $568 per night (USD)
VRBO
From $489 per night (USD)
VRBO
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 $489 per night (USD)
VRBO
From $531 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 $531 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Ski-on Ski-Off Killington 2 BR Condo Newly renovated at Sunrise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Covid - Please visit this VT covid website to see VT restrictions with regards to Covid. For this year I would prefer fa ...
From $319 per night (USD)
VRBO
From $1968 per night (USD)
VRBO
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
The perfect getaway in a perfect location...maybe for a week or two,,,or more...or maybe just a long weekend...any time ...
From $1968 per night (USD)
VRBO
From $550 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 $550 per night (USD)
VRBO
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $346 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 $346 per night (USD)
VRBO
From $384 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 $384 per night (USD)
Expedia
From $920 per night (USD)
VRBO
Stunning Ski and Lake home - ideal family or friend getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
*** Contact simonsburch@hotmail.com for current specials. This gorgeous 2,800 SF home is located right on the water (La ...
From $920 per night (USD)
VRBO
From $406 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 $406 per night (USD)
VRBO
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $2003 per night (USD)
VRBO
Custom Luxury Home w/Hot Tub on Okemo Mtn/Family/Group Friendly/Shuttle Bus
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful custom-designed, spacious ski home ideal for relaxing, entertaining, cooking. Upper level sanctuary includes t ...
From $2003 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 $1579 per night (USD)
Expedia
Private Killington Area Inn all to Yourself!
Bedrooms:
10
Bathrooms:
9
Sleeps:
23
Rent an entire Inn to yourself (really, the whole place is yours)! Complete with a private bathroom with shower for each ...
From $1579 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 $867 per night (USD)
VRBO
Peaceful & Private 6-Bedroom 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 $867 per night (USD)
VRBO
From $401 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 $401 per night (USD)
VRBO
From $1642 per night (USD)
VRBO
Killington Big House: Largest Vacation Rental in Killington
Bedrooms:
11
Bathrooms:
12
Sleeps:
30
Killington Big House is a large luxury vacation rental house renovated and fully upgraded, located in Killington, Vermon ...
From $1642 per night (USD)
VRBO
From $507 per night (USD)
VRBO
Private Post & Beam Home Ideal for Family or Group Gatherings
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This lovely 3,000 sq. ft. Post & Beam home is situated on a private 5 acre homestead in Killington, VT. The open floor ...
From $507 per night (USD)
VRBO
From $1118 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 $1118 per night (USD)
Expedia
$\The Crooked House\ with A/C and sauna on private wooded lot near Killington$
From $332 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 $332 per night (USD)
VRBO
From $247 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 $247 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 $447 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 $447 per night (USD)
Expedia
From $466 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 $466 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Leaf Peeping Flash Sale! 10 out of 10! Come 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 $358 per night (USD)
Expedia
From $888 per night (USD)
VRBO
Killington Sun Dog Trail ski-on ski-off 2 bedroom 2 bathroom 1st floor condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Best Spring skiing in the East! Enjoy a family ski vacation in our spacious 2 bedrooms 2 bath condo. Experience a true s ...
From $888 per night (USD)
VRBO
From $358 per night (USD)
Expedia
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 $358 per night (USD)
Expedia
From $1164 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
READY FOR WINTER 25-26 SKI SEASON!! Solitude Pool/Hot tubs open!! Our calendar is updated in real-time & our nightly ...
From $1164 per night (USD)
VRBO
From $402 per night (USD)
Expedia
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 $402 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Luxe Leaf-Peepers Dream in VT's Green Mountains
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 $635 per night (USD)
VRBO
From $1978 per night (USD)
VRBO
Luxury Topridge Ski in/out 3 story townhouse with direct access to SunDog Trail
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Beautiful 4 3bedroom/4 FULL bathrooms plus room in basement overlooking Bear Mountain in Killington VT. Unit is located ...
From $1978 per night (USD)
VRBO
From $604 per night (USD)
VRBO
SunBear- AC, Pool, Game Room, Fireplace, Hiking!
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
A perfect perch on the mountain for families & friends to gather and enjoy the outdoors. Enjoy ski-on, ski-off during th ...
From $604 per night (USD)
VRBO
From $763 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 $763 per night (USD)
Expedia
From $968 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 $968 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Charming Sunny Studio with Detached Garage in the Upper Connecticut Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Charming furnished studio loft apartment available for rent in detached garage in Thetford, Vermont. Apartment has one ...
From $214 per night (USD)
VRBO
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 $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 $364 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 $364 per night (USD)
VRBO
From $868 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 $868 per night (USD)
VRBO
From $524 per night (USD)
VRBO
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 $524 per night (USD)
VRBO
From $1111 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 $1111 per night (USD)
VRBO
From $1420 per night (USD)
VRBO
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
If the perfect location for your vacation is key and you're looking for a recently updated property, then Sun Dog Lodge ...
From $1420 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 $597 per night (USD)
VRBO
Winter Getaway at the Octagon w/ 3 Fireplaces!
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
WE GOT THE SNOW! Perfectly situated between Stratton (15mi), Okemo (15mi), Bromley (12mi) and Magic Mountain (2mi) resor ...
From $597 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 $350 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 $350 per night (USD)
VRBO
From $885 per night (USD)
Expedia
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 $885 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 $1102 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 $1102 per night (USD)
VRBO
From $1001 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 $1001 per night (USD)
VRBO
From $542 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 $542 per night (USD)
VRBO
From $448 per night (USD)
Expedia
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 $448 per night (USD)
Expedia
Click For Pricing
VRBO
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
<p>While you're here, you can enjoy all the comforts of home and more, including a sauna and nearby pool access, as well ...
Click For Pricing
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 $314 per night (USD)
VRBO
Lake Pauline Condo 3.5 miles to Jackson Gore, Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NO SATURDAY OR SUNDAY CHECKOUTS FOR JULY. Three level condo with spacious living room. One of four condos (2 duplex buil ...
From $314 per night (USD)
VRBO
From $342 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 $342 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 $346 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 $346 per night (USD)
Expedia
From $507 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 $507 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Two Double Bed Standard Hotel Room with outdoor heated pool 101
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 $159 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10304
Bedrooms:
2
Bathrooms:
2
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 $347 per night (USD)
VRBO
From $208 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 $208 per night (USD)
Expedia
From $208 per night (USD)
VRBO
103 Deluxe One bedroom Queen Suite 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 $208 per night (USD)
VRBO
From $2208 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 $2208 per night (USD)
Expedia
From $240 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 $240 per night (USD)
VRBO
From $827 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 $827 per night (USD)
VRBO
From $540 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 $540 per night (USD)
VRBO
From $177 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 $177 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Two Double bed Standard Hotel room 217
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 $170 per night (USD)
VRBO
From $316 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 $316 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Deluxe Two Bedroom Suite on the 1st floor outdoor heated pool 10708
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)
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 $208 per night (USD)
Expedia
106 One bedroom Queen Suite on the 1st floor 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 $208 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 $629 per night (USD)
VRBO
Premier ski/in/out Killington/Sunrise townhome 3BDR/Sleep6 spa/gym/holiday rates
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This large and comfortable Ski In/Ski Out family owned end townhouse is perfectly situated within Killington Ski Resort ...
From $629 per night (USD)
VRBO
From $358 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 $358 per night (USD)
VRBO
From $196 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 $196 per night (USD)
VRBO
From $569 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 $569 per night (USD)
VRBO
From $442 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 $442 per night (USD)
VRBO
From $202 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 $202 per night (USD)
VRBO
From $718 per night (USD)
VRBO
Completely Renovated Lakefront Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This has it all! Our newly renovated home sits on 3/4 of an acre on a beautiful slightly sloping lot to the water. The ...
From $718 per night (USD)
VRBO
From $376 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 $376 per night (USD)
VRBO
From $533 per night (USD)
Expedia
Renovated Ski House @ Okemo Mt., on Shuttle Route, Walking Distance to town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This is clean simple house with an open floor plan. It's warm and comfortable. 3 bedrooms, 2 full bathrooms, full kitche ...
From $533 per night (USD)
Expedia
From $1453 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 $1453 per night (USD)
VRBO
From $716 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 $716 per night (USD)
VRBO
From $318 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 $318 per night (USD)
VRBO
Click For Pricing
Expedia
Ski-in/out townhome with heated pool, sauna & hot tub for year-round retreats
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
TrailHaven - East Glade-D2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
Click For Pricing
Expedia
From $251 per night (USD)
VRBO
Ski-In/ski-out Killington Resort condo with tennis, pool & hot tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise - Timberline-L5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $251 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20102
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 $336 per night (USD)
Expedia

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