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

$Renovated condo w\/ shared seasonal pool & tennis - walk to trail$
From $207 per night (USD)
VRBO
Renovated condo w\/ shared seasonal pool & tennis - walk to trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Okemo Trailside 6A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $207 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Okemo Slopeside, luxury 4 Bdrm: 200 yard EZ walk to slope, ski right to condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
--------SEASONAL RENTAL (3-4 MONTHS) ONLY ------- NOVEMBER THRU APRIL Winterplace on Okemo! Bui ...
From $495 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Located in ludlow village, a little over 1 mile to the base of Okemo ski mountain, within 20 miles of 5 major ski areas, ...
From $196 per night (USD)
VRBO
$Walk to Okemo Base Lodge & Lifts. Private On Mountain Home with Hot Tub\/Fire Pit$
From $354 per night (USD)
Expedia
Walk to Okemo Base Lodge & Lifts. Private On Mountain Home with Hot Tub\/Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
PLEASE NOTE: No Saturday arrivals or departures, no pets, no smoking, no parties. Recommended local activities and floor ...
From $354 per night (USD)
Expedia
From $728 per night (USD)
VRBO
Luxury stone farmhouse.Perfect for families or company retreats! Close to Okemo!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Lovingly updated antique 6 bedroom home in the historic Stone Village of Chester, VT. Sleeps 8+ comfortably making it t ...
From $728 per night (USD)
VRBO
$Ski\/country house w\/ hot tub$
Click For Pricing
Expedia
Ski\/country house w\/ hot tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Ski/country house with 5 bedrooms (3 bedrooms each with a queen bed, 1 bedroom with 2 sets of bunk beds and 1 bedroom wi ...
Click For Pricing
Expedia
From $297 per night (USD)
VRBO
Cozy 3br cabin 5 minutes (1.5 miles) from Okemo Mountain Base
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
1,050 square foot 3 BR cabin: Bedroom 1 and 2 have queen-size beds. Bedroom 3 has a twin size trundle bed. There is al ...
From $297 per night (USD)
VRBO
From $336 per night (USD)
Expedia
Private Country Cabin - Close to Skiing and Snowmobiling
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Private house, off the beaten path. Far enough to escape the hustle of town, yet close enough to come back to for lunch ...
From $336 per night (USD)
Expedia
From $1363 per night (USD)
VRBO
Winterplace E building - top of the Quad
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This wonderful condo is in the PERFECT location. Hiking, mountain biking or skiing we have the best location. Located ju ...
From $1363 per night (USD)
VRBO
From $588 per night (USD)
Expedia
Adorable, cozy lakeside cottage 5-min from Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Hemlocks is a darling, cozy cottage right on wonderful, serene Lake Rescue, and imbues old-world cottage charm, is s ...
From $588 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Okemo Mtn. Ski Chalet and Summer Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Nothing makes you feel like you are in VT like the interior of this awesome house on Okemo!!! Property is located on Mt. ...
From $513 per night (USD)
VRBO
$Ski in\/out in comfort on Okemo Mt. Vermont$
From $1073 per night (USD)
Expedia
Ski in\/out in comfort on Okemo Mt. Vermont
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Walk around our building onto the Ledgewood Trail, go down to lifts A and B, with access to the whole mountain. Watch sk ...
From $1073 per night (USD)
Expedia
From $368 per night (USD)
VRBO
The Stoma Ranch 10 minutes away from Lake Rescue
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Monthly discounts available Great family house located on 16 private acres but only 2 miles from town. Night star gaz ...
From $368 per night (USD)
VRBO
From $540 per night (USD)
Expedia
Vermont life at Hill Top Gardens
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Three story Vermont Homestead with five bedrooms exquisitely designed with an open floor concept. Large chef kitchen and ...
From $540 per night (USD)
Expedia
$Quechee Condo - Affordable Vacation Resort ~Ski\/Golf\/Tennis\/Lake\/Pool\/Gym$
From $328 per night (USD)
VRBO
Quechee Condo - Affordable Vacation Resort ~Ski\/Golf\/Tennis\/Lake\/Pool\/Gym
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
LOCATION - SKIERS - LOCATION - Stay in one of the best locations at the top of the Mountain in Quechee! The ski lift is ...
From $328 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Lake Rescue Summers, Ski Okemo Winters
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Views of and Direct Access to Lake Rescue. 3 BR + Loft with 2.5 Baths. 4 min to Okemo. Newly renovated home perfect for ...
From $387 per night (USD)
Expedia
$Coveted Ski-In\/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace$
From $293 per night (USD)
VRBO
Coveted Ski-In\/Ski-Out Winterplace Condo with Hot Tubs, Indoor Pool & Fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace K102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $293 per night (USD)
VRBO
From $1105 per night (USD)
Expedia
Country house minutes from Killington and Okemo
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to our Sanctuary where peace and tranquillity awaits you. Our idyllic Vermont house is in the middle of 39 acres ...
From $1105 per night (USD)
Expedia
From $1669 per night (USD)
VRBO
The BARN at Reading Farms Estate
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Long term rental discounts available .The BARN at Reading Farms Estate is one of the outbuildings on the Estate. The BAR ...
From $1669 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Okemo Family Friendly Getaway
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Private family friendly mountain retreat with open floor plan, wood detailing with bright spacious rooms, fireplace, coo ...
From $482 per night (USD)
Expedia
From $117 per night (USD)
VRBO
Village Ski Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
You would be renting a very nice ski apartment with fully equipped kitchen, large living room and large bedroom. Also a ...
From $117 per night (USD)
VRBO
From $860 per night (USD)
Expedia
Great mountain house with a beautiful view of Okemo Trails
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy a great day of skiing and go back to the comfort of this beautiful, updated (brand new kitchen) ski house nestled ...
From $860 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Stunning Modern Cabin on Beautiful Vermont Farm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $405 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Superb apartment in prime location - Ludlow centre just minutes from ski slopes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
After a great day's skiing you can relax in style in this extensively renovated 1850s Greek Revival House. With original ...
From $350 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning 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 $525 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Vermont cabin on 20 acres in open field
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Long lasting Sunsets are what this cabin is all about. As well as swimming in the pond and nearby brook. Hiking mt. ascu ...
From $252 per night (USD)
Expedia
From $351 per night (USD)
VRBO
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Welcome to 'Smokeshire Hilltop Farmhouse!' This lovely 5-bedroom, 2-bathroom vacation rental sits on a plateau above the ...
From $351 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Villa Near Biking and Hiking Trails
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This villa is perfect for your group! Enjoy stunning views from the top of Mt. Ascutney State Park right outside your do ...
From $275 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Villa with Pool + Fitness Center Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic loc ...
From $306 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Vermont Villa Near the Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in ...
From $244 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Villa with a Fireplace Near the Trails
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Pa ...
From $276 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Ski on, ski off trailside condo at Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
We’d love to welcome you to our home away from home. Located steps from Sachem trail, our townhome at the Okemo Trailsi ...
From $264 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Hidden House Vermont Private Apt. Mountain Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
*Spacious 2 Bdrm.Apt. + Queen Bed. & queen convertible sofa in living-room. 2nd Bdrm. will be made accessible for more ...
From $245 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Idyllic Lakefront House Suited Two Families
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The Lake House - One of Ludlow's Most Picturesque Rentals This comfortable and convenient, 3 bedroom, 3 bath lakefront ...
From $283 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Vermont get-away end unit townhouse nestled in the trees
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
We welcome you to a wonderfully located Vermont getaway The Vermont Sugar Maple. Comfortably nestled in the trees, surro ...
From $409 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Vermont Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a non-smoking one-bedroom apartment with a queen-sized bed. Located just minutes off Route 4 between Woodstock ...
From $177 per night (USD)
Expedia
Click For Pricing
VRBO
Quaint cabin with Lake Pauline views
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Two bedroom, 1 bath unit steps away from Jackson Gore and 5 minute drive to Okemo main base. The town of Ludlow has grea ...
Click For Pricing
VRBO
From $205 per night (USD)
Expedia
Mountainside Suite! Arcade, Pool, Hot Tub Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our charming mountainside suite, located mid-mountain at the base of the Solitude Peak! Spend a fantastic day ...
From $205 per night (USD)
Expedia
$Ski-In\/Ski-Out Condo with Access to Indoor Pool$
From $243 per night (USD)
VRBO
Ski-In\/Ski-Out Condo with Access to Indoor Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our cozy and charming ski-in/ski-out condo at Okemo Mountain Resort! Located at the summit of the two South R ...
From $243 per night (USD)
VRBO
$Mountainside Condo w\/ Access to Pool, Ski Shuttle$
Click For Pricing
Expedia
Mountainside Condo w\/ Access to Pool, Ski Shuttle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bedroom condo is in Okemo. Located near the summit of the two South Ridge Quad chairlifts, you will love to have ...
Click For Pricing
Expedia
$Okemo Retreat! Ski-In\/Ski-Out Condo$
From $254 per night (USD)
VRBO
Okemo Retreat! Ski-In\/Ski-Out Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come and stay in our charming ski-in/ski-out condo at Okemo Mountain Resort! Located at the summit of the two South Ridg ...
From $254 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Mountainside Suite! Arcade, Pool, Hot Tub Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
When you stay at Okemo Mountain Resort, you will love to return to our cozy and charming suite, located mid-mountain at ...
From $226 per night (USD)
Expedia
$Ski-in\/Ski-out Suite | Pool, Arcade, Sauna$
From $368 per night (USD)
VRBO
Ski-in\/Ski-out Suite | Pool, Arcade, Sauna
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come and stay in our charming ski-in/ski-out suite, located mid-mountain at the base of the Solitude Peak! Spend a fanta ...
From $368 per night (USD)
VRBO
$Cozy Suite | Ski-in\/Ski-Out | Hot Tub, Pool$
From $201 per night (USD)
Expedia
Cozy Suite | Ski-in\/Ski-Out | Hot Tub, Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Find peace and relaxation in our cozy ski-in/ski-out suite, located mid-mountain at the base of the Solitude Peak! Spend ...
From $201 per night (USD)
Expedia
From $383 per night (USD)
VRBO
1 Mile to Okemo Ski Mountains, Newly Remodeled Upstairs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our busy Ludlow Village is a dream come true. Visit the towns’ delicious bakeries,deli's clothing store,computer repairs ...
From $383 per night (USD)
VRBO
$Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain\/Jackson Gore$
From $359 per night (USD)
Expedia
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain\/Jackson Gore
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This rustic, cozy little cabin sits on Lake Pauline, approximately 2 miles from Okemo Mountain (Jackson Gore), on a dead ...
From $359 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Nana's House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you love the outdoors and want to be near areas that offer lots of outdoor activities, we are just 10 minutes from Hi ...
From $235 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our three Bedroom first floor condo at Winterplace in the O building! While we wish we could get up to Okemo ...
From $592 per night (USD)
Expedia
$Ski-in\/out condo with mountain views, fireplace, pool, & hot tub$
From $487 per night (USD)
VRBO
Ski-in\/out condo with mountain views, fireplace, pool, & hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Winterplace H205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $487 per night (USD)
VRBO
$Ski-in\/ski-out condo with WiFi, washer\/dryer, mountain views & golf nearby$
From $214 per night (USD)
Expedia
Ski-in\/ski-out condo with WiFi, washer\/dryer, mountain views & golf nearby
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Mountain Base Retreat C203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $214 per night (USD)
Expedia
$Ground Floor ski-in\/out condo, full kitchen & high-speed WiFi$
From $368 per night (USD)
VRBO
Ground Floor ski-in\/out condo, full kitchen & high-speed WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Okemo Mountain Lodge C110 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $368 per night (USD)
VRBO
$Ski-in\/Ski-out Condo at Okemo$
From $180 per night (USD)
Expedia
Ski-in\/Ski-out Condo at Okemo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to our cozy and charming condo in an amazing Okemo location! Walk out your door and experience the best of this l ...
From $180 per night (USD)
Expedia
$Amazing Location! Charming Ski-in\/Ski-out Condo$
Click For Pricing
VRBO
Amazing Location! Charming Ski-in\/Ski-out Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Imagine an amazing mountain vacation in Okemo! When you stay in our cozy and equipped split-level unit, you will love to ...
Click For Pricing
VRBO
$Ski-in\/Ski-out Condo with access to Pools, Sauna$
From $283 per night (USD)
Expedia
Ski-in\/Ski-out Condo with access to Pools, Sauna
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Imagine an amazing mountain vacation in Okemo! When you stay in our charming and equipped split-level unit, you will lov ...
From $283 per night (USD)
Expedia
$Charming + Rustic Condo with Ski-in\/Ski-Out Access$
Click For Pricing
VRBO
Charming + Rustic Condo with Ski-in\/Ski-Out Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Feel right at home in Okemo when you stay in our cozy and equipped Ski-in/Ski-out unit! Wonderfully located in a small s ...
Click For Pricing
VRBO
From $361 per night (USD)
Expedia
2 Bedroom Mountainside Condo + nearby amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This 2-bedroom mountainside condo in Okemo, Vermont is the perfect retreat for fantastic skiing and hiking, or for some ...
From $361 per night (USD)
Expedia
From $1008 per night (USD)
VRBO
Vermont Cottage Amherst Lake & Sanctuary~Route100~Pets~Okemo & Killington
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Vermont Cottage Amherst Lake & Sanctuary Perfect for 8 guests. We have set this vacation cottage up with generous ameni ...
From $1008 per night (USD)
VRBO
$6Bed\/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 15$
From $472 per night (USD)
Expedia
6Bed\/4Ba Spacious Ski House Central Location on Okemo Shuttle-Sleeps 15
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Come stay in the center of Ludlow when you book this spacious private house. This rustic home away from home is located ...
From $472 per night (USD)
Expedia
From $418 per night (USD)
VRBO
Central In Town Location!!!<br>Okemo Ski House in Town. 7 Guests 5 Beds 2 Baths
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
IN TOWN LOCATION!!! Adorable cape style home 🏡 1 mile from Okemo Mountain and on the weekend/holiday shuttle line. In ...
From $418 per night (USD)
VRBO
From $1098 per night (USD)
Expedia
A charming 1820's farmhouse
Bedrooms:
5
Bathrooms:
5
Sleeps:
4
The house has a a fully stocked kitchen with granite countertops and Bertazzoni stove. The laundry room is equipped wit ...
From $1098 per night (USD)
Expedia
Click For Pricing
VRBO
Season rental Okemo Ski Season
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This property is 1.5 miles from Okemo Mountain and Jackson Gore, a popular ski resort. Sleeps 8. 3 bedrooms: 2 queen ...
Click For Pricing
VRBO
$Indoor Hot Tub Room\/10 Miles to Okemo$
From $517 per night (USD)
VRBO
Indoor Hot Tub Room\/10 Miles to Okemo
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Great Central Vermont location! Private but easy to get too. Ten miles to Okemo/Jackson Gore. Skiing, golfing, hiking, s ...
From $517 per night (USD)
VRBO
From $157 per night (USD)
VRBO
116 Two Double bed Standard Hotel room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $157 per night (USD)
VRBO
From $157 per night (USD)
Expedia
117 Two Double bed Standard Hotel room
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $157 per night (USD)
Expedia
From $906 per night (USD)
VRBO
Tranquil VT River House
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
The perfect family/friend VT getaway, set right on the beautiful Black River! This is a four seasons home. Enjoy swimmin ...
From $906 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our home is the perfect getaway, just a 5 minute drive to Okemo Mountain. This 1800s home, has one bedroom on the first ...
From $364 per night (USD)
Expedia
$Okemo Ski on\/Ski off 10 Yards off the Trail, Ski to back Door !$
From $1040 per night (USD)
VRBO
Okemo Ski on\/Ski off 10 Yards off the Trail, Ski to back Door !
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ski on Ski off Property 3bed/2bath Ski on/Ski off Unit at OKEMO Hardwood Floors in Main New Carpet in Bedrooms New Ap ...
From $1040 per night (USD)
VRBO
Click For Pricing
Expedia
Fabulous views! Brand new house!
Bedrooms:
2
Bathrooms:
1
Sleeps:
3
This is a brand new 2 floor home with a cathedral ceiling that takes in the west view. The upstairs has a bedroom and a ...
Click For Pricing
Expedia
From $470 per night (USD)
VRBO
Vacation Rental - Choose from 5 nearby mountains or relax in peace & comfort
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This charming cabin offers 3 bedrooms, 2 full baths, a spacious living room area with wood burning stove, Finished basem ...
From $470 per night (USD)
VRBO
From $1349 per night (USD)
Expedia
Peace & Tranquility At Your Our Own Private Estate
Bedrooms:
12
Bathrooms:
11
Sleeps:
20
Summary: Host your family to stay at this beautiful historic farm estate. This property is nestled in the beautiful roll ...
From $1349 per night (USD)
Expedia
Click For Pricing
VRBO
Spacious and cozy single family house next to Quechee ski hill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Single family house located right next to Quechee ski hill. Space for two families. Recently updated; three bedrooms hav ...
Click For Pricing
VRBO
From $431 per night (USD)
Expedia
Trailside Okemo Mountain House! with hot tub, firepit, and
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Your next mountain getaway awaits! This property is trailside on Okemo mountain and surrounded by trees, which creates r ...
From $431 per night (USD)
Expedia
From $405 per night (USD)
VRBO
Large Backyard, Game Room, Has AC | Saltbox 1D
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Large 3 bedroom plus bonus room and 2.5 bath condo with three levels of living space backing to a private green ...
From $405 per night (USD)
VRBO
$Family & dog friendly house w\/ deck & game room. Minutes to town, Okemo & lakes$
From $294 per night (USD)
Expedia
Family & dog friendly house w\/ deck & game room. Minutes to town, Okemo & lakes
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Come enjoy our home. It was built in 2014 with families and friends in mind and is ideal for those that love the outdoor ...
From $294 per night (USD)
Expedia
From $1216 per night (USD)
VRBO
Mountain View Manor - Expansive Views, Hot Tub, Hiking & Nearby Lakes!
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
A @Vermont_Escapes property - Escape to Vermont with us! Perched up on a secluded hill views of the green mountains an ...
From $1216 per night (USD)
VRBO
From $355 per night (USD)
Expedia
Winterplace 3 Br- Plenty of Bedding- Great for Families by RedAwning
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This 3 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairl ...
From $355 per night (USD)
Expedia
From $652 per night (USD)
VRBO
Historic Rideout 16m to Okemo Walk to Town
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
A @Vermont_Escapes property - Escape to Vermont with us! New Jacuzzi hot tub installed July '23. Escape to the histo ...
From $652 per night (USD)
VRBO
From $536 per night (USD)
Expedia
A1 Solitude. 4 Bedrooms, ski in and out to main Solitude lift, pool & gym access
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
We are true ski in and out. We access the main Solitude lift and have direct trail access. We are a warm and inviting, ...
From $536 per night (USD)
Expedia
From $814 per night (USD)
VRBO
Summer fun on the lake - great for 2 families or 3 couples - newly remodeled
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Winter 2024-25 is NOT available We are accepting Summer Season 2025 Rentals as per our availability on our calendar sum ...
From $814 per night (USD)
VRBO
$Modern 7Bd\/3Ba Mountain Chalet w\/ Hot tub, 3 minutes from Okemo$
From $1162 per night (USD)
Expedia
Modern 7Bd\/3Ba Mountain Chalet w\/ Hot tub, 3 minutes from Okemo
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Completely renovated 7 bedroom, 3 bathroom modern mountain house, located in Ludlow. Outdoor deck with BBQ, hot tub, ac ...
From $1162 per night (USD)
Expedia
$Ski Okemo! Walk to the slopes from your modern 2 bed\/2 bath condo at Winterplace$
From $1210 per night (USD)
VRBO
Ski Okemo! Walk to the slopes from your modern 2 bed\/2 bath condo at Winterplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Luxurious and newly renovated and modern ski condo just steps away from the AB lift at Okemo. It's a 2 minute walk (or s ...
From $1210 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Vermont Gem Near Woodstock and Quechee
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Gorgeous Vermont home on 3.5 scenic acres conveniently located two miles from downtown Woodstock. Situated on one of the ...
From $537 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweet Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $186 per night (USD)
VRBO
$UNIQUE\/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!$
From $577 per night (USD)
Expedia
UNIQUE\/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy a historic stay in this former Chester Schoolhouse recently renovated into a massive yet cozy home. Located only 1 ...
From $577 per night (USD)
Expedia
$Ski in\/ski out condo$
From $722 per night (USD)
VRBO
Ski in\/ski out condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Truly ski in and ski out condo at top of A/B quads at Okemo. Updated kitchen and custom furnishings made locally in VT. ...
From $722 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Best Location! Renovated center village Okemo 2 BR - free shuttle outside door!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Come and enjoy the fantastic skiing at Okemo! Our 2-bedroom condo is right on Main St. in the middle of dining and shop ...
From $378 per night (USD)
Expedia
$5 miles to Okemo\/Ludlow, 25 Acre Playground, Great Ski or Summer Rental$
From $290 per night (USD)
VRBO
5 miles to Okemo\/Ludlow, 25 Acre Playground, Great Ski or Summer Rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $290 per night (USD)
VRBO
From $2027 per night (USD)
Expedia
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub by RedAwning
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Stay in a luxurious 6-bedroom 6 1/2 bath ski-in/ski-out home with direct access to the Sidewinder trail. You'll be 200 ...
From $2027 per night (USD)
Expedia
$Great Ski or Summer Rental - 5 miles to Okemo\/Ludlow, 25 Gorgeous Acres$
From $290 per night (USD)
VRBO
Great Ski or Summer Rental - 5 miles to Okemo\/Ludlow, 25 Gorgeous Acres
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Awe-inspiring views and a peaceful vibe come together at The Big Barn Farm to serve up a fabulous vacation for any seaso ...
From $290 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Ski-in, Ski-out 2 Br Condo With View of Ski Lift! by RedAwning
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This 2 bedroom, 2-bathroom ski-in/ski-out single-level unit is located at the summit of the two South Ridge Quad chairl ...
From $272 per night (USD)
Expedia
From $471 per night (USD)
VRBO
2 Br in Kettlebrook- Okemo by RedAwning
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This unit is a 2-bedroom, 2 bathroom mountainside unit in Kettle Brook, and is located a short walk from the Bull Run s ...
From $471 per night (USD)
VRBO
Click For Pricing
Expedia
Bujtin Cabin
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Spend your weekend in Quechee, an area rich with New England history, and plenty year-round activities. It makes for a s ...
Click For Pricing
Expedia
From $280 per night (USD)
VRBO
Village Home with 15 acre backyard on the river
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Comfy family home with south facing views of the state forest and hills across the field and river. This home has a 15 A ...
From $280 per night (USD)
VRBO
From $1019 per night (USD)
Expedia
Work, Ski, Relax - Big Restored 1860s Farmhouse
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Come up solo or bring friends and family to our unique and lovingly renovated estate! Our charming 1860’s farmhouse slee ...
From $1019 per night (USD)
Expedia
$Ski-in\/out mountainside condo with balcony, washer\/dryer & high-speed WiFi$
From $512 per night (USD)
VRBO
Ski-in\/out mountainside condo with balcony, washer\/dryer & high-speed WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Okemo Mountain Lodge B203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $512 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Secluded dog-friendly home amongst the trees with sauna, Wii, & 2 scenic decks
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Plymouth Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)
Expedia
From $476 per night (USD)
VRBO
Blueberry Hill Escape Pet Friendly HotTub Fire pit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to Blueberry Hill Escape - Discover year-round fun from skiing, mountain biking, hiking, leaf peeping, ...
From $476 per night (USD)
VRBO
$Ski-In\/Out Condo with Mountain Views, and Washer\/Dryer$
From $377 per night (USD)
Expedia
Ski-In\/Out Condo with Mountain Views, and Washer\/Dryer
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Okemo Trailside 22DL Shred Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $377 per night (USD)
Expedia
$Okemo Mountain Chalet W\/ Hot Tub and Game Room$
From $441 per night (USD)
VRBO
Okemo Mountain Chalet W\/ Hot Tub and Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
15
Our Contemporary Ski House is less than 4 miles from Okemo Mountain Resort. It is situated on 10 private acres in the S ...
From $441 per night (USD)
VRBO
$\The Arched Chalet\ Stunning Green Mountain views close to Killington and Okemo$
From $489 per night (USD)
Expedia
\"The Arched Chalet\" Stunning Green Mountain views close to Killington and Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to the Arched Chalet, one of the last arched ski homes in the area located on Plymouth Notch ski mountain. The ...
From $489 per night (USD)
Expedia

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