Ludlow Rentals
From $589 per night (USD)VRBO
Beautiful Vermont Retreat House near Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
St. Joseph's Dwelling Place provides clean, comfortable lodging for up to six guests in choice of king or twin bedded gu ...
From $589 per night (USD)VRBO
From $499 per night (USD)VRBO
2025-26 Seasonal Rental Available: Completely Remodeled 2024 Ski in-out Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Inquire for Seasonal Rental information. Okemo Trailside 23D, Lower Level Why drive to the lifts when you don’t have to? ...
From $499 per night (USD)VRBO
From $828 per night (USD)VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Discover our cozy ski home steps from the Sachem Trail. There are 2 bedrooms each with a queen bed plus a large loft wi ...
From $828 per night (USD)VRBO
From $1714 per night (USD)VRBO
New rates! Okemo -Ideal for Families, Ski On/Off, ALL winter. Winterplace 3 bdrm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Fantastic access!! Lose no time, step into your skis at our patio. Hit the slopes in 1 minute! If the weather tur ...
From $1714 per night (USD)VRBO
From $523 per night (USD)VRBO
Stunning Okemo Views - 3BR 3BA - 6 Mins to Lifts on 10 Private Acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Recently constructed 3 bedroom / 3 bath home on ten acres, private road, under five minute drive to downtown and 3 miles ...
From $523 per night (USD)VRBO
From $239 per night (USD)VRBO
Winterplace - Steps away from Slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling ...
From $239 per night (USD)VRBO
From $640 per night (USD)VRBO
Lake Rescue LAKEFRONT! Private Home. 2.6 miles from Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relish your vacation on Lake Rescue in this new 3BR/3Ba home, with bonus Bunk Room. Private 77ft frontage and dock. La ...
From $640 per night (USD)VRBO
From $921 per night (USD)Expedia
Relax, dine, hike, or ski! Year-round family fun @ Okemo / Green Mountains
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax at a 5-star private family residence: immaculate, bright, spacious and serene. Create joyous memories with y ...
From $921 per night (USD)Expedia
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 $2012 per night (USD)Expedia
Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub by RedAwning
- Bedrooms:
- 6
- Bathrooms:
- 5
- 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 $2012 per night (USD)Expedia
From $275 per night (USD)VRBO
Ski-in, Ski-out 2 Br Condo With View of Ski Lift! by RedAwning
- Bedrooms:
- 2
- Bathrooms:
- 1
- 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 $275 per night (USD)VRBO
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2 Br in Kettlebrook- Okemo
- 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 ...
Click For PricingExpedia
From $838 per night (USD)VRBO
Summer fun on the lake - great for 2 families or 3 couples - newly remodeled
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Winter 2024-25 is NOT available We are accepting Summer Season 2025 Rentals as per our availability on our calendar sum ...
From $838 per night (USD)VRBO
From $1049 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 $1049 per night (USD)VRBO
From $956 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 $956 per night (USD)VRBO
From $298 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 $298 per night (USD)Expedia
From $552 per night (USD)VRBO
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 $552 per night (USD)VRBO
From $422 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 $422 per night (USD)VRBO
From $868 per night (USD)VRBO
Great mountain house with a beautiful view of Okemo Trails
- Bedrooms:
- 2
- 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 $868 per night (USD)VRBO
From $354 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 $354 per night (USD)Expedia
From $271 per night (USD)VRBO
Idyllic Lakefront House Suited Two Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The Lake House - One of Ludlow's Most Picturesque Rentals This comfortable and convenient, 3 bedroom, 3 bath lakefront ...
From $271 per night (USD)VRBO
From $363 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 $363 per night (USD)Expedia
From $599 per night (USD)VRBO
Adorable, cozy lakeside cottage 5-min from Okemo
- Bedrooms:
- 0
- Bathrooms:
- 3
- Sleeps:
- 8
The Hemlocks is a darling, cozy cottage right on wonderful, serene Lake Rescue, and imbues old-world cottage charm, is s ...
From $599 per night (USD)VRBO
From $585 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 $585 per night (USD)VRBO
From $1079 per night (USD)VRBO
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 $1079 per night (USD)VRBO
From $432 per night (USD)Expedia
The Stoma Ranch 10 minutes away from Lake Rescue
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Monthly discounts available Great family house located on 16 private acres but only 2 miles from town. Night star gaz ...
From $432 per night (USD)Expedia
Click For PricingVRBO
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 PricingVRBO
From $572 per night (USD)VRBO
Ski House with Lake Living - Little Chief's Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Our warm & spacious SKI and LAKE house has 5 bedrooms & 3 full baths and is only 3.5 miles from the base of Okemo Ski Re ...
From $572 per night (USD)VRBO
From $495 per night (USD)VRBO
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)VRBO
From $211 per night (USD)VRBO
Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $211 per night (USD)VRBO
From $1088 per night (USD)VRBO
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A/C
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
A wonderful SKI and LAKE home with sandy bottom lake access and dock on LAKE RESCUE is the perfect place to call home du ...
From $1088 per night (USD)VRBO
From $427 per night (USD)VRBO
The Okemo Love Lounge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Inspiring playful creativity, heartfelt joy and long warm cuddles, The Okemo Love Lounge is a luxuriously curated, roma ...
From $427 per night (USD)VRBO
From $504 per night (USD)VRBO
Condo with a shared seasonal pool & tennis courts - walk to ski trails!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Quaint 1bedroom,1 bath short walk to the Okemo Sachem trail, convenient private parking right outside of front entranc ...
From $504 per night (USD)VRBO
From $478 per night (USD)Expedia
Hillside Haven Victorian! Hot Tub Firepit 5m-Okemo
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A @Vermont_Escapes property - Escape to Vermont with us! Looking for the perfect blend of rustic charm and modern amen ...
From $478 per night (USD)Expedia
From $349 per night (USD)VRBO
Oma Kieferts Kottage
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Upon arrival at our charming home you will not need to drive again. The Kottage is located conveniently in the Village o ...
From $349 per night (USD)VRBO
From $333 per night (USD)Expedia
Ski-in/ski-out with the views! Solitude Village O 203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located at the top of Okemo Mountain in Solitude Village this condo has all the views! This true ski-in/ski-out 2 bedroo ...
From $333 per night (USD)Expedia
From $393 per night (USD)VRBO
Pet Friendly Timber Frame Home in a True Vermont Setting, Deck with New Hot Tub,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
“Tuckered Out” 2,950 sq ft | Quiet Location | Spacious Yard | 5 Miles to Okemo This unique and modern timber frame hom ...
From $393 per night (USD)VRBO
From $314 per night (USD)Expedia
Modern & Updated Winterplace 3Br- Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 12
**** New protocols include the following: This beautiful mountainside, located a short walk from the t ...
From $314 per night (USD)Expedia
From $306 per night (USD)VRBO
2Br Solitude -Ski-in, Ski-out Access to Promenade Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This 2BR, 2BA unit sleeps 7, with a queen bed in master bedroom, a twin over double bunk bed in guest bedroom, plus a q ...
From $306 per night (USD)VRBO
From $201 per night (USD)Expedia
1Br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
B303 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building B in the Mountain Lodge. This unit s ...
From $201 per night (USD)Expedia
From $192 per night (USD)VRBO
1Br Ski-in, Ski-Out at Okemo Mountain Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1 bedroom/ 1 bath non air-conditioned unit is located on the 1st floor of C building in the Mountain Lodge at Okem ...
From $192 per night (USD)VRBO
From $202 per night (USD)Expedia
Mountain Lodge at Okemo-1Br Fireplace & Updated Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
C305 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building C in the Mountain Lodge. This unit s ...
From $202 per night (USD)Expedia
From $202 per night (USD)VRBO
Mountain Lodge at Okemo-1Br Newly Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 1 bedroom/ 1 bath non air-conditioned unit is located on the 1st floor of A building in the Mountain Lodge at Okem ...
From $202 per night (USD)VRBO
From $769 per night (USD)Expedia
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful new mountain home steps to Okemo Clock Tower and The Loft Tavern. This newly renovated mountain home has ever ...
From $769 per night (USD)Expedia
From $268 per night (USD)VRBO
Pamper Yourself at Jackson Gore
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This plush two room suite is steps from skiing, riding, snow-tubing, skating and more. Pull your car into our under cove ...
From $268 per night (USD)VRBO
From $272 per night (USD)VRBO
Beautiful Ludlow Mill Condo W/ Free Shuttle To Okemo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Come and experience our piece (peace!) of heaven near Okemo Mountain in a Mill condo right in the heart of Ludlow Villag ...
From $272 per night (USD)VRBO
From $1106 per night (USD)VRBO
Gorgeous Slopeside Winterplace/Okemo Vail Resorts Available Feb holiday/March!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Renovated, Winterplace at Okemo Vail Resorts Slope Side: This Top Floor, End Unit, Front Line Winterplace condo fe ...
From $1106 per night (USD)VRBO
From $532 per night (USD)Expedia
Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Kettle Brook is scenic ski in/out complex between the Bull Run and Kettle Brook trails on Okemo Mountain. Direct ski a ...
From $532 per night (USD)Expedia
From $1122 per night (USD)VRBO
Ski house. Okemo Ludlow Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Large timber frame family style ski home with a spectacular veiw of the mountain Professional kitchen,Games, Hot Tub, s ...
From $1122 per night (USD)VRBO
From $622 per night (USD)Expedia
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Located in Ludlow, this professionally decorated home, with over 3000 Sq ft of living space, includes 4 bedrooms and 4 b ...
From $622 per night (USD)Expedia
From $452 per night (USD)VRBO
Ludlow-Historic Charm, Lake Rescue, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Built in 1900, our charming farmhouse is the ideal location for ALL seasonal pursuits in Southern Vermont with Lake Resc ...
From $452 per night (USD)VRBO
From $1606 per night (USD)VRBO
Ski In Ski Out Renovated Trailside Condo on Sachem Trail @ Okemo Resort
- 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 $1606 per night (USD)VRBO
From $1130 per night (USD)VRBO
Charming Ski Chalet Minutes From Okemo Mountain!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Less than 3 miles to Okemo mountain. It is a 4-5 minute drive, we clocked it! Located in the South Hills neighborhood ...
From $1130 per night (USD)VRBO
From $179 per night (USD)Expedia
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Okemo Mountain Lodge B305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $179 per night (USD)Expedia
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 $349 per night (USD)VRBO
Renovated & immaculate. 1 block to town, 2 floors. Great monthly rates!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked away on a quiet in town street, this apartment has all the warmth for a family or small group to fuel a great mo ...
From $349 per night (USD)VRBO
From $336 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 $336 per night (USD)VRBO
From $153 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 $153 per night (USD)VRBO
From $441 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 $441 per night (USD)VRBO
From $374 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 $374 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 $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 $163 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 $163 per night (USD)VRBO
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 $1304 per night (USD)Expedia
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)Expedia
From $865 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 $865 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 $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 $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 $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 $304 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 $304 per night (USD)VRBO
From $323 per night (USD)VRBO
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 $323 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 $264 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 $264 per night (USD)VRBO
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 $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 $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 $402 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 $402 per night (USD)VRBO
From $381 per night (USD)Expedia
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)Expedia
From $312 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 $312 per night (USD)VRBO
From $169 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 $169 per night (USD)VRBO
From $157 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 $157 per night (USD)VRBO
From $140 per night (USD)Expedia
Efficient condo near slopes with kitchenette & great location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ludlow Lax Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $140 per night (USD)Expedia
From $467 per night (USD)VRBO
Okemo Mountain Retreat: 3BR Ski-in/Ski-Out Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Experience the ultimate ski-in/ski-out getaway at our 3 BR modern mountain retreat. This Kettlebrook condo is j ...
From $467 per night (USD)VRBO
From $1103 per night (USD)Expedia
Scenic 7-BR Luxury Estate 7-Min to Okemo
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 13
Summary: Take in breath-taking views of Okemo perched on 47 private acres in the hills above Ludlow without sacrificing ...
From $1103 per night (USD)Expedia
From $997 per night (USD)VRBO
Walk to Ski Trails: Ludlow Home on Okemo Mountain!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dog Friendly w/ Fee | Walk to Ski Trails | Mountain Views | Fireplace Ensure your ski trip goes off without a hitch at ...
From $997 per night (USD)VRBO
From $264 per night (USD)Expedia
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Luxury one bedroom condo with kitchen and living room at Jackson Gore on Okemo Mountain Resort. STEPS TO THE OKEMO SKI ...
From $264 per night (USD)Expedia
From $199 per night (USD)VRBO
Okemo | Spacious Executive Room w Amenities Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unwind in a picturesque studio condo that offers a seamless blend of convenience and elegance, providing an idyllic retr ...
From $199 per night (USD)VRBO
From $249 per night (USD)Expedia
Okemo | Charming Room & Amenities Nearby | Pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a charming room for 4, where convenience meets beauty to create the ultimate getaway. Indulge in the nearby am ...
From $249 per night (USD)Expedia
From $458 per night (USD)VRBO
Charming Okemo Home: Hot Tub, Fireplace, Sleeps 9
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Summary: Experience Ludlow's enchanting charm at this inviting home! Unwind in the private hot tub, gather by the wood-b ...
From $458 per night (USD)VRBO
From $156 per night (USD)Expedia
Updated Main St Condo in downtown Ludlow!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
First floor unit located on Main St. Easily take a stroll through the town. Short walk to restaurants and shops. On Okem ...
From $156 per night (USD)Expedia
From $191 per night (USD)VRBO
Main St Studio - Newly Updated!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy easy access to everything from this perfectly located home base, right on Main St. Take a stroll through the town ...
From $191 per night (USD)VRBO
Click For PricingExpedia
5br/ 2bath Family Vacation Home, Shuttle at door+short walk to Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
This home has 5 bedrooms plus a den that has a futon. The home sleeps 13 to 15 persons very comfortably. The home is loc ...
Click For PricingExpedia
From $299 per night (USD)VRBO
Beautiful ski in-ski out condo at Okemo Mountain
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A true ski in/ski out condo located at the base of the beautiful Okemo Mountain! Within steps of the chalet and near the ...
From $299 per night (USD)VRBO
From $2042 per night (USD)VRBO
Perfect 6 BR Mountain House on Okemo across from Suncatcher lift
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Our 6 BR / 4.5 home is ideal for multi-generational families or multiple families - can sleep 22. House is on Okemo Moun ...
From $2042 per night (USD)VRBO
From $354 per night (USD)VRBO
3-story dog-friendly home with private hot tub, firepit, grill, wood stove, EVC
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $354 per night (USD)VRBO
From $413 per night (USD)Expedia
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
The Bear Den - Solitude Village J202 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $413 per night (USD)Expedia