
House rentals near Okemo Mountain Resort
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Top-rated house rentals near Okemo Mountain Resort
Guests agree: these stays are highly rated for location, cleanliness, and more.

Lovers Honey Pond Treehouse with hot tub & sauna
Guest Favorite VERY romantic abode…The Honey Pond Treehouse is made for you and yours! It’s constructed of all natural materials, has breathtaking views, and is outfitted with absolutely everything you need! Lifted high over a stocked trout pond way up in the birch trees…Enjoy private hot tubbing, sauna time, swimming & hammock time. Skylight was designed for stargazing in bed!! Just minutes to the slopes or enjoy our own groomed trails for Xcountry & snowshoes & nature walks!! High speed WiFi 🐣

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Vermont Mirror House
Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Newly renovated. Minutes to Slopes & Trails
Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
Reilly's Rest is a private home located on its own 6 acres in a prime location to SKI, HIKE, FISH, SWIM, KAYAK, WALK, + RELAX in the Green Mtns! 11/19 New floors-windows-appliances! The home is just 7 miles to Magic, 10-Bromley, 15-Stratton , and under 20 to both Okemo & Manchester. Reilly's Rest provides a peaceful + cozy stay on 6 acres with Mtn. views. Our Vermont contemporary-style home is sure to impress with warm wood interiors and an upstairs with open floor plan and beautiful views!

Family Fun - Arcade, river, firepit
Newly renovated property surrounded by picturesque mountains with views from every bedroom. Relax in our cozy 4 bedroom, 2 bath home, large enough for your whole family to come together. Sleeps 11. Dog friendly. Arcade games and firepit. Large yard. Excellent place to work remotely. Enjoy hiking, fishing, biking, kayaking, skiing & golf nearby. Explore nearby Ludlow, Woodstock, Manchester and Weston. Okemo & Jackson Gore resorts are less than 10 minutes away. Killington Mtn 30 min drive.

The Bluebird Day Chalet 2 bed dtwn Ludlow Village
Cozy heart of Ludlow Village location on the shuttle route (free!) for Okemo & close to Echo Lake that sleeps 6. As downtown as possible! Okemo shuttle stop at The Mill. Quick walk to good eats & drinks (Downtown Grocery, Stemwinder, Main + Mountain, etc.), Shaws, Rite Aid, and The Wine & Cheese Shop (perfect for après ski!). On site parking for 2 cars & free on street parking if needed (no overnight). Wifi & smartTV to stream your favorites while you relax after a long day on the slopes.

Ludlow Village/Okemo Shuttle - Oma K's Kottage
This house comfortably accommodates 8 people and boasts a large modern kitchen, additional dining area, cozy living room and attached garage. Walking distance to pubs, restaurants and shopping. Conveniently located in Ludlow Village, Oma K's Kottage offers premier winter skiing at Okemo Mountain Resort and access to nearby lakes and river water sports in summer. Whether it’s hiking, cycling, golf or fly-fishing, this ideal location has something for everyone. Come stay and play at Oma K’s.

Midcentury Hillside Retreat - Summer Paradise
Enjoy this peaceful retreat in the heart of the Green Mtns and surrounded by 130+ acres of private woodland. Dramatic field stone fireplace and spectacular panoramic views of Mt Ascutney into New Hampshire from the entire living space. Large chef's kitchen. Private master suite and two guest bedrooms. The perfect get-away for relaxing with family and friends. Exceptional hiking, biking and Connecticut River adventures. Near GMHA and Woodstock. Great restaurants, fun village shopping nearby.

OKEMO GETAWAY Hot Tub & Fire Pit WALK TO TRAILS!
Please note: NO SATURDAY CHECKOUTS/INS during Winter season which runs November through April - any other day ok the week is OK :) Saturday check-ins during spring/summer OK with prior approval from host. 5 bedrooms, hot tub and outdoor fire pit, fireplace, loft, sleeps 14, 3 full baths, two living rooms, this Okemo Mountain home is the perfect Vermont getaway within walking distance of the slopes. Our home is nestled in the woods and is the perfect spot to relax, have fun, and enjoy life!

Stunning Okemo Views - 3BD 3BA on 10 Private Acres
Recently constructed on ten private acres with captivating views of Okemo. Three BR, three full bath, air conditioned modern chalet, just 1.5 miles from downtown and 3 miles from Okemo’s base areas. Epic views of Okemo and surrounding mountains from every room. Cozy around the fireplace in the living room or enjoy smores outside by the firepit, or unwind on the deck. Lower level has second living room great for kids with large TV, comfy couches, Pac Man arcade, foosball and board games.

Ski Chalet with Hot Tub on Okemo Mountain
Newly renovated in fall 2023, this 3-level, 1700+ sq. ft. ski chalet is just a 4 min drive to Okemo Mountain Resort and town, with Jackson Gore only 6 min away. Floor-to-ceiling windows showcase stunning 180-degree views of the wooded backyard, creating a peaceful mountain retreat. Cozy up by the fireplace or soak in the Jacuzzi hot tub for ultimate relaxation. Whether you're here for skiing, hiking, or a quiet escape, this private oasis offers the perfect blend of comfort and convenience.
Popular amenities for house rentals near Okemo Mountain Resort
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Magical Farm Getaway - a must visit!

Steps to Golf and Mountain Biking

CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

The Brick House on Washington Street

Classic VT Ski Chalet - Walkable to Okemo Ski Lift
Weekly house rentals

Ludlow Lake & Ski Cottage - Adventure Awaits!

Ski-In/Ski-Out Hike Okemo Condo Solitude Village

The Looking Glass, a modernistic escape

Scandinavian Serenity Close to Okemo

Meadow View. 35 acres outside your door!

Stylish AFrame w/ Lake Rescue Access

Stunning mid-century house on 2.5 private acres

The Evergreen Chal-A
Private house rentals

Modern cabin close to all mountains

Luxury VT Retreat. Breathtaking Views & Sunsets

Idyllic 5-BR Chalet 1-min to Okemo

Stunning 3 br Timber Frame ski retreat on 6 Acres

Charming cottage on country road

Valhalla

Cozy Chalet at Okemo Base

Private, Large 4BR home | Pet friendly | 10 Acres
Pet-friendly house rentals

Charming pet-friendly retreat in the Vermont woods

Updated 6BR Home 4 min to Okemo w fenced in yard!

Highland Haus: stunning ski getaway with hot tub

Ludlow Village Victorian with prime location

The Post Haus: one-of-a-kind modern VT experience

Okemo Mountain View!

Modern 3-bedroom A-frame in Londonderry w/ Pond

12 Mins From Okemo. River Retreat-Private beaches.
Quick stats about house rentals near Okemo Mountain Resort

Total vacation rentals
Explore 70 vacation rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 1,620 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Okemo Mountain Resort vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Okemo Mountain Resort rentals

4.8 Average rating
Okemo Mountain Resort stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Family-friendly rentals Okemo Mountain Resort
- Rentals with a kayak Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Ski-in/ski-out rentals Okemo Mountain Resort
- Condo rentals Okemo Mountain Resort
- Rentals with a hot tub Okemo Mountain Resort
- Rentals with outdoor seating Okemo Mountain Resort
- Rentals with pools Okemo Mountain Resort
- Rentals with a washer and dryer Okemo Mountain Resort
- Rentals with a patio Okemo Mountain Resort
- Apartment rentals Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
- Rentals with a fire pit Okemo Mountain Resort
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