
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.

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!

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.

Modern Cabin with Hot Tub & EV Charging Station
Welcome to the Tea House - a retreat in the woods of Vermont. Set on nearly 5 acres, the location is private and peaceful without feeling remote. Just minutes to skiing at Stratton Mountain, Bromley and Magic. A short drive to Manchester with shops and restaurants. Relax and unwind in a cozy, modern space that lends itself to mindful living. Vinyl records, good books, stargazing from the hot tub. Your Vermont adventure awaits. - Private Hot Tub Open All Year - EV Charging Station - AC/Heat

Beautiful Manchester VT Mountain Retreat w/hot tub
"Manchester Woods" A Beautiful VT Mountain Retreat just minutes from Manchester, Bromley, Stratton, and Magic Mountains. With 3 Queen bedrooms, 3 spacious gathering rooms and 3 full baths (each on it's own level), complete w/hot tub and fire pit! Our home is extremely comfortable for large groups & multi-generational families to enjoy together. The master bedroom, kitchen, dining, and living rooms are all accessible from ground floor entry. Steps away from the best hiking in Southern VT!

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.

Stylish Vermont Cabin | Views · Trails · Luxe
There is something about spring and summer here that stops you mid-sentence. Watch the hills come back to life from the covered deck, coffee in hand, as green rolls up the valley and wildflowers take over the fields. Hike or bike to a trailhead five minutes from the front door. Gather around the fire pit to remind yourself how dark and wide the sky can be. The Red House sits within easy reach of some of the best restaurants in New England and patiently awaits the discerning traveler.

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Meadow View. 35 acres outside your door!
Meadow View - pet friendly home away from home. 35 acres- including 2 trout ponds and 25 acres of wooded trails (perfect for hiking, cross country skiing/snow shoeing!). Featuring a newly remodeled kitchen and bathroom. Minutes from Mt. Ascutney (trails galore, rope tow in the winter). The unit is perfect spot for couples craving time in rural Vermont or for families/outdoor enthusiasts who want to go mountain biking, skiing, hiking. (Okemo 30 min Killington 45 min)

Mt Ascutney Retreat Near Okemo | 3BR w/ Fireplace
Peaceful 3BR Vermont Estate Near Woodstock & Mt. Ascutney Escape to our serene Vermont retreat on 7 private acres. Just 5 minutes from Mt. Ascutney trails and 15 minutes from Green Mountain Horse Association. Perfect for families, riders, and nature lovers, our modern country home blends comfort with classic Vermont charm. Whether you’re planning a quiet couples’ retreat or a family getaway full of Vermont adventure, you’ll find space, serenity, and style here.

Cozy Modern Sugar House with spectacular views.
This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Stunning mid-century house on 2.5 private acres
Stay at our relaxing, mid-century retreat! The house was built in the 60s but has modern amenities. A 4-wheel-drive vehicle is recommended. Our house is conveniently located 7 miles from Stratton and 12 miles from the outlets/restaurants in Manchester. Floor to ceiling windows provide a stunning view of the property. Please note, the house has a non-working fireplace.
Popular amenities for house rentals near Okemo Mountain Resort
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Trail Creek - ski home!

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

Ranch at Mendon Mt Orchards

Adams Farm-"The Little Farmhouse"

SugarBear- Pool, Hot Tub, 2 En Suites BR

The Brick House on Washington Street

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

Charming Vermont Schoolhouse

Ludlow Lake & Ski Cottage - Adventure Awaits!

All-Season 3BR Near Okemo: Ski & Summer Fun Spot!

Ludlow Village Victorian with prime location

Paradise on Pleasant Street with Hot Tub @ Okemo

The Looking Glass, a modernistic escape

Luxury Home on 23 Acres-Views of Okemo

Mountain views - hot tub, games, mins to Okemo
Private house rentals

Charming pet-friendly retreat in the woods

Highland Haus: stunning ski getaway with hot tub

Luxury VT Retreat. Breathtaking Views & Sunsets

Stunning 3 br Timber Frame ski retreat on 6 Acres

Cozy Ski Retreat Ludlow Village 3 Minutes to Okemo

All-Season Lake Pauline Retreat | 2 mi to Okemo

Private, Large 4BR home | Pet friendly | 10 Acres

Ludlow Retreat-Hot Tub, Sauna & Game Room
Pet-friendly house rentals

The Vermont Farmhouse|Hiking+Dog Trails+Village

MOUNTAIN NEST, views, Manchester, hot tub,

Comfortable farmhouse with stunning views

The Grafton Chateau

Mountain View Getaway

Game Room, King Bed, Ski Okemo, Pets, 4+ Parking

VT Cabin sitting above the West River and Village

Ludlow Village/Okemo Shuttle - Oma K's Kottage
Quick stats about house rentals near Okemo Mountain Resort

Total holiday rentals
Explore 70 holiday rentals in Okemo Mountain Resort

Nightly prices starting at
Okemo Mountain Resort holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Okemo Mountain Resort holiday rentals include wifi 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
- Flat rentals Okemo Mountain Resort
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- Rentals with a kayak Okemo Mountain Resort
- Rentals with a hot tub Okemo Mountain Resort
- Rentals with outdoor seating Okemo Mountain Resort
- Rentals with a washing machine and dryer Okemo Mountain Resort
- Pet-friendly rentals Okemo Mountain Resort
- Rentals with a firepit Okemo Mountain Resort
- Fitness-friendly rentals Okemo Mountain Resort
- Rentals with pools Okemo Mountain Resort
- Rentals with a patio Okemo Mountain Resort
- Family-friendly rentals Okemo Mountain Resort
- Rentals with a sauna Okemo Mountain Resort
- Ski-in/ski-out rentals Okemo Mountain Resort
- Rentals with a fireplace Okemo Mountain Resort
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