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Houses Proctorsville

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70 houses

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

Proctorsville house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$311

Vermont 1828 Reunion House, sleeps 20, 5 miles to Okemo

Proctorsville house

8 bedrooms / 4 bathrooms / sleeps 20

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$465

Elegant victorian with free wifi, private washer/dryer - Near Okemo

Proctorsville house

5 bedrooms / 3 bathrooms / sleeps 12

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$485

Great rentals within 20 miles that match your search

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$489

Luxury Lakefront Home near Okemo

Ludlow house

3 bedrooms / 4 bathrooms / sleeps 8

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$847

Bromley Farm Ski House

Peru house

6 bedrooms / 5 bathrooms / sleeps 14

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$722

Chase House Inn - Edwin Stanton Room

Cornish house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$188

Plymouth Home w/ Jacuzzi Near Okemo & Killington!

Plymouth house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 15 minutes

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$452

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$311

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms / 3 bathrooms / sleeps 20

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$757

2 mins to Okemo, Shuttle Route and Hot Tub!

Ludlow house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 15 minutes

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$175

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

4 bedrooms / 3 bathrooms / sleeps 14

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$433

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Reading house

4 bedrooms / 1 bathroom / sleeps 8

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$287

Oma"s Kottage

Ludlow house

6 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 17 minutes

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$229

Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

4 bedrooms / 2 bathrooms / sleeps 10

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$317

Vermont Country Lake House

Ludlow house

5 bedrooms / 3 bathrooms / sleeps 14

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$173

Charming VT Farmhouse with awesome mountain views. Children welcome.

Londonderry house

3 bedrooms / 2 bathrooms / sleeps 6

“Wonderful Vacation Home” We stayed at the Humphrey's Farmhouse in august and had a great time. The home is very charming, clean and has just about every ammenity you could ask for. The house is at the top of a hill and the views are incredible, especially while sipping wine in the backyard. My 3 kids had acres of land to run around, catch bugs and explore. We were very surprised how much there was to do, Londonderry is a perfect location with easy access to the main roads and a small town with local stores and restaurants. The Farmer's Market was one of the highlights of our trip and should not be missed. I highly recommend staying at the Humphrey's!

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$203

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$259

Private Rustic Home, 10 Min. to Bromley Mtn!

Landgrove house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$177

Family Ski Home, Mid-Week Specials Available!

Ludlow house

6 bedrooms / 4 bathrooms / sleeps 12

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$376

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

7 bedrooms / 4 bathrooms / sleeps 22

Responds fast! avg. 1 hour 48 minutes

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$575

Luxury 6Br Solitude Village- Indoor Bball Court, Private Tub

Ludlow house

6 bedrooms / 6 bathrooms / sleeps 14

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Price per night from

$2,014

A house with a view: gorgeous home with a spectacular view of the mountains.

Brownsville house

4 bedrooms / 2 bathrooms / sleeps 8

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$213

Responds fast! avg. 2 hours 2 minutes

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Price per night from

$1,379

Private, peaceful home

South Pomfret house

4 bedrooms / 4 bathrooms / sleeps 8

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$804

The "Okemo House" at Clocktower - WALK TO SKI TRAIL! Private Home w/ Hot Tub

Ludlow house

4 bedrooms / 2 bathrooms / sleeps 12

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

Responds fast! avg. 2 hours 2 minutes

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Price per night from

$402

LUXURY, hot tub, private, 6 BR, 3 BA

Killington house

5 bedrooms / 3 bathrooms / sleeps 16

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$776

Luxury Topridge Unit 17B off Bear Mountain in Killington.

Killington house

4 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 32 minutes

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$713

NEW! Home w/ Mtn View & Hot Tub, 6 Mi to Echo Lake

Plymouth house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 14 minutes

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$629

Private Chester Home w/ Deck, Mins to Skiing!

North Springfield house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

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$296

Home w/ Hot Tub & Mtn Views: 5 Mins to Killington!

Killington house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

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$627

NEW! Stylish Killington House - 3 Miles to Skiing!

Killington house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$440

Home near Stratton Mountain, Manchester & Bromley!

Peru house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 14 minutes

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$304

Log Cabin Mins to Suicide Six & Downtown Woodstock

South Pomfret house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

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$259

Ludlow Home - Walk to Okemo Mountain Resort!

Ludlow house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

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$887

Ludlow Home - Under 3 Miles to Okemo Mtn Resort!

Ludlow house

5 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$337

Chester Home w/ Views ~10 Mi to Okemo Mtn Resort!

North Springfield house

4 bedrooms / 3 bathrooms / sleeps 9

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$403

4 Bedroom 100 Yr Old Bungalow

Londonderry house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 52 minutes

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Price per night from

$258

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