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Proctorsville Rentals

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152 Houses

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

Proctorsville house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 9 minutes

Price per night from

$297

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

Proctorsville house

8 bedrooms / 4 bathrooms / sleeps 20

Price per night from

$460

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

Proctorsville house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$480

Great rentals within 20 miles that match your search

Price per night from

$483

☆ SKI ON & OFF! ☆ Luxury Trailside Condo! NEW Steam Shower, Hot Tub, Pool

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

“First Family Ski Trip with the Kids” I have a 4 year old and an 11 month old and neither my wife nor I had been skiing since both kids were born. Our eldest was ready for his first skiing vacation and Killington was a great spot since they have a great ski school and child care for the little one. We booked somewhat late but had another couple that wanted to bring their 4 year old daughter as well, so we found this awesome rental. Unfortunately we didn't really get to use the ski on/off to its fullest potential since we had to drop the kids off at their base each day but it would have been extremely convenient. The condo was the perfect size, wifi was key along with the other amenities. The clubhouse was close and convenient, awesome to be able to take the kids to the pool after a day on the slopes and sit myself in the hot tub while they played. I will definitely be coming back here!

Responds fast! avg. 12 minutes

Price per night from

$195

The I.B. Munson House Inn - All Bedrooms

Wallingford b&b

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$811

The I.B. Munson House Inn - Bedroom 4

Wallingford b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$253

Luxury Lakefront Home near Okemo

Ludlow house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$837

Bromley Farm Ski House

Peru house

6 bedrooms / 5 bathrooms / sleeps 14

Price per night from

$714

The I.B. Munson House Inn - Bedroom 1

Wallingford b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$253

The I.B. Munson House Inn - Bedroom 2

Wallingford b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$253

The I.B. Munson House Inn - Bedroom 3

Wallingford b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$253

Hugging Bear Inn RENT ENTIRE INN

Chester b&b

6 bedrooms / 7 bathrooms / sleeps 18

Price per night from

$1,269

Queen room in peaceful country B&B, open May-Oct.

Mount Holly private room

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$129

Chase House Inn - Edwin Stanton Room

Cornish house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$186

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Peru townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$360

Reading Farms Estate/ Vermont Luxury Rental

Reading villa

15 bedrooms / 12 bathrooms / sleeps 44

Price per night from

$6,382

Cozy Apt Near Killington Ski Area & Sugarbush Farm

Bridgewater apartment

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 20 minutes

Price per night from

$189

Plymouth Home w/ Jacuzzi Near Okemo & Killington!

Plymouth house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 15 minutes

Price per night from

$447

Slopeside Townhome in Bromley Village

Peru townhouse

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$327

Price per night from

$307

Mountain dog-friendly duplex w/ firepit, pellet grill & deck - close to Okemo

Ludlow townhouse

4 bedrooms / 1 bathroom / sleeps 14

Price per night from

$294

Bromley Mtn Condo w/Deck View - Walk to Lift!

Peru condo

4 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 2 hours 30 minutes

Price per night from

$324

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms / 3 bathrooms / sleeps 20

Price per night from

$749

Ski House Between Killington and Okemo

Plymouth condo

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

Price per night from

$256

2 mins to Okemo, Shuttle Route and Hot Tub!

Ludlow house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 15 minutes

Price per night from

$173

Newly Remodeled Townhome

Jamaica townhouse

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$736

Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

Killington apartment

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$739

A Vermont House for All Seasons

Ludlow cottage

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect, just PERFECT” This house is just perfect for my group of 6. Everything is exactly as described. It's clean, warm & cozy, has everything that you need. Owner is very nice & thoughtful as well, you can find little notes throughout the house. Could not have asked for more!

Responds fast! avg. 2 hours 15 minutes

Price per night from

$259

3 Season Cabin - sleeping porch lake trails playground

Mount Holly log cabin

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 2 hours 36 minutes

Price per night from

$103

2 bedroom premium AAA rated condo across from the slopes-2D2

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Price per night from

$224

Perfect Hideaway Cabin - lake, trails, forest, meadows

Mount Holly log cabin

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 36 minutes

Price per night from

$104

2 bedroom premium AAA rated condo across from the slopes-2C4

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Price per night from

$223

South Face Village

Ludlow condo

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$628

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

4 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$428

Responds fast! avg. 1 hour 27 minutes

Price per night from

$257

**Spectacular Green Mtn Natl Forest Retreat **

Manchester log cabin

5 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$427

Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

Ludlow townhouse

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$456

Viewing 38 of 152
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