
House vacation rentals in Middlebury
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Top-rated house rentals in Middlebury
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury house rentals
House rentals with a pool

Spacious Retreat mins to Lake George pool&hot tub

Ranch at Mendon Mt Orchards

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

Charming Sugarbush Standalone Condo

2 Bedroom House part of duplex in the Village

Hse Nr Lk George + Saratoga Tace Trck w/ Hot Tub + Pool

Cool Pool, a Private Oasis

Cozy Studio Spruce Peak Lodge Ski in Ski Out | 319
Weekly house rentals

25 Rocky Ridge Road: Ski Home for Groups. Hot Tub.

Near Killington, 7p Hot tub, Mtn. views, Spacious!

Beautiful guesthouse -perfect for long stays

Panoramic Mountain Views. Quiet, Private & Clean.

Spacious Winooski Oasis, close to downtown!

Spring/Summer Fun Treasures Waiting

Sunset Bay: Amazing waterfront w/ dock on 5 acres!

Lake Champlain Colonial
Private house rentals

Spruce Hollow Hideaway “Hot Tub”

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

Private Adirondack Chalet Game Room and Bar/Lounge

Bluebird Cottage - Three Min to Sugarbush Resort

FULL HOUSE w/HOT TUB - Waitsfield Common

Morrisville's Cottage Style Coziness

Lovely private house in the mountains

Peaceful setting with Mountain Views
Quick stats about house rentals in Middlebury
Total rentals
30 properties
Nightly prices starting at
G$14,643 GYD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Destinations to explore
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- Okemo Mountain Resort
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Gore Mountain
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Whiteface Mountain Ski Resort
- Cochran's Ski Area
- Northeast Slopes Ski Tow
- Fort Ticonderoga
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Lucky Bugger Vineyard & Winery
- Fox Run Golf Club
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Leahy Center for Lake Champlain
- Burlington Country Club
- Vermont National Country Club
- Lincoln Peak Vineyard
- Montshire Museum of Science