Middlebury Vacation Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
48 rentals in Middlebury.
Walk to the College or Town
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Cottage within walking distance of Middlebury College/canoe available
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Downtown Middlebury 3 Bedroom Home - Walk Everywhere!
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
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River House in the Heart of Middlebury
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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Middlebury VT - gorgeous home
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
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Middlebury Home with Sunset views!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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River House in the Heart of Middlebury
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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Downtown Middlebury 3 Bedroom Home - Walk Everywhere!
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 9
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Middlebury, VT Newly renovated four bedroom Luxury Home (sleeps 8)
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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In the heart of town, a modern farmhouse
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Sun-filled, quiet country home on 27 acres with mountain views
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
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Beautiful 4-Bedroom Home beside Middlebury College
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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CHIC DOWNTOWN COTTAGE ★UBER WALKABLE ★FAST Wifi ★ HOT TUB ★PET FRIENDLY
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Classic Vermont Cabin on 2.5 acres Lake Frontage
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Custom Home in Cornwall - 5 Minutes to Middlebury College
Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Near River - Campfires! Hot Tub, Game Rm, Views Pets welcome
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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2 Bdrm on Lake Dunmore, linens, Views, Beach, Marina, Pub, Store. Pet friendly
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Guest Barn Cornwall, VT near Middlebury College
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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360° mountain views from organic apple orchard near Middlebury, Vermont
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Romantic 1-Bdrm on Lake Dunmore, Views, Linens, Beach, Marina, Pub, Sleeps 4
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Doc's Lake house 1st floor 2 bedroom apartment
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Peaceful House ~ Mountain Views ~ Mins To Middlebury, Flex Cancellation Policy
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Large And Luxurious Farmhouse - Close To Town And College!
Rental Home
4 bedrooms
5 bathrooms
Sleeps 13
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Private Green Mountain get-away with pond in Ripton*
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Family Friendly Vacation Lakehouse! Enjoy Our Waterfront, And Local Attraction!
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
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Cottage * Waterhouses
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Lake Front Cottage with great beach and swimming. Afternoon sun, great sunsets.
Rental Home
3 bedrooms
1 bathroom
Sleeps 8
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Keewaydin Suite * Waterhouses
Rental Home
3 bedrooms
1 bathroom
Sleeps 7
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1888 3 story Farmhouse w/ great views 15 min. from Midd campus
Rental Home
5 bedrooms
3 bathrooms
Sleeps 11
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SECLUDED MODERN RUSTIC
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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River Stone Lodge MTN Views, River, Hiking, Hot Tub, WIFI, Campfires, 4 bedrooms
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
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Cozy cottage with views of Lake Dunmore and mountains
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Peaceful riverfront elegance
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Inviting timber frame cabin in Vermont's Green Mountains
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Cozy and pristine timberframe cabin
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Relax at our Cottage on Lake Dunmore/Middlebury
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Family friendly getaway on Lake Dunmore
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming cabin overlooking Lake Dunmore with stunning views of the Green Mts.
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy One Story Home Surrounded by Mountain Views, Trees near Middlebury College
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful brand new 1-bedroom apt with gorgeous views
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful 1805 renovated farmhouse
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Family-Friendly Renovated Farmhouse near Middlebury College
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming cottage overlooking Lake Dunmore
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable cabin with screened porch and private fire pit
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Immaculate mountain cabin with awe inspiring sunrise and mountain views
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Showing results 1-48 of 48
Frequently Asked Questions about Middlebury
- Yes, here are some popular vacation rentals in Middlebury that have a pool:
- Downtown Middlebury 3 Bedroom Home - Walk Everywhere!
- Middlebury VT - gorgeous home
- Downtown Middlebury 3 Bedroom Home - Walk Everywhere!
- Yes, here are some popular vacation rentals in Middlebury that have internet access:
- Middlebury VT - gorgeous home
- Downtown Middlebury 3 Bedroom Home - Walk Everywhere!
- In the heart of town, a modern farmhouse
- Some of the most popular kid friendly rentals in Middlebury are:
- Downtown Middlebury 3 Bedroom Home - Walk Everywhere!
- Middlebury VT - gorgeous home
- Downtown Middlebury 3 Bedroom Home - Walk Everywhere!