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

Luxury Condo Tucked in the Heart of Killington

Epic Views of the Green Mountains

Ranch at Mendon Mt Orchards

SugarBear- Pool, AC, Sauna, Gym, Tennis!

The Pinnacle Spa & Retreat

The Vista - 180º Mt. views w/Pool 12min to Stowe

Charming Sugarbush Standalone Condo

Swimmable pond, hot tub, sauna!
Weekly house rentals

Cozy Lake Cottage

The 1919 Mountain Farmhouse (Hot Tub coming July!)

The Gambrel Mountain Retreat at Twin Ponds

Waterfall Oasis with Large Deck

Charming and Centrally Located Waitsfield Home.

Sunset facing valley view home - Waterbury Stowe

Villa Rustica Farmhouse with an amazing view!

A Rare Stay
Private house rentals

Top of the Hill Modern Retreat

Charming Farmhouse near Maple Corners

Secluded, Magical Paradise with Hot Tub

Mountain Therapy

Cozy net zero apartment

On the River Aframe. Cozy River Lake & Mtn Retreat

Mountain Oasis/10 Mins to Stowe/Hiking/HotTub

Mountain hideaway w/ private waterfall & sugarbush
Quick stats about house rentals in Middlesex
Total rentals
70 properties
Nightly prices starting at
₹5,230 before taxes and fees
Total number of reviews
5.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
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- East River Holiday rentals
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- The Hamptons Holiday rentals
- Mount Pocono Holiday rentals
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- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Family-friendly rentals Middlesex
- Rentals with a fireplace Middlesex
- Flat rentals Middlesex
- Rentals with a firepit Middlesex
- Rentals with outdoor seating Middlesex
- Rentals with a patio Middlesex
- Pet-friendly rentals Middlesex
- Rentals with a washing machine and dryer Middlesex
- Family-friendly rentals Middlesex
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- Sugarbush Resort
- Pico Mountain Ski Resort
- Jay Peak Resort Golf Course
- Killington Adventure Center
- Bolton Valley Resort
- Smugglers' Notch Resort
- Northeast Slopes Ski Tow
- Lincoln Peak Vineyard
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Vermont National Country Club
- Montshire Museum of Science
- Jay Peak Resort
- Burlington Country Club
- Leahy Center for Lake Champlain
- Pump House Indoor Waterpark
- Dartmouth Skiway
- Cannon Mountain Ski Resort
- Cochran's Ski Area
- Spruce Peak
- Mt. Eustis Ski Hill
- Lucky Bugger Vineyard & Winery
- Fort Ticonderoga
- Ethan Allen Homestead Museum