
Holiday rentals in Middlesex
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Top-rated holiday rentals in Middlesex
Guests agree: these stays are highly rated for location, cleanliness and more.
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Popular amenities for Middlesex holiday rentals
Other great holiday rentals in Middlesex
Guest favourite

Treehouse in Waterbury
4.91 out of 5 average rating, 65 reviewsThe Roost - Recharge & Relax
Guest favourite

Home in Waterbury Center
4.86 out of 5 average rating, 50 reviewsHuge Waterbury home near Stowe with views/sauna
Guest favourite

Guest suite in Montpelier
4.92 out of 5 average rating, 75 reviewsFarmhouse Sunset Studio at Anderbell Acres
Top guest favourite

Home in Waterbury Village Historic District
4.95 out of 5 average rating, 41 reviewsWaterfall Oasis with Large Deck
Top guest favourite

Flat in Waterbury
5 out of 5 average rating, 26 reviews"Stowebury" Apartment
Guest favourite

Guest suite in Middlesex
4.98 out of 5 average rating, 326 reviewsMorningstar Meadow - your home in Vermont
Superhost

Flat in Montpelier
4.97 out of 5 average rating, 73 reviewsStylish Montpelier 2BR Apt. Walk to town
Top guest favourite

Guest house in Montpelier
5 out of 5 average rating, 60 reviewsTreetop Retreat
Quick stats about holiday rentals in Middlesex
Total rentals
150 properties
Nightly prices starting at
₹3,433 before taxes and fees
Total number of reviews
13K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Destinations to explore
- Island of Montreal Holiday rentals
- Burlington Holiday rentals
- Pocono Mountains Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Rentals with a fireplace Middlesex
- Rentals with a firepit Middlesex
- Pet-friendly rentals Middlesex
- Rentals with a washing machine and dryer Middlesex
- Family-friendly rentals Middlesex
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- Flat rentals Middlesex
- Rentals with outdoor seating Middlesex
- Rentals with a patio Middlesex
- House rentals Middlesex
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- Sugarbush Resort
- Smugglers' Notch Resort
- Jay Peak Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Fort Ticonderoga
- Cannon Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Autumn Mountain Winery
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Mt. Eustis Ski Hill
- Ethan Allen Homestead Museum
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Cozy Cottages & Otter Valley Winery
- Lucky Bugger Vineyard & Winery
- Burlington Country Club
- Lincoln Peak Vineyard
- Killington Adventure Center