Middlesex Holiday Rentals
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Distance from
5 mi
47 rentals in Middlesex.
Close to 4 ski areas
Holiday Rental House
1 bedroom
0 bathrooms
Sleeps 8
Match: Sleeps
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The perfect family getaway with stunning views, large deck and hot tub
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Dog-friendly home with panoramic mountain views, grill, deck, & pool table
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Cozy house in the woods, riverfront, trail, fireplace, wifi, w/d, bbq, balcony
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 20 miles of Middlesex match all your filters:
Great 2 bedroom apartment in Downtown Waterbury
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Modern Farmhouse Loft in downtown Waterbury
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Meadows Mountains and more
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Elegant & renewed mountain-view home with private hot tub, large deck & backyard
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Country House Apartment
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Brand New, Modern, Cozy Mountain Guest Suite
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Artful Lodging Mountain-view Studio+1 Bedrm Apt in Historic Home, Montpelier VT
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Hunting or Ski Mountain Cabin
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Cheerful, old gold in the center of Waterbury historic district
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy hilltop cottage w free EV charger near downtown, Hubbard Park & ski resorts
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Crossett Hill Lodge: Loft
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The Terraces: Pristine Forest Setting, Between the Resorts
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Large, Comfortable, Retro 1970s Hillside Chalet
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Bright 3 bed 2 bath home!
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Montpelier 3 bedroom house located on Terrace St a 5 min walk to downtown.
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Peaceful Vermont Mountain Retreat on 10 Beautiful Acres
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Luxury Treetop Vacation Home in Waterbury Center
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Perry Hill Escape - Luxury Log Cabin in Waterbury
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Modern home, minutes to Waterbury, Stowe, and Sugarbush
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Huge Waterbury Home near Stowe Mountain / views & sauna
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Moose Meadow Lodge & Treehouse - Adirondack style log cabin on 86 private acres
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High Street Hideaway- Cozy 2-bedroom apartment with WiFi, in welcoming Waterbury
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern and charming village apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cabin 3 - Austrian chalet
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 1-bedroom loft apartment in lovely Duxbury
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Killington - Grunberg Haus Inn & Cabins
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Smugglers' Notch - Grunberg Haus Inn & Cabins
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Mad River - Grunberg Haus Inn & Cabins
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Wander Bear Creek
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cabin 1 Austrian Chalet
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Clean, perfect home a mile from historic Waterbury
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cabin 2 Austrian Chalet
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private hilltop home close to skiing. Enjoy views, hot tub & fire pit!
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Hunger Mountain - Grunberg Haus Inn & Cabins
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming dog-friendly house w/ pellet stove, yard, wifi, patio, w/d, central
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming 1 bedroom apartment in welcoming & walkable historic Waterbury Village
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cody's Clubhouse - a sensational retreat!
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Lincoln Peak - Grunberg Haus Inn & Cabins
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Crossett Hill Lodge: Sugarhouse
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy spacious 1-bedroom apartment sleeps 3, with AC, walk to town. Near skiing.
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Green Mountain - Grunberg Haus Inn & Cabins
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sugarbush - Grunberg Haus Inn & Cabins
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterbury Village Hideaway with Hot Tub
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Showing results 1-47 of 47
Frequently Asked Questions about Middlesex
- Yes, here are some popular holiday rentals in Middlesex that have a pool:
- Close to 4 ski areas
- The perfect family getaway with stunning views, large deck and hot tub
- Dog-friendly home with panoramic mountain views, grill, deck, & pool table
- Yes, here are some popular holiday rentals in Middlesex that have internet access:
- Close to 4 ski areas
- The perfect family getaway with stunning views, large deck and hot tub
- Dog-friendly home with panoramic mountain views, grill, deck, & pool table
- Some of the most popular kid friendly rentals in Middlesex are:
- Close to 4 ski areas
- The perfect family getaway with stunning views, large deck and hot tub
- Dog-friendly home with panoramic mountain views, grill, deck, & pool table
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