Vermont holiday rentals

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Best Vermont holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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€44 - €704€704 - €1,364€1,364 - €2,024€2,024 - €2,684€2,684+ per night

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ApartmentChaletCondoCottageHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Vermont

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Econo Lodge - Brattleboro - Bedroom
Econo Lodge
Brattleboro, VT, United States
5.4Fair(236)
Free Wi-Fi
Pet friendly
€61+
Check availability
Turn of River Lodge - Killington - Building
Turn of River Lodge
Killington, VT, United States
8.4Very Good(211)
Parking
Free Wi-Fi
Air conditioning
€180+
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The Queens Slopeside Hideaway - Jay - Pool
The Queens Slopeside Hideaway
Jay, VT, United States
9.1Wonderful(45)
€210+
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Okemo Mountain Lodge - Ludlow
Okemo Mountain Lodge
Ludlow, VT, United States
8.3Very Good(43)
€218+
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Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck - Rutland - Kitchen
Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck
Rutland, VT, United States
9.1Wonderful(17)
€236+
Check availability
10 min from Stratton! Log Cabin w/ Beautiful Views - South Londonderry - Balcony
10 min from Stratton! Log Cabin w/ Beautiful Views
South Londonderry, VT, United States
10Wonderful(10)
Free Wi-Fi
€270+
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Okemo Trailside 08E - Ludlow
Okemo Trailside 08E
Ludlow, VT, United States
5.9Fair(22)
Pool
€275+
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Slopeside 705 - Jay
Slopeside 705
Jay, VT, United States
7.1Good(10)
€314+
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Cozy Ski-InandSki-Out Condo on Magic Mountain - Londonderry - Dining room
Cozy Ski-InandSki-Out Condo on Magic Mountain
Londonderry, VT, United States
10Wonderful(12)
Free Wi-Fi
€412+
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Cozy Cabin in the Woods - Londonderry - Living room
Cozy Cabin in the Woods
Londonderry, VT, United States
8.8Very Good(5)
Pet friendly
€452+
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Wish Upon A Star - Windham
Wish Upon A Star
Windham, VT, United States
10Wonderful(2)
Pet friendly
€484+
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Ski Chalet (Ski-in/Ski-out) - Westfield - Living room
Ski Chalet (Ski-in/Ski-out)
Westfield, VT, United States
10Wonderful(7)
Free Wi-Fi
Air conditioning
€770+
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Haven on the Hill - Londonderry
Haven on the Hill
Londonderry, VT, United States
10Wonderful(1)
Pet friendly
€947+
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1865 Vermont Farmhouse with Luxury Updates - Londonderry - Dining room
1865 Vermont Farmhouse with Luxury Updates
Londonderry, VT, United States
10Wonderful(1)
€1,672+
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Justin Lake Lodge - Londonderry
Justin Lake Lodge
Londonderry, VT, United States
10Wonderful(1)
€1,709+
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500 acre historic property w/private fishing lake, skiing + all-season fun - Londonderry - Patio
500 acre historic property w/private fishing lake, skiing + all-season fun
Londonderry, VT, United States
8.1Very Good(18)
Air conditioning
€1,796+
Check availability
Booking Insights

KAYAK’s insights for holiday rentals in Vermont

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Vermont with confidence.

How early should you book a vacation rental in Vermont?

Book at least 33 days before your stay begins to get the best price for your Vermont vacation rental.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
December
€250
€252
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 408% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Vermont holiday rental

FAQs when booking a holiday home in Vermont

  • How much is a holiday rental in Vermont for tonight?

    In the last 72 hours, users have found Vermont holiday rentals for tonight for as little as €70. Search here for similar prices

  • What types of holiday rentals are available in Vermont?

    There are loads of different property types that you can make your holiday home in Vermont. You’ll find apartments, cabins, condos, cottages, houses, homestays, agritourism, chalets, lodges, villas, caravan parks, campgrounds, luxury tents, caravans, barns and treehouses.

  • What are some of the most-loved holiday rentals available in Vermont?

    There are many types of properties available for Vermont holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are Turn of River Lodge and Summit Lodge.

  • Are there any pet-friendly holiday rentals in Vermont?

    There are a number of dog and pet-friendly Vermont holiday rentals, with around 6% allowing you to bring your pet along with you.

Where to stay in Vermont?

Our map will help you find the perfect place to stay in Vermont by showing you the exact location of each holiday home.

Everything you need to know for your stay in Vermont

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