Vermont holiday rentals

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Booking Insights
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Best Vermont holiday rentals

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6+ Okay7+ Good8+ Great9+ Excellent

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£68 - £448£448 - £827£827 - £1,206£1,206 - £1,585£1,585+ per night

Property Types

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Free cancellationFree breakfastFree parkingFree internet

Most recommended holiday rentals in Vermont

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Turn of River Lodge - Killington - Building
Turn of River Lodge
Killington, VT, United States
8.4Very Good(202)
Parking
Free Wi-Fi
Air conditioning
£116+
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Okemo Trailside 08E - Ludlow
Okemo Trailside 08E
Ludlow, VT, United States
6.0Okay(22)
Pool
£184+
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The Red Silo - Dorset
The Red Silo
Dorset, VT, United States
7.0Good(1)
£185+
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Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside - Dorset
Carriage House Studio Apt- secluded, mountain views, babbling brook, countryside
Dorset, VT, United States
10Wonderful(9)
Free Wi-Fi
Pet-friendly
£199+
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Charming Williston House - Williston
Charming Williston House
Williston, VT, United States
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£266+
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Quintessential VT Cottage in Manchester Village - Manchester
Quintessential VT Cottage in Manchester Village
Manchester, VT, United States
9.4Wonderful(5)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
£287+
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Cheerful Burlington 2 Bedroom - Burlington
Cheerful Burlington 2 Bedroom
Burlington, VT, United States
10Wonderful(1)
Air conditioning
£303+
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Downtown Victorian, Recently Updated, 6 Bedroom, Great Location, 30 Day Minimum - Burlington - Living room
Downtown Victorian, Recently Updated, 6 Bedroom, Great Location, 30 Day Minimum
Downtown
10Wonderful(3)
Air conditioning
£306+
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Relaxing retreat in the mountains 20 min to Killington - Woodstock - Bedroom
Relaxing retreat in the mountains 20 min to Killington
Woodstock, VT, United States
6.0Okay(1)
Free Wi-Fi
Air conditioning
£343+
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Pond View Cabin Brought to you by GetAway Vacations - Rutland - Living room
Pond View Cabin Brought to you by GetAway Vacations
Rutland, VT, United States
£346+
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The Daydream Cottage - Woodstock
The Daydream Cottage
Woodstock, VT, United States
5.0Fair(2)
Pet-friendly
£356+
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Wise Pines Renovated Barn [Bunkhouse] - Woodstock
Wise Pines Renovated Barn [Bunkhouse]
Woodstock, VT, United States
9.0Wonderful(2)
Air conditioning
£399+
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Private & Affordable Charming Custom Ranch In S. Woodstock. Wifi And Ac. - Woodstock - Living room
Private & Affordable Charming Custom Ranch In S. Woodstock. Wifi And Ac.
Woodstock, VT, United States
9.8Wonderful(65)
Free Wi-Fi
Pet-friendly
Air conditioning
£443+
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Beautiful 3 bed, 3.5 bath on 6 acres - Woodstock - Living room
Beautiful 3 bed, 3.5 bath on 6 acres
Woodstock, VT, United States
9.5Wonderful(13)
Free Wi-Fi
Air conditioning
£458+
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Luxury Estate 25 Gorgeous Acres of Privacy Family GetawaySwimming Pond - Woodstock - Bedroom
Luxury Estate 25 Gorgeous Acres of Privacy Family GetawaySwimming Pond
Woodstock, VT, United States
10Wonderful(1)
Free Wi-Fi
Pet-friendly
Air conditioning
£610+
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Yellow House on the Hill, 21 Acres, Views, Woodstock Getaway, Dog-friendly - Woodstock - Living room
Yellow House on the Hill, 21 Acres, Views, Woodstock Getaway, Dog-friendly
Woodstock, VT, United States
£730+
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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 89 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)

May
January
£191
£207
Cheapest month to stay with an average 23% drop in price.
Most expensive month to stay with an average 95% 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

  • If you’re looking for a cheap holiday rental in Vermont, you should consider visiting during the low season. The cheapest holiday homes in Vermont can be found in December and August.
  • The cheapest night for renting a holiday home in Vermont is Monday. In contrast, the most expensive is Wednesday.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Vermont for 1 days.
  • Pet-friendly, pool, air-conditioned, and hot tub are the most popular holiday rental property amenities in Vermont
  • Holiday rentals in Vermont are around 35% more expensive than hotels on average. Search here to compare prices for all accommodation types in Vermont.

FAQs when booking a holiday home in Vermont

  • What is the most popular holiday rental destination in Vermont?

    Based on KAYAK holiday rental searches, the most popular destination is Stowe (67% of total searches to Vermont). The next most popular destinations are Stratton (22%) and Colchester (11%).

  • 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 £56. Search here for similar prices

  • How much is a holiday rental in Vermont for this weekend?

    In the last 72 hours, users have found Vermont holiday rentals for this weekend for as little as £62 per night. 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, chalets, lodges, agritourism, luxury tents, campgrounds, caravans, barns, villas 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 Summit Lodge and Turn of River Lodge.

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

    There are a number of dog and pet-friendly Vermont holiday rentals, with around 11% 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

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.