Vermont vacation rentals

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Booking Insights
Recommended by KAYAK

Latest Vermont vacation rental deals

MOST POPULARJay
Vacation homes from C$ 469

Best Vermont vacation rentals

Turn of River Lodge - Killington - Building
Turn of River Lodge
Killington, VT, United States
8.6Very good(212)
Lodge
Parking
Free Wi-Fi
C$ 223+
Check availability
5 Mi to Jay Peak Resort: Cabin w/ Pond Access! - Jay - Living room
5 Mi to Jay Peak Resort: Cabin w/ Pond Access!
Jay, VT, United States
Cabin
C$ 578+
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Log Cabin - One Mile From Jay Peak Resort - Jay - Patio
Log Cabin - One Mile From Jay Peak Resort
Jay, VT, United States
9.3Wonderful(66)
House
Free Wi-Fi
C$ 890+
Check availability
Summit Lodge - Killington - Restaurant
Summit Lodge
Killington, VT, United States
8.4Very good(282)
Lodge
Parking
Free Wi-Fi
Pool
Spa
C$ 416+
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Entire Rustic Farmhouse minutes from Jay Peak - Jay - Patio
Entire Rustic Farmhouse minutes from Jay Peak
Jay, VT, United States
9.0Wonderful(2)
House
Parking
Free Wi-Fi
Pet friendly
C$ 822+
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Luxury 'Exec' Condo with Spa, Indoor Pool, Hot Tubs, Sauna - - Killington - Pool
Luxury 'Exec' Condo with Spa, Indoor Pool, Hot Tubs, Sauna -
Killington, VT, United States
9.8Wonderful(44)
Condo
Free Wi-Fi
Pool
C$ 669+
Check availability
Ski, Golf, Bike, Hiking, snowmobiles and more - Jay - Building
Ski, Golf, Bike, Hiking, snowmobiles and more
Jay, VT, United States
10Wonderful(3)
Cottage
C$ 673+
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Jay Peak 3mi - ski home via Big Jay! - Westfield - Living room
Jay Peak 3mi - ski home via Big Jay!
Westfield, VT, United States
9.8Wonderful(29)
Apartment
C$ 738+
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Studio with two queen beds renovated on bus route close to all - Killington - Building
Studio with two queen beds renovated on bus route close to all
Killington, VT, United States
9.5Wonderful(18)
Condo
C$ 482+
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Killington Condo on Access Road Nicely Renovated Sleeps 6 Very Clean and Chic. - Killington - Living room
Killington Condo on Access Road Nicely Renovated Sleeps 6 Very Clean and Chic.
Killington, VT, United States
9.5Wonderful(42)
Condo
Free Wi-Fi
C$ 675+
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The Chalet Getaway - Montgomery - Living room
The Chalet Getaway
Montgomery, VT, United States
10Wonderful(4)
Chalet
C$ 1,251+
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Grizzly Pines - Jay - Building
Grizzly Pines
Jay, VT, United States
9.8Wonderful(29)
House
C$ 435+
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Crossett Hill Lodge - Waterbury - Building
Crossett Hill Lodge
Waterbury, VT, United States
9.3Wonderful(49)
Lodge
Parking
Free Wi-Fi
C$ 477+
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Marlin's Way - Jay - Building
Marlin's Way
Jay, VT, United States
8.0Very good(1)
House
Pet friendly
C$ 1,111+
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North Shire Lodge - Manchester - Building
North Shire Lodge
Manchester, VT, United States
9.6Wonderful(167)
Lodge
Parking
Free Wi-Fi
Pool
C$ 319+
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Ski-In Resort Family Condo with Deck at Jay Peak! - Jay
Ski-In Resort Family Condo with Deck at Jay Peak!
Jay, VT, United States
9.8Wonderful(20)
Apartment
Free Wi-Fi
Spa
C$ 1,136+
Check availability
Booking Insights

KAYAK’s insights for vacation 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 63 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
C$ 420
C$ 660
Cheapest month to stay with an average 48% drop in price.
Most expensive month to stay with an average 44% 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 vacation rental

  • If you’re looking for a cheap vacation rental in Vermont, you should consider visiting during the low season. The cheapest vacation homes in Vermont can be found in January and August.
  • The cheapest night for renting a vacation home in Vermont is Wednesday. In contrast, the most expensive is Sunday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Vermont for 4 days.
  • The cheapest Vermont vacation rental found on KAYAK in the last 2 weeks was C$ 833, while the most expensive was C$ 833.
  • Pet friendly, hot tub, air-conditioned, and pool are the most popular vacation rental property amenities in Vermont
  • Vacation rentals in Vermont are around 41% more expensive than hotels on average. Search here to compare prices for all accommodation types in Vermont.
  • The city in Vermont with the most affordable vacation homes is Jay, with around 66 properties and an average price of C$ 655. The most popular vacation rentals in Vermont among KAYAK users are Log Cabin - One Mile From Jay Peak Resort, 5 Mi to Jay Peak Resort: Cabin w/ Pond Access!, and Entire Rustic Farmhouse minutes from Jay Peak.

FAQs when booking a vacation home in Vermont

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

    Based on KAYAK vacation rental searches, the most popular destination is Burlington (28% of total searches to Vermont). The next most popular destinations are Jay (26%) and Stowe (21%). Searches for vacation rentals in Brattleboro (7%), Saint Albans (5%) and East Burke (2%) are also popular.

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

    In the last 72 hours, users have found Vermont vacation rentals for tonight for as low as C$ 179. Search here for similar prices

  • How much is a vacation rental for a week in Vermont?

    The average price for a weekly Vermont vacation rental found by KAYAK users in the last 2 weeks is C$ 6,329.

  • How much is a vacation rental for a month in Vermont?

    The average price for a monthly Vermont vacation rental found by KAYAK users in the last 2 weeks is C$ 27,122.

  • What types of vacation rentals are available in Vermont?

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

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

    There are many types of properties available for Vermont vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are von Trapp Family Lodge & Resort and Turn of River Lodge.

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

    There are a number of dog and pet-friendly Vermont vacation 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 vacation home.

Everything you need to know for your stay in Vermont