Search Chestertown Holiday Homes from AU$107

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Featured Holiday Homes in Chestertown

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Accommodation Chestertown

Get the Lowdown on Chestertown Holiday Homes


How much is a holiday home in Chestertown?

Depending on when you visit, you can score a holiday home in Chestertown for as little as AU$107 per night. Prices vary by property class, amenities, and location, all of which you can quickly sort through on our handy search page.


How do I find the best price for a holiday home in Chestertown?

Discover exclusive deals on Chestertown house rentals when you book with Wotif. Once you enter the dates of your trip and number of travellers (Girls’ trip? Family getaway? We’ve got you covered.), filter the results by guest rating, budget, property class, number of bedrooms, amenities, and more. You can also use the map feature to zoom in on the neighbourhood or to view several rentals at once.


Why should I book a holiday home in Chestertown?

Because there’s nothing better than having a private place to call your home away from home while exploring Chestertown. When you book a holiday house in Chestertown, you can indulge in a variety of sweet amenities and truly relax in your own space.


What is the best time to stay in a holiday home in Chestertown?

Pack your bags and head to your rental house in , the most popular time to visit. If smaller crowds are your thing, book a holiday home in the off-season, around , when you may get more of a bargain.


How many holiday homes are available for rent in Chestertown?

Whether you’re adventuring to Chestertown for the first time or planning a return trip to your favourite spot, pick from 409 unique holiday homes in Chestertown.


What amenities are available in a private holiday home?

You’ll often find most amenities you’re looking for, such as a private pool or hot tub, parking on the premises, a full-service kitchen or kitchenette, laundry and Wi-Fi. If your companion has four legs, book a pet-friendly Chestertown accommodation so your furry pal is as comfy and cosy as can be. Keep in mind that the price of your rental will depend on how luxe the amenities are.


Why should I book a holiday home with Wotif?

You’ll find spectacular deals, book now and pay later discounts, and a massive inventory of one-of-a-kind house rentals. Save big bucks when you book your Chestertown car hire and accommodation together into a Chestertown holiday package. Our Price Promise means that if you find a lower price online up to 24 hours before check-in, we’ll match it and refund the difference. Do the right thing and book your Chestertown holiday house with Wotif.


What are the cancellation and flexibility options?

We understand that plans change, so we offer thousands of holiday homes that have free cancellations. To be sure your rental can be cancelled for a full refund, filter your search by “free cancellation”. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Chestertown Holiday Homes essential information

Accommodation
409 Holiday Homes
Lowest Price
AU$107
Highest Price
AU$385
Popular accommodation
Ultimate Adirondack Getaway ~ Private Pool and Hot Tub! , Terrace on the Lake, Spectacular Large Home with Private Beach, Gorgeous lakeview retreat with wraparound porch, wood stove, & WiFi - dogs OK, Cozy, pet friendly cabin minutes to lake George village , Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT., luxury log home mins from Lake George, w/ heated salt water pool!, Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach, Waterfront 5BR Home with Dock Slip, Dog-friendly home near Lake George with deck, grill, media room, fireplace, W/D, Lakefront luxury, Lake George log cabin home with your own private sandy beach, Adirondack Bungalow Getaway, 2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C

Top trending hotels in Chestertown

^Eligibility requirements and conditions apply.