Photo by Dave Spicer (CC BY-SA)

Chailey vacation rentals

We found 928 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Chailey to find one that's perfect for your trip. Whether you're going on vacation with family or friends, vacation homes have the best amenities for spending time at your vacation home, such as air conditioning and WiFi. No matter what you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

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Book a vacation rental for your Chailey getaway

Learn about the unique charm of Chailey with a stay in a private vacation home. This city has something for everyone. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Chailey

Are you searching for top things to see and do while you're in town? Venture out of your vacation home and check out everything that Chailey has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • East Sussex National Golf Club (5.2 mi / 8.3 km)
  • Bolney Estate Winery (9 mi / 14.4 km)
  • Tulley's Farm (11 mi / 17.8 km)
  • SEA LIFE Brighton (11.1 mi / 17.9 km)
  • Brighton Pier (11.2 mi / 18 km)
  • Tilgate Park (11.9 mi / 19.1 km)

Exploring the natural landscape of Chailey

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Chailey is a great spot to appreciate mother nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Sheffield Park Garden (2.8 mi / 4.5 km)
  • Ardingly Reservoir (7.2 mi / 11.6 km)
  • Wakehurst Place (8.1 mi / 13 km)
  • Ashdown Forest (8.1 mi / 13.1 km)
  • Enchanted Place - Winnie the Pooh (9 mi / 14.4 km)
  • Nymans (10.1 mi / 16.2 km)

How to get to and around Chailey

The nearest airport is in Gatwick Airport (LGW), located 15.1 mi (24.3 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chailey?

Barns are the most popular kind of vacation rental in Chailey, according to our data. Even if you've got something bigger or smaller in mind, Vrbo has vacation homes in loads of shapes and sizes. Explore our options to find your ideal fit.

How much does it cost to rent a vacation rental in Chailey?

The average price for a vacation rental in Chailey can vary based on factors like length of stay, season and property type. Whether you're looking for a sprawling villa with a pool or a cozy cottage perfect for just you and the kids, just enter your travel dates to discover stays with amazing value.

How much does it cost to rent a beach house in Chailey?

When you travel and the size and style of the property will influence how much you'll pay for your beachside vacation rental. Click on your Chailey travel dates to see all your options on Vrbo. Can't live without a hot tub? Use our filters to select the amenities and features you want in your rental.

Are there pet-friendly vacation rentals in Chailey?

Good news! Yes. You can choose from two vacation rentals that allow pets in Chailey. Many of our pet-friendly vacation rentals come with an area outdoors for your four-legged friend to play in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your place on Vrbo.

What are popular rental amenities in Chailey?

When it comes to rental amenities that guests are looking for in Chailey, a firepit, nearby museums and a fireplace are at the top of the list. With Vrbo vacation homes, there are choices to suit your taste and style, whether you're on a trip with family, friends or even pets.

Are there vacation rentals in Chailey that welcome kids?

With two family-friendly vacation properties to choose from in Chailey, now is a great time to introduce your little ones to the magic of travel. Check our "Properties good for families" filter box to discover stays that come with conveniences ideal for families on the move, like full kitchens, backyards, entertainment areas and hot tubs.

What are the top attractions for families in Chailey?

There's a ton of awesome things to see and do with the family in Chailey, such as:

  • Lewes Castle
  • Barbican House Museum
  • Spring Barn Farm Park

How old do you have to be to rent a vacation rental in Chailey?

The minimum age is usually 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Chailey vacation home before booking your trip.

How long can I rent a vacation rental in Chailey for?

The length of time you can book a vacation rental in Chailey depends on the property. Just enter your preferred dates to look at a list of options offering extended stays. With loads of amenities such as laundries and air conditioning, as well as some offering weekly or monthly discounts, you're sure to get somewhere perfect to call your home away from home in Chailey.