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Chailey Vacation Rentals

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Our top choices for Chailey vacation rentals

10.0 out of 10, Exceptional, (25)
"Mill Barn is a charming traditional cottage with comfort worth a high quality hotel. Location is ideal, with access to the Chailey Common just behind the house. Owner is available at any time and very friendly."
United States
yaron P.
$778 nightly
The price is $778
Jan 6 - Jan 7, 2026
Total with taxes and fees
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

Aparthotel in Brighton City Centre

Numa Brighton Pavilion
4.0 star property
8.2 out of 10, Very Good, (1044)
"Great spacious room, located in a fantastic location. "
United Kingdom
Vinita
$84 nightly
The price is $101
Jan 6 - Jan 7, 2026
Total with taxes and fees
Numa Brighton Pavilion

Aparthotel in Eastbourne

Osborne Apartments
2.5 star property
9.0 out of 10, Wonderful, (93)
"great staff and facilities"
United Kingdom
Martin
Osborne Apartments

Aparthotel in Brighton City Centre

Q Square by Supercity Aparthotels
4.0 star property
9.6 out of 10, Exceptional, (332)
"Stayed here a number of times and the staff are always friendly and helpful "
United Kingdom
Ben
$111 nightly
The price is $134
Jan 7 - Jan 8, 2026
Total with taxes and fees
Q Square by Supercity Aparthotels
10.0 out of 10, Exceptional, (7)
"Lovely and cozy, very clean. Perfect for our stay"
United States
Daren W.
$157 nightly
The price is $157
Jan 1 - Jan 2, 2026
Total with taxes and fees
Studio Annie is the Most Relaxing Place to Stay With Free off Road Parking

Cottage in Heathfield

Gun Hill Cottage
3.5 star property
10.0 out of 10, Exceptional, (2)
"Gun Hill Cottage is a truly charming little place, really clean, nicely decorated, with everything you need. Chris was an amazing host, let us know all the details in advance, then checked in by email that everything was good. we really enjoyed our stay. Thanks! Tom"
United Kingdom
Thomas
$827 nightly
The price is $992
Jan 4 - Jan 5, 2026
Total with taxes and fees
Gun Hill Cottage

Cabin in Brighton

Duck Lodge B&B
3.0 star property
10.0 out of 10, Exceptional, (26)
"A lovely stay at the Duck Lodge. Gorgeous cabin with everything you could need. Amazingly clean, smelled delicious and really comfortable. Would definitely recommend. "
United Kingdom
Samantha
$158 nightly
The price is $189
Jan 4 - Jan 5, 2026
Total with taxes and fees
Duck Lodge B&B
8.8 out of 10, Excellent, (5)
"We visited family in Seaford & this accommodation was just what we needed for our 4 night visit. The hosts were very helpful and the room was as described. Helpful to have milk & water provided each day."
United Kingdom
Shaun H.
$115 nightly
The price is $115
Jan 4 - Jan 5, 2026
Total with taxes and fees
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

Apartment in Brighton City Centre

60 steps to the Sea with private courtyard
10.0 out of 10, Exceptional, (3)
"Place is clean and new. All of the cleaning supplies and tools are available. well-equipped kitchen. Great location"
United Kingdom
Danah a.
$153 nightly
The price is $153
Jan 7 - Jan 8, 2026
Total with taxes and fees
60 steps to the Sea with private courtyard

Aparthotel in Kemptown

Upper Rock Brighton Apartments
3.0 star property
9.8 out of 10, Exceptional, (45)
"We had a lovely stay here. Felt like our own little place in Brighton. Great location and friendly host. Would definitely stay again! "
Canada
Jadyn
Upper Rock Brighton Apartments
9.6 out of 10, Exceptional, (10)
"Perfect little place!"
United States
Joy C.
$207 nightly
The price is $207
Jan 4 - Jan 5, 2026
Total with taxes and fees
A Lovely, Luxury flat close to attractions and beach
10.0 out of 10, Exceptional, (3)
"A clean and well presented home in a lovely location from which to enjoy beach walks. Thanks!"
United Kingdom
Tim A.
$222 nightly
The price is $222
Jan 18 - Jan 19, 2026
Total with taxes and fees
Light, modern townhouse with patio, a minute from beach; child- and pet-friendly
9.8 out of 10, Exceptional, (10)
"Wonderful apartment, perfect place for trains and walkable businesses. We stayed for a week and the only thing I would suggest is an extra sweater for the thin windows. "
Canada
Jamie
$139 nightly
The price is $139
Jan 4 - Jan 5, 2026
Total with taxes and fees
Pet friendly and central Laines location, 1 minute from station

Apartment in Brighton City Centre

Brighton High Road Beach Studio
10.0 out of 10, Exceptional, (1)
"Everything is wonderful 😊"
United Kingdom
Bahija
$132 nightly
The price is $132
Jan 5 - Jan 6, 2026
Total with taxes and fees
Brighton High Road Beach Studio

Apartment in Brighton City Centre

Studio In the Lanes
3.0 star property
9.2 out of 10, Wonderful, (9)
"Lovely studio apartment ! Perfect location for the beach and lanes ! X. Highly recommended x "
United Kingdom
John
Studio In the Lanes

Cottage in Pevensey

Lilyrose Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
"All very good. However too many disabled parking spaces meaning too few for others"
United Kingdom
Graeme
$498 nightly
The price is $598
Jan 23 - Jan 24, 2026
Total with taxes and fees
Lilyrose Cottage
10.0 out of 10, Exceptional, (49)
"I would recommend this property highly everything about this place and location was excellent."
United Kingdom
Jillian S.
$131 nightly
The price is $131
Jan 12 - Jan 13, 2026
Total with taxes and fees
The Beach House Peacehaven, Brighton, East Sussex

Apartment in Brighton and Hove

Romantic Secret Garden Retreat
10.0 out of 10, Exceptional, (1)
$254 nightly
The price is $254
Jan 1 - Jan 2, 2026
Total with taxes and fees
Romantic Secret Garden Retreat
9.0 out of 10, Wonderful, (2)
"Kinda hard to list this property as it’s not an apartment (but you can use the kitchen) and it’s not just a room as it’s the size of small flat with plenty of space and your own wc on your own level of the house so it’s private too. It’s large, well furnished and fantastic location with a small car park just opposite it’s a great place for a couple of night stay. "
United Kingdom
Zeph L.
$151 nightly
The price is $151
Jan 5 - Jan 6, 2026
Total with taxes and fees
Riverside Townhouse, Only 20 Minutes from Brighton and Worthing

Cottage in Horsham

Market Garden Cottage
5.0 star property
$901 nightly
The price is $901
Jan 10 - Jan 11, 2026
Total with taxes and fees
Market Garden Cottage
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.
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Top Chailey Hotel Reviews

Find out more about Chailey

Everything you need to know about Chailey vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chailey vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chailey vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chailey vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chailey. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chailey in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $86 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chailey rentals

At Expedia, we put the best Chailey vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chailey rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chailey vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chailey. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Chailey?

Yes, we offer vacation rentals in Chailey near Bluebell Railway - Sheffield Park Station, or you can select a more remote option if you want a relaxing stay.

What's the top vacation rental that Chailey has to offer?

Family Holiday Home With Hot Tub & Sauna Sleeps 8: You might want to consider this Chailey vacation home rental for your stay. It has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like an electric kettle and kitchenware can make your vacation run smoothly.

How many vacation rentals are there in Chailey?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Chailey stay.

What can I see and do in Chailey?

While exploring the area, visit family-friendly sights like Tulley's Farm, or get outside and enjoy nature at High Weald. In the larger area, you’ll find Bluebell Railway - Sheffield Park Station and Sheffield Park Garden.

What are vacation rentals like in Chailey?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Chailey. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip or a small group gathering.