Photo by Kenneth Wells

Chailey Holiday Rentals

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Our top choices for Chailey holiday rentals

Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (331)
"Stayed here a number of times and the staff are always friendly and helpful "
United Kingdom
Ben
Q Square by Supercity Aparthotels

Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1043)
"Great spacious room, located in a fantastic location. "
United Kingdom
Vinita
The price is AU$142
includes taxes & fees
14 Jan - 15 Jan 2026
Numa Brighton Pavilion

Studio In the Lanes

Studio In the Lanes
3.0 star property
Brighton City Centre
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

The Loft Brighton

The Loft Brighton
4.0 star property
Kemptown
8.8 out of 10, Excellent, (21)
"Nice room with great location. Owner reponded quickly and was very helpful. "
Finland
Sami
The price is AU$150
includes taxes & fees
4 Jan - 5 Jan 2026
The Loft Brighton

North Laine Boutique

North Laine Boutique
2.5 star property
Brighton City Centre
9.0 out of 10, Wonderful, (7)
"Lovely property and super easy to access. "
United Kingdom
James
North Laine Boutique

Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
9.0 out of 10, Wonderful, (92)
"great staff and facilities"
United Kingdom
Martin
Osborne Apartments

Duck Lodge B&B

Duck Lodge B&B
3.0 star property
Brighton
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
The price is AU$281
includes taxes & fees
4 Jan - 5 Jan 2026
Duck Lodge B&B

City Heart Brighton

City Heart Brighton
3.0 star property
Brighton City Centre
9.2 out of 10, Wonderful, (38)
"I loved the whole area, quite beautiful and full of activity and bustle. It wasa lovely resort feel."
United States
Kenneth
City Heart Brighton

Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (44)
"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

Lodge , air con , Free Parking , Mini bar

Lodge , air con , Free Parking , Mini bar
3.0 star property
Hove
10.0 out of 10, Exceptional, (11)
"Lovely place to stay, hosts very welcoming and helpful "
United Kingdom
Laura
The price is AU$248
includes taxes & fees
1 Jan - 2 Jan 2026
Lodge , air con , Free Parking , Mini bar

Luxury 2 Bed Apt Seaview By Urban Roost

Luxury 2 Bed Apt Seaview By Urban Roost
2.0 star property
Worthing
The price is AU$380
includes taxes & fees
2 Jan - 3 Jan 2026
Luxury 2 Bed Apt Seaview By Urban Roost

Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (28)
"Excellent apartment Great games room Easy correspondence "
United States
Anthony
Charles Hope Hove

Beautiful & Cosy Apartment in Brighton BN2 3AD

Beautiful & Cosy Apartment in Brighton BN2 3AD
2.0 star property
Brighton
The price is AU$209
includes taxes & fees
9 Jan - 10 Jan 2026
Beautiful & Cosy Apartment in Brighton BN2 3AD

Stunning 3 Bed Apartment By Urban Roost

Stunning 3 Bed Apartment By Urban Roost
2.0 star property
Worthing
Stunning 3 Bed Apartment By Urban Roost

Stunning 2 Bed Apartment on the beach by Urban Roost

Stunning 2 Bed Apartment on the beach by Urban Roost
3.0 star property
Worthing
Stunning 2 Bed Apartment on the beach by Urban Roost

Beach Retreat

Beach Retreat
2.5 star property
Seaford
8.0 out of 10, Very good, (2)
"A lovely property, just as described with a great location, minutes from the beach, walks over the beautiful cliffs and the town, which has plenty of choice for places to eat. The property owner was instantly available by mobile phone, checking all was well and leaving ice cream in the freezer for us and fresh flowers. Certainly going the extra mile."
United Kingdom
Anonymous traveller
The price is AU$742
includes taxes & fees
6 Jan - 7 Jan 2026
Beach Retreat

Gorgeous 5 Star Location 2 min to Brighton Beach

Gorgeous 5 Star Location 2 min to Brighton Beach
2.0 star property
Brighton City Centre
Gorgeous 5 Star Location 2 min to Brighton Beach

Market Garden Cottage

Market Garden Cottage
5.0 star property
Horsham
The price is AU$1,318
includes taxes & fees
10 Jan - 11 Jan 2026
Market Garden Cottage

The Cottage at Gildridge Private Hot tub

The Cottage at Gildridge Private Hot tub
3.0 star property
Lewes
The Cottage at Gildridge Private Hot tub

1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

1 Bed Flat - Sleeps 2 - Pets - Garden - Parking
3.0 star property
Lewes
8.6 out of 10, Excellent, (10)
"Lovely, cosy, quirky little place in a very quiet part of town. It has everything I needed for my stay. Only stayed 1 night for work purposes but wanted to stay longer. Rod was very welcoming and throughly nice chap."
United Kingdom
Phill
The price is AU$214
includes taxes & fees
29 Dec - 30 Dec
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chailey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chailey holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chailey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chailey holiday rentals we have selected for you start as low as AU$128 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chailey rentals

At Expedia, we put the best Chailey holiday 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 holiday.

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 holiday rentals in Chailey?

Yes, there are holiday rentals in Chailey close to Bluebell Railway - Sheffield Park Station, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chailey has to offer?

Family Holiday Home With Hot Tub & Sauna Sleeps 8: This holiday home rental outside Chailey has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as an electric kettle and kitchenware can make your holiday run smoothly.

How many holiday rentals are there in Chailey?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Bluebell Railway - Sheffield Park Station and Sheffield Park Garden.

What are holiday rentals like in Chailey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chailey. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.