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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, (330)
"Stayed here a number of times and the staff are always friendly and helpful "
United Kingdom
Ben
The price is ฿3,635
฿4,361 total
includes taxes & fees
26 Dec - 27 Dec
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, (1042)
"Great spacious room, located in a fantastic location. "
United Kingdom
Vinita
The price is ฿2,480
฿2,977 total
includes taxes & fees
28 Dec - 29 Dec
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 ฿2,611
฿3,134 total
includes taxes & fees
5 Jan - 6 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, (91)
"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 ฿4,888
฿5,866 total
includes taxes & fees
6 Jan - 7 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, (43)
"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 ฿4,423
฿5,178 total
includes taxes & fees
2 Jan - 3 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 ฿3,668
฿7,924 total
includes taxes & fees
28 Dec - 29 Dec
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)
"Perfect stay again, thank you "
United States
Justin
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 ฿3,625
฿4,350 total
includes taxes & fees
24 Dec - 25 Dec
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
The price is ฿7,232
฿12,871 total
includes taxes & fees
27 Dec - 28 Dec
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
The price is ฿6,044
฿10,775 total
includes taxes & fees
26 Dec - 27 Dec
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 ฿12,544
฿15,052 total
includes taxes & fees
27 Dec - 28 Dec
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
The price is ฿6,354
฿9,849 total
includes taxes & fees
2 Jan - 3 Jan 2026
Gorgeous 5 Star Location 2 min to Brighton Beach

Market Garden Cottage

Market Garden Cottage
5.0 star property
Horsham
The price is ฿27,502
฿27,502 total
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 ฿4,465
฿4,465 total
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

Search for holiday rentals in Chailey on Expedia! You can easily find your home rentals, villas, holiday apartments in Chailey using one of the methods below:

  • View our selection of featured holiday rentals in Chailey
  • Use the map to find apartments and other holiday homes in the Chailey neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chailey while they last

Look no further and take a look at our great range of rental properties in Chailey!

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?

Country Home with Tennis Court & Hot Tub: This holiday home rental outside of Chailey comes with WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

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.