A vintage steam locomotive with the number 92212 on its front.

Search Holiday Rentals in Chailey

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chailey holiday rentals

A brick wall with a potted plant and flowers.

1. Newstead Farmhouse

Newstead Farmhouse
3.0 star property
Lewes
The price is ₹77,463
₹92,956 total
includes taxes & fees
8 Nov - 9 Nov
Newstead Farmhouse
A balcony with a white metal table and two chairs, a striped sofa, and a wooden railing.

2. 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 reviews)
"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 ₹10,168
₹10,168 total
includes taxes & fees
8 Nov - 9 Nov
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking
A rooftop terrace with a view of the city skyline, outdoor seating, and a potted plant arrangement.

3. Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (395 reviews)
"Central location to everywhere and great facility to dine in or dine out. Clean and reasonable costs."
United States
Warren
The price is ₹9,547
₹11,457 total
includes taxes & fees
8 Nov - 9 Nov
Q Square by Supercity Aparthotels
A cozy lodge entrance with a sign reading 'Duck Lodge,' a small outdoor seating area, and a pathway leading to the entrance.

4. Duck Lodge B&B

Duck Lodge B&B
3.0 star property
Brighton
10.0 out of 10, Exceptional, (27 reviews)
"Amazing host, and the lodge was absolutely spotless "
United Kingdom
Meredith
The price is ₹16,304
₹19,565 total
includes taxes & fees
9 Nov - 10 Nov
Duck Lodge B&B
A hotel room with a bed, bedside tables, a wardrobe, a mirror, and artwork on the walls.

5. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,146 reviews)
"This is a great hotel in a great location,"
United Kingdom
Roshan
The price is ₹6,898
₹8,277 total
includes taxes & fees
8 Nov - 9 Nov
Numa Brighton Pavilion
A neatly arranged bedroom with a bed, a bedside table with a lamp, a hanging clothes rack, a mirror, and a painting on the wall.

6. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (55 reviews)
"Fantastic location, clean and perfectly set up for a couple for a night. The host Danny was incredibly helpful, friendly and accessible to all my enquiries."
United Kingdom
Georgina
The price is ₹7,458
₹12,768 total
includes taxes & fees
8 Nov - 9 Nov
Upper Rock Brighton Apartments
A hotel room with a bed, two armchairs, a small round table with a vase of flowers, and a view of the outdoors through large windows with curtains.

7. Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (155 reviews)
"Very spacious apartment with everything you require to make your stay comfortable. Have booked to return again several times this year. Great for someone working away for several days"
United Kingdom
Melvyn Spencer
The price is ₹7,269
₹8,723 total
includes taxes & fees
6 Dec - 7 Dec
Osborne Apartments
A bedroom with a bed, two heart-shaped mirrors, and a door.

8. Brighton Abode by Brighton Holiday Lets

Brighton Abode by Brighton Holiday Lets
3.0 star property
Brighton
10.0 out of 10, Exceptional, (1 review)
"I had a really amazing time when I stayed at this property and was pleasantly surprised with everything that it had to offer. Both my partner and I had a wonderful, cosy experience and believe it was an absolute bargain for everything that you get! 10/10 :)"
United Kingdom
MWANSA
The price is ₹16,455
₹16,455 total
includes taxes & fees
8 Nov - 9 Nov
Brighton Abode by Brighton Holiday Lets
A four-poster bed with a brown bedspread, a large window with curtains, a view of greenery, and a bedside table with a lamp.

9. Verdant Rise

Verdant Rise
3.5 star property
Hassocks
Verdant Rise
View from property

10. Apartment in Brighton Near the Beach

Apartment in Brighton Near the Beach
2.5 star property
Seafront
10.0 out of 10, Exceptional, (1 review)
"Very good experience. Many thanks."
United Kingdom
Daniel
The price is ₹17,664
₹21,197 total
includes taxes & fees
7 Nov - 8 Nov
Apartment in Brighton Near the Beach
A historic building with three arched windows and two green doors, numbered 24 and 22.

11. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
The price is ₹59,345
₹71,214 total
includes taxes & fees
1 Dec - 2 Dec
Cliffe Cottage
A multi-level interior with a staircase, a mezzanine with a railing, and a ceiling light fixture.

12. Condo Apartment With Workspace

Condo Apartment With Workspace
3.0 star property
Haywards Heath
The price is ₹17,272
₹19,181 total
includes taxes & fees
13 Nov - 14 Nov
Condo Apartment With Workspace
Living room

13. Beautiful & Cosy Apartment in Brighton BN2 3AD

Beautiful & Cosy Apartment in Brighton BN2 3AD
2.0 star property
Brighton
10.0 out of 10, Exceptional, (1 review)
"Gorgeous flat, quiet, really comfortable, fantastic set up with everything you need in the kitchen, clean, and even a couple of croissants left for breakfast. The bed was comfy, the room was dark and a blackbird very gently woke us up at a reasonable time in the morning. At the end of the road are loads of decent eateries as well as a lovely pub with excellent bar staff. There's on street parking outside, free overnight to 9am, and then £6.50 for 4 hours. I think you likely have to move...
United Kingdom
Sarah
The price is ₹13,905
₹16,685 total
includes taxes & fees
8 Nov - 9 Nov
Beautiful & Cosy Apartment in Brighton BN2 3AD
A modern bedroom with a large bed, a bedside table, a mirror, and a wall-mounted light fixture.

14. Studio In the Lanes

Studio In the Lanes
3.0 star property
Brighton City Centre
9.0 out of 10, Wonderful, (12 reviews)
"Beautiful studio in an absolute excellent location. Can’t wait to come back!!"
United States
Genevieve
The price is ₹6,851
₹12,040 total
includes taxes & fees
8 Nov - 9 Nov
Studio In the Lanes
A bar area with a curved counter, multiple seating options, and a variety of plants and decorations.

15. City Heart Brighton

City Heart Brighton
3.0 star property
Brighton City Centre
9.0 out of 10, Wonderful, (44 reviews)
"Great location"
United Kingdom
Stephen
The price is ₹6,637
₹11,147 total
includes taxes & fees
17 Nov - 18 Nov
City Heart Brighton
A multi-story building with balconies and a ground-level entrance.

16. Beaches Brighton 1

Beaches Brighton 1
3.5 star property
Seafront
9.4 out of 10, Exceptional, (13 reviews)
"Perfect location, communication amazing, definitely would book again. Place was amazing really great attention to small details which we loved."
United Kingdom
Stewart
The price is ₹12,756
₹24,236 total
includes taxes & fees
8 Nov - 9 Nov
Beaches Brighton 1
Miscellaneous

17. Hangover Hotel

Hangover Hotel
2.0 star property
Brighton City Centre
2.8 out of 10, (10 reviews)
"Top marks on all counts"
United States
Donald
The price is ₹4,965
₹8,133 total
includes taxes & fees
6 Dec - 7 Dec
Hangover Hotel
A modern living room with a dining area, large windows, and a view of the city.

18. 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 ₹14,593
₹25,999 total
includes taxes & fees
8 Nov - 9 Nov
Gorgeous 5 Star Location 2 min to Brighton Beach
A modern living room with a glass dining table, a sofa, a TV, and a view through a glass door to an outdoor area.

19. Brighton Courtyard boutique

Brighton Courtyard boutique
2.0 star property
Brighton City Centre
2.0 out of 10, (1 review)
"This property is in disrepair and is not being maintained. One part of the floor is sinking and propped by loose boards. There is an overall smell of mildew/mold throughout the place, and most of the surfaces need a good cleaning. In the bathroom the shower tap is rigged so that you cannot increase the temperature past a moderate level, and the shower door is falling off the frame. I also came across many spiders. "
United States
Peter
The price is ₹6,913
₹19,752 total
includes taxes & fees
8 Nov - 9 Nov
Brighton Courtyard boutique
Exterior

20. Chalet in Kent With Hot Tub & Countryside Views

Chalet in Kent With Hot Tub & Countryside Views
2.5 star property
Edenbridge
The price is ₹44,279
₹67,733 total
includes taxes & fees
6 Nov - 7 Nov
Chalet in Kent With Hot Tub & Countryside Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chailey Hotel Reviews

Courtyard by Marriott London Gatwick Airport

Courtyard by Marriott London Gatwick Airport

10/10 Excellent
"Staff was very friendly and helpful."
Gary 1-night trip
Posted 12 hours ago
Courtyard by Marriott London Gatwick Airport

Find out more about Chailey

Holiday Rentals in Chailey

Search for holiday rentals in Chailey on Expedia.co.uk! 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.

How many holiday rentals are there in Chailey?

With 7 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.