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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

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 ฿34,480
฿41,377 total
includes taxes & fees
12 Sept - 13 Sept
Newstead Farmhouse
A cozy lodge entrance with a sign reading 'Duck Lodge,' a small outdoor seating area, and a pathway leading to the entrance.

2. Duck Lodge B&B

Duck Lodge B&B
3.0 star property
Brighton
10.0 out of 10, Exceptional, (26 reviews)
"Amazing host, and the lodge was absolutely spotless "
United Kingdom
Meredith
The price is ฿6,097
฿7,317 total
includes taxes & fees
3 Sept - 4 Sept
Duck Lodge B&B
A balcony with a white metal table and two chairs, a striped sofa, and a wooden railing.

3. 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 ฿3,588
฿3,588 total
includes taxes & fees
7 Sept - 8 Sept
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

4. Family Holiday Home With Hot Tub & Sauna Sleeps 8

Family Holiday Home With Hot Tub & Sauna Sleeps 8
2.5 star property
Brighton
The price is ฿22,875
฿40,759 total
includes taxes & fees
2 Sept - 3 Sept
Family Holiday Home With Hot Tub & Sauna Sleeps 8

5. Apartment in Brighton Near the Beach

Apartment in Brighton Near the Beach
2.5 star property
Seafront
The price is ฿6,770
฿8,124 total
includes taxes & fees
2 Sept - 3 Sept
Apartment in Brighton Near the Beach
A modern lobby with a reception desk, seating area, and a staircase leading to upper floors.

6. Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (35 reviews)
"Really nice apartment in a good location, super clean, well equipped and great WiFi. Parking allocation is a bit of a faff along with first time entry, ideally they need to allow you to book parking along with the room. It's the fifth time I've stayed, so they are doing something right 👍"
United Kingdom
Mike
The price is ฿3,229
฿3,874 total
includes taxes & fees
27 Sept - 28 Sept
Charles Hope Hove
A hotel room with two beds, a desk with a TV, a bathroom, and a view of the city.

7. Orien tal By My Getaways

Orien tal By My Getaways
2.0 star property
Brighton City Centre
The price is ฿28,058
฿33,670 total
includes taxes & fees
28 Sept - 29 Sept
Orien tal By My Getaways
A rooftop terrace with a view of the city skyline, outdoor seating, and a potted plant arrangement.

8. Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (378 reviews)
"Great location, lovely staff, beautiful apartment with everything I needed, very comfortable bed, amazing shower. Can't fault it!"
United Kingdom
Remi
The price is ฿3,774
฿4,528 total
includes taxes & fees
27 Sept - 28 Sept
Q Square by Supercity Aparthotels
A historic building with three arched windows and two green doors, numbered 24 and 22.

9. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
The price is ฿21,192
฿25,431 total
includes taxes & fees
2 Oct - 3 Oct
Cliffe Cottage
A hotel room with a large bed, two wall-mounted light fixtures, and two framed artworks above the bed.

10. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,118 reviews)
"Very pleasant stay"
United Kingdom
Daniel
The price is ฿3,246
฿3,895 total
includes taxes & fees
28 Sept - 29 Sept
Numa Brighton Pavilion

11. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is ฿5,023
฿6,027 total
includes taxes & fees
3 Sept - 4 Sept
Orchard View Shepherds Hut
A bedroom with a bed, two heart-shaped mirrors, and a door.

12. 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 ฿5,705
฿5,705 total
includes taxes & fees
17 Sept - 18 Sept
Brighton Abode by Brighton Holiday Lets

13. Brighton Bliss - Stylish Studio Cosy on 1st Floor

Brighton Bliss - Stylish Studio Cosy on 1st Floor
2.0 star property
Brighton City Centre
The price is ฿2,626
฿5,033 total
includes taxes & fees
3 Sept - 4 Sept
Brighton Bliss - Stylish Studio Cosy on 1st Floor
A neatly made bed with rolled white towels, a white console table with potted plants, a mirror, and a window with a view of the outside.

14. Waterloo Apartment

Waterloo Apartment
3.5 star property
Hove
The price is ฿12,551
฿12,551 total
includes taxes & fees
17 Sept - 18 Sept
Waterloo Apartment

15. Chalet in Kent With Hot Tub & Countryside Views

Chalet in Kent With Hot Tub & Countryside Views
2.5 star property
Edenbridge
The price is ฿16,234
฿24,776 total
includes taxes & fees
2 Oct - 3 Oct
Chalet in Kent With Hot Tub & Countryside Views
A bunk bed with a patterned sofa, a table with a bowl and plates, and a potted plant.

16. Hangover Hotel

Hangover Hotel
2.0 star property
Brighton City Centre
3.0 out of 10, (9 reviews)
"Top marks on all counts"
United States
Donald
The price is ฿1,795
฿2,927 total
includes taxes & fees
2 Sept - 3 Sept
Hangover Hotel
A wooden pergola structure with a pool area underneath, featuring stone tiles, lounge chairs, and a table.

17. Heath Retreat

Heath Retreat
3.5 star property
Uckfield
The price is ฿35,966
฿43,160 total
includes taxes & fees
16 Sept - 17 Sept
Heath Retreat

18. 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 ฿5,049
฿6,059 total
includes taxes & fees
10 Sept - 11 Sept
Beautiful & Cosy Apartment in Brighton BN2 3AD
A crowded beach with people sunbathing and walking, a pier with buildings, and a clear sky.

19. Comfy Bright 5 Brighton Beach Doorstep Retreat

Comfy Bright 5 Brighton Beach Doorstep Retreat
2.0 star property
Brighton City Centre
The price is ฿10,918
฿16,654 total
includes taxes & fees
6 Sept - 7 Sept
Comfy Bright 5 Brighton Beach Doorstep Retreat
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.

20. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (54 reviews)
"My wife and I had a wonderful stay. The apartment was clean, comfortable and very conveniently located. The only tiny, tiny complaint I can make is that the bed was really firm. However, I would stay there again. Everything else was great."
United States
Ethan
The price is ฿3,278
฿5,278 total
includes taxes & fees
3 Sept - 4 Sept
Upper Rock Brighton Apartments
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

Maldron Hotel Brighton City Centre

Maldron Hotel Brighton City Centre

10/10 Excellent
"Very clean, easy check-in, decent breakfast"
Terry 1-night trip
Posted 10 hours ago
Maldron Hotel Brighton City Centre

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:

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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.