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

Chailey Vacation Rentals

  • 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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chailey vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

1. Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
North Chailey
10.0 out of 10, Exceptional, (27 reviews)
"Our second time at Mill Barn and as the first time, everything was perfect, included Penny the host."
United States
yaron P.
The price is AED 3,965
AED 3,965 total
includes taxes & fees
11 Sep - 12 Sep
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
Living area

2. Great Noven Farm

Great Noven Farm
2.0 star property
Lewes
The price is AED 12,970
AED 15,563 total
includes taxes & fees
16 Aug - 17 Aug
Great Noven Farm
Property grounds

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 AED 433
AED 433 total
includes taxes & fees
7 Sep - 8 Sep
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking
Lobby

4. 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 AED 815
AED 978 total
includes taxes & fees
7 Sep - 8 Sep
Duck Lodge B&B
Exterior

5. Escape to Blacksmith’s Cottage

Escape to Blacksmith’s Cottage
Cuckfield
The price is AED 665
AED 899 total
includes taxes & fees
26 Aug - 27 Aug
Escape to Blacksmith’s Cottage
Exterior

6. Cosy Victorian Cottage in Crowborough with Log Burner and parking

Cosy Victorian Cottage in Crowborough with Log Burner and parking
Crowborough
8.6 out of 10, Excellent, (4 reviews)
"Lovely place, will be booking again . "
United Kingdom
Laura
The price is AED 460
AED 539 total
includes taxes & fees
31 Aug - 1 Sep
Cosy Victorian Cottage in Crowborough with Log Burner and parking
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

7. Castle Bank Terrace - just a few minutes walk to the high street

Castle Bank Terrace - just a few minutes walk to the high street
Lewes
9.6 out of 10, Exceptional, (9 reviews)
"Very good location in Lewes with parking space. Well equipped house and near train station for access to Brighton. Enjoyable stay."
United Kingdom
Sarah C.
The price is AED 1,200
AED 2,471 total
includes taxes & fees
20 Aug - 21 Aug
Castle Bank Terrace - just a few minutes walk to the high street
Reception

8. Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (35 reviews)
"Great but concierge on site was no help, luckily the staff on call were helpful and the overall stay was good,?rooms very clean and tidy and good facilities and location"
United Kingdom
Mark
The price is AED 333
AED 399 total
includes taxes & fees
7 Sep - 8 Sep
Charles Hope Hove
Interior

9. The Beach House Peacehaven, Brighton, East Sussex with free parking onsite

The Beach House Peacehaven, Brighton, East Sussex with free parking onsite
Peacehaven
10.0 out of 10, Exceptional, (73 reviews)
"We loved everything.Thanx for having us"
Germany
Florian
The price is AED 521
AED 600 total
includes taxes & fees
25 Aug - 26 Aug
The Beach House Peacehaven, Brighton, East Sussex with free parking onsite
Interior

10. Brighton Bliss - Stylish Studio cosy on 1st floor

Brighton Bliss - Stylish Studio cosy on 1st floor
Brighton City Centre
The price is AED 371
AED 544 total
includes taxes & fees
16 Aug - 17 Aug
Brighton Bliss - Stylish Studio cosy on 1st floor
Outdoor spa tub

11. Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
The price is AED 670
AED 933 total
includes taxes & fees
23 Aug - 24 Aug
Romantic Secret Garden Retreat
Exterior

12. The Heart-of-Brighton Hub / City Center

The Heart-of-Brighton Hub / City Center
Brighton City Centre
The price is AED 379
AED 676 total
includes taxes & fees
1 Sep - 2 Sep
The Heart-of-Brighton Hub / City Center
Terrace/patio

13. 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, (12 reviews)
"Very welcoming and well thought out accommodation. Would definitely stay again "
United Kingdom
Sally
The price is AED 366
AED 456 total
includes taxes & fees
1 Sep - 2 Sep
Lodge , air con , Free Parking , Mini bar
Apartment | 1 bedroom, iron/ironing board, bed sheets

14. 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 AED 630
AED 630 total
includes taxes & fees
17 Aug - 18 Aug
Brighton Abode by Brighton Holiday Lets
1 bedroom, iron/ironing board, WiFi, bed sheets

15. Pet friendly and central Laines location, 1 minute from station

Pet friendly and central Laines location, 1 minute from station
Brighton City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Ideal for a short trip to Brighton. "
United Kingdom
Stefan
The price is AED 247
AED 564 total
includes taxes & fees
13 Aug - 14 Aug
Pet friendly and central Laines location, 1 minute from station
Exterior

16. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
The price is AED 2,341
AED 2,809 total
includes taxes & fees
28 Aug - 29 Aug
Cliffe Cottage
House, 2 Bedrooms | Exterior detail

17. Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
3.0 star property
Horsham
The price is AED 702
AED 843 total
includes taxes & fees
25 Aug - 26 Aug
Artists Hideaway in Cowfold
Apartment, Private Bathroom (A) | 1 bedroom, Egyptian cotton sheets, premium bedding, cribs (free)

18. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (52 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 AED 341
AED 558 total
includes taxes & fees
3 Sep - 4 Sep
Upper Rock Brighton Apartments
Exterior

19. Brighton Beach Apartment Parking Free On-site & EV Charger

Brighton Beach Apartment Parking Free On-site & EV Charger
Seafront
9.8 out of 10, Exceptional, (6 reviews)
"The excellent location of this extremely comfortable apartment with the discreet personal touch of Phil & Kay made this a perfect trip to Brighton."
United Kingdom
Neil
The price is AED 1,116
AED 1,504 total
includes taxes & fees
13 Aug - 14 Aug
Brighton Beach Apartment Parking Free On-site & EV Charger
Beach

20. Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,
Seaford
9.0 out of 10, Wonderful, (7 reviews)
"all as expected and very nice place"
United Kingdom
Ratty L.
The price is AED 323
AED 422 total
includes taxes & fees
16 Aug - 17 Aug
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,
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

Radisson RED London Gatwick Airport

Radisson RED London Gatwick Airport

10/10 Excellent
"They had an issue finding our reservation at midnight, but the staff was very helpful. We’re weren’t there long bc of an early flight, but the bed was comfy."
Brandie 1-night trip
Posted 3 hours ago
Radisson RED London Gatwick Airport

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?

Beautiful Seaside Cottage : Visitors like this Chailey vacation home rental. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings.

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 Brighton Beach.

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.