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Our top choices for Chailey holiday rentals

1. Newstead Farmhouse

Newstead Farmhouse
3.0 star property
Lewes
The price is £720
includes taxes & fees
17 Oct - 18 Oct
Newstead Farmhouse

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 £80
includes taxes & fees
22 Sept - 23 Sept
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

3. 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 £154
includes taxes & fees
12 Oct - 13 Oct
Duck Lodge B&B

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 £909
includes taxes & fees
21 Sept - 22 Sept
Family Holiday Home With Hot Tub & Sauna Sleeps 8

5. Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (36 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 £108
includes taxes & fees
22 Sept - 23 Sept
Charles Hope Hove

6. Apartment in Brighton Near Brighton Beach

Apartment in Brighton Near Brighton Beach
2.5 star property
Seafront
The price is £367
includes taxes & fees
21 Sept - 22 Sept
Apartment in Brighton Near Brighton Beach

7. Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (386 reviews)
"Lovely staff. Kitchen very functional and well stocked with utensils. Comfortable bed. Great location."
United States
TRACEY
The price is £86
includes taxes & fees
4 Oct - 5 Oct
Q Square by Supercity Aparthotels

8. Orien tal By My Getaways

Orien tal By My Getaways
2.0 star property
Brighton City Centre
The price is £791
includes taxes & fees
28 Sept - 29 Sept
Orien tal By My Getaways

9. 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 £79
includes taxes & fees
20 Oct - 21 Oct
Hangover Hotel

10. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,126 reviews)
"Very pleasant stay"
United Kingdom
Daniel
The price is £82
includes taxes & fees
11 Oct - 12 Oct
Numa Brighton Pavilion

11. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
The price is £566
includes taxes & fees
2 Oct - 3 Oct
Cliffe Cottage

12. 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 £124
includes taxes & fees
23 Sept - 24 Sept
Lodge , air con , Free Parking , Mini bar

13. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (55 reviews)
"Location and amenities were excellent, as was the helpfulness and communication from hosts."
United Kingdom
Samantha
The price is £116
includes taxes & fees
19 Oct - 20 Oct
Upper Rock Brighton Apartments

14. 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 £124
includes taxes & fees
22 Sept - 23 Sept
Beautiful & Cosy Apartment in Brighton BN2 3AD

15. Pet-friendly Chalet in Hoath, No Deposit

Pet-friendly Chalet in Hoath, No Deposit
2.0 star property
Edenbridge
The price is £547
includes taxes & fees
2 Oct - 3 Oct
Pet-friendly Chalet in Hoath, No Deposit

16. Heath Retreat

Heath Retreat
3.5 star property
Uckfield
The price is £963
includes taxes & fees
29 Sept - 30 Sept
Heath Retreat

17. Brunswick Garden Studio Patio by Brighton Holiday Lets

Brunswick Garden Studio Patio by Brighton Holiday Lets
3.0 star property
Hove
9.4 out of 10, Exceptional, (3 reviews)
"The location was very handy to all services and the property was well equipped. The addition of a taxi voucher, was a very pleasant surprise"
Australia
Carina
Brunswick Garden Studio Patio by Brighton Holiday Lets

18. Modern Comfy 5 Location Few Steps From Pier

Modern Comfy 5 Location Few Steps From Pier
2.0 star property
Brighton City Centre
Modern Comfy 5 Location Few Steps From Pier

19. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is £128
includes taxes & fees
27 Sept - 28 Sept
Orchard View Shepherds Hut

20. 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 £200
includes taxes & fees
24 Sept - 25 Sept
Beaches Brighton 1
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, apart-hotels, 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 favorite 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 depends 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 £70 per night. Entering your travel dates in the search wizard you might find 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?

Churchill Country Retreat | By My Getaways: This highly rated holiday home rental in Chailey is equipped with a garden, laundry facilities and WiFi to help you feel comfortable during your stay. It has 6 bedrooms, in addition to a kitchen with a stovetop and a microwave.

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.