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Our top choices for Chailey holiday rentals

1. Great Noven Farm

Great Noven Farm
2.0 star property
Lewes
The price is £3,137
includes taxes & fees
16 Aug - 17 Aug
Great Noven Farm

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 £89
includes taxes & fees
1 Sept - 2 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 £204
includes taxes & fees
1 Sept - 2 Sept
Duck Lodge B&B

4. Escape to Blacksmith’s Cottage

Escape to Blacksmith’s Cottage
Cuckfield
The price is £192
includes taxes & fees
6 Aug - 7 Aug
Escape to Blacksmith’s Cottage

5. Historic maisonette cottage in the beautiful village of Cuckfield

Historic maisonette cottage in the beautiful village of Cuckfield
Cuckfield
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay in Cuckfield. The property was in a fantastic central location in the village close to the local shops, sparkling clean, and comfortable. We shall be returning. Thank you so much ☺️"
United Kingdom
Deborah
The price is £194
includes taxes & fees
6 Aug - 7 Aug
Historic maisonette cottage in the beautiful village of Cuckfield

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 £113
includes taxes & fees
1 Sept - 2 Sept
Cosy Victorian Cottage in Crowborough with Log Burner and parking

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

The Heart-of-Brighton Hub / City Center
Brighton City Centre
The price is £147
includes taxes & fees
10 Aug - 11 Aug
The Heart-of-Brighton Hub / City Center

8. 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, (72 reviews)
"We had a wonderful stay, the view is amazing. "
Canada
Nicole M.
The price is £114
includes taxes & fees
1 Sept - 2 Sept
The Beach House Peacehaven, Brighton, East Sussex with free parking onsite

9. Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (34 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 £111
includes taxes & fees
31 Aug - 1 Sept
Charles Hope Hove

10. 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 £92
includes taxes & fees
1 Sept - 2 Sept
Lodge , air con , Free Parking , Mini bar

11. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (51 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 £130
includes taxes & fees
1 Sept - 2 Sept
Upper Rock Brighton Apartments

12. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is £127
includes taxes & fees
11 Aug - 12 Aug
Orchard View Shepherds Hut

13. Brighton Spa House | Hot Tub & Sauna | Sleeps 10

Brighton Spa House | Hot Tub & Sauna | Sleeps 10
Brighton and Hove
The price is £639
includes taxes & fees
1 Sept - 2 Sept
Brighton Spa House | Hot Tub & Sauna | Sleeps 10

14. Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
The price is £193
includes taxes & fees
10 Aug - 11 Aug
Romantic Secret Garden Retreat
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 £47 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?

Stunning 6 bedroom converted barn nestled in Souths Downs; 5,000+ sq ft; 9 acres: This holiday home rental outside of Chailey is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

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 Brighton Beach.

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.