Chailey Holiday Rentals from AU$58: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chailey holiday rentals

A stone house with a tiled roof, a front garden with various plants and flowers, and a wooden door.

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

North Chailey

yaron P.

includes taxes & fees

29 Nov - 30 Nov

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

Lewes

Phill

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a wooden floor, a bed, a desk, a TV on the wall, and a bathroom visible through an open door.

3. 2BR Lake Toho Waterfront Retreat | Fish • Relax

Nutley

includes taxes & fees

11 Nov - 12 Nov

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

Brighton

Meredith

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a bed, a window with blinds, a bedside table with a plant, a wall-mounted shelf with decorative items, and a hanging light fixture.

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

Lewes

Sarah C.

includes taxes & fees

15 Nov - 16 Nov

A modern bedroom with a large bed, a TV, a desk, and a balcony with a view of buildings.

6. Q Square by Supercity Aparthotels

Brighton City Centre

Warren

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a bed, bedside tables, a wardrobe, a mirror, and artwork on the walls.

7. Numa Brighton Pavilion

Brighton City Centre

Roshan

includes taxes & fees

12 Nov - 13 Nov

A historic building with three arched windows and two green doors, numbered 24 and 22.

8. Cliffe Cottage

Lewes

includes taxes & fees

19 Nov - 20 Nov

A large, classical building with a symmetrical facade, multiple windows, and a central entrance.

9. Upper Rock Brighton Apartments

Kemptown

Stuart

includes taxes & fees

11 Nov - 12 Nov

A narrow hallway with a bed in the background, a mirror on the left, and a door on the right.

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

Brighton City Centre

Monica L.

includes taxes & fees

12 Nov - 13 Nov

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

Brighton City Centre

anna k.

includes taxes & fees

30 Nov - 1 Dec

A modern hotel room with a bed, a TV, a sofa, a dining table, and a large window.

12. City Heart Brighton

Brighton City Centre

Stephen

includes taxes & fees

17 Nov - 18 Nov

A rustic interior with exposed wooden beams, stone steps, and a cozy seating area.

13. Bellflower Cottage - Ashdown Forest

Haywards Heath

Kathryn

includes taxes & fees

15 Nov - 16 Nov

14. Charming Apartment with Prime Location

Royal Tunbridge Wells

Francois L.

includes taxes & fees

11 Nov - 12 Nov

A modern bedroom with a large bed, a bedside table, a mirror, and a wall-mounted light fixture.

15. Studio In the Lanes

Brighton City Centre

Genevieve

includes taxes & fees

12 Nov - 13 Nov

A wooden exterior with a pergola, a small potted plant, and a grey sofa.

16. Lodge , air con , Free Parking , Mini bar

Hove

Sally

includes taxes & fees

12 Nov - 13 Nov

A modern living room with a blue sofa, wooden shelves, and a dining area with a table and chairs.

17. Cleve Cottage by inspirestays.com - a cottage that sleeps 4 guests in 2 bedrooms

Lewes

Anonymous traveller

includes taxes & fees

21 Nov - 22 Nov

A hot tub with a wooden deck, surrounded by lush greenery and hanging pink flowers.

18. Romantic Secret Garden Retreat

Brighton and Hove

Kai M.

includes taxes & fees

12 Nov - 13 Nov

A compact hotel room with a bed, a desk, a chair, a lamp, and a TV.

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

Seaford

Gazelle J.

includes taxes & fees

16 Nov - 17 Nov

A beach with a railing in the foreground and a clear sky.

20. Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

Eastbourne City Centre

Catherine

includes taxes & fees

4 Dec - 5 Dec

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

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

Hilton London Gatwick Airport

10/10 Excellent

"Pre-flight one night stay. Walkable to the terminal. Well signed from the terminal if approaching from that direction. Good restaurant and bar. Exactly what was needed."

Leonardo Royal Hotel Brighton Waterfront

10/10 Excellent

"We stayed for one night and had a fantastic experience. The staff were extremely friendly and helpful, the rooms were spotless, and the facilities were excellent, particularly the pool and spa. The location is perfect, right on Brighton seafront and ideally situated for exploring the area. Another bonus is the convenient public underground car park, which offers discounted rates for hotel guests. Overall, a really enjoyable stay and we would definitely recommend this hotel. We wouldn’t hesitate to stay again!"

Leonardo Hotel Brighton

10/10 Excellent

"We are regular visitors to the Leonardo Brighton. The rooms suit our needs perfectly - comfortable bed, good facilities, clean and well laid out. Moreover, the staff are incredibly friendly and helpful, from reception, to the bar, to housekeeping: An extra special mention to Mihai and Simona, who are so welcoming and warm - always remembering us and doing their utmost to make our stay enjoyable. A credit to the hotel!"

Holiday Inn London-Gatwick Airport by IHG

8/10 Good

"Reception staff were good , however the room was very cold and the thermostat wasn’t working. Brought a portable heater and blankets. They did manage to mend the thermostat but didn’t offer us an alternative room. The dining room also had a problem with heating but overall it was satisfactory"

Mercure Brighton Seafront Hotel

8/10 Good

"The hotel is in a great location right on the seafront and within walking distance of the main shopping centre and pubs and restaurants. The room decor looked a bit tired and in need of refreshing but the furniture and bathroom was clean and modern. The staff on reception were very friendly and helpful - I got a voucher for 2 free drinks at the bar as it was my birthday! We only ate breakfast there which was a buffet-style layout. The cooked food was fine but nothing spectacular worth mentioning. The breakfast staff were very friendly and attentive"

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, 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 favourite 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 depend 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 AU$58 per night. Entering your travel dates in the search wizard might find you 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chailey holiday rentals

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

2. 1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

3. 2BR Lake Toho Waterfront Retreat | Fish • Relax

4. Duck Lodge B&B

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

6. Q Square by Supercity Aparthotels

7. Numa Brighton Pavilion

8. Cliffe Cottage

9. Upper Rock Brighton Apartments

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

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

12. City Heart Brighton

13. Bellflower Cottage - Ashdown Forest

14. Charming Apartment with Prime Location

15. Studio In the Lanes

16. Lodge , air con , Free Parking , Mini bar

17. Cleve Cottage by inspirestays.com - a cottage that sleeps 4 guests in 2 bedrooms

18. Romantic Secret Garden Retreat

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

20. Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

Find holiday rentals that suit your style

Top Chailey Hotel Reviews

Hilton London Gatwick Airport

Leonardo Royal Hotel Brighton Waterfront

Leonardo Hotel Brighton

DoubleTree by Hilton Brighton Metropole

Holiday Inn London-Gatwick Airport by IHG

Mercure Brighton Seafront Hotel

West Beach Hotel Brighton

Courtyard by Marriott London Gatwick Airport

YotelAIR London Gatwick

Find out more about Chailey

Frequently asked questions

Go further with the Expedia app