Chailey Holiday Rentals from AU$124: 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.

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Our top choices for Chailey holiday rentals

A bathroom with a bathtub, a wooden shelf with toiletries, and a view into the bedroom.

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

North Chailey

"My husband and I enjoyed a week in Mill Barn in early June. Unfortunately the weather didn't want to play along so we couldn't enjoy the beautiful garden as much as I had hoped, but that was no loss - the cottage is adorable inside too and it's perfect for cozy cocooning when it's rainy. We enjoyed the smart TV, bath and wonderful shower, as well as the well equipped kitchen. There are plenty of fun day trips in the area and Penny was incredibly kind and helpful during our stay. I would book...

Anonymous traveller

includes taxes & fees

17 Oct - 18 Oct

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

5 Oct - 6 Oct

A cozy lodge entrance with a sign reading 'Duck Lodge,' a small outdoor seating area, and a pathway leading to the entrance.

3. Duck Lodge B&B

Brighton

Meredith

includes taxes & fees

13 Oct - 14 Oct

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.

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

Lewes

Sarah C.

includes taxes & fees

28 Sept - 29 Sept

A brick house with a white door, a small garden with a hedge, and a paved driveway.

5. Escape to Blacksmith’s Cottage

Cuckfield

6. Orchard View Shepherds Hut

Henfield

includes taxes & fees

30 Sept - 1 Oct

A dimly lit room with a bed, a desk with a lamp, and a wicker chest of drawers.

7. Brighton Oasis of Calm seconds from the seafront and beach with an EnSuite Room

Hove, Brighton

Catherine

includes taxes & fees

29 Sept - 30 Sept

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

8. Romantic Secret Garden Retreat

Brighton and Hove

Kai M.

includes taxes & fees

28 Sept - 29 Sept

A rocky beach with a cliff and wooden posts in the water.

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

Seaford

Gazelle J.

includes taxes & fees

13 Oct - 14 Oct

A view from a room with a large window overlooking a beach and the sea.

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

Peacehaven

jamie F.

includes taxes & fees

30 Sept - 1 Oct

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

Brighton City Centre

anna k.

includes taxes & fees

13 Oct - 14 Oct

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

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

Hove

Sally

includes taxes & fees

4 Oct - 5 Oct

A rooftop terrace with a view of the city skyline, outdoor seating, and a potted plant arrangement.

13. Q Square by Supercity Aparthotels

Brighton City Centre

TRACEY

includes taxes & fees

4 Oct - 5 Oct

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.

14. Upper Rock Brighton Apartments

Kemptown

Samantha

includes taxes & fees

1 Oct - 2 Oct

A modern living room with a large window overlooking a marina, a round coffee table with a bottle and glass, and a sofa.

15. Harbour Hideaway - Free Parking

Seafront

Gwyneth G.

16. Beautiful & Cosy Apartment in Brighton BN2 3AD

Brighton

"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...

Sarah

includes taxes & fees

1 Oct - 2 Oct

A living room with teal walls, a grey sofa, a round wooden coffee table, and a floral rug.

17. A Lovely, Luxury flat close to attractions and beach

Seaford

Joy C.

includes taxes & fees

29 Sept - 30 Sept

A modern lobby with a reception desk, seating area, and a staircase leading to upper floors.

18. Charles Hope Hove

Hove

Mike

includes taxes & fees

27 Sept - 28 Sept

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

19. Numa Brighton Pavilion

Brighton City Centre

Daniel

includes taxes & fees

4 Oct - 5 Oct

Two beach chairs on a pebbled shore with a pier and boats in the background.

20. Apartment in Brighton near the Beach

Seafront

Anonymous traveller

includes taxes & fees

27 Sept - 28 Sept

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Top Chailey Hotel Reviews

Sofitel London Gatwick

8/10 Good

"Great place to stay when travelling. Most things made easy so no stress!"

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$124 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.

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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. Duck Lodge B&B

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

5. Escape to Blacksmith’s Cottage

6. Orchard View Shepherds Hut

7. Brighton Oasis of Calm seconds from the seafront and beach with an EnSuite Room

8. Romantic Secret Garden Retreat

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

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

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

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

13. Q Square by Supercity Aparthotels

14. Upper Rock Brighton Apartments

15. Harbour Hideaway - Free Parking

16. Beautiful & Cosy Apartment in Brighton BN2 3AD

17. A Lovely, Luxury flat close to attractions and beach

18. Charles Hope Hove

19. Numa Brighton Pavilion

20. Apartment in Brighton near the Beach

Find holiday rentals that suit your style

Top Chailey Hotel Reviews

Sofitel London Gatwick

Holiday Inn London-Gatwick Airport by IHG

Hampton by Hilton London Gatwick Airport

Bloc Hotel London Gatwick Airport

Ibis Styles London Gatwick Airport

Maldron Hotel Brighton City Centre

Hilton London Gatwick Airport

Leonardo Royal Hotel Brighton Waterfront

Russ Hill Hotel

Find out more about Chailey

Frequently asked questions

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