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Chailey Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Chailey vacation 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

Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
North Chailey
10.0 out of 10, Exceptional, (27 reviews)
"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...
United States
Anonymous traveler
$951 nightly
The price is $951
Oct 17 - Oct 18
Total with taxes and fees
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
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

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
$106 nightly
The price is $106
Sep 28 - Sep 29
Total with taxes and fees
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking
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

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
$170 nightly
The price is $204
Oct 12 - Oct 13
Total with taxes and fees
Duck Lodge B&B
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

Castle Bank Terrace - just a few minutes walk to the high street
Lewes
9.6 out of 10, Exceptional, (11 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.
$498 nightly
The price is $498
Sep 28 - Sep 29
Total with taxes and fees
Castle Bank Terrace - just a few minutes walk to the high street
A modern lobby with a reception desk, seating area, and a staircase leading to upper floors.

5. Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.6 out of 10, Excellent, (37 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
$98 nightly
The price is $118
Oct 19 - Oct 20
Total with taxes and fees
Charles Hope Hove
A dimly lit room with a bed, a desk with a lamp, and a wicker chest of drawers.

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

Brighton Oasis of Calm seconds from the seafront and beach with an EnSuite Room
Hove, Brighton
10.0 out of 10, Exceptional, (58 reviews)
"We had a lovely stay here! The room and bathroom were very clean and Ian and Matt were extremely welcoming and friendly. We would absolutely stay here again. "
Canada
Catherine
$113 nightly
The price is $113
Sep 28 - Sep 29
Total with taxes and fees
Brighton Oasis of Calm seconds from the seafront and beach with an EnSuite Room
A view from a room with a large window overlooking a beach and the sea.

7. 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, (74 reviews)
"Great loacation and view. "
United Kingdom
jamie F.
$146 nightly
The price is $146
Sep 30 - Oct 1
Total with taxes and fees
The Beach House Peacehaven, Brighton, East Sussex with free parking onsite

8. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
$131 nightly
The price is $157
Sep 29 - Sep 30
Total with taxes and fees
Orchard View Shepherds Hut
A hot tub with a wooden deck, surrounded by lush greenery and hanging pink flowers.

9. Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
"Very relaxing place and well equipped, clean and calm, no negatives from me"
United States
Kai M.
$240 nightly
The price is $240
Sep 28 - Sep 29
Total with taxes and fees
Romantic Secret Garden Retreat

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

The Heart-of-Brighton Hub / City Center
Brighton City Centre
10.0 out of 10, Exceptional, (1 review)
"Great little flat right in the heart of Brighton.Easy access to shops,lanes,clubs and Pier.The flat was clean and tidy and check in was hassle free. Right next to the park for outside space too.Definitely be back for another stay soon."
United States
anna k.
$182 nightly
The price is $182
Oct 13 - Oct 14
Total with taxes and fees
The Heart-of-Brighton Hub / City Center
A historic building with three arched windows and two green doors, numbered 24 and 22.

11. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
$625 nightly
The price is $750
Oct 2 - Oct 3
Total with taxes and fees
Cliffe Cottage
A wooden exterior with a pergola, a small potted plant, and a grey sofa.

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
$164 nightly
The price is $164
Oct 4 - Oct 5
Total with taxes and fees
Lodge , air con , Free Parking , Mini bar
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.

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
$125 nightly
The price is $142
Oct 27 - Oct 28
Total with taxes and fees
Upper Rock Brighton Apartments
A rustic interior with exposed wooden beams, stone steps, and a cozy seating area.

14. Bellflower Cottage - Ashdown Forest

Bellflower Cottage - Ashdown Forest
Haywards Heath
9.6 out of 10, Exceptional, (20 reviews)
"Lovely stay"
United States
Phyllis M.
$1,229 nightly
The price is $1,229
Oct 6 - Oct 7
Total with taxes and fees
Bellflower Cottage - Ashdown Forest
A bedroom with a bed, two heart-shaped mirrors, and a door.

15. 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
$171 nightly
The price is $171
Oct 1 - Oct 2
Total with taxes and fees
Brighton Abode by Brighton Holiday Lets
A rooftop terrace with a view of the city skyline, outdoor seating, and a potted plant arrangement.

16. Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (388 reviews)
"Lovely staff, great location. Would recommend"
Canada
Estrella Leila
$86 nightly
The price is $104
Oct 4 - Oct 5
Total with taxes and fees
Q Square by Supercity Aparthotels
Two beach chairs on a pebbled shore with a pier and boats in the background.

17. Apartment in Brighton near the Beach

Apartment in Brighton near the Beach
Seafront
9.8 out of 10, Exceptional, (26 reviews)
"The decor was lovely, and the overall atmosphere was very relaxing, I’d come back just for the comfort of the bed!"
United States
Anonymous traveler
$205 nightly
The price is $205
Sep 28 - Sep 29
Total with taxes and fees
Apartment in Brighton near the Beach

18. Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
3.0 star property
Horsham
$186 nightly
The price is $223
Sep 30 - Oct 1
Total with taxes and fees
Artists Hideaway in Cowfold

19. Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
Cowfold
$208 nightly
The price is $208
Sep 28 - Sep 29
Total with taxes and fees
Artists Hideaway in Cowfold
A hotel room with a bed, bedside tables, a wardrobe, a mirror, and artwork on the walls.

20. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,127 reviews)
"Very pleasant stay"
United Kingdom
Daniel
$89 nightly
The price is $107
Oct 6 - Oct 7
Total with taxes and fees
Numa Brighton Pavilion
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

Radisson RED London Gatwick Airport

Radisson RED London Gatwick Airport

10/10 Excellent
"Perfect overnight stay before an early flight."
Peter 1-night trip
Posted 3 hours ago
Radisson RED London Gatwick Airport

Find out more about Chailey

Everything you need to know about Chailey vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chailey vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chailey vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chailey in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chailey rentals

At Expedia, we put the best Chailey vacation 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 vacation.

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 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?

Churchill Country Retreat | By My Getaways: Visitors like this Chailey vacation home rental. It 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 vacation rentals are there in Chailey?

With 7 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 Sheffield Park Garden.

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.