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Chailey Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chailey vacation rentals

A balcony with a white metal table and two chairs, a striped sofa, and a wooden railing.

1. 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
Oct 14 - Oct 15
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.

2. Duck Lodge B&B

Duck Lodge B&B
3.0 star property
Brighton
10.0 out of 10, Exceptional, (27 reviews)
"The accommodation was beautiful and every detail was catered for. The host was so helpful and couldn't do enough for us. Breakfast was ordered and they delivered it in the morning. The food was delicious The hot tub was brilliant. The location was brilliant as we wanted to walk in the surrounding area"
United Kingdom
Paul
$170 nightly
The price is $203
Oct 15 - Oct 16
Total with taxes and fees
Duck Lodge B&B
A brick wall with a potted plant and flowers.

3. Newstead Farmhouse

Newstead Farmhouse
3.0 star property
Lewes
$733 nightly
The price is $880
Oct 31 - Nov 1
Total with taxes and fees
Newstead Farmhouse
A rooftop terrace with a view of the city skyline, outdoor seating, and a potted plant arrangement.

4. Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (394 reviews)
"Central location to everywhere and great facility to dine in or dine out. Clean and reasonable costs."
United States
Warren
$99 nightly
The price is $119
Oct 14 - Oct 15
Total with taxes and fees
Q Square by Supercity Aparthotels
A hotel room with a bed, bedside tables, a wardrobe, a mirror, and artwork on the walls.

5. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,137 reviews)
"This is a great hotel in a great location,"
United Kingdom
Roshan
$84 nightly
The price is $100
Oct 22 - Oct 23
Total with taxes and fees
Numa Brighton Pavilion
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.

6. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (55 reviews)
"This is a small but well appointed 1 bedroom apartment situated 10 minutes stroll from the pier. There is a convenience store a couple of doors away and loads of cafes and restaurants nearby so excellently located."
United Kingdom
Alan
$108 nightly
The price is $122
Nov 11 - Nov 12
Total with taxes and fees
Upper Rock Brighton Apartments
A bar area with a curved counter, multiple seating options, and a variety of plants and decorations.

7. City Heart Brighton

City Heart Brighton
3.0 star property
Brighton City Centre
9.0 out of 10, Wonderful, (42 reviews)
"Great location"
United Kingdom
Stephen
$95 nightly
The price is $114
Nov 8 - Nov 9
Total with taxes and fees
City Heart Brighton
A bunk bed with a patterned sofa, a table with a bowl and plates, and a potted plant.

8. 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
$73 nightly
The price is $87
Oct 13 - Oct 14
Total with taxes and fees
Hangover Hotel
A modern bedroom with a large bed, a bedside table, a mirror, and a wall-mounted light fixture.

9. Studio In the Lanes

Studio In the Lanes
3.0 star property
Brighton City Centre
9.0 out of 10, Wonderful, (12 reviews)
"Beautiful studio in an absolute excellent location. Can’t wait to come back!!"
United States
Genevieve
$103 nightly
The price is $123
Nov 12 - Nov 13
Total with taxes and fees
Studio In the Lanes
Property grounds

10. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
$128 nightly
The price is $153
Oct 13 - Oct 14
Total with taxes and fees
Orchard View Shepherds Hut
A wooden exterior with a pergola, a small potted plant, and a grey sofa.

11. 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
$165 nightly
The price is $165
Oct 18 - Oct 19
Total with taxes and fees
Lodge , air con , Free Parking , Mini bar
A hotel room with a bed, two armchairs, a small round table with a vase of flowers, and a view of the outdoors through large windows with curtains.

12. Osborne Apartments

Osborne Apartments
2.5 star property
Eastbourne
8.8 out of 10, Excellent, (154 reviews)
"Very spacious apartment with everything you require to make your stay comfortable. Have booked to return again several times this year. Great for someone working away for several days"
United Kingdom
Melvyn Spencer
$78 nightly
The price is $93
Oct 26 - Oct 27
Total with taxes and fees
Osborne Apartments
A historic building with three arched windows and two green doors, numbered 24 and 22.

13. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
$624 nightly
The price is $749
Oct 25 - Oct 26
Total with taxes and fees
Cliffe Cottage
A modern living room with a glass dining table, a sofa, a TV, and a view through a glass door to an outdoor area.

14. Brighton Courtyard boutique

Brighton Courtyard boutique
2.0 star property
Brighton City Centre
2.0 out of 10, (1 review)
"This property is in disrepair and is not being maintained. One part of the floor is sinking and propped by loose boards. There is an overall smell of mildew/mold throughout the place, and most of the surfaces need a good cleaning. In the bathroom the shower tap is rigged so that you cannot increase the temperature past a moderate level, and the shower door is falling off the frame. I also came across many spiders. "
United States
Peter
$171 nightly
The price is $205
Nov 12 - Nov 13
Total with taxes and fees
Brighton Courtyard boutique
View from property

15. Apartment in Brighton Near the Beach

Apartment in Brighton Near the Beach
2.5 star property
Seafront
$182 nightly
The price is $218
Oct 15 - Oct 16
Total with taxes and fees
Apartment in Brighton Near the Beach
A spacious room with wooden floors, a dining table with chairs, and a staircase leading to another level.

16. Dyke Farm Barn | By Huluki Sussex Stays

Dyke Farm Barn | By Huluki Sussex Stays
4.0 star property
Brighton
10.0 out of 10, Exceptional, (1 review)
$776 nightly
The price is $931
Oct 23 - Oct 24
Total with taxes and fees
Dyke Farm Barn | By Huluki Sussex Stays
A four-poster bed with a brown bedspread, a large window with curtains, a view of greenery, and a bedside table with a lamp.

17. Verdant Rise

Verdant Rise
3.5 star property
Hassocks
$2,016 nightly
The price is $2,420
Nov 5 - Nov 6
Total with taxes and fees
Verdant Rise
A wooden pergola structure with a pool area underneath, featuring stone tiles, lounge chairs, and a table.

18. Heath Retreat

Heath Retreat
3.5 star property
Uckfield
$1,062 nightly
The price is $1,274
Oct 23 - Oct 24
Total with taxes and fees
Heath Retreat
A multi-story building with balconies and a ground-level entrance.

19. 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
$225 nightly
The price is $251
Oct 22 - Oct 23
Total with taxes and fees
Beaches Brighton 1
Property grounds

20. Romantic Lakeview Dome

Romantic Lakeview Dome
2.0 star property
Henfield
$169 nightly
The price is $203
Nov 9 - Nov 10
Total with taxes and fees
Romantic Lakeview Dome
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

The Grand Brighton

The Grand Brighton

10/10 Excellent
"Amazing stay thank you !!!"
Jonathan 2-night trip
Posted 2 hours ago
The Grand Brighton

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 $42 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.