A vintage steam locomotive with the number 92212 on its front.

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)
The price is P6,633
P6,633 total
includes taxes & fees
Oct 18 - Oct 19
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)
"Amazing host, and the lodge was absolutely spotless "
United Kingdom
Meredith
The price is P10,718
P12,862 total
includes taxes & fees
Nov 9 - Nov 10
Duck Lodge B&B
A brick wall with a potted plant and flowers.

3. Newstead Farmhouse

Newstead Farmhouse
3.0 star property
Lewes
The price is P46,376
P55,651 total
includes taxes & fees
Oct 31 - Nov 1
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
The price is P6,276
P7,531 total
includes taxes & fees
Oct 19 - Oct 20
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, (1,140 reviews)
"This is a great hotel in a great location,"
United Kingdom
Roshan
The price is P4,908
P5,889 total
includes taxes & fees
Oct 19 - Oct 20
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
The price is P4,711
P8,164 total
includes taxes & fees
Nov 10 - Nov 11
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, (43 reviews)
"Great location"
United Kingdom
Stephen
The price is P4,655
P7,662 total
includes taxes & fees
Nov 8 - Nov 9
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
The price is P3,389
P5,514 total
includes taxes & fees
Nov 15 - Nov 16
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
The price is P4,691
P8,140 total
includes taxes & fees
Nov 2 - Nov 3
Studio In the Lanes
Property grounds

10. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is P9,379
P11,255 total
includes taxes & fees
Oct 29 - Oct 30
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
The price is P8,844
P10,338 total
includes taxes & fees
Oct 21 - Oct 22
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, (155 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
The price is P5,131
P6,158 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is P39,476
P47,371 total
includes taxes & fees
Oct 25 - Oct 26
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
The price is P4,637
P13,095 total
includes taxes & fees
Nov 8 - Nov 9
Brighton Courtyard boutique
View from property

15. Apartment in Brighton Near the Beach

Apartment in Brighton Near the Beach
2.5 star property
Seafront
The price is P12,348
P14,817 total
includes taxes & fees
Oct 18 - Oct 19
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)
The price is P33,472
P58,844 total
includes taxes & fees
Oct 23 - Oct 24
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
The price is P89,765
P149,892 total
includes taxes & fees
Nov 5 - Nov 6
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
The price is P66,630
P79,956 total
includes taxes & fees
Oct 28 - Oct 29
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
The price is P8,368
P15,899 total
includes taxes & fees
Oct 22 - Oct 23
Beaches Brighton 1
Property grounds

20. Romantic Lakeview Dome

Romantic Lakeview Dome
2.0 star property
Henfield
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

Hilton London Gatwick Airport

Hilton London Gatwick Airport

10/10 Excellent
"It was convenient, great service, very clean and perfect short stay."
Vanessa 1-night trip
Posted 1 hour ago
Hilton London Gatwick Airport

Find out more about Chailey

Search for holiday rentals in Chailey on Expedia! You can easily find your home rentals, villas, holiday apartments in Chailey using one of the methods below:

  • View our selection of featured holiday rentals in Chailey
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  • Enter your travel dates to view the best deals on holiday rentals in Chailey while they last

Look no further and take a look at our great range of rental properties in Chailey!

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.

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.