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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chailey vacation rentals

1 bedroom, iron/ironing board, WiFi, bed sheets

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)
"Our second time at Mill Barn and as the first time, everything was perfect, included Penny the host."
United States
yaron P.
The price is ￥172,534
￥172,534 total
includes taxes & fees
Sep 11 - Sep 12
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
Property grounds

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
The price is ￥18,623
￥18,623 total
includes taxes & fees
Sep 1 - Sep 2
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

3. 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, (10 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.
The price is ￥48,500
￥103,770 total
includes taxes & fees
Aug 20 - Aug 21
Castle Bank Terrace - just a few minutes walk to the high street
Exterior

4. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
The price is ￥101,759
￥122,111 total
includes taxes & fees
Aug 28 - Aug 29
Cliffe Cottage
Beach

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

Cleve Cottage by inspirestays.com - a cottage that sleeps 4 guests in 2 bedrooms
Lewes
9.6 out of 10, Exceptional, (5 reviews)
"A beautifully presented cottage that served as an idyllic retreat with its cosy interior and convenient location for exploring both Lewes and the surrounding area. We visited Birling Gap by car and Brighton by train. Highly recommend."
United States
Anonymous traveler
The price is ￥149,368
￥149,368 total
includes taxes & fees
Sep 7 - Sep 8
Cleve Cottage by inspirestays.com - a cottage that sleeps 4 guests in 2 bedrooms
Exterior

6. Escape to Blacksmith’s Cottage

Escape to Blacksmith’s Cottage
Cuckfield
The price is ￥30,118
￥40,481 total
includes taxes & fees
Aug 24 - Aug 25
Escape to Blacksmith’s Cottage
Interior

7. Bellflower Cottage - Ashdown Forest

Bellflower Cottage - Ashdown Forest
Haywards Heath
9.8 out of 10, Exceptional, (20 reviews)
"Lovely stay"
United States
Phyllis M.
The price is ￥301,274
￥301,274 total
includes taxes & fees
Sep 16 - Sep 17
Bellflower Cottage - Ashdown Forest
Lobby

8. 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
The price is ￥31,821
￥38,184 total
includes taxes & fees
Sep 7 - Sep 8
Duck Lodge B&B
Private kitchen

9. Brighton Spa House | Hot Tub & Sauna | Sleeps 10

Brighton Spa House | Hot Tub & Sauna | Sleeps 10
Brighton and Hove
The price is ￥82,865
￥145,420 total
includes taxes & fees
Sep 9 - Sep 10
Brighton Spa House | Hot Tub & Sauna | Sleeps 10
Outdoor spa tub

10. Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
The price is ￥29,146
￥40,805 total
includes taxes & fees
Aug 23 - Aug 24
Romantic Secret Garden Retreat
Exterior

11. Cosy Victorian Cottage in Crowborough with Log Burner and parking

Cosy Victorian Cottage in Crowborough with Log Burner and parking
Crowborough
8.6 out of 10, Excellent, (4 reviews)
"Lovely place, will be booking again . "
United Kingdom
Laura
The price is ￥19,413
￥22,864 total
includes taxes & fees
Sep 16 - Sep 17
Cosy Victorian Cottage in Crowborough with Log Burner and parking
Apartment, 1 Bedroom, Smoking | Living room

12. Beautiful & Cosy Apartment in Brighton BN2 3AD

Beautiful & Cosy Apartment in Brighton BN2 3AD
2.0 star property
Brighton
10.0 out of 10, Exceptional, (1 review)
"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...
United Kingdom
Sarah
The price is ￥24,113
￥28,936 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful & Cosy Apartment in Brighton BN2 3AD
Living area

13. Large Central Delightful Townhouse with garden

Large Central Delightful Townhouse with garden
Brighton City Centre
8.8 out of 10, Excellent, (12 reviews)
"Was here for a hen do and this house is absolutely perfect. The photos don’t do it enough justice! It is stocked with everything you need, the rooms are large, great location, easy check in. Babs was super responsive and explained everything clearly. Will 100% return again, we had the best weekend ever "
United Kingdom
Kimberley B.
The price is ￥107,637
￥159,622 total
includes taxes & fees
Aug 30 - Aug 31
Large Central Delightful Townhouse with garden
Cottage

14. Forest Farm Cottage

Forest Farm Cottage
3.5 star property
Haywards Heath
Forest Farm Cottage
Interior

15. Stunning Flat In Brighton Central

Stunning Flat In Brighton Central
Brighton City Centre
7.4 out of 10, Good, (3 reviews)
"A lovely flat in a great location. The only thing that let it down was the communal hallway, which was very dirty and had a lot of rotting rubbish left at the bottom of the stairs. It was very smelly, with flies buzzing about and this took the edge off the stay. Property manager was very responsive and helpful to any questions we had. Would stay again if the communal area was sorted. "
United Kingdom
Suzanne H.
The price is ￥24,677
￥40,222 total
includes taxes & fees
Sep 16 - Sep 17
Stunning Flat In Brighton Central
Exterior

16. Artist Studio | By My Getaways

Artist Studio | By My Getaways
Brighton City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Very charming stay in a central location, I would book here again!"
Netherlands
Roswitha
Artist Studio | By My Getaways
1 bedroom, iron/ironing board, WiFi, bed sheets

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

Pet friendly and central Laines location, 1 minute from station
Brighton City Centre
9.8 out of 10, Exceptional, (12 reviews)
"Ideal for a short trip to Brighton. "
United Kingdom
Stefan
The price is ￥10,260
￥23,970 total
includes taxes & fees
Aug 23 - Aug 24
Pet friendly and central Laines location, 1 minute from station
Apartment | View from property

18. Apartment in Brighton Near the Beach

Apartment in Brighton Near the Beach
2.0 star property
Seafront
The price is ￥29,279
￥35,135 total
includes taxes & fees
Aug 30 - Aug 31
Apartment in Brighton Near the Beach
Medium Room

19. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very Good, (1,107 reviews)
"clean room, air con, very spacious!"
United Kingdom
Shannon
The price is ￥17,431
￥20,917 total
includes taxes & fees
Sep 6 - Sep 7
Numa Brighton Pavilion
Dining

20. Fully equipped city centre modern townhouse - 5 star rating.

Fully equipped city centre modern townhouse - 5 star rating.
Brighton City Centre
9.8 out of 10, Exceptional, (74 reviews)
"A fantastic property in a great central location in city & perfect for our weekend combining Brighton Marathon & evenings out in town. We were a Group of 7 so ideal for what we wanted. Easy check in process. Would recommend"
United Kingdom
Mike D.
The price is ￥63,906
￥72,758 total
includes taxes & fees
Aug 27 - Aug 28
Fully equipped city centre modern townhouse - 5 star rating.
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

Bloc Hotel London Gatwick Airport

Bloc Hotel London Gatwick Airport

8/10 Good
"Perfect overnight stay for early morning flight. 20% discount at giraffe was nice touch. Also offered free fast track through security but already had it. Room was basic clean and comfy bed"
Elizabeth 1-night trip
Posted 4 hours ago
Bloc Hotel 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:

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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.

What's the top vacation rental that Chailey has to offer?

Beautiful Seaside Cottage : Visitors like this Chailey vacation home rental. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Chailey?

With 6 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 Brighton Beach.

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.