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Chailey Vacation Rentals

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Our top choices for Chailey vacation rentals

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 traveller
The price is CA $1,104
CA $1,104 total
includes taxes & fees
Nov 2 - Nov 3
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

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 CA $151
CA $151 total
includes taxes & fees
Oct 20 - Oct 21
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

3. 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 CA $241
CA $290 total
includes taxes & fees
Nov 9 - Nov 10
Duck Lodge B&B

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 CA $138
CA $165 total
includes taxes & fees
Nov 18 - Nov 19
Q Square by Supercity Aparthotels

5. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,143 reviews)
"This is a great hotel in a great location,"
United Kingdom
Roshan
The price is CA $107
CA $128 total
includes taxes & fees
Oct 22 - Oct 23
Numa Brighton Pavilion

6. 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)
"Very clean and close to everything"
United States
Monica L.
The price is CA $81
CA $199 total
includes taxes & fees
Oct 19 - Oct 20
Pet friendly and central Laines location, 1 minute from station

7. 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 CA $106
CA $184 total
includes taxes & fees
Nov 10 - Nov 11
Upper Rock Brighton Apartments

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

Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,
Seaford
9.0 out of 10, Wonderful, (8 reviews)
"Clean cozy - unusual - good location for train and easy walk to beach"
United States
Gazelle J.
The price is CA $122
CA $160 total
includes taxes & fees
Oct 20 - Oct 21
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

9. Stylish Lewes Apartment - Gorgeous Views

Stylish Lewes Apartment - Gorgeous Views
Lewes
10.0 out of 10, Exceptional, (2 reviews)
"Very good welcome instructions exactly what it said on the tun. Amazing accommodation very clean and some luttle extras thrown un"
United Kingdom
Colin B.
The price is CA $379
CA $379 total
includes taxes & fees
Nov 11 - Nov 12
Stylish Lewes Apartment - Gorgeous Views

10. Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View
Eastbourne City Centre
9.8 out of 10, Exceptional, (29 reviews)
The price is CA $55
CA $55 total
includes taxes & fees
Oct 19 - Oct 20
Majestic Hotel Eastbourne by Belvilla - Twin Room with Sea View

11. Beacon Cottage by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

Beacon Cottage by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom
Ditchling
10.0 out of 10, Exceptional, (8 reviews)
"We had a very enjoyable stay at Beacon Cottage. It is very spacious inside, well equipped and very comfortable. There is lots to see and do in the area."
United States
Anonymous traveller
The price is CA $1,163
CA $1,163 total
includes taxes & fees
Nov 9 - Nov 10
Beacon Cottage by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

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
The price is CA $201
CA $235 total
includes taxes & fees
Oct 20 - Oct 21
Lodge , air con , Free Parking , Mini bar

13. 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 CA $100
CA $168 total
includes taxes & fees
Nov 18 - Nov 19
City Heart Brighton

14. 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, (59 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
The price is CA $102
CA $160 total
includes taxes & fees
Oct 27 - Oct 28
Brighton Oasis of Calm seconds from the seafront and beach with an EnSuite Room

15. 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 CA $100
CA $177 total
includes taxes & fees
Nov 8 - Nov 9
Studio In the Lanes

16. 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.
The price is CA $138
CA $251 total
includes taxes & fees
Oct 21 - Oct 22
The Heart-of-Brighton Hub / City Center

17. Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (2 reviews)
"Very relaxing place and well equipped, clean and calm, no negatives from me"
United States
Kai M.
The price is CA $220
CA $313 total
includes taxes & fees
Oct 19 - Oct 20
Romantic Secret Garden Retreat

18. 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, (75 reviews)
"Very well equipped, very friendly hosts who live below the flat, plenty of places to eat nearby, great view over the sea, and quiet."
United States
Thomas Sebastian P.
The price is CA $212
CA $242 total
includes taxes & fees
Oct 21 - Oct 22
The Beach House Peacehaven, Brighton, East Sussex with free parking onsite

19. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is CA $194
CA $233 total
includes taxes & fees
Oct 19 - Oct 20
Orchard View Shepherds Hut

20. Bellflower Cottage - Ashdown Forest

Bellflower Cottage - Ashdown Forest
Haywards Heath
9.6 out of 10, Exceptional, (20 reviews)
"Lovely stay"
United States
Phyllis M.
The price is CA $1,749
CA $1,749 total
includes taxes & fees
Nov 5 - Nov 6
Bellflower Cottage - Ashdown Forest
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

Find out more about Chailey

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chailey. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.