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Chailey Vacation Rentals

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Our top choices for Chailey vacation rentals

1. Newstead Farmhouse

Newstead Farmhouse
3.0 star property
Lewes
The price is CA $1,159
CA $1,391 total
includes taxes & fees
Sep 12 - Sep 13
Newstead Farmhouse

2. 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 CA $241
CA $289 total
includes taxes & fees
Sep 3 - Sep 4
Duck Lodge B&B

3. 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 $150
CA $150 total
includes taxes & fees
Sep 6 - Sep 7
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

4. Family Holiday Home With Hot Tub & Sauna Sleeps 8

Family Holiday Home With Hot Tub & Sauna Sleeps 8
2.5 star property
Brighton
The price is CA $961
CA $1,713 total
includes taxes & fees
Sep 3 - Sep 4
Family Holiday Home With Hot Tub & Sauna Sleeps 8

5. Apartment in Brighton Near the Beach

Apartment in Brighton Near the Beach
2.5 star property
Seafront
The price is CA $284
CA $341 total
includes taxes & fees
Sep 3 - Sep 4
Apartment in Brighton Near the Beach

6. Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (35 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
The price is CA $135
CA $162 total
includes taxes & fees
Sep 27 - Sep 28
Charles Hope Hove

7. Orien tal By My Getaways

Orien tal By My Getaways
2.0 star property
Brighton City Centre
The price is CA $1,175
CA $1,410 total
includes taxes & fees
Sep 7 - Sep 8
Orien tal By My Getaways

8. Q Square by Supercity Aparthotels

Q Square by Supercity Aparthotels
4.0 star property
Brighton City Centre
9.6 out of 10, Exceptional, (379 reviews)
"Great location, lovely staff, beautiful apartment with everything I needed, very comfortable bed, amazing shower. Can't fault it!"
United Kingdom
Remi
The price is CA $152
CA $182 total
includes taxes & fees
Sep 6 - Sep 7
Q Square by Supercity Aparthotels

9. Cliffe Cottage

Cliffe Cottage
3.5 star property
Lewes
The price is CA $886
CA $1,063 total
includes taxes & fees
Oct 2 - Oct 3
Cliffe Cottage

10. Numa Brighton Pavilion

Numa Brighton Pavilion
4.0 star property
Brighton City Centre
8.2 out of 10, Very good, (1,119 reviews)
"Very pleasant stay"
United Kingdom
Daniel
The price is CA $136
CA $163 total
includes taxes & fees
Sep 28 - Sep 29
Numa Brighton Pavilion

11. Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is CA $198
CA $238 total
includes taxes & fees
Sep 3 - Sep 4
Orchard View Shepherds Hut

12. 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
The price is CA $239
CA $239 total
includes taxes & fees
Sep 17 - Sep 18
Brighton Abode by Brighton Holiday Lets

13. Brighton Bliss - Stylish Studio Cosy on 1st Floor

Brighton Bliss - Stylish Studio Cosy on 1st Floor
2.0 star property
Brighton City Centre
The price is CA $106
CA $205 total
includes taxes & fees
Sep 7 - Sep 8
Brighton Bliss - Stylish Studio Cosy on 1st Floor

14. Waterloo Apartment

Waterloo Apartment
3.5 star property
Hove
The price is CA $526
CA $526 total
includes taxes & fees
Sep 17 - Sep 18
Waterloo Apartment

15. Chalet in Kent With Hot Tub & Countryside Views

Chalet in Kent With Hot Tub & Countryside Views
2.5 star property
Edenbridge
The price is CA $687
CA $1,045 total
includes taxes & fees
Sep 9 - Sep 10
Chalet in Kent With Hot Tub & Countryside Views

16. Hangover Hotel

Hangover Hotel
2.0 star property
Brighton City Centre
3.0 out of 10, (9 reviews)
"Top marks on all counts"
United States
Donald
The price is CA $75
CA $123 total
includes taxes & fees
Sep 3 - Sep 4
Hangover Hotel

17. Heath Retreat

Heath Retreat
3.5 star property
Uckfield
The price is CA $1,507
CA $1,808 total
includes taxes & fees
Sep 14 - Sep 15
Heath Retreat

18. 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 CA $208
CA $250 total
includes taxes & fees
Sep 10 - Sep 11
Beautiful & Cosy Apartment in Brighton BN2 3AD

19. Comfy Bright 5 Brighton Beach Doorstep Retreat

Comfy Bright 5 Brighton Beach Doorstep Retreat
2.0 star property
Brighton City Centre
The price is CA $481
CA $733 total
includes taxes & fees
Sep 6 - Sep 7
Comfy Bright 5 Brighton Beach Doorstep Retreat

20. Upper Rock Brighton Apartments

Upper Rock Brighton Apartments
3.0 star property
Kemptown
9.8 out of 10, Exceptional, (54 reviews)
"My wife and I had a wonderful stay. The apartment was clean, comfortable and very conveniently located. The only tiny, tiny complaint I can make is that the bed was really firm. However, I would stay there again. Everything else was great."
United States
Ethan
The price is CA $137
CA $221 total
includes taxes & fees
Sep 13 - Sep 14
Upper Rock Brighton Apartments
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?

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 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.