Chailey Holiday Rentals

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Our top choices for Chailey holiday rentals

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, (26 reviews)
"You can only rate everything with the most stars. The hostess is something you couldn't ask for. It got dark quite early for this time of year. No problem at all; we returned around 4:00 pm, enjoyed a pot of tea in the living room, and felt right at home. The Christmas tree greeted us upon arrival. We felt completely at ease from beginning to end. It certainly won't be our last visit."
United States
Gerhard B.
The price is AU$1,238
includes taxes & fees
31 Mar - 1 Apr
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

The Beach House Peacehaven, Brighton, East Sussex

The Beach House Peacehaven, Brighton, East Sussex
Peacehaven
10.0 out of 10, Exceptional, (54 reviews)
"I would recommend this property highly everything about this place and location was excellent."
United Kingdom
Jillian S.
The price is AU$198
includes taxes & fees
8 Apr - 9 Apr
The Beach House Peacehaven, Brighton, East Sussex

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 AU$194
includes taxes & fees
29 Mar - 30 Mar
Cosy Victorian Cottage in Crowborough with Log Burner and parking

Studio Annie is the most relaxing place to stay with free off road parking

Studio Annie is the most relaxing place to stay with free off road parking
Worthing
10.0 out of 10, Exceptional, (7 reviews)
"Lovely and cozy, very clean. Perfect for our stay"
United States
Daren W.
The price is AU$227
includes taxes & fees
30 Mar - 31 Mar
Studio Annie is the most relaxing place to stay with free off road parking

Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
3.0 star property
Horsham
The price is AU$292
includes taxes & fees
20 Apr - 21 Apr
Artists Hideaway in Cowfold

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, (11 reviews)
"Lovely place to stay, hosts very welcoming and helpful "
United Kingdom
Laura
The price is AU$238
includes taxes & fees
30 Mar - 31 Mar
Lodge , air con , Free Parking , Mini bar

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
8.8 out of 10, Excellent, (5 reviews)
"all as expected and very nice place"
United Kingdom
Ratty L.
The price is AU$167
includes taxes & fees
31 Mar - 1 Apr
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

Contemporary 2 Bedroom Flat in Lewes

Contemporary 2 Bedroom Flat in Lewes
3.0 star property
Lewes
Contemporary 2 Bedroom Flat in Lewes

1 bedroom accommodation in Pevensey Bay, near Eastbourne

1 bedroom accommodation in Pevensey Bay, near Eastbourne
Pevensey Bay, near Eastbourne
10.0 out of 10, Exceptional, (13 reviews)
"We. Had a lovely holiday right near the beach had some lovely walks. The accommodation was very nice and clean. The owner was excellent and very accommodating if we needed anything."
United States
Christine Sheen
The price is AU$384
includes taxes & fees
17 Apr - 18 Apr
1 bedroom accommodation in Pevensey Bay, near Eastbourne

Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
The price is AU$367
includes taxes & fees
30 Mar - 31 Mar
Romantic Secret Garden Retreat

Stables Cottage

Stables Cottage
3.5 star property
Heathfield
The price is AU$850
includes taxes & fees
1 Apr - 2 Apr
Stables Cottage

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
9.8 out of 10, Exceptional, (8 reviews)
"Very easy to communicate with, so easy to check in, lovely place to stay, thank you!"
United Kingdom
Sarah B.
The price is AU$725
includes taxes & fees
29 Mar - 30 Mar
Castle Bank Terrace - just a few minutes walk to the high street

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, (52 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 AU$175
includes taxes & fees
30 Mar - 31 Mar
Brighton Oasis of Calm seconds from the seafront and beach with an EnSuite Room

Beautiful Rural Barn - stunning interior

Beautiful Rural Barn - stunning interior
Ockley
10.0 out of 10, Exceptional, (14 reviews)
"Its a lovely place, so peaceful & quiet. Very nice interior, all modern"
United Kingdom
Dave Dj Deebs B.
The price is AU$307
includes taxes & fees
5 Apr - 6 Apr
Beautiful Rural Barn - stunning interior

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 AU$256
includes taxes & fees
30 Mar - 31 Mar
Beautiful & Cosy Apartment in Brighton BN2 3AD

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 AU$212
includes taxes & fees
1 Apr - 2 Apr
1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

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 AU$290
includes taxes & fees
27 Apr - 28 Apr
Duck Lodge B&B

Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (31 reviews)
"Perfect stay again, thank you "
United States
Justin
The price is AU$227
includes taxes & fees
13 Apr - 14 Apr
Charles Hope Hove

Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.

Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.
Shoreham-by-Sea
10.0 out of 10, Exceptional, (1 review)
"Perfect tiny boat, well equipped with everything needed for a comfortable stay. Easy parking close by. Elise is a very helpful & welcoming host, who is happy to suggest things to do locally if needed. Would stay here again! "
United Kingdom
Rachel R.
The price is AU$325
includes taxes & fees
29 Mar - 30 Mar
Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.

The White House Studio

The White House Studio
Worthing
10.0 out of 10, Exceptional, (10 reviews)
"Enjoyed our stay but but with a dog we felt it lacked a safe garden area."
United States
Valerie Rose
The price is AU$731
includes taxes & fees
30 Mar - 31 Mar
The White House Studio
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

Everything you need to know about Chailey holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chailey holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chailey holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chailey holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chailey holiday rentals we have selected for you start as low as AU$112 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chailey rentals

At Expedia, we put the best Chailey holiday 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 holiday.

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 holiday rentals in Chailey?

Yes, there are holiday rentals in Chailey close to Bluebell Railway - Sheffield Park Station, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chailey has to offer?

Charming Brighton Townhouse: This holiday home rental outside of Chailey has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Chailey?

With 6 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Bluebell Railway - Sheffield Park Station and Sheffield Park Garden.

What are holiday rentals like in Chailey?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chailey. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.