Chailey Vacation Rentals

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Our top choices for Chailey vacation rentals

Red House Common View

Red House Common View
2.0 star property
Lewes
The price is CA $811
CA $973 total
includes taxes & fees
Jun 13 - Jun 14
Red House Common View

Bayview Retreat - 3 bedrooms with decking sleeps 6

Bayview Retreat - 3 bedrooms with decking sleeps 6
Pevensey Bay
8.0 out of 10, Very good, (1 review)
"Despite the house being described as "very nice and clean," the presence of white dog hairs on the carpet and sofa was a major disappointment. This issue not only affected the appearance of the house, but also caused practical issues such as getting dog hair on our clothes. As someone with an allergy to dog hair, this made my stay uncomfortable and not as enjoyable as it could have been. As long as I am sure that the hair will be cleaned properly, I would go back with my family the next time."
United Kingdom
Blanka
The price is CA $134
CA $408 total
includes taxes & fees
Jun 1 - Jun 2
Bayview Retreat - 3 bedrooms with decking sleeps 6

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 CA $269
CA $379 total
includes taxes & fees
May 31 - Jun 1
Jellybean - cute and cosy tiny houseboat in a nature reserve by the sea.

Sleep-In Beauty In the quite countryside surrounded by nature

Sleep-In Beauty In the quite countryside surrounded by nature
Pulborough
The price is CA $173
CA $202 total
includes taxes & fees
May 31 - Jun 1
Sleep-In Beauty In the quite countryside surrounded by nature

Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
3.0 star property
Horsham
The price is CA $227
CA $272 total
includes taxes & fees
Jun 5 - Jun 6
Artists Hideaway in Cowfold

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, (63 reviews)
"We had a wonderful stay, the view is amazing. "
Canada
Nicole M.
The price is CA $159
CA $188 total
includes taxes & fees
May 31 - Jun 1
The Beach House Peacehaven, Brighton, East Sussex with free parking onsite

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 CA $121
CA $158 total
includes taxes & fees
Jun 1 - Jun 2
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

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)
"Lovely place to stay, hosts very welcoming and helpful "
United Kingdom
Laura
The price is CA $196
CA $229 total
includes taxes & fees
Jun 29 - Jun 30
Lodge , air con , Free Parking , Mini bar

Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (33 reviews)
"Great but concierge on site was no help, luckily the staff on call were helpful and the overall stay was good,?rooms very clean and tidy and good facilities and location"
United Kingdom
Mark
The price is CA $169
CA $203 total
includes taxes & fees
Jun 1 - Jun 2
Charles Hope Hove

The Heart-of-Brighton Hub / City Center

The Heart-of-Brighton Hub / City Center
Brighton City Centre
The price is CA $152
CA $264 total
includes taxes & fees
May 31 - Jun 1
The Heart-of-Brighton Hub / City Center

Brighton Water Cabin Free Parking|By My Getaway

Brighton Water Cabin Free Parking|By My Getaway
Seafront
The price is CA $358
CA $486 total
includes taxes & fees
May 31 - Jun 1
Brighton Water Cabin Free Parking|By My Getaway

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 CA $148
CA $225 total
includes taxes & fees
May 31 - Jun 1
Studio Annie is the Most Relaxing Place to Stay With Free off Road Parking

Spacious Retreat Private Hot Tub Sea/Downs views/patio 10min walk to Beach/Train

Spacious Retreat Private Hot Tub Sea/Downs views/patio 10min walk to Beach/Train
seaford
9.8 out of 10, Exceptional, (12 reviews)
"What a little gem, host was lovely, and place was even better. Excellent views with total privacy, easy access to other towns and the peace and quiet that we were looking for.Thank you for a lovely short stay Definitely recommend *****"
United Kingdom
Robert C.
The price is CA $408
CA $466 total
includes taxes & fees
Jun 1 - Jun 2
Spacious Retreat Private Hot Tub Sea/Downs views/patio 10min walk to Beach/Train

Student Only iQ Brighton

Student Only iQ Brighton
2.0 star property
Brighton
The price is CA $53
CA $240 total
includes taxes & fees
Jun 23 - Jun 24
Student Only iQ Brighton

Orchard View Shepherds Hut

Orchard View Shepherds Hut
2.0 star property
Henfield
The price is CA $180
CA $216 total
includes taxes & fees
Jun 1 - Jun 2
Orchard View Shepherds Hut

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 CA $170
CA $200 total
includes taxes & fees
Jun 2 - Jun 3
Cosy Victorian Cottage in Crowborough with Log Burner and parking

Romantic Secret Garden Retreat

Romantic Secret Garden Retreat
Brighton and Hove
10.0 out of 10, Exceptional, (1 review)
The price is CA $250
CA $350 total
includes taxes & fees
Jun 4 - Jun 5
Romantic Secret Garden Retreat

1 Bedroom Apartment Sleeps 2 - Tv

1 Bedroom Apartment Sleeps 2 - Tv
3.5 star property
Crawley
10.0 out of 10, Exceptional, (1 review)
"Second time I've stayed and is my, 'Go to' when working in West Sussex. Paddy the owner is very organised, the apartment spotlessly clean, on site parking directly outside the apartment, a couple of minutes off the motorway. "
United Kingdom
Paul
The price is CA $115
CA $171 total
includes taxes & fees
Jun 28 - Jun 29
1 Bedroom Apartment Sleeps 2 - Tv

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, (9 reviews)
"Very easy to communicate with, so easy to check in, lovely place to stay, thank you!"
United Kingdom
Sarah B.
The price is CA $291
CA $766 total
includes taxes & fees
May 31 - Jun 1
Castle Bank Terrace - just a few minutes walk to the high street

Brighton High Road Beach Studio

Brighton High Road Beach Studio
Brighton City Centre
9.0 out of 10, Wonderful, (2 reviews)
"Everything is wonderful 😊"
United Kingdom
Bahija
The price is CA $110
CA $212 total
includes taxes & fees
Jun 1 - Jun 2
Brighton High Road Beach 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

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 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.