Chailey Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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
May 2 - May 3
Red House Common View

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)
"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 CA $1,068
CA $1,068 total
includes taxes & fees
Apr 20 - Apr 21
Mill Barn by inspirestays.com - a cottage that sleeps 2 guests in 1 bedroom

Great Noven Farm

Great Noven Farm
2.0 star property
Lewes
Great Noven Farm

Artists Hideaway in Cowfold

Artists Hideaway in Cowfold
3.0 star property
Horsham
The price is CA $210
CA $252 total
includes taxes & fees
Apr 12 - Apr 13
Artists Hideaway in Cowfold

2 Seaview Cottages

2 Seaview Cottages
2.0 star property
Pevensey
The price is CA $594
CA $713 total
includes taxes & fees
Apr 30 - May 1
2 Seaview Cottages

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, (54 reviews)
"The hosts were wonderful, extremely helpful and kind and the location was perfect. Thoroughly enjoyed our trip and we will definitely be staying again. "
United States
Claire M.
The price is CA $165
CA $195 total
includes taxes & fees
Apr 13 - Apr 14
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 $120
CA $158 total
includes taxes & fees
Apr 19 - Apr 20
Bespoke studio with patio, driveway parking, sea, South Downs on the doorstep,

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 $155
CA $185 total
includes taxes & fees
Apr 14 - Apr 15
Cosy Victorian Cottage in Crowborough with Log Burner and parking

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 CA $196
CA $229 total
includes taxes & fees
Apr 14 - Apr 15
Lodge , air con , Free Parking , Mini bar

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 CA $349
CA $349 total
includes taxes & fees
Apr 23 - Apr 24
1 bedroom accommodation in Pevensey Bay, near Eastbourne

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 $239
CA $287 total
includes taxes & fees
Apr 21 - Apr 22
Duck Lodge B&B

Guest House in Brighton Near Iconic Beach

Guest House in Brighton Near Iconic Beach
2.0 star property
Seafront
The price is CA $289
CA $347 total
includes taxes & fees
Apr 21 - Apr 22
Guest House in Brighton Near Iconic Beach

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 $139
CA $215 total
includes taxes & fees
Apr 14 - Apr 15
Studio Annie is the Most Relaxing Place to Stay With Free off Road Parking

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 $233
CA $280 total
includes taxes & fees
Apr 21 - Apr 22
Beautiful & Cosy Apartment in Brighton BN2 3AD

Karibu

Karibu
3.5 star property
Worthing
10.0 out of 10, Exceptional, (1 review)
"Absolutely perfect stay. Greeted with warmth and kindness from the owners and also departed with the same warmth and kindness. During my stay nothing was too much trouble if I needed it. Idyllic location near to Worthing centre and also Cissbury Ring landmark. Great transport links. I was greeted with homemade lemon shortbread with all the listed ingredients which was a lovely touch and absolutely delicious. Karibu is immaculately cleaned. Extremely comfortable. I enjoyed using the large smart...
United Kingdom
Marc
The price is CA $400
CA $480 total
includes taxes & fees
May 5 - May 6
Karibu

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
Apr 21 - Apr 22
Romantic Secret Garden Retreat

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 CA $703
CA $703 total
includes taxes & fees
Apr 13 - Apr 14
The White House Studio

Oriental Place

Oriental Place
2.0 star property
Brighton City Centre
The price is CA $184
CA $221 total
includes taxes & fees
Apr 14 - Apr 15
Oriental Place

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 $371
CA $419 total
includes taxes & fees
Apr 14 - Apr 15
Spacious Retreat Private Hot Tub Sea/Downs views/patio 10min walk to Beach/Train

Charles Hope Hove

Charles Hope Hove
3.5 star property
Hove
8.8 out of 10, Excellent, (32 reviews)
"Perfect stay again, thank you "
United States
Justin
The price is CA $200
CA $240 total
includes taxes & fees
Apr 13 - Apr 14
Charles Hope Hove
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.
Save an average of 15% on thousands of hotels when you're signed in

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.