A dry field with a house in the background surrounded by trees.

Search Holiday Rentals in Chiddingly

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
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 Chiddingly holiday rentals

A living room with a sofa, wooden shelves with decorative items, a mirror, and a door leading to another room.

1. Sleeps 5 With in Picturesque Chiddingly

Lewes

A modern kitchen with a central island, black cabinets, and a window with greenery outside.

2. Sleeps 5 with in picturesque Chiddingly

Lewes

A cozy living room with a fireplace, a leather sofa, a wooden coffee table, and a lamp.

3. Gun Hill Cottage

Heathfield

Patricia

includes taxes & fees

9 Nov - 10 Nov

A beach with a railing in the foreground and a clear sky.

4. Majestic Hotel Eastbourne by Belvilla - Standard Double Room

Eastbourne City Centre

Chinenye

includes taxes & fees

28 Nov - 29 Nov

A room with a bed, a wooden bench, a small table with a vase, and a view of a green field through a glass door.

5. 1 bedroom accommodation in Herstmonceux, Hailsham

Herstmonceux, Hailsham

PERRY CAMPBELL

includes taxes & fees

25 Nov - 26 Nov

A balcony with a white metal table and two chairs, a striped sofa, and a wooden railing.

6. 1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

Lewes

Phill

includes taxes & fees

8 Nov - 9 Nov

A property with a wooden exterior, a visible staircase, and a well-maintained lawn.

7. 1 bedroom accommodation in Herstmonceux, near Hailsham

Herstmonceux, near Hailsham

Rhiannon L

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, two armchairs, a small round table with a vase of flowers, and a view of the outdoors through large windows with curtains.

8. Osborne Apartments

Eastbourne

Melvyn Spencer

includes taxes & fees

6 Dec - 7 Dec

A compact hotel room with a bed, a desk, a chair, a lamp, and a TV.

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

Seaford

Gazelle J.

includes taxes & fees

15 Nov - 16 Nov

A secluded outdoor area with two small, semi-circular wooden structures, surrounded by lush greenery and trees.

10. Chestnut Meadow Camping

Bexhill-on-Sea

Mary

includes taxes & fees

1 Dec - 2 Dec

A wooden playground with a green slide and climbing structures.

11. Lilyrose Cottage

Pevensey

Graeme

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a bed, bedside tables, a wardrobe, a mirror, and artwork on the walls.

12. Numa Brighton Pavilion

Brighton City Centre

Roshan

includes taxes & fees

8 Nov - 9 Nov

A spacious living area with a wooden staircase, a dining table set with chairs, and a sofa with decorative pillows.

13. 2 bedroom accommodation in Herstmonceux, near Hailsham

Herstmonceux, near Hailsham

James

includes taxes & fees

9 Nov - 10 Nov

A hotel room with a wooden floor, a bed, a desk, a TV on the wall, and a bathroom visible through an open door.

14. 2BR Lake Toho Waterfront Retreat | Fish • Relax

Nutley

includes taxes & fees

9 Nov - 10 Nov

A modern building with a curved facade, multiple balconies, and a grassy area in front.

15. Bexlet

Bexhill-on-Sea

Tim

includes taxes & fees

18 Nov - 19 Nov

A modern bedroom with a large bed, a TV, a desk, and a balcony with a view of buildings.

16. Q Square by Supercity Aparthotels

Brighton City Centre

Warren

includes taxes & fees

6 Dec - 7 Dec

A living room with teal walls, a grey sofa, a round wooden coffee table, and a floral rug.

17. Colourful 2-bed flat by Seaford station & beach, sleeps 8, pets welcome

Seaford

Joy C.

includes taxes & fees

7 Nov - 8 Nov

A large, classical building with a symmetrical facade, multiple windows, and a central entrance.

18. Upper Rock Brighton Apartments

Kemptown

Georgina

includes taxes & fees

6 Dec - 7 Dec

A cozy bedroom with a wooden headboard, a bed with patterned pillows, bedside lamps, and a decorative sign on the wall.

19. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

East Sussex

Alyson B.

includes taxes & fees

18 Nov - 19 Nov

An outdoor patio with a table and chairs, a barbecue grill, and a blue door.

20. Peaceful Retreat, Sovereign Harbour, Eastbourne - FREE WELCOME PACK

Eastbourne

Dave S.

includes taxes & fees

13 Nov - 14 Nov

View all properties

Find holiday rentals that suit your style

Top Chiddingly Hotel Reviews

Gun Hill Cottage

Heathfield

10/10 Excellent

Patricia

A garden pathway with potted plants and sculptures.

Beechwood B&B

Lewes

10/10 Excellent

I chose to stay here for two nights while I was visiting Glyndebourne. Carol and Ceri were so friendly and welcoming. They took such good care of me and made sure that I wanted for nothing. The room I was given was large and extremely comfortable with a private bathroom that overlooked the beautiful garden. Breakfast was always delicious and served in the conservatory. I would definitely recommend a stay here.

Anonymous traveller

A spacious lobby with high ceilings, large windows, and modern chandeliers.

East Sussex National

Uckfield

10/10 Excellent

james

A hotel entrance with a black door, a tiled entrance, and potted plants on either side.

Wingrove House

Polegate

10/10 Excellent

Deborah

The Buxted Inn

Uckfield

10/10 Excellent

Mark

A building with a symmetrical facade, a central entrance with a decorative arch, and two illuminated Christmas trees.

Buxted Park Hotel

Uckfield

10/10 Excellent

We arrived and we're greater by the most wonderful Vicky, with whom we hit it off straight away as she up graded us to a suite. It's little things like this which go along way, as the suite was the most opulent, most spacious room I have ever stayed in, it's sweeping viwes to date a lawn Ed tree-lined avenue showing up the splendour of the settings in which this stunning period hotels lies. We were directed to the bar and sampled their food menu. We sat outside opposite the orangery restaurant....

Ralph

A grand lobby with marble columns, a chandelier, and a staircase leading to an upper level.

The Grand Brighton

Brighton City Centre

10/10 Excellent

Helen

A hot tub with a person relaxing in it, surrounded by plants and a wooden wall.

The Charm Brighton Boutique Hotel and Spa

Kemptown

10/10 Excellent

Catalin

A hotel room with a large bed, a desk with a lamp, a chair, a television, and a window with curtains.

Bay Lodge Guest House

Eastbourne

10/10 Excellent

The Bay Lodge was exactly what I hoped for - very reasonably priced, no frills accommodation, a friendly family-oriented atmosphere, (being a small concern allows for a much more personalised service), and good quality breakfast with more than adequate options available - all in all the perfect launchpad for my week in Eastbourne. A note of realism - if you're hoping for the Ritz Carlton this is not the place for you. If, however, you want budget accommodation done well in a classic English...

Dave

A row of terraced houses with a street in front.

Albert & Victoria Guest House

Eastbourne City Centre

10/10 Excellent

This guesthouse was perfect in every way. The single room was a little on the small side, but I expected that, and it was immaculate. By which, I mean spotless and without fault. Keith, who welcomed me to the A&V was the perfect host, and when I had to be up earlier than normal for Eastbourne Extreme I was attending, he cooked breakfast earlier so I wouldn't miss out. Basically, everything I wanted, I got with a smile. And it is 100 feet from the beach. I'm sure there are other places in...

Tara

A table with breakfast items and a view of the beach.

The View Hotel

Eastbourne

10/10 Excellent

We have just had a two night stay at The View Hotel. Its location was fantastic for us as we were going to 2 gigs a few minutes walk away. Easy to park the car out the front in the bays (a few pounds a day). Our room was lovely, upgraded to king size and part sea view. Breakfast to die for..everything you could possibly want. It wasn’t a problem for us as we were out till late…but it’s Christmas party season and on both nights parties were banging till midnight …so no early night folks as the...

NICK

Find out more about Chiddingly

Everything you need to know about Chiddingly 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 Chiddingly holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Chiddingly holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chiddingly holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chiddingly. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chiddingly 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 Chiddingly holiday rentals we have selected for you start as low as £29 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chiddingly rentals

At Expedia, we put the best Chiddingly 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 Chiddingly 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 Chiddingly 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 Chiddingly. 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

Can I find holiday rentals in Chiddingly?

Yes, there are holiday rentals close to the most popular sights in Chiddingly, 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 Chiddingly has to offer?

Spacious East Sussex retreat with tennis court, hot tub, and room for 24: This highly rated holiday home rental in Chiddingly is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Another good choice for your trip to Chiddingly is Large Tudor Manor House with Private Jacuzzi & Indoor Pool, Sleeps Max 20..

How many holiday rentals are there in Chiddingly?

Choose from 11 Expedia holiday rentals in Chiddingly for a memorable holiday.

What’s there to see and do in Chiddingly?

While exploring the area, visit family-friendly sights like Drusillas Park, or get outside and enjoy nature at Seven Sisters Country Park. In the wider area, you’ll find East Sussex National Golf Club and Charleston Farmhouse.

What’s a holiday rental in Chiddingly like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chiddingly. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family getaway.

Search Holiday Rentals in Chiddingly

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chiddingly holiday rentals

1. Sleeps 5 With in Picturesque Chiddingly

2. Sleeps 5 with in picturesque Chiddingly

3. Gun Hill Cottage

4. Majestic Hotel Eastbourne by Belvilla - Standard Double Room

5. 1 bedroom accommodation in Herstmonceux, Hailsham

6. 1 Bed Flat - Sleeps 2 - Pets - Garden - Parking

7. 1 bedroom accommodation in Herstmonceux, near Hailsham

8. Osborne Apartments

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

10. Chestnut Meadow Camping

11. Lilyrose Cottage

12. Numa Brighton Pavilion

13. 2 bedroom accommodation in Herstmonceux, near Hailsham

14. 2BR Lake Toho Waterfront Retreat | Fish • Relax

15. Bexlet

16. Q Square by Supercity Aparthotels

17. Colourful 2-bed flat by Seaford station & beach, sleeps 8, pets welcome

18. Upper Rock Brighton Apartments

19. Private Quiet Cabin, overlooking Paddocks Vineyards and Pine Forest

20. Peaceful Retreat, Sovereign Harbour, Eastbourne - FREE WELCOME PACK

Find holiday rentals that suit your style

Top Chiddingly Hotel Reviews

Gun Hill Cottage

10/10 Excellent

Find out more about Chiddingly

Chiddingly holiday rentals: An excellent choice for every season

How to find incredible deals on Chiddingly rentals

Frequently Asked Questions

Can I find holiday rentals in Chiddingly?

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

How many holiday rentals are there in Chiddingly?

What’s there to see and do in Chiddingly?

What’s a holiday rental in Chiddingly like?