Top Private Holiday Homes in Wealden District in 2026

A coastal landscape with white cliffs, a sandy beach, and a clear blue sea.

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Our top choices for Wealden District holiday homes

A modern kitchen with a central island, dining area with a table and chairs, and a view of the outdoors.

1. 3 Bed House - Sleeps 5 - Garden - Pets - Parking

Crowborough

A modern living room with a spiral staircase, two sofas, a coffee table, and a dining area.

2. The WhiteCottage at Gildridge wd Hot Tub

Lewes

An open sliding door leading to a cozy living area with a sofa, coffee table, and a view of the adjacent building.

3. Your Ultimate Holiday Rental at Pevensey Bay

Pevensey

A bed with a tufted headboard, white bedding, and a fur throw. There are two bedside tables with lamps, a wooden door, and a window with curtains.

4. Country Home with Tennis Court & Hot Tub

Lewes

A mobile home with a patio area featuring a table and chairs, a green umbrella, and a small garden.

5. 27 Tower View Pevensey Bay Holiday Park Beach

Pevensey

An outdoor patio with a wicker table and chairs, a hanging chair, and a wooden fence.

6. Little Friston Lodge

Eastbourne

A brick building with a wooden door and a window.

7. The Estate - 11 Bed - Sleeps 22 - Private Garden

Hailsham

A grand wooden interior with a staircase, a grand piano, and a large rug.

8. Large Country House in Ashdown Forest

East Grinstead

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Top Wealden District Hotel Reviews

The Blacksmith's Arms Halland

10/10 Excellent

"My friend and I had a lovely stay for just one night. We were made very welcome. We also had an evening meal which was delicious. I left behind three items and Emma was so kind to post them to me. No TV in the bar area and restaurant area, which was lovely and peaceful.. Good value for money and I would highly recommend"

Long Man Inn

10/10 Excellent

"Our room at the Inn absolutely exceeded our expectations and made our night away from parental responsibilities that much more special :) The room is big, the bed is very comfortable, the TV has Netflix, the bathroom has a shower and a bathtub. AND there’s a pub downstairs. The team at the pub was very helpful and pleasant. We had a very lovely stay."

Wingrove House

10/10 Excellent

"This was the third time my wife and I have stayed at Wingrove House and we enjoyed it just as much as before. The food was excellent (both the breakfasts and the dinner), the rooms clean and well maintained with stunning views from ours across to Alfriston church. The staff were very polite and eager to ensure we had an enjoyable stay. We would throughly recommend."

Ashdown Park Hotel & Country Club

10/10 Excellent

"Had a wonderful stay at the hotel. The team of staff are brilliant - passionate about providing the perfect level of care and attention. Attentive, helpful and courteous they really went out of their way to make guests feel welcome and content. Our room was fabulous - it had everything we needed to enjoy our stay and beautifully decorated. The bed was very comfortable, we slept so well. It was quite a warm day so the fan in the room was welcome. Set in the East Wing we were away from the main house, which was perfect as we had our dog with us. He had a little welcome pack, which was a nice touch. He loved the grounds as did we."

Chequers Inn Hotel

10/10 Excellent

"Some of the best hospitality I’ve experienced in a long time was provided by the friendly and helpful host. We had an amazing time and would highly recommend this place for an authentic UK atmosphere. We loved the environment and can’t wait to see the vision of the remodel work. We’ll definitely be visiting again! Located in a small town with friendly locals."

Find out more about Wealden District

Wealden District Private Holiday Homes information

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Accommodation	34 Private Holiday Homes
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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Wealden District holiday homes

1. 3 Bed House - Sleeps 5 - Garden - Pets - Parking

2. The WhiteCottage at Gildridge wd Hot Tub

3. Your Ultimate Holiday Rental at Pevensey Bay

4. Country Home with Tennis Court & Hot Tub

5. 27 Tower View Pevensey Bay Holiday Park Beach

6. Little Friston Lodge

7. The Estate - 11 Bed - Sleeps 22 - Private Garden

8. Large Country House in Ashdown Forest

9. Dairy Close Parking By My Getaways

10. Accessible Friendly Farm Stay

11. Poundgate Park Holiday House

12. Gildridge Estat Large Group Tennis Court

13. The Farmhouse - Sleeps 12 With Private Grounds

14. Medleys Barn By My Getaways

15. The Gulls Getaway in Pevensey Bay

16. 74 Bayside Cove Pevensey Bay Holiday Park

17. Pevensey Beach Retreat

18. Unique Converted Barn in Hartfield

19. The Coastal Crab - Family-friendly Three-bed Beach House in Pevensey

20. A Stunning Converted Barn in a Peaceful Rural Setting

Find holiday rentals that suit your style

Top Wealden District Hotel Reviews

The Blacksmith's Arms Halland

Long Man Inn

Wingrove House

Ashdown Park Hotel & Country Club

Horsted Place

Holly House

Premier Inn Uckfield

Chequers Inn Hotel

The Rose Cottage Inn

Find out more about Wealden District

Wealden District Private Holiday Homes information

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