
Hellingly (Wealden) Rentals

- From $462 per night (USD)
VRBO
Cosy Cottage, Sleeps Max 6. Stunning Views, Indoor Pool. Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tudor View is perhaps our cosiest house, and is always warm and light. Like many bungalows, the rooms lead from one into ...
From $462 per night (USD)VRBO
- From $1284 per night (USD)
Expedia
Large Tudor Manor House with Private Jacuzzi & Indoor Pool, Sleeps Max 20.
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 20
Pekes Manor house is our largest, oldest and most historic house. It is on 3 floors, with oak beam ceilings, panelled ro ...
From $1284 per night (USD)Expedia
- From $131 per night (USD)
VRBO
Spacious & Comfortable Cottage-type Accommodation in heart of Cowbeech village
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
This holiday home is in the centre of the rural village of Cowbeech and is one end of the main house, which used to be t ...
From $131 per night (USD)VRBO
- From $193 per night (USD)
VRBO
Self Catering B&B .Dog friendly with 13 acres of parkland,pool,tennis court
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Oast Park Lodge lies adjacent to the owners historic Oast house, offering flexible self catering B&B can sleep 5 people. ...
From $193 per night (USD)VRBO
- From $316 per night (USD)
VRBO
PUMP HOUSE, pet friendly, luxury holiday cottage in Hellingly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This detached cottage is set in the owner's grounds near the villages of Hellingly and Hailsham and sleeps two people in ...
From $316 per night (USD)VRBO
- From $1654 per night (USD)
Expedia
Stunning 6 bedroom Farmhouse in Hellingly
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our beautiful Farmhouse in Hellingly. We hope you enjoy your stay with your friends and family in our stunni ...
From $1654 per night (USD)Expedia
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VRBO
Boutique 3-Bed Cottage in Hellingly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautiful Flint Cottage. We hope you enjoy your stay with your friends and family in our stunning privat ...
Click For PricingVRBO
- From $883 per night (USD)
VRBO
Charming Victorian Oast House, Nestled In Picturesque Countryside, Sleeps Max 12
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
The Pekes Oast House sleeps up to 12 people in 4+ bedrooms. The Oast House is a charming old double tower Oast with a ba ...
From $883 per night (USD)VRBO
- From $1998 per night (USD)
VRBO
Stunning Estate sleeps 22 private parking & garden
- Bedrooms:
- 8
- Bathrooms:
- 11
- Sleeps:
- 22
A one and only property offering 11 double luxury bedrooms within 4 x self catering accommodations, and situated within ...
From $1998 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Cosy Historic Wing - Private Indoor Pool, Perfect Country Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Wing was originally created in 1911 as a Drawing Room and Library for the main house, but has been a self-contained ...
From $455 per night (USD)Expedia
- From $662 per night (USD)
VRBO
Hidden gem with hot tub and tennis court in idyllic East Sussex countryside .
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Characterful countryside house in idyllic location enjoying 2.5 acres of private land with views over the Cuckmere valle ...
From $662 per night (USD)VRBO
- From $89 per night (USD)
Expedia
Shepherds Hut in peaceful south Wales farmland with spectacular mountain views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Get back to nature with a replenishing stay in a cosy retreat for creatives, situated on a farm in glorious peaceful Mon ...
From $89 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Charming 1-Bedroom Apartment near South Downs
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover Hailsham from our lovely apartment. This stylish apartment is perfect for a holiday away whilst enjoying all th ...
From $150 per night (USD)VRBO
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Expedia
Dill Hundred Cottage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Providing an outdoor swimming pool and children’s play area, this comfortable property is the perfect family holiday hom ...
Click For PricingExpedia
- From $208 per night (USD)
VRBO
1 bedroom accommodation in Cowbeech, near Hailsham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this unspoilt part of Sussex, with a nature reserve, ancient castles and renowned open gardens along with local ...
From $208 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Cowbeech Farm Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Situated within stunning grounds, this cottage for four guests is close to beaches at Eastbourne as well as plenty of at ...
From $269 per night (USD)Expedia
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VRBO
2 bedroom accommodation in Herstmonceux, near Hailsham
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Explore the glorious Sussex countryside from this well-presented cottage, which enjoys a cosy woodburner. The beach can ...
Click For PricingVRBO
- From $259 per night (USD)
VRBO
GUN HILL COTTAGE, pet friendly, with open fire in Heathfield
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Gun Hill Cottage is situated in amongst the rural village of Heathfield, with three bedrooms that can sleep five people, ...
From $259 per night (USD)VRBO
- From $748 per night (USD)
VRBO
Gildridge House - Four Bedroom House, Sleeps 12
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This detached country house is set in 300 acres of farmland and is a working sheep and cattle farm. It is located at th ...
From $748 per night (USD)VRBO
- From $170 per night (USD)
Expedia
1 bedroom accommodation in Heathfield
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wisteria Cottage is a cute getaway in the peaceful Sussex countryside, with quality fixtures and fittings throughout.. 2 ...
From $170 per night (USD)Expedia
- From $450 per night (USD)
VRBO
2 bedroom accommodation in Hailsham
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, traditional, thatched roof cottage in the stunning English countryside, yet close to the beach and surroundin ...
From $450 per night (USD)VRBO
- From $163 per night (USD)
Expedia
Pretty Cottage, Quirky Features, Modern Comforts and Lovely Country Setting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Meadow View is a pretty Grade II Listed Victorian cottage, on a peaceful country lane conveniently situated just off the ...
From $163 per night (USD)Expedia
- From $216 per night (USD)
VRBO
LAVENDER COTTAGE, pet friendly, with a garden in Hailsham
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Lavender Cottage in Hailsham, Sussex, sleeps five in three bedrooms. Lavender Cottage is an end-of-terrace cottage ho ...
From $216 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Blackford Farm Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ideally situated in the village of Hellingly, nestled in the heart of the Sussex countryside, this splendid farm cottage ...
From $273 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Luxury Shepherd’s Hut - East Sussex
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ravenswing - Escape to our luxury pond-side shepherd's hut in the heart of East Sussex. Enjoy evening sun on the private ...
From $160 per night (USD)VRBO
- From $362 per night (USD)
Expedia
The Granary - A luxurious cosy Grade II listed 18th century barn conversion
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
A Grade II listed barn conversion. A luxurious cosy home that offers an escape to a traditional rural hideaway. Our 18th ...
From $362 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Two-bed, luxury eco-home with stunning views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Mareda is at the heart of an old Sussex village yet right on the edge of open countryside. It faces west, enjoying expan ...
From $212 per night (USD)VRBO
- From $159 per night (USD)
VRBO
One-bed, luxury eco-home with stunning views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Russet is one of a pair of luxury, air-conditioned, architect-designed eco-homes at Orchard Barns in the heart of rural ...
From $159 per night (USD)VRBO