Search Your Destination Now!

Wealden Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 243 Rentals

  • Studio & balcony with tree growing through it, spiral staircase, stunning views.
    From $217 per night (USD)

    VRBO

    Studio & balcony with tree growing through it, spiral staircase, stunning views.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Gorgeously romantic detached annex with stunning views across an area of outstanding natural beauty. Generously proporti ...

    From $217 per night (USD)

    VRBO

    Details
  • 1 bedroom accommodation in Herstmonceux, near Hailsham
    From $437 per night (USD)

    Expedia

    1 bedroom accommodation in Herstmonceux, near Hailsham

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Stunning views surrounded by countryside, this is a cosy bolt hole from which to explore Sussex, and has everything you ...

    From $437 per night (USD)

    Expedia

    Details
  • 1 bedroom accommodation in Heathfield
    From $270 per night (USD)

    VRBO

    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 $270 per night (USD)

    VRBO

    Details
  • Oceanfront Villa with Stunning Beach Views
    From $338 per night (USD)

    Expedia

    Oceanfront Villa with Stunning Beach Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: This fabulous villa, built in 2018, offers the perfect family seaside escape in Pevensey Bay. Enjoy stunning s ...

    From $338 per night (USD)

    Expedia

    Details
  • Idyllic Riverside Country Cottage for 6
    From $290 per night (USD)

    VRBO

    Idyllic Riverside Country Cottage for 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located on the South Downs Way overlooking meadows and riverbanks, enjoy this spectacular three bedroom cottage for up t ...

    From $290 per night (USD)

    VRBO

    Details
  • Olive Tree House -  set amongst the olive trees sleeping 2 guests
    From $414 per night (USD)

    Expedia

    Olive Tree House - set amongst the olive trees sleeping 2 guests

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Tastefully decorated in a traditional rustic cabin style, Olive Tree House has a cosy authentic feel with internal timbe ...

    From $414 per night (USD)

    Expedia

    Details
  • The Estate - 11 Bed - Sleeps 22 - Private Garden
    From $2376 per night (USD)

    VRBO

    The Estate - 11 Bed - Sleeps 22 - Private Garden

    Bedrooms:
    8
    Bathrooms:
    11
    Sleeps:
    22

    Escape to an extraordinary getaway at The Estate, where 70 acres of serene countryside invite you to unwind and explore. ...

    From $2376 per night (USD)

    VRBO

    Details
  • GHYLL PARK FARM, pet friendly, character holiday cottage in Horam
    From $1123 per night (USD)

    VRBO

    GHYLL PARK FARM, pet friendly, character holiday cottage in Horam

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Ghyll Park Farm rests on the outskirts of Horam, sleeping 10 in five bedrooms. The living areas in the property consis ...

    From $1123 per night (USD)

    VRBO

    Details
  • 1 bedroom accommodation in Frant, Tunbridge Wells
    From $674 per night (USD)

    VRBO

    1 bedroom accommodation in Frant, Tunbridge Wells

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Bright and contemporary throughout, this is a perfect Pied A Terre for a weekend on the Sussex - Kent border.. All on th ...

    From $674 per night (USD)

    VRBO

    Details
  • Lodge Cottage - Farm Estate with Private Lake & Reservoir
    From $328 per night (USD)

    Expedia

    Lodge Cottage - Farm Estate with Private Lake & Reservoir

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Situated on a beautiful working farm, there is ample walking and exploring to be done as soon as you step outside the do ...

    From $328 per night (USD)

    Expedia

    Details
  • Hidden gem with hot tub  and tennis court in idyllic East Sussex  countryside .
    From $911 per night (USD)

    VRBO

    Hidden gem with hot tub and tennis court in idyllic East Sussex countryside .

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Characterful countryside house in idyllic location enjoying 2.5 acres of private land with views over the Cuckmere valle ...

    From $911 per night (USD)

    VRBO

    Details
  • 2 bedroom accommodation in Crowborough
    From $421 per night (USD)

    Expedia

    2 bedroom accommodation in Crowborough

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A quirky rural hideaway, Keeper’s Cottage offers an idyllic spot to truly unwind from everyday life.. Ground Floor: Li ...

    From $421 per night (USD)

    Expedia

    Details
  • 1 bedroom accommodation in Herstmonceux, near Hailsham
    From $334 per night (USD)

    VRBO

    1 bedroom accommodation in Herstmonceux, near Hailsham

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surround yourself with tranquillity and escape to this superbly equipped shepherd’s hut deep in the countryside of beaut ...

    From $334 per night (USD)

    VRBO

    Details
  • Chocolate-box pretty Pear Tree Cottage in South Downs village
    From $233 per night (USD)

    Expedia

    Chocolate-box pretty Pear Tree Cottage in South Downs village

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    A chocolate-box pretty cottage, full of history, charm and atmosphere. Set in an idyllic village, moments from the Sou ...

    From $233 per night (USD)

    Expedia

    Details
  • Heartsease - luxury Shepherd's Hut, amazing views.
    From $210 per night (USD)

    VRBO

    Heartsease - luxury Shepherd's Hut, amazing views.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Heartsease is one of two extra-large (6m x 2.4m) Shepherds huts retreats at the bottom of the owner's beautiful rural ga ...

    From $210 per night (USD)

    VRBO

    Details
  • Oceanfront Bungalow: Family & Pet-Friendly Retreat
    From $254 per night (USD)

    Expedia

    Oceanfront Bungalow: Family & Pet-Friendly Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Summary: Escape to our charming bungalow, a perfect family retreat by the sea in Pevensey Bay! Enjoy stunning sea views ...

    From $254 per night (USD)

    Expedia

    Details
  • Beachfront Apt w/ Sea Views & Free Parking
    From $178 per night (USD)

    VRBO

    Beachfront Apt w/ Sea Views & Free Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Summary: Escape to our charming two-bedroom apartment, perfectly positioned in the heart of Pevensey Bay village, steps ...

    From $178 per night (USD)

    VRBO

    Details
  • Charming English cottage, Ashdown Forest, excellent pub
    From $162 per night (USD)

    Expedia

    Charming English cottage, Ashdown Forest, excellent pub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    White Rose Cottage is a charming self-contained cottage, adjacent to the owners' home and set in peaceful grounds of mor ...

    From $162 per night (USD)

    Expedia

    Details
  • Stunning one bed cottage
    From $235 per night (USD)

    VRBO

    Stunning one bed cottage

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Stunning cottage built circa 14th Century situated in the idyllic village of Alfriston. This modernised period property ...

    From $235 per night (USD)

    VRBO

    Details
  • 1 bedroom accommodation in Herstmonceux, Hailsham
    From $388 per night (USD)

    Expedia

    1 bedroom accommodation in Herstmonceux, Hailsham

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Stay at The Shepherd’s Hut at Calvesfield Shaw for a perfect blend of modern comfort, rustic charm, and serene countrysi ...

    From $388 per night (USD)

    Expedia

    Details
  • The Granary - A luxurious cosy Grade II listed 18th century barn conversion
    From $486 per night (USD)

    VRBO

    The Granary - A luxurious cosy Grade II listed 18th century barn conversion

    Bedrooms:
    3
    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 $486 per night (USD)

    VRBO

    Details
  • Primrose Lodge by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom
    From $156 per night (USD)

    Expedia

    Primrose Lodge by inspirestays-com - a cottage that sleeps 2 guests in 1 bedroom

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    THE PROPERTY: A boutique 1-bed cottage deep in the beautiful Wealden countryside in East Sussex. Primrose Lodge is list ...

    From $156 per night (USD)

    Expedia

    Details
  • A stunning one bedroom property in a great location with some fantastic views.
    From $156 per night (USD)

    VRBO

    A stunning one bedroom property in a great location with some fantastic views.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A stunning one bedroom property in a great location with some fantastic views!. 2 steps to entrance. All on the Ground ...

    From $156 per night (USD)

    VRBO

    Details
  • Stylish Self-contained Converted Stables
    From $255 per night (USD)

    Expedia

    Stylish Self-contained Converted Stables

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The Stables offers a modern, relaxing environment in a peaceful location on a 15 acre smallholding. This two-bedroom con ...

    From $255 per night (USD)

    Expedia

    Details
  • 2 bedroom accommodation in Hailsham
    From $153 per night (USD)

    VRBO

    2 bedroom accommodation in Hailsham

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful, traditional, thatched roof cottage on the outskirts of a historic market town, close to the South Downs Natio ...

    From $153 per night (USD)

    VRBO

    Details
  • Cherrystone Barn, Ripe, nr Lewes , Sussex
    From $378 per night (USD)

    Expedia

    Cherrystone Barn, Ripe, nr Lewes , Sussex

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A perfect romantic retreat, Cherrystone Barn oozes warmth and character. The cosy sitting room is framed by exposed oak ...

    From $378 per night (USD)

    Expedia

    Details
  • Beautifully Designed Peaceful Cottage
    From $384 per night (USD)

    VRBO

    Beautifully Designed Peaceful Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Nestled in the rural lanes of East Sussex, under the boughs of an ancient oak tree, sits the Old Coach House, recently r ...

    From $384 per night (USD)

    VRBO

    Details
  • Oak Tree Cottage is a charming and peaceful cottage with countryside views.
    From $166 per night (USD)

    VRBO

    Oak Tree Cottage is a charming and peaceful cottage with countryside views.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Oak Tree is a charming, peaceful cottage with beautiful views over the East Sussex countryside with all amenities. The c ...

    From $166 per night (USD)

    VRBO

    Details
  • Oceanfront Bungalow with Stunning Beach Views
    From $338 per night (USD)

    VRBO

    Oceanfront Bungalow with Stunning Beach Views

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Indulge in a seaside escape at our Pevensey Bay bungalow! This beachfront property boasts stunning sea views, ...

    From $338 per night (USD)

    VRBO

    Details
  • 2 bedroom accommodation in Pevensey Bay
    From $138 per night (USD)

    Expedia

    2 bedroom accommodation in Pevensey Bay

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    We love this cosy, home from home set just yards from the Pevensey Bay shoreline.. Ground Floor: Living/dining room: S ...

    From $138 per night (USD)

    Expedia

    Details
  • 1 bedroom accommodation in Hankham, near Pevensey
    From $139 per night (USD)

    VRBO

    1 bedroom accommodation in Hankham, near Pevensey

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Whether you seek a peaceful retreat to reconnect with nature or a base to explore the treasures of Pevensey and beyond, ...

    From $139 per night (USD)

    VRBO

    Details
  • Pretty Cottage, Quirky Features, Modern Comforts and Lovely Country Setting
    From $268 per night (USD)

    VRBO

    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 $268 per night (USD)

    VRBO

    Details
  • LAVENDER COTTAGE, pet friendly, with a garden in Hailsham
    From $632 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 $632 per night (USD)

    VRBO

    Details
  • 4 Bed in Pevensey Bay (oc-bt069)
    Click For Pricing

    Expedia

    4 Bed in Pevensey Bay (oc-bt069)

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    This spacious holiday house is situated directly on the beach in the popular seaside village, Pevensey Bay. It offers pl ...

    Click For Pricing

    Expedia

    Details
  • 3 Bed in Pevensey Bay (oc-bt072)
    Click For Pricing

    VRBO

    3 Bed in Pevensey Bay (oc-bt072)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    This beach front property is situated right on the beach at Pevensey Bay, with its quiet, shingle beach. Just a few minu ...

    Click For Pricing

    VRBO

    Details
  • 1 bedroom accommodation in Hailsham
    From $431 per night (USD)

    Expedia

    1 bedroom accommodation in Hailsham

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Stay here for a truly unique escape that combines the charm of traditional Showman living with the tranquillity of the S ...

    From $431 per night (USD)

    Expedia

    Details
  • Beachfront Bungalow: Direct Access & Sea-View
    From $254 per night (USD)

    VRBO

    Beachfront Bungalow: Direct Access & Sea-View

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Summary: Escape to our family-friendly beachfront bungalow in Pevensey Bay! Enjoy stunning sea views, direct beach acce ...

    From $254 per night (USD)

    VRBO

    Details
  • Eastwood Observatory: 12 beds, pool + tennis court
    From $3666 per night (USD)

    Expedia

    Eastwood Observatory: 12 beds, pool + tennis court

    Bedrooms:
    13
    Bathrooms:
    1
    Sleeps:
    24

    Eastwood Observatory is a beautifully renovated country house, with 12 bedrooms and 12 bathrooms. The mansion house is a ...

    From $3666 per night (USD)

    Expedia

    Details
  • Harlequin Cabin in East Sussex
    From $161 per night (USD)

    VRBO

    Harlequin Cabin in East Sussex

    Bedrooms:
    0
    Bathrooms:
    1
    Sleeps:
    4

    Nestled on a working farm in the heart of the Sussex countryside between the South Downs and the High Weald our comforta ...

    From $161 per night (USD)

    VRBO

    Details
  • Two-bed, luxury eco-home with stunning views
    From $269 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 $269 per night (USD)

    VRBO

    Details
  • Contemporary style barn with stunning views
    From $191 per night (USD)

    VRBO

    Contemporary style barn with stunning views

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in the picturesque rural village of Ripe, with in a beautiful landscaped garden. Stunning views across the Sou ...

    From $191 per night (USD)

    VRBO

    Details
  • The ‘Hidden Cottage’,  a quiet country retreat, overlooking field s and gardens.
    From $187 per night (USD)

    VRBO

    The ‘Hidden Cottage’, a quiet country retreat, overlooking field s and gardens.

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The Hidden Cottage was built years ago in the grounds of this lovely old country house. The owner loved parties and bu ...

    From $187 per night (USD)

    VRBO

    Details
  • 17th Century Listed Self-Catering Cottage
    From $451 per night (USD)

    VRBO

    17th Century Listed Self-Catering Cottage

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Charming, large, self-catering cottage, awarded 4 stars by English Tourist Board. Set in the owner's grounds with wonder ...

    From $451 per night (USD)

    VRBO

    Details