Holiday houses in Cowden

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Top-rated holiday rentals in Cowden

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Guest favourite
A shepherd’s hut is positioned in a grassy area, with wide doors open to the exterior. An alpaca is seen grazing on the lawn, surrounded by lush greenery under a clear blue sky. Outdoor seating is visible nearby, inviting relaxation in nature.
Shepherd’s hut in East Sussex
4.98 out of 5 average rating, 161 reviews

The Woolly Retreat - Alpaca Shepherds Hut.

Nestled in a secluded Alpaca field in the heart of the enchanting Ashdown Forest lies a cosy, new Shepherd’s Hut in the idyllic village of Hartfield, famous for its connection to Winnie the Pooh and his timeless adventures. Surrounded by Alpacas which you can feed , this charming retreat offers a perfect blend of rustic luxury & nature. Whether you're looking for a romantic getaway, or just a relaxing weekend immersed in nature, our shepherd's hut is the place to unwind, recharge and reconnect.

Top Guest favourite
Home in Chiddingstone
5.0 out of 5 average rating, 49 reviews

A luxurious country retreat with Jacuzzi hot tub

A unique and luxurious retreat set alongside a historic 13th Century Wealden hall house Your private countryside haven- a beautifully designed contemporary hideaway for two offers rare privacy and indulgence. Nestled in one of the most magical and peaceful corners of Kent. Heritage meets luxury, where the charm of medieval England blends effortlessly with refined comfort. Surrounded by rolling Wealden countryside and some of the finest traditional pubs in the country. Relax and unwind in style.

Top Guest favourite
Two wooden lounge chairs are positioned on a stone patio, offering views of the expansive greenery and rolling hills in the distance. Lavender plants line the edge of the patio, enhancing the serene rural setting.
Cottage in Sevenoaks Weald
4.99 out of 5 average rating, 110 reviews

Quiet luxury rural cottage with fantastic views.

Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

Top Guest favourite
The Apple Barn is surrounded by a lush green lawn, with a stepping stone path leading to a rustic porchway. Large windows offer glimpses of the interior, framed by greenery and flowerbeds, under a clear blue sky.
Home in East Sussex
4.98 out of 5 average rating, 47 reviews

The Apple Barn, a tranquil country retreat

The Apple Barn is a charming retreat in the beautiful countryside of the Kent/ Sussex borders. Guests are welcome to roam through our ancient bluebell woods, picnic by the lake, and make friends with our rare breed sheep. We are a perfect base to explore Winnie the Pooh country, and the many National Trust properties, walking trails, local pubs and vineyards close by. Less than an hour from London Bridge, it is an ideal country getaway; private, quiet, and with everything you need for a break.

Top Guest favourite
Home in Edenbridge
4.98 out of 5 average rating, 106 reviews

Taylour House - Historic, unique, yet modern

Welcome to our historic 'hidden gem' Taylour House built in 1468 for the Lord Mayor of London. Quiet yet town centre location with local amenities on your doorstep. Easy reach of Central London, (Edenbridge Town station 10 mins walk) Gatwick and Heathrow. Sleeps up to 10 guests. Private dining by prior arrangement. Perfect for a holiday, family gatherings, birthday celebrations and hen/stag and bridal parties. Full refurbishment carried out in 2023. Children and dogs very welcome.

Guest favourite
Cottage in Markbeech
5.0 out of 5 average rating, 12 reviews

Idyllic Victorian cottage in stunning location

Special 2-bedroom cottage (plus double sofa-bed in the sitting room), part of Edells Estate. Welcoming hosts: a theatre director and the owner of a historic photographic archive. Originally part of a Victorian vicarage it has double height ceilings. Much loved family home, tranquil, dog friendly. Perfect to cook, walk, recharge or romance. Heavenly courtyard with huge stone table for outdoor feasts. Lovely views & Bloomsbury charm. Village pub, farm shop, train station all walking distance.

Top Guest favourite
The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.
Barn in Horley
4.94 out of 5 average rating, 555 reviews

Cosy, Rustic 17th Century Country Barn.

Charming 17th century Barn conversion. Restored with every attention to detail, abundance of character & exposed beams, fully equipped kitchen, attractive bathroom with roll top bath & rain shower. Underfloor heating, High Speed Wifi, Smart TV and optional hot tub (please enquire and book in advance). Just 14 minutes from Gatwick Airport/Station & the Express into London takes only 30 minutes, yet the Barn is set in open countryside, surrounded by fields, on an Equestrian property

Top Guest favourite
A traditional house surrounded by a well-maintained garden, featuring colorful blooming daffodils and lush green grass. Trees provide a natural frame, and a clear blue sky can be seen above, enhancing the tranquil outdoor setting.
Guest suite in East Grinstead
4.88 out of 5 average rating, 365 reviews

In the Heart of Beautiful Sussex

NEWLY REFURBISHED. The annexe is a self contained bright studio of roughly 25 square meters with its private and secure entrance, close to the main house, so we are not far away for help and advice. We are situated in a very beautiful spot of Sussex, 10 minutes to Ashdown Forest and only 20 minutes from Gatwick. We are 3 miles away from the center of the charming market town of East Grinstead. Unfortunately there is no public transport close to us.

Top Guest favourite
The cottage features a traditional two-story design with a charming thatched roof and black timber framing. Lush greenery surrounds the property, while a well-maintained garden showcases colorful flower beds and an expansive lawn, inviting relaxation and outdoor exploration.
Home in East Sussex
4.99 out of 5 average rating, 98 reviews

Beautiful Countryside Cottage

Perfectly presented picture postcard cottage, on the edge of the Ashdown Forest, the inspiration for the Winnie-The-Pooh books and 3 minutes drive to the historic village of Hartfield for the village store, Pooh Corner tea rooms, pubs and farm shop. This is a great location to explore the Kent & Sussex countryside. The spa town of Royal Tunbridge Wells is a 20 minute drive and only 45 minutes to the South Coast. We are family friendly.

Top Guest favourite
A spacious garden is depicted, featuring well-maintained grass and clusters of vibrant yellow daffodils in bloom. A white building with multiple windows is visible, surrounded by trees and dense shrubs, creating a peaceful outdoor environment.
Apartment in Upper Hartfield
4.94 out of 5 average rating, 159 reviews

Self-contained studio close to Pooh Bridge

Lovely light 1st floor studio flat. Totally self contained with off road parking. Very comfortable king size bed, large living space, kitchen (with fridge & cooker, kettle, toaster), shower/loo and TV. About 500m from both Pooh Bridge as well as an excellent pub. Tea, coffee etc plus welcome pack of cereals, bread, milk and butter will be awaiting your arrival. Use of garden area. Friendly host with equally friendly spaniel.

Top Guest favourite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 365 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Top Guest favourite
A rustic building features a triangular roof and wooden exterior, framed by tall grasses and wildflowers. A large window and smaller upper window provide natural light. The surrounding greenery suggests a peaceful countryside setting.
Guest suite in East Sussex
4.96 out of 5 average rating, 307 reviews

Detached first floor central Hartfield studio

A perfect base for cycling trips and walks on the Ashdown Forest, this detached, self contained first floor studio has stunning, uninterrupted views of fields and wildlife from the living area. Enviably situated in the centre of Hartfield village, this accommodation is literally moments away from the famous Pooh Corner, a must for fans of AA Milne and Winnie the Pooh.

Popular amenities for Cowden holiday rentals