Holiday rentals in Shepherdswell

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Top-rated holiday rentals in Shepherdswell

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cottage in Eythorne
4.93 out of 5 average rating, 491 reviews

Westfields Cottage Sleeps 5 Beautiful setting

Quaint , secluded , countryside /village cottage. Suitable for travelling golfers, business people, and an inbetween stop over from and to Europe for the holiday makers . Or you could just make a lovely weekend of it and visit all of our lovely coast and countryside .... cottage much bigger than the pictures. After all.... We are known as the "Garden of England ". Guest rate for 2 people, is for 1 bedroom only . If you require 2 bedrooms for 2 guests then there will be an extra charge of £15.

Top guest favourite
An ECO hot tub made of wooden planks is situated outside, featuring a metallic heater and drink holders. A woven fence provides privacy, with grassy landscape and trees visible in the background under clear skies.
Shepherd’s hut in Elham
4.99 out of 5 average rating, 108 reviews

Romantic Luxury Retreat | Hot Tub & Sunset Views

Perched over the Elham Valley, this romantic luxury shepherd’s hut offers sweeping views & total seclusion. Styled in timeless Farrow & Ball tones with Liberty fabrics, it features a plush duck down bed, log burner, soft waffle robes & slippers. Unwind in the hot tub under starry skies, wake to glowing sunrises & end with unforgettable sunsets. Surrounded by peaceful countryside & friendly Valais Blacknose sheep, goats and hens. Just moments walk from the award-winning Kings Arms gastropub.

Top guest favourite
Cottage in Ringwould
4.9 out of 5 average rating, 173 reviews

Little Cottage by the sea

Take it easy at this unique and tranquil getaway. Lovely cosy cottage ideal for a couples getaway from it all. The Cottage is a 6 min drive from the beach or a lovely 20 min walk taking in the woods along the way. St Margaret’s at Cliffe is a 10 min drive and has a lovely secluded beach with a cabin selling teas coffee bacon rolls and ice cream 🍨 and a lovely pub The Coastguard . Deal town is about 10 mins drive away and has a wealth of shops and restaurants. Great market on Saturdays

Top guest favourite
A vintage car in bright yellow is partially visible among a field of wildflowers, featuring an array of daisies. A rustic stone building and additional structures are seen in the background, surrounded by lush greenery and rolling hills.
Farm stay in Alkham
4.97 out of 5 average rating, 351 reviews

The Calf Shed - On A Real Working Farm, AONB, Kent

Breakfast is included! Chilton Farmyard B&B offers an unusual farm stay in Kent, where, if you like, you can meet the calves, cows and ponies. Situated in the peaceful Alkham Valley ( AONB) between Dover and Canterbury, our B&B will cater for anything from family walking holidays to romantic getaways. With a multitude of footpaths, we have the ideal location for a dog-friendly break. Parks, pubs and tea rooms can be included on rambling routes, with many lovely beaches nearby.

Top guest favourite
The annex is framed by lush greenery and mature trees, featuring a sloped roof and large windows that invite natural light. A gravel pathway leads to the entrance, bordered by planted flower pots, while a fenced garden offers a secure outdoor space.
Cabin in Paddlesworth
4.92 out of 5 average rating, 621 reviews

Peacock Mews

Cosy, pet-friendly annex on our secluded free-hold in the beautiful countryside of Kent, located just 10 minutes from the Channel Tunnel and 20 minutes from Dover Ferry Port. Wake up to the sound of Bertie the rooster announcing a new day! Relax in the garden watching Dudley the donkey or enjoy a brisk country walk along the many public footpaths in our area - perfect for dog walkers. If you fancy a day trip, you can be in London within an hour or Canterbury in 20 minutes.

Top guest favourite
Barn in Saint Margarets at Cliffe
4.99 out of 5 average rating, 393 reviews

Beautiful bolthole near the White Cliffs of Dover

Located 5 minutes walk away from the White Cliffs of Dover, the granary is a converted timber frame building set in the garden of a 16th century Kentish farmhouse and 1 km away from the beautiful seaside village of St Margaret's-at-Cliffe. Featuring exposed beams, wattle and daub walls and many original features including staddlestones and a handcrafted spiral staircase leading to a mezzanine sleeping area, the granary has a lovely feel and is very light, warm and cosy.

Guest favourite
A spacious living area features a large, light-colored sectional sofa adorned with various cushions. A minimalist coffee table is positioned in front, with soft lighting highlighting the wood panel walls and ceiling. The kitchen area, defined by sleek cabinetry, is partially visible in the background.
Barn in Kent
4.96 out of 5 average rating, 130 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Top guest favourite
Home in Lydden
4.98 out of 5 average rating, 179 reviews

The Annexe - Optional Hot Tub - Nr Dover

Our home and Annexe is situated just off the main road in the village of Lydden where we are surrounded by a National Nature Reserve and have access to beautiful walks on the chalk downlands and the Whitecliffs of Dover Coastal Walk is also close by. The village of Lydden has good transport links being adjacent to the A2 connecting Dover to London and within the easy reach the High Speed rail route to London St Pancras, Dover ferry port and the Eurotunnel.

Guest favourite
Villa in Kent
4.99 out of 5 average rating, 123 reviews

Luxurious copper bath, hot tub & spectacular views

Tucked away on the edge of a peaceful wildlife reserve, The Lookout is the epitome of modern living offering the perfect blend of style, comfort, and nature. With two luxurious en-suite bedrooms and plenty of space for four guests, it’s an ideal retreat for couples, families, or friends looking to unwind and explore. Book your stay today and experience the beauty of the Kent countryside where you can relax and unwind in your own private peace haven.

Top guest favourite
The exterior of the lodge is depicted, showcasing a crisp white facade with dark-framed windows. A wooden fence is visible, adorned with hanging flower planters. A small path leads to the entrance, and a parking space is situated nearby.
Guest suite in Patrixbourne
4.97 out of 5 average rating, 510 reviews

Big Cat Lodge - Close to port and Eurotunnel

Relax in our cozy Lodge, just 20 mins from Dover Castle, ferry port, and Eurotunnel. We're 1 min from Howletts Zoo and a 5-min walk to Bekesbourne station with direct trains to Canterbury and London. The scenic village of Bridge is a 20-min walk or 2-min drive, offering a Michelin-star pub, lovely garden pubs, and handy amenities like a shop, café, pharmacy, optician, and hairdresser We have a cot with mattress available for your little ones

Guest favourite
A charming exterior view shows a rustic building with dark wooden siding, featuring large open doors that lead into a well-lit interior. Brightly colored flower baskets are displayed on the walls, and a picnic table is situated on a wooden deck overlooking a grassy area.
Cabin in Whitfield
4.96 out of 5 average rating, 268 reviews

The Annexe Close to Dover Port

The Annexe is a stylish, 2 bed, family friendly property, 5 minute drive from Dover Port and Dover Castle, Suitable for 2 adults and 2 children or 2 Adults. The property consists of 1 King Bedroom and 1 very small box bedroom with bunk beds, Open plan kitchen and living area, Shower room and Patio garden area. The property is based at the rear of the main house and access is via a gravel path.

Superhost
A hand-built wooden cabin is elevated on stilts, surrounded by lush greenery. The structure features a spacious deck with railings, accessible via a set of stairs. Below, a secluded garden hosts hammock chairs and a fire pit, creating a welcoming outdoor space.
Tiny home in Wootton
4.94 out of 5 average rating, 352 reviews

Badgers' Hollow, a luxury cabin on stilts

We are in the heart of rural Kent but with easy access to Canterbury, Dover and Folkestone. As well as a plethora of walks and cycle trails on the doorstep, Badgers’ Hollow is set in its own quarter acre sunken garden, with outdoor games, furniture and a firepit for outdoor dining! It's a great place for a tranquil break while offering plenty of places of interest to explore. Pets are welcome.

Popular amenities for Shepherdswell holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Kent
  5. Shepherdswell