Vacation rentals in Isle of Sheppey

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Top-rated vacation rentals in Isle of Sheppey

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Guest favorite

Apartment in Kent

4.97 out of 5 average rating, 238 reviews

Sunsets and Storms - seafront balcony apartment

Sunsets and storms is a front line balcony apartment situated in Herne Bay, nestled between the busy harbour of Whitstable and the remains of Reculver castle. With an unimpeded view of the coastline this is the perfect base to discover the local area and all it has to offer, providing the luxuries you would expect; with the convenience of self-catering. Within walking distance of shops & restaurents, whilst providing you with a peaceful base to return to, watching the waves lapping the beach.

Guest favorite

Guesthouse in Sittingbourne

4.92 out of 5 average rating, 158 reviews

Self-contained annex, with free parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Guest favorite

Tiny home in Kent

4.98 out of 5 average rating, 336 reviews

Beach Retreat. A relaxing stay with a sea views.

The cabin has a comfortable double bed, smart TV, Wardrobe, breakfast bar/laptop work station, several USB points, microwave, fridge, toaster, kettle, sink/drainer with hot & cold water A chemical toilet is provided in the cabin for night use. There’s a private toilet & a wonderful hot shower both outside (as per photos) for guest’s use. The front decked veranda adjoins an outdoor kitchen with 2 ring gas hob & brick built BBQ overlooking a large garden that has a lovely view of the sea/sunset.

Guest favorite

Farm stay in Kent

4.99 out of 5 average rating, 346 reviews

Traditional Log Cabin On The Lake

Private cosy traditional log cabin on the lake, surrounded by beautiful countryside. Lovely peaceful get away from it all in an area of natural outstanding beauty, yet just ten minutes drive from Royal Tunbridge Wells, with all the culture, bars, restaurants and shops. The pretty village of Lamberhurst has lots of pubs to offer, with top quality food and local ales. Trains to London are 1 hour from Frant station. Nearby attractions include Scotney Castle, Bewl Water and Bedgebury Pinetum.

Guest favorite

Farm stay in Minster on Sea

4.87 out of 5 average rating, 119 reviews

Sunflower Stay at Seacliffe Staycation

We invite you to soak up this tranquil farm setting within walking distance to the seacliffes & seafront. There is a relaxing pond right by your tent and you will hear just the sounds of birds, crickets and livestock. Ideal for a break away from reality. Although the area you will be staying in is kept secluded.. there are goats, horses and sheep in nearby paddocks and Runner Ducks wandering around. We have put our whole hearts into this to create something special for our guests to enjoy!

Guest favorite

Cottage in Oare

4.99 out of 5 average rating, 279 reviews

Twitchers Cottage Oare - Nature on your doorstep

Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

Guest favorite

Guesthouse in Dargate

4.99 out of 5 average rating, 196 reviews

The Cart Stable: Your Kent countryside retreat

The Cart Stable is a beautifully presented accommodation for two located in the quiet hamlet of Dargate in Kent at the entrance to the historic Blean Woods. It's ideal for exploring this wonderful part of Kent with beaches and bustling Kentish towns on our doorstep. This flexible accommodation will suit a couple or two friends and is fully self-contained, with an open plan area downstairs, and a large double bedroom and shower room upstairs. We look forward to welcoming you soon!

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 274 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

Guest favorite

Condo in Thorpe Bay

4.99 out of 5 average rating, 280 reviews

Estuary Views Penthouse with Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Guest favorite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 518 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Guest favorite

Windmill in Benenden

4.99 out of 5 average rating, 694 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Guest favorite

Condo in Southend-on-Sea

4.99 out of 5 average rating, 202 reviews

Seashells - Thorpe Bay beach apartments

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.