Holiday rentals in Isle of Sheppey

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Top-rated holiday rentals in Isle of Sheppey

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Guest favourite

Guest house in Sittingbourne

4.92 out of 5 average rating, 155 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.

5–12 Feb

€ 76 per night

Guest favourite

Cottage in Sandhurst

5.0 out of 5 average rating, 325 reviews

Cosy Cottage with Woodburner & Countryside Views.

Cowbeach Cottage is Grade II listed and has been lovingly restored to a high standard. It features a wealth of old oak beams and an inglenook fireplace with a cosy wood burning stove. It is tastefully decorated throughout to provide a relaxing space. The bespoke oak staircase leads to a beautiful vaulted bedroom with views across the Kent countryside. The cottage benefits from a private south facing garden and patio. It is ideally situated to explore the many National Trust properties close by.

13–20 Nov

€ 140 per night

Guest favourite

Tiny home in Kent

4.98 out of 5 average rating, 334 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.

9–16 Dec

€ 109 per night

Guest favourite

Farm stay in Kent

4.99 out of 5 average rating, 344 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.

18–25 Oct

€ 148 per night

Guest favourite

Farm stay in Minster on Sea

4.86 out of 5 average rating, 118 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!

2–9 Jun

€ 97 per night

Guest favourite

Cottage in Oare

4.99 out of 5 average rating, 276 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.

2–9 Dec

€ 121 per night

Guest favourite

Farm stay in Oad Street

4.96 out of 5 average rating, 121 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

10–17 Jun

€ 131 per night

Guest favourite

Cabin in Rochester

4.94 out of 5 average rating, 270 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

8–15 Nov

€ 129 per night

Guest favourite

Guest house 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!

27 Sep – 4 Oct

€ 140 per night

Guest favourite

Apartment in Thorpe Bay

4.99 out of 5 average rating, 279 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.

30 Nov – 7 Dec

€ 176 per night

Guest favourite

Barn in Saint Margaret's at Cliffe

4.99 out of 5 average rating, 215 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.

1–8 Dec

€ 114 per night

Guest favourite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 514 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.

29 Dec – 5 Jan

€ 91 per night