Holiday houses in Isle of Sheppey

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Top-rated holiday rentals in Isle of Sheppey

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

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Top Guest favourite
Guesthouse in Minster on Sea
5.0 out of 5 average rating, 47 reviews

Tranquil Lodge – peaceful country stay by the sea

Tranquil Lodge is a private annexe beside our home in Minster-on-Sea, overlooking open fields where rabbits and horses are often spotted. Ideal for two (flexible for three), with a king bed and single sofa bed, plus baby items on request. Just a 10-minute walk to the cliffs + beach, with country and coastal walks from the door. Fully equipped kitchen, parking, garden, EV charging, vanity/desk, Wi-Fi + TV with Apple TV (guests sign into their own apps). A calm base for exploring Minster and Kent.

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Top Guest favourite
The view from a decorated veranda showcases a serene beachfront, with wooden steps leading down to a sandy shore. A row of wooden posts extends into the calm sea, framed by greenery and bunting above, inviting relaxation and enjoyment of the coastal landscape.
Home in Whitstable
4.99 out of 5 average rating, 82 reviews

Beach Retreat in Arts & Crafts House Sleeps 10

Built at the turn of last century, The Beacon House is an idyllic seaside retreat with wrap-around decks, historic veranda, extensive grounds and uninterrupted sea views. The location is ideal for relaxed holidays among family & friends. On tranquil Tankerton Beach, The Beacon House is positioned above a unique spit (The Whitstable Street) a landmark view and famous for fossil foraging, fishing & seal-spotting. Original arts and crafts detailing combines with modern facilities for a luxury stay.

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Top Guest favourite
A vibrant garden filled with blooming lavender plants is set against a serene landscape of lush greenery. Rows of fruit trees can be seen in the background, with a clear blue sky enhancing the tranquil scene.
Home in Teynham Street
5.0 out of 5 average rating, 125 reviews

Separate Studio near Faversham including Breakfast

One bedroom en suite studio with private entrance. Located in quiet country surroundings near fruit orchards. 3 miles from lovely market town of Faversham where there are numerous pubs/restaurants. Close to mainline railway with easy access to Kent coast and central London. 12 miles from historic Canterbury. The property is ideally located for walkers and is situated on Cycle Route no 1. 1 Mile from tranquil Conyer Marina & The Ship Inn 10 miles to the Michelin star restaurant, The Sportsman.

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Top Guest favourite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guesthouse in Sittingbourne
4.93 out of 5 average rating, 308 reviews

Self-contained annex, with off-road 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.

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Top Guest favourite
The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.
Cottage in Kent
4.94 out of 5 average rating, 115 reviews

Step back in history and stay in a 14th c home

A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

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Top Guest favourite
Barn in Teynham
4.98 out of 5 average rating, 45 reviews

The Bishop's Den

In a peaceful idyllic rural setting, this charming studio-style barn offers comfortable accommodation for two adults (+ a small child). Dog-friendly & perfect for a relaxing countryside escape. Sauna* Modern comfort, open-plan living, cosy furnishings and large windows frame our 2 acre garden & orchards. Off-road dog walks right from the garden & footpaths winding through orchards and marshland. Easy access to London, Faversham, Canterbury, Whitstable & the Kent coast & many other venues.

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Top Guest favourite
The charming exterior of the cottage features dark wooden siding and a welcoming door. A gravel pathway leads to the entrance, flanked by colorful flower beds. A rustic bench is positioned near the door, offering a pleasant spot to relax among the surrounding greenery.
Cottage in Oare
4.99 out of 5 average rating, 461 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.

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Top Guest favourite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Condo in Southend-on-Sea
4.99 out of 5 average rating, 441 reviews

Estuary Views Penthouse with Private 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.

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Top Guest favourite
Barn in Hernhill
5.0 out of 5 average rating, 20 reviews

Your next family & friends country getaway

Feel energised when you stay in this rustic gem, with a shop, cafe, summer bar and weekly events on site you won’t be short of things to do. And don’t forget the peacocks that’ll be roaming around… don’t worry they’re not scary! With the 4 bedrooms on the ground floor, two of which have French doors out to a patio, and the open plan entertaining space upstairs you’ll have plenty of bright light flooding in and access to the large deck with stunning sea views. Great for groups!

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Guest favourite
A spacious outdoor deck features a textured table and seating, providing a comfortable area for relaxation. The view reveals expansive green fields stretching towards the horizon under a clear blue sky, with distant structures subtly visible.
Holiday park in Leysdown
4.94 out of 5 average rating, 103 reviews

Luxury 3 Bedroom Lodge with Spectacular views

This luxury 3 bedroom lodge is located on Harts Holiday Park. A tranquil setting, overlooking beautiful fields and the sea in the distance, this is the perfect getaway to relax and make use of the park’s amenities. The clubhouse includes children’s entertainment, bingo and evening entertainment. During the day, make the most of the on-site swimming pool, park, mini golf and children’s activities - or head down to the seafront which is moments away from the park entrance.

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Superhost
An open living area features a modern gray sofa, sleek cabinetry, and a wall-mounted television. Large windows offer views of the surrounding landscape. The wooden flooring, designed in a herringbone pattern, complements the light wood paneling and cabinetry throughout the space.
Barn in Kent
4.87 out of 5 average rating, 128 reviews

Oak 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 Oak Lodge offers 2 king size bedrooms fully customized with high-end finishes which to need to be seen in person to be fully appreciated. Our Wellness area is equipped with a log burning sauna, a cold plunge and outdoor shower.

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Guest favourite
The inviting loft area features soft carpet and a sloped ceiling. Gentle lighting from hanging bulbs illuminates a stylish desk and chair. A cozy seating area complements the space, while a glimpse of a themed bedroom is visible through the partially open door.
Home in Minster on Sea
4.96 out of 5 average rating, 48 reviews

Clifftop Sea View Home | Beach Access | Sleeps 8

Escape to our dog-friendly clifftop bungalow on the Isle of Sheppey, sleeping up to 8 guests. Enjoy stunning sea views, a secure enclosed garden, BBQ deck and direct beach access via a scenic cliff path. Fully wheelchair accessible, with step-free ground-floor living, accessible bedrooms and a wet room. Relax in unique themed rooms, a modern kitchen and cosy lounge, with an EV charger and family-friendly amenities.

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Popular amenities for Isle of Sheppey holiday rentals