House holiday rentals in Isle of Sheppey

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Top-rated house rentals in Isle of Sheppey

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

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Top guest favourite
Home in Kent
4.96 out of 5 average rating, 102 reviews

Sea-view balconies, sunsets, family & dog friendly

A beautiful renovated sea-facing home on the cliff top of Herne Bay. Enjoy uninterrupted views of the sea and relax with a drink in the evening on the balcony watching the spectacular sunsets. There is direct access to the pebble beach opposite and stunning cliff top walks to Reculver and a short seafront stroll into Herne Bay town and amenities. Canterbury and Whitstable are within easy reach. A perfect location for families and couples to enjoy time together. The property has off road parking.

Top guest favourite
A charming exterior view of the property is featured, with a flowering wisteria vine cascading along the brick wall. The lawn stretches out, bordered by hedges and trees under a blue sky, creating a serene outdoor setting.
Home in Egerton
4.98 out of 5 average rating, 205 reviews

Little Appleby

Dog friendly Little Appleby is located in Egerton, rural Kent, the Garden of England. We are well placed for the tunnel with Folkestone, Le Shuttle 20 miles away. Egerton adjacent to Pluckley boasts many lovely country walks with huge Dering woods walkable from the listing and the villages of Goudhurst and Sissinghurst within 20 minutes. By car, Rye, Canterbury & Whitstable are within 40 minutes Ashford Designer outlet is 25 minutes away. The dog friendly restaurant and pub is a 5 minute walk.

Top guest favourite
A charming entrance is depicted, featuring a soft green door framed by white brick detailing. The adjacent window has white shutters and thin horizontal blinds, allowing for muted light to filter through. The brick wall showcases a warm reddish hue, highlighting the quaint exterior.
Home in Kent
4.97 out of 5 average rating, 187 reviews

Quirky Fisherman’s Cottage in Whitstable

Enjoy a stay in this old fisherman’s cottage in the heart of the seaside town of Whitstable. The cottage is literally a stone's throw from boutique shops, independent cafes and renowned restaurants. It's located within a 3-minute walk from the historic harbour and shingle beach. After exploring Whitstable or a long day at the beach—shut the door on the bustling town and unwind in the peaceful, tranquil environment this cottage offers. Get cosy with the log-burner or relax on the outdoor sofas.

Top guest favourite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
5 out of 5 average rating, 126 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

Top guest favourite
The exterior of a charming cottage features a pink facade with black architectural accents. A decorative door with a heart motif is flanked by white shutters. A window display highlights potted plants and decorative items, creating a welcoming entrance.
Home in Whitstable
4.94 out of 5 average rating, 235 reviews

Whitstable Tree House Retreat for Artful Ambience

The Tree House Retreat is in the Heart of Whitstable, near to the beach and harbour. Whilst retaining it's own peaceful atmosphere. You’ll like the retreat because of it's Individual character. There are original art works throughout and the unique garden add's to the overall ambience of the property. Whitstable's sunset's are famous and spectacular and can be enjoyed just across the road on the beach.The Tree House would suit couples, Individuals, and Creative minded travellers alike.

Top guest favourite
Home in Detling
4.98 out of 5 average rating, 129 reviews

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12

Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.

Top guest favourite
The indoor heated swimming pool features a clear blue surface and is framed by rustic wooden beams. Large windows allow natural light to fill the space, while loungers line the poolside for relaxation. A safety cover is visible over one end of the pool.
Home in Canterbury
4.96 out of 5 average rating, 165 reviews

Kent Pool Cottage ~ Private Indoor Heated Pool

o Designed for families o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o Free EV charger o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions, with VR headset

Top guest favourite
Home in Kent
5 out of 5 average rating, 113 reviews

Charming Cottage, free parking, in city walls.

Millers Cottage is a charming, cosy and stylish 19th century house, perfectly located right in the heart of the old city. Recently refurbished to a high standard blending historical features with modern style and comfort. - FREE easy parking (2 mins) - Amazing location (within 4 mins of cathedral, high street & river) - Ideal for families & friends (FREE travel cot) - Free fast Wifi - Smart 4K TV with Netflix & Disney - Fully equipped kitchen - Private garden with sofa and dining.

Top guest favourite
A view of the two-bedroom annex known as The Little House, surrounded by a grassy area. The structure features a mix of wood and white siding, with a sunny blue sky overhead. Nearby, a parking area is visible, along with a spacious driveway.
Home in Lynsted
4.9 out of 5 average rating, 204 reviews

Cosy Countryside Annex

Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.

Top guest favourite
An inviting spiral staircase leads to a bright bedroom framed by tall bookshelves filled with a variety of books. A spacious bed adorned with a soft green blanket is placed against a cheerful yellow wall, creating a calming focal point in the room.
Home in Kent
4.97 out of 5 average rating, 190 reviews

Charming cottage just a short walk from the sea

Traditional terraced house converted into a stylish one bedroom home that is yours exclusively. It is an ideal home for a couple looking for a restorative break by the seaside. We live here part time so it is fully equipped and the amenities are all available for you to use, including beach kit. Please note that we have a strict adults only policy and that the maximum number of adults is 2. We love animals, but unfortunately we also have a ‘no pets’ policy as well.

Top guest favourite
A modern kitchen is showcased with navy cabinetry and a light countertop. Appliances, including an electric oven and fridge, are neatly arranged. A breakfast bar with high stools complements the open layout. Natural light fills the space from a window, illuminating the grey tiled floor.
Home in Saint Michaels
4.96 out of 5 average rating, 117 reviews

Guest house in St Michaels

Take a break and unwind at this peaceful residence with beautiful views and modern stylish interior with secluded patio. Located a short drive from the historic picturesque town of Tenterden with its restaurants, pubs, shops and the Kent and Sussex steam railway. Chapel Down and Biddenden vineyards are both a short drive away as well as forests, gardens, castles and national trust properties.

Top guest favourite
The cottage exterior features a brick façade with a sloped roof and a prominent chimney. Lush flowering plants, including vibrant purple blooms and greenery, surround the entrance, creating a natural border. Large windows allow sunlight to illuminate the interior space.
Home in Challock
4.98 out of 5 average rating, 295 reviews

Light filled cottage in a pretty village setting

Blind Cottage is a renovated, open plan, self contained annexe. It is wonderfully light, benefiting from large windows and French doors throughout. Relax in the wonderful roll top bath, curl up in the conservatory or enjoy a coffee on the patio which overlooks our wood. The perfect stepping stone to explore the Garden of England.

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