House holiday rentals in Isle of Sheppey

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Top-rated house rentals in Isle of Sheppey

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Top guest favourite
A minimalist corner displays a grey dresser beside a rustic wooden storage box. A decorative model sailboat rests on the dresser, while a neatly stacked log pile serves as a focal point beneath a framed artwork. Soft lighting is provided by string lights.
Home in Whitstable
4.93 out of 5 average rating, 925 reviews

Soak up the Cool, Coastal Style at a Harbour Hideaway

Snuggle up in the azure, panelled bedroom at this cosy bolthole after a day at the beach in the sea air. Step through the dusky-pink door, whip up a snack in the snug, chic kitchen, then curl up on the sofa next to the rustic log pile. Featured in Cosmopolitan 2020 “10 of the coolest places to stay in Whitstable” https://www.cosmopolitan.com/uk/entertainment/travel/g33322282/airbnb-whitstable/ And Time Out 2021 “The best Airbnbs in Whitstable” https://www.timeout.com/whitstable/travel/best-airbnbs-in-whitstable-kent This quaint, seaside haven sits directly opposite Whitstable's iconic harbour and beach. The central location is on the doorstep of the town's fashionable restaurants, bars, and boutiques.

Top guest favourite
An open-plan living area features high ceilings and large glass doors that provide a view of the outdoor garden space. A cozy seating arrangement includes a plush sofa, woven chairs, and a glass coffee table. The dining area is visible in the background, alongside a well-equipped kitchen.
Home in Kent
4.96 out of 5 average rating, 206 reviews

The Lodge-Modern House/Garden/Hot Tub/Beach nearby

The two-storey guesthouse is a modern extension (built 2019) to the main house (built 1852). The ground floor has two bedrooms and a bright bathroom/WC. Upstairs, the open-plan kitchen, dining, and living area features high ceilings and opens to a decked garden with hot tub/jacuzzi and BBQ — perfect for relaxing. A 3rd sleeping room is a small loft with 2 single beds, is accessed by a ladder (not suitable for young children) This is a peaceful retreat, not suited to parties or loud gatherings

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, 206 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, 185 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, 125 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
Home in Kent
5 out of 5 average rating, 112 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, 203 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, 189 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
An airy bedroom features a spacious bed dressed in white linens, complemented by a decorative throw. A skylight allows natural light to enhance the space. A small wooden desk and a vintage chair are present, alongside a dresser and a potted plant, creating a serene atmosphere.
Home in Kent
4.99 out of 5 average rating, 129 reviews

The Pottery Studio, stylish art-filled light space

Spend an extremely comfortable night in the self-contained accommodation in the studio. Once a stable and subsequently the old pottery, the accommodation has now been completely renovated to provide a peaceful and luxurious bedroom with beautiful super-king bed and ensuite bathroom with a roll-top bath. Downstairs, a wood-burning stove is a cosy addition to the open-plan kitchen, dining and sitting room.

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, 294 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.

Popular amenities for house rentals in Isle of Sheppey