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, 860 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
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home in Rainham
4.97 out of 5 average rating, 136 reviews

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels including Sky Sports & Netflix, fully equipped modern kitchen, large garden & a parking space for your stay.

Top Guest favourite
The entrance to The Annex features a well-defined porch with a welcoming door. Flower pots with red blooms sit on either side of the entrance, while a gravel pathway leads up to the front, framed by greenery from nearby plants.
Home in Leeds
4.99 out of 5 average rating, 190 reviews

Self-contained luxury annex

The Annex is a completely private part of our house for guests exclusive use, located in the historical Kentish village of Leeds, within walking distance to stunning Leeds Castle. Located 5 minutes from J8 M20. Ideal for Leeds Castle. The Kent show ground. 35 mins drive to Eurotunnel & 50 mins to Dover ferry port. 1 hour to London via train. The Annex has it's own private entrance, rear private patio area, sitting room/ fully equipped kitchenette, downstairs shower room/ large upstairs bedroom.

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 out of 5 average rating, 118 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.

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, 154 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.

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
4.95 out of 5 average rating, 131 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 EV Charger o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment upon request 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

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 164 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

Top Guest favourite
The exterior of Jubilee Cottage features a characteristic brick façade with a dark blue front door. A large window with multiple panes is set above a smaller window, both framed by blue shutters. The entrance is indicated by a brass plaque.
Home in Deal
4.99 out of 5 average rating, 327 reviews

Jubilee Cottage - A Georgian gem by the sea.

Built in the 1780s, Jubilee Cottage is a Grade II, four-storey cottage set in Deal's historic conservation area. The cottage is a pebble's throw from the beach (50 meters), and moments from Deal's High Street with its independent shops, bars and restaurants. Jubilee Cottage is furnished to create a stylish, comfortable, and relaxed space for up to four people - and with a view of the sea from the main bedroom. A great base for exploring Deal and the Kent coast, or just to relax.

Guest favourite
The exterior of the cottage features a mix of brick and timber cladding, with large French doors providing access to the garden. A well-maintained lawn adorned with shrubs surrounds the property, and a wooden fence offers privacy. The clear blue sky enhances the peaceful atmosphere.
Home in Old Wives Lees
4.89 out of 5 average rating, 130 reviews

Sparrow’s Nest Cottage

Fully refurbished in 2022, Sparrow’s Nest Cottage is set alongside a Victorian house and has picturesque views of the rolling North Downs. The cottage is right on the North Downs/Pilgrim’s Way and is 6 miles from the historic cathedral city of Canterbury. The quintessential Kent village of Chilham is nearby, with the coast at Whitstable only a 30 minute drive away. There are great walks, lovely gardens, brilliant historical sites and excellent restaurants all within easy reach.

Top Guest favourite
A spacious living area is furnished with a dark leather sectional sofa and a soft white rug. Natural light floods in from a large window adorned with red curtains. A dining table set for four is positioned beside the window, enhancing the inviting atmosphere.
Home in Kent
4.99 out of 5 average rating, 127 reviews

Slip Cottage Whitstable

Slip Cottage is in the conservation are of Whitstable just off the High Street with its unique boutique shops, Restaurants and Bars both family and dog friendly. Its central location is right at the heart of Whitstable benefiting from its own private parking space. All you have to do is turn up, everything is within walking distance. The Beach at Whitstable is dog friendly all year round and a two minute walk from our cottage. All bed linen and towels provided.

Top Guest favourite
An indoor pool is showcased, bordered by blue mosaic tiles. A relaxation area is visible at one end, featuring white seating. A circular skylight provides natural light, and a wave mural adorns the wall behind the pool, enhancing the tranquil ambiance.
Home in Kent
4.99 out of 5 average rating, 134 reviews

Stay and Swim at our home & private indoor pool.

Relax with the whole family at this peaceful place to stay. Stay and Swim is just a couple of minutes walk from the beach at Westbay and the indoor pool, with endless swim current, is available all year round. The property has a private garden with seating area and newly refurbished rooms with sky views. Rest assured Nick holds a Level 3 qualification in pool plant operation so we know to make sure the pool is always clean and healthy.

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
4.89 out of 5 average rating, 149 reviews

Cosy little get away

Simple yet cosy two bedroom annex we affectionately call The Little House. A few updates needed, but full of character and comfort. Perfectly located for guests travelling to or from the Le Shuttle and ferry ports, or working in the area. Homely and well-equipped, ideal for both short stays and longer visits. Includes a local info-pack with our favourite pubs, cafés, shops and scenic walks.

Popular amenities for Isle of Sheppey house rentals