House vacation rentals in Isle of Sheppey

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Top-rated house rentals in Isle of Sheppey

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Top guest favorite
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, 862 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 favorite
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 favorite
A historic manor house exudes charm with its traditional black and white timber frame, set against a beautiful sunset. The surrounding grassy fields are dotted with wildflowers, while a wooden fence frames the scenic landscape, enhancing the serene rural atmosphere.
Home in Faversham
4.99 out of 5 average rating, 117 reviews

Stunning Six Bedroom Tudor Manor nearby lovely Pub

The beautiful Grade 2 listed Manor house of Painters dated 1547 which has lent its name to the surrounding village recently teased back to its historic best revealing the nooks, crackles & crannies of its 500 years. Filled with an eclectic array of antiques and quirky finds, the house can accomodate up to 12 folk available for families, friends & corporate holiday stays. Painters Farm set in its own acre of gardens, Kent Downs AONB, just 200yds from The Alma Pub serving good ales & great food.

Top guest favorite
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, 192 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 favorite
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
4.97 out of 5 average rating, 156 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 favorite
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, 119 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 favorite
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, 155 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 favorite
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, 134 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 favorite
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, 165 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 favorite
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, 329 reviews

Jubilee Cottage - A Georgian gem by the sea.

Built in the 1760s, 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 favorite
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, 133 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.

Guest favorite
The open-plan kitchen features a large central island, surrounded by wood cabinetry and modern appliances. Natural light floods the space through expansive windows, revealing plants and outdoor views. A cozy dining area is visible in the background, contributing to a pleasant and functional layout.
Home in Whitstable
4.92 out of 5 average rating, 143 reviews

Beachside, stylish, spacious 5 bed home Whitstable

Our holiday home is a five bedroom self contained chalet bungalow by the beach with sea views. The house contains 3 x King bedrooms, 2 x double bedroom, open plan kitchen / living / dining, separate snug/TV area with sofa bed, 2 x shower rooms, a bathroom & utility. There is a large private garden & parking for 4 cars. The house is in the quiet private Granville Estate in Seasalter. We are approx 30 mins walk, 5 mins drive from central Whitstable & 30mins walk to the Sportsman.

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