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 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, 119 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 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, 186 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
A single-story cottage is seen with a light grey exterior and a dark roof. Two large windows are featured at the front, allowing natural light inside. Potted plants adorn the entrance, and a gravel driveway provides access to the property. Lush trees are visible in the background.
Home in Sandway
4.96 out of 5 average rating, 216 reviews

Biggin Farm bungalow

Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.

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, 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, 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, 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
A dark wood barn-style exterior is depicted, featuring a welcoming entrance framed by a manicured lawn. Two patio chairs and a table are positioned on the porch, providing space for outdoor relaxation. Lush greenery lines the property, enhancing the sense of privacy.
Home in Saint Michaels
4.96 out of 5 average rating, 440 reviews

Romantic Cottage near Kent Vineyards and Gardens

The barn is in the grounds of our 15th century house but nicely private. It’s decorated in modern rustic style, with underfloor heating and a wood burner. Outside is a fire pit for toasting marshmallows and stargazing before climbing into the king-size bed, dressed with soft Egyptian cotton. There's a walk-in rain shower and robes, books, DVDs, games, WiFi and a Smart TV. Tear yourself away to explore forests, gardens, vineyards, castles, and National Trust houses.

Guest favourite
A serene spa area is depicted, featuring a stylish dual-sink vanity with circular mirrors framed in warm wood. The ambiance is enhanced by subtle lighting that casts a relaxing glow on the textured wall. Plush seating and decorative plants add to the tranquil setting.
Home in Tyler Hill
4.94 out of 5 average rating, 176 reviews

Luxury Hambrook House with Spa & Lake Activities

Just 6 minutes from Canterbury city centre and 10 minutes from Whitstable seafront, Hambrook House is the epitome of luxury living in the garden of England. All of the uniquely themed bedrooms & ensuites are finished to the highest standard. Brand new private ESPA spa complex available for your use in rear garden. Relax in the garden or go paddle boarding/boating/kayaking (see extras) on the large private lake 2 minutes up the road by car.

Popular amenities for house rentals in Isle of Sheppey