Vacation rentals in Isle of Sheppey

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Top-rated vacation rentals in Isle of Sheppey

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Guest favorite

A dusky-pink door is set within a white wall, framed by two planters containing green foliage. A lantern light is mounted to the wall beside the door, and a cobblestone pathway leads to the entrance.

Home in Whitstable

4.93 out of 5 average rating, 812 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.

Guest favorite

The image depicts a serene beach scene featuring a wooden barrier along the shoreline. Gentle waves meet the sandy beach under a clear blue sky adorned with scattered clouds, creating a calm coastal atmosphere.

Guesthouse in Kent

4.95 out of 5 average rating, 40 reviews

The Willows, Holiday home Leysdown

You will be close to everything when you stay at this caravan. There’s a swimming pool, 10 minutes walk to the beach and arcades. Bakery, fish and chips, pubs. On site arcade, evening entertainment with bar and restaurant and more. You will need passes from reception for the pool (this is by booking your time slot) and for buying food/drinks and bingo cards etc from the bar. This is an extra cost Please note the caravan is on the quiet side of the park about a 5 minute walk to the clubhouse

Guest favorite

A wide view of a sandy beach extends along a calm blue ocean, with individuals enjoying activities such as paddleboarding and swimming. A breakwater is visible, and groups of people can be seen relaxing on the shore, with small colorful boats lined along the beach.

Home in Kent

4.95 out of 5 average rating, 41 reviews

Moments from the harbour and beach!

Your family will be close to everything when you stay at this centrally-located place. With off street parking and only a 5 minute walk to the station this is a large two bedroom home with a newly fitted kitchen perfect for entertaining and creating memories. The harbour, beach, and High Street are all within 5 minutes walking distance. There's a new modern bathroom with a huge bath that you can lie back in and watch the stars. The master bedroom has a king size bed and en suite toilet.

Top guest favorite

A sunlit sleeping area features a spacious bed dressed in white linens with a soft blue throw and decorative pillows. A mirrored wall reflects an outdoor view, while glass doors open to a lush green garden, providing a serene backdrop.

Tiny home in Hernhill

4.99 out of 5 average rating, 129 reviews

Romantic countryside hideaway

If you want to get away from your busy, daily lives, relax and unwind with the sound of birds in the background then this is the place for you. This is not the place for late night hot tub parties! You certainly won’t forget your time in this intimate Garden Room sunken into the grounds of our garden with stunning views of our paddock/ old orchard and surrounding countryside of the beautiful village of Hernhill. We have great sunsets in this area which you can watch from the Garden room.

Guest favorite

The cottage is set in lush, mature grounds, surrounded by trees and colorful shrubs. A gentle stream meanders through the garden, with seating areas visible among the greenery. The house features a sunlit facade, offering a serene view of the countryside.

Cottage in Kent

4.95 out of 5 average rating, 274 reviews

Daweswood - Luxury countryside cottage, lake & tub

Just 6 minutes from Canterbury city centre and 10 minutes from Whitstable seafront, Daweswood cottage is a flagship country retreat designed with you in mind. Does drifting to sleep whilst reading a book in the garden room hammock sound like perfection? How about Prosecco in the hot tub, or playing board games late into the early hours next to a wood burning fire in the cosy snug? Go fishing on the huge lake, feed the mandarin ducks on the pond, or even try metal detecting!

Guest favorite

A private hot tub is set under a wooden canopy, surrounded by a wooden deck. Two small stools are positioned nearby. The area is enclosed by a wooden fence, with greenery visible in the background. Natural light illuminates the scene.

Bungalow in Medway

4.94 out of 5 average rating, 52 reviews

Luxury Bungalow with Wheelchair access and hot tub

The perfect base for business professionals and leisure guests with 3 dedicated work space desks and a smart TV in each of the 3 double rooms and quick easy access to the M2 We are sat conveniently between Rochester and Chatham and just a 13min walk to Rochester Airport this really is the perfect base for business professionals and leisure guests to work or explore the many tourist sights of historic Rochester. Relax In the hot tub and enjoy outside dining

Superhost

A well-maintained caravan is set on a grassy area within Alberta Holiday Park. It features a spacious decking area with safety railings. The exterior is light-colored with large windows, allowing for plenty of natural light. Surrounding pathways and nearby caravans are visible in the background.

Holiday park in Seasalter

4.83 out of 5 average rating, 35 reviews

Stunning van on Premium pitch

Situated on Alberta Holiday Park. Directly opposite Clubhouse with Entertainment. Decking overlooks children's playpark and next to the outdoor swimming pool. Two minute walk from the picturesque Seasalter beach and a 5 minute drive from popular Whitstable seaside/harbour town. The caravan has a large decking area with outdoor furniture. Two bedrooms and a double sofa bed comfortably sleeps 6 people. All bed linen, towels and essentials provided.

Guest favorite

A holiday home is featured, possessing a gated deck and white railing that enhances outdoor space. The exterior displays multiple windows for natural light, and the structure is positioned on a grassy area, ensuring an inviting entryway.

Apartment in Greatstone

4.93 out of 5 average rating, 103 reviews

Shingle Bay 11

Shingle bay 11 Romney Sands. 3 bed (sleeps 6). 38 x 12FT holiday home. Family friendly site, located opposite Greatstone Beach. A home from home unit with own parking space in a quiet area of the park. Beds freshly made for your arrival. A short stroll to amenities. Everything you need is hopefully thought of. We are a pet friendly home..with a gated deck to keep our furry friends safe. PARK FACILITIES REOPEN 15/03/2025 ***Passes £16.95***

Top guest favorite

The private garden showcases a well-maintained lawn, surrounded by vibrant greenery and modern landscaping elements. Bi-fold doors open to the living area, blending indoor and outdoor spaces. Ambient lighting is installed along the walls, highlighting the tranquil atmosphere, with a barbecue setup visible.

Apartment in Westbrook

5 out of 5 average rating, 41 reviews

Bright Modern Holiday Villa

Our 2-bedroom villa in Westbrook, Margate is ideal for families, couples, business travellers, and reunions. Enjoy a bright, open and modern style ground floor property with a newly furnished kitchen, living space and tranquil private garden. Just a 15-minute walk from golden sandy beaches, restaurants, cafes, and entertainment, not to mention Dreamland. Book now for an unforgettable stay with comfort and top-tier amenities.

Top guest favorite

An above-ground swimming pool is shown, featuring clear blue water with two people swimming. A colorful float rests on the water's surface. Wooden decking and greenery are visible in the background, creating a relaxed outdoor setting.

Guest suite in Kent

4.97 out of 5 average rating, 33 reviews

Sunset Cottage, on the beach near Herne Bay.

You won’t want to leave this charming, one-of-a-kind place. Beautiful sun sets and beach location with fantastic views. Long walks on the doorstep. Private entrance, tea and coffee facilities with fridge and microwave. Continental or full english breakfast available by arrangement. Access to an above ground swimming pool. Own patio and dining space. Located in a unique residential area via unmade roads.

Superhost

A hallway features a wooden staircase leading to a bright, inviting space. Exposed beams are adorned with greenery, and framed artwork is displayed on the walls. A small seating area with two stools is visible, enhancing the warmth of the environment.

Townhouse in Kent

4.9 out of 5 average rating, 125 reviews

Charming, brand new townhouse near the sea

Take it easy at this unique and tranquil getaway. This Air Bnb is a charming, new barn converted townhouse, with the view of 13th century courtyard, located a few steps from Hythe’s high-street. It’s also a short walk away from the royal military canal and the stony english beaches, where you can spend your day relaxing with an ice cream in your hand.

Guest favorite

A charming wooden cabin is framed by a pathway made of stone pavers, leading toward double doors. Lush greenery and vibrant flowers are visible throughout the garden area, enhancing the inviting entrance. Natural wood tones of the cabin complement the serene outdoor space.

Cabin in Kent

4.98 out of 5 average rating, 50 reviews

2 bedroom Cabin 10 min walk to sea & indoor s.pool

Your family will be close to everything when you stay at this centrally-located cabin A quaint , quirky English seaside town rated best seaside town in uk out of 91 resorts 10minute walk to town ,pier ,beach and indoor swimming pool 6 minute walk to train station /Sainsbury’s & Aldi 20 minute drive to white cliffs of Dover and castle