Holiday rentals in Sheerness

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Top-rated holiday rentals in Sheerness

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A vibrant blue house with white accents, labeled 'Sunset Waves,' stands proudly. A small garden with green plants is visible in front, complemented by a bright blue picket fence. The entrance features a welcoming door adorned with decorative elements, enhancing the home's charming exterior.
Home in Southend-on-Sea
4.92 out of 5 average rating, 142 reviews

Mediterranean inspired home/garden opposite beach

Indulge in seaside bliss at our Mediterranean-styled retreat, moments away from the beach. Ideal for couples and families, this pet-friendly haven is local to Southchurch Park and trendy eateries like Cameilla Hotel and Ocean Beach. Also, a short 10-minute walk brings you to the mile long Southend Pier, offering many local amusements. Complete with FREE roadside parking and freshly redecorated interiors; this charming sanctuary offers a unique getaway, our beautiful garden is perfect to chill.

Top guest favourite
Guest house in Minster on Sea
5.0 out of 5 average rating, 44 reviews

Tranquil Lodge – peaceful country stay by the sea

Tranquil Lodge is a private annexe beside our home in Minster-on-Sea, overlooking open fields where rabbits and horses are often spotted. Ideal for two (flexible for three), with a king bed and single sofa bed, plus baby items on request. Just a 10-minute walk to the cliffs + beach, with country and coastal walks from the door. Fully equipped kitchen, parking, garden, EV charging, vanity/desk, Wi-Fi + TV with Apple TV (guests sign into their own apps). A calm base for exploring Minster and Kent.

Top guest favourite
The exterior of the annex is showcased, featuring vertical wooden slats and a glass-paneled door. A small window is visible, allowing natural light into the space. The entrance is set on a paved path, surrounded by greenery and a water storage tank nearby.
Guest house in Sittingbourne
4.93 out of 5 average rating, 306 reviews

Self-contained annex, with off-road parking.

Self-contained annex in Sittingbourne, perfect if you are visiting the area for work or leisure. Everything you need for a comfortable stay in your own completely private place, with driveway parking and fast WiFi. The accommodation comprises a bedroom /lounge /working room, kitchen and bathroom. The annex, especially the bedroom, is very quiet and peaceful. Located conveniently for the motorway and also easy access to the town centre, train station, shops, takeaways, restaurants and pubs.

Top guest favourite
The exterior of a beautifully restored old school building displays classic architectural features, including red brick and white wooden accents. A prominent bell tower rises in the background. A paved area with a low fence surrounds the entrance, setting a welcoming tone for visitors.
Home in Southend-on-Sea
5.0 out of 5 average rating, 72 reviews

Charming Victorian School near beach dog friendly

Step into a slice of history with our beautifully restored old school building set in Shoeburyness. This unique space combines old architecture with modern comforts such as two parking spaces and both bedrooms en-suites with a separate family bathroom. The open plan kitchen living area has cathedral ceilings, original beams and large windows that flood the space with natural light. Within a two minute walk there is Blue flag awarded East beach, Shoeburyness station, pubs and restaurants.

Top guest favourite
Home in Detling
4.98 out of 5 average rating, 144 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
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Apartment in Southend-on-Sea
4.99 out of 5 average rating, 439 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Top guest favourite
Barn in Hernhill
5.0 out of 5 average rating, 19 reviews

Your next family & friends country getaway

Feel energised when you stay in this rustic gem, with a shop, cafe, summer bar and weekly events on site you won’t be short of things to do. And don’t forget the peacocks that’ll be roaming around… don’t worry they’re not scary! With the 4 bedrooms on the ground floor, two of which have French doors out to a patio, and the open plan entertaining space upstairs you’ll have plenty of bright light flooding in and access to the large deck with stunning sea views. Great for groups!

Guest favourite
A modern kitchen space features minimalist cabinetry in light wood tones and a marble countertop. A dining table is set for four, with elegant place settings. The room is illuminated by suspended light fixtures, creating a warm ambiance. Graceful curtains frame a large window.
Barn in Kent
4.94 out of 5 average rating, 144 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Top guest favourite
The charming exterior of a three-story Victorian townhouse is displayed, featuring elegant architectural details, large windows, and a well-maintained entrance. Warm lighting from within adds a welcoming touch as surrounding trees stand with bare branches, showcasing the serene street setting.
Townhouse in Southend-on-Sea
4.97 out of 5 average rating, 33 reviews

Elegant, Victorian End of Terrace Town House

This stylish and beautifully interior designed three bedroom/2 bathroom, 3 storey Victorian Townhouse has recently been totally refurbished to an exceptionally high standard. It is located in an enviable position and centrally located in the heart of the historic and much sought after Clifftown Conservation Area. A short walk to the picturesque Cliff Gardens, local amenities, delightful eateries, the City Centre, the Seafront and both mainline railway stations.

Guest favourite
Home in Blue Town
5.0 out of 5 average rating, 6 reviews

2-Bed Sheerness Home • Garden • Parking for 3

Welcome to The Little Blue House, a cosy and fully equipped 2-bedroom home in the heart of Sheerness. Though it doesn’t have a separate living room, it features a private garden perfect for relaxing after work or enjoying summer evenings — perfect for contractors, couples, or seaside getaways. Located on Charles Street, you’re just a short walk from Sheerness Station, the High Street, Tesco, pubs, restaurants, takeaways, and Sheerness Docks.

Guest favourite
A modern kitchen features sleek cabinetry and a spacious dining table surrounded by several chairs. Essential appliances, including a stove and kettle, are present. Natural light enters through a window, illuminating the countertops adorned with flowers and kitchen items.
Cottage in Borden
4.95 out of 5 average rating, 355 reviews

Cosy 3 bedroom cottage in the heart of Kent

Shillinghurst Cottage is the perfect getaway for a relaxing break for friends, couples or a family break. It is cosy, comfortable yet modern and comes with everything you would expect to make it the ideal home away from home. Set in the heart of the beautiful village of Borden, it will suit individuals who like country walks, relaxing in a peaceful surrounding or exploring the many towns and cities nearby.

Guest favourite
A barn conversion is presented with dark wooden siding and brick accents. A well-maintained lawn surrounds the building, featuring vibrant flowers along the perimeter. Large windows invite natural light, and outdoor seating is available on a patio area, creating a relaxed outdoor space.
Barn in Eastchurch
4.93 out of 5 average rating, 41 reviews

The Lodge

The Lodge is a 3 bedroom detached barn conversion on a beautiful coastal farm. Perfect for families or friends for up to 6 persons, this cottage is comfortably furnished and consists of a lounge with colour TV, a fully equipped kitchen with washing machine, a bathroom with hand basin, WC and bath & a second toilet and shower cubicle. The Lodge has 2 double bedrooms and 1 twin bedroom.

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