Vacation rentals in Isle of Grain

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Top-rated vacation rentals in Isle of Grain

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Top guest favorite

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

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.

4.92 out of 5 average rating, 142 reviews

Top guest favorite

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.

Guesthouse in Sittingbourne

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.

4.93 out of 5 average rating, 305 reviews

Top guest favorite

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

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.

4.99 out of 5 average rating, 136 reviews

Guest favorite

A two-story white building features large glass panels on the front, allowing natural light to illuminate the interior. The entrance is accentuated by decorative stone columns on either side. A paved area with gravel is visible in the foreground.

Guest suite in North Benfleet

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

4.97 out of 5 average rating, 464 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 71 reviews

Top guest favorite

Home in Detling

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.

4.98 out of 5 average rating, 144 reviews

Top guest favorite

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.

Condo in Southend-on-Sea

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.

4.99 out of 5 average rating, 439 reviews

Top guest favorite

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

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.

4.97 out of 5 average rating, 32 reviews

Guest favorite

Apartment in Southend-on-Sea

Spacious homely seaside maisonette with balcony

This charming two-floor flat offers comfort and convenience. You’re ideally located minutes from the Cliffs Pavilion, cliff gardens, and seafront. The station is a 4-minute walk for quick links to London. Leigh on sea with its vibrant cafes and boutique shops is 2 stops away and the airport is a 10-minute drive. Enjoy the games room including table football, darts, and a PS4. With nearby restaurants, shops, and Adventure Island, there is something for everyone.

4.86 out of 5 average rating, 160 reviews

Guest favorite

Home in Blue Town

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.

5.0 out of 5 average rating, 6 reviews

Top guest favorite

A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.

Farm stay in Medway

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

4.94 out of 5 average rating, 217 reviews

Top guest favorite

A spacious lounge area is designed with light blue furniture, including a sectional sofa and bean bags. A large television is positioned on a stylish chest of drawers. Natural light enters through glass doors leading to a small outdoor space, enhancing the bright, airy feel.

Home in Southend-on-Sea

Spacious House by the sea

A beautiful spacious home 2 large bedrooms New bathroom Spacious lounge T/v Room Separate dinning area Small Garden & Patio area Step outside and you are a few steps away from the beach and lovely Southchurch Park ( Lake , pretty garden , cafe , live music in the summer months ) Close to many great Restaurants & Cafes A Free Car Park is available directly opposite the house .

4.92 out of 5 average rating, 178 reviews