Holiday rentals in Sheerness

Top guest favourite

Guest favourite

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.

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Guest favourite

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.

Comfortable 4 bedroom family home, near Southend

Beautifully designed family home, set in a quiet location on the edge of Thorpe Bay and near Southend. Professionally managed by Pass The Keys for Colin & Karen while they are visiting family. Their home is spacious and extremely comfortable. Offers free parking on the drive and has fast Wi-Fi. There are three pubs, supermarket and chippy within 10 minutes walk. It is about 2 miles from the beach at Shoebury Common and at East Beach, and less than 3 miles from popular events venue, Garon Park.

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Guest favourite

The Bishop's Den

In a peaceful idyllic rural setting, this charming studio-style barn offers comfortable accommodation for two adults (+ a small child). Dog-friendly & perfect for a relaxing countryside escape. Sauna* Modern comfort, open-plan living, cosy furnishings and large windows frame our 2 acre garden & orchards. Off-road dog walks right from the garden & footpaths winding through orchards and marshland. Easy access to London, Faversham, Canterbury, Whitstable & the Kent coast & many other venues.

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Guest favourite

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.

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Guest favourite

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.

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Guest favourite

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!

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.

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Guest favourite

Cockle Cottage

Cockle Cottage is a charming fisherman’s cottage in the heart of vibrant Leigh-on-Sea. Ideally located between the lively high street—with its independent shops and cafés—and the town’s historic Old Town, known for its pubs, seafood, and beautiful views across the Thames Estuary. Nearby Leigh-on-Sea railway station offers direct trains to London in around 45 minutes, making it perfect for both seaside relaxation and city trips. 🌊🏡

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.

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.

10% Off |7 Nights |Family lSleep 9 |Parking |WiFi

A spacious 5-bedroom home just minutes from Westcliff Beach, perfect for families or groups. Enjoy a fully equipped kitchen, large garden, games room, and cosy lounge. With shops, transport links, and the seafront on your doorstep, it’s the ideal base for exploring Southend-on-Sea. Sleeps up to 9 guests with free parking, fresh linens, and everything you need for a comfortable stay.