Vacation rentals in Isle of Sheppey

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Top-rated vacation rentals in Isle of Sheppey

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Guest favourite

Condo in Herne Bay

4.91 out of 5 average rating, 398 reviews

Herne Bay Retreat with Stunning Sea View

Stay in one of the UK's finest coastal grade 2 Georgian terraces. This truly gorgeous beach pad has the wow factor with stunning sea views throughout the whole space, charming guests with its attention to detail and unrivaled style. Sit in the fabulous vintage clawfoot bath couch enjoying a coffee or glass of wine. Enjoy a candle lit romantic sunset meal or BBQ on our private seafront lawn or on the beach. I'm now reserving dates for guests for when C-19 restrictions lift & will be adhering to airbnb's new cleaning protocol to ensure guest safety. A warm welcome awaits you in the Bay! This 1 bedroom apartment has simply stunning sea views from all rooms. Spacious living area with quirky clawfoot bath couch and vintage telescope sat in floor to ceiling bay window, perfect for chilling out with a glass of wine enjoying nautical views, freesat TV, Bose bluetooth speaker system. High speed wifi, Apple TV with Netflix subscription. King size bedroom with direct sea views via double doors to living area. Small but perfectly formed, fully equipped kitchen situated off living space with large sea facing window. Impressive spacious wet room room situated off the main corridor and main bedroom. The perfect romantic retreat! Herne Bay is a charming quintessentially British seaside town with lots to offer. Lovely small boutiques and independant shops. Great restaurants and cafe's, coastal walks / cycle paths to Whitstable & Reculver Towers and beyond as far as you wish to wonder. Stroll on the pier with its arts and crafts stalls at weekends, old fashion amusement arcades, a fab old time bingo hall, original bandstand with lots of events in summer. The perfect spot for a romantic break. Historic Canterbury (7 miles) and the charming town of Whitstable (4 miles) is a short drive or bus journey away. There is a cycle path on the seafront that will take you to Whitstable one direction and Margate, Broadstairs and beyond the other. On booking will send you a full guide on the area, great places to eat, drink and places to visit. I'm an Airbnb Superhost and passionate that all guests have a great stay. Please see my ratings. Communal front lawn and terrace, perfect for BBQs and sundowners. I will normally be there to meet and greet guests on arrival. If not I will send key collection details the morning of your booking. My housekeeper lives close by and is on hand if needed during stay. Herne Bay is a charming quintessentially British seaside town with lovely, quirky, and independent shops, as well as great restaurants and cafe's, coastal walks and cycle paths to Whitstable & Reculver Towers and beyond—a perfect place to wander. I will send you a comprehensive list with some amazing places to eat drink, walks to enjoy and places to visit. Local busses to Canterbury and Whitstable. Herne Bay station is a 10/15 min walk or £3 taxi ride from the apartment. The station serves all of the Kent coast, Whitstable - 7 mins - Margate - 15 mins - Broadstairs and its sandy beaches - 20 mins. London Victoria and London St Pancras International easily reached in 1 hour and 20 mins approx. Note: A minimum 2 night stay applies all year round.

Oct. 9 – 16

$229 CAD per night

Guest favourite

Apartment in Kent

4.97 out of 5 average rating, 234 reviews

Sunsets and Storms - seafront balcony apartment

Sunsets and storms is a front line balcony apartment situated in Herne Bay, nestled between the busy harbour of Whitstable and the remains of Reculver castle. With an unimpeded view of the coastline this is the perfect base to discover the local area and all it has to offer, providing the luxuries you would expect; with the convenience of self-catering. Within walking distance of shops & restaurents, whilst providing you with a peaceful base to return to, watching the waves lapping the beach.

Feb. 8 – 15

$180 CAD per night

Guest favourite

Guesthouse in Sittingbourne

4.92 out of 5 average rating, 153 reviews

Self-contained annex, with free 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.

Apr. 15 – 22

$110 CAD per night

Guest favourite

Tiny homes in Kent

4.98 out of 5 average rating, 333 reviews

Beach Retreat. A relaxing stay with a sea views.

The cabin has a comfortable double bed, smart TV, Wardrobe, breakfast bar/laptop work station, several USB points, microwave, fridge, toaster, kettle, sink/drainer with hot & cold water A chemical toilet is provided in the cabin for night use. There’s a private toilet & a wonderful hot shower both outside (as per photos) for guest’s use. The front decked veranda adjoins an outdoor kitchen with 2 ring gas hob & brick built BBQ overlooking a large garden that has a lovely view of the sea/sunset.

Jan. 6 – 13

$158 CAD per night

Guest favourite

Farm stay in Kent

4.99 out of 5 average rating, 343 reviews

Traditional Log Cabin On The Lake

Private cosy traditional log cabin on the lake, surrounded by beautiful countryside. Lovely peaceful get away from it all in an area of natural outstanding beauty, yet just ten minutes drive from Royal Tunbridge Wells, with all the culture, bars, restaurants and shops. The pretty village of Lamberhurst has lots of pubs to offer, with top quality food and local ales. Trains to London are 1 hour from Frant station. Nearby attractions include Scotney Castle, Bewl Water and Bedgebury Pinetum.

Oct. 7 – 14

$214 CAD per night

Guest favourite

Farm stay in Minster on Sea

4.86 out of 5 average rating, 118 reviews

Sunflower Stay at Seacliffe Staycation

We invite you to soak up this tranquil farm setting within walking distance to the seacliffes & seafront. There is a relaxing pond right by your tent and you will hear just the sounds of birds, crickets and livestock. Ideal for a break away from reality. Although the area you will be staying in is kept secluded.. there are goats, horses and sheep in nearby paddocks and Runner Ducks wandering around. We have put our whole hearts into this to create something special for our guests to enjoy!

May 23 – 30

$141 CAD per night

Guest favourite

Cottage in Oare

4.99 out of 5 average rating, 274 reviews

Twitchers Cottage Oare - Nature on your doorstep

Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

Dec. 5 – 12

$177 CAD per night

Guest favourite

Cabin in Rochester

4.94 out of 5 average rating, 268 reviews

Countryside Cabin with Private Patio

The Snuggery is a converted outbuilding that has been set up for a cosy stay with a wood burning stove and lots of snuggly wraps to cuddle up in. The open plan interior, high vaulted ceilings and natural oak flooring create an interior which is fun, light and airy. Walking enthusiasts will enjoy walks from the back door straight on to the North Downs Way and there is a bench by the front door fitted with a heated element, perfect for warming up your walking boots. Photos by Chloe-Rae

Sep. 25 – Oct. 2

$187 CAD per night

Guest favourite

Condo in Thorpe Bay

4.99 out of 5 average rating, 277 reviews

Estuary Views Penthouse with 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.

Jan. 13 – 20

$266 CAD per night

Guest favourite

Barn in Saint Margaret's at Cliffe

4.99 out of 5 average rating, 212 reviews

Beautiful bolthole near the White Cliffs of Dover

Located 5 minutes walk away from the White Cliffs of Dover, the granary is a converted timber frame building set in the garden of a 16th century Kentish farmhouse and 1 km away from the beautiful seaside village of St Margaret's-at-Cliffe. Featuring exposed beams, wattle and daub walls and many original features including staddlestones and a handcrafted spiral staircase leading to a mezzanine sleeping area, the granary has a lovely feel and is very light, warm and cosy.

Nov. 21 – 28

$165 CAD per night

Guest favourite

Cottage in Boughton Monchelsea

4.91 out of 5 average rating, 511 reviews

The Oast Cottage: Private Annex with own entrance.

We are pleased to offer our refurbished annex with double bedroom, private bathroom, own front door and a private field for dogs. Oast Cottage is a converted stables attached to the main Oast House. The Oast is set in a conservation area of Boughton Monchelsea which consists of converted farm buildings, listed houses and a 16th Century pub (directly opposite). The area boasts many places to visit (including Leeds Castle), countryside walks, as well as numerous pubs.

Apr. 11 – 18

$130 CAD per night

Guest favourite

Windmill in Benenden

4.99 out of 5 average rating, 688 reviews

Old Smock Windmill in rural Kent

Old Smock Mill is a romantic place for couples. The atmosphere inside is peaceful and relaxing. Everything is designed to unwind you from the moment you walk in. It is surrounded by the lovely Kent countryside where you can ramble and refresh yourselves by perhaps ending the day in one of the great pubs cosy by a log fire in Winter or in Summer in an English garden. Guests have said how hard it is to tear themselves away, it truly is a treasure to find.

Dec. 27 – Jan. 3

$475 CAD per night