
House holiday rentals in Isle of Sheppey
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Top-rated house rentals in Isle of Sheppey
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Annexe with Private Courtyard, Short walk to Town
Located in Faversham, enjoy the local area at the house with its own private courtyard and access, a short walk from many great pubs and restaurants in town. Downstairs there is a sofa bed which can pull out to form a small double bed (best suited for kids). Smart television, microwave, electric hob (no oven provided), kettle and fridge in the kitchenette area. Separate shower room with King sized bed upstairs. With your own private courtyard, there is space to relax and enjoy the sunshine.
4.97 out of 5 average rating, 115 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.
4.92 out of 5 average rating, 143 reviews
Stunning Six Bedroom Tudor Manor nearby lovely Pub
The beautiful Grade 2 listed Manor house of Painters dated 1547 which has lent its name to the surrounding village recently teased back to its historic best revealing the nooks, crackles & crannies of its 500 years. Filled with an eclectic array of antiques and quirky finds, the house can accomodate up to 12 folk available for families, friends & corporate holiday stays. Painters Farm set in its own acre of gardens, Kent Downs AONB, just 200yds from The Alma Pub serving good ales & great food.
4.99 out of 5 average rating, 120 reviews
Separate Studio near Faversham including Breakfast
One bedroom en suite studio with private entrance. Located in quiet country surroundings near fruit orchards. 3 miles from lovely market town of Faversham where there are numerous pubs/restaurants. Close to mainline railway with easy access to Kent coast and central London. 12 miles from historic Canterbury. The property is ideally located for walkers and is situated on Cycle Route no 1. 1 Mile from tranquil Conyer Marina & The Ship Inn 10 miles to the Michelin star restaurant, The Sportsman.
5.0 out of 5 average rating, 125 reviews
Quirky Fisherman’s Cottage in Whitstable
Enjoy a stay in this old fisherman’s cottage in the heart of the seaside town of Whitstable. The cottage is literally a stone's throw from boutique shops, independent cafes and renowned restaurants. It's located within a 3-minute walk from the historic harbour and shingle beach. After exploring Whitstable or a long day at the beach—shut the door on the bustling town and unwind in the peaceful, tranquil environment this cottage offers. Get cosy with the log-burner or relax on the outdoor sofas.
4.97 out of 5 average rating, 199 reviews
Charming Cottage, free parking, in city walls.
Millers Cottage is a charming, cosy and stylish 19th century house, perfectly located right in the heart of the old city. Recently refurbished to a high standard blending historical features with modern style and comfort. - FREE easy parking (2 mins) - Amazing location (within 4 mins of cathedral, high street & river) - Private cottage garden with sofa and dining. - Ideal for families & friends (FREE travel cot) - Free fast Wifi - Smart 4K TV with Netflix & Disney - Fully equipped kitchen
5.0 out of 5 average rating, 121 reviews
Luxury, Whitstable home -steps 2 shops & beach -EV
This unique seaside inspired modern house is a 2-min stroll to the beach Perfectly located near the shops, restaurants & pubs & only a 10 min pleasant walk to Whitstable. With 3 spacious bedrooms & 2 modern bathrooms it’s ideal for families, friends or a relaxing getaway. Comes with a private parking space. Little extras inc to make your stay special -shampoo, conditioner, shower gel & bubble bath All you need for a perfect escape please read my 5* reviews - they speak for me
5.0 out of 5 average rating, 105 reviews
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, 142 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.
4.98 out of 5 average rating, 147 reviews
Biggin Farm bungalow
Take a break and unwind in the beautiful kent countryside, but still have great access to road and rail networks. Only half a mile away is the newly opened Wishful Thinker pub and restaurant. 1mile away is the village of Lenham, the picturesque square has 2 public houses, a couple of restaurants and a tea room. Historic and beautiful Leeds castle is only 4 miles away and the city of Canterbury is 23miles. Lenham has rail link to London and Ashford. 4.5 miles to junction M20 junction 8.
4.96 out of 5 average rating, 251 reviews
Cosy Countryside Annex
Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.
4.88 out of 5 average rating, 217 reviews
Hambrook House- Guest Favourite, spa & lake access
Just 6 minutes from Canterbury city centre and 10 minutes from Whitstable seafront, Hambrook House is the epitome of luxury living in the garden of England. All of the uniquely themed bedrooms & ensuites are finished to the highest standard. Brand new private ESPA spa complex available for your use in rear garden. Relax in the garden or go paddle boarding/boating/kayaking (see extras) on the large private lake 2 minutes up the road by car.
4.95 out of 5 average rating, 186 reviewsPopular amenities for house rentals in Isle of Sheppey
House rentals with a pool

Kent Pool Cottage ~ Private Indoor Heated Pool
4.96 out of 5 average rating, 175 reviews
The Lighthouse, Kent Coast.
4.85 out of 5 average rating, 157 reviews
Stay and Swim at our home & private indoor pool.
4.99 out of 5 average rating, 188 reviews
The Old Stable
4.96 out of 5 average rating, 314 reviews
The Manor Coach House
5.0 out of 5 average rating, 28 reviews
Whitstable 4BR | Sea Views | Heated Pool & Gym
4.98 out of 5 average rating, 45 reviews
The House On The Hill
5.0 out of 5 average rating, 6 reviews
Trinity House Cottage
4.98 out of 5 average rating, 99 reviewsWeekly house rentals

Slip Cottage Whitstable
4.99 out of 5 average rating, 171 reviews
Island View Herne Bay
4.92 out of 5 average rating, 108 reviews
The Beach Retreat Tankerton, with shared garden
4.95 out of 5 average rating, 107 reviews
Sparrow’s Nest Cottage
4.93 out of 5 average rating, 191 reviews
Modern 2 Bed House in Rainham, Kent
4.96 out of 5 average rating, 158 reviews
House with garden in Canterbury city
4.88 out of 5 average rating, 347 reviews
Historic Hideaway Pet Friendly and free parking
4.83 out of 5 average rating, 107 reviews
Children’s park & field at the rear of property.
4.95 out of 5 average rating, 119 reviewsPrivate house rentals

*NEW* Perfect Location! Beautiful Cottage hideaway
4.98 out of 5 average rating, 129 reviews
Cute Fishermans cottage
4.81 out of 5 average rating, 724 reviews
1826 House · Garden · West Station · Kitchen · WFH
4.86 out of 5 average rating, 248 reviews
Large house in heart of Whitstable
4.83 out of 5 average rating, 260 reviews
Lympne Cottage - Next to Port Lympne Zoo & Castle
4.94 out of 5 average rating, 180 reviews
Stylish 2 bed central Canterbury super fast wifi
4.97 out of 5 average rating, 155 reviews
Charming cottage just a short walk from the sea
4.98 out of 5 average rating, 202 reviews
Luxury Marsh View Retreat | Sleeps 10 | Parking
5.0 out of 5 average rating, 14 reviewsDestinations to explore
- Rentals with pools Isle of Sheppey
- Waterfront rentals Isle of Sheppey
- Flat rentals Isle of Sheppey
- Pet-friendly rentals Isle of Sheppey
- Family-friendly rentals Isle of Sheppey
- Rentals with beach access Isle of Sheppey
- Motorhome rentals Isle of Sheppey
- Rentals with breakfast Isle of Sheppey
- House rentals England
- House rentals United Kingdom
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