
House holiday rentals in Isle of Sheppey
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Top-rated house rentals in Isle of Sheppey
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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 reviews as they honestly say how it is
5.0 out of 5 average rating, 105 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
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
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
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, 141 reviews
Children’s park & field at the rear of property.
Relax in this dog-friendly 3 bed home featuring stunning sea views from the patio and dining area. Just a 5-10 min walk to the beach and 1 mile from Whitstable town centre. The Space: • BR1: King bed with private ensuite shower. • BR2: Double 4-poster bed with wall TV. • BR3: Beach-themed single, great for kids or adults. The garden backs onto recreation grounds with a play area for children. Catch buses to Canterbury or the Harbour just 50 yards away. Private parking for 2 cars included
4.95 out of 5 average rating, 119 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
Kent Pool Cottage ~ Private Indoor Heated Pool
o Designed for families o Private Indoor Heated Swimming Pool o The pool is open 24/7/365 and is exclusive to you o Large garden o Free EV charger o Area of Outstanding Beauty o Village pub less than 5 minutes walk away o Free baby/toddler equipment o Late check-out and early check-in options (= an extra day of holiday!) o No Airbnb fee (we pay it) o Short drive to White Cliffs of Dover, Whitstable, Canterbury Cathedral, Folkestone... o Netflix & PS4 Xtra subscriptions, with VR headset
4.96 out of 5 average rating, 175 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, 216 reviews
Sparrow’s Nest Cottage
Fully refurbished in 2022, Sparrow’s Nest Cottage is set alongside a Victorian house and has picturesque views of the rolling North Downs. The cottage is right on the North Downs/Pilgrim’s Way and is 6 miles from the historic cathedral city of Canterbury. The quintessential Kent village of Chilham is nearby, with the coast at Whitstable only a 30 minute drive away. There are great walks, lovely gardens, brilliant historical sites and excellent restaurants all within easy reach.
4.93 out of 5 average rating, 191 reviews
Slip Cottage Whitstable
Slip Cottage is in the conservation are of Whitstable just off the High Street with its unique boutique shops, Restaurants and Bars both family and dog friendly. Its central location is right at the heart of Whitstable benefiting from its own private parking space. All you have to do is turn up, everything is within walking distance. The Beach at Whitstable is dog friendly all year round and a two minute walk from our cottage. All bed linen and towels provided.
4.99 out of 5 average rating, 171 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

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, 187 reviews
The Old Stable
4.96 out of 5 average rating, 313 reviews
Whitstable 4BR | Sea Views | Heated Pool & Gym
4.98 out of 5 average rating, 45 reviews
Great Higham Oast and Cottages - Book now for 2027
4.94 out of 5 average rating, 33 reviews
The Manor Coach House
5.0 out of 5 average rating, 28 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, 98 reviewsWeekly house rentals

Stunning Six Bedroom Tudor Manor nearby lovely Pub
4.99 out of 5 average rating, 120 reviews
Biggin Farm bungalow
4.96 out of 5 average rating, 249 reviews
Quirky Fisherman’s Cottage in Whitstable
4.97 out of 5 average rating, 198 reviews
Cute Fishermans cottage
4.81 out of 5 average rating, 724 reviews
The Pottery Studio, stylish art-filled light space
4.99 out of 5 average rating, 136 reviews
Farmhouse 4 posters cinema music room AGA kitchen
4.97 out of 5 average rating, 160 reviews
Grade II 3-bed cottage• Free parking • Sonos & 5.1
4.93 out of 5 average rating, 117 reviews
*NEW* Perfect Location! Beautiful Cottage hideaway
4.98 out of 5 average rating, 128 reviewsPrivate house rentals

Beach Retreat in Arts & Crafts House Sleeps 10
4.99 out of 5 average rating, 82 reviews
Cairo Lodge Barn @cairolodgebarn
5.0 out of 5 average rating, 60 reviews
Luxury Marsh View Retreat | Sleeps 10 | Parking
5.0 out of 5 average rating, 13 reviews
The Town House - Faversham, sleeps 8, 4 bedrooms
4.93 out of 5 average rating, 61 reviews
Beautiful and Spacious House in Sittingbourne.
4.95 out of 5 average rating, 39 reviews
The Smithy on the Square
4.98 out of 5 average rating, 57 reviews
Charming Victorian School near beach dog friendly
5.0 out of 5 average rating, 76 reviews
Luxury Sea View House | Whitstable Beachfront
5.0 out of 5 average rating, 7 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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