Vacation rentals in Isle of Sheppey

4.93 out of 5 average rating, 812 reviews

A dusky-pink door is set within a white wall, framed by two planters containing green foliage. A lantern light is mounted to the wall beside the door, and a cobblestone pathway leads to the entrance.

Home in Whitstable

Soak up the Cool, Coastal Style at a Harbour Hideaway

RobRating, 5 stars1 week ago

Lovely little spot in the heart of Whitstable! The place was clean, cosy, and perfect for a relaxing getaway. Just a short walk to the beach, shops, and great seafood restaurants. The host was friendly and responsive, making everything super easy. Would definitely stay again!

4.95 out of 5 average rating, 41 reviews

A wide view of a sandy beach extends along a calm blue ocean, with individuals enjoying activities such as paddleboarding and swimming. A breakwater is visible, and groups of people can be seen relaxing on the shore, with small colorful boats lined along the beach.

Home in Kent

Moments from the harbour and beach!

JanRating, 5 stars3 weeks ago

Lizz was a fabulous host and couldn’t have been more helpful. We were going to arrive at the destination prior to the check-in time but Lizz said we were welcome to park on the driveway and come in to use the bathroom. The accommodation is lovely, very comfortable and equipped with anything we could possibly need, including tea, coffee and milk in the fridge. We had a fabulous meal at the local tapas restaurant, again recommended by Lizz. The location is perfect, so peaceful and quiet, yet within easy walking distance of the town. All in all a perfect stay, we will be back!

4.99 out of 5 average rating, 130 reviews

A sunlit sleeping area features a spacious bed dressed in white linens with a soft blue throw and decorative pillows. A mirrored wall reflects an outdoor view, while glass doors open to a lush green garden, providing a serene backdrop.

Tiny home in Hernhill

Romantic countryside hideaway

KaineRating, 5 stars1 week ago

Well what can I say apart from perfect! I booked this to propose to my fiancé due to the coziness, setting and back ground and boy did it not disappoint! The surrounding area is phenomenal and so pretty with all the wildlife right at your door step. The room itself is perfect and you could stay there for days without needing to leave. Tracy has everything you need covered from pots and pans, to cleaning products all the way to fresh milk, butter and jams. If you need anything else shops aren’t too far either. The bath is perfect and one of the most relaxing things I’ve ever been in, the little bathroom is also amazing and far more space than first seems. The shower is lovely too! The bed is very very comfortable and with extra pillows as standard it’s even better. The whole room is decorated perfectly. The hot tub, BBQ and log burners are also a massive benefit and make it the perfect relaxing getaway! Tracy is just amazing and we can’t wait to go back again, you won’t regret it!

4.94 out of 5 average rating, 52 reviews

A private hot tub is set under a wooden canopy, surrounded by a wooden deck. Two small stools are positioned nearby. The area is enclosed by a wooden fence, with greenery visible in the background. Natural light illuminates the scene.

Bungalow in Medway

Luxury Bungalow with Wheelchair access and hot tub

RachelRating, 5 stars1 month ago

The bungalow was lovely with very comfortable sofas and the coffee machine a great addition. There were a few issues but Jamie was very responsive and went to a great effort to rectify the situation with great communication. Would recommend the gin distillery tour in Chatham and a take away from the taste of India. Overall Jamie was a great host who definitely cares about guest experience and I would recommend a visit to the bungalow.

Holiday park in Seasalter

A well-maintained caravan is set on a grassy area within Alberta Holiday Park. It features a spacious decking area with safety railings. The exterior is light-colored with large windows, allowing for plenty of natural light. Surrounding pathways and nearby caravans are visible in the background.

4.83 out of 5 average rating, 35 reviews

Stunning van on Premium pitch

EleanorRating, 5 stars2 weeks ago

Sandra was very quick to respond and was very helpful. The caravan was perfect for what we needed and with an added bonus of a bottle of wine waiting for our arrival. It was a shame the pool was closed when the site advertised it as open, but this did not affect how great the caravan was.

5 out of 5 average rating, 43 reviews

The private garden showcases a well-maintained lawn, surrounded by vibrant greenery and modern landscaping elements. Bi-fold doors open to the living area, blending indoor and outdoor spaces. Ambient lighting is installed along the walls, highlighting the tranquil atmosphere, with a barbecue setup visible.

Apartment in Westbrook

Bright Modern Holiday Villa

BenRating, 5 stars2 days ago

WOW! What a phenomenal villa in Margate. We thoroughly enjoyed our stay, and quite honestly did not want to leave! Beautiful interior, extremely clean! Birthday banners and balloons for my partner and even a complimentary bottle of Prosecco! Host went above and beyond to make this trip special. We can’t wait to visit again, thank you!

4.97 out of 5 average rating, 33 reviews

An above-ground swimming pool is shown, featuring clear blue water with two people swimming. A colorful float rests on the water's surface. Wooden decking and greenery are visible in the background, creating a relaxed outdoor setting.

Guest suite in Kent

Sunset Cottage, on the beach near Herne Bay.

KhanRating, 5 stars8 months ago

Wendy is a lovely and very hospitable person, she makes you feel instantly welcomed and at ease. Her dog honey is an amazing addition and as is karen who has some amazing recommendations and is a lovely hostess. We unfortunately had to leave early due to family issues but would highly recommend to anyone who is looking to visit that area

Apartment in Greater London

An open-plan living area is presented, featuring a comfortable navy sofa and a light wooden dining table surrounded by white chairs. A large window allows natural light to fill the space, complemented by soft grey curtains. A modern wall clock and a flat-screen TV add to the decor.

4.85 out of 5 average rating, 59 reviews

London Bridge | Tower Bridge | Borough Market

ShawnRating, 5 stars2 weeks ago

Location, location, location! This is a great location for any tourist, it is safe and walkable to the Tower Bridge, crow jewels, Borough Market, London Bridge, Spitalfields Market, the underground, restaurants and so much more. The hosts is very responsive and happy to provide recommendations. Great communication before, during and afterwards. It is a very family friendly place too.

4.9 out of 5 average rating, 126 reviews

A hallway features a wooden staircase leading to a bright, inviting space. Exposed beams are adorned with greenery, and framed artwork is displayed on the walls. A small seating area with two stools is visible, enhancing the warmth of the environment.

Townhouse in Kent

Charming, brand new townhouse near the sea

FrancescaRating, 5 stars1 month ago

We stayed just for one night but had a lovely time. The place is very spacious and quiet, it’s clean and tidy. Location-wise it’s right in the centre of town and near the beach, so it was perfect. Olga and igor were responsive and kindly let us check in a bit earlier to drop off our stuff, which hugely helped us out. The only issue is that people have a habit of parking outside the house, right next to the front door. It was a struggle to get the buggy inside on a few occasions. Other than that, brilliant stay with good hosts!

Vacation rentals for every style

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Popular amenities for Isle of Sheppey vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Isle of Sheppey

4.9 out of 5 average rating, 120 reviews

The exterior of the renovated stone house is showcased under a clear blue sky. A distinctive red-tiled roof complements the rustic stone façade. The surrounding area is characterized by a gravel driveway and a view of greenery, hinting at a tranquil countryside setting.

Cottage in Audinghen

Sea view - Cottage des Deux Caps gîte

JacquesRating, 5 stars3 months ago

Enjoy your stay at this beautiful cottage. Too bad the double window doesn't overlook the sea!

4.8 out of 5 average rating, 5 reviews

A spacious backyard features a circular sand area, surrounded by a brick border. Several seating areas are visible, including chairs and benches arranged along the patio. Green foliage and trees provide natural elements, creating a private outdoor retreat.

Home in Greater London

Cosy 4 bedroom house

LewisRating, 5 stars5 months ago

Lovely stay, house had everything we could need and more. Couldn’t ask for better hosts, very accommodating and very quick to reply.

4.89 out of 5 average rating, 28 reviews

An outdoor seating area features a large sectional sofa with soft cushions, arranged around a glass-top fire pit table. Two smaller ottomans complement the seating. The space is set on a grassy area, surrounded by wooden fencing and greenery, creating a private atmosphere.

Condo in Greater London

Luxury two bedroom garden flat

SaraRating, 5 stars1 month ago

Exquisite is the description that comes to mind—the decor, the atmosphere….it’s all exquisite. In addition, Kemal was very responsive and answered questions professionally.

5 out of 5 average rating, 5 reviews

A private hot tub is positioned under a covered area, with bubbling water visible. Surrounding the tub, a stone-paved patio leads to a green lawn, and flower pots add a touch of color. A cozy seating area is located nearby.

Home in Rotherfield

The Bainden, Private Hot Tub All Year Round 2BED

LouiseRating, 5 stars3 weeks ago

The place was beautiful, we had a lovely girls trip. The star was the hottub but the place was very relaxing and beautifully decorated. Megan was very responsive and helpful, I’d definitely recommend.

4.95 out of 5 average rating, 20 reviews

Home in Haywards Heath

The Barn at Stoaches: Parking | Pool | Countryside

GeorgeRating, 5 stars2 months ago

Excellent property. Owners were really nice. Can’t wait to go again when the pool is open. Went to a local pub called Coach & horses, excellent food there. We took our dog and owners kindly asked if we kept her on the lead when in garden of property as they have sheep but there’s a massive field with a woodland walk out back so was fine to let off the lead then. Barn is exactly as described. There’s some good little board games there and our kids got a bit obsessed with cluedo. Was expecting to be chilly as it’s a barn but the underfloor heating makes it really warm and cosy. Will definitely come back.

5 out of 5 average rating, 20 reviews

A modern kitchen features a large wooden island surrounded by dark high-backed stools. Stainless steel appliances are integrated into sleek black cabinetry. Bright task lighting illuminates the workspace, while a large glass door allows natural light to fill the room.

Home in Doddinghurst

A lovely spacious family home to help you relax.

JamesRating, 5 stars4 months ago

We had a wonderful stay for Christmas with the in-laws. Matt was very responsive and helpful before the booking and throughout. The house is lovely and even nicer than the photographs. The communal space is spacious and well set out. It was very cosy and ideal for hosting the family. We couldn’t recommend more highly!

Home in Walthamstow Village

A well-lit hallway features warm wooden flooring and natural light streaming through a window. Wooden door frames lead to adjacent rooms, while a climbing plant adds a touch of greenery to the space. A small area rug provides a subtle accent on the floor.

5 out of 5 average rating, 22 reviews

Eclectic Victorian home, Walthamstow Village

AlexRating, 5 stars7 months ago

Shameems place near the heart of Walthamstow is a must for longer term London stays. If you want a small neighborhood feel with an easy commute this is the spot. Fun kitchen to cook in overflowing with spices and flavours that they encourage you to use. Great stay!