Cottage holiday rentals in Southend-on-Sea

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Top-rated cottage rentals in Southend-on-Sea

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Guest favourite
A charming brick cottage is adorned with blooming wisteria, cascading over the windows. The well-maintained exterior features white window frames, enhancing the rustic aesthetic. Lush greenery surrounds the entrance, creating an inviting atmosphere for guests.
Cottage in Cobham
4.85 out of 5 average rating, 495 reviews

Countryside Escape in Beautiful Cosy Cottage

Wisteria Cottage is a beautiful four bedroom, listed building, set in an idyllic historic village. Perfect setting for family holiday or for people who enjoy the countryside and glorious walks. Bluewater is close by. Wisteria cottage is great for those wanting a getaway that offers nearby vibrant city as well as beautiful countryside. We have recently modernised the cottage, it’s a brilliant space! We have put a climbing frame in the garden for hours of fun for the little ones. Relax and enjoy.

Top guest favourite
The exterior of a charming studio cottage is shown surrounded by lush greenery. A flowering wisteria drapes over one side, complementing the soft yellow walls. A stylish hanging chair is positioned on the lawn, providing a comfortable outdoor seating option.
Cottage in Meopham
4.96 out of 5 average rating, 245 reviews

Charming Cottage & private parking, heart of Kent.

A Kentish gem - The Garden Room is an immaculately presented little cottage nestled in the beautiful hamlet of Harvel with thatched houses, Village Greens & the best Farm Café around. We offer a full range of in house Wellness Treatments. There is walking, stables, National Trusts, Silverhand Vineyard & Brands Hatch all on our doorstep. Good transport links; railway stations at Meopham, Borough Green & Ebbsfleet providing services DIRECT from London in UNDER 45 minutes. M25/M20 are close by.

Top guest favourite
A spacious outdoor area is presented with a decked seating arrangement, accompanied by a small table. The enclosed garden features a stone patio, surrounded by low walls, charming greenery, and large doors leading into the cottage, creating a welcoming atmosphere for relaxation.
Cottage in Whitstable
4.99 out of 5 average rating, 448 reviews

Dough Cottage, a central stay in Whitstable

Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, well equipped kitchen, then dine indoors, or venture out to the sunny, enclosed garden. Make use of the charcoal barbecue and comfy sun-trap seating area. In the evening, stay cosy around the smart TV with Netflix, and library of DVDs or listen to music, play board games and have a leisurely look through the varied books and magazines. One well behaved dog welcome.

Guest favourite
A miniature donkey is seen in a grassy area, wearing a red harness. The background includes a brick wall partially covered in greenery, with a wooden door visible, adding to the rustic setting.
Cottage in Faversham
4.85 out of 5 average rating, 203 reviews

Countryside cottage on micro animal farm

Sweet countryside cottage in the grounds of the amazing Huckleberry Woods - micro animal adventures. Next to an ancient orchard & small private woodland. Rural. Meet mini pigs, miniature donkeys, alpacas, sheep, pygmy goats, chickens & turkeys. There will be farmyard noises! Towels & bedding provided. WIFI. Power shower. Piano. 40" TV Central heating (seasonal) Parking for 2 cars. No smoking/vaping on site 5 minutes drive from Faversham medieval market town. Local walks & bird watching.

Top guest favourite
Cottage in Whitstable
4.96 out of 5 average rating, 209 reviews

Modern Whitstable Cottage by town, beach & harbour

A stylish and lovingly restored cottage centrally located in the heart of Whitstable and a short 2-minute walk to the beach. Ideally located on a no-through road, yet only a 30-second walk to the high street. Comprised of high-speed fiber internet, TV, free parking on the road, and a private garden this property is the perfect sanctuary following a short stroll from Whitstable’s beautiful harbour or vibrant eateries. Airbnb platform fees are included in the price already so no hidden extras.

Top guest favourite
The exterior of a charming two-story cottage features a mix of red brick and light-colored siding. A prominent chimney extends from the roof, while neatly trimmed hedges and colorful flowers line the pathway leading to the entrance, framed by lush greenery in the background.
Cottage in Kent
4.94 out of 5 average rating, 109 reviews

Step back in history and stay in a 14th c home

A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

Guest favourite
Cottage in Whitstable
4.94 out of 5 average rating, 234 reviews

The Merchant’s House

Spacious 3 Bedroom house, right in the heart of the infamous Harbour Street, Whitstable. With less than 1 minute walk to the beach and to the Harbour, what more could you want from your seaside stay. Look down below at the bustling Harbour Street from our living room window, or look out to the Sea right from the bedroom. Enjoy glorious views from both sides of Merchant’s House. With cafes, restaurants and pubs a stones throw from your door, you’re sure to have a great staycation.

Top guest favourite
Cottage in West Mersea
4.95 out of 5 average rating, 320 reviews

Cottage on the beach

With its own beachside garden and breathtaking uninterrupted views of the wildest of Essex creeks and marshes, the cottage is only to be reached on foot atop a sea wall. The perfect retreat from the hustle and bustle of everyday life. The last in a row of westerly facing cottages, perfect to watch the evening sun go down . From the front garden or even laying in bed, watch the tide slip in and out, the fishing boats come and go and live, for a while, in a world moving at a slower pace.

Top guest favourite
A bright living area features large windows offering views of the coastline. A comfortable violet sofa and a matching armchair are arranged around a light rug. A dining table is paired with white chairs, and a small kitchen area is seen in the background.
Cottage in Seasalter
4.92 out of 5 average rating, 137 reviews

Whitstable Beach Cottage Seasalter Whitstable

If you're looking for a Whitstable holiday cottage, then our beach house at Seasalter may be perfect for you. One of just a handful of beach front properties in Whitstable bay, its captivating sea views make it a great place to stay summer or winter. Living literally right on the beach is something quite special, so if your passion is fishing, bird watching or sailing, if you just want to relax, or if you need a base to explore Kent from, you'll love our beach cottage.

Top guest favourite
A charming lilac exterior of Lavender Cottage is presented alongside a blue door. The distant view of the Cathedral towers above the quaint street, showcasing a historic setting. The image captures the unique character of the neighborhood with residential buildings lining the street.
Cottage in Kent
4.98 out of 5 average rating, 191 reviews

Cheerful 2 Bed Cottage In The Heart Of Canterbury

Lavender Cottage was built in 1836 and is bursting with charm. With its perfectly central location, you are within a few minutes stroll from all the cafes, award-winning restaurants and shops Canterbury has to offer, all whilst being tucked down a quaint side street by the river. Enjoy the views of the Cathedral as you step out the door, plan a trip to The Marlowe Theatre or go punting along the River Stour, all of which are on the doorstep.

Top guest favourite
Cottage in Borden
4.96 out of 5 average rating, 318 reviews

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.

Guest favourite
A spacious hot tub is surrounded by lush greenery and blooming cherry blossom trees. The inviting water is illuminated under the sun, with modern windows reflecting the outdoor scenery. A dining area can be seen in the background, further enhancing the outdoor living space.
Cottage in Kent
4.92 out of 5 average rating, 132 reviews

Daweswood Guest Suite - luxury retreat & hot tub.

Just six minutes from Canterbury city centre and ten minutes from Whitstable seafront, Daweswood Guest Suite is a flagship country retreat designed with you in mind. Does drifting to sleep whilst reading a book in the garden room hammock sound like perfection? How about relaxing in the hot tub(£48) or cooking a family feast on the BBQ(£18)?

Popular amenities for cottage rentals in Southend-on-Sea

Quick stats about cottage rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at $180 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southend-on-Sea rentals

  • 4.9 Average rating

    Southend-on-Sea stays are highly rated by guests – averaging 4.9 out of 5!

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