Cottage holiday rentals in Southend-on-Sea

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Quick stats about cottage rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at $178 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!

Top-rated cottage rentals in Southend-on-Sea

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

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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 Harvel
4.96 out of 5 average rating, 236 reviews

The Garden Room & parking - in the 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 view of the cottage's outdoor area reveals a combination of paved and gravel surfaces, alongside ornamental plants. A patio table with chairs and a charcoal barbecue are visible. The cottage's white siding contrasts with the natural tones of the garden, creating an inviting space.
Cottage in Whitstable
4.99 out of 5 average rating, 442 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.

Top guest favourite
The dining area features a large wooden table with seating for six, complemented by stylish chairs and a cozy snug chair. A decorative light fixture hangs above, with natural light streaming through the windows, illuminating the space. A shelf with plants and wall art adds character.
Cottage in Whitstable
4.96 out of 5 average rating, 200 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, 106 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.

Superhost
The exterior of a charming Victorian cottage is displayed, featuring a blend of red brick and painted clapboard. Two dormer windows with green roofs are visible. A well-maintained garden with flowers adorns the front, complemented by a small pathway leading to the main entrance.
Cottage in Tollesbury
4.9 out of 5 average rating, 181 reviews

2 Bed Coastal Cottage. Paddleboard. Dogs welcome.

This spacious Victorian cottage is a great base to explore the coast , walk, birdwatch or paddleboard. Situated in the traditional fishing village of Tollesbury the cottage has a lovely dining area, fully stocked kitchen, two large bedrooms and garden. We’re a 5 minute walk from the water and access to miles of coastal seawall walks and nature reserves looking over the river Blackwater. Tollesbury is a popular place in summer with a saltwater swimming lido and many water based activities.

Top guest favourite
The charming exterior of the cottage features dark wooden siding and a welcoming door. A gravel pathway leads to the entrance, flanked by colorful flower beds. A rustic bench is positioned near the door, offering a pleasant spot to relax among the surrounding greenery.
Cottage in Oare
4.99 out of 5 average rating, 437 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.

Top guest favourite
A comfortable outdoor seating area is surrounded by lush greenery, displaying a modern sofa set beneath the sun. Light reflects off the water in the background, where moored boats can be seen, creating a serene setting by the shoreline.
Cottage in West Mersea
4.95 out of 5 average rating, 312 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.

Superhost
A cozy living area features a comfortable beige sofa set adorned with red and white striped cushions. A wooden coffee table sits centered, topped with a small plant. A charming stone fireplace with a wood-burning stove is positioned against a brick wall, surrounded by soft lighting.
Cottage in Essex
4.79 out of 5 average rating, 137 reviews

3 bed cottage, on private tranquil lane.

Self check-in assured at this charming former railway cottage situated on a private lane. We have a reputation for complete cleanliness and we are extremely vigilant on behalf of our guests. Back to the fun stuff, this cosy cottage has many original features. Step outside and there is a private south-facing secure garden with lovely new large patio, and a gorgeous suntrap for most of the day. Free parking. Doggies and cats are most welcome. We are a 10 min walk to the town centre.

Guest favourite
An open plan living area features a modern kitchen, equipped with stainless steel appliances and light cabinetry. A dining table for two is set beside a cozy seating area, which includes a comfortable sofa and a wall-mounted television. Soft lighting enhances the inviting space.
Cottage in Wivenhoe
4.86 out of 5 average rating, 116 reviews

Luxurious newly built cottage in central Wivenhoe

Set in the heart of Wivenhoe, within close reach of the water front and the village's superb array of shops, pubs and restaurants, this stunning one bedroom cottage has been newly built to an outstanding specification and provides comfortable, luxurious accommodation throughout. There is a fabulous open plan living space and bespoke kitchen, a delightful South facing courtyard, a double bedroom and a luxury bathroom. Perfect year-round holiday cottage, well behaved dogs welcome!

Superhost
The entrance of a quaint cottage is highlighted by a grey door with a black doorknob. A plaque reading 'Seabird Cottage' is mounted beside the door. The window features white shutters, allowing natural light to fill the space.
Cottage in Whitstable
4.84 out of 5 average rating, 392 reviews

Seabird Cottage

Beautifully restored 3 bedroom cottage on quaint, quiet street moments from the high street's bars, restaurants and quirky shops; and just 2 minutes from the sea! Light and airy open planned living and dining space with access to landscaped garden. Modern design with contemporary art and travel books to enjoy. We recently fitted a brand new kitchen which is fully equipped for proper cooking and dining. The house has recently been re-decorated and painted.

Top guest favourite
A charming two-story building features a classic white-clapboard façade with a large window on the upper level. The entryway is framed by a beige curtain, while greenery is visible in front of the structure. Adjacent buildings showcase brick and painted exteriors.
Cottage in Rochester
4.95 out of 5 average rating, 318 reviews

The Old Tuck Shop (entire cottage - 1 double bed)

Ideally located for exploration of the historic Medway Towns and surrounding areas of Kent,The Old Tuck Shop is the perfect place for a relaxing getaway. The accommodation can sleep up to 3 guests, but this listing is only for two guests sharing the double room. If the second single bedroom is required please contact your host before booking or see the other listing. There is a full bathroom upstairs and an additional loo and cloakroom downstairs.

Top guest favourite
A modern kitchen features sleek cabinetry and a spacious dining table surrounded by several chairs. Essential appliances, including a stove and kettle, are present. Natural light enters through a window, illuminating the countertops adorned with flowers and kitchen items.
Cottage in Borden
4.96 out of 5 average rating, 308 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.

Popular amenities for cottage rentals in Southend-on-Sea

Destinations to explore