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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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
4.97 out of 5 average rating, 234 reviews

The Garden Room, Harvel - 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.

Superhost
The cottage features a charming porch with two red chairs facing a well-maintained lawn. The structure showcases rustic wooden beams and large windows, allowing natural light to illuminate the interior. Lush greenery surrounds the area, enhancing the serene atmosphere.
Cottage in Luddesdown
4.83 out of 5 average rating, 191 reviews

Woodside Cottage - Dog friendly & Hot Tub

Escape to Woodside Cottage, a tranquil retreat in Kent’s countryside, just 5miles from historic Rochester and 1.7miles from Silverhand Esta. Perfect for professionals and couples, this secluded hideaway sits at the end of a peaceful no-through road. Immerse yourself in complete serenity, with magical surroundings ideal for rest, reflection, or a spiritual retreat. Designed for relaxation, features unique touches like the soothing sound of rain drops offering an unparalleled connection to nature.

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, 439 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. We welcome well behaved dogs.

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
4.95 out of 5 average rating, 199 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
Cottage in Whitstable
4.97 out of 5 average rating, 192 reviews

Double fronted Period Cottage by Whitstable beach

Think Pig Hotel meets coastal hideaway! Our beautiful double fronted Victorian Cottage is a stone’s throw from the beach and restaurants in a peaceful street. Art on the walls, antiques in every room and plenty of lamps, candles, create a unique atmosphere. *Comfy beds for a good night’s sleep. *Full kitchen with a range cooker *Two Wood burning stoves *Upstairs bathroom *Private Courtyard with Weber BBQ *Free on street parking *Dog Friendly! *Baby and child friendly (cot & high chair)

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, 430 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, 305 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, 115 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!

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, 133 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.

Guest favourite
A charming cottage façade features a mix of red brick and white siding. The entrance is accented with a pink door, surrounded by greenery and flowering plants. Windows are adorned with white frames, allowing natural light to enhance the inviting exterior.
Cottage in Kent
4.94 out of 5 average rating, 137 reviews

2 bedroom Georgian cottage on Island Wall

A beautiful 2 bedroom cottage in the most wonderful location - steps away from the beach and a few minutes walk to the centre of Whitstable. This fisherman’s cottage dates back to 1810, is full of period charm, and sympathetically decorated with antique, comfortable furniture. The cottage has a mature garden with side access, and is set down several steps meaning it feels nice and private. The cottage has steep stairs and some low ceilings.

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, 305 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

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 1,040 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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