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 £104 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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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
4.85 out of 5 average rating, 502 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
4.96 out of 5 average rating, 251 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 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
4.99 out of 5 average rating, 450 reviews

Dough Cottage, with sunny garden 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 exterior of a charming period cottage is visible, featuring a sloped, tiled roof and whitewashed walls. Lush greenery surrounds the entrance, with blooming flowers adding color. A gravel pathway leads to the door, flanked by planter boxes, creating a welcoming approach.
Cottage
4.94 out of 5 average rating, 214 reviews

Beautiful Period Fisherman's Cottage

Anchor cottage, an Historic Home and now with EV charger, is a delightful period, cottage situated in the heart of The Anchorage, once known as Mersea City on Mersea Island. It has three bedrooms, a large double, a twin room and a downstairs single bedroom. The bathroom is on the ground floor and large sitting/dining room with a gas heater and provides plenty of space for five people indoors and there is a private, wrap around garden with BBQ area that enjoys the sun at most times of the day.

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
4.95 out of 5 average rating, 215 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.

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
4.94 out of 5 average rating, 326 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
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
4.85 out of 5 average rating, 400 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 cozy living area is presented with a comfortable dark sofa adorned with decorative pillows. Natural light enters through two windows, partially covered by patterned blinds. A stylish lamp stands beside the sofa, complemented by a soft rug and light wooden accents on the walls.
Cottage
4.95 out of 5 average rating, 539 reviews

The Barn, beautiful rural retreat

The Barn is located within the grounds of our Grade 2 listed Cottage and yet is far enough away from the main house to allow our guests privacy. The property offers two luxurious double bedrooms and a modern bathroom with shower and bath. The light and spacious living / kitchen area is fully equipped with all appliances including a dishwasher and provides comfortable seating for all our guests. Guests will receive a welcome pack of goodies on arrival.

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
4.95 out of 5 average rating, 326 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
The studio apartment features exposed wooden beams and a spacious layout. A cozy sofa is positioned near a comfortable bed, with fresh linens and towels arranged neatly. A fully equipped kitchen is visible in the background, separated by a light partition.
Cottage
4.99 out of 5 average rating, 107 reviews

The Lodge at Middiford Barn

The Lodge at Middiford Barn is perfect for those wanting to enjoy the best of the Essex countryside. We are perfectly located for anyone wanting to visit Abberton Reservoir, Layer Marney Tower, Tiptree Jam Factory, Mersea Island, Maldon and the Historic City of Colchester. Whilst also being in close proximity to Constable Country. We are also nearby to the Wedding Venues of Layer Marney Tower, East Mersea Hall, Vaulty Manor and Braxted Park

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
4.95 out of 5 average rating, 147 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.

Superhost
The exterior of the stone stable cottage is framed by greenery, showcasing a combination of exposed brick and flint. A wooden fence borders the cottage, where flower pots adorn the windows. The garden space includes a well-maintained lawn and a glimpse of the private area beyond.
Cottage
4.88 out of 5 average rating, 151 reviews

Stable Cottage at Nurstead Court

Stable cottage is at Nurstead Court, a medieval Manor House in the beautiful Kent countryside. Downstairs there is an open plan entrance hall, kitchen island with fridge and tea making facilities, relaxing area with a tv and a small bathroom. Upstairs is the master bedroom with four poster bed, luxury bathroom with a double bath tub and a charming twin bedroom. There is a private garden with terrace and parking for 2 cars.

Popular amenities for cottage rentals in Southend-on-Sea

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