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 $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,100 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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Superhost
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
4.84 out of 5 average rating, 509 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.

Guest favourite
A sunlit bedroom features a spacious bed adorned with floral-patterned linens and pillows. Soft light filters through large windows, illuminating the surrounding decor. Two wooden stools are positioned near the window, enhancing the room's inviting atmosphere.
Cottage in Whitstable
4.87 out of 5 average rating, 225 reviews

Buttercup Studios

Buttercup Studios is in the heart of the centre of Whitstable 2 mins from the seaside & dozens of eclectic independent shops & restaurants (with a car park and free street parking 1 min away). The pretty 16th Century 2-story house, with haven-courtyard & happy style is a quiet secret hidden oasis. It's the perfect destination for couples in love or families wanting a breath of fresh air! Buttercup is small pet, baby/child friendly. Please include each as an additional ADULT guest when booking :)

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, 456 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 in West Mersea
4.94 out of 5 average rating, 217 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.

Top Guest favourite
A light-filled living room features a large window overlooking Harbour Street. Comfortable sofas are arranged around a coffee table, with a decorative fireplace and a flat-screen TV positioned against a navy blue accent wall. A small chair adds extra seating in the corner.
Cottage in Whitstable
4.94 out of 5 average rating, 245 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.

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
4.94 out of 5 average rating, 333 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
4.78 out of 5 average rating, 144 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
Cottage in West Mersea
4.91 out of 5 average rating, 166 reviews

Quiet beach cottage for walking & seafood

'The Cabin' is a comfortable, bright, two bedroom cottage on Mersea Island, a few steps from the sea on a much sought after quiet lane. There are two double bedrooms, one with a Super King bed the other with a King size bed and a bunk bed. There are great walks and bike rides either along the sea wall or on the beach, and some fantastic seafood eateries. Mersea Island is off the coast of Essex, 9 miles southeast of Colchester, just one hour from London.

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 West
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 in Great Wigborough
4.99 out of 5 average rating, 111 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

Top 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
4.95 out of 5 average rating, 151 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 bright bedroom features two spacious beds, dressed in soft white linens with neatly arranged towels on top. Natural light filters through a large window with shutters, illuminating the light wooden floor. A dresser and a mirror are positioned opposite the beds, enhancing the room's inviting feel.
Cottage in Whitstable
4.97 out of 5 average rating, 286 reviews

Pebble Cottage - near Whitstable beach

Pebble Cottage is centrally located just off the bustling High Street of Whitstable, with its independent shops, pubs and cafes. The beach is a short stroll away. The cottage is situated on a quiet turn-off and sleeps up to four guests. there are two bathrooms, one en suite. A fully equipped kitchen provides everything you should need for a relaxing break. The patio garden is a sun trap and well-behaved dogs are very welcome.

Popular amenities for Southend-on-Sea cottage rentals