Cottage holiday rentals in Southend-on-Sea

Find and book unique cottages on Airbnb

Quick stats about cottage rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at £45 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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Top guest favourite
A bright and spacious bedroom features a white iron bed with plush pillows and a colorful throw. Large windows with deep purple drapes frame views of the outside. A vintage wooden chair and decorative art piece add charm to the calming decor.
Cottage
4.94 out of 5 average rating, 270 reviews

Charming Victorian Cottage in Central Whitstable

Neptune Cottage is a spacious 3-bed Victorian house centrally located on a quiet street, close to the beach, restaurants & shops. Stylishly decorated with vintage pieces, art on the walls and lots of lamps and candles, it’s cosy, warm and welcoming. Lounge by the woodburner on a winter evening or knock up a tasty seafood meal in the well-equipped kitchen. *Sunny Garden with BBQ *Comfy beds *Fast WiFi, & Smart TV, * Free on-street parking * Child & dog -friendly/babysitting services available

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
4.84 out of 5 average rating, 506 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
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, 454 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, 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.

Superhost
A comfortable living space features a large leather sectional couch adorned with cozy throws. A wooden coffee table sits on polished floorboards, complemented by a potted plant. Natural light filters through decorative shutters, enhancing the inviting atmosphere. A small television is positioned nearby.
Cottage
4.8 out of 5 average rating, 212 reviews

Coastal retreat secs from beach & restaurants

The Cook's Cottage: charming coastal retreat in the heart of Whitstable, with outdoor kitchen w/BBQ, summerhouse/den w/ cinema projector, and an enclosed dog proof sunny garden. Less than a minute to Whitstable's beach, restaurants & bars The 3-double bedroom cottage is in a prime location, just a short stroll to all the independent shops, galleries, restaurants, and bars, and is also a stone's throw from the beach and harbour. A perfect coastal retreat for family & friends. Dogs welcome.

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, 219 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, 331 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
4.78 out of 5 average rating, 143 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.

Top guest favourite
Cottage
4.88 out of 5 average rating, 260 reviews

Beautiful Whitstable Retreat w/garden & driveway

Moments from the High Street and beach, this beautiful 1800s cottage is the perfect seaside retreat The ground floor is arranged across a living room, dining room, kitchen & shower room Upstairs are 2 lovely large bedrooms - Super King & Twin Beautiful big garden perfect for relaxing & Al Fresco dining Private driveway *The steep & narrow original staircase means the house is not suitable for those with mobility issues or Under 3s* Follow us: @whitstablecottage

Guest favourite
Cottage
4.91 out of 5 average rating, 165 reviews

Comfy, 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
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, 110 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

Popular amenities for cottage rentals in Southend-on-Sea

Destinations to explore