Cottage vacation 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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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
4.85 out of 5 average rating, 453 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
4.86 out of 5 average rating, 213 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 :)

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
4.93 out of 5 average rating, 188 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
A snug living area features a comfortable sofa adorned with patterned cushions. A brick fireplace adds character to the room, while large windows allow natural light to fill the space. A coffee table sits in front, complementing the simple decor.
Cottage in Kent
4.9 out of 5 average rating, 161 reviews

Charming Seaside Cottage 1 min to Beach & Harbour

This wonderful, cosy, restored and charming seaside cottage is conveniently situated in the heart of Whitstable's conservation area with quick and easy access to all of the delights of this fashionable town. Less than 2 minutes walk to the picturesque beach and famous fishing harbour and just one minute’s walk away is Whitstable’s other gem - Harbour Street. The cottage is located centrally in Whitstable, everything within easy walking distance and the beach less than 2 minutes walk away!

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, 175 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.

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, 282 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
4.8 out of 5 average rating, 132 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
The exterior of the cottage showcases a blend of dark wood and brick, with a welcoming front door framed by large windows. A small garden area is visible, providing a natural touch. A dog is seen in the foreground, adding to the homey atmosphere.
Cottage in West Mersea
4.9 out of 5 average rating, 157 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.

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 in Moreton
4.95 out of 5 average rating, 491 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 in Rochester
4.95 out of 5 average rating, 309 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.

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, 134 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.

Guest favourite
A charming cottage is seen from the front, featuring a pitched roof and large windows. A simple pathway leads to the white front door. The well-kept lawn and low stone wall provide an inviting entrance, with green fields stretching out beyond the property.
Cottage in Clacton-on-Sea
4.85 out of 5 average rating, 179 reviews

Humperdink 2 Beach Rd St Osyth Clacton

Our house is uniquely situated on a quiet 750 acre bird reserve with walks beside tidal creeks, a close shingle/sand beach or even across fields. The house enables unusually you to see the sunrise and sunset and has an enclosed dog friendly garden . The house has all that you need as a family, group of friends or a couple for a restful stay away from the hustle and bustle of life to recharge your batteries and enjoy nature at its best!

Popular amenities for Southend-on-Sea cottage rentals

Quick stats about cottage rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea vacation rentals start at $197 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,010 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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