
Cottage holiday rentals in Southend-on-Sea
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Top-rated cottage rentals in Southend-on-Sea
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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.

The Garden Room - Countryside & Wellness Cottage.
An affordable countryside paradise - The Garden Room is an immaculately presented studio cottage in the beautiful hamlet of Harvel in the heart of The Garden of England. Set in an AONB with additional Wellness Treatments available in house, walking, horse riding & The Bravo Show, National Trust, Brands Hatch & local Vineyard. With excellent transport links; railway stations at Meopham, Borough Green & Ebbsfleet providing services DIRECT from London in UNDER 45 minutes! M25/M20 are close by.

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.

Step back in history and stay in a 14th c home
A 14th Century self contained wing off the main house set in a peaceful location just outside Faversham, Kent. This charming cottage is ideal for anyone wanting to explore Kent. Or if you just want to relax, bring a book or two and relax in front of the woodburner fire. There are bridleways and public footpaths on the doorstep, which are beautiful anytime of the year, being in the heart of the Garden of England. There are many National Trust/ English Heritage attractions in close proximity.

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.

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.

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.

Comfy, quiet beach cottage for walking & seafood
'The Cabin' is a comfortable, bright, two bedroom cottage on Mersea Island, near Colchester, 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.

PJ's @ Willow Cottage
Small but beautifully created detached one bedroom apartment with kitchen, study/dining room and shower room/toilet Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , leather sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

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.

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.

Riverside gem with a nautical past
In the heart of lower Wivenhoe on the quay, our little self-contained cottage was once part of the home of The Colne Marine and Yacht Company. Its thick brick walls and quiet and pretty disposition, defy its former role as a working yard where timber yachts were crafted and repaired, drawn up inside at high tide. Emma and Charlie welcome guests back time after time to relax and enjoy this very special place. We hope you will join them.
Popular amenities for cottage rentals in Southend-on-Sea
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

Amberlea: Serene Japanese Tea House Retreat

Point Lodge

The Cartlodge - UK48579

Daweswood - Luxury countryside cottage, lake & tub

Coastal 2-Bedroom Cottage w/ Hot Tub & Log Burner

Daweswood Guest Suite - luxury retreat & hot tub.

Forest Cottage, Medieval home up to 700 years old
Pet-friendly cottage rentals

Lovely fisherman's cottage near beach and harbour

Tranquil luxury fisherman’s cottage close to beach

Historic Old Stables in central Bishops Stortford

Beautiful Cottage In The Heart Of Whitstable.

Beauport Cottage, spacious family home near beach

3 bed cottage, on private tranquil lane.

The Merchant’s House

2 bedroom cottage in the heart of Whitstable
Private cottage rentals

Whitstable Beach Cottage Seasalter Whitstable

Stunning 2 bedroom fisherman’s cottage, Old Leigh.

Victorian gardener's lodge set in Kent countryside

Cosy holiday cottage in acres of Kent countryside

Buttercup Studios

Chapter Farm Cottages

The Lodge at Middiford Barn

Plum Pudding Cottage
Quick stats about cottage rentals in Southend-on-Sea
Nightly prices starting at
Southend-on-Sea holiday rentals start at € 121 per night before taxes and fees
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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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