
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.

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.

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 :)

The Garden Room - Countryside & Wellness Cottage.
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.

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.

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.

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.

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.

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.

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.

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.

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 Southend-on-Sea cottage rentals
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

The Old Doctors Manor House

Point Lodge

The Cartlodge - UK48579

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

Warren Lodge

46 acres Parkland/Lakes -Hot Tub, Heated Pool

Chestnut Cottage - 27636
Pet-friendly cottage rentals

Lovely fisherman's cottage near beach and harbour

Seabird Cottage

Tranquil luxury fisherman’s cottage close to beach

Beautiful Cottage In The Heart Of Whitstable.

Beauport Cottage, spacious family home near beach

Pebble Cottage - near Whitstable beach

3 bed cottage, on private tranquil lane.

The Merchant’s House
Private cottage rentals

Pet friendly Cottage Whitstable conservation area

Quiet spacious 3 bed/3 bath Heart of Whitstable

Coastguard's Cottage, beachfront, private parking.

Apple Tree Cottage

A wonderful retreat on the Island of West Mersea.

Seaside Cottage/Sunny Gdn/BBQ/Close Beach&High St

Cosy Mersea Getaway

Whitstable Victorian fisherman's cottage
Quick stats about cottage rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea vacation rentals start at ﺩ.ﺇ514 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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