
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.

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 :)

Dough Cottage, a stylish stay in Whitstable
Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, fully stocked 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. We welcome well behaved dogs.

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.

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.

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!

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.

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.

Seabird Cottage
Beautifully restored 3 bedroom cottage on quaint, quiet street moments from the high street's bars, restaurants and quirky shops; and just 2 minutes from the sea! Light and airy open planned living and dining space with access to landscaped garden. Modern design with contemporary art and travel books to enjoy. We recently fitted a brand new kitchen which is fully equipped for proper cooking and dining. The house has recently been re-decorated and painted.

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.
Popular amenities for Southend-on-Sea cottage rentals
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

Point Lodge

The Cartlodge - UK48579

The Waterside

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

Warren Lodge

Bali Hi Cliff Cottage-Sleeps 2-Hot Tub-5MinBeach

Total Retreat
Pet-friendly cottage rentals

Lovely fisherman's cottage near beach and harbour

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

2 bedroom cottage in the heart of Whitstable
Private cottage rentals

Pet friendly Cottage Whitstable conservation area

Coastguard's Cottage, beachfront, private parking.

Apple Tree Cottage

A wonderful retreat on the Island of West Mersea.

Cosy Mersea Getaway

THE SALTY MERMAID FISHERMAN'S COTTAGE, WHITSTABLE

Little Brook Retreat cozy adorable & romantic.

Beautiful refurbished cottage with a modern twist
Quick stats about cottage rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $248 NZD 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, Wi-Fi 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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