
Cottage vacation 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.

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.

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.

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.

Woodbine Cottage
Whether you’re get up and go types or would rather relax than rush, you’ll find Mersea has something to suit everyone’s taste and pace. Just take a short stroll from the cottage and you’ll discover a delightful esplanade and beach, two rather nice pubs, cafe’s, a yacht club and the famous seafood eateries. You’ll hear the bells ringing out from the sailing boats and see kids enthusiastically crabbing from the jetty. We fell head over heels in love with Mersea and hope you will too.

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.

Stunning 2 bedroom fisherman’s cottage, Old Leigh.
Completely renovated 2 bedroomed Fisherman’s cottage in the heart of Leigh on Seas’ old town with fabulous views to the rear over the Thames Estuary. The cottage is centrally located within meters of Leigh beach and the waterside bars and restaurants of the old town. Leigh-on-Sea train station is a 10 minute walk past the historic cockle sheds and the popular Broadway is with a short stroll with its many independent shops and boutiques and more bars and restaurants.

Bright modernised cottage with Estuary views
A fisherman's cottage set in a tucked away corner of Old Leigh with its many pubs and restaurants, just a short walk up the hill to the Broadway with its bustle of shops and coffee bars. Double bedroom, shower room, fully equipped kitchen with oven, hob, Smeg fridge, dishwasher and washing machine. Comfortable lounge setee and 42" smart TV. A large patio with table and benches, steps leading to lawn. Estuary view from shower room, kitchen and sitting room.

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.

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

Point Lodge

The Cartlodge - UK48579

Bluebell Cottage - 27635

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

Warren Lodge

Chestnut Cottage - 27636

Bali Hi Cliff Cottage-Sleeps 2-Hot Tub-5MinBeach
Pet-friendly cottage rentals

1 Bed in Messing (58576)

Cosy Cottage minutes from beach

Unique cottage steps from the beach & waterfront

Chigborough Cart Lodge

Monkey Beach Cottage, Mersea Island, Essex

A rural retreat, near Rochester

Quaint English Cottage just 1hr from London

Chandler's Cottage
Private cottage rentals

Luxury Heritage Cottage in the Heart of Old Leigh

Victorian gardener's lodge set in Kent countryside

Cosy holiday cottage in acres of Kent countryside

Apple Tree Cottage

Entire Unique Charming Cart Lodge | Rawreth, Essex

The Lodge at Middiford Barn

A wonderful retreat on the Island of West Mersea.

Cosy Mersea Getaway
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

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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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