
Cottage vacation rentals in Southend-on-Sea
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Quick stats about cottage rentals in Southend-on-Sea

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Southend-on-Sea vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

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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!
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 :)

Dough Cottage, with sunny garden in Whitstable
Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, well equipped 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. One well behaved dog welcome.

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.

The Merchant’s House
Spacious 3 Bedroom house, right in the heart of the infamous Harbour Street, Whitstable. With less than 1 minute walk to the beach and to the Harbour, what more could you want from your seaside stay. Look down below at the bustling Harbour Street from our living room window, or look out to the Sea right from the bedroom. Enjoy glorious views from both sides of Merchant’s House. With cafes, restaurants and pubs a stones throw from your door, you’re sure to have a great staycation.

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.

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 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.

The Lodge at Middiford Barn
The Lodge at Middiford Barn is perfect for those wanting to enjoy the best of the Essex countryside. We are perfectly located for anyone wanting to visit Abberton Reservoir, Layer Marney Tower, Tiptree Jam Factory, Mersea Island, Maldon and the Historic City of Colchester. Whilst also being in close proximity to Constable Country. We are also nearby to the Wedding Venues of Layer Marney Tower, East Mersea Hall, Vaulty Manor and Braxted Park

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.

Pebble Cottage - near Whitstable beach
Pebble Cottage is centrally located just off the bustling High Street of Whitstable, with its independent shops, pubs and cafes. The beach is a short stroll away. The cottage is situated on a quiet turn-off and sleeps up to four guests. there are two bathrooms, one en suite. A fully equipped kitchen provides everything you should need for a relaxing break. The patio garden is a sun trap and well-behaved dogs are very welcome.
Popular amenities for Southend-on-Sea cottage rentals
Cottage rentals with a hot tub

Judd's House Peaceful Luxury Stay Near London

Charming cottage with hot tub & private garden

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

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

Sunnyside House

Longridge
Pet-friendly cottage rentals

Beautiful Whitstable Retreat w/garden & driveway

Pet friendly Cottage Whitstable conservation area

Cosy Cottage minutes from beach

Tranquil luxury fisherman’s cottage close to beach

Unique cottage steps from the beach & waterfront

18 Century Fisherman's cottage in Whitstable

Seaside Cottage, 2 Minute Walk To Whitstable Beach

Chandler's Cottage
Private cottage rentals

Luxury Heritage Cottage in the Heart of Old Leigh

Victorian gardener's lodge set in Kent countryside

Apple Tree Cottage

Cosy Mersea Getaway

Beautiful refurbished cottage with a modern twist

Bright modernised cottage with Estuary views

Woodbine Cottage

Cosy cottage set in acres of Kent countryside
Destinations to explore
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- Cottage rentals England
- Cottage rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Emirates Stadium
- Tower Bridge
- Clapham Common
- Buckingham Palace
- Chessington World of Adventures Resort
- Alexandra Palace
- London Stadium
- Big Ben
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- London Eye
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- Primrose Hill
- St Paul's Cathedral
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