
Cottage vacation rentals in Southend-on-Sea
Find and book unique cottages on Airbnb
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 :)

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.

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.

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.

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.

Humperdink 2 Beach Rd St Osyth Clacton
Our house is uniquely situated on a quiet 750 acre bird reserve with walks beside tidal creeks, a close shingle/sand beach or even across fields. The house enables unusually you to see the sunrise and sunset and has an enclosed dog friendly garden . The house has all that you need as a family, group of friends or a couple for a restful stay away from the hustle and bustle of life to recharge your batteries and enjoy nature at its best!
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

Bluebell Cottage - 27635

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

Warren Lodge

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

The Merchant’s House

Dough Cottage, a stylish stay in Whitstable
Private cottage rentals

Beach Pebble Cottage - close to town & beach

Pet friendly Cottage Whitstable conservation area

Quiet spacious 3 bed/3 bath Heart of Whitstable

Coastguard's Cottage, beachfront, private parking.

Apple Tree Cottage

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

THE SALTY MERMAID FISHERMAN'S COTTAGE, WHITSTABLE

Chandler's Cottage
Quick stats about cottage rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea vacation rentals start at $197 CAD 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!
Destinations to explore
- Paris Vacation rentals
- London Vacation rentals
- Picardy Vacation rentals
- Grand Paris Vacation rentals
- Amsterdam Vacation rentals
- Thames River Vacation rentals
- South West England Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Brussels Vacation rentals
- South London Vacation rentals
- Central London Vacation rentals
- Condo rentals Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Rentals with a washer and dryer Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Cottage rentals England
- Cottage rentals United Kingdom
- Tower Bridge
- British Museum
- Westminster Abbey
- Covent Garden
- Big Ben
- Buckingham Palace
- London Bridge
- Trafalgar Square
- The O2
- Hampstead Heath
- Wembley Stadium
- St. Paul's Cathedral
- St Pancras International
- Emirates Stadium
- ExCeL London
- Camden Market
- London Stadium
- Alexandra Palace
- Clapham Common
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Kew Gardens
- Hampton Court Palace
- Chessington World of Adventures Resort




