
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.

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.

Woodside Cottage - Dog friendly & Hot Tub
Escape to Woodside Cottage, a tranquil retreat in Kent’s countryside, just 5miles from historic Rochester and 1.7miles from Silverhand Esta. Perfect for professionals and couples, this secluded hideaway sits at the end of a peaceful no-through road. Immerse yourself in complete serenity, with magical surroundings ideal for rest, reflection, or a spiritual retreat. Designed for relaxation, features unique touches like the soothing sound of rain drops offering an unparalleled connection to nature.

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.

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

Charming cottage with hot tub & private garden

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

Woodside Cottage - Dog friendly & Hot Tub

Coastal 2-Bedroom Cottage w/ Hot Tub & Log Burner
Pet-friendly cottage rentals

3 bedroom seafront house in Southend

Cosy Cottage minutes from beach

Unique cottage steps from the beach & waterfront

Monkey Beach Cottage, Mersea Island, Essex

A rural retreat, near Rochester

Cart Lodge Barn - optional hot tub, wood burner

Quaint English Cottage just 1hr from London

Beautiful cottage in Brentwood.
Private cottage rentals

Whitstable Beach Cottage Seasalter Whitstable

Stunning 2 bedroom fisherman’s cottage, Old Leigh.

Victorian gardener's lodge set in Kent countryside

Cosy holiday cottage in acres of Kent countryside

Apple Tree Cottage

The Lodge at Middiford Barn

Cosy Mersea Getaway

Little Brook Retreat cozy adorable & romantic.
Quick stats about cottage rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea vacation rentals start at G$29,217 GYD 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
- Cabin rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Condo rentals Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Rentals with a washer and dryer Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- Rentals with a fire pit Southend-on-Sea
- Cottage rentals England
- Cottage rentals United Kingdom
- Tower Bridge
- London Bridge
- Big Ben
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- Trafalgar Square
- The O2
- St Pancras International
- St. Paul's Cathedral
- Wembley Stadium
- Emirates Stadium
- ExCeL London
- Camden Market
- London Stadium
- Clapham Common
- Alexandra Palace
- Primrose Hill
- Queen Elizabeth Olympic Park, London
- Hampton Court Palace
- Folkestone Beach
- Twickenham Stadium



