
Cottage vacation rentals in Southend-on-Sea
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Southend-on-Sea

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

Verified guest reviews
Over 1,100 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!
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.

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.

Tranquil luxury fisherman’s cottage close to beach
Enjoy a break from home at this centrally-located fisherman’s cottage. Perfect for a staycation with so much to do in the area. Newly renovated with all modern amenities, there are three comfortable bedrooms (1 kingsize, 1 double, 1 small double). There is one bathroom with a walk in shower. A small garden with charcoal bbq & furniture available. The beach is also one minute’s walk away, if that! For families there is a playground on the doorstep and items for babies/toddlers available.

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.

Beautiful Whitstable Retreat w/garden & driveway
Moments from the High Street and beach, this beautiful 1800s cottage is the perfect seaside retreat The ground floor is arranged across a living room, dining room, kitchen & shower room Upstairs are 2 lovely large bedrooms - Super King & Twin Beautiful big garden perfect for relaxing & Al Fresco dining Private driveway *The steep & narrow original staircase means the house is not suitable for those with mobility issues or Under 3s* Follow us: @whitstablecottage

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.

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

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

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

Longridge

Judd's House Peaceful Luxury Stay Near London

Sunnyside House
Pet-friendly cottage rentals

Chandler's Cottage

'The Wobbin', beautifully remote with Sea Views.

EightBells - Cosy Cottage by the Sea

The Coach house (100 years old)

Luxury Coastal Retreat;Private Garden:Beach nearby

18 Century Fisherman's cottage in Whitstable

Cosy Cottage minutes from beach

Georgian cottage on Island Wall
Private cottage rentals

Buttercup Studios

3 bedroom Country Cottage on Equestrian Farm

Woodbine Cottage

Bright modernised cottage with Estuary views

Luxury Heritage Cottage in the Heart of Old Leigh

Victorian gardener's lodge set in Kent countryside

Country Cottage with moat

Cosy cottage set in acres of Kent countryside
Destinations to explore
- Condo rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Apartment rentals Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- 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
- Tower Bridge
- Emirates Stadium
- Tottenham Hotspur Stadium
- Clapham Common
- Victoria Park
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Eye
- London Stadium
- British Museum
- Regent's Park
- Barbican Centre
- Primrose Hill
- St Paul's Cathedral





