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

Nightly prices starting at
Southend-on-Sea holiday rentals start at $179 SGD 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.

Rural Cottage in grounds of Grade II* Farmhouse
Mark & Paul would love to welcome you to our rural 2 bedroom cottage, close to the North Kent coast in the grounds of 14th Century Frognal Farmhouse. The triple glazed cottage provides comfortable accommodation and is just over an hour away from SE London by car, or by train straight into Teynham station from London Victoria, (1 hr 6m). We are 10 mins walk from Teynham railway station. Faversham & Sittingbourne are 10 minutes away. We have released all availabilty through to end of December 2026

Charming Cottage & private parking, heart of Kent.
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.
Dough Cottage, a central stay 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.

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.

Family friendly, well equipped cottage by Howletts
This lovely stand-alone holiday cottage (2 bedrooms, 1 bathroom, sitting/dining room) offers you and your family a luxurious experience in a quiet setting, close to many local attractions. Deep carpets, power shower, soft white towels, extra wide beds, fresh 100% cotton percale sheets, a fully equipped kitchen and continental breakfast, all make it a special home. A travel cot with linen, high chair, baby bath and child’s play area are freely available. Smart TV and WiFi included.

Cottage in the Wood, Detling
'Cottage in the Wood' contains two double bedrooms one with en-suite bath/shower and one with shower room along with a sheltered hot tub taking advantage of the rolling Kent countryside with extensive views over the local Vineyards and North Downs beyond. The small and picturesque village of Detling is found on the slope of the North Downs, just northeast of Maidstone, and on the Pilgrims' Way - ideal if you're looking for a break only a short distance away from London.

Seabird Cottage
Beautifully restored 3 bedroom cottage on quaint, quiet street moments from the high street's bars, restaurants and quirky shops; and just 2 minutes from the sea! Light and airy open planned living and dining space with access to landscaped garden. Modern design with contemporary art and travel books to enjoy. We recently fitted a brand new kitchen which is fully equipped for proper cooking and dining. The house has recently been re-decorated and painted.

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.

Cheerful 2 Bed Cottage In The Heart Of Canterbury
Lavender Cottage was built in 1836 and is bursting with charm. With its perfectly central location, you are within a few minutes stroll from all the cafes, award-winning restaurants and shops Canterbury has to offer, all whilst being tucked down a quaint side street by the river. Enjoy the views of the Cathedral as you step out the door, plan a trip to The Marlowe Theatre or go punting along the River Stour, all of which are on the doorstep.

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

Charming cottage with hot tub & private garden

Thatched Cottage in the countryside

'Oak Lodge' Littlebourne, Canterbury (hot tub)

1 Bed in Colchester (oc-87423)

Daweswood Guest Suite - luxury retreat & hot tub.

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

Malting Farm Rustic White Cabin with Hot Tub

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

Beautiful Whitstable Retreat w/garden & driveway

Beach Pebble Cottage - close to town & beach

Gorgeous Cottage In The Heart Of Whitstable.

Unique cottage steps from the beach & waterfront

Pebble Cottage - near Whitstable beach

Stable Cottage at Nurstead Court

Humperdink 2 Beach Rd St Osyth Clacton

Cosy Private Cottage in Wrotham, Kent Downs AONB
Private cottage rentals

Cosy rustic rural house near coast

Bay Cottage in Whitstable's Conservation Area

Lilly Cottage - Fisherman's Cottage Whitstable

PJ's @ Willow Cottage

Buttercup Studios

Riverside gem with a nautical past

The Lodge at Middiford Barn

Woodbine Cottage
Destinations to explore
- Family-friendly rentals Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Flat rentals Southend-on-Sea
- Apartment rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Rentals with a firepit Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Smoking-friendly rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Rentals with a washing machine and dryer Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Rentals with a fireplace Southend-on-Sea
- Rentals with breakfast Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Fitness-friendly rentals Southend-on-Sea
- Rentals with a patio Southend-on-Sea
- Cottage rentals England
- Cottage rentals United Kingdom
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tower Bridge
- Tottenham Court Road
- London Bridge
- Big Ben
- Trafalgar Square
- ExCeL London
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Borough Market
- Clapham Common
- Brockwell Park





