
Cottage holiday rentals in Southend-on-Sea
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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.

Quiet luxury rural cottage with fantastic views.
Rare, peaceful and spacious newly built cottage with private garden, comfortably sleeps 6. On Greensand AONB escarpment, with spectacular uninterrupted views over the Kent countryside. Rural retreat 2 miles south of Sevenoaks, half an hour by train to London Bridge. On private road. Own access and parking. New kitchen with light and airy dining and sitting area. WiFi. Very private south facing garden and patio. Fantastic walks to local pubs, national trust, great cycling. Use of tennis court.

A beautiful two bedroom Victorian coach house
A picturesque, newly converted Coach House in the small village of Badlesmere, high on the North Kent Downs. Set amongst rolling hills and wooded valleys, this striking conversion offers delightful accommodation, a south facing patio and use of a tennis court. Close to the market town of Faversham and the historic city of Canterbury, as well as Leeds Castle and fashionable Whitstable, it is an idyllic holiday spot or stopover on route to the continent, perfect for families or a romantic break.

Modern Whitstable Cottage by town, beach & harbour
A stylish and lovingly restored cottage centrally located in the heart of Whitstable and a short 2-minute walk to the beach. Ideally located on a no-through road, yet only a 30-second walk to the high street. Comprised of high-speed fiber internet, TV, free parking on the road, and a private garden this property is the perfect sanctuary following a short stroll from Whitstable’s beautiful harbour or vibrant eateries. Airbnb platform fees are included in the price already so no hidden extras.

Twitchers Cottage Oare - Nature on your doorstep
Twitchers Cottage at Broomfield Barn is a beautifully presented converted in 2020, one bedroom cottage. Located on the edge of Oare marshes that is an important wetland reserve with a range of bird species. This area is popular with bird watches, walkers, wildlife photographers and cyclists or anyone who wants a relaxing break away surrounded by open countryside. There is plenty to do throughout the year wether you want coast, town or countryside it’s all in easy reach for your enjoyment.

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.

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.

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.

Historic Cottage, near Canterbury, Kent.
2 bedroom cottage with outside space in the beautiful village of Bridge, 5 mins from Canterbury. Superking bed, double bed and one single bed, high speed wifi. Weekly/monthly discount apply. Plenty of amenities in the village with easy access to Canterbury, Coastal beaches and towns. Historic Listed Building, the cottage is believed to be 15C with interesting features such as exposed beams, inglenook fire place.
Popular amenities for cottage rentals in Southend-on-Sea
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

Oak Cottage: Hot Tub, Large Patio & Alpaca Views

Old Cottage - English Countryside Retreat

1 Bed in Colchester (oc-87423)

Lily Loft at Footpath Cottages, Reynolds Farm

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

Beach Pebble Cottage - close to town & beach

Luxurious newly built cottage in central Wivenhoe

Gorgeous Cottage In The Heart Of Whitstable.

Unique cottage steps from the beach & waterfront

Walnut Tree Cottage Huge garden near Canterbury

Pebble Cottage - near Whitstable beach

3 bed cottage, on private tranquil lane.

2 bedroom cottage in the heart of Whitstable
Private cottage rentals

Beautiful Whitstable Retreat w/garden & driveway

Cosy Cottage, Sleeps 4, peaceful location

The Old Bicycle Shop - Chilham

PJ's @ Willow Cottage

The Granary Cosy Rural Cottage

Buttercup Studios

Riverside gem with a nautical past

Stable Cottage at Nurstead Court
Quick stats about cottage rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at £104 per night before taxes and fees

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Over 1,060 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!
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- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- The O2
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- Buckingham Palace
- Marble Arch
- Tottenham Court Road
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