
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.

The Garden Room, Harvel - in the 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.

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.

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. We welcome well behaved dogs.

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.

Double fronted Period Cottage by Whitstable beach
Think Pig Hotel meets coastal hideaway! Our beautiful double fronted Victorian Cottage is a stone’s throw from the beach and restaurants in a peaceful street. Art on the walls, antiques in every room and plenty of lamps, candles, create a unique atmosphere. *Comfy beds for a good night’s sleep. *Full kitchen with a range cooker *Two Wood burning stoves *Upstairs bathroom *Private Courtyard with Weber BBQ *Free on street parking *Dog Friendly! *Baby and child friendly (cot & high chair)

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.

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.

Luxurious newly built cottage in central Wivenhoe
Set in the heart of Wivenhoe, within close reach of the water front and the village's superb array of shops, pubs and restaurants, this stunning one bedroom cottage has been newly built to an outstanding specification and provides comfortable, luxurious accommodation throughout. There is a fabulous open plan living space and bespoke kitchen, a delightful South facing courtyard, a double bedroom and a luxury bathroom. Perfect year-round holiday cottage, well behaved dogs welcome!

Whitstable Beach Cottage Seasalter Whitstable
If you're looking for a Whitstable holiday cottage, then our beach house at Seasalter may be perfect for you. One of just a handful of beach front properties in Whitstable bay, its captivating sea views make it a great place to stay summer or winter. Living literally right on the beach is something quite special, so if your passion is fishing, bird watching or sailing, if you just want to relax, or if you need a base to explore Kent from, you'll love our beach cottage.

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.

Cosy 3 bedroom cottage in the heart of Kent
Shillinghurst Cottage is the perfect getaway for a relaxing break for friends, couples or a family break. It is cosy, comfortable yet modern and comes with everything you would expect to make it the ideal home away from home. Set in the heart of the beautiful village of Borden, it will suit individuals who like country walks, relaxing in a peaceful surrounding or exploring the many towns and cities nearby.
Popular amenities for cottage rentals in Southend-on-Sea
Cottage rentals with a hot tub

Charming cottage with hot tub & private garden

1 Bed in Colchester (oc-87423)

The Cartlodge - UK48579

Point Lodge

Bluebell Cottage - 27635

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

Forest Cottage, Medieval home up to 700 years old

Chestnut Cottage - 27636
Pet-friendly cottage rentals

Beautiful Whitstable Retreat w/garden & driveway

Beach Pebble Cottage - close to town & beach

Lovely fisherman's cottage near beach and harbour

PJ's @ Willow Cottage

Tranquil luxury fisherman’s cottage close to beach

Beautiful Cottage In The Heart Of Whitstable.

Unique cottage steps from the beach & waterfront

Beauport Cottage, spacious family home near beach
Private cottage rentals

Stunning 2 bedroom fisherman’s cottage, Old Leigh.

Bay Cottage in Whitstable's Conservation Area

Victorian gardener's lodge set in Kent countryside

Riverside gem with a nautical past

The Lodge at Middiford Barn

The Wagtails – Countryside Stay for 2–8 Guests

Pebble Cottage - near Whitstable beach

Bright modernised cottage with Estuary views
Quick stats about cottage rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $180 SGD per night before taxes and fees

Verified guest reviews
Over 1,040 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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