
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 £105 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.

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.

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, 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.

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)

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.

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.

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.
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)

Point Lodge

The Waterside

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

46 acres Parkland/Lakes -Hot Tub, Heated Pool

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

Sunnyside House
Pet-friendly cottage rentals

Beautiful Whitstable Retreat w/garden & driveway

Beach Pebble Cottage - close to town & beach

Seabird Cottage

PJ's @ Willow Cottage

Unique cottage steps from the beach & waterfront

Gorgeous Cottage In The Heart Of Whitstable.

Pebble Cottage - near Whitstable beach

3 bed cottage, on private tranquil lane.
Private cottage rentals

Stunning 2 bedroom fisherman’s cottage, Old Leigh.

Bay Cottage in Whitstable's Conservation Area

Lilly Cottage - Fisherman's Cottage Whitstable

Tranquil luxury fisherman’s cottage close to beach

Buttercup Studios

Beauport Cottage, spacious family home near beach

Bright modernised cottage with Estuary views

Woodbine Cottage
Destinations to explore
- Rentals with a fireplace Southend-on-Sea
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- Rentals with a washing machine and dryer Southend-on-Sea
- Rentals with outdoor seating Southend-on-Sea
- Rentals with beach access Southend-on-Sea
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- Rentals with a firepit Southend-on-Sea
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
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