Vacation rentals with a patio in Southend-on-Sea

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Top-rated accommodations with an outdoor patio in Southend-on-Sea

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Guest suite in North Benfleet

4.97 out of 5 average rating, 249 reviews

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annexe' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annexe' is the perfect setting for family get togethers, couples, friends, contractors, business bookings, special occasions, hens, treat yourself time and birthdays. Take time to relax outside in the bubbly hot-tub, or get a picture of the Awesome Adorable Alpaca's

Apr. 15 – 22

$921 CAD per night

Guest favourite

Guesthouse in Detling

4.92 out of 5 average rating, 131 reviews

Adorable 1 bed guesthouse with patio

Sit back & relax in this calm, cosy space. Set within the grounds of our gated family home in Detling located on the slope of the North Downs, 4 miles north east of Maidstone, & on the Pilgrims' Way. Whether you want a relaxing get away or want to explore many of the wonderful walks and bike trails the north downs have to offer you can be sure to find a warm and cosy place to stay at the end of the day. We have a very friendly dog who will be on hand to greet you along with 2 young children

Dec. 25 – Jan. 1

$171 CAD per night

Guest favourite

Cottage in Tollesbury

4.91 out of 5 average rating, 104 reviews

2 Bed Coastal Cottage. Dog friendly /Paddleboard

This spacious Victorian cottage is a great base to explore the coast , walk, birdwatch or paddleboard. Situated in the traditional fishing village of Tollesbury the cottage has a lovely dining area, fully stocked kitchen, two large bedrooms and garden. We’re a 5 minute walk from the water and access to miles of coastal seawall walks and nature reserves looking over the river Blackwater. Tollesbury is a popular place in summer with a saltwater swimming lido and many water based activities.

Nov. 14 – 21

$215 CAD per night

Guest favourite

Place to stay in Addington

4.98 out of 5 average rating, 162 reviews

Petite Gite in an idyllic cottage garden.

Come and make yourself at home in this unique hand crafted miniature gite. Tucked away in the garden of a Tudor cottage, situated on the Addington village green just yards from the Angel Inn. Cottage style Kitchenette with miniature Belfast sink and cupboards. Small double raised bed with storage and dining table underneath. Fully centrally heated for those cosy winter/autumnal days. Rose Cottage, as we call it, has been painstakingly restored to create a delightful, light and cosy space.

Nov. 14 – 21

$120 CAD per night

Guest favourite

Farm stay in Sheldwich

4.82 out of 5 average rating, 125 reviews

The Apple Store

Get cosy and settle into your countryside escape, nestled on a quiet rural farm, close to Faversham, Canterbury and Whitstable. Converted into a compact guest suite, think shepherds hut in a barn. Whilst small, it has everything you could need for a romantic getaway or some much needed ‘me’ time. Relax in the peaceful Kentish countryside with beautiful rambling walks all on your doorstep. In the evenings gaze at the stars in the hot tub whilst spotting the friendly neighbourhood owl family.

Apr. 3 – 10

$178 CAD per night

Guest favourite

Farm stay in Oad Street

4.96 out of 5 average rating, 119 reviews

Unique Self contained lodge within stable setting

This unique stylish property is very close to junction 5 on the M2 with easy access to London. Plan your visits to Canterbury Cathedral, Leeds Castle, Whitstable, Rochester Castle and many other tourist attractions with ease from this central location. The Property is two miles from the closest shop and the nearest train station is Sittingbourne. The property is set amongst beautiful paddocks with horses in livery in the adjacent stables. There is ample secure parking and easy access.

Aug. 25 – Sep. 1

$192 CAD per night

Guest favourite

Windmill in Aythorpe Roding

4.99 out of 5 average rating, 101 reviews

Rodings Millhouse and Windmill

Dive into the history of this unique and memorable place. As you drive up you will be surprised and delighted as you are greeted by Aythorpe Roding windmill nestled in the farmlands. The property stands on over 2 acres of exclusive garden for you to explore and enjoy. We are surrounded by neighbouring farms and fields inviting you to get away from it all. For a great aerial view of this property, you will find a few wonderful videos on YouTube by searching for Aythorpe Roding windmill.

Sep. 1 – 8

$508 CAD per night

Superhost

Cottage in Coggeshall

4.84 out of 5 average rating, 327 reviews

The Cottage Spa

Enjoy a stylish experience at this centrally-located cottage offering a unique and pleasant stay. The Cottage has been finished to an exceptionally high standard to offer you a luxurious stay. Cosy warm log burner comes as standard ♥️ Relaxing outdoor private sauna with built in light chromotherapy. Enjoy a kayak along a beautiful stretch of the river Black water, a 20 second walk away from the Cottage, 2 Kayaks included. Alternatively lounge in the hot tub and enjoy the stars!

Dec. 14 – 21

$226 CAD per night

Guest favourite

Guesthouse in Kings Hill

4.96 out of 5 average rating, 184 reviews

Peaceful, charming oak framed annexe

Recently furbished, oak framed annexe building consisting of large open plan lounge, dining and kitchen area. Shower room with hand basin and WC. Upstairs, snug double bedroom. (May be converted to two singles) Extra sofa bed available downstairs so property can accommodate up to 4 guests. Reliable wifi and space for remote working. Small, discreet private patio area. Private parking. Close to golf course and village centre. Surround yourself with style in this standout space.

Dec. 27 – Jan. 3

$209 CAD per night

Guest favourite

Guest suite in Wateringbury

4.98 out of 5 average rating, 166 reviews

Peaceful apt, views, Wi-Fi, garden & sunsets

Relax or work in this stylish apartment with private courtyard garden and vintage summerhouse * First floor apartment with free parking * Rural views * Wi-Fi * Self check in * 6ft super king bed * Heating * Smart TV * Plus a summerhouse * Under 1 hour train from London * Local pub/food 10 minute walk * Close to country walks * River Medway 1 mile for boating/walks * Not suitable for pets or children * Please note EV charging is NOT permitted on the property*

Jul. 14 – 21

$202 CAD per night

Guest favourite

Guest suite in Patrixbourne

4.97 out of 5 average rating, 174 reviews

Big Cat Lodge - Close to port and Eurotunnel

Kick back and relax in our lodge 20 minutes from Dover castle, ferry port and Eurotunnel, 1 minute drive to Howletts zoo and 5 minute walk to Bekesbourne railway station direct into Canterbury or London. The beautiful village of Bridge is a 20 minute walk or 2 minute drive where you’ll find a Michelin star pub/restaurant, other beautiful pubs with amazing gardens and a wide variety of village amenities such as shop, hair dresser, pharmacy, optician and cafe.

Nov. 2 – 9

$116 CAD per night

Guest favourite

Bungalow in Saint Osyth

4.94 out of 5 average rating, 138 reviews

The Former Exchange in the heart of St Osyth

The Former Exchange is a quirky bungalow tucked away in the heart of St Osyth village. Ideal for a couple or a small family, comprising a master bedroom with ensuite, a second bedroom with single bed and a small family bathroom. A fourth person could be accommodated on a sofa bed, on request. Open plan living and kitchen areas, lend a light and airy feel, with bi-folding doors opening onto a small private garden.

Nov. 17 – 24

$158 CAD per night