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House vacation rentals in Southend-on-Sea

Find and book unique houses on Airbnb

Top-rated house rentals in Southend-on-Sea

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
A minimalist corner displays a grey dresser beside a rustic wooden storage box. A decorative model sailboat rests on the dresser, while a neatly stacked log pile serves as a focal point beneath a framed artwork. Soft lighting is provided by string lights.
Home in Whitstable
4.93 out of 5 average rating, 868 reviews

Soak up the Cool, Coastal Style at a Harbour Hideaway

Snuggle up in the azure, panelled bedroom at this cosy bolthole after a day at the beach in the sea air. Step through the dusky-pink door, whip up a snack in the snug, chic kitchen, then curl up on the sofa next to the rustic log pile. Featured in Cosmopolitan 2020 “10 of the coolest places to stay in Whitstable” https://www.cosmopolitan.com/uk/entertainment/travel/g33322282/airbnb-whitstable/ And Time Out 2021 “The best Airbnbs in Whitstable” https://www.timeout.com/whitstable/travel/best-airbnbs-in-whitstable-kent This quaint, seaside haven sits directly opposite Whitstable's iconic harbour and beach. The central location is on the doorstep of the town's fashionable restaurants, bars, and boutiques.

Superhost
The exterior of a charming stone building is showcased, featuring a steeply pitched roof and a tall, narrow bell tower. Flanked by well-maintained gardens, colorful flower pots add vibrant touches around the entrance. A cobblestone pathway leads up to the inviting entryway.
Home in Crays Hill
4.91 out of 5 average rating, 196 reviews

Stunning 4 bed Church Conversion in Billericay

*CLOSE TO LEIGH ON SEA AND SOUTHEND* -UNIQUE 4 BEDROOM , 2 BATH HOME WITH HUGE VOLUME LIVING AREA AND NEW FULLY FITTED KITCHEN .FULLY HEATED. SET IN LOVELY QUIET RURAL SETTING OVERLOOKING FIELDS YET WITHIN EASY DRIVE OF THE ATTRACTIVE MARKET TOWN OF BILLERICAY. GOOD RAIL FACILITIES TO LONDON ( LIVERPOOL STREET ) AND SOUTHEND AIRPORT WITHIN 25 MINUTES DRIVE. FACILITIES FOR HORSE RIDING , FISHING ,CYCLING ALL WITHIN EASY REACH AS ARE CHILDRENS' ACTIVITIES SHOPPING CENTRE / LEISURE PARK NEARBY

Top guest favorite
A modern dining area features a round table set with plates and flowers, surrounded by four black chairs. A cozy sofa is positioned nearby, with a soft color palette complementing the overall design. Light enters through an opening to the kitchen area.
Home in Rainham Mark
4.97 out of 5 average rating, 137 reviews

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham, Kent. Perfect for any stay - leisure, work, visiting family/friends & local attractions. Conveniently situated close to local amenities, 5-minute walk to train station and town centre, restaurants, pubs, bars, shops & much more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels, fast WiFi, fully equipped modern kitchen, large garden & a private parking space for your stay.

Top guest favorite
A vibrant garden filled with blooming lavender plants is set against a serene landscape of lush greenery. Rows of fruit trees can be seen in the background, with a clear blue sky enhancing the tranquil scene.
Home in Teynham Street
5 out of 5 average rating, 119 reviews

Separate Studio near Faversham including Breakfast

One bedroom en suite studio with private entrance. Located in quiet country surroundings near fruit orchards. 3 miles from lovely market town of Faversham where there are numerous pubs/restaurants. Close to mainline railway with easy access to Kent coast and central London. 12 miles from historic Canterbury. The property is ideally located for walkers and is situated on Cycle Route no 1. 1 Mile from tranquil Conyer Marina & The Ship Inn 10 miles to the Michelin star restaurant, The Sportsman.

Superhost
A modern living area features a gray sofa with accent pillows, positioned against light-colored walls. Two framed artworks are displayed above the sofa. A warm-toned rug covers the wooden floor, while a doorway leads to a staircase and additional rooms.
Home in Essex
4.9 out of 5 average rating, 164 reviews

Stunning House nr Station, Parking, Fast Wi-Fi

160+ REVIEW’S as a Superhost! Thank you. My newly refurbished house is a calm and cosy environment if you need a place to chill out when in Chelmsford. If you are in town for business or pleasure the house has everything you need. Location The house is centrally located on a quiet road around 0.4 miles walk to Chelmsford Train Station, Bus Station and Town Centre. The trains are regular every 8 – 10 minutes (incl to Stratford, London Liverpool St & the London Airports) so no need to panic!

Top guest favorite
A cozy sitting area is presented with a soft-textured sofa adorned with decorative cushions. A beige accent chair complements the space, while large windows allow natural light to illuminate the room. Elegant curtains frame the window, enhancing the serene atmosphere.
Home in Bicknacre
4.93 out of 5 average rating, 120 reviews

Calm, modern house, luxury fittings & free parking

A home from home, with everything you need for a relaxing, calm and luxurious stay, whether you are in the area for business or pleasure . The area is surrounded by national trust woodland and protected sights, together with countryside walks. Easy access to A12,A130 & A127 and Chelmsford RHS Hyde Hall gardens a few minutes away. Maldon famous for its quay and sailing barges is 10 minutes away. Chelmsford with its entertainment and facilities is an easy and quick drive or bus ride away

Top guest favorite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
5 out of 5 average rating, 103 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

Top guest favorite
The exterior of a charming cottage features a pink facade with black architectural accents. A decorative door with a heart motif is flanked by white shutters. A window display highlights potted plants and decorative items, creating a welcoming entrance.
Home in Whitstable
4.93 out of 5 average rating, 212 reviews

Whitstable Tree House Retreat for Artful Ambience

The Tree House Retreat is in the Heart of Whitstable, near to the beach and harbour. Whilst retaining it's own peaceful atmosphere. You’ll like the retreat because of it's Individual character. There are original art works throughout and the unique garden add's to the overall ambience of the property. Whitstable's sunset's are famous and spectacular and can be enjoyed just across the road on the beach.The Tree House would suit couples, Individuals, and Creative minded travellers alike.

Guest favorite
The open-plan kitchen features a large central island, surrounded by wood cabinetry and modern appliances. Natural light floods the space through expansive windows, revealing plants and outdoor views. A cozy dining area is visible in the background, contributing to a pleasant and functional layout.
Home in Whitstable
4.92 out of 5 average rating, 146 reviews

Beachside, stylish, spacious 5 bed home Whitstable

Our holiday home is a five bedroom self contained chalet bungalow by the beach with sea views. The house contains 3 x King bedrooms, 2 x double bedroom, open plan kitchen / living / dining, separate snug/TV area with sofa bed, 2 x shower rooms, a bathroom & utility. There is a large private garden & parking for 4 cars. The house is in the quiet private Granville Estate in Seasalter. We are approx 30 mins walk, 5 mins drive from central Whitstable & 30mins walk to the Sportsman.

Top guest favorite
A spacious living area is furnished with a dark leather sectional sofa and a soft white rug. Natural light floods in from a large window adorned with red curtains. A dining table set for four is positioned beside the window, enhancing the inviting atmosphere.
Home in Kent
4.99 out of 5 average rating, 130 reviews

Slip Cottage Whitstable

Slip Cottage is in the conservation are of Whitstable just off the High Street with its unique boutique shops, Restaurants and Bars both family and dog friendly. Its central location is right at the heart of Whitstable benefiting from its own private parking space. All you have to do is turn up, everything is within walking distance. The Beach at Whitstable is dog friendly all year round and a two minute walk from our cottage. All bed linen and towels provided.

Guest favorite
A single-story annexe is depicted with a clean white exterior and a sloped roof. Two windows allow natural light to enter, and a vintage-style lamp post stands in the front yard, which features green grass and gravel pathways.
Home in Pilgrims Hatch
4.94 out of 5 average rating, 176 reviews

Self-contained 1 bed annexe in semi-rural location

Spacious, self contained accommodation in a peaceful location. This annexe offers lots of space, a fully equipped kitchen, a desk to work at and large wardrobes for storage. Parking for 1 vehicle, 2nd space available if requested prior to stay. It’s a 5 min drive from the Brentwood Centre & approx. 10 min drive to the High Street. There are local supermarkets, takeaways & restaurants within a 15 min walk away. There are some lovely walks on the door step

Guest favorite
Home in Southend-on-Sea
4.9 out of 5 average rating, 124 reviews

Elegant Luxury Wedge Shaped Beach House

Make some memories in this unique and family-friendly house. The wedge is a unique house set over 3 floors in the shape of a wedge! A modern and fully renovated property offering a stylish luxury home away from home. An excellent location only 30 seconds walk from the beach, 2 minutes from Adventure Island theme park and surrounded by many lovely restaurants. 2 double bedrooms and a double sofa bed allows up to 6 guests.

Popular amenities for Southend-on-Sea house rentals

When is the best time to visit Southend-on-Sea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,647 GYDG$20,678 GYDG$25,900 GYDG$28,406 GYDG$25,482 GYDG$30,913 GYDG$33,837 GYDG$35,508 GYDG$25,064 GYDG$27,153 GYDG$20,469 GYDG$28,824 GYD
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Quick stats about house rentals in Southend-on-Sea

  • Total vacation rentals

    Explore 160 vacation rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea vacation rentals start at G$2,089 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Southend-on-Sea vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Southend-on-Sea rentals

  • 4.7 Average rating

    Southend-on-Sea stays receive an average rating of 4.7 out of 5 from guests

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