House holiday rentals in Southend-on-Sea

Find and book unique houses on Airbnb

Quick stats about house rentals in Southend-on-Sea

  • Total holiday rentals

    Explore 160 holiday rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    150 of Southend-on-Sea holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Southend-on-Sea stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated house rentals in Southend-on-Sea

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

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Guest favourite
A vibrant blue house with white accents, labeled 'Sunset Waves,' stands proudly. A small garden with green plants is visible in front, complemented by a bright blue picket fence. The entrance features a welcoming door adorned with decorative elements, enhancing the home's charming exterior.
Home in Southend-on-Sea
4.92 out of 5 average rating, 125 reviews

Mediterranean inspired home/garden opposite beach

Indulge in seaside bliss at our Mediterranean-styled retreat, moments away from the beach. Ideal for couples and families, this pet-friendly haven is local to Southchurch Park and trendy eateries like Cameilla Hotel and Ocean Beach. Also, a short 10-minute walk brings you to the mile long Southend Pier, offering many local amusements. Complete with FREE roadside parking and freshly redecorated interiors; this charming sanctuary offers a unique getaway, our beautiful garden is perfect to chill.

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, 205 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

Guest favourite
A spacious Mediterranean-style garden is visible, featuring a green lawn, a hammock, and comfortable seating under a large umbrella. Surrounding walls are adorned with plants, providing a serene atmosphere. Steps lead to a raised wooden deck, enhancing the outdoor space.
Home in London
4.96 out of 5 average rating, 131 reviews

Hidden Oasis 15min To Central London (entire home)

WELCOME TO OUR BEAUTIFUL HOME! Perfect for families and large groups (up to 10). The entire home and gardens will be all yours. Recently renovated with 4 comfortable bedrooms (2 with en-suite), a big kitchen for socialising in and a Mediterranean-style gardens located on a quiet residential road. We are 20 min walk to Woolwich Station. From here you can get to the Excel (4mins), Canary Wharf (8mins), Liverpool St (15mins), Tottenham Court Rd (20mins), Paddington (26mins), Heathrow (50mins).

Top guest favourite
A well-lit bedroom displays a spacious bed with a light-colored headboard and pastel pink pillows. The walls feature a soft green hue, complemented by rustic wooden beams. A cozy armchair and a storage unit with baskets are positioned beside a large window, providing a view of the outdoors.
Home in West Malling
4.98 out of 5 average rating, 121 reviews

*NEW* Perfect Location! Beautiful Cottage hideaway

Perfectly located for a short break, this beautiful fully renovated to a high standard Grade 2 listed cottage is a few minutes walk from 24 bars, pubs & restaurants in the popular market town of West Malling. We have a free parking space in town if required. Unfortunately steep narrow stairs means may not be ideal for the very young/old. 11 minute walk from train station to London, perfectly located for a weekend getaway. Supermarket, boutique shops, beauty salons & coffee shops await you!

Top guest favourite
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, 124 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 favourite
Home in Aythorpe Roding
5 out of 5 average rating, 110 reviews

The Garden house- hot tub &sauna

Garden House is a tranquil haven nestled in rural Essex. A 5-bed holistic house where serenity meets rejuvenation. Welcome to your home away from home, where every detail is designed to nurture your mind, body, and spirit. With walks on your doorstep. 15 minutes to stansted airport and near the M11 and M25. Down a quiet country lane with a cricket pitch next door. We have 5 spacious bedrooms, 2 with en-suite, 3 showers, 4 toilets, Outdoor area with bbq, sauna, hot tub and private garden.

Top guest favourite
The exterior of a beautifully restored old school building displays classic architectural features, including red brick and white wooden accents. A prominent bell tower rises in the background. A paved area with a low fence surrounds the entrance, setting a welcoming tone for visitors.
Home in Southend-on-Sea
5 out of 5 average rating, 57 reviews

Charming Victorian School near beach dog friendly

Step into a slice of history with our beautifully restored old school building set in Shoeburyness. This unique space combines old architecture with modern comforts such as two parking spaces and both bedrooms en-suites with a separate family bathroom. The open plan kitchen living area has cathedral ceilings, original beams and large windows that flood the space with natural light. Within a two minute walk there is Blue flag awarded East beach, Shoeburyness station, pubs and restaurants.

Top guest favourite
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
4.94 out of 5 average rating, 231 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.

Top guest favourite
Home in Kent
5 out of 5 average rating, 111 reviews

Charming Cottage, free parking, in city walls.

Millers Cottage is a charming, cosy and stylish 19th century house, perfectly located right in the heart of the old city. Recently refurbished to a high standard blending historical features with modern style and comfort. - FREE easy parking (2 mins) - Amazing location (within 4 mins of cathedral, high street & river) - Ideal for families & friends (FREE travel cot) - Free fast Wifi - Smart 4K TV with Netflix & Disney - Fully equipped kitchen - Private garden with sofa and dining.

Guest favourite
A view of the two-bedroom annex known as The Little House, surrounded by a grassy area. The structure features a mix of wood and white siding, with a sunny blue sky overhead. Nearby, a parking area is visible, along with a spacious driveway.
Home in Lynsted
4.89 out of 5 average rating, 196 reviews

Cosy Countryside Annex

Cosy countryside annex in rural Kent, perfect for a peaceful getaway or a convenient stopover. Located on the driveway opposite our home, The Little House offers its own living space in a peaceful countryside setting. Base price is for one guest; additional guests are welcome for a small nightly supplement NOTICE: A neighbouring farm is currently carrying out building works. There may be some noise during normal working hours (Mon–Fri, but evenings and weekends are generally quiet.

Top guest favourite
Home in Southend-on-Sea
5 out of 5 average rating, 17 reviews

Cockle Cottage

Cockle Cottage is a charming fisherman’s cottage in the heart of vibrant Leigh-on-Sea. Ideally located between the lively high street—with its independent shops and cafés—and the town’s historic Old Town, known for its pubs, seafood, and beautiful views across the Thames Estuary. Nearby Leigh-on-Sea railway station offers direct trains to London in around 45 minutes, making it perfect for both seaside relaxation and city trips. 🌊🏡

Guest favourite
Home in Southend-on-Sea
4.9 out of 5 average rating, 143 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 house rentals in Southend-on-Sea

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

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Avg. price$155 SGD$168 SGD$167 SGD$174 SGD$157 SGD$190 SGD$208 SGD$218 SGD$154 SGD$131 SGD$135 SGD$174 SGD
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Destinations to explore