House holiday 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 favourite
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, 919 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.

Top 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
4.93 out of 5 average rating, 124 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

Top guest favourite
A charming entrance is depicted, featuring a soft green door framed by white brick detailing. The adjacent window has white shutters and thin horizontal blinds, allowing for muted light to filter through. The brick wall showcases a warm reddish hue, highlighting the quaint exterior.
Home in Kent
4.97 out of 5 average rating, 179 reviews

Quirky Fisherman’s Cottage in Whitstable

Enjoy a stay in this old fisherman’s cottage in the heart of the seaside town of Whitstable. The cottage is literally a stone's throw from boutique shops, independent cafes and renowned restaurants. It's located within a 3-minute walk from the historic harbour and shingle beach. After exploring Whitstable or a long day at the beach—shut the door on the bustling town and unwind in the peaceful, tranquil environment this cottage offers. Get cosy with the log-burner or relax on the outdoor sofas.

Guest favourite
Home in Kent
4.9 out of 5 average rating, 115 reviews

Stylish bolthole, 1 min to Whitstable beach

Originally part of Whitstable's historic fishing industry, The Cottage has been beautifully restored and renovated to provide a quirky one-bedroom bolthole (plus sofa bed) just moments from the sea. A high-spec kitchen, super stylish bathroom and spacious open-plan living space (with an inkling of a sea view) make this the perfect spot for a chilled weekend break, seaside holiday or extended escape from the everyday. One or two minutes from the beach, harbour, shops and restaurants. Come see!

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, 123 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
The exterior of a two-story brick house is depicted, showcasing large windows that invite natural light. A white front door is framed by decorative brickwork. A paved driveway extends to the right, leading to a green wooden fence and a grassy area.
Home in Whitstable
4.94 out of 5 average rating, 107 reviews

Sea View, 4 poster Bed House Whitstable

Relax in this dog-friendly 3 bed home featuring stunning sea views from the patio and dining area. Just a 5-10 min walk to the beach and 1 mile from Whitstable town centre. The Space: • BR1: King bed with private ensuite shower. • BR2: Double 4-poster bed with wall TV. • BR3: Beach-themed single, great for kids or adults. The garden backs onto recreation grounds with a play area for children. Catch buses to Canterbury or the Harbour just 50 yards away. Private parking for 2 cars included

Top guest favourite
Home in Aythorpe Roding
5 out of 5 average rating, 109 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 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.

Guest favourite
Home in Medway
4.95 out of 5 average rating, 102 reviews

Grade II 3-bed cottage• Free parking • Sonos & 5.1

Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.

Top guest favourite
An inviting spiral staircase leads to a bright bedroom framed by tall bookshelves filled with a variety of books. A spacious bed adorned with a soft green blanket is placed against a cheerful yellow wall, creating a calming focal point in the room.
Home in Kent
4.97 out of 5 average rating, 185 reviews

Charming cottage just a short walk from the sea

Traditional terraced house converted into a stylish one bedroom home that is yours exclusively. It is an ideal home for a couple looking for a restorative break by the seaside. We live here part time so it is fully equipped and the amenities are all available for you to use, including beach kit. Please note that we have a strict adults only policy and that the maximum number of adults is 2. We love animals, but unfortunately we also have a ‘no pets’ policy as well.

Top guest favourite
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 Brentwood
4.94 out of 5 average rating, 216 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. It’s a 5 min drive from the 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.

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$175 SGD$157 SGD$190 SGD$208 SGD$218 SGD$154 SGD$131 SGD$135 SGD$175 SGD
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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!

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