House vacation rentals in Southend-on-Sea

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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, 865 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 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, 136 reviews

Modern 2 Bed House in Rainham, Kent

Welcome to this modern home from home in Rainham. 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 & more. Including 2 spacious bedrooms with double & king size bed, new luxury bathroom & open lounge with all Virgin TV channels including Sky Sports & Netflix, fully equipped modern kitchen, large garden & a parking space for your stay.

Superhost
The exterior of a Tudor cottage is showcased, featuring a mix of white-washed and timber-framed walls. Distinctive black doors and windows are visible, with one door highlighted in purple. The quaint, historical architecture reflects the charm of the surrounding lane.
Home in Kent
4.9 out of 5 average rating, 135 reviews

Tudor Cottage, c.1550! Canterbury Old Town. Cute!

Stay in a piece of Kent history! 500 year old Grade II-listed Tudor Cottage in quaint Ivy Lane. A quiet historic lane in the Old Town conservation area. Romantic Tudor Cottage is both traditional with many original features and beams, as well as contemporary in the styling and high quality architect restoration. Comfortable with all mod cons and essentials. Few mins walk to all the history, culture, entertainment, food scene, river beauty spots and shopping of gorgeous Canterbury. Enjoy!

Guest favourite
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
4.91 out of 5 average rating, 161 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 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, 104 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
Home in Canterbury
4.85 out of 5 average rating, 227 reviews

Central+Uni | Kitchen+Garden+WFH | Rail Station

Welcome to The 1826 House! + Well equipped Kitchen + oven & hob + Kingsized Bed + 5 mins walk from Canterbury West Rail Station + Close to University of Kent + Relaxing Garden + Click Save Favourite ❤️ ↗️ + 10 Mins walk to Cathedral Gate + Good Wifi & Smart TV + On Street Parking nearby + Historic neighbourhood of St Dunstans & Westgate + Just 6 miles to Whitstable on the coast - Easy by bus + I'm confident that my House will be a comfortable home for your stay in Canterbury

Guest favourite
A spacious sleeping area is featured with a black metal bed frame, soft-textured pillows, and a bright yellow throw draped over the bed. The wall behind is adorned with a mural of trees, complemented by a wooden chest of drawers and dark curtains.
Home in Cliffe
4.95 out of 5 average rating, 166 reviews

Cosy 1 bed countryside cottage, tranquil location

Very spacious 1 bed en-suite cottage with off road parking and a small courtyard area. Formerly an Annex to the main house it is ideally situated for walking/hiking with easy access to the RSPB marshes of Cliffe. Beautiful views of the Kent countryside leading to Cooling Castle Barn, St Helens Church, Cliffe and St James church which inspired Charles Dickens to write Great Expectations where the hero Pip met Magwitch the convict. Easy car access to Historic Rochester Castle and Cathedral.

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, 102 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.

Guest favourite
A small outdoor seating area features a table and chairs under a gray umbrella, surrounded by greenery. The entrance to the house is visible, along with a wooden gate leading to the side area. The bright sky adds to the light atmosphere.
Home in West Mersea
4.91 out of 5 average rating, 201 reviews

The Moorings: 3 bed house in historic Lane.

Located in the historic and picturesque Anchorage area of beautiful Mersea Island the house is in a quiet and tranquil lane, with the sea a moments distance away. 50 Yards at the end of the lane turn left for pubs and restaurants and turn right to find the sea wall, with opportunities for bird watching and scenic dog walks. The property sleeps 5/6 people and has an enclosed garden with seating and bbq, there is also a large lockable shed for any outdoor equipment.

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 Pilgrims Hatch
4.94 out of 5 average rating, 172 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 favourite
Double doors open to a private garden highlighting a well-maintained lawn and patio area. A circular table with ornate chairs is positioned centrally, and a barbecue station is visible in the background. The scene is illuminated by natural sunlight.
Home in Kent
4.92 out of 5 average rating, 294 reviews

Hermitage Cottage cosy 1-4 person accommodation.

Hermitage Cottage offers annexe accommodation. Bathed in sunshine in private garden setting. We are a commuters dream with Barming railway station at the door. London Victoria 57 minutes and Maidstone East just three minutes by rail. Fully fenced with garaging for one vehicle., entry by automatic gates. Finished to a very high standard with under floor heating and feature fire place. Your every comfort is assured. Welcome pack included.

Guest favourite
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?

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Avg. price$166 CAD$140 CAD$175 CAD$192 CAD$172 CAD$209 CAD$228 CAD$240 CAD$169 CAD$183 CAD$138 CAD$195 CAD
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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 $14 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    160 of Southend-on-Sea vacation rentals include wifi 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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