Family-friendly vacation rentals in Southend-on-Sea

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Top-rated family-friendly rentals in Southend-on-Sea

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
An outdoor seating area is illuminated by string lights as night falls, featuring a pool table with a Union Jack cover. A small table with an intricate design and a matching chair are positioned on the wooden decking, surrounded by lush greenery.
Cabin in Benfleet
4.87 out of 5 average rating, 114 reviews

Outback shack

Located close to the A13, A127, and A12, this charming cabin is just a 20-minute walk from a train station to London or Southend . 20 mins to Southend airport . 10 mins to Leigh-on-Sea , very kitch Brighton vibe Leigh broad way and old Leigh a must do while on your stay . Enjoy shopping in Basildon or Lakeside or Chelmsford, a beautifully modernized town with plenty to do. Ask me about the best walks in the area and i will point you to a few of my favs . The cabin itself is quirky and private

Top guest favorite
A comfortable double bed is featured with crisp white linens and a decorative cushion. Natural light filters in through patio doors, revealing a garden view filled with colorful flowers and greenery.
Guest suite in Southend-on-Sea
4.92 out of 5 average rating, 581 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Top guest favorite
A gently curving path leads through a grassy area surrounded by trees and fruit-bearing plants. Sunlight filters through the branches, casting soft shadows on the lawn. The scene conveys a tranquil outdoor space suitable for relaxation and exploration.
Barn in Rochford
4.96 out of 5 average rating, 383 reviews

Canewdon home with a view.

Our detached lodge is set in the grounds of our gated property overlooking the hot tub and stable yard. It has 2 bedrooms and a large lounge with 2 sets of French doors to take in the views. TV,dining table and 4 chairs and comfy sofa. Fully equipped kitchen with cooker, microwave and toaster. Gas central heating and heated towel rail in bathroom. Private parking outside lodge and free airport parking for those flying from Southend airport. Cot and high chair available. DVD players and dvds

Guest favorite
An open living space is showcased with light yellow walls and wood accents. A skylight above offers natural illumination. A comfortable chair and small desk are positioned near the window, while a cozy sleeping area with a quilted bedspread is visible in the background.
Guest suite in Southend-on-Sea
4.89 out of 5 average rating, 246 reviews

Light and Airy. En-suite with own private access.

Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

Guest favorite
The living area features wooden walls and ceiling, providing a warm ambiance. Two stylish blue chairs are positioned beside a small table with two lamps. A decorative rug lies on the wooden floor, leading towards an open doorway that leads to the kitchenette and bathroom.
Cabin in Great Baddow
4.89 out of 5 average rating, 161 reviews

The Pickers' Lodge

Based on the outskirts of Chelmsford this unique cabin sits on a working fruit farm. It offers a peaceful setting to work from or relax in which overlooks a small plum orchard. Just a short walk away you can pick up supplies from Lathcoats Farm Shop or use The Bee Shed Coffee House for breakfast or lunch. The Picker's Lodge offers a kettle, toaster, microwave and everything you need for something quick and easy in the evening or visit a local pub or restaurant, plenty to choose from!

Top guest favorite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Condo in Thorpe Bay
4.99 out of 5 average rating, 392 reviews

Estuary Views Penthouse with Private Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

Top guest favorite
A contemporary living space features a light green accent wall, complemented by dark furniture. A round table with wooden chairs is positioned next to a cozy seating area. Access to the outdoor space is provided through glass doors, enhancing the airy feel of the room.
Guesthouse in Essex
4.93 out of 5 average rating, 169 reviews

The secret hideaway (SS6)

Check-in is from 4pm. Check-out is by 10.00am. Early check in available for supplement as is check out. The Secret Hideaway is a self contained living space. Make use of the cooker to prepare a meal or relax watching your latest TV series. The bathroom is fully equipped with a power shower and is stylishly decorated with light grey tiles and white brickettes. Enjoy the comfort of a double bedroom equipped with bedside stylish cabinets and a clothes rail. Close to the A127.

Top guest favorite
A spacious bedroom features a king size bed with neutral bedding, flanked by bedside tables and lamps. French doors open to a private patio, bringing in natural light and garden views. The herringbone-patterned floor adds warmth to the inviting space.
Apartment in Southend-on-Sea
4.99 out of 5 average rating, 145 reviews

Spacious g/f one bedroom annexe - Leigh on Sea

This spacious ground floor one bedroom annexe is situated in the charming town of Leigh-on-Sea. The annexe is joined to the main building by a locked acoustic door. A two minute walk to Bonchurch Park and a short walk to Belfairs Nature Reserve. Plenty of local shops within a 5-15 minute walk and a 20-30 minute walk to Leigh broadway, Old Leigh/beach and Leigh station. EV charger available. A small south-facing patio available for guest use. Off-road parking space.

Top guest favorite
Condo in Southend-on-Sea
4.99 out of 5 average rating, 260 reviews

Thorpe bay beach deluxe apartment

Seashells is a beautiful seafront apartment with amazing views over the Estuary. Sit back and watch the ships sail past or cross the road and you are on the beach. We are a short stroll from the main strip on Southend seafront but far enough away to avoid the crowds. There are plenty of bars and restaurants within walking distance. The 1 bedroom apartment has a king size bed, south facing balcony, full kitchen, modern shower room, 50" tv and free wifi.

Top guest favorite
A self-contained lodge is shown with a decorative privacy panel beside a wooden bench. Flowering plants are placed nearby, and a grassy area extends alongside the path leading to the entrance. A window and door are visible on the lodge's exterior, confirming its inviting design.
Guest suite in Southend-on-Sea
4.9 out of 5 average rating, 178 reviews

Quiet and cosy self-contained garden lodge.

The Hutch is in Leigh-on-Sea, close to parks, Southend Airport (3.9miles), shops (0.5miles for Leigh-on-Sea & 3.9miles for Southend High Street), the Estuary (1.5miles), Cliffs Pavilion (2.3miles) and the hospital (1.5miles). You’ll love my place because of the location, it's privacy as it's a self-contained lodge with its own access, and courtyard as well as off street parking My place is good for couples, solo adventurers, and business travelers.

Guest favorite
A well-furnished living area features a pair of brown leather sofas with accent pillows, positioned around a light coffee table. A comfortable blue chair adds to the seating options. A flat-screen television is mounted on the wall, while natural light filters through the bay window.
Condo in Southend-on-Sea
4.87 out of 5 average rating, 140 reviews

Peep o’ the Sea - Seaside Apartment

Relax in this beautiful newly furnished seaside apartment. Brand new bathroom with large shower cubicle. Brand new kitchen for those who wish to cook. Less than a 30 second walk to the beach (popular with paddle boarders as well as sunbathers). In the opposite direction, less than a minute’s walk to beautiful Southchurch Park (gardens, lake, cafe, playground). Great selection of cafes and restaurants nearby as well as a local newsagents.

Guest favorite
A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.
Apartment in Leigh-on-Sea, Southend
4.97 out of 5 average rating, 159 reviews

Lovely studio for two in central Leigh on Sea

This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

Popular amenities for Southend-on-Sea family-friendly rentals

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MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,150 GYDG$31,987 GYDG$34,495 GYDG$35,541 GYDG$37,631 GYDG$38,049 GYDG$38,677 GYDG$40,558 GYDG$36,168 GYDG$35,122 GYDG$33,450 GYDG$37,631 GYD
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Quick stats about vacation rentals that are family-friendly in Southend-on-Sea

  • Total vacation rentals

    Explore 170 vacation rentals in Southend-on-Sea

  • Nightly prices starting at

    Southend-on-Sea vacation rentals start at G$6,272 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,400 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 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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