Family-friendly vacation rentals in Rayleigh

4.93 out of 5 average rating, 830 reviews

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

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.

Guest suite in Southend-on-Sea

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.

4.92 out of 5 average rating, 571 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 !

4.95 out of 5 average rating, 220 reviews

An inviting collage features a comfortable open-plan living area with a gray two-seater sofa. A serene double bedroom is highlighted alongside images showcasing sailing and scenic walks. Details on dog-friendly accommodation and convenient parking are included, emphasizing the appeal for couples or small families.

Bungalow in West Mersea

Secret Mersea Retreat - late booking discounts!

You won't be disappointed! This Secret Mersea Island retreat offers stylish contemporary-styled self-contained accommodation in West Mersea just minutes from the anchorage, restaurants, world-famous Company shed, yacht club and local cafes. This is a real couples or small family getaway. The living area is open plan to the dining and kitchen areas, the double bedroom overlooks the courtyard garden and a contemporary-styled bathroom has both a bath and walk-in shower. Small pets welcome. Parking

Apartment in Leigh on Sea

A view down a sloped street, lined with parked cars, leads to an estuary visible in the distance. Trees displaying autumn foliage frame the image, while houses in various styles are positioned on either side of the street.

4.9 out of 5 average rating, 172 reviews

SEA VIEW apartment - 3 min walk from Old Leigh

The apartment is perfectly positioned with Old Leigh cockle sheds and pubs a 3-minute walk down the hill and the shops & cafes of Leigh just 3 minutes walk up the hill. The apartment has a splendid view of the estuary from the main living area. There are 2 bedrooms, one of which has a view of the sea too! Being a ground floor flat there is easy access to the shared lawn outside. There is a designated car-parking space. Leigh station is a 15-minute walk away and 55 mins from London Fenchurch st.

4.94 out of 5 average rating, 428 reviews

A tranquil view of the Annexe surrounded by lush greenery. A variety of trees and shrubs frame the property, which features a sloped roof and multiple windows. A small garden area with low-growing foliage is visible in the foreground, contributing to the serene atmosphere.

Guesthouse in Takeley

Stansted Airport - Beautiful Annexe with Parking

The Annexe is separate from our house with its own entrance. Basic items are provided i.e. Milk, Tea & Coffee etc. Free parking during your stay. Airport transfers available. We are in a rural location so a car may be needed. If you would like to book the night before your wedding, please contact me to confirm the details. IMPORTANT NOTE: Any anti-sociable behaviour or taking any illegal substances by any member of your group, you will all be dismissed from the property and no refunds given.

4.92 out of 5 average rating, 471 reviews

A spacious garden area is showcased, featuring a manicured lawn bordered by vibrant greenery. A stone path leads to a charming detached apartment, complemented by seating arrangements and a wooden table under the clear sky, promoting relaxation in a serene outdoor environment.

Cottage in Chatham

PJ's @ Willow Cottage

Small but beautifully created detached one bedroom apartment with kitchen, living room/study, dining room and shower room/bathroom. Close to places of interest, train station, bus routes and M2 / M20 motorways . Superfast Wi-Fi, flat screen TV, fridge/freezer, combination microwave, hob, coffee/hot water machines and many extras. Double bed with Simba memory foam mattress , Chesterfield sofa Off-road parking and full access to large garden area. A secure bicycle store also available.

4.79 out of 5 average rating, 248 reviews

A well-maintained exterior features a brick building with large glass doors leading to a private lawn. Colorful flower beds in the foreground display a mixture of vibrant red, pink, and purple blooms, enhancing the serene atmosphere of the outdoor space.

Farm stay in Medway

Sandown - West Street

Newly refurbished - Sandown, like its twin Ascot, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down into a bed in seconds. The kitchen has a electric hob and oven, a fridge and a washing -dryer machine is in the adjoing outhouse. A TV is included in the kitchen. The French windows look out over your private lawn onto farmland. From the Entrance lobby turn right straight into the kitchen or left into the ensuite bedroom with TV.

4.94 out of 5 average rating, 129 reviews

A children's bedroom features a bed with colorful bedding and a playful rug. A sturdy bookshelf holds toys and books. Natural light is provided by large windows, complemented by blue curtains. A small table and chair are positioned nearby, creating a cozy play area.

Home in Whitstable

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.

4.9 out of 5 average rating, 149 reviews

The exterior of the cottage showcases a blend of dark wood and brick, with a welcoming front door framed by large windows. A small garden area is visible, providing a natural touch. A dog is seen in the foreground, adding to the homey atmosphere.

Cottage in West Mersea

Cosy quiet beach cottage for walking & seafood

'The Cabin' is a comfortable two bedroom cottage on Mersea Island, near Colchester, a few steps from the sea on a much sought after quiet lane. There are two double bedrooms, one with a Super King bed the other with a King size bed and a bunk bed. There are great walks and bike rides either along the sea wall or on the beach, and some fantastic seafood eateries. Mersea Island is off the coast of Essex, 9 miles southeast of Colchester, just one hour from London.

4.95 out of 5 average rating, 256 reviews

A large, modern annexe features a spacious patio area with a table and chairs, surrounded by greenery. The building blends traditional and contemporary designs, with a prominent red brick chimney. Ample outdoor space is visible, with a clear blue sky overhead.

Bungalow in Sandon

Spacious Self-contained Annexe

Perfect for total isolation. A completely self-contained, large and modern refurbished annexe on a 300 year-old farm house near Chelmsford. The annexe is modern, spotlessly clean, very large, with fully-fitted kitchen, family bathroom, large ensuite, two large bedrooms, lounge & dinning room. Also a generous and private outside space, games room, ample parking & just 5 mins from the A12. It really is home-from-home, ideal for families, business and extended stays.

4.94 out of 5 average rating, 201 reviews

A small, white cottage with a gabled roof is highlighted during sunset. Potted plants are placed on either side of the door, and a neatly manicured lawn frames the entrance. The warm glow of the setting sun adds to the serene rural atmosphere.

Tiny home in Pleshey

Rural Detached Double Room/Bath, North Essex

close to Stansted Airport (20 minutes). beautiful rural location, part of our 14th century farmhouse, the old bakehouse is a cosy bedroom and ensuite with private entrance. We are is a hotel, but this is an extension of our family home If you wish to leave you car, if you are flying from Stansted, we can offer long-term parking for £10/day (vs £25/day at Stansted Airport). Great for couples, solo adventurers, and business travellers.

Apartment in Leigh-on-Sea

The exterior of a charming building is presented, featuring a mix of white and black siding. Outdoor seating areas with wooden benches invite guests, with people enjoying the lively atmosphere. The waterfront can be seen in the background, enhancing the coastal ambiance.

4.91 out of 5 average rating, 383 reviews

Billet Wharf House

My place is at the heart of Leigh-on-Sea Old Town, with its cockle boats, waterside pubs and restaurants, sea birds and beach. You’ll love my place because of the location, the views, and being at the cosy centre of a lively seaside village. My place is good for couples, solo adventurers, business travellers, and families (with kids).

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Rayleigh family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious outdoor area is surrounded by modern barns, featuring a pathway lined with greenery. Picnic tables are placed under a wooden gazebo, providing a communal space. The setting showcases a well-maintained landscape with flowering plants and gravel beds.

4.95 out of 5 average rating, 66 reviews

Two Bed Luxury Converted Barn with Gym & Spa (RV)

A small bedroom features a wooden bed with a colorful striped duvet and scattered pillows. Natural light enters through sliding glass doors adorned with blinds, which overlook a small balcony. A decorative rug adds warmth to the space.

Apartment in Greater London

Short Let - Minimum 1 week stay.

A cozy living area features a wooden cabinet with a television atop. A striped rug in vibrant colors adds a cheerful touch to the space. Glass doors open to an outdoor area, and a small coffee table completes the inviting ambiance.

4.88 out of 5 average rating, 24 reviews

One Bedroom Converted Barn with Gym & Spa (FL)

An aerial view of Bellropes shows the spacious main house surrounded by lush gardens and open fields. The Blackwater Estuary can be seen in the distance, complementing the serene rural landscape. Well-maintained greenery and pathways lead to the entrance of the property.

Home in Essex

4.89 out of 5 average rating, 127 reviews

Bellropes - Modern Countryside Retreat Sleeps 27

Two comfortable chairs with dark blue upholstery are placed in a cozy living area. Each chair is adorned with a yellow decorative pillow. The space is accented by light-colored wooden elements, and a staircase can be seen in the background.

4.85 out of 5 average rating, 13 reviews

Two Bed Luxury Converted Barn with Gym & Spa (HL)

An exterior view of the barn showcases a wooden facade with a tiled roof, highlighted by large windows. A long wooden dining table is positioned on a deck, with chairs available for seating. A barbecue grill is also present, accentuating outdoor dining options.

4.94 out of 5 average rating, 48 reviews

Four Bed Luxury Converted Barn with Gym & Spa (G)

A mezzanine bedroom with a wooden ceiling showcases a spacious white bed. Two bedside tables with lamps are positioned alongside. Warm light from the lamps creates a cozy ambiance, while wooden beams contrast against the light walls.

4.91 out of 5 average rating, 34 reviews

Three Bed Luxury Converted Barn with Gym & Spa(SB)

A cozy bedroom featuring a spacious bed adorned with plush towels. Natural light streams in through a small skylight, highlighting the exposed wooden beams above. A decorative chair and a wooden bedside cabinet add to the inviting décor.

4.83 out of 5 average rating, 40 reviews

One Bed Luxury Converted Barn with Gym & Spa (HH)

Show all

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 243 reviews

A bright and spacious bedroom features a white iron bed with plush pillows and a colorful throw. Large windows with deep purple drapes frame views of the outside. A vintage wooden chair and decorative art piece add charm to the calming decor.

Cottage in Whitstable

Charming Victorian Cottage in Central Whitstable

4.9 out of 5 average rating, 224 reviews

A welcoming living room is displayed, featuring a large teal couch adorned with colorful pillows. A wooden stove is positioned in a corner, providing warmth. A bright red couch and a side table are seen across from the main seating area, accented by patterned rugs on the floor.

Home in Wivenhoe

Beautiful riverside Tudor house

4.85 out of 5 average rating, 375 reviews

The entrance of a quaint cottage is highlighted by a grey door with a black doorknob. A plaque reading 'Seabird Cottage' is mounted beside the door. The window features white shutters, allowing natural light to fill the space.

Cottage in Whitstable

Seabird Cottage

Guest suite in Whitstable

A private patio area is surrounded by lush greenery, featuring wooden seating and a small table. A large tropical plant adds a vibrant touch to the space, while flowers bloom throughout the garden, offering a serene environment for relaxation.

4.95 out of 5 average rating, 195 reviews

A lovely 1 bedroom apartment with private parking.

4.99 out of 5 average rating, 404 reviews

A view of the cottage's outdoor area reveals a combination of paved and gravel surfaces, alongside ornamental plants. A patio table with chairs and a charcoal barbecue are visible. The cottage's white siding contrasts with the natural tones of the garden, creating an inviting space.

Cottage in Whitstable

Dough Cottage, a stylish stay in Whitstable

4.81 out of 5 average rating, 215 reviews

A light and airy living space is visible, featuring a comfortable green armchair with patterned cushions. A round wooden table with white chairs is set against a wall displaying a map. A door leads to another area, while natural light fills the room.

Apartment in Thorley

Stylish and comfortable double bedroom apartment

4.91 out of 5 average rating, 484 reviews

A quiet lane is framed by charming white cottages with large windows and decorative shutters. The scene is brightened by natural light and blue skies, with hints of greenery in the background. A sense of tranquility is conveyed in this quaint setting.

Cabin in Whitstable

Chill at the cosy Fisherman's Cottage by the Sea

4.88 out of 5 average rating, 118 reviews

An open-plan living space features a modern kitchen with granite countertops and light-colored cabinetry. A dining table is surrounded by white metal chairs. A cozy sitting area is visible, accented by vibrant cushions. Natural light floods the room from multiple windows.

Home in West Mersea

Mersea cottage - in a perfect location

Show all

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 404 reviews

An outdoor pool area is visible, featuring clear blue water and spacious lounge chairs. In the foreground, wooden tables and chairs provide seating for guests, while in the background, people are enjoying the pool. Large glass windows offer views of the surrounding area.

Chalet in East Mersea

Lola’s Luxury Holiday Lodge - beautiful sea views

A view from the side of a mobile home reveals a grassy area with several trees. In the distance, a recreational area is visible, featuring a white pavilion and varied structures, with parked cars situated nearby. The sky is bright with scattered clouds.

Home in Allhallows

Mobile Home near London - Thames View