Family-friendly vacation rentals in Chafford Hundred

4.96 out of 5 average rating, 198 reviews

A wooden cabin with a green roof is surrounded by grass and trees. Two arched windows and a double door provide a welcoming entrance. A small outdoor seating area features two chairs and a table, complemented by decorative stones along the pathway.

Hut in Thurrock

The duckhouse

Peaceful retreat on the edge of the nature reserve with a variety of hens ducks outside your window to wake up in the morning 😊 a self contained cabin with all the mod cons in a shabby chic style. Sleeps up to 4 with bathroom and kitchenette. Close to wedding venues, lovely walks, cycling routes, golf courses, easy routes Into London and lakeside shopping centre. Dog friendly with a secure garden, free parking. Animal lovers haven. Green 🦜 and geese flying above with peacocks in the grounds.

4.97 out of 5 average rating, 116 reviews

An open-plan living area is highlighted by natural light from a skylight. A modern kitchen features a large marble-topped island with seating. A comfortable sofa adorned with patterned cushions faces a wall-mounted smart TV, providing a cozy space for relaxation and gathering.

Boat in Limehouse

Luxurious houseboat in London

The houseboat is a unique place to stay in London, within easy reach of all of London’s landmarks, including Tower Bridge and Tower of London (5 mins by train). The boat is moored within a marina which means that there is very limited boat movement on the water. The houseboat is custom-designed with every possible comfort, including super fast Wifi, smart TV with content streaming services, and supremely comfortable beds. Radiators throughout the boat make this a comfortable year round option.

4.98 out of 5 average rating, 269 reviews

A spacious home cinema setup is featured, showcasing a large screen displaying a snowy mountain landscape. Soft carpeting covers the floor, with an inviting seating area in front. A staircase is visible in the background, leading to an upper level.

Townhouse in Gravesend

*NEW* Luxury Thames View Riverfront + Home Cinema

The PERFECT place for your getaway, this luxury property is a great base to explore Kent whilst only 23 mins to London on the train. Grade II listed fully renovated, modern Thames River view townhouse with a Home Cinema! With fantastic riverside views, this 2 Bedroom property sleeps 4 & has off road parking. Recently renovated to a high standard with new home cinema, kitchen, bathroom, bedrooms & furniture and decorated for xmas . Come and spend time in our unique riverside property in Kent.

4.85 out of 5 average rating, 248 reviews

Condo in Kent

Spacious & Stylish 2 Storey, 3 Bed Apartment

Stylish, spacious, family friendly 2 storey apartment. Quiet residential road, just one sleepy clerical business below. We have steep steps between floors and low ceilings on top floor, any concerns please ask. My husband is 6ft and he is ok! Walking distance to train station and town, 20 minutes to London. Bus stop outside to Bluewater and Ebbsfleet Station. Shared garden at the rear of Scale Shop. Parking with CCTV at front. PLEASE CONTACT US PRIOR TO BOOKING IF YOU ARE UNDER THE AGE OF 23

4.97 out of 5 average rating, 32 reviews

Home in Thurrock

Comfortable and stylish 1 bedroom home

This stylish annex located in Chafford Hundred offers comfort, convenience and luxury. With a private entrance, parking and garden access, it’s ideal for couples, solo travellers or families of 4. A double bedroom, spacious lounge with sofa bed, full kitchen and sleek shower room. Just minutes from Lakeside Shopping Centre with access to a wide range of shops, restaurants and entertainment options. Close to the A13/M25 for easy access to London, Essex and Kent. No parties or pets allowed.

4.91 out of 5 average rating, 350 reviews

A decked outdoor area features a concrete dining table accompanied by a bench, set against a backdrop of vibrant greenery. A Canadian spa hot tub is positioned nearby, enclosed by dark wooden fencing for privacy.

Apartment in Thurrock

Modern equipped apartment - Private garden/hot tub

Our cool and comfortable 1 bedroom apartment has all the things you might need during your stay. Complete with a beautiful garden and hot tub. There are local amenities including a mini supermarket and a handful of restaurants right at the end of the road. Only a 10 min uber ride to Lakeside shopping center, where you will you can shop or enjoy restaurants, bars, and a large number of activities. Including Puttshack, Boom Battle Bar, Axe Throwing, Darts, Beer Pong, Shuffleboard and more.

Guest suite in North Benfleet

A two-story white building features large glass panels on the front, allowing natural light to illuminate the interior. The entrance is accentuated by decorative stone columns on either side. A paved area with gravel is visible in the foreground.

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

4.97 out of 5 average rating, 464 reviews

4.98 out of 5 average rating, 144 reviews

Home in Detling

Luxury 5-BedRm • Hot Tub • Games Room • Sleeps 12

Kent Downs AONB • Newly renovated 5‑bed group house (sleeps 12 + 2 infants) for friends and family get‑togethers, birthdays and wedding weekends. Flexible sleeping arrangements, private year‑round Hot Tub with views, big games room (pool/TT/foosball + 86" TV + sofa‑bed), Kamado Joe BBQ patio, superfast Wi‑Fi (1gb fibre) + Ethernet, luxury hotel‑quality linen & towels, parking for 7 cars + EV charger. Great for midweek offsites. Easy M20/M2/A249 access + Bearsted train station nearby.

4.99 out of 5 average rating, 145 reviews

Cottage in Yalding

Gather&Unwind: Gardens, Woodland & Tennis Cottages

Two charming 3-bedroom cottages with private en-suite bathrooms, set within 2.5 acres of Kentish gardens and woodland. Enjoy a tennis court, children’s play area, walking trails and an in-house ice cream parlour stocked with local Taywell Kentish ice cream. Make your own old-fashioned candyfloss and buttery cinema-style popcorn. Perfect for families, friends and wedding guests. Dog-friendly, with historic Yalding village nearby and London just 45 minutes away by train.

5.0 out of 5 average rating, 25 reviews

A light-filled living area features a beige sectional couch adorned with decorative pillows. A second armchair sits nearby, and a large television is positioned on a white media console. The floor is covered with a patterned area rug, and a window provides natural illumination.

Home in Thurrock

House with 2 Bedroom, office space and a Garden

Enjoy a stylish and comfortable stay in this entire home, perfect for both short and long visits. -Located just a 5-minute walk from Chafford Hundred Station. -10 minutes from Lakeside Shopping Centre. -Central London only 40 minutes away by train. Sleeps up to 4 guests and features a dedicated office space for remote work, a fully equipped kitchen, a spacious garden, and amenities like Netflix and a coffee machine to make you feel right at home.

4.97 out of 5 average rating, 108 reviews

Bungalow in Kent

Luxury Spa Retreat: Sauna & Hot Tub

Escape to our exclusive gated spa retreat, nestled on 5.5 acres of serene countryside in picturesque Fawkham, Kent. This private and tranquil haven offers breathtaking views of rolling hills, perfect for relaxation. Unwind in the luxurious sauna, steam room, or hot tub, soaking in the peace after exploring local attractions. Just minutes from Brands Hatch, our retreat blends seclusion with convenience, your ultimate quiet getaway awaits.

4.94 out of 5 average rating, 216 reviews

A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.

Farm stay in Medway

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

Popular amenities for Chafford Hundred family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 439 reviews

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

Canewdon home with a view.

Shepherd’s hut in Meopham South

Shepherds Hut in Harvel

5.0 out of 5 average rating, 101 reviews

4.92 out of 5 average rating, 210 reviews

A highland cow grazes leisurely in a green pasture, framed by trees in the background. The image captures a serene rural landscape visible through a partially open window, inviting glimpses of nature.

Cabin in Essex

Hideaway 1 -Romantic Cabin - wood-fired hot tub

4.98 out of 5 average rating, 112 reviews

A private hot tub is positioned outdoors, featuring bubbling water and a light blue hue. The surrounding area includes a clear view of the farmland landscape, with green fields and trees visible in the distance under a bright blue sky.

Farm stay in Charing

Apple Blues Farm

4.94 out of 5 average rating, 566 reviews

The spacious bedroom features a comfortable bed dressed in soft linens, flanked by bedside tables with lamps. Exposed wooden beams create a rustic ambiance, while patterned curtains frame the window. A wooden dresser adds character, and a full-length mirror reflects the room's charm.

Barn in Horley

Cosy, Rustic 17th Century Country Barn.

4.97 out of 5 average rating, 175 reviews

The interior features a vaulted ceiling with exposed wooden beams and intricate stained glass details. Natural light fills the space, highlighting the contrast between the rustic wood and modern design elements. A circular structure is visible, contributing to the open and airy atmosphere.

Barn in Plaxtol

Unique luxury self-contained oast house

4.9 out of 5 average rating, 248 reviews

The self-contained annex features a charming exterior adorned with lush green foliage, creating an inviting entrance. Large windows allow natural light to fill the living space, while the brick pathway leads up to the door, enhancing the property's connection to its surroundings.

Guesthouse in Sevenoaks

Beautifully developed historic stables, high spec

4.91 out of 5 average rating, 233 reviews

Cabin in South Benfleet

OutbackShack HottubSaunaCinema Pooltable adventure

Family- and pet-friendly home rentals

4.88 out of 5 average rating, 154 reviews

The exterior of the stone stable cottage is framed by greenery, showcasing a combination of exposed brick and flint. A wooden fence borders the cottage, where flower pots adorn the windows. The garden space includes a well-maintained lawn and a glimpse of the private area beyond.

Cottage in Meopham South

Stable Cottage at Nurstead Court

4.78 out of 5 average rating, 265 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

4.94 out of 5 average rating, 244 reviews

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

Self-contained 1 bed annexe in semi-rural location

Place to stay in Addington

A quaint entrance is framed by a variety of colorful flowers, including pink and purple blooms, cascading from hanging baskets and garden beds. The rustic wooden door is set against a whitewashed wall, complementing the charming brick pathway leading up to it.

Petite Gite in an idyllic cottage garden.

4.97 out of 5 average rating, 271 reviews

4.97 out of 5 average rating, 173 reviews

The exterior of White Hill Lodge is highlighted, showcasing a modern log cabin design with a sloping roof. Surrounding greenery includes various trees and shrubs, and a pathway leads up to the cabin. A clear blue sky provides a bright backdrop.

Cabin in Shoreham

Beautiful log cabin set in a stunning meadow

4.99 out of 5 average rating, 167 reviews

A private garden area is presented, featuring a mix of stone and gravel pathways, surrounded by low-maintenance shrubs and plants. A comfortable lounge chair is positioned for relaxation, and outdoor lighting enhances the space. The entrance to the property is visible in the background.

Guest suite in Eynsford

Lullingstone Eynsford Annexe & Private Garden

4.95 out of 5 average rating, 527 reviews

Cabin in Rochester West

Cosy Rural Retreat with Log Burner

4.99 out of 5 average rating, 161 reviews

Barn in Essex

Langford Cross - Self Contained Annexe

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 107 reviews

Two alpacas are seen grazing on lush green grass in a tranquil garden setting. The foreground features a brown alpaca with a fluffy coat, while a light-colored alpaca, slightly blurred in the background, stands attentively. Trees line the garden's perimeter, providing a natural backdrop.

Guesthouse in Borden

Alpaca Lodge

4.77 out of 5 average rating, 194 reviews

A separate entrance to the guest studio is visible, framed by a set of French doors. A couple of white chairs are positioned on a small patio, alongside potted plants and colorful containers. Steps lead up to the entrance, inviting guests into a serene garden setting.

Guest suite in Lambeth

Private garden studio with use of pool

4.78 out of 5 average rating, 125 reviews

Home in Camden Town

2BR Victorian cottage w/ Garden near Camden Mkt

4.95 out of 5 average rating, 244 reviews

Tiny home in Kent

Peaceful Country Retreat • Pool House & Hot Tub

4.86 out of 5 average rating, 460 reviews

A warm dining area is presented with a wooden table set for a meal. Elegant glassware, a candle, and wine bottles complement a bouquet of roses. Exposed brick walls enhance the rustic charm, while shelves display a curated selection of decor items.

Condo in Wandsworth

Luxury Battersea studio w open fire, close to Park

4.85 out of 5 average rating, 134 reviews

Tent in Merstham

Bell Tent Glamping Single unit, self contained.

4.99 out of 5 average rating, 138 reviews

A natural swimming lake is surrounded by lush greenery and wildflowers. The clear water reflects the sky above, while a small wooden platform extends into the lake. The serene setting includes expansive fields in the background, creating a peaceful rural atmosphere.

Barn in Bletchingley

Mattie's Loft