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Family-friendly vacation rentals in Chertsey

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Chertsey

  • Total vacation rentals

    Explore 20 vacation rentals in Chertsey

  • Nightly prices starting at

    Chertsey vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 220 verified reviews to help you choose

  • Wi-Fi availability

    20 of Chertsey vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chertsey rentals

  • 4.9 Average rating

    Chertsey stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Chertsey

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

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Top guest favorite
A cozy bedroom is depicted with a double bed featuring decorative pillows. The walls are adorned with various framed artworks and photographs, contributing to a personalized aesthetic. A small nightstand is visible beside the bed, and an open door leads to a well-lit hallway.
Guest suite in Egham

Self-contained Annex Studio Flat

The accommodation consists of a double bedroom with French doors opening onto a nice big garden. There is a fully fitted kitchen and a small bathroom with walk-in shower. Broadband, TV, fridge, washing machine and drier are all included. It is about 50 yards from Egham station which has regular trains to London, the journey taking about 40 minutes. The train goes to Waterloo Station which is very close to the London Eye and Westminster, with Buckingham Palace, St James Park, Trafalgar Square a short walk away. Heathrow Airport is 5 or 6 miles away. Egham is a small town, but it has some historic interest in that the Magna Carta was signed at Runnymede down the road by the river in 1215. Not far away is Windsor castle and Eton (where princes William and Harry, and David Cameron went to school). There is also some lovely countryside around and lovely walks.

4.94 out of 5 average rating, 254 reviews
Top guest favorite
A two-story white house with a gabled roof is positioned in a residential area. The main entrance features a welcoming porch framed by potted plants. A paved driveway leads to the door, with neighboring houses and greenery visible on either side.
Home in Addlestone

Film Studio*Heathrow Airport*Families*Long Stays

Outstanding Property with Excellent Reviews (4.95/5 from 164 Guests) Nestled in a picturesque area, this property offers a perfect balance of tranquillity & convenience. Enjoy a short stroll to the scenic canal, lush farmlands, and numerous attractive footpaths. Key amenities are just moments away, including Addlestone train station, GP services, a pharmacy, Tesco Extra, shops, and cozy cafés. Weybridge is also within walking distance. Discover the perfect stay at our highly-rated property

4.95 out of 5 average rating, 150 reviews
Top guest favorite
A log cabin exterior is situated in a green garden, featuring well-maintained grass and decorative hanging plants. A swing chair complements the cozy ambiance, while a stone pathway leads to the entrance. The cabin is framed by trees, providing a sense of privacy and tranquility.
Place to stay in Surrey

Private Log Cabin

A lovely log cabin set in a corner plot garden with own gate to entry which is always quiet and peaceful. Can sleep up to 4 people including a king size bed, a single bed and a single sofa bed. Free parking is always available on road side. Close to Heathrow Airport, Approx 5 miles, M3, M4 & M25 within 5 miles. Hatton Cross underground station to Heathrow and London Approx 4 miles, Ashford and Sunbury station into London, Twickenham, Windsor etc within 2 miles. Ashford High Street within 1 mile.

4.98 out of 5 average rating, 406 reviews
Top guest favorite
A spacious living area features vaulted ceilings and large glass doors leading to a deck. Light-colored walls complement a comfortable L-shaped sofa and a wooden coffee table. A television is positioned across from the seating, with a cozy armchair nearby.
Cottage in Surrey

Riverside 2 bedroom home with private garden

A charming Thames-side cottage with private garden. With light breakfast incl, enjoy a stylish retreat 15 mins from Heathrow, near Thorpe Park. Popular attractions- Legoland, Windsor, Hampton Court, Wentworth, and Chessington, are all within easy reach. There are 2 bedrooms -1 dbl, 1 bunk, a spacious open-plan living area with sofa bed and a fully equipped kitchen. Dine out on the deck or enjoy the swing chair while watching boats pass by on the river. NB: no direct access to river from garden.

4.89 out of 5 average rating, 273 reviews
Top guest favorite
A private sun terrace features a rectangular table with four woven chairs beneath a large grey umbrella. Surrounding planter boxes are filled with vibrant flowers, while a low hedge and wooden fence provide a secluded atmosphere. Sunlight brightens the patio area.
Condo in Weybridge

Private light & airy 1 bed apartment Weybridge

BEHIND ELECTRIC GATES A SPACIOUS BRIGHT & AIRY ONE BEDROOM GROUND FLOOR APARTMENT with dedicated parking a few meters from your front door. SELF-CONTAINED with its own entrance and private sun terrace. Situated a few mins walk to shops, cafes, restaurants, River Thames & Weybridge town. Perfect for visiting family, business, golfers, mini breaks. LONDON 25 mins train. WIMBLEDON 20 mins, SHEPPERTON STUDIOS 10 min by car. BROOKLANDS MUSEUM 5 min, Hampton Court and HEATHROW 20 MIN. GATWICK 40 MINS

4.99 out of 5 average rating, 196 reviews
Guest favorite
Cabin in Chorleywood

Sleep in the Trees - Hot Tub, Sauna and Slide

The Owls treehouse is a fun filled family unit with a fantastic slide including a hot tub and sauna. With unusual tunnel shaped rooms looking out to beautiful woodland country side, this unique getaway is exciting to share with loved ones. Attractions include Harry Potter studios, 35min Trains to London, Legoland Windsor to name a few. Also Featured on 'Amazing small spaces' and 'This Morning' Why not book out of the ordinary and stay with us, we look forward to your stay at North Hill Farm

4.94 out of 5 average rating, 112 reviews
Top guest favorite
The charming Victorian Lodge features a classic brick exterior with white trim, framed by lush greenery. Two inviting front windows and a central doorway are surrounded by decorative flower pots. A gravel pathway leads to the entrance, highlighted by an expansive tree nearby.
Cottage in Old Windsor

Gorgeous CountryCottage overlooking Windsor Castle

The Victorian Lodge (1876) is a charming & quintessentially English country cottage on a private estate once owned by King Henry 8th. It sits right beside Windsor Great Park, at the entrance of a long driveway to Little Dower House, where the owners of the Lodge live. The private gardens and stunning view at the Victorian Lodge provide the perfect setting for a small intimate wedding. Whilst the romantic gardens within the Little Dower House estate provide an ideal venue for larger weddings.

4.99 out of 5 average rating, 110 reviews
Top guest favorite
A light-filled living area is furnished with a plush sofa and decorative pillows. A stylish coffee table sits centrally on a patterned rug. Lush plants add a touch of greenery, while a large television rests against a sleek media console, enhancing the inviting ambiance.
Home in Surrey

Virginia Water Family Getaway

Lambly Hill House – Holiday Rental in Virginia Water, Surrey Welcome to Lambly Hill House, a stylish and spacious 4-bedroom holiday rental in Virginia Water, Surrey. Perfect for families, golf visitors and business travellers, this beautifully renovated home offers modern comfort, peaceful surroundings and a private garden in one of Surrey’s most desirable locations. Located just a short walk from Virginia Water train station, Lambly Hill House provides easy connections to central London.

4.93 out of 5 average rating, 171 reviews
Top guest favorite
The yacht Oyster Fun'd is securely moored beside a tranquil river, showcasing its sleek exterior and spacious deck. Surrounding features include a paved pathway leading to the entrance, with views of other moored boats and natural scenery in the background.
Boat in Wraysbury

Thames Relaxation Luxury 2 bedroom Heated Yacht

Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * 2 double bedrooms White cotton bedding WHITE COMPANY products 2 showers 2 electric toilets Galley fridge microwave induction hob 2 smart TVs Netflix Prime WIFI Seating area below and on deck far reaching views of the Thames near historical Runnymede Parking 1 for car. Designated smoking area . Cruises available during your stay.

4.97 out of 5 average rating, 415 reviews
Top guest favorite
A cozy living area features a comfortable white sofa adorned with striped cushions. Natural light filters through two windows with shades, highlighting a wooden coffee table and side table displaying a small vase of flowers. A mirror reflects the space, adding depth.
Cottage in Englefield Green

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

5.0 out of 5 average rating, 392 reviews
Superhost
A spacious bed is adorned with tropical-themed pillows and a soft throw blanket. Two bedside lamps provide warm lighting, while framed botanical prints enhance the calming atmosphere. Neatly rolled towels are placed on the bed, inviting a sense of comfort.
Apartment in Ashford

NEW 2 bedroom en-suite FLAT Ashford near Heathrow

The property is located within 15 minutes distance from Heathrow Airport outside the ULEZ zone. There are many attractions around our location, such as Hampton Castle, Windsor Castle, Richmond Park and Bedfont Lakes Country Park. Legoland Windsor Resort, Thorpe Park or Hobbledown Adventure Farm. There is also a Trampoline park and Kidabulous Indoor Soft Play. The property is located at a close distance to M3, M25 and M4. There is a train station within walking distance.

4.83 out of 5 average rating, 109 reviews
Top guest favorite
Farm stay in Guildford

The Luxury Cottage – Surrey Countryside Retreat

The Luxury Cottage at Whitmoor Farm accommodates up to 8 guests with two bedrooms, each with a king bed and bunk beds, plus a lounge with Sky TV, Wi-Fi, and a fully equipped kitchen. Guests can enjoy the estate’s tennis court, trampoline, and shared outdoor swimming pool (heated May–Sept; open until 15 Oct). Set on 38 acres of woodlands between Guildford and Woking, with fast train access to London. Pets allowed — up to 2 small pets, £25 per pet for the stay.

4.96 out of 5 average rating, 178 reviews

Popular amenities for Chertsey family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
The spacious living area features high wooden beams and large windows that allow ample natural light. A fireplace is centrally located, framed by a mix of comfortable seating and a glass coffee table. A staircase leads to the upper level, enhancing the open design.
Barn in Buckinghamshire

Dorney/Windsor Family Getaway with Hot Tub

4.92 out of 5 average rating, 114 reviews
Top guest favorite
A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.
Cabin in Reading

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

4.98 out of 5 average rating, 462 reviews
Guest favorite
An aerial view showcases the unique geo dome structure surrounded by lush greenery. A wooden deck leads to an outdoor seating area, fire pit, and hot tub. The tranquil setting emphasizes a peaceful retreat in nature.
Dome in West Horsley

Unique Dome | Glamping | Hot Tub | Surrey | Adults

4.94 out of 5 average rating, 409 reviews
Top guest favorite
The indoor swimming pool is surrounded by sleek gray tiles and features illuminated walls that enhance the serene environment. A large screen displays scenic imagery, while the clear water reflects the light from the nearby windows, creating a calming atmosphere.
Apartment in West Sussex

Apartment & Private Surrey Hills Heated Spa & Pool

5.0 out of 5 average rating, 100 reviews
Superhost
The 16th-century farmhouse is framed by a white gate, surrounded by verdant lawns. The stone exterior showcases intricate architectural details, with large windows and a decorative entrance. Lush trees and sparse shrubbery complete the charming landscape under a clear blue sky.
Home in Hedgerley

Slade Farmhouse with secluded Hot Tub

4.9 out of 5 average rating, 111 reviews
Guest favorite
A charming black-clad cottage is softly illuminated by string lights, set against a dusk sky. A picnic table with floral centerpieces occupies the outdoor space, surrounded by a wooden fence. Warm light glows from the cottage windows, creating an inviting atmosphere.
Place to stay in Chorleywood

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub

4.93 out of 5 average rating, 247 reviews
Top guest favorite
An outdoor hot tub is situated on a wooden deck, surrounded by lush greenery. A seating area with a light-colored chair offers a comfortable spot to relax. Large sliding glass doors lead into the retreat, allowing for seamless indoor-outdoor access.
Shepherd’s hut in Chessington

Lavish Retreat & Champagne 30mins Taxi from London

5.0 out of 5 average rating, 206 reviews
Superhost
A handcrafted lofted sleeping area is supported by exposed wooden beams, featuring a cozy bed with a patterned duvet cover. Below, a turquoise sofa with colorful accent pillows invites relaxation, alongside a low wooden coffee table. Large windows offer views of the surrounding greenery.
Tiny home in Colgate

Beautiful hand-crafted woodland cabin with hot tub

4.92 out of 5 average rating, 453 reviews

Family- and pet-friendly home rentals

Top guest favorite
A spacious terrace is furnished with wicker seating and a wooden table, providing a comfortable area for relaxation. The serene view of the river Thames is framed by lush greenery and a bright blue sky, creating a peaceful outdoor setting.
Home in Wraysbury

River Thames near Windsor, Heathrow & London

4.97 out of 5 average rating, 155 reviews
Top guest favorite
The spacious bed is dressed in white linens, complemented by decorative pillows featuring tropical patterns. Gold sconces flank the bed, illuminating the unique textural wall with intricate patterns. A round mirror adds depth, reflecting the soft lighting in the cozy sleeping area.
Guesthouse in Surrey

Ground floor studio flat

4.96 out of 5 average rating, 344 reviews
Guest favorite
A cozy corner showcases a rattan chair with a soft pillow next to a potted plant. A table lamp illuminates a side table, while artwork is displayed on the walls. Natural light enters through the glass doors, enhancing the intimate atmosphere.
Chalet in Old Windsor

The Potting Shed

4.94 out of 5 average rating, 101 reviews
Guest favorite
The exterior of the Brickmaker’s Loft displays a charming white facade with brown accents and multiple arched windows. A spiral staircase leads to the entrance, and a well-maintained garden is visible, featuring lush green grass and flower beds along the edge.
Guesthouse in Binfield

The Brickmaker’s Loft

4.98 out of 5 average rating, 214 reviews
Top guest favorite
Guesthouse in Grayswood

Grayswood Cowshed in stunning Grounds

4.98 out of 5 average rating, 360 reviews
Top guest favorite
A modern living area features a spacious sectional sofa arranged around a coffee table. Soft lighting is provided by hanging bulbs, while large windows allow natural light to fill the space. Decorative plants and a television complete the inviting atmosphere.
Barn in Bray

Oak Bray Coach House

4.98 out of 5 average rating, 154 reviews
Top guest favorite
The exterior of the flat is showcased against lush greenery, featuring a charming brick facade and decorative elements. A spacious balcony offers views over the boatyard, while a small boat rests on the pathway leading to the property.
Apartment in Richmond upon Thames

Eel Pie Retreat

4.96 out of 5 average rating, 100 reviews
Top guest favorite
A serene riverside view showcases the flowing River Thames lined with moored boats. The expansive green garden gently slopes towards the water, framed by trees and flowering plants, providing a peaceful setting for relaxation.
Home in Wraysbury

Sunnycove - Riverfront House near Windsor

4.98 out of 5 average rating, 103 reviews

Family-friendly home rentals with a pool

Top guest favorite
A modern guest lodge is showcased, featuring a distinctive curved roof and large glass windows that enhance the natural light. The surrounding outdoor area is paved, including a pool with a cover and seating arrangements for relaxation.
Place to stay in Hill Brow

The Pool House (for 2 Adults & 2 Children)

4.99 out of 5 average rating, 118 reviews
Top guest favorite
Lavender plants in full bloom are featured prominently in the foreground, with deep purple flowers contrasting against lush green foliage. In the background, a round, clock-topped structure can be seen, set amid a beautifully landscaped garden area.
Home in Frimley Green

Surrey Cottage with indoor heated swimming pool

4.98 out of 5 average rating, 115 reviews
Top guest favorite
The exterior of the cottage is highlighted by its charming brick facade and large windows, surrounded by a lush garden filled with various plants. A seating area is visible in the garden, creating a serene outdoor space, complemented by flowering shrubs and trees.
Cottage in Buckinghamshire

Family friendly - rural, detached, home from home

4.97 out of 5 average rating, 418 reviews
Top guest favorite
A spacious bedroom features a comfortable bed dressed in light bedding. Large windows allow natural light to fill the room, with views of greenery outside. Artwork adorns the walls, and a cozy sitting area includes a chair and a television, enhancing the room's inviting atmosphere.
Guesthouse in West Sussex

Comfortable 1-Bedroom Guest Suite in rural setting

4.96 out of 5 average rating, 189 reviews
Guest favorite
A spacious apartment complex is surrounded by lush greenery and trees, with well-maintained gardens showcasing a neat arrangement of colorful flowers. A paved driveway leads to the entrance, providing access to the residences, amidst a tranquil countryside setting.
Guesthouse in Hawkley

Daily Red Kite Feed & Pool - Countryside Apartment

4.96 out of 5 average rating, 286 reviews
Top guest favorite
Barn in West Sussex

Delightful one bedroom barn with beautiful views

4.94 out of 5 average rating, 159 reviews
Top guest favorite
A clear blue swimming pool is framed by a spacious patio featuring sun loungers and wooden dining furniture. The dark wooden loft conversion is visible in the background, surrounded by leafy greenery and potted plants, creating a serene outdoor atmosphere.
Barn in Loxwood

Country getaway on rural Surrey/Sussex border.

4.99 out of 5 average rating, 200 reviews
Guest favorite
A modern pool house features expansive glass walls surrounded by lush greenery. The indoor pool is visible, complemented by an outdoor lounging area with a sunbed and a vibrant garden showcasing various plants and flowers. A natural landscape of trees frames the property.
Place to stay in South Oxfordshire

Luxury Pool House set in an Oxfordshire forest

4.97 out of 5 average rating, 102 reviews

Destinations to explore