Family-friendly holiday rentals in Sunningdale

4.95 out of 5 average rating, 133 reviews

A spacious room features a metal bed frame with a neatly made bed, complemented by light-colored bedding. Natural light enters through large windows adorned with wooden frames, illuminating the wooden floor and accented by rugs. A wooden dresser and seating area are also visible.

Guesthouse in Chobham

Adorable 1 bedroom guest house in Chobham

Separate Annexe, with its own entrance. Peaceful location but in the heart of Chobham Village. Perfectly situated with all amenities in a few minutes walk. We have two great pubs with the White Hart opposite & the Sun Inn just a moments walk up the road. There’s a Coop & a small Tescos for any essentials, along with restaurants on the doorstep! Great walks nearby with Chobham common & a beautiful old Church. Spacious room & luxurious en-suite. Comfy Kingsize bed & sofa which can be a single bed

FamilyKitchenNearby

4.99 out of 5 average rating, 110 reviews

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.

KitchenFamilyCheck-in

4.88 out of 5 average rating, 103 reviews

The open-plan living and dining area features a spacious gray sofa paired with a glass coffee table and a wooden dining table with two benches. A TV is mounted on the wall, complemented by elegant decor and natural light from large windows.

Apartment in Sunninghill

Modern home in Sunninghill

Modern open-plan home-from-home in the heart of Sunninghill Village. Welcome to your home-from-home in the heart of Sunninghill, Ascot. This modern, recently refurbished 2-bedroom home is perfect for professionals, couples, and small families needing a comfortable & convenient short stay. There is also space for you to bring a cot bed. The property is just a 2 minute walk from all the amenities that the beautiful village of Sunninghill offers; and closeby is Sunningdale, Ascot & Windsor.

KitchenIndoor spacesAmenities

4.93 out of 5 average rating, 172 reviews

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.

Indoor spacesFamilyTV

Cottage in Bracknell Forest

A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland 9 mins to Legoland Walking distance to Lambrook School 10 mins to Swinley Forest, Go Ape, MTB bike park 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley 1 hour by train to London

Indoor spacesFamilyAmenities

4.97 out of 5 average rating, 370 reviews

4.91 out of 5 average rating, 914 reviews

A charming exterior of the converted barn is framed by lush greenery, featuring a wooden deck and double doors. A cozy outdoor seating area with wicker chairs and a table is surrounded by an assortment of potted plants and flowers, enhancing the tranquil garden setting.

Barn in Bracknell Forest

Delightful small converted barn

Unique newly converted small barn, bright, light and self contained. Sleeps 3 adults or 2 adults and 2 children (or 2 small adults) due to restricted height space in loft. Large gravel drive behind big, wooden gates for safe and easy parking. An assortment of Teas, coffee & biscuits. The Little Barn is Situated down a country lane, within the garden of the house, walking distance to pubs and restaurants. Near Lapland UK, Legoland, Ascot, Windsor, Train stations to London and Reading

KitchenIndoor spacesCleanliness

4.82 out of 5 average rating, 116 reviews

A modern open-plan kitchen features dark cabinetry with warm lighting. A white countertop provides contrast, while a small dining table and two chairs are visible. A decorative fireplace adds charm to the space, complemented by a cozy seating area with a coffee table.

Cottage in Surrey

Relaxing home near Legoland, Ascot, LaplandUK

This cosy cottage is situated in Windlesham, a pretty village in the Surrey Heath borough. Situated between Chobham Common and Swinley Forest, it is on the doorstep to some fantastic country walking and cycling routes; not to mention the famous golf courses in the area. Ideal location to visit Legoland, Thorpe Park, Ascot racing and Windsor castle. Heathrow Airport is only 15 miles away. Windlesham is known for the Boxing Day pram race and also a location to amazing gastro pubs.

KitchenIndoor spacesCheckout

4.97 out of 5 average rating, 418 reviews

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

Oyster Fun’d the Ultimate Relaxation on Thames

Your EXCLUSIVE LUXURY EXPERIENCE on our spacious 42ft x15ft YACHT Oyster Fun’d Moored on the MainstreamThames on our PRIVATE Island *HEATING * AIRCONDITIONING* 2 double bedrooms 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.

FamilyKitchenCheckout

Cottage in Englefield Green

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.

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.

Indoor spacesFamilyAccess

5.0 out of 5 average rating, 395 reviews

4.96 out of 5 average rating, 181 reviews

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.

KitchenFamilyHeating

4.96 out of 5 average rating, 882 reviews

A charming self-contained cottage is set within a lush private garden, characterized by brick exterior and a slate roof. A welcoming door leads to the entrance, framed by greenery and flowering plants, with a spacious lawn surrounding the building.

Cottage in Sunninghill

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

FamilyIndoor spacesLayout

4.97 out of 5 average rating, 124 reviews

A lounge area features a spacious sectional sofa adorned with decorative pillows. A light-colored coffee table sits in front, complementing the neutral-toned carpet. Natural light enters through a nearby window, and a sleek mirror reflects a modern ambiance.

Barn in Surrey

Cosy Garden Cabin

Located in the centre of Bagshot Village this self contained garden building is ideally located as a base to stay whilst visiting surrounding attractions. The cabin has 1 bedroom with a double bed Ensuite shower room. Lounge/kitchen area with sofa, TV, Fridge, Washing Machine, Dishwasher and electric Hob. Windsor is approx 20 mins away by car. Ascot is approx 10 mins away by car. Bagshot Station is a 10 minute walk away

FamilyIndoor spacesLocation

Popular amenities for Sunningdale family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Shepherd’s hut in Addlestone

A wooden hut is nestled among lush greenery, surrounded by trees and shrubs. Steps lead up to the entrance, which is framed by large glass doors. A small seating area is visible in the garden, providing a relaxing outdoor space.

Tinkerbell Retreat

KitchenFamilyBathroom

4.96 out of 5 average rating, 169 reviews

4.98 out of 5 average rating, 466 reviews

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

KitchenIndoor spacesHiking

4.87 out of 5 average rating, 141 reviews

A cozy living area features two plush sofas with decorative cushions, complemented by a stylish tufted ottoman. Natural light enters through large sliding doors, illuminating the modern geometric chandelier overhead. The room is accented by a smooth gray wall and warm wood flooring.

Home in Berkshire

Hide Away House Bracknell Ascot Legoland LaplandUK

Indoor spacesKitchenHospitality

4.82 out of 5 average rating, 129 reviews

The farmhouse is set against a backdrop of lush green hills and trees, showcasing a distinct red-brick exterior. Rolling fields are visible in the foreground, complemented by a clear blue sky and scattered clouds, creating a serene countryside scene.

Home in Beaconsfield

Hillmotts Farm with secluded Hot Tub

KitchenFamilyGetting around

4.92 out of 5 average rating, 171 reviews

An indoor swimming pool is highlighted with a clear blue surface, surrounded by warm wooden paneling. Skylights allow natural light to fill the space, while a hot tub sits to one side. Large windows offer views of the surrounding greenery.

Cottage in Surrey

Delightful Cottage 15 Acre Estate + Pool + Hottub

Indoor spacesFamilyGetting around

4.94 out of 5 average rating, 414 reviews

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

FamilyIndoor spacesComfort

Place to stay in South Oxfordshire

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.

Luxury Pool House set in an Oxfordshire forest

Indoor spacesFamilyOutdoor spaces

4.97 out of 5 average rating, 104 reviews

4.99 out of 5 average rating, 188 reviews

An outdoor area showcases a two-person hot tub, with bubbles visible on the surface. A table set for dining and two chairs are positioned nearby under an umbrella. The wooden exterior of the barn is highlighted, with warm light glowing from the windows.

Barn in Bramley

A luxury barn conversion Bramley, near Guildford

FamilyIndoor spacesHot tub

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 158 reviews

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

FamilyKitchenSleep quality

4.91 out of 5 average rating, 244 reviews

A bright kitchen features a wooden dining table surrounded by chairs, with a vase of tulips as a centerpiece. Bifold doors open to a spacious garden, framed by wooden fencing and lush greenery. Modern appliances and cabinetry complete the open space.

Home in Bracknell Forest

2 bed house, close to Town Centre

FamilyIndoor spacesRiver

4.98 out of 5 average rating, 217 reviews

Guesthouse in Binfield

The Brickmaker’s Loft

KitchenIndoor spacesParking

4.95 out of 5 average rating, 169 reviews

The charming exterior of a Victorian terraced home features a white door framed by climbing greenery. Flower boxes filled with pink and white blooms adorn the windows, while a small bench sits beneath a decorative wrought iron fence.

Cottage in Bray

Charming terrace in the heart of Bray village

Indoor spacesFamilyRiver

4.94 out of 5 average rating, 170 reviews

A modern living area features large floor-to-ceiling windows, providing abundant natural light and showcasing expansive views. A plush sofa complements a sleek dining table set for six. Light wooden floors enhance the spaciousness, while greenery adds a touch of nature.

Condo in Bracknell

Luxury Penthouse with Huge Balcony

KitchenFamilyDecor

4.96 out of 5 average rating, 173 reviews

A quaint cottage is surrounded by lush greenery and features a wooden privacy screen. Windowed walls allow natural light to permeate the interior, while a paved area provides outdoor space for relaxation. Flower beds and planters add subtle color to the garden setting.

Cabin in Bray

Cozy modern cottage near Legoland, Windsor & Ascot

Indoor spacesKitchenLong stay

4.94 out of 5 average rating, 152 reviews

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

FamilyKitchenWi-Fi

4.98 out of 5 average rating, 104 reviews

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

KitchenFamilyAmenities

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 118 reviews

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

KitchenFamilyDecor

5.0 out of 5 average rating, 18 reviews

An indoor pool is surrounded by elegant columns and mirrors, reflecting the calming blue water. Natural light enters through windows, illuminating the space. Potted plants are placed strategically, adding a touch of greenery to the tranquil setting.

Home in Englefield Green

South Wing of Country House

Indoor spacesCleanlinessAmenities

4.84 out of 5 average rating, 61 reviews

A comfortable sitting area is presented, featuring a dark sectional sofa and a coffee table atop a patterned rug. A television is positioned on a stand, and two lamps provide soft lighting. Natural light flows in through the windows, adorned with light curtains.

Apartment in Maidenhead

Spacious Sunny Apartment

KitchenIndoor spacesWalkability

5.0 out of 5 average rating, 16 reviews

Guesthouse in Surrey

2 Bedroom Pool House in Surrey UK Pool/Spa/Hotub

Indoor spacesFamilyPool

4.99 out of 5 average rating, 74 reviews

The exterior of a converted barn is visible, showcasing a rustic structure with a clock tower. Large windows framed in wood offer glimpses of the welcoming interior. Well-maintained greenery and flower beds surround a gravel courtyard, creating a tranquil outdoor space.

Barn in Henley-on-Thames

Two Bed Large Countryside Barn with Indoor Pool

FamilyKitchenHiking

4.73 out of 5 average rating, 22 reviews

Home in Tilehurst

Spacious Home Heated Pool(April-Sep) in Tilehurst

FamilyIndoor spacesCleanliness

4.93 out of 5 average rating, 15 reviews

A stylish living room features a large gray sectional sofa and a unique brown accent chair. Sunlight filters through the windows, creating patterns on the light carpet. Black and white artwork adorns the walls, and a television is positioned on a sleek unit across from the seating area.

Cottage in Taplow

Luxury haven with a view!

Indoor spacesFamilyDecor