
Family-friendly vacation rentals in Maidenhead
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maidenhead
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The Studio in Maidenhead Riverside, Berkshire, UK.
LARGE STUDIO: (T0) A large self-contained quiet studio with UK size 2m double bed, en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for 1 guest car. Convenient for the A4, M4, M40 M25 London is 25 miles. Heathrow Airport is 15 minutes away by car.. Direct trains into London. The Elizabeth Line train runs from Maidenhead station direct to London and the West End. Good for Windsor, Ascot, River Thames, Pinewood Studios etc.

Charming terrace in the heart of Bray village
Our lovely victorian terraced home is perfectly situated for all the fine dining that the charming village of Bray has to offer. The Michelin 3-starred Waterside Inn and Fat Duck are a few mins walk away as are the Crown Inn, Hinds Head and Caldesi. Stroll 15 mins more and you’ll find the recently renovated Monkey Island Estate. A short drive and you can be at either Ascot or Windsor Races, Cliveden House, Legoland, the village of Cookham or the beautiful river Thames towns of Marlow or Henley

Oak Barn - 1st Floor self contained Studio
Light and spacious apartment in a stand-alone annexe in the grounds of our house, 250m from the River Thames. Modern furniture, TV, wifi, full kitchen, washing machine, freezer. Great location for eating out and for access to countryside. Close to Windsor, Eton, Marlow, Cliveden National Trust and lovely river walks. 5 minutes from Maidenhead station. 10 minutes from The Fat Duck and the Waterside Inn. We are near a railway line. It doesn't bother us at all but you can hear the trains.

A Hidden Gem
A character cottage, tucked away, in the heart of gastronomic Bray - renowned for its Michelin-starred restaurants: The Waterside, The Fat Duck, the Hind's Head and Caldesi, all within easy walking distance of the cottage. Lych Cottage is a two-bed semi-detached property, completed to a high standard. It provides a stylish place to stay for those wishing to enjoy the comforts of home whilst availing themselves of the local amenities. The first night's stay includes a continental breakfast.

Studio West & Petting Farm-Near Legoland- Lapland
STUDIO WEST is located at Willow Court Farm in Oakley Green and only 5-10 minutes drive away from LEGOLAND, Lapland UK and Windsor town centre so is perfectly located for a great stay. We have private award winning detached open plan modern holiday studios providing unique accommodation with easy access to the all the fantastic places to visit in the surrounding area. Guests can feed the various animals on the farm including the 6 pigs, 9 pygmy goats, 6 sheep, turkey ducks and chicken.

Southwood Gardens annexe in Cookham
We are right on the edge of the beautiful village of Cookham. The accommodation is annexed to the main house and is accessed through a secured side-gate for total privacy. There is also free private parking on the front drive. The room is ideal for people who need to commute (1 hour by train to London, 25 minutes drive to Heathrow), or families who need to have additional accommodation for their loved ones to stay in the area. We very much look forward to welcoming you to Cookham soon !

Stunning Place near Windsor & Heathrow, 3BR House
A stunning, spacious 3-bedroom home, perfect for families! Just a short walk to shops and parks, and short drive from Burnham Station, Heathrow, and Windsor Castle. This gorgeous, newly refurbished house features contemporary decor, new flooring, and furniture. It’s an adorable space with free parking, WiFi, a 4K Ultra Smart TV, and a serene village atmosphere. Enjoy the peaceful, "home away from home" feel, perfect for relaxing after a day of exploring. Book now for a cozy, modern stay!

The Garden Cabin
Newly refurbish to a very high standard. The cabin is modern, light and airy and very peaceful. Accessed via a private pathway you enter your enclosed garden area, secure for dogs, with lawn, good sized decking with patio furniture. Based in the heart of the beautiful village of Waltham St Lawrence, The Cabin is a stones throw from the village pub and church. You are spoilt for choice for local walks and bike rides. Well worth a visit to this idyllic part of the country.

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 Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Cheerful modern apt central Maidenhead, parking
Quiet location with free driveway parking, excellent road/rail links to London. On a tree lined street, 7 minutes walk from the Town Centre and Railway Station (London or Oxford 1hr max) The private space includes 2 double bedrooms, a large bathroom, en-suite shower room, a well equipped kitchenette and a relaxing lounge area Maidenhead Town Centre is being transformed with new restaurants, bars, coffee shops, and a new Leisure Centre 20 mins walk

Old Butchers Wine Cellar 15th Century Apartment
Our restored 15th century apartment is in a unique position on Cookham High Street, located within 500 meters to 7 different restaurants and pubs and four Michelin Star restaurants within 3 miles. Situated above our beautiful wine shop with a pop up wine bar on Thursday, Friday and Saturday nights. We have very comfortable beds, 100% cotton sheets and towels. The perfect choice for couples, business travellers and families.

A delightful oak-framed studio, own entrance.
Beautiful oak-framed studio apartment in the picturesque village of White Waltham. Spacious but cosy property with garden views. Conveniently located for Windsor, Henley, Marlow, M4. Bistro pub, The Beehive, in easy walking distance. Local walks. Great for a quick escape. Perfect for 1-2 guests.
Popular amenities for Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

Racecourse Marina Lodge | Hot tub | Parking | EV

Tinkerbell Retreat

Luxury self-contained Oak Loft - balcony Jacuzzi

Brambling shepherd’s hut + hot tub, private estate

Luxury Lakeside Hut | Hot Tub | Near Harry Potter

Romantic Woodland Cabin. Hot Tub & Roll-Top Bath

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

Tree House - Hot Tub on balcony
Family- and pet-friendly home rentals

Gardener's Bothy loft apartment, peaceful location

Dog Friendly Cottage 15 minutes to Oxford

Delightful, rural, modern cottage, large garden.

Inclusive, childsafe, garden, near pubs/river/golf

"Annexe" - Private Studio With Garden

Pet friendly Farm stay in amazing countryside

The Stables, Little Marlow

The Stable Lodge
Family-friendly home rentals with a pool

The Pool House

Ancient barn with private heated pool and hot tub

Henley apartment with heated pool

Luxury retreat with extensive leisure facilities

Spacious Sunny Apartment

Family friendly - rural, detached, home from home

Wellness Escape by River: Sauna, Pool, Hot Tub

The Coach House
Quick stats about vacation rentals that are family-friendly in Maidenhead

Total vacation rentals
Explore 120 vacation rentals in Maidenhead

Nightly prices starting at
Maidenhead vacation rentals start at G$10,455 GYD per night before taxes and fees

Verified guest reviews
Over 2,290 verified reviews to help you choose

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
120 of Maidenhead vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Maidenhead rentals

4.7 Average rating
Maidenhead stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Durham Vacation rentals
- Paris Vacation rentals
- London Vacation rentals
- Picardie Vacation rentals
- Grand Paris Vacation rentals
- Thames River Vacation rentals
- Amsterdam Vacation rentals
- South West Vacation rentals
- Inner London Vacation rentals
- Rivière Vacation rentals
- Dublin Vacation rentals
- Brussels Vacation rentals
- Rentals with outdoor seating Maidenhead
- Condo rentals Maidenhead
- Rentals with a fire pit Maidenhead
- Apartment rentals Maidenhead
- House rentals Maidenhead
- Cottage rentals Maidenhead
- Rentals with lake access Maidenhead
- Smoking-friendly rentals Maidenhead
- Rentals with a patio Maidenhead
- Pet-friendly rentals Maidenhead
- Rentals with breakfast Maidenhead
- Rentals with a fireplace Maidenhead
- Fitness-friendly rentals Maidenhead
- Rentals with a washer and dryer Maidenhead
- Family-friendly rentals Berkshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Paddington
- Big Ben
- British Museum
- Covent Garden
- London Bridge
- Marble Arch
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Tottenham Court Road
- Kings Cross
- The O2
- Natural History Museum
- Wembley Stadium
- Piccadilly Theatre
- Trafalgar Square
- ExCeL London
- Battersea Power Station (disused)
- Emirates Stadium
- Royal Albert Hall
- Olympia Events
- Russell Square
- Camden Market
- Borough Market




