
Family-friendly holiday rentals in Maidenhead
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Maidenhead

Total holiday rentals
Explore 130 holiday rentals in Maidenhead

Nightly prices starting at
Maidenhead holiday rentals start at $157 NZD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 of Maidenhead holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Maidenhead rentals

4.7 Average rating
Maidenhead stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Maidenhead
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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
4.95 out of 5 average rating, 168 reviews
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.
4.97 out of 5 average rating, 267 reviews
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
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.
4.82 out of 5 average rating, 809 reviews
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
4.97 out of 5 average rating, 370 reviews
Completely separate self-contained studio flat
Self-contained double room with en-suite shower room and kitchen area. Private access and parking. Completely private stand-alone studio but part of our home. Suitable for professional person/couple for short let periods. Ideal Monday-Friday but good for weekends to visit local area too. Free wi-fi, TV. A car is essential. Located in White Waltham village just outside Maidenhead. Easy access to Junction 8/9 of M4 and Maidenhead station. Also handy for Windsor, Henley, Ascot, Reading
4.94 out of 5 average rating, 482 reviews
Hagrid Hut Themed - Hot Tub - Warner Bro Studio
Hagrid & Fang are away and would like you to watch over his home, located next to the Forbidden Forest! This unique Glamping experience is conveniently located only 12 minuets drive from the Warner bros Studio Tour & 40 minuets to central London via Chorleywood Metropolitan line. Hagrid's Hut sleeps five wizards - making it the perfect accommodation choice for families and friends. Soak under the stars in the leaky cauldron wood fired hot tub nestled in nature, MAGIC.
4.96 out of 5 average rating, 131 reviews
Wizards Retreat - 8 Mins to HP Warner Bros Studio!
Welcome to ‘The Wizard’s Retreat’ This Airbnb is perfectly located just an 8-minute drive from Warner Bros. Studios, making it the ideal stay for fans visiting the Harry Potter Tour. There's wizard books to read, games to play & spooky potions to see! Whether it’s a spellbinding weekend with friends, a cosy couple’s getaway, or a family adventure, The Wizard’s Retreat has been designed to capture the wonder and excitement of the wizarding world for all to enjoy!
4.97 out of 5 average rating, 223 reviews
18th century cottage
Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stairgates top and bottom. Parking spaces at the front and use of garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London, Oxford and Wembley. Close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!
4.91 out of 5 average rating, 248 reviews
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
4.96 out of 5 average rating, 252 reviews
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.
4.94 out of 5 average rating, 715 reviews
Dorney/Windsor Family Getaway with Hot Tub
Unwind with your entire family in our breath-taking barn, brimming with personality and allure. Nestled in a tranquil rural village, it offers access to two charming pubs and a plethora of picturesque countryside and river trails. Just a short drive away, the renowned destinations of Windsor and Eton await, inviting you to immerse yourself in their famed landmarks and rich historical architecture.
4.92 out of 5 average rating, 116 reviewsPopular amenities for Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
4.98 out of 5 average rating, 466 reviews
Hillmotts Farm with secluded Hot Tub
4.82 out of 5 average rating, 129 reviews
Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
4.93 out of 5 average rating, 252 reviews
Crestyl Cottage riverside barn for 2 with hot tub
5.0 out of 5 average rating, 281 reviews
Tinkerbell Retreat
4.96 out of 5 average rating, 169 reviews
Hide Away House Bracknell Ascot Legoland LaplandUK
4.87 out of 5 average rating, 141 reviews
Luxury self-contained Annexe with balcony Jacuzzi
4.99 out of 5 average rating, 388 reviews
Luxury rural thatched cottage with cedar hot tub.
4.96 out of 5 average rating, 440 reviewsFamily- and pet-friendly home rentals

Magical Marlow town centre
5.0 out of 5 average rating, 153 reviews
The Brickmaker’s Loft
4.98 out of 5 average rating, 217 reviews
2 bed house, close to Town Centre
4.91 out of 5 average rating, 244 reviews
Peaceful Cottage, dogs welcome, private garden.
4.86 out of 5 average rating, 128 reviews
Inclusive, childsafe, garden, near pubs/river/golf
4.95 out of 5 average rating, 146 reviews
Luxury Penthouse with Huge Balcony
4.94 out of 5 average rating, 170 reviews
Fabulous Farm House in Skirmett
4.92 out of 5 average rating, 145 reviews
Wisteria, barn conversion in stunning location
4.91 out of 5 average rating, 173 reviewsFamily-friendly home rentals with a pool

Family friendly - rural, detached, home from home
4.97 out of 5 average rating, 421 reviews
Country retreat with extensive leisure facilities
4.89 out of 5 average rating, 116 reviews
The Cottage
4.99 out of 5 average rating, 126 reviews
The Luxury Cottage – Surrey Countryside Retreat
4.96 out of 5 average rating, 181 reviews
The Pool House
4.95 out of 5 average rating, 578 reviews
Luxury Pool House set in an Oxfordshire forest
4.97 out of 5 average rating, 104 reviews
Surrey Cottage with indoor heated swimming pool
4.98 out of 5 average rating, 118 reviews
Romantic Christmas Retreat, Heated Pool, Hot Tub
4.99 out of 5 average rating, 343 reviewsDestinations to explore
- Apartment rentals Maidenhead
- House rentals Maidenhead
- Pet-friendly rentals Maidenhead
- Rentals with breakfast Maidenhead
- Condo rentals Maidenhead
- Rentals with lake access Maidenhead
- Cottage rentals Maidenhead
- Family-friendly rentals Berkshire
- Family-friendly rentals England
- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- ExCeL London
- The O2
- Tower Bridge
- Silverstone Circuit
- Clapham Common
- Emirates Stadium
- Goodwood Motor Circuit
- Victoria Park
- University of Oxford
- Tottenham Hotspur Stadium
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





