
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 $152 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, Wifi 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.

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.
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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.
Indoor spacesKitchenQuiet

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
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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.
FamilyKitchenWalkability

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
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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 !
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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.
FamilyIndoor spacesCleanliness

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!
Indoor spacesFamilyHospitality

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
KitchenFamilyAmenities

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
KitchenFamilyLocation

Luxurious Barn between Marlow & Henley
A luxurious 2 bedroom detached maisonette barn with garden, terrace and outstanding views over the Chiltern Hills.Situated in the picturesque village of Medemenham, 2 miles from Marlow and 5 miles from Henley-on-Thames. Located opposite Danesfield House Hotel and with stunning woodland walks accessible straight from the property and easy access to the River and Harleyford Golf Course . The property has 2 parking spaces, air conditioning ,wifi .
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Beautiful self catering 2 bed Cottage
This beautifully restored Wheelwrights has been transformed into a contemporary 2 bedroom, (one kingsize bed. One twin beds) 2 bathroom cottage with all the luxuries of a modern home, and yet maintaining its original oak beams, vaulted ceilings and light gallery. This is a wonderful venue for couples, friends and families.
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Popular amenities for Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

Tinkerbell Retreat
KitchenIndoor spacesHospitality

Luxury self-contained Annexe with balcony Jacuzzi
FamilyIndoor spacesHeating

Skylark shepherd's hut + hot tub on private estate
KitchenFamilyHiking

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
Indoor spacesKitchenComfort

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
Indoor spacesKitchenHeating

Luxury rural thatched cottage with cedar hot tub.
FamilyIndoor spacesGetting around

Crestyl Cottage riverside barn for 2 with hot tub
KitchenIndoor spacesWi-Fi

Hide Away House Bracknell Ascot Legoland LaplandUK
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Family- and pet-friendly home rentals

Delightful small converted barn
FamilyKitchenPets

Gardener's Bothy loft apartment, peaceful location
FamilyIndoor spacesHeating

The High Street Gallery,
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17th Century Barn in quiet country village
Indoor spacesKitchenLocation

The Brickmaker’s Loft
FamilyIndoor spacesGetting around

Peaceful Cottage, dogs welcome, private garden.
KitchenIndoor spacesPets

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

18th century cottage
FamilyIndoor spacesAccess
Family-friendly home rentals with a pool

The Pool House
KitchenIndoor spacesBreakfast

Country retreat with extensive leisure facilities
KitchenFamilyLayout

Spacious Sunny Apartment
Indoor spacesKitchenHospitality

Family friendly - rural, detached, home from home
Indoor spacesKitchenWalkability

Wellness Escape by River: Sauna, Pool, Hot Tub
KitchenFamilyLocation

The Coach House
FamilyKitchenGetting around

Luxury haven with a view!
Indoor spacesFamilyCleanliness

Romantic hot tub, and private heated pool retreat.
Indoor spacesFamilyCheckout
Destinations 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
- London Bridge
- St Pancras International
- ExCeL London
- The O2
- Tottenham Hotspur Stadium
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- South Downs National Park
- Victoria Park
- Blenheim Palace
- LEGOLAND® Windsor Resort
- The National Bowl
- Buckingham Palace





