
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 $153 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.
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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
KitchenIndoor spacesComfort

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.
Indoor spacesKitchenComfort

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
KitchenFamilyComfort

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.
FamilyIndoor spacesBreakfast

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.
FamilyKitchenComfort

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!
FamilyKitchenEV charging

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
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 .
Indoor spacesFamilyBathroom

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
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Luxury self-contained Annexe with balcony Jacuzzi
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Brambling shepherd’s hut + hot tub, private estate
Indoor spacesKitchenComfort

Luxury Lakeside Hut | Hot Tub | Near Harry Potter
Indoor spacesFamilyWalkability

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
Indoor spacesFamilyValue

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath
FamilyIndoor spacesRiver

Unique Dome | Glamping | Hot Tub | Surrey | Adults
FamilyIndoor spacesAmenities

Luxury rural thatched cottage with cedar hot tub.
KitchenIndoor spacesEV charging
Family- and pet-friendly home rentals

Gardeners’ Cottage (Georgian stable conversion)
Indoor spacesFamilyHeating

Delightful small converted barn
Indoor spacesKitchenDecor

Gardener's Bothy loft apartment, peaceful location
FamilyIndoor spacesDecor

17th Century Barn in quiet country village
FamilyKitchenTV

The Neptune - Central Henley, Pet friendly
Indoor spacesKitchenGetting around

The Brickmaker’s Loft
KitchenFamilyWalkability

Peaceful Cottage, dogs welcome, private garden.
KitchenFamilyGetting around

Inclusive, childsafe, garden, near pubs/river/golf
KitchenFamilyLocation
Family-friendly home rentals with a pool

The Pool House
FamilyIndoor spacesBathroom

Country retreat with extensive leisure facilities
Indoor spacesKitchenTV

Spacious Sunny Apartment
KitchenIndoor spacesCheck-in

Family friendly - rural, detached, home from home
FamilyIndoor spacesOutdoor spaces

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

The Coach House
FamilyIndoor spacesCheck-in

Luxury haven with a view!
FamilyIndoor spacesHospitality

Romantic hot tub, and private heated pool retreat.
FamilyKitchenTV
Destinations to explore
- Apartment rentals Maidenhead
- House rentals Maidenhead
- Pet-friendly rentals Maidenhead
- Rentals with lake access Maidenhead
- Rentals with breakfast Maidenhead
- Condo rentals 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
- Silverstone Circuit
- Emirates Stadium
- Tower Bridge
- Goodwood Motor Circuit
- Clapham Common
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Victoria Park
- Blenheim Palace
- LEGOLAND® Windsor Resort
- Buckingham Palace
- Big Ben





