
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.

Magical Marlow town centre
Wing Cottage is a charming period terraced cottage with log burner in the heart of Marlow. It has been stylishly refurbished and has its own secluded courtyard garden. 5 minutes walk from High St shops with Everyman Cinema, Tom Kerridge’s Michelin* Hand &Flowers & The Coach, plus Marlow Ivy Garden, Côte Brasserie, Piccolino, The Compleat Angler and several historic pubs. The Park and Thames Path river walk are 10 minutes walk. Nearby bus stops serve neighbouring Henley-on-Thames (8 miles away).
Indoor spacesFamilyAmenities

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
Indoor spacesKitchenComfort

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.
KitchenFamilyParking

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.
Indoor spacesKitchenPets

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 spacesKitchenHeating

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.
KitchenFamilyHiking

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
FamilyIndoor spacesParking

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
KitchenFamilySleep quality

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 .
KitchenFamilySleep quality

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.
Indoor spacesKitchenView

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.
Indoor spacesKitchenCondition

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.
FamilyIndoor spacesCheckout
Popular amenities for Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

Slade Farmhouse with secluded Hot Tub
FamilyIndoor spacesBarbecue

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

Hilly Hideaway. Luxury Glamping Retreat + Hot Tub
FamilyIndoor spacesParking

Crestyl Cottage riverside barn for 2 with hot tub
Indoor spacesFamilyAmenities

Tinkerbell Retreat
FamilyKitchenAccess

Unique Dome | Glamping | Hot Tub | Surrey | Adults
FamilyKitchenTV

Lavish Retreat & Champagne 30mins Taxi from London
KitchenFamilyHeating

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

18th century cottage
KitchenFamilySleep quality

The Brickmaker’s Loft
FamilyKitchenHospitality

2 bed house, close to Town Centre
FamilyKitchenBreakfast

The Stables, Little Marlow
Indoor spacesKitchenQuiet

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

Luxury Penthouse with Huge Balcony
Indoor spacesFamilyLocation

Wisteria, barn conversion in stunning location
Indoor spacesFamilyRiver

Delightful small converted barn
Indoor spacesFamilyComfort
Family-friendly home rentals with a pool

Family friendly - rural, detached, home from home
FamilyIndoor spacesCheckout

The Coach House
FamilyIndoor spacesParks

Country retreat with extensive leisure facilities
Indoor spacesFamilyAccess

The Luxury Cottage – Surrey Countryside Retreat
Indoor spacesFamilyHeating

The Pool House
KitchenFamilyTV

Surrey Cottage with indoor heated swimming pool
KitchenFamilyNearby

Luxury Pool House set in an Oxfordshire forest
FamilyIndoor spacesHot tub

Romantic hot tub, and private heated pool retreat.
FamilyKitchenOutdoor spaces
Destinations to explore
- Apartment rentals Maidenhead
- House rentals Maidenhead
- Pet-friendly rentals Maidenhead
- Condo rentals Maidenhead
- Rentals with lake access Maidenhead
- Cottage rentals Maidenhead
- Rentals with breakfast 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
- The O2
- ExCeL London
- Tower Bridge
- Silverstone Circuit
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Goodwood Motor Circuit
- University of Oxford
- Victoria Park
- Thorpe Park Resort
- The National Bowl
- Blenheim Palace
- Big Ben
- Buckingham Palace
- South Downs National Park
- Alexandra Palace





