We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Kid-friendly vacation rentals in Maidenhead

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Maidenhead

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Cottage in Windsor and Maidenhead

4.79 out of 5 average rating, 122 reviews

Enchanting, Stylish Country Garden Cottage

A convenient escape to the country; popular for focused work trips, convenient mini breaks, family holidays or longer term lets. Our self contained countryside cottage offers a calm, stylish space. Tastefully decorated to an high standard. Sleeps up to 5 people. 2 double beds & 1 single. Well equipped kitchen & dining area. Outside space & garden area. Super rural walks but only 35 minutes by train to London. River Thames nearby. Pets welcome. "Stunningly peaceful, wake to bird song each day"

Rental unit in Windsor and Maidenhead

4.97 out of 5 average rating, 223 reviews

The Studio in Maidenhead Riverside, Berkshire, UK.

LARGE STUDIO: (T0) This is a large self-contained quiet studio with King size bed, en-suite bathroom and kitchenette with it's own private entrance. Attached to our house. There is off-street parking for one 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.

Guest suite in White Waltham

4.94 out of 5 average rating, 379 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

Guest suite in Cookham

4.9 out of 5 average rating, 353 reviews

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 !

Cabin in Woodley

4.92 out of 5 average rating, 138 reviews

The Secret garden apartment

A lovely indendant apartment at the bottom of our garden secluded by trees . the apartment has a nice outside area with patio table and chairs . Inside there is a large open plan kitchen , dinner, lounge with a sofa bed and a well equipped kitchen with double oven , fridge freezer , dishwhaser , whashing machine microwave , toaster, kettle and much more . theres a large smart tv and wifi , dinning table . bedroom with king size bed and built-in wardrobe . bathroom with walk-in shower .

Guesthouse in Twyford

4.98 out of 5 average rating, 120 reviews

Spacious 2 Bedroom Cabin With Pool Table and Patio

The cabin is a fun and light filled space, perfect for families or couples. It boasts its own private patio, which leads to a secluded secret garden with an outdoor roll top bath! Inside there is a pool table and Sky TV. It is in the garden of a family home, situated half a mile from Twyford station, allowing easy access to Henley-on-Thames and London via the Elizabeth line. The cabin is accessed through a secure, key coded gate around the side of the main house.

Home in Wooburn Green

4.89 out of 5 average rating, 140 reviews

18th century cottage

Self contained character annex in the beautiful Buckinghamshire countryside. Low ceilings and a narrow steep staircase with handrail and stair gates top and bottom. Parking spaces at the front and use of the pretty garden to the rear. Fantastic location on the edge of the Chilterns; good road and rail links to London and Oxford, close to the Thames, Windsor, Marlow, Cliveden, Hedsor House, Harry Potter Studios and Legoland. Plus there’s a pub next door!

Condo in Berkshire

4.93 out of 5 average rating, 138 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

Cottage in Windsor and Maidenhead

4.97 out of 5 average rating, 734 reviews

The Old School House, Ascot, Berkshire

Beautiful small self-contained character cottage set within private garden, one mile from Ascot. Open plan studio room with sitting area, kitchenette and bedroom area; en suite shower room/WC. Perfect for 1-2 adult guests looking for a comfortable and relaxing place to stay, whether for business or pleasure. It is ideal for visitors to Ascot Races, Windsor, close to Heathrow and a lovely rural retreat less than one hour from central London.

Rental unit in Cookham

4.94 out of 5 average rating, 583 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.

Barn in Buckinghamshire

4.97 out of 5 average rating, 650 reviews

The Hayloft, Downley Common

The Hayloft is situated at Downley Farmhouse in Downley, Buckinghamshire - half way between London and Oxford, close to Marlow and Henley-on-Thames. Downley is a small village set around a common with a friendly local pub, The Le De Spencer Arms, which serves good food. The village has all the necessary local amenities and is within easy reach of all major communication networks and local attractions.

Home in Berkshire

4.95 out of 5 average rating, 132 reviews

Robin’s Rest @ Scotlands House

Enjoy peaceful views of robins and deer across a field towards a stream. This unique space is peaceful and tranquil yet is also walking distance from the hustle and bustle of The Lexicon in Bracknell. Finished to an exceptional standard, Robin’s Rest @ Scotlands House offers luxury and tranquility, ideal for a weekend escape or longer stay.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Maidenhead kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Surrey

4.92 out of 5 average rating, 141 reviews

House Sleeps 5, 2 min walk to Train station.

Home in Englefield Green

4.88 out of 5 average rating, 160 reviews

Charming 5* Hse Near Windsor Castle, Ascot, London

Home in Surrey

4.85 out of 5 average rating, 149 reviews

The Orchard

Home in Seer Green

4.81 out of 5 average rating, 139 reviews

Modern Eco-Annex set within Meadow

Home in Caversham

4.96 out of 5 average rating, 105 reviews

Stylish house in central Caversham near Reading

Home in Buckinghamshire

4.9 out of 5 average rating, 187 reviews

Mews house in the center of Great Missenden

Home in Hampshire

4.94 out of 5 average rating, 165 reviews

Private, peaceful, spacious & self-contained

Home in Old Windsor

4.96 out of 5 average rating, 195 reviews

Getaway Cottage Windsor

Kid-friendly apartment rentals

Rental unit in Colnbrook

4.9 out of 5 average rating, 131 reviews

Modern apartment close to Heathrow/Windsor/slough

Rental unit in Pamber Green

4.91 out of 5 average rating, 127 reviews

Self Contained Annex

Rental unit in Oxfordshire

4.96 out of 5 average rating, 167 reviews

Self contained studio flat in Henley on Thames

Rental unit in Bourne End

4.95 out of 5 average rating, 154 reviews

Cosy Studio Flat on Rural Thames

Rental unit in Slough

4.82 out of 5 average rating, 238 reviews

Lovely Slough Home Near Heathrow & Windsor

Rental unit in Oxfordshire

4.98 out of 5 average rating, 179 reviews

Cosy annexe by shops/parking, 15min walk to Henley

Rental unit in Windsor and Maidenhead

4.96 out of 5 average rating, 131 reviews

A Gem in the centre of Windsor

Rental unit in Berkhamsted

4.98 out of 5 average rating, 247 reviews

The Car House, Berkhamsted

Kid-friendly condo rentals

Condo in Watford

4.86 out of 5 average rating, 144 reviews

The Bluebird - Luxury Apartment

Condo in Oxfordshire

4.96 out of 5 average rating, 269 reviews

The Old Foundry Wallingford Apartment & Parking

Condo in Reading

4.92 out of 5 average rating, 212 reviews

Smart studio incl. breakfast. Easy access to town

Condo in Ewell

4.98 out of 5 average rating, 122 reviews

Stylish & Comfortable - Quick Access to London

Condo in Windsor

4.92 out of 5 average rating, 118 reviews

Windsor Best location! luxury 2Bed 2Bath +Garden

Condo in Arborfield

4.94 out of 5 average rating, 154 reviews

2 bedroom flat in beautiful oak framed building

Condo in Oxfordshire

4.99 out of 5 average rating, 165 reviews

Beautiful Henley apartment w/ secure gated parking

Condo in Windsor

4.98 out of 5 average rating, 196 reviews

Stunning 1Bd with Castle View

Quick stats about vacation rentals that are kid-friendly in Maidenhead

Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore