Kid-friendly holiday rentals in Headington

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Headington

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

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Guest favourite

Home in Woodstock

4.95 out of 5 average rating, 217 reviews

Oxfordshire Living - The Bowler Hat - Superhost

Oxfordshire Living - The Bowler Hat Cottage Stay like a local & experience Woodstock from this fantastic 18th Century cottage in the heart of the village. The 2 bedroom cottage is in the centre of the village making it the perfect location for those coming to visit Blenheim Palace, The Cotswolds, Oxford Airport, Weddings, Soho Farmhouse and the city of Oxford. The grounds of Blenheim Place are on your door step as well as a wealth of restaurants, cafes and shops. Soho Farmhouse is 15-min by car

Guest favourite

Cottage in Stonesfield

4.97 out of 5 average rating, 191 reviews

Quintessential Cotswold Cottage The Old Bakehouse

A delightful 350 year old cottage built in honey Cotswold stone. It retains a wealth of original character including oak beams, flagstone floors and the original cast-iron oven doors from its days as a bakery. Enjoy cosy evenings by the wood burning stove or summer days with the french doors thrown open. Ideally located for exploring the best Cotswolds villages, historic estates, Blenheim Palace, Oxford, Bicester Village, Soho Farmhouse, Estelle Manor, Daylesford, Diddly Squat Farmshop and more.

Guest favourite

Cottage in Crowmarsh Gifford

4.96 out of 5 average rating, 340 reviews

Gardeners’ Cottage (Georgian stable conversion)

An entirely self contained cottage, recently converted from a Georgian stable and gardeners’ lodge. While adjacent to the owners property it is entirely separate, with its own secure parking and EV charger. Located in a small village, with two pubs and charming village shop on doorstep. Market town of Wallingford (setting for “Midsomer Murders”) is short walk, many amenities including boat rides on the River Thames an outdoor heated pool (summer), great restaurants and shops including Waitrose.

Guest favourite

Cottage in Oxfordshire

4.97 out of 5 average rating, 234 reviews

Cottage c1790, Superb central Witney, free parking

Cosy cottage set in a quiet mews in the centre of Witney. Secluded wisteria covered courtyard garden. (SW facing) Sleeps 6, 2 double beds and 1 single bed in 3rd bedroom. (the 3rd bedroom is small 2m x 2.7m it has a single bed with a pull out mattress to make it a double) off street parking for 2 cars. Walking distance from Cogges farm and High street. Blenheim palace is only 5m away. There are numerous pubs, cafes and restaurants a short walk away. Estelle Manor is less than a mile away

Guest favourite

Home in Oxford

4.97 out of 5 average rating, 135 reviews

Beautiful , Oxford House, parking, EV charger

Our beautiful, very spacious Victorian town house is situated in a lovely quiet road favoured by academics and creatives. We have 4 large double bedrooms, comfortable and spacious living spaces and parking for 2 cars. We include crisp white linens and towels which are high temperature washed and the house is deep cleaned. Vibrant East Oxford has some of the best restaurants and cafes. We are a short walk from Magdalen Bridge, the Botanical Gardens, punting and the historic city centre.

Guest favourite

Home in South Leigh

4.95 out of 5 average rating, 168 reviews

Idyllic 2-bedroom rural lodge with hot tub

Suits couples for a romantic break or families keen to explore the many top notch tourist sights in the area. Enjoy a relaxing stay with hot tub, fire place and a well deserved level of comfort at this peaceful purpose-built lodge in the midst of the luscious Oxfordshire countryside. Conveniently located 1 mile off the A40 half way between Oxford and the Cotswolds with a huge array of opportunities to do sightseeing, cycling, walking and spending some quality time together winding down.

Guest favourite

Guest house in Charlbury

4.93 out of 5 average rating, 398 reviews

Charming Charlbury Cottage set in Idyllic garden

Our comfortable and spacious guest house sits in a tranquil setting, hidden away down a quiet private road in the centre of the Cotswold town of Charbury. A few minutes walk away from a great selection of local pubs with good food and drinks on offer. A great base for exploring the pretty nearby villages. We are also close to Soho Farmhouse, Daylesford and lots of Cotswold attractions. 5 minutes walk to the local train station where you can get a mainline train to London Paddington.

Superhost

Cottage in Stonesfield

4.89 out of 5 average rating, 131 reviews

Hollyhock House Cotswolds sleeps 10, arctic cabin

Stunning period country farm house, set in a gorgeous gardens, along with arctic cabin, & children's playground . The house is great for families. Luxurious property, all bedlinen and towels are provided. House boast an Aga, large wine fridge, roll top baths, log burners, extensive gardens for you to relax and the children to play in. Great location for visiting Oxford and the Cotswolds. Dog friendly. XMAS Only booking min 7 nights.

Guest favourite

Cottage in Lidstone

4.97 out of 5 average rating, 134 reviews

Stunning Cottage in the Cotswolds

Delightful character cottage nestled in the stunning hamlet of Lidstone. The cottage is full of character and has a very homely feel. We provide a welcome pack to get your stay off to a great start. The garden is very pretty and enclosed. We hope that you will love the beautiful countryside surrounding the cottage, there are some great walks to local pubs and Chipping Norton is approx 5 minutes away. Well behaved dogs are welcome

Superhost

Townhouse in Jericho

4.82 out of 5 average rating, 134 reviews

The Old Bookbinders Retreat 4 BR near city centre

Located in the heart of Jericho this characterful house offers plenty of space and is full of books. It has recently been refurbished and is an ideal place to stay for families, academics or professionals. Ideally located to explore the city centre! There is a playground just up the road and "Port Meadow", a wonderful place for long and short walks, is just 5 min away. (no hen or stag dos, no parties of any kind)

Guest favourite

Guest house in Oakley

4.9 out of 5 average rating, 148 reviews

Adorable 2 bedroom property in Bucks countryside

Relax at this well appointed, self contained, family friendly annexe within easy access of London in the Buckinghamshire countryside. Walk in the surrounding countryside stopping at a country pub for lunch or visit nearby historic Oxford for some shopping and culture. Alternatively, for the ultimate in retail therapy, pop 10 minutes up the road to the world famous shopping outlet, Bicester Village.

Guest favourite

Home in Oxfordshire

4.89 out of 5 average rating, 106 reviews

Tranquil Retreat in Bicester

Tranquil in Bicester: Luxurious 5-Bedroom Retreat with 4 parking spaces. Escape to serenity and elegance in this meticulously designed haven. Unwind in stylish rooms, indulge in modern amenities and indulge in the best of entertainment with Netflix and Disney+. Plus, a local pub and tesco express are just steps away—book now for a memorable stay filled with relaxation and enjoyment.