
Family-friendly holiday rentals in Headington
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Headington
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Spacious 3bed2bath Family Home + parking Garden
Welcome to my spacious 3 bedroom two storey semi-detached family house. The house has a large open plan kitchen and living area on the ground floor. Two bedrooms, an office and a bathroom on the first floor. One ensuite bedroom on the ground floor. The house provides easy access to the heart of Oxford, John Radcliffe Hospital and Oxford Brooks University. It has been decorated to host quiet, considerate and respectful guests. Long term stays are available. Party or event are strictly forbidden.

New modern 4 bed, 3.5 bath house, free parking
A modern, spacious 4-bedroom, 3.5-bath house in a quiet residential area of Risinghurst. The home is bright, comfortable, and well equipped, with a fully fitted kitchen, fast Wi-Fi, large TV, washing machine, and free private parking. Ideal for families, professionals, and groups visiting Oxford, with easy access to the city centre, hospitals, and universities. This property is not suitable for babies or young children. There is no cot, high chair, or baby gates, more details in safety section.

17th Century Barn in quiet country village
A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Sleep & Stay Oxford - Cosy flat with parking
**FULLY RENOVATED/UPDATED COMPLETED JANUARY 2024** Modern private flat with own spacious bedroom, bathroom, kitchen/diner and living room with private off road parking. A Short walk to the vibrant Cowley Road and a short distance into historic Oxford city centre. Very well situated for access to the Oxford Business Park. Communal door to main building with a lockable door to the self contained flat. High Speed Fibre optic WIFI is present in the flat and smart TV with free sat channels.

The Coach house in Oxford
The Coach house, a lovely brick cottage built ~1880, has been renovated to provide an open plan, stylish interior. Upstairs sleeps 5 people with a downstairs bathroom. The historic city of Oxford (easily accessible by bus) provides plenty to do and the Thames and Cotswolds are lovely walking areas nearby. The cottage has it's own patio and garden area with trampoline. There is table football, games and books. Off road parking available. It is situated in the grounds of the owner's home.

Lovely studio apartment close to Oxford
The Loft is a lovely self-catering, studio flat for 2 people close to Oxford, we are 2.6 miles from Oxford. We are a few minutes from all the tourist attractions of the historic city of Oxford including, the University Colleges, the Ashmolean Museum, Pitt Rivers Museum, the Bodleian Library, the Thames for punting, the Westgate shopping centre, University Parks, Port Meadow etc. We are 30 minutes drive from Blenheim Palace and 20 minutes from Bicester Village outlet shopping centre.

The Annexe! A self contained Studio for 2 People
The ideal, cosy retreat in Headington! Re-decorated in Autumn 2024, the Annexe is a fully furnished and well equipped space, making a great and comfortable base for couples or solo travellers. With nearby great bars, restaurants, cafes, parks and shops, the property is also within walking distance of the John Radcliffe, Nuffield, Manor and Churchill hospitals as well as Oxford Brookes University. There are excellent transport links into Oxford city centre, London and major airports.

Countryside Retreat with hot tub
This modern country retreat features panoramic views of the Oxfordshire countryside from the open-plan kitchen, living room. Ideal for a peaceful getaway, our home offers high-speed Wi-Fi, a fully equipped kitchen, and cozy furnishings. Two bedrooms featuring superking beds, one with ensuite. Outside bbq area with comfy seating, firepit, dining area and hot tub. Whether you're here for a weekend escape or a longer stay, this house provides the perfect setting to relax and unwind.

Lovely 1-bed Annexe in LyeValley
Escape to the tranquility of Lye Valley in Headington. Our family-friendly accommodation, nestled on a peaceful residential street, provides a serene retreat. Surrounded by nature reserves and playgrounds, it's an ideal spot for families. ➣ Close to Churchill Hospital, Nuffield Hospital & Brookes University, it caters to medical & academic needs. ➣ A short bus ride from the Oxford city center offers easy access to landmarks like the Radcliffe Camera & Oxford Colleges.

The Pool House
Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Modern Stylish Studio flat Sleeps 3
A modern self-contained studio garage conversionwith mezzanine floor done to a high standard. This contemporary living is located close to all Oxford hospitals and the BMW plant as well as the beautiful Shotover County Park. It is also a mile away from major bus terminal serving airports and Central London and walking distance from bus routes to Oxford city. Parking is also available on forecourt.

Fern at Church Farm Retreats - Luxury Country Stay
Fern is a new stylishly furnished one bedroom unique and airy self-catered holiday retreat consisting of an open plan living room with kitchen, separate bedroom with king size bed and large ensuite shower room. With onsite parking for one car, landscaped garden with patio and bistro table overlooking the countryside and tennis court alongside the owners main farm house.
Popular amenities for Headington family-friendly rentals
Family-friendly home rentals with a hot tub

Shepherd's Hut, Hot Tub & Fire pit Oxford

Edie Shepherd Hut, Alpacas & Hot Tub – Oxford

Idyllic 2-bedroom rural lodge with hot tub

Luxury self-contained Annexe with balcony Jacuzzi

Oxford City-Riverside House with great garden

The Burrow - Pod with hot tub

Cotswold Retreat; Hot tub, Pool Table, Sleeps 11!

The Mirror Houses - Cubley
Family- and pet-friendly home rentals

Historic Manor Stables - Chilterns Hideaway

60ft narrowboat, sleeps 6, central Oxford

Luxury Oxfordshire Cottage | Dogs | Pub

Cotswold Barn nr Soho Farmhouse Diddly Squat

Boutique couples hideaway – "The Den"

Elegant Countryside Cottage near Oxford

Cherry Nook

The Garden Room
Family-friendly home rentals with a pool

The Dovecote, a cottage set in a peaceful garden

The Mill House

Ingleby Retreat | Luxury Oxfordshire Escape

Hoarstone - Cosy country cottage

Entire guest suite in Marcham

Barn conversion, Henley-on-Thames

Stunning 6 Bed Cottage & Annexe in Oxfordshire

Narnia Inspired Mr Tumnus Cave
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $246 SGD | $249 SGD | $257 SGD | $262 SGD | $285 SGD | $303 SGD | $327 SGD | $295 SGD | $290 SGD | $285 SGD | $268 SGD | $260 SGD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Headington

Total holiday rentals
Explore 450 holiday rentals in Headington

Nightly prices starting at
Headington holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 15,700 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
450 of Headington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Headington rentals

4.7 Average rating
Headington stays receive an average rating of 4.7 out of 5 from guests
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- Family-friendly rentals Oxfordshire
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- Family-friendly rentals United Kingdom
- Cotswolds AONB
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Big Ben
- Trafalgar Square
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Clapham Common
- University of Oxford
- Alexandra Palace
- London Eye
- Blenheim Palace
- Primrose Hill





