Family-friendly holiday rentals in Headington

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Top-rated family-friendly rentals in Headington

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

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Guest favourite
Flat
4.96 out of 5 average rating, 316 reviews

"La casetta d'Àneu", boutique apartment in Oxford.

Stunning, bright first floor apartment in Oxford City centre with allocated free parking. Based across the River Thames just outside the congestion charge area, a short walk to the city centre, Christ Church, Westgate Shopping Centre, train/bus stations. Restaurants, pubs overlooking Folly Bridge. Excellent location in the heart of Grandpont nature park ideal for walking, cycling, boat excursions, next to Hinksey Park which benefits of a lovely outdoor pool, tennis courts and sports activities.

Guest favourite
A modern kitchen is featured with sleek cabinetry and a neutral color palette. An island with seating is visible, accompanied by neatly arranged dining tableware. A large wall clock and decorative mirrors enhance the space, while appliances and plants add practicality and style.
Home
4.94 out of 5 average rating, 155 reviews

Luxury house: 4 ensuite bedrooms,big car parking

Step into this bright, modern 4-bedroom, 5-bath home in Headington, perfect for groups, professionals, or anyone visiting Oxford. Enjoy a fully equipped kitchen, cozy living spaces, fast Wi-Fi, large TV, and a private garden, all designed for comfort and convenience. Relax after exploring Oxford’s city centre, universities, and parks, or unwind in the comfortable living areas. With free private parking and a quiet residential location, this home is a peaceful and practical base for your stay.

Guest favourite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn
4.95 out of 5 average rating, 235 reviews

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.

Guest favourite
Cottage
4.88 out of 5 average rating, 157 reviews

Elegant Countryside Cottage near Oxford

Spacious and beautifully finished countryside cottage in the heart of Brill village with views across the village green and just a 2 min walk from The Pointer pub. The perfect base for exploring the countryside, Oxford, Thame and Bicester Village. Blenheim Palace, Waddesdon Manor, the Cotswolds, Silverstone race track and London are all within easy reach. Well behaved dogs over 2 years old welcome! * Host My House manages this property which is owned by Christopher & Gillian Scott-Mackirdy *

Top guest favourite
The exterior of the brick cottage is visible, showcasing a traditional design with a sloped roof. Large windows allow natural light to enter, framed by lush greenery and garden boxes. The setting features a well-maintained lawn, enhancing the peaceful surroundings.
Cottage
4.94 out of 5 average rating, 141 reviews

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.

Guest favourite
A well-lit bedroom features a spacious bed adorned with a light blue patterned duvet and decorative pillows. Soft towels are neatly arranged on the bed. A stylish mirror and framed artwork complement the grey walls, with a welcoming entrance visible in the background.
Guest suite
4.85 out of 5 average rating, 282 reviews

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.

Guest favourite
Flat
4.82 out of 5 average rating, 125 reviews

Oxford - Private Flat + Parking

Spacious Ground Floor 2 Bedroom Flat in Northway. Very close to central shops, restaurants, theatres, Oxtord University campus & Oxford Brookes University Campus, 10 minute drive to the centre of Oxford where you can explore the fascinating history of Oxford, Access to all high end clothing shops, Bodleian library, Museums etc. 5 minute walk to John Radcliffe hospital 15 minute walk to headington shops Bus stops to access the centre of oxford with buses running every 10-15 minutes.

Guest favourite
A living area features a dark blue sofa with a patterned throw pillow. A wooden coffee table sits in front, adorned with decorative items. A television and kitchen appliances are visible, while a sliding partition leads to a sleeping area with a light-colored bed and warm wall colors.
Guest house
4.88 out of 5 average rating, 107 reviews

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.

Top guest favourite
An open living area is showcased with a spacious sofa adorned with various cushions. A wooden coffee table sits centrally, complemented by a light fixture and chair. Staircase access is visible in the background, along with two windows featuring softly patterned shades.
Home
4.99 out of 5 average rating, 233 reviews

Pretty detached cottage

The cottage is located in a unique rural setting , surrounded by open countryside and spectacular views yet two minute walk to the centre of Kingham village, which boasts two exceptional Gastro pubs. Daylesford Organic a two minute drive or a 25 min. walk through beautiful Cotswold countryside, Soho Farmhouse and Diddly Squat Farm shop a short drive. There are a wealth of stunning Cotswold market towns on the doorstep.

Superhost
The studio's interior showcases an open layout with wooden flooring and high ceilings featuring exposed beams. A modern kitchenette is visible on the right, complemented by warm yellow curtains. A cozy seating area is positioned in the background, illuminated by natural light through the windows.
Flat
4.83 out of 5 average rating, 308 reviews

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.

Top guest favourite
The open-plan living area features high beamed ceilings and warm wooden flooring. A comfortable sofa is positioned next to a wooden side table, while a television is visible on a cabinet. Light filters through windows, enhancing the fresh, airy ambiance.
Home
4.99 out of 5 average rating, 232 reviews

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.

Top guest favourite
A shepherd's hut is illuminated under a dusky sky, surrounded by warm string lights. Gravel pathways lead to a seating area with wooden chairs and a fire pit. A Scandinavian wooden hot tub sits nearby, creating a cozy atmosphere in the tranquil meadow.
Shepherd’s hut
4.96 out of 5 average rating, 115 reviews

Edie Shepherd Hut, Alpacas & Hot Tub – Oxford

Luxury shepherd hut with roaming alpacas & private hot tub in Oxfordshire countryside. Rest in Edie’s king-size bed with goose-down bedding, sip complimentary Prosecco under the stars, and unwind by the Lazy-Jane fire pit. Feed and relax with our friendly alpacas, spot wildlife, and stroll to the village pub. Perfect for a romantic escape or peaceful nature getaway.

Popular amenities for Headington family-friendly rentals

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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 £15 per night before taxes and fees

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  • 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