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.

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Guest favourite
Cottage
4.84 out of 5 average rating, 194 reviews

Chic Thame Cottage with Garden near Oxford

Beautiful grade 2 listed 2 bedroom bijou cottage in the heart of Thame. Fully equipped kitchen, cosy living and dining room with underfloor heating, and a spectacular bathroom! A variety of top quality restaurants/pubs and boutiques are all within a 5 min walk. The perfect base for exploring this characterful historic Market Town, surrounding countryside, Oxford, Bicester Village, Blenheim Palace, Waddesdon Manor and many more. Host My House manages this property which is owned by Mr J Little

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 outdoor patio features a smooth stone pathway leading to a glass door entrance. Lush greenery surrounds the area, creating an inviting space. Warm lighting fixtures can be seen on the exterior walls, enhancing the tranquil ambiance of the courtyard.
Home
4.91 out of 5 average rating, 56 reviews

3-Bed home with Garden & Parking

Experience Oxford in this beautifully maintained 3-bedroom house, ideally in a peaceful community across from a park. The house features a lovely garden, perfect for enjoying morning coffee or evening relaxation. Inside, you'll find a bright, open kitchen and dining area, ideal for family gatherings after a day of exploring. The private parking space and close proximity to Oxford Brookes University and Churchill Hospital make this home a perfect choice for both short and long stays in Oxford.

Guest favourite
The entrance to Stile Cottage is framed by climbing roses, which add natural beauty to the stone exterior. The door, painted in soft grey, features a glass panel and is complemented by an intricate wooden overhang, offering a welcoming first impression.
Cottage
4.95 out of 5 average rating, 128 reviews

Luxury Oxfordshire Cottage | Dogs | Pub

Escape to a stylish, cosy cottage near Oxford, inspired by The Holiday. Perfect for couples or friends, it offers peaceful countryside views, king-size beds and a log fire for relaxing evenings. Dog-friendly and just a short stroll to the award-winning Bat & Ball pub, it’s an ideal base for exploring Oxford, Blenheim Palace and the Cotswolds. Perfect for summer escapes near Oxford - enjoy long lunches in the enclosed garden, countryside walks and evenings at the pub. Few remaining June dates.

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.

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.

Top guest favourite
A cozy living area features a mix of seating, including a plush sofa and an armchair, arranged with two wooden coffee tables and a side table. Natural light filters through sliding glass doors leading to a balcony, while soft furnishings add a relaxed touch.
Flat
4.93 out of 5 average rating, 67 reviews

Peaceful & Convenient Oxford Apt

A comfortable two-bedroom, two-bathroom apartment with generous living space and balcony. Quiet with a woodland view, yet ideally situated for local shops, Brookes University, Ruskin College, hospitals (adjacent to the John Radcliffe and The Manor, a short walk from the Churchill and NOC) and Headington School. There is an excellent bus service from nearby stops to Central Oxford (10 mins), London and Heathrow/Gatwick airports. Guests find 76 Beech Road a relaxing and convenient venue.

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, 111 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 aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guest house
4.95 out of 5 average rating, 546 reviews

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.

Guest favourite
A bright bedroom showcases a spacious bed with a textured duvet and cushions. A wall shelf holds books, while a black armchair complements the light wood furnishings. Natural light filters through two windows, providing a view of the greenery outside.
Flat
4.97 out of 5 average rating, 65 reviews

Mini apartment with parking

Our apartment is ideally located within central Headington and perfect for a single person or couple. Accessed via a separate entrance to the main house, the apartment is completely self contained. The layout includes a bedoroom with standard double bed, large ensuite shower room, and separate kitchen. Guests have access to a shared garden, which includes a patio and BBQ area. The booking includes off street parking for a medium sized car.

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

  • 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