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
The open-plan kitchen and living area is illuminated by natural light, featuring sleek white cabinetry and modern appliances. A white dining table with matching chairs is set for a meal, while sliding glass doors provide a view of the green garden beyond.
Home in Marston
4.85 out of 5 average rating, 110 reviews

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.

Top guest favourite
The living space features a sleek design with a plush velvet sofa and a modern lamp. A 55-inch smart TV is positioned on a stylish entertainment unit. Natural light fills the room through the large window with blinds, creating a bright and comfortable atmosphere.
Serviced apartment in Cumnor
4.99 out of 5 average rating, 212 reviews

SuperHost 2BD w/Ensuite City Stay 3PRKNG T/Station

Discounted weekly & monthly stays! Step into a haven of style & comfort, modern decor & an abundance of natural light. The open-plan kitchen, dining/living area is cozy & inviting, while both bedrooms offer private ensuites & direct access to your own patio to unwind after a day of adventure. Oxfords Landmarks: Bodleian Library, Ashmolean Museum, & Oxford Castle. Love to shop? Westgate & Bicester Village are your go to’s. London? Under an hour by train. Leisure/Business we got you covered!

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 in Headington
4.94 out of 5 average rating, 146 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.

Top 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 in Great Milton
4.96 out of 5 average rating, 226 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 in Headington
4.94 out of 5 average rating, 140 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.

Superhost
An open kitchen and living area is displayed with a white sectional sofa featuring red accent pillows. A wooden coffee table is positioned on a neutral-toned rug. The kitchen showcases modern appliances, including a refrigerator and stove, complemented by white cabinetry and dark countertops.
Home in Oxford
4.8 out of 5 average rating, 734 reviews

Spacious 3-Bedroom Family Home in Oxford

Professionally cleaned and sanitised after each stay. A comfortable, fully furnished three-bedroom home in a quiet Oxford neighbourhood—just 10 minutes by car or 15 by bus to the city centre. Features a modern kitchen (installed last year), cozy living area, and quality furnishings throughout. Bedding, towels, and kitchen essentials are all included. Fast Wi-Fi and free off-street parking make it ideal for both short visits and longer, more relaxed stays. Strictly no parties at any time.

Guest favourite
The sitting area features a black leather sofa paired with a comfortable armchair. A slanted skylight allows natural light to fill the space. A cozy rug lies beneath a wooden coffee table, accented with decorative items, fruits, and a soft throw blanket. A smart TV is positioned in the corner.
Loft in Oxford
4.99 out of 5 average rating, 208 reviews

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.

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 in Headington
4.85 out of 5 average rating, 273 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
The living and dining area showcases a modern design with a plush sofa, complemented by decorative cushions. A flat-screen TV is positioned on a light-colored stand. Natural light filters through the window, highlighting the textured rug and hardwood flooring.
Home in Oxford
4.93 out of 5 average rating, 165 reviews

Chic 2 Bedroom East Oxford Home with Parking

Beautifully furnished, modern and stylish 2 bedroom home in the heart of East Oxford with designated off-street parking and a peaceful shaded garden. Fully equipped kitchen, comfortable living/diving room, and stunning power shower. Located in a real foodie hotspot and only 1 mile from Oxford's High Street (a nice walk or short bus ride), this is a perfect base for exploring everything the city has to offer. *Host My House manages this property which is owned by Kate Doornik*

Guest favourite
A bright living area is featured, showcasing a comfortable blue couch complemented by a yellow pillow and a textured throw. A small round table sits nearby, topped with a potted plant. Natural light streams through large windows adorned with blinds.
Flat in Risinghurst
4.8 out of 5 average rating, 363 reviews

Modern Oxford Flat

We would like to reassure our guests that we are undertaking all the necessary precautions to help minimise the spread of COVID-19 (Coranovirus) and are following government guide lines. Our flat is self contained and cleaned to a very high standard. The property is a converted modern and refurnished flat with excellent light and insulation. Quiet location with shop and bus stop on the doorstep. Easy and short distance to Hospitals, Headington, City Centre and London bus stop.

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 in Garsington
4.95 out of 5 average rating, 505 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.

Top guest favourite
A spacious bedroom displays rustic wooden beams and a wooden king size bed adorned with dark blue cushions. A framed artwork featuring a heron is mounted on the wall, complementing the warm-toned decor. A mirror and bedside tables add functionality to the calming space.
Home in Marston
4.99 out of 5 average rating, 185 reviews

Fig at Church Farm Retreats - Unique Country Stay

​Fig is a one of a kind, stylishly furnished one bedroom self-catered holiday retreat consisting of a cosy open plan living room, separate modern kitchen, rustic wooden cladded partitioned bedroom with king size bed and 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

When is the best time to visit Headington?

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Avg. price$223 SGD$239 SGD$255 SGD$263 SGD$286 SGD$304 SGD$328 SGD$296 SGD$291 SGD$286 SGD$269 SGD$262 SGD
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Quick stats about holiday rentals that are family-friendly in Headington

  • Total holiday rentals

    Explore 420 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 15,140 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wifi availability

    420 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