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, 120 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.

Guest favourite
A modern kitchen and dining area are depicted, featuring a well-set dining table for eight. Stylish bar stools are arranged around a central island, complemented by sleek cabinetry and ample natural light from a skylight. Decorative touches include a vase of fresh flowers.
Home in Risinghurst
4.98 out of 5 average rating, 100 reviews

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.

Guest favourite
A wooden cabin with an arched design is framed by tall trees, creating a natural setting. Steps lead to a spacious deck area, which includes potted plants and a dark wood BBQ grill under a covered space.
Tiny home in Buckinghamshire
4.97 out of 5 average rating, 848 reviews

The Woodland Cabin with Private Hot Tub Spa

Step into a world of peace and privacy in a secluded cabin. The perfect setting for romance, relaxation and a touch of luxury. Soak under the stars in the private hot tub, cozy up by the wood burner, the scent of countryside air and the sound of birdsong. With a comfy double bed, fitted bathroom, kitchenette, gas BBQ. Surrounded by scenic walking trails, charming pubs, and nearby heritage spots, this is the perfect romantic retreat to slow down, reconnect, and create unforgettable memories.

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
4.97 out of 5 average rating, 233 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
An open entryway is depicted, featuring a wall-mounted coat rack and a small table with a potted plant. In the background, a dining table with chairs is visible, alongside modern kitchen appliances, enhancing the inviting space.
Flat in Oxford
4.81 out of 5 average rating, 223 reviews

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.

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.

Top guest favourite
A bright and airy living room features elegant white walls and two decorative fireplaces. Green furnishings complement patterned lamps. The space is enhanced by framed botanical prints, while a bookshelf filled with books adds a touch of character. A patterned area rug grounds the seating area.
Home in Oxford
4.98 out of 5 average rating, 167 reviews

Beautiful Oxford House with 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, spacious living spaces and parking for 2 small/medium 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
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, 210 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
4.86 out of 5 average rating, 281 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 in Headington
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.

Top guest favourite
Home in Horton-cum-Studley
5 out of 5 average rating, 102 reviews

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.

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 in Headington
4.91 out of 5 average rating, 103 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.

Popular amenities for Headington family-friendly rentals

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Avg. price$246 SGD$249 SGD$257 SGD$262 SGD$285 SGD$303 SGD$327 SGD$295 SGD$290 SGD$285 SGD$268 SGD$261 SGD
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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 $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