
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.

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.

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.

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.

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.

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.

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.

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.
Popular amenities for Headington family-friendly rentals
Family-friendly home rentals with a hot tub

Private Luxury Cedar Cabin & Alpacas - Oxford

Ridgeway Cabin & Hot Tub Spa

Idyllic 2-bedroom rural lodge with hot tub

Luxury self-contained Annexe with balcony Jacuzzi

The Burrow - Pod with hot tub

Delightful, bespoke and unique glamping 1-bed unit

The Mirror Houses - Cubley

Luxury 5 bed house with hottub nr Bicester Village
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

Henley apartment with heated pool

Ingleby Retreat | Luxury Oxfordshire Escape

Entire guest suite in Marcham

Stunning 6 Bed Cottage & Annexe in Oxfordshire

Two Bed Large Countryside Barn with Indoor Pool

Escape to Country Living at its Finest!
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 | $261 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
Destinations to explore
- Smoking-friendly rentals Headington
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- Rentals with a hot tub Headington
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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





