
Family-friendly holiday rentals in Headington
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Top-rated family-friendly rentals in Headington
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"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.

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.

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.

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 *

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.

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.

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.

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.

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.

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.

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
Family-friendly home rentals with a hot tub

Countryside Retreat with hot tub

The Woodland Cabin with Private Hot Tub Spa

Ridgeway Cabin & Hot Tub Spa

Luxury self-contained Annexe with balcony Jacuzzi

Delightful, bespoke and unique glamping 1-bed unit

The Mirror Houses - Cubley

Fern Copse Glamping - an idyllic secluded retreat

Rectory Farm Camp
Family- and pet-friendly home rentals

Woodland Glamping Willow Tree Yurt

60ft narrowboat, sleeps 6, central Oxford

Luxury Oxfordshire Cottage | Dogs | Pub

Witney Loft Apartment with Sheltered Parking

Boutique couples hideaway – "The Den"

Lovely studio apartment close to Oxford

Lux Wisteria stone Cottage Chadlington

The Little Barn
Family-friendly home rentals with a pool

The Mill House

The Pool House

Ingleby Retreat | Luxury Oxfordshire Escape

Entire guest suite in Marcham

Family friendly - rural, detached, home from home

Stunning 6 Bed Cottage & Annexe in Oxfordshire

Stylish Cotswolds Retreat w/ Heated Pool, Sleeps 8

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 | £144 | £145 | £150 | £153 | £166 | £177 | £191 | £172 | £169 | £166 | £156 | £152 |
| 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 £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
Destinations to explore
- Rentals with breakfast Headington
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- Family-friendly rentals Oxfordshire
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- Family-friendly rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Emirates Stadium
- Cotswolds AONB
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Buckingham Palace
- Stonehenge
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- Windsor Castle
- LEGOLAND® Windsor Resort
- British Museum
- Cheltenham Racecourse
- Primrose Hill
- London Eye





