
Holiday houses in Headington
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Top-rated holiday rentals in Headington
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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.

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.

Spacious & Stylish Oxford Home
Stunning 2 bedroom Victorian home located in the heart of Headington, Oxford. Recently updated whilst retaining its period character features, this beautifully furnished property is the perfect place to stay while visiting Oxford. Just a 5 minute walk from Headington's London Road which is home to an abundance of restaurants and shops, and only a 10 min bus or taxi ride to Oxford's city centre. * Host My House manages this property which is owned by the Warner family *

House in Oxford
Experience Oxford at its finest from this beautifully refurbished holiday home, located in one of the city’s most sought-after neighbourhoods. Perfect for families, couples, academics, or professionals, this elegant property offers the ideal blend of comfort, style, and convenience. Off-street parking is available, and excellent public transport links make it easy to explore Oxford’s colleges, museums, and cafes, or even take a day trip to the Cotswolds or London.

Central Headington great location
This characterful and spacious period home has a private parking space and a lovely enclosed rear garden, set in a quiet residential side street in the heart of Headington. Buses to Central Oxford, London and airports are only a few steps away, along with numerous shops and Headington's vibrant array of restaurants, cafes and takeaways. Bury Knowle Park's 7 hectares of green space is just across the road, offering a range of activities and a great place to unwind.

Yew Studio - Self contained one bed with parking
Self-contained one bed studio flat with its own entrance next to our house The studio flat is a new extension to our house with its own entrance. There is a double bed and a wardrobe. A small fridge/freezer and a combinational microwave cooker are also in the flat. You can cook light meals if you like. The local restaurants, shops and pubs are within a few minutes walking distance. Free WiFi. One parking space in front of the house can be provided upon request.

Detached Cottage Near JR Hospital + Parking
Welcome to our cottage, a peaceful retreat in the HEART OF HEADINGTON. This open-plan studio comfortably accommodates up to 3 guests. Enjoy FREE PARKING, a rare perk in central Headington. Just 5 min walk to JOHN RADCLIFFE HOSPITAL and a 10m ride to OXFORD CITY CENTRE. Our cottage offers comfort, convenience, and charm, nestled on a quiet side road for a serene stay. SHOPS, RESTAURANTS and BROOKS UNIVERSITY are also within walking distance. Ultrafast Wi-Fi.

** 2 Ashbrook Windmill - Luxury ground floor 1 bedroom flat ****
Ashbrook Serviced Apartments provide over 20 serviced apartments of all sizes across Oxfordshire. See our web page for further information.Ashbrook Windmill Flat 2 is a brand new, high specification ground floor serviced apartment in the Headington area of Oxford, UK. The apartment, thoughtfully renovated in 2019, comes with secure off street parking, unlimited high speed internet and weekly clean with towel and linen change. Pets incur additional cost.

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.

Luxe Penthouse on Cuckoo Lane + JR Hospital
Can’t decide between a city break or a country getaway? Stay in this luxury penthouse overlooking Cuckoo Lane and have the best of both worlds - a modern residence close to the action yet decorated like a country pile with antiques and art. This fully furnished apartment has two large bedrooms with an open plan living and dining room which is filled with light from dawn to dusk. Perfect for exploring the City of Dreaming Spires!

West Lodge Studio
Newly renovated studio with private entrance adjoining a detached house. The apartment is set within a large, quiet garden in the attractive Old Headington conservation area. Exceptional views of the Oxfordshire countryside with access to our tennis court if requested. Easy access to Oxford by bus/car, JR hospital (5-minute walk), Headington shops and buses to London (10-minute walk). Off-street parking available.

Kazbar Apartment – Luxe Oxford Stay
Kazbar Apartment is a stylish one-bedroom duplex tucked between vibrant Cowley Road and St Clements, just 10 minutes’ walk from Oxford’s historic centre. With an airy open-plan living space, designer kitchen, and romantic mezzanine bedroom, it’s perfect for couples or solo travellers. Surrounded by eclectic cafés, bars, and galleries, this chic hideaway blends boutique comfort with Oxford’s creative spirit.
Popular amenities for Headington holiday rentals
Other great holiday rentals in Headington

Newly refurbished massive flat available

Brand New in Headington 2 minutes walk to High St

Oxford 2-Bed Apartment w/ Parking & Balcony

Cosy 2-Bedroom Haven in Picturesque Headington

Modern 1-Bed Flat Near Oxford City Centre

Large 4-bed house for up to 8 guests w/ 2x parking

Dunstan House, Luxury Holiday Home,Free Parking

Central Headington
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 NZD | $208 NZD | $218 NZD | $213 NZD | $218 NZD | $232 NZD | $250 NZD | $256 NZD | $238 NZD | $225 NZD | $213 NZD | $221 NZD |
| 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 in Headington

Total holiday rentals
Explore 1,250 holiday rentals in Headington

Nightly prices starting at
Headington holiday rentals start at $17 NZD per night before taxes and fees

Verified guest reviews
Over 56,970 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
560 properties have a dedicated workspace

Wi-Fi availability
1,210 of Headington holiday rentals include Wi-Fi 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
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