
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.

Warm and welcoming cabin 4 miles from Oxford city
Warm and welcoming newly built private cabin in popular Headington 4 miles from central Oxford's plentiful attractions such asmuseums, colleges, pubs, bars and restaurants, and new large shopping centre. Double bed, kitchenette, bathroom with electric shower. Walking distance to local shops and main road with bus stops to Oxford and London. Beautiful countryside on doorstep, great for cycling, walking and running. Bed linen and towels provided, coffee and tea. High tech heating system.

Cosy Cottage Stay in Headington
A beautifully restored 1-bedroom hideaway, Located in the heart of Quarry. The cottage is just a short walk from the tranquil C.S. Lewis Nature Reserve, a woodland haven that inspired Narnia and his final resting place at Holy Trinity Church. Whether you’re exploring Oxford or the surrounding villages, this charming stone-built cottages offers a characterful and convenient base. Located next to a lively local pub, it’s ideal for those who enjoy a sociable setting with countryside charm.

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.

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.

Luxurious Studio. Free parking
Bright and spacious studio with its own private entrance, thoughtfully designed for complete privacy—ideal for travellers who need a quiet space to work or those visiting for a relaxing vacation. Filled with natural light, it offers a calm, modern atmosphere with a large bathroom and peaceful outdoor area for breaks or unwinding. A work-friendly area, reliable Wi-Fi, and tranquil surroundings make it easy to stay productive or simply relax. Private on-site parking included.

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 *

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.

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.

Light and modern Oxford apartment - free parking
A spacious and modern one bedroom apartment just off the famous Cowley Road. Close to shops, cafes and restaurants. The building is tucked away from the main road, providing a peaceful stay away from the city yet still within easy reach. There is a dedicated parking space, balcony, fully equipped kitchen, washer/dryer and dining area easily converted into a work station. There is a comfortable double bed, a smart tv and large comfortable Loaf sofa.

Luxe Penthouse on Cuckoo Lane
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!

Bell House Oxford - The Cloakroom
Bell House Oxford - The Cloakroom is a compact ground floor studio in vibrant Headington, ideal for solo travellers or couples. It features a double bed, dining area, small kitchen area and modern en suite with rain shower. Bright and thoughtfully designed, it offers on-site parking, a shared garden, and high-speed Wi-Fi. Perfect for business or academic stays, with easy access to hospitals, research centres and Oxford University.
Popular amenities for Headington holiday rentals
Other great holiday rentals in Headington

Single Bedroom in Shared House Oxford OX3

Lovely quiet double room in central Headington

Visiting professionals/university visitors ideal

Spacious room in quiet home(Single stay)

Clean, comfortable room near hospitals & Brookes

Single Room in Headington Quarry, Oxford

Cowley, Oxford - female only

Oxford City and CS Lewis Reserve
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 NZD | $193 NZD | $202 NZD | $205 NZD | $210 NZD | $223 NZD | $241 NZD | $246 NZD | $230 NZD | $217 NZD | $205 NZD | $213 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 1,140 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 55,980 verified reviews to help you choose

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

Pet-friendly accommodation
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
570 properties have a dedicated workspace

Wi-Fi availability
1,110 of Headington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Headington rentals

4.7 Average rating
Headington stays receive an average rating of 4.7 out of 5 from guests
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