
Holiday houses in Headington
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Headington
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

Peaceful & Convenient Oxford Apt
A comfortable two-bedroom, two-bathroom apartment with generous living space and balcony. Quiet with a woodland view, yet ideally situated for local shops, Brookes University, Ruskin College, hospitals (adjacent to the John Radcliffe and The Manor, a short walk from the Churchill and NOC) and Headington School. There is an excellent bus service from nearby stops to Central Oxford (10 mins), London and Heathrow/Gatwick airports. Guests find 76 Beech Road a relaxing and convenient venue.

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.

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.

The Pool House
Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

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.

Fig at Church Farm Retreats - Unique Country Stay
Fig is a one of a kind, stylishly furnished one bedroom self-catered holiday retreat consisting of a cosy open plan living room, separate modern kitchen, rustic wooden cladded partitioned bedroom with king size bed and 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.
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

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

1 Bedroom Flat, nice and quiet neighbourhood

Dunstan House, Luxury Holiday Home,Free Parking

Charming house, ultimate Oxford location
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $173 AUD | $172 AUD | $180 AUD | $176 AUD | $180 AUD | $192 AUD | $207 AUD | $211 AUD | $197 AUD | $186 AUD | $176 AUD | $183 AUD |
| 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 $14 AUD 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
- Rentals with breakfast Headington
- House rentals Headington
- Rentals with lake access Headington
- Rentals with a patio Headington
- Rentals with outdoor seating Headington
- Smoking-friendly rentals Headington
- Pet-friendly rentals Headington
- Condo rentals Headington
- Rentals with an EV charger Headington
- Rentals with a fireplace Headington
- Family-friendly rentals Headington
- Rentals with a washing machine and dryer Headington
- Rentals with a fire pit Headington
- Guesthouse rentals Headington
- Bed and breakfasts Headington
- Rentals with a hot tub Headington
- Serviced apartment rentals Headington
- Townhouse rentals Headington
- Apartment rentals Headington
- 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
- London Eye
- Alexandra Palace
- Blenheim Palace
- Primrose Hill





