Holiday houses in Headington

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Quick stats about holiday rentals in Headington

  • Total holiday rentals

    Explore 1,260 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 59,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    460 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    610 properties have a dedicated workspace

  • Wi-Fi availability

    1,250 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

Top-rated holiday rentals in Headington

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
Home in Headington
5.0 out of 5 average rating, 5 reviews

Modern 3BR | Parking | Oxford Brookes | Hospital

🏳 Spencer & Jackson Short Lets & Serviced Accommodation Oxford 🏳 Spencer & Jackson welcome you to our stunning 3-bed house in the heart of Headington, Oxford with 1 free allocated parking space! Set across 2 spacious floors, this newly renovated home is ideal for groups and families. Just a short journey into Oxford City Centre. 🏡 3 - Bedroom House 🗝 Sleeps Up to 5 Guests 🗝 Bedroom 1 - 1 x Double Bed 🗝 Bedroom 2 - 1 x Double Bed 🗝 Bedroom 3 - 1 x Single Bed 🗝 Bathrooms x 2 🗝 Garden

Guest favourite
A well-lit bedroom features a spacious bed adorned with a light blue patterned duvet and decorative pillows. Soft towels are neatly arranged on the bed. A stylish mirror and framed artwork complement the grey walls, with a welcoming entrance visible in the background.
Guest suite in Headington
4.86 out of 5 average rating, 283 reviews

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.

Guest favourite
Apartment in Northway
4.83 out of 5 average rating, 131 reviews

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.

Superhost
A living area features a dark blue sofa with a patterned throw pillow. A wooden coffee table sits in front, adorned with decorative items. A television and kitchen appliances are visible, while a sliding partition leads to a sleeping area with a light-colored bed and warm wall colors.
Guesthouse in Headington
4.88 out of 5 average rating, 119 reviews

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.

Guest favourite
An open-plan living area showcases a combination of a light grey sofa, an inviting green armchair, and a central coffee table resting on a soft rug. A flat screen TV is mounted against a clean white wall, and a decorative fireplace adds character to the space.
Home in Headington
4.98 out of 5 average rating, 95 reviews

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 *

Superhost
Apartment in Headington
4.77 out of 5 average rating, 26 reviews

** 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.

Superhost
An inviting open-plan living area features a comfortable sofa with accent cushions, while a dining table is set with pastries and fresh fruit. A modern kitchen area showcases sleek cabinetry and a tiled backsplash. Bright natural light fills the space, enhancing the cheerful decor.
Apartment in Headington
4.78 out of 5 average rating, 134 reviews

Cozy 1BR in Headington, Oxford w/ off-road Parking

Our cozy one bedroom apartment in Headington, Oxford is the perfect home away from home. With its newly renovated interior, underfloor heating, and private parking, you'll have everything you need for a comfortable and convenient stay. The apartment is fully equipped with a 50 inch TV and a fully equipped kitchen, so you can enjoy all the comforts of home. The bright and fun decor will make you feel right at home as soon as you walk through the door.

Top Guest favourite
A bright bedroom showcases a spacious bed with a textured duvet and cushions. A wall shelf holds books, while a black armchair complements the light wood furnishings. Natural light filters through two windows, providing a view of the greenery outside.
Apartment in Headington
4.97 out of 5 average rating, 79 reviews

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.

Guest favourite
Home in Headington
5.0 out of 5 average rating, 10 reviews

Oxford 3-Bed House | Garden | Parking for 2

Spacious 3 bedroom house with garden and parking for 2 cars, located on London Road on the eastern edge of Oxford. Sleeps up to 7 guests (king, 2 doubles, 1 single) with a bright living room, separate dining room, fully equipped kitchen and 1.5 bathrooms. Close to JR Hospital, Churchill Hospital and Oxford Brookes University, with excellent bus links to Oxford city centre and London. Easy access to the A40, M40 and Oxford Ring Road

Guest favourite
A mezzanine bedroom features a spacious bed adorned with green accent pillows. A decorative plant adds a natural touch. Soft light filters through the angled windows, illuminating warm wood tones and the surrounding textured walls. A wooden table displays neatly stacked towels, enhancing the room’s comfort.
Condo in Oxfordshire
4.84 out of 5 average rating, 82 reviews

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.

Top Guest favourite
A spacious bedroom displays rustic wooden beams and a wooden king size bed adorned with dark blue cushions. A framed artwork featuring a heron is mounted on the wall, complementing the warm-toned decor. A mirror and bedside tables add functionality to the calming space.
Home in Marston
5.0 out of 5 average rating, 210 reviews

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.

Superhost
Apartment in Oxford
4.83 out of 5 average rating, 315 reviews

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.

Popular amenities for Headington holiday rentals

When is the best time to visit Headington?

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