Vacation rentals in Headington

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Quick stats about vacation rentals in Headington

  • Total vacation rentals

    Explore 1,260 vacation rentals in Headington

  • Nightly prices starting at

    Headington vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 59,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    460 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Rentals with dedicated workspaces

    610 properties have a dedicated workspace

  • Wi-Fi availability

    1,250 of Headington vacation 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 vacation rentals in Headington

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

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Top guest favorite
The exterior of the brick cottage is visible, showcasing a traditional design with a sloped roof. Large windows allow natural light to enter, framed by lush greenery and garden boxes. The setting features a well-maintained lawn, enhancing the peaceful surroundings.
Cottage in Headington
4.94 out of 5 average rating, 144 reviews

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.

Guest favorite
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 favorite
Apartment in Headington
5.0 out of 5 average rating, 11 reviews

Bell House Oxford - The Noke

Bell House Oxford - The Noke is a bright, self-contained annexe in vibrant Headington, ideal for solo travellers or couples. It features a sitting area with sofa, Smart TV, dining space, fully equipped kitchen and modern en suite with rain shower. Upstairs, a cosy double bedroom with skylight offers a peaceful retreat. Guests enjoy on site parking, shared garden access and high speed WIFI - perfect for business or academic stays near Oxford's hospitals and university departments.

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
4.87 out of 5 average rating, 123 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 favorite
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 *

Top guest favorite
A cozy bedroom features a spacious bed dressed in neutral tones and accented with a decorative striped pillow. A blue throw blanket is spread across the bed. A tea set, complete with a teapot and a cup, is arranged on a tray next to a small vase with flowers.
Home in Headington
4.97 out of 5 average rating, 38 reviews

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.

Top guest favorite
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 favorite
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

Superhost
An elegantly designed kitchen is equipped with modern appliances, including an oven and stovetop. A high-backed wooden dining set for four is positioned near a window. Stylish copper accents complement the sleek cabinetry and countertops, enhancing the contemporary aesthetic.
Apartment in Headington
4.85 out of 5 average rating, 55 reviews

** 4 Ashbrook Windmill - Luxury second floor 2 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 4 is a brand new, high specification second floor, two bedroom serviced apartment in the Headington area of Oxford. The apartment comes with off street parking, unlimited high speed internet and weekly clean with towel and linen change. Pets incur additional cost

Top guest favorite
An open-plan studio layout showcases a cozy sitting area with a gray sofa, complemented by a vibrant rug. Natural light fills the space through large windows, illuminating the dining table and spacious bed. Art pieces adorn the walls, adding character to the room.
Apartment in Headington
4.99 out of 5 average rating, 101 reviews

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.

Guest favorite
Home in Headington
4.88 out of 5 average rating, 59 reviews

3-Bedroom Luxury Villa, Oxford, Free Parking, WiFi

Welcome to our exceptional 3-bedroom luxury villa in Oxford, just minutes from the JR Hospital and city centre. Located on prestigious Jack Straw Lane, this stylish home blends modern elegance with comfort. Perfect for business or leisure, it offers quick access to Oxford landmarks, including Brookes University. Beautifully furnished with high-end finishes, it’s the ideal base for a refined and relaxing stay.

Superhost
Apartment in Oxford
4.83 out of 5 average rating, 316 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 vacation rentals

When is the best time to visit Headington?

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Avg. priceG$25,518 GYDG$25,309 GYDG$26,564 GYDG$28,656 GYDG$30,957 GYDG$32,839 GYDG$30,538 GYDG$31,166 GYDG$29,074 GYDG$27,401 GYDG$25,937 GYDG$26,983 GYD
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