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 ﺩ.ﺇ 37 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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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.

ValueFamilyCondition

Guest favorite
Home in Headington
4.9 out of 5 average rating, 10 reviews

Modern 4 Bed inc. Garden Annexe & Parking - Oxford

Bright, spacious home with garden annex for 8 guests (2 x Double 1 x Queen 1 x Double Sofa). Boasting; Parking / Garden / Smart TV / Kitchen & Skylight / Dishwasher / Washer & Dryer / Bath & Shower / Desk & Chair. Located in Headington, just a 10 minute drive to Oxford city centre and famous college grounds. Accessible via the no. 10 bus which also ventures to Cowley Centre (retail centre), Cowley Road (lined with eclectic restaurants, trendy coffee shops and bars) and JR Hospital.

LocationCleanlinessHospitality

Guest favorite
Apartment in Northway
4.83 out of 5 average rating, 133 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.

LocationFamilyLong stay

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 *

FamilyLocationCleanliness

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, 121 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.

ValueFamilyWalkability

Superhost
Apartment in Headington
4.8 out of 5 average rating, 5 reviews

Bell House Oxford - The Chalet

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

LocationParkingNearby

Superhost
Apartment in Headington
4.78 out of 5 average rating, 27 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.

ValueLocationParking

Top guest favorite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guesthouse in Garsington
4.95 out of 5 average rating, 570 reviews

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.

FamilyLocationPool

Guest favorite
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, 136 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.

ValueLocationAmenities

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.

LocationValueOutdoor spaces

Guest favorite
Home in Headington
5 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

LocationFamilyCleanliness

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.

ValueFamilyBathroom

Popular amenities for Headington vacation rentals

When is the best time to visit Headington?

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