Holiday houses in Headington

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Top-rated holiday rentals in Headington

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Top Guest favourite
A charming cabin is framed by lush greenery, with sunlight highlighting its wooden exterior. Two white-framed windows provide a glimpse of the interior, surrounded by vibrant foliage, contributing to a sense of privacy and tranquility.
Cabin in Fyfield
5 out of 5 average rating, 30 reviews

Leafy Cabin Haven

Escape to our newly refurbished, air-conditioned and private detached cabin. Longer stays welcome. A tranquil haven perfectly situated in Iffley Borders: a 12 minute bus ride into Oxford city centre, a 10 minute walk to the river and within easy access to the ring road. The cabin has its own private entrance, patio, and section of the garden. Inside, the cabin is thoughtfully designed for your comfort and convenience. Fully equipped with its own kitchen, TV, power shower, washer/dryer.

Guest favourite
An inviting cabin interior features a spacious bed with light blue bedding. A wooden floor enhances the cozy ambiance. A small round table and blue chairs are placed nearby. A window allows natural light to fill the room, while a door leads outdoors.
Guest suite in Risinghurst
4.92 out of 5 average rating, 91 reviews

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.

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
4.97 out of 5 average rating, 74 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 *

Guest favourite
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
4.92 out of 5 average rating, 73 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.

A studio flat features a double bed covered with white linens and a green throw. A small desk is positioned next to a television mounted on the wall. An armchair is visible, while a window allows natural light to brighten the space.
Apartment in Headington
4.76 out of 5 average rating, 140 reviews

Yew Studio - Self contained one bed with parking

Self-contained one bed studio flat with its own entrance next to our house The studio flat is a new extension to our house with its own entrance. There is a double bed and a wardrobe. A small fridge/freezer and a combinational microwave cooker are also in the flat. You can cook light meals if you like. The local restaurants, shops and pubs are within a few minutes walking distance. Free WiFi. One parking space in front of the house can be provided upon request.

Top Guest favourite
A cozy open-plan studio showcases a comfortable sofa set opposite a round wooden table adorned with a black vase and decorative white flowers. The sleeping area features a spacious bed tucked against the wall, complemented by light wood shelves displaying plants and decor.
Guesthouse in Headington
4.94 out of 5 average rating, 70 reviews

Cottage Near John Radcliffe Hospital Free 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.

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, 32 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.

Top Guest favourite
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, 78 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 favourite
A contemporary living area features a dark sofa set facing a wall-mounted TV. A sleek electric fireplace is positioned nearby, and a large mirror reflects the room's light. Soft yellow curtains frame the window, while a green plant adds a touch of nature.
Apartment in Oxford
4.83 out of 5 average rating, 297 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.

A collage showcases the apartment's inviting spaces. The living room features a bright yellow sofa, desk, and large windows. The kitchen is modern with dark cabinetry and white tile. A stylish walk-in shower with a sleek black showerhead is also visible, highlighting the thoughtful design throughout.
Apartment in Headington Quarry
4.8 out of 5 average rating, 123 reviews

Lovely 1 BR Headington apartment with FREE parking

Come and stay in this stylish, newly renovated apartment, under 10 minutes walk from all the Headington shops, cafes, and restaurants. The apartment comes with free allocated parking, right by the apartment but is also close to main bus routes taking you directly to the centre of Oxford, only a 15 minute journey. You will be just off the main road and so won't be disturbed by traffic noises.

Guest favourite
A modern lounge area is presented, featuring a dark sofa paired with a wooden dining table. A soft rug lies on the floor, while a coffee table holds two glasses. Warm ceiling lights create a bright and inviting atmosphere.
Condo in Northleach
4.97 out of 5 average rating, 64 reviews

⭐️Oxford modern stylish apartment parking top floor

Entire Top floor apartment Driveway parking space. Fast WiFi (~56Mbps) Digital Self check-in Short walk to (miles) : JR Hospital 0.8, Headington town 1.2, Oxford City / University 1.8 Headington School 1.0, Oxford Brookes, 1.3 Rye St Anthony 0.8 Bicester Village 20mins (car) Smart TV Netflix, Amazon, Youtube enabled. 4 x USB sockets for mobile device charging (3.1 amps)

Guest favourite
A compact bedroom features a single wooden bed dressed in white linens and a decorative pillow. A cozy red armchair with patterned accents complements the space. Light from a modern ceiling fixture illuminates the room, with a mirrored wall and built-in closet providing functional storage.
Apartment in Oxford
4.92 out of 5 average rating, 25 reviews

Modern Self-Contained Apartment

A modern apartment offering all the required amenities; private bathroom and cooking area included, as well as parking space. Location offers fantastic links to the universities, hospitals and city centre- the bus stop is a very short walk away. Fast WiFi and smart TV Many amenities including washer/dryer, cooker with oven, kettle, toaster and microwave.

Popular amenities for Headington holiday rentals

When is the best time to visit Headington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$203 NZD$208 NZD$217 NZD$220 NZD$226 NZD$240 NZD$260 NZD$265 NZD$247 NZD$224 NZD$203 NZD$210 NZD
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Quick stats about holiday rentals in Headington

  • Total holiday rentals

    Explore 1,080 holiday rentals in Headington

  • Nightly prices starting at

    Headington holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 53,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    400 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wi-Fi availability

    1,050 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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