Vacation rentals in Headington

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Quick stats about vacation rentals in Headington

  • Total vacation rentals

    Explore 1,250 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 56,970 verified reviews to help you choose

  • Family-friendly vacation rentals

    450 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    560 properties have a dedicated workspace

  • Wi-Fi availability

    1,210 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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Superhost
A living area is present featuring a grey sofa with decorative cushions. A coffee table, adorned with fruit and a plant, is positioned in front. The kitchen bar area, equipped with two stools, is visible in the background. A vibrant wall art adds a splash of color.
Apartment in Headington
4.87 out of 5 average rating, 89 reviews

Dove Apartments

Enjoy a relaxing stay at our stylish comfortable one-bedroom apartment in Headington. The ground floor apartment includes a fully equipped kitchen, with hob, oven, fridge, dishwasher, washing machine, kettle, toaster, microwave and breakfast bar. Bedroom with double bed, bedside cabinet, chest of drawers and hanging space, French doors with enclosed garden access. Living room contains a sofa bed (for 2), coffee table, additional seating and flat screen TV. There is off road parking available.

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, 90 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, 32 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 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
4.96 out of 5 average rating, 91 reviews

Detached Cottage Near JR Hospital + 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 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, 68 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 favorite
A spacious bedroom features a large bed adorned with decorative pillows and a textured throw. Flanking the bed, two windows provide natural light. A bench in front of the bed complements the elegant decor, which is highlighted by an art piece of foliage on the wall.
Apartment in Headington
5 out of 5 average rating, 22 reviews

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!

Guest favorite
Apartment in Headington
5 out of 5 average rating, 8 reviews

Bell House Oxford - The Cloakroom

Bell House Oxford - The Cloakroom is a compact ground floor studio in vibrant Headington, ideal for solo travellers or couples. It features a double bed, dining area, small kitchen area and modern en suite with rain shower. Bright and thoughtfully designed, it offers on-site parking, a shared garden, and high-speed Wi-Fi. Perfect for business or academic stays, with easy access to hospitals, research centres and Oxford University.

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

Superhost
The living area includes a comfortable sofa and a wall-mounted television. A dining table with four chairs is positioned nearby, surrounded by large windows that allow natural light to fill the space. Light wood flooring complements the neutral wall tones.
Apartment in Headington
4.74 out of 5 average rating, 110 reviews

Headington Shark Apartment

SHORT LET - A fully furnished and equipped 1 bedroom apartment situated in the middle of Headington, under the shadow of the famous Shark Landmark and within 100m of Headington's cafes, restaurants, shops, supermarkets and local shops as well as within walking distance of the John Radcliffe, Nuffield, Manor and Churchill Hospitals. There is a regular bus service into Oxford City Centre, London, Woodstock and beyond.

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, 92 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.

Superhost
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
4.82 out of 5 average rating, 73 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.

Superhost
The studio's interior showcases an open layout with wooden flooring and high ceilings featuring exposed beams. A modern kitchenette is visible on the right, complemented by warm yellow curtains. A cozy seating area is positioned in the background, illuminated by natural light through the windows.
Apartment in Oxford
4.83 out of 5 average rating, 308 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

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Avg. priceﺩ.ﺇ 448ﺩ.ﺇ 444ﺩ.ﺇ 466ﺩ.ﺇ 455ﺩ.ﺇ 466ﺩ.ﺇ 496ﺩ.ﺇ 536ﺩ.ﺇ 547ﺩ.ﺇ 510ﺩ.ﺇ 481ﺩ.ﺇ 455ﺩ.ﺇ 474
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