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Holiday rentals in Headington

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Top-rated holiday rentals in Headington

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Guest favourite
A well-lit bedroom features a king-size bed with soft linens, accented by a vibrant turquoise throw and rolled towels. Two bedside tables hold lamps, and a colorful artwork adorns the wall. Floor-to-ceiling curtains frame the outdoor view, enhancing the bright and airy atmosphere.
Guest suite
4.88 out of 5 average rating, 145 reviews

Katie modern one bed --Lily

Welcome to my one bedroom contemporarily decorated ground floor space. A bedroom with a king-size bed, a toilet and an open bath, and a tea area are all private for you. Ideally situated at Marston, the house is located in a quiet area and provides easy access to the heart of Oxford, John Radcliffe Hospital. One off road free parking is available. House rules: Volume must be kept down between 10.30pm to 7am to minimise disturbances to others. Water pipes can be loud. Strictly no party or event.

Guest favourite
The outdoor patio features a smooth stone pathway leading to a glass door entrance. Lush greenery surrounds the area, creating an inviting space. Warm lighting fixtures can be seen on the exterior walls, enhancing the tranquil ambiance of the courtyard.
Home
4.89 out of 5 average rating, 46 reviews

3-Bed home with Garden & Parking

Experience Oxford in this beautifully maintained 3-bedroom house, ideally in a peaceful community across from a park. The house features a lovely garden, perfect for enjoying morning coffee or evening relaxation. Inside, you'll find a bright, open kitchen and dining area, ideal for family gatherings after a day of exploring. The private parking space and close proximity to Oxford Brookes University and Churchill Hospital make this home a perfect choice for both short and long stays in Oxford.

Superhost
A spacious bedroom features a wooden bed with a light green bedspread and a yellow accent pillow. A wooden wardrobe stands against the wall, and a decorative fireplace adds character. Soft gray carpeting complements the neutral walls, creating a calming environment.
Home
4.87 out of 5 average rating, 170 reviews

Sleep & Stay Oxford - Beautiful Victorian House

*Refurbished 2025* Beautiful Oxford townhouse just a gentle stroll away from the historic university. A very short walk away is the historic university parks, the historic university, town center, the vibrant Cowley road & the JR hospital are all reachable on foot in 15 minutes. I live opposite and have a driveway for guests free of charge should they need this and am readily available should you have any questions. High Speed Fibre optic WIFI is present in the house and smart TV.

Guest favourite
A modern kitchen area features sleek cabinetry and a marble countertop. Essential appliances are present, including a gas stove and a washing machine. The space is organized, with dining items and cookware visible on the shelves, providing functionality and convenience for guest use.
Cottage
4.78 out of 5 average rating, 36 reviews

Cosy Cottage Stay in Headington

A beautifully restored 1-bedroom hideaway, Located in the heart of Quarry. The cottage is just a short walk from the tranquil C.S. Lewis Nature Reserve, a woodland haven that inspired Narnia and his final resting place at Holy Trinity Church. Whether you’re exploring Oxford or the surrounding villages, this charming stone-built cottages offers a characterful and convenient base. Located next to a lively local pub, it’s ideal for those who enjoy a sociable setting with countryside charm.

Superhost
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
4.85 out of 5 average rating, 269 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.

Superhost
A bright living area is featured, showcasing a comfortable blue couch complemented by a yellow pillow and a textured throw. A small round table sits nearby, topped with a potted plant. Natural light streams through large windows adorned with blinds.
Flat
4.8 out of 5 average rating, 353 reviews

Modern Oxford Flat

We would like to reassure our guests that we are undertaking all the necessary precautions to help minimise the spread of COVID-19 (Coranovirus) and are following government guide lines. Our flat is self contained and cleaned to a very high standard. The property is a converted modern and refurnished flat with excellent light and insulation. Quiet location with shop and bus stop on the doorstep. Easy and short distance to Hospitals, Headington, City Centre and London bus stop.

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.
Guest house
4.9 out of 5 average rating, 83 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.

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.
Guest house
4.95 out of 5 average rating, 77 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.

Top guest favourite
A spacious living area features a large, comfortable sofa adorned with soft cushions. Natural light enters through a nearby glass door that leads to a balcony, enhancing the airy atmosphere. A blue rug is placed on the floor, complementing the modern decor.
Apartment
5 out of 5 average rating, 29 reviews

Light and modern Oxford apartment - free parking

A spacious and modern one bedroom apartment just off the famous Cowley Road. Close to shops, cafes and restaurants. The building is tucked away from the main road, providing a peaceful stay away from the city yet still within easy reach. There is a dedicated parking space, balcony, fully equipped kitchen, washer/dryer and dining area easily converted into a work station. There is a comfortable double bed, a smart tv and large comfortable Loaf sofa.

Guest favourite
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.
Flat
5 out of 5 average rating, 13 reviews

Luxe Penthouse on Cuckoo Lane

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!

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.
Flat
4.99 out of 5 average rating, 79 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 bright bedroom features a spacious bed with striped bedding, framed by a backdrop of natural wood paneling. A modern armchair and bedside table are positioned beside the bed. Large windows allow natural light to fill the room, enhancing the clean and contemporary design.
Flat
4.69 out of 5 average rating, 51 reviews

** 1 Ashbrook Windmill - Luxury split level 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 1 is a is a brand new high specification first floor serviced apartment in the Headington area of Oxford. It comes with secure off street parking, unlimited high speed internet and weekly clean with towel and linen change. Pets incur additional cost.

Popular amenities for Headington holiday rentals

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Quick stats about holiday rentals in Headington

  • Total holiday rentals

    Explore 1,140 holiday rentals in Headington

  • Nightly prices starting at

    Headington holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 55,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    570 properties have a dedicated workspace

  • Wifi availability

    1,110 of Headington holiday rentals include wifi 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

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  2. United Kingdom
  3. England
  4. Oxfordshire
  5. Headington