Holiday rentals in Headington

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Top-rated holiday rentals in Headington

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Superhost
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 in Marston
4.88 out of 5 average rating, 147 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
A gravel and stone pathway winds through a garden area surrounded by lush greenery and tall hedges. A large tree provides shade, while an adjacent area features a smooth concrete surface, offering a versatile outdoor space for relaxation or activities.
Home in Headington
4.9 out of 5 average rating, 49 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
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, 92 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
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 in Risinghurst
4.81 out of 5 average rating, 42 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.

Guest favourite
Guest suite in Headington
4.85 out of 5 average rating, 273 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 favourite
Flat in Risinghurst
4.8 out of 5 average rating, 360 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 modern studio interior features a comfortable bed with white linens and decorative pillows. Large glass doors provide natural light and open to an outdoor area. A small dining table and chairs are positioned beside the seating area. A stylish mirror adds depth to the design.
Guest house in Cowley
4.96 out of 5 average rating, 27 reviews

Luxurious Studio. Free parking

Bright and spacious studio with its own private entrance, thoughtfully designed for complete privacy—ideal for travellers who need a quiet space to work or those visiting for a relaxing vacation. Filled with natural light, it offers a calm, modern atmosphere with a large bathroom and peaceful outdoor area for breaks or unwinding. A work-friendly area, reliable Wi-Fi, and tranquil surroundings make it easy to stay productive or simply relax. Private on-site parking included.

Top guest favourite
A dining area is presented with a round wooden table set for four, surrounded by light wooden chairs. A soft rug covers the floor, and a fireplace adds character. A mirror above the mantel reflects soft lighting, enhancing the room's inviting feel.
Home in Headington
4.98 out of 5 average rating, 82 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.
Guest house in Headington
4.9 out of 5 average rating, 91 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
Guest house in Headington
4.95 out of 5 average rating, 81 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 favourite
Flat in Headington
5 out of 5 average rating, 16 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
Flat in Headington
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.

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 $13 SGD 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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