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 in Marston
4.88 out of 5 average rating, 143 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 compact kitchen area features a multi-tiered shelving unit displaying dishware, glassware, and containers. A microwave and kettle are positioned on the counter, alongside a toaster. A small refrigerator is situated below, with a basket containing snacks. Water bottles are also visible.
Guest suite in Headington
4.82 out of 5 average rating, 33 reviews

Stylish Garden Studio

Enjoy a stylish experience at this centrally-located place. With all amenities for a convenient and comfortable stay in Oxford. Easy and regular bus routes into Oxford City centre and surrounding places. Walkable distance to hospitals, shops and restaurants. A welcome pack on arrival gives details and recommendations required, such as Wi-Fi and places to visit etc. Very good for those on a budget as this is rare in Oxford to find. Would be a great option for students and professionals alike.

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 in Headington
4.91 out of 5 average rating, 43 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.

Guest favourite
The living area features a comfortable sofa adorned with decorative cushions and a modern television on a stylish cabinet. Natural light enters through a large window, illuminating a dining table set for four. A vibrant area rug adds a touch of warmth to the space.
Flat in Headington
4.92 out of 5 average rating, 13 reviews

Cosy 2-Bed Flat Central Headington 2x Free Parking

Welcome to Your Home Away from Home in Central Headington situated outside the congestion zones. Stylish, fully furnished 2-bedroom property offers a perfect blend of comfort, convenience, and modern living in one of Oxford’s most desirable neighbourhoods. Ideally suited for professionals, medical staff, students, or visiting guests, the home provides a peaceful retreat with excellent access to Oxford's hospitals, universities, and city centre. Enjoy privacy, comfort, and a prime location.

Superhost
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
4.77 out of 5 average rating, 35 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 in Headington
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.

Guest favourite
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 in Risinghurst
4.8 out of 5 average rating, 352 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
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, 81 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, 81 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 in Headington
4.95 out of 5 average rating, 75 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 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 in Headington
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 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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Avg. price$147 SGD$150 SGD$157 SGD$159 SGD$163 SGD$174 SGD$188 SGD$192 SGD$179 SGD$162 SGD$147 SGD$152 SGD
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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 $13 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    1,050 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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  3. England
  4. Oxfordshire
  5. Headington