Vacation rentals in Headington

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Top-rated vacation rentals in Headington

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Guest favorite
A modern kitchen and dining area are depicted, featuring a well-set dining table for eight. Stylish bar stools are arranged around a central island, complemented by sleek cabinetry and ample natural light from a skylight. Decorative touches include a vase of fresh flowers.
Home in Risinghurst
4.98 out of 5 average rating, 86 reviews

New modern 4 bed, 3.5 bath house, free parking

A modern, spacious 4-bedroom, 3.5-bath house in a quiet residential area of Risinghurst. The home is bright, comfortable, and well equipped, with a fully fitted kitchen, fast Wi-Fi, large TV, washing machine, and free private parking. Ideal for families, professionals, and groups visiting Oxford, with easy access to the city centre, hospitals, and universities. This property is not suitable for babies or young children. There is no cot, high chair, or baby gates, more details in safety section.

Guest favorite
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.
Apartment in Headington
4.94 out of 5 average rating, 16 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
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 favorite
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
4.8 out of 5 average rating, 41 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 favorite
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, 272 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 favorite
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.
Apartment in Risinghurst
4.8 out of 5 average rating, 357 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.

Top 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, 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 favorite
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
4.9 out of 5 average rating, 88 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 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
4.95 out of 5 average rating, 80 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 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.
Condo in Cowley
5 out of 5 average rating, 30 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 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, 14 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 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, 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 vacation rentals

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Avg. priceﺩ.ﺇ419ﺩ.ﺇ430ﺩ.ﺇ448ﺩ.ﺇ455ﺩ.ﺇ466ﺩ.ﺇ496ﺩ.ﺇ536ﺩ.ﺇ547ﺩ.ﺇ510ﺩ.ﺇ481ﺩ.ﺇ455ﺩ.ﺇ474
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Quick stats about vacation rentals in Headington

  • Total vacation rentals

    Explore 1,140 vacation rentals in Headington

  • Nightly prices starting at

    Headington vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 55,980 verified reviews to help you choose

  • Family-friendly vacation rentals

    420 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 140 rentals that welcome pets

  • Rentals with dedicated workspaces

    570 properties have a dedicated workspace

  • Wi-Fi availability

    1,110 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

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