Headington vacation rentals

We found 129 vacation rentals — enter your dates for availability

Discover a selection of 17 homes, 16 apartments, and other vacation rentals in Headington that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, which might include a fireplace and a washer and dryer. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.
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Find out more about Headington

Find out more about Headington

Why visit Headington

  1. Cultural Heritage: Explore historic universities and libraries that showcase Headington's rich cultural history.
  2. Scenic Beauty: Stroll through picturesque Headington Quarry and enjoy the charming local shops.
  3. Family-Friendly Activities: Ideal for family vacations, with plenty of attractions suitable for all ages.
  4. Welcoming Atmosphere: Experience the friendly community vibe that makes Headington feel like home.
  5. Diverse Accommodations: Choose from cozy apartments to charming cottages for a comfortable stay.

Popular types of accommodation around Headington

At our vacation rental platform, we offer a variety of accommodations in Headington to suit your needs. Whether you're seeking cozy apartments, spacious houses, or charming cottages, we have something for everyone. Explore our selection of bedroom properties and house rentals to find the perfect getaway for your group. With transparent information and great savings, your ideal Headington retreat is just a click away!

  • Apartments: The most sought-after option for visitors in Headington, offering convenience and comfort for solo travellers and families alike.
  • Houses: A popular choice for groups or families, these homes provide a home-like atmosphere with added privacy.
  • Cottages: Ideal for a quaint and peaceful retreat, these charming dwellings are perfect for a cozy getaway.
  • Cabins: Offering a rustic experience, cabins are great for those who appreciate nature and tranquility.
  • Chalets: A delightful option for those seeking a unique stay, combining charm with comfort in a picturesque setting.**

Top attractions around Headington

Headington offers a delightful blend of culture, history, and family-friendly activities, making it an ideal destination for various types of vacations. Visitors can explore historic and modern universities, as well as libraries, providing rich cultural experiences. Whether you're on a family trip or seeking a business-themed getaway, Headington has plenty to offer. Be sure to include a visit to local points of interest to fully enjoy your stay in this charming area of Oxford.

  1. University of Oxford: A historic institution renowned for its academic excellence, offering a rich cultural experience with stunning architecture and beautiful gardens, located 3.2km from Headington.
  2. Christ Church College: A magnificent college and church known for its impressive dining hall and stunning chapel, steeped in history and culture, situated 4.8km from Headington.
  3. Bodleian Library: One of the oldest libraries in Europe, boasting a vast collection of books and manuscripts, perfect for families and culture enthusiasts alike, located 3.2km from Headington.

Things to do recommended for couples

For a romantic getaway near Headington, explore Brightwell Vineyard, just 17.7km away, or visit Hundred Hills and Daws Hill Vineyard, both about 24.1km distant. Enjoy wine tastings in a charming setting that radiates romance and entertainment, perfect for couples looking to unwind together.

Things to do recommended for families

Your family vacation in Headington, Oxford, promises fun-filled experiences! Enjoy sports at Kassam Stadium, unwind at the serene Port Meadow, and skate with excitement at Oxford Ice Rink. Each destination offers unique vibes perfect for family bonding and adventure!

Things to do recommended for groups

Groups visiting Headington can enjoy a captivating performance at the New Theatre Oxford, explore the vibrant Covered Market, and unwind with a round of golf at the nearby Southfield Golf Club, embracing the local culture, commerce, and outdoor activities.

What do I need to keep in mind when booking a vacation around Headington

When you're planning a trip—whether with a group, family, pets, or for an extended stay—be sure to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Headington with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Headington with young kids: Travelling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Headington: For many, a family getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Headington: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Headington

Headington, a charming neighbourhood of Oxford, offers a delightful blend of culture, history, and scenic beauty. Wander through the quaint Headington shops, explore the picturesque Headington Quarry, and experience the welcoming atmosphere in the heart of Headington. With its urban vibe and friendly locals, this area is perfect for family vacations or solo explorations, all within walking distance of captivating sights. Enjoy a relaxing getaway filled with unique experiences in this delightful corner of England.

  • Oxford City Centre: Oxford City Centre is a vibrant neighbourhood located approximately 3.2km from Headington. Renowned for its rich cultural heritage, this area is a must-visit for families and culture enthusiasts alike. Here, you can immerse yourself in the historic charm of the university colleges, explore quaint streets lined with boutique shops, and enjoy the lively atmosphere of local markets. The city centre is also home to several museums and galleries, making it an ideal spot for educational pursuits and leisurely exploration.
  • Cowley: Situated about 3.2km from Headington, Cowley is a lively neighbourhood perfect for families and outdoor lovers. This area boasts a dynamic mix of cultural attractions and entertainment venues, including theatres and an arena for live performances. You can catch a game at the local sports stadium or enjoy a day at the parks, which are great for picnics and outdoor activities. Cowley offers a community feel while still being close to the bustling city life, making it an enjoyable destination for all ages.
  • Stanton Saint John: Located just 3.2km from Headington, Stanton Saint John is a charming village that invites you to experience a blend of culture and adventure. This picturesque area is perfect for those who enjoy outdoor activities, with opportunities for hiking and exploring nearby national parks. The village is also home to historic landmarks and a quaint square where local events often take place. With its peaceful atmosphere and scenic beauty, Stanton Saint John offers a delightful escape from the hustle and bustle of city life.

Best time to go to Headington

If you're planning a trip to Headington, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in June to July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January38.8°F (3.8°C)Light RainMostly CloudyAverageSlightly Low
February40.1°F (4.5°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
March43.0°F (6.1°C)No Rain (Dry)Mostly CloudyAverageSlightly Low
April46.9°F (8.3°C)No Rain (Dry)Mostly CloudyAverageAverage
May52.5°F (11.4°C)Light RainMostly CloudyAverageAverage
June58.3°F (14.6°C)Light RainMostly CloudySlightly HighAverage
July62.2°F (16.8°C)Light RainMostly CloudySlightly HighSlightly High
August61.5°F (16.4°C)Light RainMostly CloudyAverageSlightly High
September57.6°F (14.2°C)No Rain (Dry)Mostly SunnySlightly HighAverage
October52.0°F (11.1°C)Light RainMostly CloudySlightly LowAverage
November45.1°F (7.3°C)Light RainMostly CloudySlightly LowAverage
December41.2°F (5.1°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform where you can create new trips, resume planning from where you last stopped, or arrange your travel details. You’ll see your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Explore the picturesque setting in Headington

Enjoy the area's live music, theater scene and monuments and make a vacation rental your home during your stay in Headington. Travelers like the shark watching, bars and skyscrapers in this cosmopolitan and scenic city. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Headington

Do you want to find things to do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Headington a fun spot to vacation. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Oxfordshire Golf Club (7.9 mi / 12.7 km)
  • Bicester Golf and Country Club (8.7 mi / 14 km)
  • Frilford Heath Golf Club (9 mi / 14.5 km)
  • Millets Farm Centre (10 mi / 16.1 km)
  • Crocodiles of the World (16.5 mi / 26.6 km)
  • Oxford Greyhound Stadium (2.5 mi / 4 km)

Exploring the natural features in Headington

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Headington is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Waterperry Gardens (4.7 mi / 7.6 km)
  • Rousham House and Gardens (11.4 mi / 18.3 km)
  • Thames Path (16.5 mi / 26.5 km)
  • Chiltern Hills (19.3 mi / 31 km)
  • North Wessex Downs (27.2 mi / 43.7 km)
  • Shotover Country Park (1 mi / 1.6 km)

How to get to and around Headington

Fly into Oxford (OXF), the closest airport, located 6.7 mi (10.8 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental in Headington?
In Headington, vacation houses are the most popular type of rental, with around 15 available throughout the area. These houses typically offer spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also feature private gardens or outdoor spaces, superb for relaxing after a day exploring the local parks and attractions. Additionally, there are about 11 apartments, which provide a more compact and convenient option for couples or solo travellers. These apartments usually come with modern amenities and comfortable living areas. Villas and cottages are also available in several quantities, offering unique character and charm, along with outdoor spaces for leisurely afternoons.
How much does it cost to rent a vacation home in Headington?
Prices for vacation rentals in Headington vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Headington to more spacious homes.
Are there any discounts for Headington vacation house rentals?
You can find great discounts on house rentals in Headington on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Headington vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Headington with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay vacation rentals in Headington?
A long-stay vacation rental in Headington is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Headington for a vacation rental?
September is the most popular time to visit Headington, as the summer crowds begin to dwindle and the weather remains pleasantly mild. This month offers a delightful blend of outdoor activities and cultural exploration, making it an ideal time for travellers seeking both adventure and relaxation. With peak season running from July to September, visitors can experience firsthand the vibrant atmosphere of the area while enjoying comfortable temperatures averaging in the low 20s Celsius.

During this period, Headington's charming streets come alive with local events, and the nearby University of Oxford buzzes with activity as students return for the academic year. This creates a dynamic environment for sightseeing, allowing you to enjoy both historical landmarks and modern attractions without the overwhelming crowds that characterise the height of summer.

For those seeking a more budget-friendly option, consider visiting in December. This month offers a great experience, as you can enjoy the festive spirit with charming vacation decorations and local markets. The quieter atmosphere allows for leisurely strolls through the picturesque streets, making it a lovely time to appreciate the beauty of Headington.
Are there any remote work vacation rentals in Headington?
In Headington, England, there are ample remote work vacation rentals available, with around 22 options to choose from. This charming suburb of Oxford offers a delightful blend of residential comfort and convenient access to the city. Many of the properties come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desk spaces, and comfortable chairs, ensuring that you can work efficiently during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Headington vacation rental?
Book your Headington vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Headington?
In Headington, visitors can explore a blend of historical and modern attractions. The Oxford University Museum of Natural History is a key highlight, showcasing impressive exhibits and a beautiful building. Nearby, the iconic Headington Shark, a quirky local landmark, attracts curious visitors and provides a unique photo opportunity.
Can I change or cancel my Headington home rental booking on Vrbo?
To find Headington vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Headington vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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