Headington vacation rentals

We found 126 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 accommodation in Headington?
Houses are the most popular type of vacation rental in Headington, according to our data. Even if you have something else in mind, Vrbo has vacation homes in all shapes and sizes. Look over our options to find your perfect pad.
How much does it cost to rent a vacation rental in Headington?
The average price for a vacation rental in Headington depends on a number of factors, including season, property type and length of stay. Whether you're searching for a sprawling villa with space for the whole family or a cozy cottage perfect for just you and the kids, just enter your travel dates to see stays with exceptional value.
How much does it cost to rent a beach house in Headington?
The average price for a vacation home close to the beach in Headington will depend on when you'll be there and the size and style of property you want. Find prices quickly and easily on Vrbo by entering the dates you'll be traveling. Then use our filters to select the number of bedrooms and amenities that you prefer, like air conditioning, a pool and WiFi.
Are there pet-friendly vacation rentals in Headington?
Pack a squeezy toy and a bone for the pup in your life because Headington has 21 properties that roll out the welcome mat to pets. Let your happy hound join in with the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates then check our "Pets allowed" filter box.
What are popular rental amenities in Headington?
Tennis, a swimming pool and a garden top the list of most popular rental amenities in Headington. Whether you're planning to travel by yourself, with your other half or a bunch of friends, Vrbo will help you find a vacation home that suits your tastes with a load of extras you'll love.
Are there large group vacation rentals in Headington?
Yes, you'll find 10 vacation properties in Headington that can host five or more guests. From family trips to events like a friend's birthday, these stays have ample space to hang out with the people you love.
Are there vacation rentals in Headington that welcome kids?
Gather the whole crew for an unforgettable adventure in Headington at one of our 21 family-friendly vacation homes. These stays offer conveniences that are great for getaways with the little ones, like dining rooms, living rooms and private pools. Just check the "Properties good for families" filter box and choose your favorite.
What are the top attractions for families in Headington?
Keeping the kids happy during your Headington vacation is a snap with these exciting family-friendly attractions:

  • Oxford Castle
  • Ashmolean Museum
  • Museum of the History of Science

Are there one-bedroom vacation rentals in Headington?
You can choose from three one-bedroom rentals in Headington. Whether you're looking for an apartment or a condo, Vrbo's one-bedroom properties are ideal if you don't require tons of space. One of the best parts about having your own pad? You won't ever have to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Headington?
Gather your nearest and dearest and experience complete comfort and privacy in one of the 10 two-bedroom vacation homes Headington has to offer.
Are there vacation rentals with WiFi in Headington?
You can choose from nine vacation rentals with WiFi in Headington. If you want to disconnect from daily life during your escape, but still need to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in Headington?
The minimum age allowed can differ across properties on Vrbo, so be sure to look at the rules of the vacation rental in Headington you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Headington for?
The amount of time you can rent a Headington vacation rental for varies depending on the property. Simply enter your dates of travel to see available options offering longer term stays. They have all you need to make your extended getaway more enjoyable and comfortable, like kitchens and yards. Some vacation rentals may also offer discounted weekly or monthly prices, so you can stay longer for less money.

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