Headington holiday rentals

We found 162 holiday rentals — enter your dates for availability
Discover a selection of 21 homes, 23 apartments and other holiday rentals in Headington that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. You'll be sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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Why visit Headington

  • Quirky landmarks: Discover the iconic Headington Shark, a unique and amusing sculpture that attracts visitors and sparks curiosity.
  • Rich history: Explore local historical sites and charming churches that highlight the suburb's fascinating past.
  • Scenic parks: Enjoy leisurely walks and outdoor activities in Headington's picturesque parks, perfect for families and nature lovers.
  • Cultural experiences: Immerse yourself in the vibrant community atmosphere, with local shops and cultural landmarks to explore.
  • Diverse accommodation: Choose from a variety of lodging options, including apartments and cottages, to suit any traveller's needs.

Popular types of accommodation around Headington

Headington, a charming suburb of Oxford, offers a delightful blend of history and modern living. Visitors can explore the iconic Headington Shark, a quirky landmark, or enjoy leisurely walks in the picturesque parks. With a variety of accommodation options, including apartments, private holiday homes, and cottages, Headington caters to all needs, whether you're seeking student accommodation or affordable stays. Experience the warmth and character of this vibrant neighbourhood during your holiday in Headington.

  • Apartments: A top choice for visitors, these modern and comfortable spaces offer a home-like atmosphere in the heart of Headington.
  • Private Holiday Homes: Ideal for families or groups, these self-catering residences provide ample space and privacy for a relaxing stay.
  • Cottages: Charming and quaint, these traditional dwellings offer a cosy retreat with a touch of character, perfect for a peaceful getaway.
  • Chalets: Often nestled in scenic areas, chalets provide a unique experience with rustic appeal and a connection to nature.
  • Cabins: These quaint lodgings offer a rustic charm and are perfect for those seeking a tranquil escape amidst nature.**

Top attractions in and around Headington

Headington, a charming suburb of Oxford, offers a delightful blend of culture and history. Visitors can explore notable landmarks such as beautiful churches and the intriguing history museum, showcasing the area's rich past. Enjoy outdoor activities in the picturesque surroundings, perfect for families and culture enthusiasts alike. Headington provides a unique glimpse into local life, making it an ideal destination for those seeking a vibrant yet relaxed atmosphere during their holiday.

  • Headington Shark: A striking public art piece in Headington that embodies urban culture and city vibes, offering a quirky, thought-provoking experience.
  • Blenheim Palace: A historic palace situated 14km from Headington, celebrated for its cultural heritage and majestic architecture.
  • Oxford Castle: A castle located 5km from Headington, exuding a blend of cultural depth and romantic charm.

Things to do recommended for couples

If you're seeking a romantic getaway in Headington, Oxford, explore the picturesque streets hand-in-hand, visit the serene University Parks, or indulge in a candlelit dinner at a charming local restaurant. Don't forget to take a leisurely walk to the iconic Headington Shark for a quirky photo opportunity.

Things to do recommended for families

Families visiting Headington can explore the beautiful Headington Hill Park, enjoy a fun day at the Oxford University Museum of Natural History, and take a leisurely stroll around the picturesque streets, discovering local shops and cafes. The nearby Oxford Botanic Garden offers a delightful escape for everyone.

Things to do recommended for groups

Groups visiting Headington can experience the thrill of High Ropes Oxford, an exhilarating zipline and ropes course located 13km away. Enjoy the adventure and outdoor vibes while bonding with friends in this exciting setting.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Whether you're journeying with a group, travelling as a family, accompanied by your pets or seeking extended stays, ensure you set the appropriate filters. Here are a few Stayz booking tips for you.

  • Traveling to Headington with a group: Consider the number of bedrooms required, along with facilities like a fully equipped kitchen or an outdoor area suitable for a group gathering. Thankfully, you can refine your search for all these features—and many more—on Stayz.
  • Traveling to Headington with young kids: Traveling with young children can be challenging. You must ensure their comfort and safety, along with age-appropriate facilities, such as a private swimming pool, and it's advisable to consider your proximity to family-friendly attractions.
  • Taking your pets with you to Headington: For many, a family holiday isn’t complete without their four-legged companion by their side. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels truly at home.
  • Planning for a long term stay visiting Headington: If you're seeking holiday lets offering discounts for stays of a month or more, you've come to the right place. By applying the appropriate filter, you can effortlessly locate and save on monthly rentals. You might also want to enhance your search by including options for a parking space, a well-equipped kitchen, or a private pool.

Where to stay near Headington

Experience the charm of Headington, Oxford, where urban vibrancy meets historical allure. Explore central Headington's cultural landmarks, enjoy leisurely shopping in Headington Oxford, and soak up the friendly, relaxed atmosphere. This neighbourhood offers a blend of business and city vibes in a scenic setting, making it a superb destination for a memorable holiday experience.

  • Oxford: Oxford is a historic city that offers a rich blend of family, culture themed and city experiences. Nestled in the heart of the region, it is renowned for its prestigious educational institutions and landmarks. Visitors can explore a variety of attractions, including a celebrated historic college university, a striking monument, and a venerable historic palace. The city's vibrant atmosphere is complemented by its diverse shopping centres and malls, making it a perfect destination for those seeking both cultural immersion and urban exploration.
  • Oxford City Centre: Located 3km from Headington, Oxford City Centre is a bustling neighbourhood known for its cultural vibrancy and family-friendly ambience. With a mix of education hubs, shopping areas and centres, this locale offers travellers a well-rounded city experience. Prominent nearby attractions include a historic college university, a notable monument and a charming street, all contributing to a lively urban exploration that is both engaging and memorable.
  • East Oxford: East Oxford, also just 3km from Headington, is a neighbourhood that caters to those with a taste for culture, outdoor pursuits and adventure. The area is marked by its educational venues, recreational spaces and even motor racing attractions, offering a diverse range of activities. Notable landmarks include a historic college university, an evocative monument and proximity to a national park, making it an ideal destination for travellers seeking a blend of cultural and adventurous experiences.

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 Stayz is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can significantly affect pricing. Moreover, opting for a longer stay can often result in substantial savings. To discover the ideal Stayz property that suits your budget, feel free to utilise our filters to refine your search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up where you last paused, or manage and organise your travel arrangements. Properties you’ve previously saved or booked are now easily accessible under Potential, Upcoming, or Current Trips. To start using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Headington?
Houses are the most popular type of holiday home in Headington, according to our data. Even if you have something else in mind, Stayz has holiday homes in all shapes and sizes. Look over our options to find your perfect pad.
How much does it cost to rent a holiday home in Headington?
The average price for a holiday home 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 cosy 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 holiday 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 Stayz by entering the dates you'll be travelling. 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 holiday homes 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 holiday homes on Stayz. Simply enter your travel dates then check our "Pets allowed" filter box.
What are popular home amenities in Headington?
Tennis, a swimming pool and a garden top the list of most popular home amenities in Headington. Whether you're planning to travel by yourself, with your other half or a bunch of friends, Stayz will help you find a holiday home that suits your tastes with a load of extras you'll love.
Are there large group holiday homes in Headington?
Yes, you'll find 10 holiday 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 holiday homes in Headington that welcome kids?
Gather the whole crew for an unforgettable adventure in Headington at one of our 21 family-friendly holiday 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 favourite.
What are the top attractions for families in Headington?
Keeping the kids happy during your Headington holiday is a snap with these exciting family-friendly attractions:

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

Are there one-bedroom holiday homes in Headington?
You can choose from three one-bedroom homes in Headington. Whether you're looking for an apartment or a condo, Stayz'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 holiday homes in Headington?
Gather your nearest and dearest and experience complete comfort and privacy in one of the 10 two-bedroom holiday homes Headington has to offer.
Are there holiday homes with WiFi in Headington?
You can choose from nine holiday homes 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 Stayz.
How old do you have to be to rent a holiday home in Headington?
The minimum age allowed can differ across properties on Stayz, so be sure to look at the rules of the holiday home in Headington you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Headington for?
The amount of time you can rent a Headington holiday home 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 holiday homes may also offer discounted weekly or monthly prices, so you can stay longer for less money.