Headington holiday rentals

We found 171 holiday rentals — enter your dates for availability
Discover a selection of 22 homes, 28 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

When is the best time to visit Headington for a holiday rental?
September is the most popular month to visit Headington, a charming suburb of Oxford, England. During this time, the peak season, which runs from July to September, attracts a mix of tourists eager to explore the historic city and enjoy the vibrant local culture. Visitors can enjoy outdoor activities, stroll through picturesque parks, and soak in the rich heritage that Headington has to offer.As summer transitions into autumn, September presents mild temperatures ranging from 10 to 20 degrees Celsius, making it an ideal time for sightseeing. The pleasant weather allows for comfortable exploration of local attractions, such as the famous Headington Shark and the beautiful countryside surrounding the area. Plus, the bustling atmosphere in early September, before students return to the university, ensures a lively yet manageable experience.If you're looking for a more budget-friendly option, consider visiting in December. While this month is typically associated with cooler temperatures (often dipping to 0 degrees Celsius), it offers a unique charm with festive decorations and seasonal events. The less crowded streets provide an opportunity to appreciate Headington's quaint shops and cafés at a leisurely pace.Ultimately, the best time for your holiday rental in Headington depends on your preferences for vibrant summer energy or the quieter, festive atmosphere of winter.
What are the top attractions in Headington, England, United Kingdom?
In Headington, visitors can explore a variety of attractions that showcase its unique charm. One of the most top sites is the Headington Shark, a quirky sculpture that has become a local landmark and a popular photo opportunity. The area also boasts the beautiful Headington Hill Park, offering picturesque walking paths and lovely green spaces for relaxation.For those interested in history and education, the nearby Oxford Brookes University provides a glimpse into the vibrant academic culture of the area. The historic city of Oxford is just a short distance away, where attractions like the Ashmolean Museum, the Bodleian Library, and the iconic University of Oxford colleges await discovery.Additionally, Headington features several charming local shops, cafes, and pubs, making it an ideal spot for visitors looking to experience a blend of local culture and convenience.
Are all fees included in the Headington holiday homes prices shown on Stayz?
Stayz 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.
Are there any Headington holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Headington holiday homes?
You can find great discounts on holiday homes in Headington on Stayz, 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.
Can I change or cancel my Headington holiday home booking on Stayz?
To find Headington holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Headington?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Headington holiday home?
Book your Headington holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Headington?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Headington to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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