
Vacation rentals in Headington
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Quick stats about vacation rentals in Headington

Total vacation rentals
Explore 1,260 vacation rentals in Headington

Nightly prices starting at
Headington vacation rentals start at G$2,093 GYD per night before taxes and fees

Verified guest reviews
Over 59,040 verified reviews to help you choose

Family-friendly vacation rentals
460 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
610 properties have a dedicated workspace

Wi-Fi availability
1,250 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
Top-rated vacation rentals in Headington
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Coach house in Oxford
The Coach house, a lovely brick cottage built ~1880, has been renovated to provide an open plan, stylish interior. Upstairs sleeps 5 people with a downstairs bathroom. The historic city of Oxford (easily accessible by bus) provides plenty to do and the Thames and Cotswolds are lovely walking areas nearby. The cottage has it's own patio and garden area with trampoline. There is table football, games and books. Off road parking available. It is situated in the grounds of the owner's home.

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.

Oxford - Private Flat + Parking
Spacious Ground Floor 2 Bedroom Flat in Northway. Very close to central shops, restaurants, theatres, Oxtord University campus & Oxford Brookes University Campus, 10 minute drive to the centre of Oxford where you can explore the fascinating history of Oxford, Access to all high end clothing shops, Bodleian library, Museums etc. 5 minute walk to John Radcliffe hospital 15 minute walk to headington shops Bus stops to access the centre of oxford with buses running every 10-15 minutes.

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 *

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.

The Pool House
Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Cozy 1BR in Headington, Oxford w/ off-road Parking
Our cozy one bedroom apartment in Headington, Oxford is the perfect home away from home. With its newly renovated interior, underfloor heating, and private parking, you'll have everything you need for a comfortable and convenient stay. The apartment is fully equipped with a 50 inch TV and a fully equipped kitchen, so you can enjoy all the comforts of home. The bright and fun decor will make you feel right at home as soon as you walk through the door.

Mini apartment with parking
Our apartment is ideally located within central Headington and perfect for a single person or couple. Accessed via a separate entrance to the main house, the apartment is completely self contained. The layout includes a bedoroom with standard double bed, large ensuite shower room, and separate kitchen. Guests have access to a shared garden, which includes a patio and BBQ area. The booking includes off street parking for a medium sized car.

Oxford 3-Bed House | Garden | Parking for 2
Spacious 3 bedroom house with garden and parking for 2 cars, located on London Road on the eastern edge of Oxford. Sleeps up to 7 guests (king, 2 doubles, 1 single) with a bright living room, separate dining room, fully equipped kitchen and 1.5 bathrooms. Close to JR Hospital, Churchill Hospital and Oxford Brookes University, with excellent bus links to Oxford city centre and London. Easy access to the A40, M40 and Oxford Ring Road

Stylish 4-BR House with 3 Ensuite & Free Parking
Welcome to our charming 4-bedroom home in the heart of Oxford. Perfect for families or groups, this spacious property offers 3 ensuite bathrooms for added privacy and convenience. Enjoy the tranquility of a private garden, ideal for relaxing after a day exploring the city. With free parking on-site and EV charging option as well as easy access to local attractions, this modern home is the perfect base for your Oxford stay.

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.

Kazbar Apartment – Luxe Oxford Stay
Kazbar Apartment is a stylish one-bedroom duplex tucked between vibrant Cowley Road and St Clements, just 10 minutes’ walk from Oxford’s historic centre. With an airy open-plan living space, designer kitchen, and romantic mezzanine bedroom, it’s perfect for couples or solo travellers. Surrounded by eclectic cafés, bars, and galleries, this chic hideaway blends boutique comfort with Oxford’s creative spirit.
Popular amenities for Headington vacation rentals
Other great vacation rentals in Headington

Brand New in Headington 2 minutes walk to High St

Dunstan House, Luxury Holiday Home,Free Parking

Central Headington

Bell House Oxford - The Cloakroom

Modern 4 Bed inc. Garden Annexe & Parking - Oxford

House in Oxford

Unique 1 Bed Oxford Apartment with parking

3-Bedroom Luxury Villa, Oxford, Free Parking, WiFi
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,529 GYD | G$25,320 GYD | G$26,576 GYD | G$28,668 GYD | G$30,970 GYD | G$32,853 GYD | G$30,552 GYD | G$31,179 GYD | G$29,087 GYD | G$27,413 GYD | G$25,948 GYD | G$26,994 GYD |
| Avg. temp | 4°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 14°C | 11°C | 7°C | 5°C |
Destinations to explore
- Rentals with breakfast Headington
- Bed and breakfasts Headington
- Pet-friendly rentals Headington
- Townhouse rentals Headington
- Rentals with a hot tub Headington
- Serviced apartment rentals Headington
- Guesthouse rentals Headington
- Condo rentals Headington
- Apartment rentals Headington
- Family-friendly rentals Headington
- House rentals Headington
- Rentals with lake access Headington
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Tottenham Hotspur Stadium
- Silverstone Circuit
- Emirates Stadium
- Cotswolds AONB
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Stonehenge
- Blenheim Palace
- LEGOLAND® Windsor Resort
- The National Bowl
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Eye
- Windsor Castle
- British Museum





