
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$2,092 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.

Stylish 2-Bed Apartment w/ Parking in Oxford
Trendy ground floor flat, boasting; 2 x Parking / Private Garden / Smart TV / Washing Machine / Coffee Machine / Cot & High Chair. Located on a peaceful street, just a 2-minute stroll from the local shop, community pub, beautiful CS Lewis Nature Reserve, and bus stop- taking you to the historic Oxford city centre and its famous college grounds. Park & Ride (10-min walk) - 24/7 busses to London and airports. JR Hospital - 1-min walk to bus stop. Hospitals and Brookes Uni are a short drive away.
4.7 out of 5 average rating, 10 reviews
Modern Home|Free Parking|Oxford Brookes|Hospital
🏳 Spencer & Jackson Short Lets & Serviced Accommodation Oxford 🏳 Spencer & Jackson welcome you to our stunning 3-bed house in the heart of Headington, Oxford with 1 free allocated parking space! Set across 2 spacious floors, this newly renovated home is ideal for groups and families. Just a short journey into Oxford City Centre. 🏡 3 - Bedroom House 🗝 Sleeps Up to 5 Guests 🗝 Bedroom 1 - 1 x Double Bed 🗝 Bedroom 2 - 1 x Double Bed 🗝 Bedroom 3 - 1 x Single Bed 🗝 Bathrooms x 2 🗝 Garden
5.0 out of 5 average rating, 7 reviews
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.
4.94 out of 5 average rating, 144 reviews
Spacious 4 Bed Home + 2 Parking Spaces - Oxford
Stunning four bedroom home including two parking spaces and a private garden. Boasting an enormous open plan kitchen with American style fridge (water ice/dispenser), dishwasher, kitchen island PLUS Smart TV, office, washer/dryer, coffee machine, large bath tub and an ensuite room with a juliet balcony. Based in Headington where you can find parks, cafes, shops, restaurants and more. Easily catch a bus to central Oxford and it's famous college grounds and 24/7 busses to London and airports.
4.85 out of 5 average rating, 86 reviews
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.
4.86 out of 5 average rating, 286 reviews
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.
4.83 out of 5 average rating, 137 reviews
House in Oxford
Experience Oxford at its finest from this beautifully refurbished holiday home, located in one of the city’s most sought-after neighbourhoods. Perfect for families, couples, academics, or professionals, this elegant property offers the ideal blend of comfort, style, and convenience. Off-street parking is available, and excellent public transport links make it easy to explore Oxford’s colleges, museums, and cafes, or even take a day trip to the Cotswolds or London.
4.97 out of 5 average rating, 39 reviews
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.
4.96 out of 5 average rating, 84 reviews
Turtle Dove Apartment
Enjoy a relaxing stay at our stylish comfortable one-bedroom apartment in Headington. The first floor apartment includes a fully equipped kitchen, with hob, oven, fridge, washing machine, kettle, toaster, microwave, and a selection of utensils, as well as a dining table that seats 4. Bedroom with double bed, bedside cabinet, chest of drawers and wardrobe. There is also a double sofa bed in the living room Off road parking available
4.91 out of 5 average rating, 34 reviews
Bell House Oxford - The Cloakroom
Bell House Oxford - The Cloakroom is a compact ground floor studio in vibrant Headington, ideal for solo travellers or couples. It features a double bed, dining area, small kitchen area and modern en suite with rain shower. Bright and thoughtfully designed, it offers on-site parking, a shared garden, and high-speed Wi-Fi. Perfect for business or academic stays, with easy access to hospitals, research centres and Oxford University.
5.0 out of 5 average rating, 9 reviews
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.
4.99 out of 5 average rating, 105 reviews
3-Bedroom Luxury Villa, Oxford, Free Parking, WiFi
Welcome to our exceptional 3-bedroom luxury villa in Oxford, just minutes from the JR Hospital and city centre. Located on prestigious Jack Straw Lane, this stylish home blends modern elegance with comfort. Perfect for business or leisure, it offers quick access to Oxford landmarks, including Brookes University. Beautifully furnished with high-end finishes, it’s the ideal base for a refined and relaxing stay.
4.89 out of 5 average rating, 62 reviewsPopular amenities for Headington vacation rentals
Other great vacation rentals in Headington

Kazbar Apartment – Luxe Oxford Stay
4.84 out of 5 average rating, 88 reviews
Spacious & Stylish Oxford Home
4.98 out of 5 average rating, 97 reviews
Peaceful & Convenient Oxford Apt
4.93 out of 5 average rating, 73 reviews
Modern 4 Bed inc. Garden Annexe & Parking - Oxford
4.92 out of 5 average rating, 13 reviews
Large 4-bed house for up to 8 guests w/ 2x parking
4.96 out of 5 average rating, 27 reviews
⭐️Oxford⭐️ modern stylish apartment patio & parking
4.86 out of 5 average rating, 57 reviews
Stylish 4-BR House with 3 Ensuite & Free Parking
5.0 out of 5 average rating, 10 reviews
Beautiful Oxford Town House
5.0 out of 5 average rating, 59 reviewsWhen is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,525 GYD | G$25,315 GYD | G$26,571 GYD | G$28,663 GYD | G$30,964 GYD | G$32,847 GYD | G$30,546 GYD | G$31,174 GYD | G$29,081 GYD | G$27,408 GYD | G$25,943 GYD | G$26,989 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
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- Pet-friendly rentals Headington
- Rentals with a hot tub Headington
- Townhouse rentals Headington
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Silverstone Circuit
- Clapham Common
- Cotswolds AONB
- Emirates Stadium
- Thorpe Park Resort
- University of Oxford
- The National Bowl
- Tottenham Hotspur Stadium
- Blenheim Palace
- Big Ben
- Buckingham Palace
- Stonehenge
- Alexandra Palace
- London Eye
- British Museum
- Windsor Castle
- LEGOLAND® Windsor Resort
- Regent's Park





