
Condo vacation rentals in Headington
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Top-rated condo rentals in Headington
Guests agree: these condos are highly rated for location, cleanliness, and more.

Old Doctors Retreat- 5 mins from Soho Farmhouse
The Old Doctors Retreat is a beautiful, newly built, well equipped and self contained cosy apartment. Sleeps up to 2 with a king sized bed, beautiful ensuite bathroom and kitchen. Relax and unwind taking in a breathtaking view of the Oxfordshire countryside from your retreat. Gated off street parking. Situated in the stunning Cotswold stone hamlet of Sandford St. Martin 5 mins from Soho Farmhouse, Blenheim Palace (15 mins), Bicester Village (11 miles) and Jeremy C’s Diddly Squat Farm (8.5 miles)

Oxfordshire Living - The Tolkien - Superhost
Experience Oxford from this one-bedroom apartment in the heart of the city. Located within the prestigious Oxford Castle Quarter development, the apartment is just a short walk from the Westgate Shopping Centre, offering an excellent selection of shops, restaurants, bars, and a cinema. Ideally situated within walking distance of many Oxford University colleges and language schools, this apartment is perfect for professionals, students, or visitors looking to enjoy everything Oxford has to offer.

#02 AnB Oxford 5*LUX* 2-BED/R (max 4)+parking OX1*
Welcome to A’nB Oxford - Westgate. A modern contemporary treasure perfectly placed in the very centre of Oxford, OX1 *1** Stunning illuminated 2-BEDROOM FLAT, boasting our signature ASHMOLE & BODLEY bespoke 'all-in-one' rooms, will delight you ; with luxuries, comforts, & hygge living essentials, this is the flat for YOU! Whether visiting loved ones, for study, business, tourism or a special occasion - this is the flat for YOU! EXCLUSIVE USE OF ENTIRE FLAT (+ private parking) SLEEPS 4 (+2) max.

Cozy hideaway apartment near Oxford and the JR
A beautiful garden room apartment with private access and off-road parking. Whatever your reason for visiting this stunning city, our garden apartment will provide a modern and comfortable place to relax. A pleasant walking/cycling distance to the city centre shops/colleges via the University Park, or a 12 min bus ride from just outside the door. Local amenities include food shops, takeaways, a pharmacy, a hairdresser and two local pubs that serve teas/coffees, breakfast, lunch and dinner.

Charming Annex for 4 with jacuzzi, Adderbury.
In central Adderbury, nr Banbury, our light, charming & comfortable Annex oozes cozy Cotswold charm for 4 with lovely views of the village. Our accommodation is the perfect getaway for access to Oxfordshire (Soho Farmhouse), Cotswolds (Diddly Squat Farm & pub) Silverstone, Blenheim Lights & RH Aynho Park. Features include shower, fridge, microwave, kettle,toaster, smart tv, double bed and sofa bed. We are dog friendly. Adderbury offers 4 pubs & many opportunities to explore the countryside.

Lovely 1 bedroom apartment with allocated parking.
Our one bedroom ground floor apartment renovated to a very high spec, is set in the beautiful village of Shipton-Under-Wychwood in the heart of The Cotswolds. This is a homely space in which you can spend time relaxing or enjoying the charm of The Cotswolds and surrounding areas, be it walking, hiking or touring. We are 4 mins from Burford, 9 mins from Clarkson’s Diddly Squat and 15 mins from The Farmer’s Dog. We are lucky to have 3 pubs all in walking distance and a local Post Office/shop.

Two-storey flat, historic farmhouse, near Oxford
Charming private two-storey apartment in 300 year-old Grade II Listed historic country house by famous Port Meadow, near River Thames . Quiet peaceful rural location, within easy reach of the city centre. A wonderful place to relax and escape the crowds. Spacious double bedroom, quality bedding, beautiful antique furniture and lovely views over the garden; comfortable sitting room, dining area, well-equipped kitchenette, private bathroom with shower over bath. Newly decorated. Free parking

Central waterside
Relax at this peaceful and central newly refurbished space within an old stone building in the very centre of historic Oxford with views of Oxford castle. Tucked away a quiet spot on the waterfront, the apartment is within walking distance of all the colleges, close to the bus and rail stations, Said business school and the Westgate shopping centre. Its the perfect location for exploring the city and a dedicated parking space is often available - please confirm at the time of booking.

Witney Loft Apartment with Sheltered Parking
Situated just a 5-minute drive from Witney, This apartment serves as an excellent gateway to uncovering the treasures of the Cotswolds, Blenheim Palace, Oxford, and the renowned Bicester Village Designer Outlet – a mere 35-minute drive via car or bus. Jeremy Clarkson's new pub (The Farmer's Dog) is a 6-minute drive away and the towns of Cheltenham, Banbury, and Swindon are all within a 40-minute drive. Additionally, there is a beautiful lake at the property's rear to explore.

Contemporary living in the centre of Jericho
Very centrally located in Jericho and within a few minutes walk of numerous restaurants, bars and pubs. Apartment itself is in a peaceful , leafy cul de sac overlooking the canal. Light and airy top floor 2 bedroom, 2 bathroom luxury apartment situated in the heart of Jericho. Fully appointed kitchen. 2 Balconies provide views over the canal and port meadow. The open plan lounge/kitchen includes a workstation with a printer and a monitor. Use of shared garden.

2 Bedroom Flat with A/C, EV, Safe & Secure Parking
Ground floor flat with & disabled friendly accommodation. A/C in both bedrooms. The gateway to the Cotswold & Blenheim Palace. 8 min walk to town. Opposite Pure Gym, McDonald's Tesco & Premier Inn. Secure parking with the use of EV charger (£25/pn) Free cancellation till the day before, because if you happy we are happy. Check-in and out times are suited to make you enjoy you stay. GO-taxis or Harvey can take you to Caswell house, Pubs, & restaurants etc.

Sunny Studio - privacy, parking + office in Oxford
A luxurious, newly built, sunny, self-catering studio in the Summertown area now with a separate office that is extra. An ideal alternative to a hotel with immaculate decor, a private decked area, and dedicated off-street parking. Quick and easy access to the Oxford city centre with buses coming every 10 minutes and Oxford Parkway train station is only 5 minutes away making travelling into London straightforward.
Popular amenities for Headington condo rentals
Weekly condo rentals

Oxford Castle Apartment w/ Balcony | City Centre

Modern brand new central flat

Peaceful studio, easy access: Harwell/Milton Park

Bridleway Retreat - Continental Breakfast Included

Cosy Annex, Sofa bed, TV, Wi-Fi, Parking.

Converted 1BR at the heart of Oxford

Chapel Loft - Brand New Apartment with Parking

3 Bed Spacious Retreat
Pet-friendly condo rentals

modern 1 bedroom property

Modern 2 Bed Near Oxford Centre with Free Parking

Film Lovers Cosy Countryside Retreat

5min Bus/Dr to City centre + Free Parking + Garden

Kazbar Apartment – Luxe Oxford Stay

Apartment in Witney

Stylish Countryside Loft near Bicester/Silverstone

1 Harpers Yard - boutique Cotswold holiday home
Private condo rentals

Hazelnut, an Idyllic Cotswold farm retreat

The Little Fern

Henley apartment with heated pool

Spacious central flat, secure parking, S-king bed

Town Centre flat with parking

An independent first floor little studio retreat

Beautiful Henley apartment w/ secure gated parking

Spacious two bedroom apartment with parking
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,529 GYD | G$28,647 GYD | G$30,529 GYD | G$30,738 GYD | G$31,574 GYD | G$33,247 GYD | G$33,874 GYD | G$33,038 GYD | G$31,574 GYD | G$30,738 GYD | G$28,647 GYD | G$28,019 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 |
Quick stats about condo rentals in Headington

Total vacation rentals
Explore 50 vacation rentals in Headington

Nightly prices starting at
Headington vacation rentals start at G$10,455 GYD per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

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

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 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
Destinations to explore
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- Cotswolds AONB
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- Buckingham Palace
- Marble Arch
- Wembley Stadium
- Tottenham Court Road
- Big Ben
- Trafalgar Square
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Clapham Common
- University of Oxford
- London Eye
- Alexandra Palace
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- Primrose Hill




