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Search Holiday Rentals in Headington

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Top Holiday Rentals in Headington

TV
Mark Road Villa - Luxury 5 bedroom property w/ ensuite and Parking
10.0 out of 10, Exceptional, (1)
"This is a great property, well-maintained in a nice and quiet neighbourhood. The facilities are excellent, with four separate bedrooms in the main house plus a self-contained annex out back. It was perfect for us, and comes highly recommended"
Mark Road Villa - Luxury 5 bedroom property w/ ensuite and Parking
Fridge, microwave, oven, stovetop
New 3BR House w/Garden & Parking
10.0 out of 10, Exceptional, (1)
"This property has been renovated to a great standard and there was plenty of space for our party of four adults, each having their own bed. A couple of recommendations to the host - a few coat hooks behind the front door would be very welcome, and some more hangers in each of the wardrobes. Other than that, we found everything we needed and had a fabulous weekend. We would stay again, and recommend to others. Although we were recommended to use Uber or Bolt by the hosts, neither of these are...
New 3BR House w/Garden & Parking
Property grounds
A beautiful property located minutes away from the centre of Chipping Norton
10.0 out of 10, Exceptional, (180)
"The property was excellent, beautifully clean, walking distance to restaurants, pubs and supermarket, parking at your doorstep with parking for 2 cars if needed. Easy drive to other Cotswold towns."
A beautiful property located minutes away from the centre of Chipping Norton
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TV, fireplace, DVD player, books
Oxford. C16th Cottage In Courtyard Setting. Garden. Parking. Free Wifi.
10.0 out of 10, Exceptional, (251)
"Lovely barn, perfect location for Oxford and Bicester."
Oxford. C16th Cottage In Courtyard Setting. Garden. Parking. Free Wifi.
Exterior
Cotswold Annexe Blenheim Burford, Oxford,Cheltenham, Daylesford Diddly Squat
10.0 out of 10, Exceptional, (23)
"The Nook was lovey! Comfortable bed and lots of lovely nice touches that made us feel welcome. Bottle of wine chilling in the fridge along with some home made cakes which were waiting for us when we arrived. The host was super friendly and could not do enough for us! Thank you!"
Cotswold Annexe Blenheim Burford, Oxford,Cheltenham, Daylesford Diddly Squat
Exterior
Yew Tree House
2.0 star property
10.0 out of 10, Exceptional, (8)
"Everything about our stay was spot on. Friendly reception on arrival, spotless and comfortable accommodation and very well situated. "
Yew Tree House
Interior
Barn conversion, 10 mins from Henley-on-Thames. Tennis court & indoor pool.
10.0 out of 10, Exceptional, (24)
"Had an excellent time at the barn, which was v well kitted out and perfectly positioned to explore Henley, Marlow and Oxford. Highly recommend (pool is an added bonus), thanks for letting us stay, Sarah, and for the helpful comms, making the stay hassle free!"
Barn conversion, 10 mins from Henley-on-Thames. Tennis court & indoor pool.
View from property
Brand New, Peaceful Headington Home & Free Parking
10.0 out of 10, Exceptional, (2)
"The flat was better than advertised. The amenities were helpful, especially since we only stayed one night. Our primary reason for selecting this site was ready access to Heathrow the next morning. Even so, our host greeted us with a smile. We will use Steep Rise of we come this way again."
The price is £203
includes taxes & fees
19 May - 20 May
Brand New, Peaceful Headington Home & Free Parking
Living area | Smart TV, fireplace, stereo
Brand new (2019) luxury one bedroom & ensuite in the heart of the Cotswolds
10.0 out of 10, Exceptional, (33)
"Lovely stay again. Would recommend The Hare at Milton, The Plough at Kingham and Daylesford Farmshop for meals. Also the Burford Garden centre for yummy treats to take home! We will be back, thank you Liz and Chris xx"
Brand new (2019) luxury one bedroom & ensuite in the heart of the Cotswolds
Fountain View Apartment | Private kitchen | Full-sized fridge, microwave, stovetop, coffee/tea maker
Fountain View 1BR Flat-Free Parking
3.5 star property
10.0 out of 10, Exceptional, (1)
"Manu was a great host, he was very welcoming and helpful and provided clear instructions to find the apartment, parking and how to get into the property. The property was exactly as advertised, in a great location and was spotless. Also, having tea and coffee at the property is only a small touch but has a great impact and shows Manu cares for guests. Great place and would 100% return. "
Fountain View 1BR Flat-Free Parking
Exterior
Stunning property in an enviable location in the city of Oxford
9.8 out of 10, Exceptional, (48)
"We love eclectic accommodation and a converted stable fits the bill. Clean, quiet and comfortable. Would definitely recommend this property and would definitely stay again."
Stunning property in an enviable location in the city of Oxford
Outdoor dining
Beautiful Cotswolds Farm House with period features and a stunning garden.
9.8 out of 10, Exceptional, (60)
"Our host was friendly, accommodating and easily contactable by phone. House was clean, homely, had most things we needed. Had a wonderful stay with friends and family, we would definitely stay again!!"
Beautiful Cotswolds Farm House with period features and a stunning garden.
Fridge, microwave, oven, stovetop
Large dog friendly holiday home with a hot tub in the Cotswolds - The Oat Barn
9.6 out of 10, Exceptional, (15)
"Bedrooms lovely but tight around beds. but en-suites quite roomy. So easy for different groups to do different things in the huge barn dinning/kitchen/lounge. Our 4 and 6 aged grand sons loved the space and outdoors games. Trampoline, football, table tennis etc. Google the grinding barn for easy location guidance as 3 of our 4 cars struggled with the given directions."
Large dog friendly holiday home with a hot tub in the Cotswolds - The Oat Barn
Luxury Suite | Living area | Flat-screen TV, heated floors
Dove House Cottage 1
3.5 star property
9.6 out of 10, Exceptional, (24)
"Beautiful spot to stay. Downstairs and upstairs were great and comfortable. Church bells ringing next door were peaceful and soothing. "
The price is £672
includes taxes & fees
22 May - 23 May
Dove House Cottage 1
Fridge, microwave, oven, stovetop
The Headington Shark House - Oxford
9.4 out of 10, Exceptional, (3)
"We had a fabulous stay here. The property is lovely and ideally positioned for easy access into Oxford. The children loved watching the tourists taking photos of the house when we were in ! The one item to note is that whilst there is an allocated parking space, in a Honda Accord it is extremely tight. You may decide to simply buy on street parking for ease instead (which we would do if we were using this property again)"
The Headington Shark House - Oxford
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Newly Refurbished Modern 4 Bed Detached House
9.2 out of 10, Wonderful, (5)
"6 friends having a weekend away. The property is newly furnished and well stocked. It is close to the city centre with good bus connections. Owner provided good communication and information when requested. Very happy with our choice."
Newly Refurbished Modern 4 Bed Detached House
1 bedroom, iron/ironing board, WiFi, bed sheets
Modern city centre studio apartment
9.0 out of 10, Wonderful, (6)
"A few blocks north on Abingdon Rd is a great pub at Head of the River. About 10 min walk north on Abongdon Rd is a Tesco Express food market. Only a 20-min walk north brings you to High Street, Quenn Street, and Broad Street."
The price is £89
includes taxes & fees
2 Jun - 3 Jun
Modern city centre studio apartment
Outdoor dining
Fully refurbished luxury cottage 150 Meters from Chipping Norton high street OX7
9.0 out of 10, Wonderful, (4)
"Nice place and well maintained house. Highly recommended for family’s and friends."
Fully refurbished luxury cottage 150 Meters from Chipping Norton high street OX7
Smart TV
Unique and quirky central apartment with parking
9.0 out of 10, Wonderful, (11)
"The property was beautiful but there were no sheets for the sofa bed so the 5th person just had to sleep with a duvet without a sheet and blankets from the sofa"
The price is £424
includes taxes & fees
19 May - 20 May
Unique and quirky central apartment with parking
Exterior
Charming Victorian Townhouse in Oxford Center
9.0 out of 10, Wonderful, (7)
"I was not able to receive the check-in instructions so the day of I was panicked about how I would gain access to the house and the communication with the host and property manager was strained. Once we arrived at the property it was lovely and as described. It a cute, lovely neighborhood location with a delicious pub right across the street!"
Charming Victorian Townhouse in Oxford Center
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Headington you may be interested in

Daily continental breakfast (GBP 10 per person)
Red Mullions Guest House
4.0 star property
9.4 out of 10, Exceptional, (219)
"Very friendly and accommodating. The room was clean and cosy. Thank you so much"
The price is £90
includes taxes & fees
23 May - 24 May
Red Mullions Guest House
Premium bedding, individually decorated, individually furnished, desk
Conifers Guest House
4.0 star property
8.4 out of 10, Very good, (153)
"Very clean and comfortable. Staff very polite and helpful. "
The price is £82
includes taxes & fees
27 May - 28 May
Conifers Guest House
Coffee service
Leonardo Royal Hotel Oxford
4.0 star property
8.4 out of 10, Very good, (1001)
"Very tranquil and lovely"
The price is £85
includes taxes & fees
27 May - 28 May
Leonardo Royal Hotel Oxford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Headington?

Yes, there are holiday rentals in Headington close to Exciting Game, or you can select a more secluded option if you're looking for a relaxing stay. Headington is known for its bars and live music. Make sure you have time to check out the theatres and monuments during your trip.

What are some of the best holiday rentals that Headington has to offer?

Oxford Studios: This holiday home rental outside of Headington is near the airport, and equipped with Netflix and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Headington are Mark Road Villa - Luxury 5 bedroom property w/ ensuite and Parking and Stunning property in an enviable location in the city of Oxford.

How many holiday rentals will I find in Headington?

Choose from 28 Expedia holiday rentals in Headington for a memorable holiday.

What’s there to see and do in Headington?

Family-friendly attractions include Exciting Game, whereas South Park is a spot to enjoy the outdoors. While here, Headington Shark and University & Pitt Rivers Museums are other places worth a visit.

What’s a holiday rental in Headington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Headington. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for families.