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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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May 24 - May 26

Browse Select Headington Cottages

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
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
per night
22 May - 23 May
Dove House Cottage 1
Fridge, microwave, oven, stovetop
Cosy cottage in the Cotswolds
9.6 out of 10, Exceptional, (7)
"The cottage was very comfortable and equipped with everything you could need. The location is great for exploring the Cotswolds. Unfortunately there was a very annoying ongoing issue with the hot water. We arrived to find a note from a plumber that explained a process we needed to follow in order to get hot water but it didn’t always work and we needed to reset the boiler numerous times. I did complain to the owner as I thought we should have been informed of this in advance. She disagreed with...
Cosy cottage in the Cotswolds
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Interior
2 bedroom accommodation in Dean, near Chadlington
8.8 out of 10, Excellent, (18)
2 bedroom accommodation in Dean, near Chadlington
Exterior
The Clealings
3.5 star property
The Clealings
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.
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
Cottage | Exterior
Remarkable 1-bed Cotswolds Cottage in Finstock
Remarkable 1-bed Cotswolds Cottage in Finstock
Outdoor dining
Quaint dog-friendly Cotswold cottage in Chipping Norton - Tukes Cottage
10.0 out of 10, Exceptional, (3)
"Property was perfect for our small family for a short getaway. Well stocked with kitchenware and a very nice welcoming bottle of wine from the property owner. Really cute animal pictures and decor. Pretty garden in the backyard. Loved the village as well, and especially the children's park a short walk from the property. Diddly Squat Farm Shop was a lovely 35 min walk through the countryside. Property manager was responsive and very helpful with any questions."
Quaint dog-friendly Cotswold cottage in Chipping Norton - Tukes Cottage
Luxury Cottage, Ensuite, Garden View (Orchard Cottage) | Miscellaneous
Manor Farm Courtyard Cottages
4.0 star property
9.0 out of 10, Wonderful, (4)
"Little gem of a property with excellent kitchen facilities "
Manor Farm Courtyard Cottages
Interior
Banbury Hill Farmhouse, Charlbury - sleeps 14 guests in 7 bedrooms
10.0 out of 10, Exceptional, (11)
"We are discerning and demanding travellers and were therefore absolutely delighted to discover this charming and supremely comfortable house for a celebratory weekend en famille. Everything was faultless and flawless and special mention should be drawn to the caring and considerate welcome we received from Jane (the owner) and her staff. Staying at this property is therapeutic in itself and provided a wonderful backdrop to our celebrations. A top class ‘Farmhouse’ stay in each and every respect."
Banbury Hill Farmhouse, Charlbury - sleeps 14 guests in 7 bedrooms
Oven, dishwasher, cookware/dishes/utensils
2 bedroom accommodation in Berrick Salome, near Wallingford
10.0 out of 10, Exceptional, (3)
"This was a fine bolthole escape, all we had hoped for. Thanks for a great stay."
2 bedroom accommodation in Berrick Salome, near Wallingford
Cottage | Private kitchen | Dishwasher, high chair, cookware/dishes/utensils
Lower Farm Barn
3.5 star property
Lower Farm Barn
Property grounds
Charming cotswold stone cottage - child and dog friendly
Charming cotswold stone cottage - child and dog friendly
Fridge, microwave, oven, stovetop
Tachbrook - sleeps 4 guests in 2 bedrooms
9.8 out of 10, Exceptional, (27)
"Very nice."
Tachbrook - sleeps 4 guests in 2 bedrooms
Exterior
2 bedroom accommodation in Shipton Under Wychwood
10.0 out of 10, Exceptional, (1)
"Very easy. Simply process, will use VRBO again."
2 bedroom accommodation in Shipton Under Wychwood
Interior
1 bedroom accommodation in Moreton, near Thame
10.0 out of 10, Exceptional, (1)
1 bedroom accommodation in Moreton, near Thame
Exterior
Superbly converted stables in beautiful countryside
10.0 out of 10, Exceptional, (105)
"The cottage was just perfect for a do nothing weekend. We have an elderly dog who loved the spacious garden and meadow. The cottage was just right and the hearth was a welcome addition to be lit in the evening. Location and local pubs and places to eat were excellent. Thank you so much Jenny, we’ll be back!"
Superbly converted stables in beautiful countryside
Exterior
Hollyhock House. Sleeps 10, Idyllic Cotswold Cottage, Arctic Cabin, playground.
9.6 out of 10, Exceptional, (23)
"Beautiful house with luxurious and comfortable rooms. It was perfect for our group of 8 women have a lovely reunion weekend together. Heidi was available and helpful with a couple of things."
Hollyhock House. Sleeps 10, Idyllic Cotswold Cottage, Arctic Cabin, playground.
Exterior
Lovely 4* cottage in quiet rural location, close to Henley-on-Thames & Marlow
8.2 out of 10, Very good, (21)
"We had a lovely relaxing "Vicar of Dibley" weekend taking in the sights of the village and watching the entire boxset of the tv series... the cottage had everything we needed for a home away from home stay."
Lovely 4* cottage in quiet rural location, close to Henley-on-Thames & Marlow
Don't see what you're looking for?
See all available properties in Headington
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 property types 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
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
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

How much do holiday cottages in Headington cost?
Prices for holiday cottages in Headington range between and per night. No matter your budget, you’ll find the perfect place to reconnect with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best holiday cottages in Headington?
Take your pick of multiple holiday cottages in Headington with a total average guest review rating of . The Osney Island Way - Spacious And Bright 3bdr Home With Garden is a great place to relax and unwind between adventures. This 4-star cottage also has WiFi and a garden. The Old Stables is another quality option with travellers in this area. It has a 3.5-star rating and amenities including a garden and a deep soaking bathtub.
How many holiday cottages are there in Headington?
Enjoy reconnecting with nature in one of the holiday cottages waiting for you in Headington. To help you choose a place that’s right for you, use our handy filter tool to search for perks or amenities you need.
Are there any family-friendly holiday cottages in Headington?
Many travellers searching for a family-friendly cottage in Headington choose The Osney Island Way - Spacious And Bright 3bdr Home With Garden. With a 4-star rating and amenities including free WiFi and laundry facilities, you’re sure to feel at home here. Another noteworthy pick for families seeking time out close to nature is The Old Stables. Free WiFi and internet access help make this 3.5-star cottage a comfy base for your Headington getaway. After checking in and chilling out together in your home away from home, it’s time to hit the road and discover the local sights. Oxford Castle and Museum of the History of Science are popular family-friendly attractions in Headington.
Why book your cottage in Headington with Expedia?
Booking a cottage in Headington is as easy as clicking on your travel dates and selecting your ideal place for a getaway in the outdoors. From ritzy retreats to affordable stays and holiday cottages that offer conveniences like a kitchen, Expedia has something for all styles. As for terrific deals? We’ve have them as well!
How can I find cheap cottages in Headington?
With Expedia’s user-friendly filter tool, booking cheap cottages in Headington has never been easier. To discover properties that’ll make your wallet happy, narrow down your search by budget, star rating and amenities.
What is there to do in Headington near my cottage?
Headington has enough activities and experiences to keep you busy for weeks, starting with Oxford Castle. New Theatre Oxford, Ashmolean Museum and Christ Church Cathedral are other well-known attractions. If you’re staying a while longer, Oxford Playhouse and Sheldonian Theatre are nice finishing touches to your itinerary.