
Guesthouse holiday rentals in Headington
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Top-rated Guesthouses in Headington
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
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Popular amenities for Headington guesthouses
Family-Friendly guesthouses

Bampton Oxfordshire Rustic And Charming
Karen’s barn was a lovely place to stay - very peaceful and not far to walk into Bampton. We really appreciated the cool temperature under the thatched roof when the weather was warm. A perfect place to relax and enjoy the quiet of the countryside.

Charming Charlbury Cottage set in Idyllic garden
I really enjoyed my stay at Helena's. The space was fantastic, very clean and well stocked, and in a beautiful setting - both in the grounds of the house and the village. It was really convenient to get to Oxford both on the train and driving. There are plenty of pubs to choose from and a Co-op a short walk away. I can highly recommend staying at Helena's and hope to return again soon!

Spacious private ensuite, superb views near Oxford
Wonderful, peaceful country location with fantastic views, but within easy reach of Oxford. Welcoming hosts and very spacious accommodation with thoughtful breakfast supplies. Comfortable beds! Thank you Ed and Tracey

Hoarstone - Cosy country cottage
Beautiful peaceful spot in the Cotswold countryside. The cottage is spacious and well equipped with great walks straight from the door. The pool was such a fantastic asset and really added to our holiday.

Double bedroom in Coachhouse Annexe
From start to finish the whole experience was top drawer. I travel a lot for business and the place was just what I needed, peaceful, tranquil and cosy. The room is well appointed and as described. When your host says "come and go as you please" and means it, this makes a difference. francesca manages a nice balance of being there when needed and allowing you your privacy. Highly recommend.

The Granary near Burford in The Cotswolds
Sarah’s cottage was just perfect and the view of her house and garden as we sat outside was peaceful and beautiful. We had everything we needed for our stay - a nicely functioning kitchen, comfortable bed and modern shower. Everything was clean and of good quality. We were close to many lovely places in the Cotswolds and the village was quiet for peaceful sleep. Sarah was readily available if we needed anything but respected our privacy at other times.

Walnuts Forge - Self Contained Accomodation
What a lovely place to stay! It's a great little house, with plenty of room for the three of us, in a gorgeous village. We were very comfortable and felt very welcome. It was lovely to meet Leanne and we hope to return some time.

Stunning Lodge by Ridgeway/Thames
We loved our weekend away at the Lodge! The weather was gorgeous so could enjoy the garden and say hello to the friendly dogs! I've never had an air bnb so well stocked with the basics of milk, eggs, bread but also extras like chilled drinks, condements and fruit. Sarah also kindly gave us access direct to the river Thames so we could use our kayak we brought with us, through her garden. Really accommodating, felt very at home and thoroughly enjoyed our stay. Would highly recommend.
Guesthouses with a patio

Cottage Near John Radcliffe Hospital Free Parking
Very good accommodation for a family night during a tourist trip to Oxford. Close to the center (by car), quiet, cozy and very functional. Ewa kindly provided us with a folding bed for our baby. Everything was impeccable and we recommend the place 👍

Oxfordshire Country Cottage
A very comfortable and cosy place to stay. Had everything we needed and more. Nigel was so helpful and friendly. Would recommend.

Cosy Cotswold Stone Cottage
We had a great stay at Alexandra's property. The location was really peaceful but also close to Oxford and other towns. The property was clean and had everything we needed for our stay.

Idyllic village, gateway to the Cotswolds, nr pub
We had a lovely stay in Standlake. The air BnB had everything we needed and more, with lots of additional touches. The fans in every room were greatly appreciated in the warm weather, there was plenty of parking for all of us, and the use of the electric charging was really handy! It was well located and easy to find, and there was a lot of information available in the book. Simone was a wonderful host, very friendly and quick to respond to any queries.

Newly renovated annexe on Oxfordshire Smallholding
Bex and Kieran were such a lovely couple. Bex was super easy to communicate with and fast to reply with any questions I had which I really appreciated. The space is clean and cosy, perfect for up to two people.. she accommodated myself and my cat. There’s also a family of various pets including the friendliest chickens and sheep I’ve ever met! The location is great if you’re driving.. you’re super close to Bicester and other places. Thank you both

Stylish country converted barn
Thank you for a lovely stay at the barn, spacious for us and our dog but it also had a really cosy feel to it. It has everything you would need, fully equipped kitchen, nice sofa’s and large TV with sky TV for those chilled out evenings. Lovely comfy bed and a big powerful shower. Great location for Oxford and Cotswolds. Good communication with Mel who is a great host. Thank you again 😊.

Romantic Cotswold Retreat with parking
The most beautifully decorated and perfectly situated Airbnb we have stayed in! Amazing value for money, with everything you need in the apartment, and located in the most peaceful and beautiful village with views over the fields. We will definitely be coming back! What a wonderful place 🤍

Lovely self-contained annexe in Oxfordshire
I really enjoyed staying in Colette’s house. Everything was clean and the host was happy.
Guest house rentals with a washing machine and dryer

Peaceful Lakeside Annex - Stunning private lake
Second stay at the accommodation so must be good!

South Oxfordshire retreat, entire top floor barn.
I have used a lot of world wide vacation rentals. My goal is to get a place that is not unlike being at home. This one does that exceedingly well. It was well appointed. The king size bed was a bonus. The kitchen has all of the modern conveniences. The bathroom is roomy. The TV entertainment package was well above what I expected. Sally went above and beyond so that we wanted for nothing that would make the stay very pleasant. And, I do mean absolutely nothing! The Barn is in a semi-rural, peaceful area, but it close to grocery stores, train station, and some day trip areas. The communication between Sally and I started right after booking and was exceptional. She provided a wealth of help with directions, tour info, and other helpful suggestions that made our stay hassle free. She was always accessible when we had questions. I cannot say this about all of my vacation rentals... My wife and I would definitely return to The Barn.

The Sculptors Cottage | Pass the Keys
Really nice place. Very peaceful. Would recommend

A characterful, cosy, private annexe with parking.
Great communication, Andrew responded immediately and was very friendly and accommodating. Directions were very clear and we found The Duck House easily in day light. Andrew met us on arrival offering assistant at anytime throughout our stay. Walking into the accommodation we knew we had chosen well, what a great little find. Everything was very clean and organised and finished to a very high standard and with all that we needed and more. The welcome pack was a very nice touch and meant I didn't need to pack anything from home (apart from conditioner) There is a main chain Superstore 8 minute drive away which houses a coffee shop and pharmacy and it was a 25minute drive to Redbridge Park and Ride to visit wonderful Oxford. We would definitely stay again and wouldn't hesitate to recommend to family and friends. Thank you so much Andrew & Hilary.

Garden Cottage, 2 bed nr Soho Farmhouse, Cotswolds
We purposely did not want to be in one of the more trafficked Cotswolds locations and this was a perfect retreat to come home after a busy day out and about! Kitty went above and beyond to make us feel at home and was extremely kind and generous to our toddler with extra toys, books and treats- she's clearly an amazing mom and understood what would make our daughter's stay memorable! We can't thank her enough for a wonderful stay.

Peaceful Garden House in Oxford
I absolutely loved this Airbnb. Emma & James are the kindest, most genuine, lovely people. Extremely responsive to questions & peaceful setting with lovely walks (make sure you walk to the local manor, it is lovely). The annex is very modern, well decorated & a lovely oasis very near Oxford. I wrote a lot while here & found it was a perfect setting for that. At the same time, Beckley is in the vicinity of multiple great restaurants, farms, etc. Of course, the resident dog, Percy, is just adorable, my dog is truly going to miss him as will I. Highly recommend!

Beautiful barn just outside Oxford.
Had a fantastic stay, just what was needed for a few days away. Very quiet area, very walkable to local shops and pubs. The Barn was immaculately presented and plenty of room for the 2 of us. The host Patrick had the place open and warm on arrival and was helpful upon checking out. Very quick to respond to messages. Overall very satisfied and would consider staying again. Would highly recommend

Luxurious & private annex in Cotswold village
Lovely private annex with a beautiful view in a peaceful location, with very helpful and warm hosts.
Quick stats about guesthouse rentals in Headington
Total rentals
20 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
1.1K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Cotswolds AONB
- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Harrods
- Camden Market
- Emirates Stadium
- Wembley Stadium
- Hampstead Heath
- Alexandra Palace
- Oxford University
- Blenheim Palace
- Stonehenge
- Windsor Castle
- St Pancras International
- Hampton Court Palace
- Silverstone Circuit
- Lower Mill Estate
- Clapham Common
- Twickenham Stadium
- Primrose Hill