Guesthouse holiday rentals in Headington

A self contained detached Annex in cottage garden

Chance Cottage Annex is a uniquely built and individual building located within the garden of a 18th Century Cottage. The Annex has been fully refurbished in April 2025 and returning to Airbnb after 2.5years. It has its own private entrance and is located in a quiet part of the pretty village of Holton, near Oxford. The village is just 2 miles from the M40 between High Wycombe and Oxford with easy transport links to Oxford city centre, London, the Midlands, Bicester Village and the Cotswolds.

Value · Family · Nearby

Idyllic village, gateway to the Cotswolds, nr pub

Beautiful village on the edge of the Cotswolds: - 1 minute walk to award winning gastro pub - 4 minute walk to shop/post office - 20 minute drive to historic university city of Oxford - 25 minute drive to Blenheim Palace Walk the Windrush Path from Standlake to Newbridge calling at: Standlake Common Nature Reserve, The Rose Revived &/or The Maybush Pub - leading to the Thames Path walk. Lovely, new Cherrytree Lodge has comfy beds and loads of amenities - walking distance to 4 great pubs!

Value · Location · Condition

Private Studio, in the Oxfordshire countryside

Our private and modern Studio, in the heart of the Oxfordshire countryside. Situated in the picturesque village of Dorchester-on-Thames, known for its quaint country cottages and historical Abbey, featured in the series 'Midsomer Murders'. You will have access to beautiful walking routes, including the Thames Path, with Oxford city centre only 10 miles away with direct bus routes in walking distance from the Studio. A self contained studio space, with private parking and modern features.

Family · Value · Kitchen

Oxford Country Cabin

A peaceful country setting just 10-15 minutes away from Oxford centre. Set in the unique & tranquil Boars Hill area, hidden down a quiet forest lane. Oxford station is a picturesque and quick 5.6km cycle or hike away through the Oxfordshire countryside. Surrounded by beautiful trails plus some wonderful pubs to enjoy such as the Farmers Dog just 30 mins away. A 1 bedroom cabin with a sofa bed, providing space for 4 guests plus a garden with outdoor dining. We hope you like our cabin!

Family · Value · Checkout

The Hayloft - luxury country retreat

A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this retreat ticks all boxes to make your stay comfortable & cosy! Very spacious and an ideal place to come and relax for a romantic countryside break. Fantastic pub in the neighbouring village that serves food most days (please check) and there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

Location · Family · Backyard

The new auto house

The auto house is light, stylish and bijou , suitable for a single person working in oxford, or a weekend break for one or two people., simply furnished, with one king size bed, a table and two chairs, a small two seater sofa and a fridge, kettle and tea and coffee cupboard. Excellent access to oxford town centre, Oxfam, British Gas and oxford science parks and all the university’s and their surroundings. You can eat well locally in ox4, try the Magdalen arms gastro pub.

Value · Location · Wi-Fi

Lovely 1-bed Annexe in LyeValley

Escape to the tranquility of Lye Valley in Headington. Our family-friendly accommodation, nestled on a peaceful residential street, provides a serene retreat. Surrounded by nature reserves and playgrounds, it's an ideal spot for families. ➣ Close to Churchill Hospital, Nuffield Hospital & Brookes University, it caters to medical & academic needs. ➣ A short bus ride from the Oxford city center offers easy access to landmarks like the Radcliffe Camera & Oxford Colleges.

Family · Location · Biking

Charming barn conversion with vast living space

Set alongside our beloved family home, in 7 acres of open farmland, this wonderful space offers a welcome retreat from the stresses of everyday life. Worminghall is predominantly a farming village, within easy vehicular access to Oxford and the market town of Thame. Situated on the Oxfordshire/Buckinghamshire borders, it's the perfect location if you are visiting for a wedding or function nearby, or simply wish to explore the area's many local attractions.

Value · Location · Breakfast

The Pool House

Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

Family · Value · Decor

Private Garden Cottage in Oxfordshire

Take it easy at this tranquil getaway in the ancient village of Horspath in the heart of the stunning Oxfordshire countryside. The Garden Cottage is set privately away from the main home with its own entrance, and offers free parking and a clean and warm space to relax. Only 6 miles from Oxford city centre, you are just a few minutes walk to the village bus service, local country pub, restaurants, brewery, shop and shotover national forest.

Family · Location · Walkability

Pretty Oxfordshire Annexe

The Paddock Annexe is a detached, 2 storey apartment in the grounds of The Paddock House. It has one parking space and private entrance. It is located in the peaceful village of Holton, just 6 miles from the centre of Oxford. Oxford, High Wycombe and London are all easily accessible and there are lots of transport links nearby. This is a great location for the John Radcliffe Hospital, Oxford University and Oxford Brookes.

Family · Location · Layout

Adorable 2 bedroom property in Bucks countryside

Relax at this well appointed, self contained, family friendly annexe within easy access of London in the Buckinghamshire countryside. Walk in the surrounding countryside stopping at a country pub for lunch or visit nearby historic Oxford for some shopping and culture. Alternatively, for the ultimate in retail therapy, pop 10 minutes up the road to the world famous shopping outlet, Bicester Village.

Location · Family · Access