
Guest house holiday rentals in Headington
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Top-rated guest house rentals in Headington
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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!

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.

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!

Garden Annex/Cabin: country view: long/short stays
Private entrance, workspace/Wi-Fi, parking, lovely countryside view, includes breakfast provisions. A comfortable base for working professionals or those travelling/sightseeing. Underfloor heating ensures comfort in colder weather. Sofa-bed not made up by default, advise in advance if needed. Estelle Manor 1.5 miles, Woodstock/Blenheim Palace/Witney 5 miles, Kidlington 7 miles, Oxford 10 miles & Bicester Village is located fairly nearby. Cheltenham/Newbury Racecourses 35 miles.

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.

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.

Cherry Nook
Private self-contained annexe renovated to a high standard in 2023 in an Oxfordshire village on the edge of the Cotswolds. An ideal base for exploring Oxford, Blenheim Palace, and the Cotswolds or for working in the Oxford area. Cherry Nook has its own entrance and private garden and is set back from neighbouring buildings giving a lovely, private feel, and plenty of space for a longer stay. PLEASE NOTE: narrow access, restricted height in bedroom - see photos.

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.

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.

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.

The Granary near Burford in The Cotswolds
Set in the heart of the Cotswolds in the Windrush Valley, our guest house is set at the end of the garden and perfect for those wanting a short escape. The guest house is a newly converted, beautiful stone cottage, with an open plan living space, fully stocked kitchen and king bed or twin beds with ensuite bathroom. There are wonderful walks and cycling right on our doorstep.

Entire Garden Annex with Breathtaking Views
Lovely self-contained annex with breath-taking views over the open fields. Open plan spacious living room and kitchen on the ground floor with a double bedroom with en-suite on the first floor. Short walk to Hanborough train station with great links into London, Oxford and the Cotswolds. Plenty of country walks, pubs and within walking distance to Blenheim Palace.
Popular amenities for guest house rentals in Headington
Family-friendly guest house rentals

Idyllic 2 room studio-style guesthouse with views

Cosy Hideaway | Hot Tub | Farmer’s Dog

'The Stables' Garden Annexe

A one / two bedroom annexe in a village location

Luxury self-contained studio Abingdon

A charming self- contained Guest House near Oxford

Charming barn in Cotswolds AONB near Burford

Castle Loft, Central Wallingford
Guest house rentals with a patio

The Potting Shed - boutique countryside hideout

Bungalow with Hot Tub in Oxfordshire

Detached Cottage Near JR Hospital + Parking

Cotswold Pod -Wood Pizza Oven, Sky, WiFi, BBQ

Cosy 1 bed annexe in Woodstock

Annex in Cotswold Village

Stylish country converted barn

Romantic Cotswold Retreat with parking
Guest house rentals with a washing machine and dryer

Oxfordshire Country Cottage

Charming Charlbury Cottage set in Idyllic garden

Spacious private ensuite, superb views near Oxford

Garden Cottage, 2 bed nr Soho Farmhouse, Cotswolds

The Post Office Barn Chalgrove

Peaceful Garden House in Oxford

Beautiful barn just outside Oxford.

The Abbey Garden Lodge
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £85 | £92 | £92 | £81 | £80 | £83 | £88 | £86 | £87 | £83 | £78 | £78 |
| 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 guest house rentals in Headington

Total holiday rentals
Explore 30 holiday rentals in Headington

Nightly prices starting at
Headington holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 1,510 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Headington holiday rentals include wifi 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
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- Cotswolds AONB
- Paddington
- Covent Garden
- St Pancras International
- British Museum
- Hampstead Heath
- Kings Cross
- Wembley Stadium
- Buckingham Palace
- Marble Arch
- 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
- Blenheim Palace
- Primrose Hill




