
Guesthouse vacation rentals in Headington
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Quick stats about guesthouse rentals in Headington

Total vacation rentals
Explore 30 vacation rentals in Headington

Nightly prices starting at
Headington vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

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Over 1,310 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Headington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Headington rentals

4.6 Average rating
Headington stays receive an average rating of 4.6 out of 5 from guests
Top-rated guesthouse rentals in Headington
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Quiet Annex: Woodstock Oxford & Cotswolds: Parking
Relax in a peaceful annex minutes from Blenheim Palace, Woodstock & Oxford close by. With countryside views, parking, complimentary breakfast provisions & underfloor heating, an ideal base for exploring or working. Private entrance, workspace/Wi-Fi. Sofa-bed not made up by default, advise in advance if needed. Estelle Manor, Woodstock/Blenheim Palace, Witney, Kidlington, Oxford all very close & easy travelling to Bicester Village, Diddly Squat Farmshop, The Farmers Dog and Cotswold villages.

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!

Luxurious & private annex in Cotswold village
Situated on the edge of Combe village overlooking the valley, sit back and relax in our calm, stylish space. Or take on some of the magnificent walking and cycling available from the doorstep. You'll be staying in a newly built annex within the grounds of our house. The property has everything we would want when we go away and is a luxury home from home. Surrounded by beautiful Cotswold countryside, within walking distance of Blenheim Palace and an easy train, bus or car ride into Oxford.

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!

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.

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.

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.

Charming Charlbury Cottage set in Idyllic garden
Our comfortable and spacious guest house is tucked away on a quiet private road in the heart of the picturesque market town of Charlbury. Just a few minutes’ walk from charming local pubs serving delicious food and drinks. A perfect base for exploring nearby villages and Cotswold attractions, including Soho Farmhouse, Diddly Squat Farm, and Daylesford. Only a 8-minute walk to the train station, with direct mainline services to London Paddington.

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.

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.
Popular amenities for Headington guesthouse rentals
Family-friendly guest house rentals

Adorable 2 bedroom property in Bucks countryside

Luxury self-contained studio Abingdon

Private, self-contained annex suite near Woodstock

A self contained detached Annex in cottage garden

Comfortable cabin in our quiet garden

Cotswold Barn near The Bull, Farmhouse & Clarkson

Beautiful Grade II listed Guest House

Castle Loft, Central Wallingford
Guest house rentals with a patio

The Nook - Cosy, Modern Annexe

Charming 2-Bed Guest suite Oxford

Garden Hideaway (Parking&Pets friendly) - 牛津花园小栖

Iffley Hideaway Studio Cozy & Quiet Oxford Stay

Cosy 1 bed annexe in Woodstock

Bungalow with Hot Tub in Oxfordshire

Cosy Stone Barn Annex w/ Footpath Access

Summer House on the Edge of the Cotswolds
Guest house rentals with a washer and dryer

The Post Office Barn Chalgrove

Stylish Countryside Guesthouse near Oxford

Oxfordshire Country Cottage

Spacious private ensuite, superb views near Oxford

Peaceful Garden House in Oxford

Adorable Countryside Guest Annex

The Abbey Garden Lodge

Tolley Cottage
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 419 | ﺩ.ﺇ 452 | ﺩ.ﺇ 452 | ﺩ.ﺇ 466 | ﺩ.ﺇ 470 | ﺩ.ﺇ 470 | ﺩ.ﺇ 433 | ﺩ.ﺇ 422 | ﺩ.ﺇ 430 | ﺩ.ﺇ 411 | ﺩ.ﺇ 382 | ﺩ.ﺇ 386 |
| 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 |
Destinations to explore
- Rentals with breakfast Headington
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- Guesthouse rentals Oxfordshire
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- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Tottenham Hotspur Stadium
- Silverstone Circuit
- Emirates Stadium
- Cotswolds AONB
- Clapham Common
- University of Oxford
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Stonehenge
- Blenheim Palace
- LEGOLAND® Windsor Resort
- The National Bowl
- Buckingham Palace
- Big Ben
- Alexandra Palace
- London Eye
- Windsor Castle
- British Museum




