
Guest house holiday rentals in Headington
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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

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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
Top-rated guest house rentals in Headington
Guests agree: these guest house 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!

Stylish Countryside Guesthouse near Oxford
Immaculate and newly renovated guesthouse located in the stunning Oxfordshire countryside, surrounded by excellent walks and top quality restaurants/pubs. This beautiful light and bright space has everything you would ever need! Oxford, Bicester Village, Blenheim Palace & Waddesdon Manor are all within 20 mins, so you're in a perfect position to enjoy the scenery with a great range of things to do nearby. * Host My House manages this property which is owned by Sarah & Alastair Paterson *

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.

A one / two bedroom annexe in a village location
Located in the lovely village of Launton which is just 2 miles from the market town of Bicester which boasts 2 train stations with fast links to London, and the prestigious Bicester village outlet shopping centre. Launton village itself has a butchers, deli /farmshop, shop and 2 pubs. The property is walking distance to all of these and also easy walking reach of the Tythe barn. Launton is a fantastic location to explore the Cotswolds, visit Oxford and to visit Blenheim palace.

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.

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

Private Studio, in the Oxfordshire countryside

Luxury self-contained studio Abingdon

A charming self- contained Guest House near Oxford

Stylish country converted barn

Pretty Oxfordshire Annexe

Cotswold Barn near The Bull, Farmhouse & Clarkson

Harwell, self contained cottage

Castle Loft, Central Wallingford
Guest house rentals with a patio

Iffley Hideaway Studio Cozy & Quiet Oxford Stay

Bungalow with Hot Tub in Oxfordshire

Detached Cottage Near JR Hospital + Parking

Cosy Cotswold Stone Cottage

Cosy 1 bed annexe in Woodstock

Summer House on the Edge of the Cotswolds

Charming 2-Bed Guest suite Oxford

Modern one bedroom self contained pod
Guest house rentals with a washing machine and dryer

Oxfordshire Country Cottage

Spacious private ensuite, superb views near Oxford

Peaceful Garden House in Oxford

Beautiful barn just outside Oxford.

The Abbey Garden Lodge

Destiny - Bohemian Haven

Luxurious & private annex in Cotswold village

Adorable Countryside Guest Annex
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 | £84 | £88 | £86 | £88 | £84 | £78 | £79 |
| 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 outdoor seating Headington
- Smoking-friendly rentals Headington
- Townhouse rentals Headington
- Rentals with a hot tub Headington
- Serviced apartment rentals Headington
- Rentals with a patio Headington
- Apartment rentals Headington
- Rentals with breakfast Headington
- Bed and breakfasts Headington
- Pet-friendly rentals Headington
- Flat rentals Headington
- Rentals with a washing machine and dryer Headington
- Rentals with a fireplace Headington
- Family-friendly rentals Headington
- Rentals with an EV charger Headington
- Rentals with a firepit Headington
- House rentals Headington
- Rentals with lake access Headington
- Guest house rentals Oxfordshire
- Guest house rentals England
- Guest house rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Emirates Stadium
- Cotswolds AONB
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Buckingham Palace
- Stonehenge
- Blenheim Palace
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Alexandra Palace
- Big Ben
- Windsor Castle
- LEGOLAND® Windsor Resort
- Primrose Hill
- British Museum
- London Eye
- Lower Mill Estate




