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

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.

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.

Stylish country converted barn
Symonds Barn is a spacious converted barn set in the middle of Childrey, a village on the edge of the Ridgeway, only 15 miles from Oxford. Choose between enjoying an escape to the countryside, with delicious meals in one of the many local cafes and pubs and walks through some really beautiful countryside (it’s a 5 minute drive onto the Ridgeway), or take advantage of the nearby shopping and culture in Oxford, Marlborough, Hungerford or Burford.

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.

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.

Beautiful garden cabin
Enjoy the tranquil view from this comfortable, well insulated chalet-style cabin. It has a separate entrance via the garden gate, and guests will be totally self-contained away from the house. This is an ideal resting place after exploring Oxford's historical centre. Full cooking facilities, fridge, shower room, tv and internet connection. Sleeps two.

Large Garden Studio in trendy East Oxford
Large Studio room with King size bed, sofa, small fridge, ensuite with a shower. We’re situated in east Oxford near the bustling Cowley Road with lots of restaurants, cafe’s and bakeries. The studio has been ventilated, cleaned and disinfected. All frequently touched areas have been disinfected also. All linens have been washed at a high temperature.
Popular amenities for guest house rentals in Headington
Family-friendly guest house rentals

Idyllic 2 room studio-style guesthouse with views

'The Stables' Garden Annexe

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

Studio guesthouse

Detached house sleeps 4, near Henley-on-Thames.

Annex in Cotswold Village

Rosemary Cottage - 2 En-suite Bedrooms

The Granary near Burford in The Cotswolds
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

Luxury retreat in Oxfordshire village

Cosy 1 bed annexe in Woodstock

Idyllic village, gateway to the Cotswolds, nr pub

Summer House on the Edge of the Cotswolds

Lovely self-contained annexe in Oxfordshire
Guest house rentals with a washing machine and dryer

South Oxfordshire retreat, entire top floor barn.

Oxfordshire Country Cottage

Charming Charlbury Cottage set in Idyllic garden

Spacious private ensuite, superb views near Oxford

Peaceful Garden House in Oxford

Beautiful barn just outside Oxford.

The Abbey Garden Lodge

Luxurious & private annex in Cotswold village
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $158 SGD | $158 SGD | $139 SGD | $137 SGD | $144 SGD | $151 SGD | $148 SGD | $150 SGD | $144 SGD | $133 SGD | $135 SGD |
| 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 $38 SGD 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
- Buckingham Palace
- Marble Arch
- Wembley Stadium
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- Big Ben
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- Battersea Power Station (disused)
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