
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!

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.

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.

A charming self- contained Guest House near Oxford
Bakery Barn is situated in the small village of Oakley, Buckinghamshire between the historic towns of Thame and Bicester. It is a great location for visiting Bicester Village, Bicester Heritage Centre, Blenheim Palace, Waddesdon Manor and of course Oxford and the beautiful villages of the Cotswolds. There are mainline train stations at Bicester and Haddenham each only about 15mins car journey.

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

Cosy Garden Annexe With Free Onstreet Parking

Sunnyside - Stylish, Ground floor with parking

Private Garden Cottage in Oxfordshire

Country garden retreat near Henley on Thames

Garden studio with driveway parking

Chilterns Country Escape

Luxurious Studio. Free parking

The White House at Wayland
Guest house rentals with a patio

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

Romantic Cotswold Retreat with parking

Garden Hideaway in Oxford - 牛津花园小栖

The Nook - Cosy, Modern Annexe
Guest house rentals with a washing machine and dryer

Little Bulpits

Cotswold Village Guest House

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

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 | $146 SGD | $158 SGD | $158 SGD | $139 SGD | $137 SGD | $144 SGD | $152 SGD | $148 SGD | $150 SGD | $144 SGD | $134 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 $39 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
- Tottenham Court Road
- Big Ben
- Trafalgar Square
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
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- University of Oxford
- London Eye
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- Primrose Hill





