Guest house holiday rentals in Headington

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Top-rated guest house rentals in Headington

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a grey sofa paired with plush cushions, arranged on a light-colored rug. Large glass doors provide views of the outdoor patio and garden. The modern kitchen includes sleek cabinetry and is equipped with essential appliances, ensuring a well-appointed space.
Guest house in Standlake
4.97 out of 5 average rating, 252 reviews

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!

Guest favourite
A view from the patio into the kitchen and living area reveals a bright, open space. A striped sofa adds comfort, accompanied by decorative cushions. Light wood cabinetry lines the walls, complemented by modern appliances. A textured rug covers the floor, enhancing the cozy atmosphere.
Guest house in Boars Hill
4.88 out of 5 average rating, 111 reviews

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!

Top guest favourite
A well-designed room features a spacious bed with green bedding, complemented by two framed artworks on the wall. A wooden dining table with chairs and a mirror is situated near the window, which overlooks the garden. Two lamps provide soft lighting.
Guest house in Freeland
5 out of 5 average rating, 115 reviews

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.

Guest favourite
A living area features a dark blue sofa with a patterned throw pillow. A wooden coffee table sits in front, adorned with decorative items. A television and kitchen appliances are visible, while a sliding partition leads to a sleeping area with a light-colored bed and warm wall colors.
Guest house in Headington
4.91 out of 5 average rating, 103 reviews

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.

Top guest favourite
The exterior of Cherry Nook is illuminated at night, highlighting the renovated annexe surrounded by blooming cherry trees. A well-maintained garden features a patch of grass and garden beds with various plants, providing a serene, private outdoor space.
Guest house in Long Hanborough
4.98 out of 5 average rating, 103 reviews

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.

Top guest favourite
The charming brick exterior of the barn features a slate roof and arched windows. A gravel driveway leads to the entrance, flanked by decorative plants. Two seating areas are positioned outside, inviting relaxation in a serene garden setting.
Guest house in Worminghall
4.92 out of 5 average rating, 212 reviews

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.

Top guest favourite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guest house in Garsington
4.95 out of 5 average rating, 540 reviews

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.

Top guest favourite
The exterior of Symonds Barn features rustic wooden cladding and a sloped roof with slate tiles. A wooden bench adorned with colorful cushions sits on a gravel path, surrounded by pots of vibrant flowers. Large glass doors lead into the inviting interior.
Guest house in Childrey
4.9 out of 5 average rating, 207 reviews

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.

Top guest favourite
A comfortable lounge area is highlighted by a cozy velvet sofa in dark green, a low wooden coffee table with a decorative plant, and a flat-screen TV that displays the Netflix logo. Natural light enters through a large window with horizontal blinds.
Guest house in Holton
4.79 out of 5 average rating, 290 reviews

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.

Top guest favourite
The exterior of a stone cottage features a sloped slate roof and large windows framed by greenery. A small outdoor seating area with chairs sits beside a landscaped garden of shrubs and plants, providing a peaceful retreat.
Guest house in Burford
4.97 out of 5 average rating, 471 reviews

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.

Guest favourite
Guest house in Long Hanborough
4.93 out of 5 average rating, 427 reviews

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.

Guest favourite
A bright kitchen area features wooden walls and ceiling, creating a warm atmosphere. An extendable table with two chairs is positioned near a large window, inviting natural light. A television is mounted on the wall, while a compact kitchenette is visible beside a tall storage unit.
Guest house in Oxford
4.93 out of 5 average rating, 362 reviews

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

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Avg. price$146 SGD$157 SGD$157 SGD$138 SGD$137 SGD$143 SGD$151 SGD$147 SGD$149 SGD$143 SGD$133 SGD$134 SGD
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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 $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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