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 modern lodge is depicted with a wooden exterior, featuring large glass doors that open to a spacious patio. A dining table with chairs is positioned on the stone patio, surrounded by a lush green lawn and trees, creating an inviting outdoor 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!

Top guest favourite
A spacious bedroom is highlighted by wood-paneled walls and warm lighting. A large bed is adorned with soft linens, complemented by decorative pillows. A cozy seating area includes an armchair, while artwork and plants add character to the room. Soft rugs are placed on the wooden floor.
Guest house in Oxfordshire
4.97 out of 5 average rating, 603 reviews

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.

Top guest favourite
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 modern kitchen and living area features sleek cabinetry and a well-equipped countertop. A comfortable sofa is positioned beside a dining table, while light streams through partially covered windows. A door leads to the outside, enhancing the open feel of the space.
Guest house in Headington
4.88 out of 5 average rating, 105 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
A well-lit path made of stone slabs winds through a private garden, leading towards the welcoming entrance of Cherry Nook. Soft security lights illuminate the walkway, surrounded by lush greenery and carefully laid planting beds, creating a tranquil evening atmosphere.
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 barn exterior is shown with a gravel driveway leading to a private entrance. Large windows allow natural light to fill the space, while two small seating chairs are positioned outside. Lush green fields and trees create a serene backdrop.
Guest house in Worminghall
4.92 out of 5 average rating, 213 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
The image shows a modern pool area, featuring a clear swimming pool surrounded by a tiled deck. Lounge chairs are positioned nearby, and a small seating area with a table and chairs is visible. Lush greenery provides privacy along the perimeter.
Guest house in Garsington
4.95 out of 5 average rating, 542 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
Guest house in Childrey
4.9 out of 5 average rating, 208 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.

Guest favourite
A gravel driveway is framed by low wooden gates, leading towards the entrance of Bakery Barn. Lush greenery and trees are visible along both sides of the drive, creating a natural canopy that enhances the tranquil setting.
Guest house in Oakley
4.95 out of 5 average rating, 153 reviews

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.

Guest favourite
A modern wooden annex features large glass windows that provide expansive views of the surrounding fields. A small outdoor seating arrangement is visible on a stone patio, complemented by greenery from nearby shrubs and trees.
Guest house in Long Hanborough
4.93 out of 5 average rating, 428 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 serene cabin is set within a lush garden, surrounded by vibrant greenery and flower beds. The wooden deck leads to the entrance, flanked by assorted potted plants. A variety of trees provide a natural canopy overhead, creating a tranquil outdoor setting.
Guest house in Oxford
4.93 out of 5 average rating, 363 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$158 SGD$158 SGD$139 SGD$137 SGD$144 SGD$152 SGD$148 SGD$150 SGD$144 SGD$134 SGD$135 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 $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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