
Guesthouse vacation rentals in Headington
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Headington
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Castle Loft, Central Wallingford
Wallingford was once home to one of the strongest and most important castles in England. In 1067 William the Conqueror instructed the building of the castle on his way to London to take the throne. In 1502 Henry VIII inherited the castle. On 17 November 1652 Cromwell’s Council of State ordered its demolition, making way for this newly built loft apartment within the castle boundary. Just 3 minutes walk from shops bars and restaurants, downstairs shower & cloakroom, gas central heating and WIFI.

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 *

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 your 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.

Stunning country retreat or romantic mini break
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 just 50m from the doorstep 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.

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.

Sunny Studio with privacy and parking in Oxford
A luxurious, newly built, sunny, self-catering studio in the Summertown area. An ideal alternative to a hotel with immaculate decor, a private decked area, and dedicated off-street parking. Quick and easy access to the Oxford city centre with buses coming every 10 minutes and Oxford Parkway train station is only 5 minutes away making travelling into London straightforward.

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 Headington guesthouse rentals
Family-friendly guest house rentals

Stay in a unique former granary to a watermill.

Lavender House, double bed in North Oxford.

Woodstock: Private Studio near Blenheim Palace

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

Studio guesthouse

Cosy modern annex

A one / two bedroom annexe in a village location

Stunning Lodge by Ridgeway/Thames
Guest house rentals with a patio

The Cranny: 1 Bedroom House with Indoor Fireplace

Bungalow with Hot Tub in Oxfordshire

Cottage Near John Radcliffe Hospital Free Parking

Cosy Cotswold Stone Cottage

Cosy 1 bed annexe in Woodstock

Summer House on the Edge of the Cotswolds

Modern one bedroom self contained pod

Charming 2-Bed Guest suite Oxford
Guest house rentals with a washer and dryer

Peaceful Lakeside Annex - Stunning private lake

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

Idyllic village, gateway to the Cotswolds, nr pub
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ382 | ﺩ.ﺇ316 | ﺩ.ﺇ375 | ﺩ.ﺇ397 | ﺩ.ﺇ393 | ﺩ.ﺇ411 | ﺩ.ﺇ433 | ﺩ.ﺇ422 | ﺩ.ﺇ430 | ﺩ.ﺇ389 | ﺩ.ﺇ356 | ﺩ.ﺇ349 |
| 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 guesthouse rentals in Headington

Total vacation rentals
Explore 20 vacation rentals in Headington

Nightly prices starting at
Headington vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 1,340 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Headington vacation rentals include wi-fi 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
Destinations to explore
- Smoking-friendly rentals Headington
- House rentals Headington
- Rentals with lake access Headington
- Family-friendly rentals Headington
- Rentals with a hot tub Headington
- Pet-friendly rentals Headington
- Serviced apartment rentals Headington
- Bed and breakfasts Headington
- Rentals with a patio Headington
- Rentals with a washer and dryer Headington
- Townhouse rentals Headington
- Condo rentals Headington
- Rentals with a fire pit Headington
- Apartment rentals Headington
- Rentals with an EV charger Headington
- Rentals with a fireplace Headington
- Rentals with breakfast Headington
- Rentals with outdoor seating Headington
- Guesthouse rentals Oxfordshire
- Guesthouse rentals England
- Guesthouse rentals United Kingdom
- Cotswolds AONB
- Big Ben
- Westminster Abbey
- British Museum
- Covent Garden
- Buckingham Palace
- Hampstead Heath
- Trafalgar Square
- St Pancras International
- Emirates Stadium
- Wembley Stadium
- Camden Market
- Clapham Common
- Alexandra Palace
- University of Oxford
- Blenheim Palace
- Primrose Hill
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Silverstone Circuit
- Lower Mill Estate
- Highclere Castle
- Winchester Cathedral



