
Guest house holiday rentals in Headington
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Headington
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

The Cotswolds. 2 bed modern house & free parking.
The Paddocks-a comfortable, private home in pretty Minster Lovell. Securely located in gardens of family home, ideal for exploring Clarkson’s Farmer’s Dog pub/shop, Blenheim Palace, Oxford, Bourton on the Water, Bibury, Stow, Burford, Slaughters, Bicester Village. Large kitchen/diner, downstairs toilet & v. spacious dining room & lounge. Outdoor patio seats. 2 double bedrooms - access to second room via the first & thru a smaller room (with the red futon), so best for families/good friends.

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 White House at Wayland
The studio is situated on a quiet private road overlooking an area of outstanding natural beauty, within easy walking distance to the riverside village of Goring-on-Thames. The self-contained studio is on two floors, which is bright, airy and furnished well with a private entrance. You can get fantastic views at the top of the garden and, better still, from the top field. Breakfast basket including cereals and bread, milk, juice and fresh ground coffee and a selection of teas will be included.

Cosy Hideaway | Hot Tub | Farmer’s Dog
Escape to The Dacha, a luxury countryside retreat for two in Asthall. Unwind in your private garden with fire pit and covered verandah, then enjoy evening hot tub access (6–10pm) in a secluded courtyard just across the driveway. No disposable BBQs please. Stroll to the Three Horseshoes or Jeremy Clarkson’s Farmer’s Dog nearby. Ideally located for exploring the Cotswolds, Diddly Squat Farm, Daylesford, Bicester Village and Blenheim Palace. High-speed WiFi included. No disposable BBQs please.

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 *

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!

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.

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.

Rosemary Cottage
The cottage is in a stunning location in the beautiful hamlet of Chilson which is extremely quiet and a restful place to be. Two miles from Charlbury station, it is a perfect base for touring the Cotswolds. The historic town of Burford and Blenheim Palace are within easy reach, as is de luxe shopping at Daylesford. It is a perfect starting point for walking/biking enthusiasts with never ending foot paths and lovely country lanes for biking.
Popular amenities for guest house rentals in Headington
Family-friendly guest house rentals

'The Stables' Garden Annexe

Private Studio, in the Oxfordshire countryside

Luxury self-contained studio Abingdon

A charming self- contained Guest House near Oxford

The new auto house

Pretty Oxfordshire Annexe

The Old Music Studio - retreat with tennis court

Castle Loft, Central Wallingford
Guest house rentals with a patio

The Potting Shed - boutique countryside hideout

Bungalow with Hot Tub in Oxfordshire

Detached Cottage Near JR Hospital + Parking

Goring River Retreat with Gym and Wellness area

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

Annex in Cotswold Village

Romantic Cotswold Retreat with parking

Cherry Nook
Guest house rentals with a washing machine and dryer

Entire Garden Annex with Breathtaking Views

Little Bulpits

Charming Charlbury Cottage set in Idyllic garden

Spacious private ensuite, superb views near Oxford

The Post Office Barn Chalgrove

Peaceful Garden House in Oxford

The Hayloft Little Tew

Country garden retreat near Henley on Thames
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £85 | £92 | £92 | £80 | £80 | £83 | £88 | £86 | £87 | £83 | £77 | £78 |
| 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 £22 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
Destinations to explore
- Rentals with breakfast Headington
- House rentals Headington
- Rentals with lake access Headington
- Townhouse rentals Headington
- Rentals with a patio Headington
- Rentals with an EV charger Headington
- Rentals with a hot tub Headington
- Flat rentals Headington
- Pet-friendly rentals Headington
- Smoking-friendly rentals Headington
- Rentals with a washing machine and dryer Headington
- Rentals with a fireplace Headington
- Serviced apartment rentals Headington
- Bed and breakfasts Headington
- Apartment rentals Headington
- Family-friendly rentals Headington
- Rentals with a firepit Headington
- Rentals with outdoor seating Headington
- Guest house rentals Oxfordshire
- Guest house rentals England
- Guest house rentals United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- Emirates Stadium
- Cotswolds AONB
- Silverstone Circuit
- Clapham Common
- University of Oxford
- Buckingham Palace
- Stonehenge
- Blenheim Palace
- Thorpe Park Resort
- Alexandra Palace
- Chessington World of Adventures Resort
- Big Ben
- Windsor Castle
- LEGOLAND® Windsor Resort
- British Museum
- Cheltenham Racecourse
- Primrose Hill
- London Eye





