
Pet-friendly holiday rentals in Headington
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Headington
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Country Cottage 1 - Oxford/Cotswolds/Bicester
Idyllically situated 6k Central Oxford, 5k Summertown, 5k Woodstock and Blenheim Palace, 20k Burford (gateway to The Cotswolds) 20k Bicester Village and overlooking the historic St. Peter's Church, the cottages have been luxuriously appointed to the highest contemporary standard. Constructed of Cotswold stone with central and underfloor heating. The studio style layout provides a double room and bed with en-suite bathroom. Downstairs is a fitted kitchen, open plan living room and breakfast bar.

2-bed cottage nr Soho Farmhouse
Escape to a quintessential Cotswolds cottage where countryside charm meets boutique design and comfort. Tucked away in a peaceful hamlet, just 7-mins drive from Soho Farmhouse. Inside the cottage, Farrow & Ball tones, thoughtful design touches and shelves of art/ photography books create a cosy space for slow mornings and relaxed evenings. - 2 king sized bedrooms - wood-burning stove - Rangemaster cooker, in fully-equipped kitchen - roll top bath and rainfall shower - peaceful garden

17th Century Barn in quiet country village
A 17th Century Hay Barn 7 miles from Oxford and in the same village as ‘Le Manoir aux Quat’ Saisons’. Enjoy a glass of bubbles on your own private terrace before strolling to dinner at this famous Cotswold stone Manor. Fully wheelchair accessible & with private parking this unique property is the perfect place for a few days away walking in the nearby Chilterns, exploring Oxford’s Colleges & Cafes, visiting Art & Literary Fairs or attending appointments at Oxford’s many leading hospitals.

Elegant Countryside Cottage near Oxford
Spacious and beautifully finished countryside cottage in the heart of Brill village with views across the village green and just a 2 min walk from The Pointer pub. The perfect base for exploring the countryside, Oxford, Thame and Bicester Village. Blenheim Palace, Waddesdon Manor, the Cotswolds, Silverstone race track and London are all within easy reach. Well behaved dogs over 2 years old welcome! * Host My House manages this property which is owned by Christopher & Gillian Scott-Mackirdy *

Boutique couples hideaway – "The Den"
Privacy, peace and tranquility along with a generous artisan breakfast hamper awaits couples at “The Den”. Single guests also welcome and well-behaved furry friends too! Completely self-contained. Just 6 miles from central Oxford. Recently refurbished to the highest of standards. Enjoy peace and quiet with all these features: Super-comfy double bed, lounge area with Smart TV inc Netflix, WiFi, kitchenette with Belfast sink, mini fridge, microwave, toaster & kettle plus a beautiful en-suite.

The Nest mini - suite retreat
Take a break and unwind at this peaceful oasis. Nestled alongside the meandering river Thames in the south Oxfordshire countryside you’ll find Dorchester. Steeped in history, once a bustling Roman town and a prominent route for pilgrims. We are situated right on the edge of the village; no where near busy roads so it’s blissfully quiet - just the sheep in the field and the church bells. We have some lovely pubs and a great farm shop selling local produce. And Oxford is only 15 mins away!

Historic Manor Stables - Chilterns Hideaway
A stunning converted stable from the 1700s, set in the picturesque village of Brill, Buckinghamshire, known for its restored windmill. This spacious hideaway, retaining original stable dividers, exudes charm with an inviting, open layout. Inside, find a cosy living room, reading room, dining area, large kitchen, and laundry room with washer and dryer. The property offers three bedrooms sleeping six: two singles, one double, and a king bed. Enjoy full access to a private garden and parking.

Luxury Shepherd's Hut with stunning sunset views!
Welcome to Honeysuckle, our luxury shepherd's hut with stunning views across the fields in the Chilterns. In the evenings sit and watch the sun go down around your fire pit or stay cosy indoors with your log burner. We are a working farm and you may see the tractor trundle past feeding our herds of Texal sheep (Lambing right in front of you in April 2026!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

Beautiful Oxford House with parking + EV charger
Our beautiful, very spacious Victorian town house is situated in a lovely quiet road favoured by academics and creatives. We have 4 large double bedrooms, spacious living spaces and parking for 2 small/medium cars. We include crisp white linens and towels which are high temperature washed and the house is deep cleaned. Vibrant East Oxford has some of the best restaurants and cafes. We are a short walk from Magdalen Bridge, the Botanical Gardens, punting and the historic city centre.

Cosy Country Cottage
The Cottage is a cosy retreat in a quiet village, recently renovated to show off the best of its period features with all the creature comforts. Ideally situated for Bicester Village shopping, Oxford site seeing, Silverstone motor racing and beautiful countryside walks. This is the perfect bolt hole to be as active or relaxed as you choose. Have a soak in the roll top bath, snuggle up in front of the log burning stove or spend an afternoon in the suntrap garden listening to the birds.

The Garden Room
Large (30 sqm) self contained quiet room on ground floor rear of well appointed house with king-size bed, shower / toilet, kitchen and garden. Close to shops, frequent bus services into central Oxford, and a few minutes walk from river Thames / Isis and parks. Popular pubs, cafes and restaurants are on nearby Magdalen Road. The Garden Room is reached by side entrance with coded gate and motion activated lights. Parking on driveway or street. Garden awaits further tidying. See photos.

Lovely studio apartment close to Oxford
The Loft is a lovely self-catering, studio flat for 2 people close to Oxford, we are 2.6 miles from Oxford. We are a few minutes from all the tourist attractions of the historic city of Oxford including, the University Colleges, the Ashmolean Museum, Pitt Rivers Museum, the Bodleian Library, the Thames for punting, the Westgate shopping centre, University Parks, Port Meadow etc. We are 30 minutes drive from Blenheim Palace and 20 minutes from Bicester Village outlet shopping centre.
Popular amenities for Headington pet-friendly home rentals
Pet-friendly house rentals

Stunning barn conversion prized Cotswold location

Merewood house

5 bedroom house sleeps 13 parking Bicester Village
4 BR House with excellent view to Oxford + parking

Stunning 2 bed cottage in rural gated mews

Orchard Cottage: Cosy Victorian Home in Oxford

Charming country cottage, well equipped.

Beautiful home in Toot Baldon
Pet-friendly home rentals with a pool

Converted Stables on the Edge of the Cotswolds

Teal Cottage with Swimming Pool (4-6 people)

Coach House - converted barn in a quiet hamlet

Magdalen Cottage at Oxford Country Cottages

Ingleby Retreat | Luxury Oxfordshire Escape

The Dovecote - Cosy & quirky canal-side cottage

Hoarstone - Cosy country cottage
Private, pet-friendly home rentals

The Belle

Modern 2 Bed Near Oxford Centre with Free Parking

Little Coach House, Stanton St John, Oxford

Cute 1 bed Townhouse in Jericho

Peaceful Garden House in Oxford

Stunning Architect-Designed Cotswolds Home

Garden Hideaway in Oxford - 牛津花园小栖

The Curlew - Shepherd’s Hut
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 SGD | $191 SGD | $204 SGD | $214 SGD | $223 SGD | $259 SGD | $271 SGD | $252 SGD | $241 SGD | $234 SGD | $207 SGD | $211 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 holiday rentals that are pet-friendly in Headington

Total holiday rentals
Explore 140 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 4,070 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 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
- Family-friendly rentals Headington
- Rentals with breakfast Headington
- Rentals with a patio Headington
- Rentals with an EV charger Headington
- House rentals Headington
- Rentals with lake access Headington
- Rentals with a firepit Headington
- Apartment rentals Headington
- Flat rentals Headington
- Rentals with a fireplace Headington
- Guest house rentals Headington
- Rentals with a hot tub Headington
- Townhouse rentals Headington
- Smoking-friendly rentals Headington
- Rentals with a washing machine and dryer Headington
- Bed and breakfasts Headington
- Rentals with outdoor seating Headington
- Serviced apartment rentals Headington
- Pet-friendly rentals Oxfordshire
- Pet-friendly rentals England
- Pet-friendly rentals United Kingdom
- Cotswolds AONB
- Paddington
- Covent Garden
- British Museum
- St Pancras International
- Hampstead Heath
- Buckingham Palace
- Wembley Stadium
- Tottenham Court Road
- Marble Arch
- Big Ben
- Natural History Museum
- Trafalgar Square
- Emirates Stadium
- Battersea Power Station (disused)
- Royal Albert Hall
- Russell Square
- Olympia Events
- Clapham Common
- University of Oxford
- Alexandra Palace
- London Eye
- Blenheim Palace
- Primrose Hill





