
Pet-friendly vacation rentals in Headington
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Top-rated pet-friendly home rentals in Headington
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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 March/April 2025!) and Limousin cows grazing in fields, or watch the many birds. You have your own secluded, fenced and private garden area with seating.

Private house in beautiful countryside
The house is in the heart of the beautiful conservation area of the village surrounded by open fields and brooks. There is a small waterfall a few steps away and lots of footpaths through the fields and woods allowing guests to take refreshing walks. This is a quit and idyllic place ideal for those who love nature. The neighborhood is very friendly and villagers feed the ducks here. The village is close to Milton Park, Harwell, Didcot and Oxford, Frilford Gold Club and Drayton Park Golf Club.

Country Cottage 2 - Oxford/Cotswolds/Bicester
Idylically situated 8k Central Oxford, 5k Summertown, 8kWoodstock/Blenheim Palace, 20k Burford (gateway to The Cotswolds) 15mins Bicester Village. Overlooking the historic St Peters church they 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 bedroom with a private ensuite wet room. Downstairs is a fully fitted kitchen, open plan living room, breakfast bar and desk.

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…. Rural escape
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!

Little Chestnut Cottage
Situated in a quiet location in the village of Stonesfield, Little Chestnut Cottage is a charming self-contained base from which to explore the Cotswolds and local attractions in the Oxford area such as Blenheim Palace. The cottage is just over an hour away from London yet surrounded by beautiful countryside and there are plenty of walks straight from the door across the picturesque Evenlode valley. Shakespeare’s Stratford is less than an hour away if you want to go a little further afield.

Spacious country retreat or romantic mini break
A country hideout above our detached oak framed barn. Stylishly furnished in a rustic luxury theme ensuring this little 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) but there is a very well equipped kitchen should you like to cook for yourselves. Easy access to Oxfordshire best countryside walks too.

Beautiful , Oxford House, 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.

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.
No 90. A beautiful home in historic Oxford
Beautiful house renovated to high standard throughout, with bohemian decor and lots of houseplants and art. This four bedroom house has a large (42 sqm) light-filled open plan kitchen/diner/lounge opening onto a small but perfectly-formed garden. The kitchen and dining/living area can easily accommodate 8 people comfortably. Log burner. Dishwasher. Laundry room. Netflix. Family Games. Please tell us your individual requirements and we will work out the ideal configuration!

Peaceful Stable cottage set in great location
This lovely little stone cottage sleeps up to 2 guests . It has the additional use of a sofa bed in the lounge It has been converted from a building that was once used to house a previous owner's pony and trap back in the 1880's into what is now a welcoming detached holiday cottage, sitting on the border of the owner's garden.
Popular amenities for Headington pet-friendly home rentals
Pet-friendly house rentals

Stunning barn conversion, prized Cotswold location

Florence park property

Family Home, walking distance to the City Centre

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

Charming country cottage, well equipped.
Pet-friendly home rentals with a pool

Own Island: Direct Lake Access, Activities, Spa

Stunning edge of village 5 bedroom Cotswold home

Wishbone Cottage, beautiful lakeside Cotswold home

Cotswolds House w/ private Swimming Pool in Garden

Fairhazel Cottage – Lower Mill Estate

43 Clearwater, Lower Mill Estate + Pools + Spa

The Warren Lodge with Hot Tub, Free Hoburne Passes

Holiday cottage inc spa access in Somerford Keynes
Private, pet-friendly home rentals

Stable Lodge with Cosy Log Fire

Modern 2 Bed Near Oxford Centre with Free Parking

Little Coach House, Stanton St John, Oxford

Romantic country cottage near Oxford & Le Manoir

Stanley Road - Gorgeous Modern Flat in Oxford

Cute 1 bed Townhouse in Jericho

Stylish 1 Bedroom Flat with Parking in Oxford

Peaceful Garden House in Oxford
When is the best time to visit Headington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,043 GYD | G$39,735 GYD | G$34,925 GYD | G$34,925 GYD | G$36,389 GYD | G$42,245 GYD | G$52,493 GYD | G$46,219 GYD | G$50,192 GYD | G$39,735 GYD | G$35,762 GYD | G$32,207 GYD |
| 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 vacation rentals that are pet-friendly in Headington

Total vacation rentals
Explore 120 vacation rentals in Headington

Nightly prices starting at
Headington vacation rentals start at G$6,274 GYD per night before taxes and fees

Verified guest reviews
Over 3,480 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
120 of Headington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Headington rentals

4.6 Average rating
Headington stays receive an average rating of 4.6 out of 5 from guests
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- Cotswolds AONB
- British Museum
- Covent Garden
- Buckingham Palace
- Big Ben
- Trafalgar Square
- Hampstead Heath
- Wembley Stadium
- Emirates Stadium
- St Pancras International
- Camden Market
- Alexandra Palace
- Clapham Common
- Oxford University
- Blenheim Palace
- Stonehenge
- Primrose Hill
- Windsor Castle
- Hampton Court Palace
- Kew Gardens
- Silverstone Circuit
- Lower Mill Estate
- Chessington World of Adventures Resort
- Winchester Cathedral