Pet-friendly holiday rentals in Headington

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Top-rated pet-friendly home rentals in Headington

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Guest favourite
The exterior of a stone cottage features a warm, inviting facade with wooden doorways and modern windows. A gravel pathway is bordered by potted plants and stone benches, offering an area for relaxation. The roof is adorned with skylights, allowing natural light into the interior.
Home in Cassington
4.86 out of 5 average rating, 641 reviews

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.

Superhost
A charming Cotswolds cottage features a natural stone façade, framed by greenery. Its inviting green front door is set beneath a lantern, while multiple windows enhance the warm, traditional appearance. A rustic stone wall surrounds the entrance, with established plants visible in the foreground.
Home in Enstone
4.87 out of 5 average rating, 127 reviews

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

Top guest favourite
The exterior of a charming stone barn is illuminated at night, highlighting its rustic architecture. Soft lighting from below enhances the textures of the stone walls and draws attention to the barn doors. A sculptural feature is visible in the foreground, adding interest to the serene landscape.
Barn in Great Milton
4.97 out of 5 average rating, 232 reviews

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.

Guest favourite
Cottage in Brill
4.88 out of 5 average rating, 156 reviews

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 *

Guest favourite
A charming exterior view of a black cabin surrounded by lush greenery. A blossoming tree provides shade to a small white table and chairs set on a paved area. The sky displays soft clouds and bright blue hues, enhancing the peaceful setting.
Cabin in Waterstock
4.95 out of 5 average rating, 155 reviews

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.

Top guest favourite
Lush greenery frames a view of rolling hills in the distance, with a hint of a historic structure visible atop the hill. Delicate white flowers and vibrant leaves intertwine, creating a natural vignette that invites serene outdoor contemplation.
Flat in Dorchester
4.98 out of 5 average rating, 147 reviews

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!

Superhost
The master bedroom features exposed oak beams and hardwood flooring. A spacious bed is adorned with floral patterned pillows and a textured throw. Soft lighting from two bedside lamps enhances the peaceful ambiance, while a wooden door adds character to the unique design.
Barn in Brill
4.87 out of 5 average rating, 118 reviews

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.

Top guest favourite
A welcoming entrance is framed by a rustic wooden gate and lush greenery. The shepherd's hut is visible in the background, with a soft sunset illuminating the sky and reflecting off the structure. Pathways bordered by wildflowers lead towards the fields beyond.
Shepherd’s hut in Ewelme
4.99 out of 5 average rating, 642 reviews

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.

Top guest favourite
A bright and airy living room features elegant white walls and two decorative fireplaces. Green furnishings complement patterned lamps. The space is enhanced by framed botanical prints, while a bookshelf filled with books adds a touch of character. A patterned area rug grounds the seating area.
Home in Oxford
4.98 out of 5 average rating, 166 reviews

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.

Top guest favourite
A bright bathroom features a free-standing roll top bath, a spacious walk-in shower with glass panels, and wooden flooring. A vintage chest sits near the shower, accompanied by neatly arranged towels. Natural light enters through a window, enhancing the calm ambiance.
Cottage in Piddington
4.98 out of 5 average rating, 124 reviews

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.

Guest favourite
A light and airy living space features two cream-colored leather sofas with decorative cushions. A wooden desk is positioned against the wall, accompanied by a lamp and a potted plant. Natural light enters through the windows, framed by patterned curtains, illuminating a black and red area rug.
Flat in Oxfordshire
4.79 out of 5 average rating, 137 reviews

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.

Guest favourite
The sitting area features a black leather sofa paired with a comfortable armchair. A slanted skylight allows natural light to fill the space. A cozy rug lies beneath a wooden coffee table, accented with decorative items, fruits, and a soft throw blanket. A smart TV is positioned in the corner.
Loft in Oxford
4.99 out of 5 average rating, 210 reviews

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

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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
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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