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Holiday rentals with breakfast in Headington

Find and book unique rentals with breakfast on Airbnb

Quick stats about holiday rentals with breakfast included in Headington

  • Total holiday rentals

    Explore 90 holiday rentals in Headington

  • Nightly prices starting at

    Headington holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 10,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    90 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

Top-rated rentals with breakfast in Headington

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house
5 out of 5 average rating, 121 reviews

Quiet Annex: Woodstock Oxford & Cotswolds: Parking

Relax in a peaceful annex minutes from Blenheim Palace, Woodstock & Oxford close by. With countryside views, parking, complimentary breakfast provisions & underfloor heating, an ideal base for exploring or working. Private entrance, workspace/Wi-Fi. Sofa-bed not made up by default, advise in advance if needed. Estelle Manor, Woodstock/Blenheim Palace, Witney, Kidlington, Oxford all very close & easy travelling to Bicester Village, Diddly Squat Farmshop, The Farmers Dog and Cotswold villages.

Top guest favourite
A wrought iron gate is showcased with a sign reading 'The Annex.' The pathway leads towards a brick building with a white window, surrounded by well-kept grass. The area appears peaceful, emphasizing the cottage's inviting entrance.
Guest house
4.94 out of 5 average rating, 153 reviews

A self contained detached Annex in cottage garden

Chance Cottage Annex is a uniquely built and individual building located within the garden of a 18th Century Cottage. The Annex has been fully refurbished in April 2025 and returning to Airbnb after 2.5years. It has its own private entrance and is located in a quiet part of the pretty village of Holton, near Oxford. The village is just 2 miles from the M40 between High Wycombe and Oxford with easy transport links to Oxford city centre, London, the Midlands, Bicester Village and the Cotswolds.

Top guest favourite
A garden cottage features a cozy front patio with a stone pathway and seating. Flower pots are arranged along the entrance, complementing the landscaped garden. A pond with fish and a decorative waterfall are visible in the foreground, offering an inviting outdoor space.
Cottage
4.95 out of 5 average rating, 110 reviews

The Garden Cottage, Bletchingdon

Relax in our refurbished, self contained garden cottage with its quiet garden. There is a kitchenette a portable induction hob and air fryer. A shower/toilet, A comfortable lounge with TV overlooking the garden through the patio doors. The garden has seating, ideal for sunrise. Parking for 2 cars. The cottage is perfect for local site seeing- Bicester Village, Oxford ,Blenheim Palace and the Cotswolds Near Jeremy Clarkson pub and farm shop . We do one night stays from November to March .

Top guest favourite
The image showcases a cozy interior featuring a spacious bed adorned with neutral linens and decorative pillows. A light-colored dresser and two bedside lamps complement the room. A comfortable sofa with yellow cushions faces the bed, enhancing the overall inviting atmosphere.
Barn
4.99 out of 5 average rating, 513 reviews

The Pigsty - A Fresh Contemporary Oasis of Calm.

The Pigsty is a cosy contemporary private space for you to relax in the Oxfordshire countryside, yet only 5 miles from the Centre of Oxford. It is in the grounds of a converted barn with shops and pubs nearby offering evening options. Or the TV and broadband will enable you to have a cosy night in. A fresh and tasty continental breakfast will be brought to your door in the morning! There are a variety of walks through woods and fields to explore as well as the many famous local attractions.

Top guest favourite
The cottage exterior features a traditional stone facade with light-colored brick accents. Two gardens with flower pots are visible, alongside a wooden fence leading to the entrance. Sunlight illuminates the scene, creating a welcoming appearance.
Cottage
4.98 out of 5 average rating, 437 reviews

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.

Top guest favourite
A spacious bed is presented against a deep blue wall, adorned with patterned bedding in monochrome tones. A soft towel is neatly placed at the foot of the bed. Natural light is filtered through a window with shades, while dark curtains frame the space.
Guest suite
4.97 out of 5 average rating, 203 reviews

Self contained annex, suitable for 1 or 2 guests.

Spacious, modern, detached, en-suite annex with kitchenette, ( kettle, air fryer & microwave). Complementary light breakfast, and hot drinks. Suitable for solo guests, couples or friends. 2nd bed only available with a minimum 2 night stay. Quiet residential area, close to Oxford. Very convenient, 5 minute walk to regular bus options for; Oxford, Woodstock/ Blenheim and Cotswolds. 15 minutes walk to Oxford Parkway Railway, offering good links to; Oxford Central, Bicester Village and London.

Guest favourite
The exterior of a historic country house is displayed, featuring a blend of stone and brick walls with large windows. Greenery surrounds the property, and a small decorative birdhouse stands in the garden, under a clear blue sky.
Apartment
4.82 out of 5 average rating, 291 reviews

Two-storey flat, historic farmhouse, near Oxford

Charming private two-storey apartment in 300 year-old Grade II Listed historic country house by famous Port Meadow, near River Thames . Quiet peaceful rural location, within easy reach of the city centre. A wonderful place to relax and escape the crowds. Spacious double bedroom, quality bedding, beautiful antique furniture and lovely views over the garden; comfortable sitting room, dining area, well-equipped kitchenette, private bathroom with shower over bath. Newly decorated. Free parking

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
4.95 out of 5 average rating, 168 reviews

Boutique couples hideaway – "The Den"

1-night stays welcome! Privacy, peace and tranquility along with a generous artisan breakfast hamper await couples at ‘The Den’. Single guests also welcome & furry friends too! Just 6 miles from central Oxford. Completely self-contained, refurbished to the highest of standards. 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 inc fluffy towels & toiletries. Private patio.

Top guest favourite
A spacious bedroom is highlighted by wood-paneled walls and warm lighting. A large bed is adorned with soft linens, complemented by decorative pillows. A cozy seating area includes an armchair, while artwork and plants add character to the room. Soft rugs are placed on the wooden floor.
Guest house
4.97 out of 5 average rating, 607 reviews

The Hayloft - luxury country retreat

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 in the neighbouring village 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.

Top guest favourite
The exterior of the studio is showcased, featuring a well-maintained garden with lush green grass and a winding stone pathway. A brick façade is highlighted by a large window and blooming plants along the sides, creating an inviting entrance to the property.
Tiny home
4.97 out of 5 average rating, 206 reviews

Cosy studio in tranquil surroundings

This is a charming, open plan, self-contained studio in a quiet location in a beautiful Oxfordshire village. It boasts a work station, furnished with ultrafast 300mb/s broadband, a table with 2 chairs, a home cinema (with screen and projector including Netflix and SMART TV), bluetooth HiFi and an exceptionally cosy loft double bed, plus modern kitchenette, bathroom and living area with two-seater sofa. Your welcome pack includes milk, tea & coffee, and breakfast items.

Top guest favourite
A comfortable living area is displayed, featuring a large sofa adorned with decorative cushions. A wooden coffee table is positioned in front of the sofa. A fireplace with a glowing effect adds warmth, while a shelf holds decorative items. A mirror enhances the light in the space.
Flat
4.95 out of 5 average rating, 188 reviews

Quiet flat with shops and cafés on your doorstep

A basement apartment in the heart of Summertown, a very vibrant and thriving neighbourhood of Oxford, packed with cafés, shops, restaurants, gyms and yoga studios. You are a minute's walk from all these amenities, with Costa Coffee on the corner of our road, and frequent buses into the City Centre. The heart of Oxford is fifteen minutes on public transport or it's a 35 minute walk down the wide, tree-lined streets, you can even walk down the picturesque canal.

Top guest favourite
The exterior features a wooden cottage surrounded by a well-maintained garden. A gravel pathway leads to the entrance, flanked by shrubs and vibrant flowers. A classic car is parked prominently in the foreground, complementing the natural setting.
Cottage
4.99 out of 5 average rating, 194 reviews

Manse Cottage in Bladon/ Woodstock nr Blenheim

Situated within a stone's throw of Blenheim Park and St Martins Church the burial place of Sir Winston Churchill. 1.25 miles from Woodstock Town centre with its excellent range of restaurants. Oxford city centre approximately 8 miles and the retail park at Bicester village outlet approximately 14 miles. Comfortable super king zip and link bed, sofa, fitted kitchen, shower room, garden and parking area. Ideal for couples, solo adventurers, business travellers.

Popular amenities for rentals with breakfast in Headington

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