Holiday rentals with breakfast in Winchester

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Winchester

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

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Top guest favourite
Cabin in Old Alresford
4.99 out of 5 average rating, 121 reviews

Arle Hut, riverside luxury on Vineyard estate

A beautifully designed shepherd's hut on a working Hampshire farm, set on a private tributary of the River Arle — one of England's finest chalk streams. Ten minutes' walk from Alresford along the river path. Wake to birdsong and the gentle sound of running water in one of the most peaceful settings in Hampshire. King-size pocket sprung bed, fully equipped kitchen, powerful hot shower and a two-person outdoor bath on the deck. Fire pit, log burner, river views and countryside walks from the door.

Superhost
An open plan living, kitchen, and dining area is depicted, featuring a dining table with wooden chairs and a patterned tablecloth. The kitchen includes a stainless steel refrigerator, stove, and ample cabinetry. Soft seating is arranged in the living area, enhancing a comfortable environment.
Cottage in Shawford
4.83 out of 5 average rating, 154 reviews

The Nest

This charming 3-bed cottage with private parking and garden is situated in Shawford, near to the historic town of Winchester. Walks along the River Itchen, swimming, fishing and picnic spots are on your doorstep. Local pub in Shawford and pubs in nearby village of Twyford. Winchester is also accessible by foot ( 45 mins) or a short 5 minute train or bus away. London is an hour by train and other local attractions include Marwell Zoo, Peppa Pig World, South Coast, Portsmouth and New Forest.

Top guest favourite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 636 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Top guest favourite
An inviting living area features a curved wooden ceiling and large glass doors that open to a deck. Two reclining chairs are positioned on the outdoor space, complemented by shelves displaying books and decorative items. A round rug adds a cozy touch to the floor.
Cabin in Droxford
5 out of 5 average rating, 138 reviews

Woodrest Cabin, South Downs National Park

Your escape to Woodrest starts with a beautiful walk through ancient woodland to a private and secluded meadow. We have two hand built cabins each set in their own acre of meadow. On arrival you will be met with the most stunning views of the Meon Valley. This unique stay allows you to switch off and enjoy the benefits of being on a family run farm, which has footpaths and woodland for you to explore. The South Downs Way is a short hike away, which leads to a wonderful nature reserve.

Top guest favourite
Tiny home in Overton
4.97 out of 5 average rating, 483 reviews

Tranquil Garden Studio Retreat

- Stylish Garden Studio, enjoy birdsong, wildflowers and stunning views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches, local gin, breakfast, fluffy towels - Fast WiFi, dedicated workspace & free parking - Dog-friendly, secure garden with resident, friendly dogs - Scenic walks from the doorstep - Escape from the city and immerse in nature - Close to Bombay Sapphire and Highclere Castle - Perfect for couples, dog owners and solo adventurers

Top guest favourite
The exterior of the garden flat is showcased, featuring a sloped roof and large glass doors that open to a spacious terrace. A well-manicured lawn surrounds the building, and a dog relaxes peacefully in the grass. Lush greenery and garden beds enhance the inviting outdoor space.
Apartment in Compton
5 out of 5 average rating, 127 reviews

Beautiful stylish Garden flat 8 mins to Winchester

Unique and stylish, this very comfortable and relaxing space offers the peacefulness of countryside whilst being a stones throw from the beautiful city of Winchester - a very short drive or a beautiful walk away. You get the best of both worlds with the city's pubs, restaurants, cafes and historic sights close at hand as well as river walks by the Itchen & beautiful countryside straight from your door. Excellent transport links to London, M3, Southampton Airport and the New Forest.

Top guest favourite
A charming brick and flint building is surrounded by neatly trimmed bushes and a well-maintained garden. Two wooden chairs and a small table are set outside, inviting guests to enjoy the tranquil rural setting under clear skies.
Guest house in Winchester
4.97 out of 5 average rating, 582 reviews

Idyllic Hideaway Ham Green Cottage near Winchester

The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

Top guest favourite
A triangular-shaped cabin features large glass doors that invite natural light, framed by a wooden facade. A small patio area with a table and two chairs is situated in front, surrounded by neatly trimmed hedges and a lush green landscape.
Hut in Winchester
5 out of 5 average rating, 268 reviews

Nature’s Nook Cosy Couples Woodland Cabin Hursley

Nature's Nook offers guests the perfect rural escape. You will be treated to spectacular views across the Winchester countryside and wildlife right outside your doorstep. Nature's Nook is perfectly located, nestled on the edge of a bluebell woodland with country walks just minutes away and the historical city of Winchester a short drive away. Curl up on the sofa with a book, sit outside by the fire pit, whilst enjoying a drink, or just relax and admire the stunning scenery!

Top guest favourite
A charming black wooden structure features white paneled doors and windows. A small potted tree is positioned near the entrance, while gravel creates a neat pathway leading to the door. Surrounding greenery adds a touch of nature to the setting.
Guest suite in Winchester
4.89 out of 5 average rating, 199 reviews

Beautiful guest suite in Hampshire

Set in the grounds of a Grade II listed thatched cottage on the edge of Kings Worthy village, our annex is beautifully decorated and comfortable. With its own entrance and small private outdoor area, this property combines rural charm and handy local amenities (bus stop just outside to central Winchester and fantastic local pub just a two minute walk away). Tea and coffee are provided as well as breakfast cereals, bread/butter and fruit jams.

Guest favourite
A compact bedroom features a comfortable double bed adorned with crisp white linen and two accent pillows. Two bedside wall lamps provide illumination. A small wall-mounted shelf displays a plant and kitchenware, complementing the light wood flooring and bright ambiance.
Guest suite in Winchester
4.86 out of 5 average rating, 244 reviews

The Annexe-central Winchester

The annexe is a cosy oasis hidden in the heart of central Winchester. It’s a completely private en-suite bedroom in a quiet leafy cul-de-sac. The theatre and many of Winchester’s best restaurants are right on your doorstep. The train station and High Street are a 5 minute walk away. 5 minutes in the other direction and you can be in Winnall Moors nature reserve.

Guest favourite
A view from above showcases the rooftops of Winchester, surrounded by lush green trees. The historic architecture of buildings can be seen, with a distant glimpse of a notable structure on the horizon, all under a clear blue sky.
Apartment in Winchester
4.95 out of 5 average rating, 253 reviews

TOP FLAT CENTRAL ELEGANCE

This unusual apartment, on two levels, perched above Winchester roof tops, has great vistas and is in a very central position in the City. Step outside on to the cosmopolitan and historic high street; department stores, restaurants, coffee shops, museums are all within seconds: Within minutes stroll into the countryside and enjoy the lovely Hampshire scenery.

Top guest favourite
A charming lodge is set amidst lush greenery, featuring a wood-shingled roof and large windows. In the foreground, a serene pond with natural vegetation is framed by planters, while trees provide a tranquil backdrop, inviting a sense of nature and peace.
Cottage in Hampshire
5 out of 5 average rating, 286 reviews

Cosy country cottage with chalk stream charm

A beautifully renovated and charming lodge on the river Dever, ten minutes drive north of the historic city of Winchester. The Fisherman's Lodge is a beautiful self contained country escape with the added benefits of its own little island and brilliant views of the charming river Dever and the wildlife that lives along its banks.

Popular amenities for rentals with breakfast in Winchester

Quick stats about holiday rentals with breakfast included in Winchester

  • Total holiday rentals

    Explore 210 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

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  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    200 of Winchester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winchester rentals

  • 4.9 Average rating

    Winchester stays are highly rated by guests – averaging 4.9 out of 5!

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