Holiday rentals with breakfast in Winchester

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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
Barn
5 out of 5 average rating, 161 reviews

Unique, romantic luxury countryside retreat

Unique luxury cottage for two, an ancient dovecote with a fabulous swimming pool. Beautifully furnished, romantic and spacious, in gorgeous peaceful countryside, the thick stone walls make it warm and cosy in winter, cool in summer as well as quiet and private. Upstairs there is a very comfortable super kingsize bed, a rolltop bath, a huge velvet sofa and a 50" TV. Downstairs is a shower room, kitchen and large dining area. Lovely walks from the door and close to Salisbury, Longleat & Stonehenge

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
4.83 out of 5 average rating, 150 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
4.98 out of 5 average rating, 626 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
A spacious field with tall green grass stretches towards the horizon, under a sky filled with fluffy clouds. The Arle Hut is visible in the background, nestled among trees, providing a sense of seclusion and tranquility.
Cabin
4.99 out of 5 average rating, 107 reviews

Luxury hut on the River Arle

The Arle Hut is a new interior designed spacious Shepherds Hut located in a quiet and private location on a farm, a 10 minute walk into Alresford, along the chalk steam river. There is a 2 person outdoor bath with hot water. The Arle hut is positioned on a tributary of the river Arle. Trout fishing can be arranged separately. It is the most peaceful of locations on the waters edge. All the home comforts one could ask for included. Home to Louis Pommery, English sparkling wine can be arranged

Top guest favourite
The exterior of Little Ashbrook is presented, showcasing a charming brick facade with a sloped roof. The entrance is framed by plants in decorative pots, with gravel pathways leading to the door. Large windows allow glimpses of the interior, illuminated from within.
Home
4.99 out of 5 average rating, 200 reviews

Spacious one bedroom annex in Hampshire village

Little Ashbrook is a newly renovated annex adjacent to our main home, on the edge of the pretty Hampshire village of Abbotts Ann. Just 5 minutes walk to 2 village pubs and an excellent award-winning, well stocked village shop and post office. Conveniently located to explore Iron Age forts, Stonehenge, Avebury, the bustling market town of Stockbridge, the Cathedral cities of Winchester and Salisbury, the New Forest and the South Coast. London Waterloo is an hour by train. A perfect escape!

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
4.97 out of 5 average rating, 566 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
5 out of 5 average rating, 257 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
The exterior of Colindale Cottage is depicted, showcasing a two-story structure with a light-colored façade. A garden room with glass panels is visible, along with well-kept flowerbeds and a lush green lawn. A large tree provides shade in the tranquil outdoor space.
Cottage
4.97 out of 5 average rating, 346 reviews

Colindale Cottage, Nether Wallop

Located between the historic cities of Winchester and Salisbury ,Colindale Cottage is an ideal base for exploring the Test Valley and beyond. Stonehenge, Highclere Castle and the New Forest are close by. The coast is approx and hour away. Dogs are welcome. Nether Wallop is a pretty village in the heart of the Test Valley close to the small town of Stockbridge with its independent shops and eateries. Nether Wallop featured in the Miss Marple series starring Joan Hickson.

Top guest favourite
A gravel parking area is visible in front of a two-story annexe, framed by frost-covered grass. Two cars are parked near the building, which features a wooden facade and large garage doors. A tree stands nearby, contributing to the tranquil outdoor setting.
Guest house
4.97 out of 5 average rating, 195 reviews

Peaceful private annexe with far-reaching views

The first floor annexe is accessed via a covered external staircase. Home from home, cosy but spacious one bed (2 guests) accommodation with living space and kitchen. The balcony is perfect for morning coffee/evening drinks (weather allowing) with far reaching views over the Hampshire countryside. The annexe is adjacent to our home but is entirely private for guests' exclusive use. We will welcome you, and can answer any questions but we will also respect your privacy.

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
4.89 out of 5 average rating, 193 reviews

Beautiful guest suite in rural 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.

Top guest favourite
Cottage
4.96 out of 5 average rating, 605 reviews

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

Inspired by Soho Farmhouse. A stylish converted barn set in the grounds of a Georgian Lodge within the South Downs National Park. Conveniently located close to the picturesque market towns of Alresford, Petersfield, Alton and historic Winchester, it is an ideal base to both explore Hampshire and kick back and relax in luxury. Take a look at the Barn on ‘Escape to the Country’ series 25, Episode 10 on iPlayer!

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
4.86 out of 5 average rating, 242 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.

Popular amenities for rentals with breakfast in Winchester

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Quick stats about holiday rentals with breakfast included in Winchester

  • Total holiday rentals

    Explore 20 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,040 verified reviews to help you choose

  • Wifi availability

    20 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!