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
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
4.97 out of 5 average rating, 596 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, 103 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. On arrival you will be met with the most stunning views looking over the Meon Valley. This unique stay allows you to switch off and enjoy the benefits of being on a family run dairy farm, which has footpaths and woodland for you to explore, not to mention fresh milk and a local breakfast hamper! The South Downs Way is a short hike away, which leads to a wonderful nature reserve.

Top guest favourite
The peaceful bedroom features a spacious bed with light bedding. Two bedside tables with lamps are positioned beside the bed. A cozy armchair is placed in one corner, and light curtains frame the window filled with natural light.
Guest suite in Winterbourne Dauntsey
4.99 out of 5 average rating, 584 reviews

Self contained annexe in peaceful & rural location

Down a little no through lane this self contained annexe to our house is on the Monarch's Way in a quiet, rural position just 3 miles from the cathedral city of Salisbury. The River Bourne runs close by. The ground floor annexe has a modern but peaceful bedroom with en-suite shower, separate kitchen/living area with double doors on to the patio & a sitting room with sofa bed. Parking for one or two cars. Convenient for anyone working at Porton Down & is 10 minutes from Salisbury by car.

Guest favourite
A charming garden lodge is situated within a grassy area showcasing a private patio. Two white chairs are placed on the patio, inviting relaxation. Surrounding verdant fields extend under a blue sky with scattered clouds, emphasizing a serene rural atmosphere.
Tiny home in Stockbridge
4.96 out of 5 average rating, 113 reviews

Garden Guest Suite close to Stockbridge

This newly refurbished, self-contained garden lodge has an en-suite bedroom and a living room and lies in the garden of a family home on the edge of the hamlet of Little Somborne, a stone's throw from the popular village of Stockbridge, at the heart of the Test Valley and a short drive to the Historic City of Winchester. The Lodge has its own west facing patio and has far reaching views over the beautiful Hampshire countryside which is perfect for morning coffee or evening sundowners.

Top guest favourite
Tiny home in Overton
4.97 out of 5 average rating, 429 reviews

Peaceful Garden Studio•Amazing Views•Friendly Dogs

- Stylish, relaxing Garden Studio with picturesque garden and lake views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches: local gin, breakfast, fluffy towels - Scenic walks from the doorstep - Dog-friendly with secure garden & resident, friendly dogs - Fast WiFi, dedicated workspace & free parking - Explore Bombay Sapphire, Highclere Castle. See our guidebook for more - Perfect for romantic escapes, city getaways, nature & garden lovers

Top guest favourite
The exterior of a modern bungalow is shown, featuring a well-maintained front garden with various shrubs and flowers. A pathway leads to the front entrance, flanked by neatly trimmed hedges. The roof is covered with brown tiles, and clouds drift across a blue sky.
Bungalow in Hampshire
4.96 out of 5 average rating, 234 reviews

Bijou sanctuary in quaint market town.

Modern bungalow in a quiet area of Romsey, level walk to town and rail station. Travel links to Southampton, Winchester and Salisbury, close to the New Forest. On street parking available. Kitchen featuring Bosch utilities including washing machine and dishwasher, double oven. Microwave available. Breakfast bar. Bathroom has bath with overhead shower. One double bed and open plan sitting room/ conservatory including dining area. Patio doors to decking and private back garden.

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, 542 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, 243 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!

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
4.9 out of 5 average rating, 183 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.

Guest favourite
A stylish barn exterior showcases a mix of wooden and brick elements. French doors open to a bright interior with a bed visible inside. Two deck chairs are positioned on the terrace, and a chiminea stands to the side, all set against a landscaped garden.
Cottage in Privett
4.96 out of 5 average rating, 571 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!

Top guest favourite
A bright studio space features light wooden flooring and calming blue accents. A king-size bed with a geometric patterned blanket is complemented by a turquoise sofa bed. Large glass doors open to the outdoor space, framed by floor-length curtains that enhance natural light.
Loft in Chandler's Ford
4.94 out of 5 average rating, 780 reviews

Stylish Studio Annexe in Chandlers Ford Location

Welcome to my bright and inviting studio annexe, perfectly positioned for both business and leisure stays in Hampshire. Featuring a romantic Juliet balcony that bathes the space in warm afternoon sun, this self-contained retreat offers modern comfort with convenient access to the region's most popular destinations. The private entrance and dedicated parking ensure a seamless stay from arrival to departure.

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 Hampshire
4.86 out of 5 average rating, 235 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

Quick stats about holiday rentals with breakfast included in Winchester

  • Total holiday rentals

    Explore 30 holiday rentals in Winchester

  • Nightly prices starting at

    Winchester holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    30 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!