Vacation rentals with breakfast in Winchester

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Quick stats about vacation rentals with breakfast included in Winchester

  • Total vacation rentals

    Explore 20 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at $30 per night before taxes and fees

  • Verified guest reviews

    Over 2,030 verified reviews to help you choose

  • Wi-Fi availability

    20 of Winchester vacation rentals include wi-fi 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!

Top-rated breakfast rentals in Winchester

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

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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, 158 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 favorite
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, 650 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 favorite
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
5.0 out of 5 average rating, 153 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 favorite
A group of friendly alpacas roams in a grassy paddock surrounded by trees with fallen leaves. The handmade Shepherds Hut stands in the background, providing a charming retreat amidst nature.
Shepherd’s hut in Passfield
5.0 out of 5 average rating, 451 reviews

"Bumble" The Shepherd's Hut

This traditionally inspired, hand-made Shepherds Hut is nestled inside a paddock in the leafy county of Hampshire. It offers a tranquil retreat in a home away from home setting with a cosy open plan living space championed by the log burning stove. Enjoy cooking your own English Breakfast - of which eggs are graciously supplied by our chickens -amongst views and visits of our 17 strong Alpaca herd. Please let us know if you'd like to meet and feed the Alpaca - they'd like to meet you!

Top guest favorite
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
5.0 out of 5 average rating, 276 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 favorite
The exterior of a charming two-bedroom annexe is visible, featuring a well-maintained garden with lush green grass. A pathway leads to the entrance, framed by manicured shrubs and trees. The brick facade is complemented by large windows, allowing for natural light.
Guest suite in Alton
4.97 out of 5 average rating, 179 reviews

Quiet self-contained 4 guest annexe close to town

Lovely two bedroom annexe on a peaceful residential road in Alton, located just a short walk from the local amenities of this pretty market town including a Triple fff brewery pub and premium supermarkets. On the edge of the South Downs National Park Alton is surrounded by beautiful countryside ideal for cycling and walking. The house has it's own private entrance, driveway parking and fast wifi, kitchen, restful living room, bright airy bedrooms and a stylish shower room.

Top guest favorite
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.
Guesthouse in Penton Mewsey
4.97 out of 5 average rating, 217 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.

Top guest favorite
The exterior of The New Dairy features a unique wooden structure with a sloped roof, surrounded by a gravel driveway. Large glass doors provide a view into the open-plan interior. Lush greenery borders the space, blending natural elements with the building's design.
Barn in Warsash
4.96 out of 5 average rating, 273 reviews

River Hamble Boutique Barn

Located 400m from the River Hamble in the small coastal village of Warsash in Hampshire. Perfect if you are studying at the Maritime College, are looking for a relaxing time near the water or as a base to explore further afield. The New Dairy has off road parking and easy access 24/7 Pubs, restaurants, takeaways and a Coop are within easy walking distance You will be welcomed with a complimentary basket that includes continental breakfast supplies.

Top guest favorite
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, 208 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 favorite
A renovated black barn structure is framed by trees, featuring large glass doors that open onto a private outdoor area. A wooden fence provides privacy, while potted greenery adds a subtle touch of nature.
Barn in Sparsholt
4.97 out of 5 average rating, 182 reviews

The Post Barn - Beautiful barn 10min to Winchester

A beautifully renovated 1000 sq ft barn, perfect for couples, friends or families, nestled at the heart of one of Hampshire's most picturesque villages, 10 mins from Winchester and 75 mins from Waterloo. Your hosts Lisa and Josh welcome you to The Post Barn, formerly the annexe of the village post office, now restored for those who wish to walk, run or cycle in the surrounding countryside...or enjoy all that Winchester has to offer.

Guest favorite
Cottage in East Hampshire
4.96 out of 5 average rating, 648 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 favorite
An inviting outdoor space features a private hot tub surrounded by softly glowing lights. A wooden bar with tall stools stands alongside lush potted plants, creating a serene atmosphere for relaxation. The secluded area is enclosed by a rustic wooden fence adorned with decorative lights.
Guesthouse in Southbourne
4.99 out of 5 average rating, 963 reviews

Luxury Studio with Hot Tub & Sauna

Welbeck Studio is a private, self contained luxury escape with the added benefits of your own private hot tub & sauna. Nestled in the little village of Nutbourne close to the pretty historic fishing villages of Emsworth and Bosham and the Roman City of Chichester. We are just a 10 min drive to Goodwood and 15 minutes to Historic Portsmouth and the beautiful award winning beaches of West Witterings.

Popular amenities for Winchester breakfast rentals

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