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Vacation rentals with breakfast in Winchester

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Top-rated breakfast rentals in Winchester

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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, 137 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 kitchen features modern cabinetry in neutral tones, with a spacious island and wooden dining table. Appliances include a stainless steel refrigerator, microwave, and coffee maker. Soft lighting enhances the ambiance, while a brick arch over the stove adds a touch of character.

Home in Hampshire

4.98 out of 5 average rating, 106 reviews

Stylish Victorian villa in Winchester

Stylish Victorian semi-detached villa in the highly sought after area of Fulflood. Off-street parking and a few minutes walk from the station with fast trains to London and the South Coast. 10 minutes walk into central Winchester with shops, eateries and the cathedral. Finished and equipped to a high standard it is the perfect base for a stay in Winchester and the surrounding countryside. Local amenities including pub, coffee shops, deli, takeaways and convenience store within 2 minutes walk.

A cozy double room is presented with an angled ceiling and large window, allowing natural light to fill the space. Soft bedding adorns the spacious bed, complemented by bedside lamps. A wooden wardrobe stands nearby, enhancing the room's warm charm.

Guest suite in Southampton

4.91 out of 5 average rating, 369 reviews

Glorious private annexe, peaceful AND convenient

Complete annexe to yourself - beautiful light & cosy double room with private entrance & en-suite shower. Stunning views over surrounding woods & Golf Course. Close to City Centre, airport, cruise terminals & Unis. Easy access to Paultons Park & New Forest. Lovely secluded garden decking area for sitting, eating & drinking outside (weather permitting). Tea & Coffee, Toaster, Microwave, TV & DVD Player, Fridge, Breakfast selection (cereals, bread, jam) provided. Parking & wifi also included.

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, 571 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.

The exterior of the apartment features a modern wooden structure with large glass windows, offering a view of the semi-rural surroundings. A set of steps leads to the entrance, and a well-maintained lawn is visible in the foreground with trees lining the background.

Apartment in Winchester

4.91 out of 5 average rating, 359 reviews

Copper Beech, a secluded two bed apartment

Copper Beech is spacious & modern apartment in a semi-rural location close to Winchester. This apartment has two large king size bedrooms; both with ensuite bathrooms, large lounge/dining area and a well equipped kitchen. One of the bedrooms can sleep up to 4 guests with a daybed (with two full single size beds) plus kingsize bed. Parking is available for two standard-sized vehicles - one blocking in the other. There is a trampoline in a large shared garden for children to play on.

Top guest favorite

An outdoor seating area is presented under a large umbrella, featuring a round table set with flowers. A panoramic view of a lush green landscape is visible, with manicured hedges and trees across the horizon under a bright blue sky with scattered clouds.

Guest suite in Corhampton

4.98 out of 5 average rating, 323 reviews

Stunning studio, 5 minute walk to South Downs Way

Brand new annexe above triple garage with south facing balcony offering outstanding views over Corhampton Down, part of the South Downs National Park. The accommodation includes a shower room, sleeping area with double bed, sitting and dining areas, breakfast preparation corner. Off-street parking available. Short walk from the villages of Exton, Meonstoke and Droxford which have excellent gastro-pubs and are waypoints on the South Downs Way, the Wayfarer's Walk and the Monarch's Way.

Top guest favorite

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, 224 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 favorite

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.

Guesthouse in Winchester

4.97 out of 5 average rating, 526 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!

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, 172 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.

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, 551 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

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, 751 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.

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, 230 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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Winchester breakfast rentals

Free parking on premises

Air conditioning

House rentals with breakfast

Top guest favorite

A recently renovated barn features a charming exterior crafted from original stone and brick. The structure includes multiple large windows, allowing natural light to fill the interior. Lush green grass surrounds the property, with a gravel pathway leading to the entrance.

Home in Aldbourne

4.96 out of 5 average rating, 269 reviews

The Barn at Myrtle Cottage

The exterior of the property is displayed, featuring a blend of traditional and modern architecture. A courtyard with landscaped greenery is visible at the center, surrounded by the building's stone facade. Tall trees and blue skies add a serene backdrop to the scene.

Home in Englefield Green

4.87 out of 5 average rating, 167 reviews

Charming 5* Hse Near Windsor Castle, Ascot, London

A cozy living area features a vibrant, patterned sofa and a lamp for ambient lighting. A small side table holds a record player, while shelves display books and decorative items. A window allows natural light to enter, enhancing the inviting atmosphere of the space.

Home in Eastleigh

4.92 out of 5 average rating, 66 reviews

Quirky Victorian three bedroom terraced house.

Top guest favorite

A cozy living area includes a comfortable sofa adorned with decorative pillows featuring nature-inspired designs. In the background, a kitchenette is visible, showcasing wooden cabinetry and tasteful tile work. A dining table with matching chairs is illuminated by soft overhead lighting, creating a welcoming space.

Home in Binsted

4.95 out of 5 average rating, 81 reviews

Secret Garden Annexe @ Farm View Country Retreat

Top guest favorite

An outdoor dining area features a large wooden table surrounded by multiple chairs, under the shade of two large umbrellas. The setting is framed by a charming stone wall, with an inviting entrance visible in the background and lush greenery enhancing the scene.

Home in Ibthorpe

4.96 out of 5 average rating, 85 reviews

Idyllic detached barn in tranquil NW Hants hamlet

Top guest favorite

The outdoor space features a patio area with a small table and chairs, surrounded by lush greenery and soft lighting from fairy lights in the tree above. A cozy seating area is visible in the background, providing a tranquil setting for relaxation.

Home in Wiltshire

4.97 out of 5 average rating, 238 reviews

Cosy self-contained Garden Annexe

Top guest favorite

An open-plan sitting and dining area features a round table with floral tablecloth seating four. A comfortable armchair and a three-person sofa are arranged around an ottoman. Light enters through a window, illuminating the soft decor, while a TV and bookshelf add functional elements.

Home in Old Alresford

5 out of 5 average rating, 12 reviews

Idyllic countryside 3 Bedroom Cottage

Top guest favorite

A wooden gate opens to a spacious driveway leading to a modern two-story detached house. The property features large windows and is surrounded by greenery, with a garage visible on the right side and a clear blue sky overhead.

Home in Hamble-le-Rice

4.9 out of 5 average rating, 154 reviews

Delightful Sunny House Close to the Village Square

Apartment rentals with breakfast

A spacious studio features a comfortable bed adorned with decorative pillows. A small sofa and dining area are present, alongside a TV mounted on the wall. Large windows provide natural light, with views of the garden visible through sheer curtains.

Apartment in Parkstone

4.81 out of 5 average rating, 340 reviews

Super sunny studio with own terrace & parking

Top guest favorite

A spacious sleeping area is highlighted by two beds adorned with patterned yellow bedding. A bedside lamp and wooden furniture complement the room, while a Velux window invites natural light and offers views of greenery. A nearby dining table features a basket of fresh fruit.

Apartment in Hythe (Southampton)

4.99 out of 5 average rating, 149 reviews

Getaway to the New Forest

Top guest favorite

A rustic wooden wall serves as the backdrop for a cozy sitting area. A vintage clock hangs above a plush brown sofa adorned with patterned cushions. Adjacent is a small round table with a green lamp and a potted plant, while a decorative sign reading 'SEEK JOY' adds a thoughtful touch.

Apartment in Poole

4.94 out of 5 average rating, 156 reviews

Spacious self-contained flat in Parkstone

Top guest favorite

An open-plan living space features a modern kitchen with dark cabinetry and stainless steel appliances. A spacious lounge area contains a comfortable black sofa, while a dining table with several chairs is positioned nearby. Abundant natural light streams in through large windows, illuminating the wood-look flooring.

Apartment in Highclere

5 out of 5 average rating, 123 reviews

Newly Refurbished Spacious Flat : Highclere

The kitchen features modern cabinetry with a dark countertop and stainless steel backsplash. A glass vase with fresh flowers adds a touch of nature. A patterned towel hangs from the oven, complementing the bright green wall behind, creating a functional cooking space.

Apartment in Portsmouth

4.9 out of 5 average rating, 287 reviews

Southsea - Welcoming Seaside Apartment

A large sitting room features expansive windows offering views of the sea. A light-colored couch and a striped armchair provide comfortable seating. A glass coffee table is positioned in the center, and a TV stands on an entertainment unit, complementing the room's layout.

Apartment in Old Portsmouth

4.93 out of 5 average rating, 105 reviews

Penthouse Harbour View Apartment

A two-story building features a brick exterior with large windows on the upper level. A wooden staircase leads to the entrance, surrounded by a gravel path and greenery. Nearby, a wooden fence and stone planters add to the inviting exterior.

Apartment in Alderbury

4.85 out of 5 average rating, 128 reviews

Converted Coach House - Apartment

A spacious bedroom features an elegant 4-poster king-size bed, dressed in soft grey linens. Dark curtains frame the window, allowing natural light to brighten the room. A modern TV is mounted on the wall, and stylish storage solutions include shelves and a dresser.

Apartment in Portsmouth

4.88 out of 5 average rating, 165 reviews

Stylish Southsea Studio Apartment Near The Beach

Bed and breakfast rentals with breakfast

Top guest favorite

The spacious studio interior features a comfortable bed adorned with crisp linens and coordinating accent pillows. Two mustard-yellow armchairs provide seating, positioned beside a small black table. Natural light filters through window shutters, enhancing the warm wood flooring.

Place to stay in Dorset

4.97 out of 5 average rating, 93 reviews

Swanage Luxury one bedroom private studio

The exterior of the Chicken Shed features wooden siding with stone accents, complemented by large windows. A patio area is showcased with a circular table surrounded by wicker chairs, adorned with potted flowers in vibrant colors. An umbrella provides shade, enhancing the outdoor seating space.

Cabin in Barnham

5 out of 5 average rating, 4 reviews

The Chicken Shed

A view is presented of Salisbury Cathedral, prominently featuring its tall spire, framed by lush greenery and trees. A pathway extends in the foreground, bordered by neatly trimmed hedges and grass, leading toward the serene landscape of the Cathedral Close.

Tiny home in Salisbury

4.63 out of 5 average rating, 179 reviews

Salisbury Cathedral Close Log Cabin with En Suite

Top guest favorite

Private room in Winchester

4.92 out of 5 average rating, 204 reviews

17th Century Town House in Central Winchester

Top guest favorite

Private room in Chawton

4.98 out of 5 average rating, 226 reviews

The Garden House in Jane Austen’s village Chawton

Top guest favorite

The country cottage is framed by vibrant red and white roses in the foreground. The charming structure features a combination of brick and stone, with an inviting roof and multiple gabled windows, all set against a clear blue sky.

Private room in Owslebury

4.93 out of 5 average rating, 292 reviews

Double room in a beautiful rural cottage

Top guest favorite

Private room in Hampshire

4.92 out of 5 average rating, 227 reviews

Large, sunny room in village house

A quaint patio courtyard is surrounded by lush greenery and flowering plants. A wooden picnic table with attached benches sits in the center, shaded by a large umbrella. The cottage entrance is framed by vibrant blooms, adding a natural touch to the tranquil setting.

Ranch in Minstead

4.91 out of 5 average rating, 45 reviews

Woodside Lodge ‘Acorn’ (& animal experiences)

Quick stats about vacation rentals with breakfast included in Winchester

Total rentals
200 properties
Nightly prices starting at
G$2,076 GYD before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace

Destinations to explore