Guest house holiday rentals in Winchester

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in Winchester

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

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Top guest favourite

A well-appointed room features a spacious bed with plush bedding. Light wood flooring complements the seating area with a circular table and two upholstered chairs. Skylights and decorative lamps provide soft lighting. A mirror adds depth, and a hairdryer is available on the wall.

Guest house in Winchester

Central, Quiet & Self-Contained

Incredibly central location. Only 150m from Cathedral & 200m to High St. Quiet: Set back from the street, double glazing, detached building. King size bed with luxury mattress & topper, hypoallergenic duvet & pillows, Egyptian cotton bedlinen and fluffy towels. Work space. Reading & soft lighting. Well Equipped: Tea & Coffee Facilities, Mini Fridge, TV (Netflix only) Iron+Board, Hairdryer, Toiletries & Fan. Secure parking subject to availability £20per night. NB. Access via external staircase.

ValueFamilyWalkability

4.92 out of 5 average rating, 159 reviews

Top guest favourite

A bright and inviting kitchen area is shown, featuring modern appliances and wooden countertops. A dining table with patterned tablecloth and several wooden chairs is visible. Shelving displays kitchen essentials, and light filters through skylights, illuminating the space.

Guest house in Hampshire

Beautiful Self Contained Annex in South Downs NP

This brick and flint barn has been converted to a smart modern annex separate to our house. Set in the beautiful village of Meonstoke in the heart of the Meon Valley and the South Downs National Park. Ideal for visitors wanting a little luxury at the end of a day of outdoor pursuits. A really comfortable bed with blackout blinds and ensuite shower room. A spacious living area, with kitchen, dining area & log burning stove. Free wifi. Coffee (Nespresso machine) and tea, bread and jams included.

ValueLocationAccess

4.93 out of 5 average rating, 256 reviews

Guest favourite

A spacious apartment complex is surrounded by lush greenery and trees, with well-maintained gardens showcasing a neat arrangement of colorful flowers. A paved driveway leads to the entrance, providing access to the residences, amidst a tranquil countryside setting.

Guest house in Hawkley

Daily Red Kite Feed & Pool - Countryside Apartment

JUNIPER HOUSE AIRBNB - Spacious, secluded apartment in the heart of Hampshire’s countryside. We offer: - Daily Red Kite & Badger feeding, viewed from inside comfortable conservatory, with tea, coffee and refreshments! 30-90 Red Kites during each feeding/up to 10+ badgers! - Milk, bread, spread, tea, provided upon arrival. - Indoor swimming pool, with full access; no permission required, 24/7. - Thirty acres of private garden/woodland to explore! - Free, on-site parking; multiple spaces.

ValueLocationParks

4.96 out of 5 average rating, 291 reviews

Top guest favourite

Guest house in North Boarhunt

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

FamilyValueComfort

4.99 out of 5 average rating, 135 reviews

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

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!

ValueLocationBathroom

4.97 out of 5 average rating, 602 reviews

Guest favourite

A lounge area features a large corner sofa in soft gray with a pink cushion, providing a cozy seating option. A wooden mirror and a small television are positioned over a simple fireplace. A potted plant and children's toys are visible, enhancing the space's functionality.

Guest house in Southampton

Cosy annexe by Riverside Park

* Self-contained annexe - own entrance & parking for one car. * Close to Motorway, City Centre and Cruise Port (10 mins drive), Universities, St. Mary's stadium, Ageas Bowl, Southampton Airport and Peppa Pig World (20 mins drive). * Bus stop and train station is a few minutes walk away. * Bitterne Triangle (3 mins walk) has a bakery, coffee roasters, takeaways, cafes, a micropub, a Spar, Tesco Express and laundrette. * Riverside park offers a lovely walk along the river 🌳🦆

ValueLocationRiver

4.93 out of 5 average rating, 267 reviews

Guest favourite

A well-maintained garden area features neatly trimmed grass and a variety of colorful flowers in planters and hanging baskets. Benches provide seating along the pathway, with a gazebo visible in the background, surrounded by shrubs and trees. Sunlight brightens the peaceful outdoor space.

Guest house in Southampton

3 bedroom cottage in a rural oasis, with kitchen

Relax and unwind in this family retreat. Tucked away in the village of West End, surrounded by Trees and Riding Stables, you'll enjoy a peaceful 'get-away' yet be in easy reach of local amenities and Southamptons stunning rivers and parks. The Cottage is blissfully quiet, set back from the main house with its own entrance and a large garden. Your host is happy to interact as much or as little as you like, and will gladly share the best experiences the area has to offer.

ValueFamilyLaundry

4.92 out of 5 average rating, 112 reviews

Top guest favourite

A spacious bedroom features a comfortable kingsize bed adorned with decorative pillows. On each side of the bed, bedside lamps provide soft illumination. Framed artwork is displayed on the wall above, while a vintage mirror enhances the light and openness of the space.

Guest house in Exton

The Woodshed

The Woodshed is right in the heart of the South Downs National Park, between the villages of Warnford and Exton, a secluded and peaceful space surrounded by a working farm. The Woodshed has a view of Old Winchester Hill that is magic. Activities in the area include biking, hiking, and angling, and three of the best pubs in Hampshire are within a 5 mile radius. As we are a little distance from the main track, I am happy to come and collect guests from Exton if walking.

LocationFamilyLayout

4.99 out of 5 average rating, 139 reviews

Guest favourite

The spacious room features a double bed with a light yellow and white striped duvet. A cozy patterned armchair is positioned beside the bed. Soft grey curtains frame the window, and a bedside table holds a lamp, creating a calm and inviting environment.

Guest house in Swanmore

Comfy home from home private annex

Spacious double room with separate kitchen & bathroom in self contained single storey annex. Large room with double bed, separate fully fitted kitchen with self catering facilities (inc microwave, full size oven, fridge & freezer) and a shower room. Travel cot available required. Perfect home from home stay away or weekend retreat. Great local facilities including a pub within 5mins walk, great walks. Portsmouth, Southampton & Winchester just 30mins away.

LocationValueWifi

4.87 out of 5 average rating, 235 reviews

Top guest favourite

A secluded cottage with a sloped roof is framed by greenery in a tranquil outdoor setting. A picnic area with a wooden table and umbrella is visible on the lawn, with gravel paths leading to the entrance.

Guest house in Bursledon

Barn Owl Cottage Cosy & Quaint

Get away from it all down on the South Coast along the beautiful River Hamble in our quaint cottage. Take it easy at this unique and tranquil getaway. Walk along the river, go boating, paddle boarding or stop at the many local pubs. Take the train to London in just over an hour. Travel into Southampton to visit the many shops and historic sites. Take a day trip to the Isle of Wight as a foot passenger on the IOW Ferry. A relaxing trip away awaits you.

FamilyLocationQuiet

4.98 out of 5 average rating, 108 reviews

Guest favourite

A light-filled living area showcases a comfortable sofa draped with a blue blanket and decorative cushions. A small table sits beside the sofa on natural woven flooring. The bedroom is visible through sliding doors, featuring a bed with colorful linens and a window that allows for ample natural light.

Guest house in bugmore hill

Stunning oak-framed "Loft House"

The "Loft House" was built in 2017 and has been freshly decorated to create a calm and stylish space. It is situated in a truly beautiful and tranquil rural location, and is a fantastic base to explore this lovely part of Hampshire. It is a cosy compact space so ideal for a couple or two adults, and could also accommodate up to two children. It is not suitable for more than two adults.

FamilyValueCheck-in

4.94 out of 5 average rating, 206 reviews

Top guest favourite

This charming brick studio features a sloped roof and large glass doors that invite natural light. Surrounded by greenery, it is set on a gravel pathway with potted plants, creating a serene entrance to the retreat.

Guest house in Sutton Scotney

The Old Studio

A modern, chic converted Art studio in a quiet and secluded location in the heart of Hampshire. Eve and Nigel welcome you to this bright and airy, freshly designed space in the grounds of their beautiful village house. The Old Studio is cleverly designed to be used both as a whole or as two separate one bedroom apartments. Please contact us for more information about this.

LocationFamilyAccess

4.99 out of 5 average rating, 288 reviews