Guest house holiday rentals in Winchester

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.

4.91 out of 5 average rating, 130 reviews

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.

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.

4.93 out of 5 average rating, 235 reviews

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.

The bungalow is illuminated at night, showcasing its warm exterior lighting. A spacious terrace is visible, complete with a large umbrella, while decorative lights softly outline the railing. The inviting atmosphere highlights the building's rustic design and surrounding greenery.

4.99 out of 5 average rating, 134 reviews

Countryside Lodge in the heart of the South Downs

Highfield Bungalow sits in the heart of the South Downs, located on our own farmland, a light and airy single story building offering 3 bedrooms, family bathroom, fully fitted modern kitchen, dining area with large dining table, sofa and sofa bed for additional guests. There are stunning views of the surrounding countryside from the lounge area, bedrooms. The adjoining terrace is the perfect spot to dine al fresco whilst enjoying the views. The lawn area has a games store and private hot tub.

4.93 out of 5 average rating, 105 reviews

Guest House/Annex - fully self-contained

Self contained, detached guest house / annex. Small kitchen/diner at ground level and sleep/live studio space upstairs. Upstairs ensuite shower room and a laundry cupboard with washing machine. Off road, gated, parking in grounds of main family house and next to the annex. Easy driving (3 miles) from the charming town of Alresford and the cultural, historic city of Winchester (10 miles). There are plenty of lovely pubs for walks and lunches to keep you fed and watered for a fortnight!

Superhost

A bright sleeping area features a striped bedding set on a single bed with built-in storage beneath. Light enters through two large glass doors that open to the outside. A small table and chair are positioned nearby, complemented by a decorative plant in the corner.

4.78 out of 5 average rating, 545 reviews

Cabin with parking, ensuite, own entrance & garden

This beautiful self-contained little cabin has been custom made. You have a single-double extendable bed. Desk, microwave, fridge, hairdryer, crockery, toaster. Your own personal ensuite bathroom with shower. Direct access to the garden, and your own private entrance. This is a private peaceful space, with self check-in for greater flexibility. * If you are 2 guests please book for 2 people * Early or late check-ins need our agreement, notice helps us to be flexible where possible

A spacious living area is showcased, featuring a comfortable sectional sofa and two modern chairs. A round wooden coffee table is placed on a patterned rug. Soft lighting illuminates the room, highlighting a minimalistic design with decorative elements and a kitchenette visible in the background.

4.96 out of 5 average rating, 144 reviews

The Annex - sleeps 2/3 people

Welcome to our spacious and modern annexe nestled in the charming village of Waltham Chase, Hampshire. Located near the historic market town of Bishop’s Waltham, guests can explore its rich heritage and vibrant atmosphere. Surrounded by picturesque countryside, with quaint country walls and inviting pubs nearby, our newly renovated annexe offers the perfect blend of comfort and convenience for a relaxing getaway. This stylish place to stay is perfect for couples or small families.

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.

4.97 out of 5 average rating, 545 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 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.

4.94 out of 5 average rating, 214 reviews

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 🌳🦆

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.

4.99 out of 5 average rating, 107 reviews

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.

A spacious bedroom features a comfortable king-sized bed with white linens and decorative pillows. Two bedside tables with lamps are positioned on either side. Large windows invite natural light, and the walls are finished in a soft neutral tone, surrounded by a green carpet.

4.98 out of 5 average rating, 124 reviews

The Limes, Colden Common, Winchester, with parking

This quiet, spacious and comfortable ground floor annexe is situated in a rural village on the south side of Winchester. The Limes, with its own front door, offers a relaxing home from home environment. It is light and airy, set well back from the road, overlooking a lovely garden with views of the countryside. It offers off road parking, 15 minutes from Winchester centre, good size and comfortable double and single bedrooms, with a well equipped kitchen.

The exterior of the cabin is painted in soft green tones, featuring large double doors with decorative lace curtains. Flowering plants are positioned beside the entrance, while a lattice screen adds privacy. A small seating area with a glass table is visible in front.

4.96 out of 5 average rating, 856 reviews

Cosy cabin with hot tub in peaceful location

Private and quaint location in Bitterne Village, which has a good selection of pubs and restaurants within walking distance or a short taxi ride. 5 min walk to local shops and supermarket. 5 min drive to the M27 motorway with onward access to the M3. 10 min drive to Southampton city centre, and the sea front/Ocean Village Marina. 5 min drive to the beautiful Hamble (River) with a great selection of pubs and restaurants along the river.

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.

4.99 out of 5 average rating, 248 reviews

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.

Popular amenities for guest house rentals in Winchester

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

The exterior of the lodge features a grey wood-paneled facade with large glass doors and windows. A set of wooden patio furniture is neatly arranged on a stone patio, surrounded by potted plants. Natural landscaping with trees provides a serene backdrop.

4.98 out of 5 average rating, 231 reviews

Beaufort Lodge - private lodge in tranquil setting

A detached house with a brick and stucco exterior is visible. A paved driveway accommodates two vehicles, including a dark sedan and a blue SUV. Landscaping features a short hedge and a gravel area, framed by blue skies and a few scattered clouds.

4.98 out of 5 average rating, 147 reviews

Self-contained studio Wokingham

Superhost

A sleeping area features a spacious bed with a striped duvet and decorative pillows. Two bedside tables provide lamps, while framed images hang on the wall. A large window allows natural light to illuminate the room, creating a bright yet restful setting.

4.79 out of 5 average rating, 272 reviews

Seaside Cottage. Cosy Retreat.

An exterior view of the annex is presented, showcasing a blue exterior wall with a charming flower box along the base. Double doors are centered, leading into the living space. The roof is covered with red tiles, and the surrounding area features stone paving and nearby garden structures.

4.95 out of 5 average rating, 334 reviews

Private Annexe in Overton, Hampshire

A deck area features two lounge chairs positioned towards the water, with a wooden platform leading to various slips for boats. Calm waters reflect the sky and surrounding greenery, creating a serene setting with scattered boats visible in the distance.

4.98 out of 5 average rating, 162 reviews

Delightful boathouse overlooking Fishery Creek.

A charming entrance features a neatly arranged bistro table and two chairs on a stone patio. Vibrant flowering pots in various colors add greenery, while a well-maintained lawn provides a welcoming ambiance. The brick exterior of the Annexe enhances the inviting appearance.

4.98 out of 5 average rating, 409 reviews

Modern One Bedroom Private Ground Floor Annexe

A charming cottage entrance is framed by vibrant roses and lush greenery. The front door is painted a soft mint color, complemented by decorative elements like a heart-shaped design and a lantern. A pathway leads to the cottage, enhancing the welcoming appearance.

4.97 out of 5 average rating, 149 reviews

The Beehive- Beautiful garden room + breakfast

An open studio layout showcases a double bed with patterned bedding and large windows allowing natural light. A dining table with chairs is positioned in the center, complemented by a wicker chair and a television. Light wood flooring and exposed beams add an airy feel.

4.89 out of 5 average rating, 397 reviews

Self Contained Garden Studio

Guest house rentals with a patio

A cozy bedroom features a double bed adorned with textured cushions and a patterned throw. Beside the bed, white nightstands with small vases are positioned, reflecting gentle ambient lighting from the wall-mounted fixture. Decorative mirrors enhance the room's inviting design.

4.92 out of 5 average rating, 201 reviews

Studio 114- 1 bedroom guest house.

The image displays a stylish open-plan living space with large bifold doors, seamlessly connecting indoor and outdoor areas. A private patio set awaits guests outside, surrounded by lush greenery. Inside, a comfortable king-sized bed is highlighted, with fresh linens and charming decor.

4.88 out of 5 average rating, 132 reviews

Charming Bosham Garden Lodge | Pass The Keys

A bright studio space features a cozy sofa paired with a mid-century style coffee table. A spacious bed is positioned against the wall, while a skylight illuminates the room. A stylish mirror reflects light, and a decorative plant adds a touch of nature.

4.98 out of 5 average rating, 163 reviews

The Nook - Forest/Coastal Luxury Studio

4.98 out of 5 average rating, 114 reviews

The Courtyard Hideaway | Midhurst

5 out of 5 average rating, 134 reviews

Cabin in the Forest

A hydrotherapy spa hot tub is positioned outdoors, surrounded by greenery. Two dark lounge chairs are placed nearby, and a small table holds a green glass. Towels hang on hooks attached to a wooden structure in the background.

5 out of 5 average rating, 273 reviews

Peaceful one bedroom hideaway with hot tub

A light-filled living area features two teal armchairs flanking a small wooden table. A staircase leads to the upper level. Large doors open to a private patio, showcasing potted flowers and outdoor seating. Artwork adds color to the walls, enhancing the overall ambiance.

4.96 out of 5 average rating, 255 reviews

Self contained studio in Lower Bourne, Farnham

A charming garden setting is presented, featuring a light-colored building surrounded by a manicured lawn. Lattice panels are visible at the entrance, with a decorative planter positioned nearby. Mature trees and shrubbery provide a natural backdrop, enhancing the serene outdoor environment.

4.94 out of 5 average rating, 232 reviews

‘The Den’ Self contained one bedroom annexe.

Guest house rentals with a washing machine and dryer

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.

4.93 out of 5 average rating, 170 reviews

Stunning oak-framed "Loft House"

A spacious bedroom features a comfortable king-sized bed dressed in white linens, with decorative pillows. Blue bedside lamps are positioned on either side of a small white nightstand. Natural light enters through a skylight and a window, highlighting the wooden beams and warm wooden flooring.

4.86 out of 5 average rating, 215 reviews

Walk to West Wittering Beach | Pass The Keys

The lounge area features a turquoise sofa with decorative cushions, a wooden TV stand, and a wall-mounted television. A stylish radiator is positioned beside a small plant. A dining area is visible in the background, with a wooden table and chairs, adorned with a decorative sign reading 'Beach.'

4.95 out of 5 average rating, 229 reviews

Modern Garden Room under 5 min walk to beach

The exterior of the Cartbarn is showcased, featuring a wooden structure with a sloped roof, situated under a flowering tree. A vehicle is parked nearby, and a staircase leads to the upper entrance. The surroundings include a gravel driveway and lush greenery.

4.94 out of 5 average rating, 362 reviews

Funtington village B and B - Cartbarn Sleeps 5

An open-concept living space featuring a cozy seating area with a dark sofa, a round dining table set for four, and a modern kitchen with wooden cabinetry. Exposed beams line the ceiling, contributing to the cottage's character. Natural light is visible through the door leading outside.

4.94 out of 5 average rating, 258 reviews

14th Century Dairy

A Highland cow stands in a grassy field, its long, shaggy coat displaying a rich golden hue. The animal's prominent horns curve gracefully, while the background features a mix of low shrubs and other cows grazing in the distance.

4.84 out of 5 average rating, 188 reviews

The Highland Cow - New Forest Tranquility

A private annex is set within a garden, featuring a brick façade and solar panels on the roof. Lush greenery and colorful flower pots enhance the outdoor space. The entrance is framed by vibrant flower arrangements, leading to a well-maintained lawn.

4.98 out of 5 average rating, 435 reviews

Lovely annex - a home away from home

The exterior of the Arden Studio is shown, featuring a quaint, whitewashed structure with contrasting dark trim. A wooden gate leads to the garden area, framed by lush greenery and large trees, providing a serene setting in the New Forest.