Family-friendly rentals near Winchester Cathedral

4.97 out of 5 average rating, 154 reviews

A light-filled living area features a comfortable gray sofa adorned with patterned cushions. A small, cozy armchair sits nearby, and a wooden coffee table is positioned in front. Natural light streams through the window, highlighting a light blue wall and decorative shelf.

Apartment in Winchester

Spacious central 2 bedroom apartment+ free parking

A spacious family-friendly 2 double/twin bedroom first floor flat located in the lovely Hyde area of central Winchester. Provides easy access to the city centre with all that the city offers. Only 5 minutes stroll to the train station. This apartment is close to all the historical sites and wide variety of restaurants and cafes which you'll enjoy as well as the cathedral and its impressive grounds. Winchester Christmas market and the city's magical atmosphere should be on everybody's calendar.

4.91 out of 5 average rating, 140 reviews

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 Hampshire

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.

4.86 out of 5 average rating, 157 reviews

An open living area features a large grey sofa adorned with colorful cushions, complemented by a vibrant floral area rug. A dining table with wooden chairs sits adjacent to a modern kitchen, illuminated by soft ceiling lights.

Townhouse in Hampshire

The Winchester Pad

The Winchester Pad is a spacious, modern townhouse ideally located within walking distance to the city centre and rail station to London. There is good road access in/out of the city and two free car parking permits are provided. Guests love it; with genuine accommodation all to themselves for 8 guests in 4 bedrooms and all the facilities required for an enjoyable stay. We welcome families, couples or 'professionals' from around the world seeking accommodation in this friendly, bustling city.

4.97 out of 5 average rating, 417 reviews

Two distinct entrances are visible, each framed by elegant archways. A decorative black iron railing separates the front door area from the sidewalk, while light green planters with small shrubs add a touch of greenery to the scene. Large windows allow natural light to fill the interior.

Guest suite in Hampshire

Own Front Door

Welcome to the beautiful city of Winchester! I have self contained central accommodation comprising of a double bedroom with en-suite shower room, a lounge with fridge/tea/coffee making facilities and your own private front door accessed from the street at ground level. The accommodation has been part of a massive renovation of the main house, now fully completed. Dating from the 1850’s it still retains a Victorian feel with high ceilings and sash windows. It is a lovely light, airy space.

4.99 out of 5 average rating, 155 reviews

A quiet street is lined with period houses, showcasing a mix of red brick and white facades. The cobblestone pavement leads past quaint buildings, with clear blue skies overhead. Architectural details include shuttered windows and gabled roofs, creating a charming urban atmosphere.

Townhouse in Hampshire

St Michael's Hall, City Centre

St Michael's Hall is a unique, newly renovated church hall in the heart of the historic city centre. A stone's throw from the Cathedral, College, buzzy high street and water meadows, it's the perfect base to explore everything Winchester and the surrounding area has to offer. Each bedroom has its own bathroom, meaning it's as suitable for two couples as it is for a romantic city break or four friends. One on-street parking permit is available, while the train station is a short walk away.

5 out of 5 average rating, 101 reviews

A polished silver bowl filled with ice displays several bottles of champagne. Fresh lilies and elegant candelabras are positioned nearby, adding a touch of sophistication to the setting. The arrangement creates a celebratory atmosphere.

Flat in Winchester

The Sky Penthouse, City Centre Luxury

Positioned right in the heart of charming historic Winchester The Sky Penthouse offers luxury modern comfortable 5 star accommodation . Private parking for one car . Positioned an easy level 300 meter walk from the main High Street within the City Centre , 400 meters from Winchester Cathedral and 500 meters from Winchester train station. Great location with a garden. Guests can choose the bed configuration of both the double bedrooms, either 6ft wide super king luxury beds or single beds.

The bedroom features a spacious bed dressed in soft grey bedding, complemented by decorative cushions. Light streams through the window, softened by sheer curtains. A bedside table with literature adds a functional touch, while a wall-mounted mirror enhances the overall brightness.

4.96 out of 5 average rating, 727 reviews

Central Winchester 1 Bedroom Home with own parking

Welcome to your lovely detached one bedroom home in a quiet leafy private road on the edge of St Giles Hill - just above medieval Winchester and on the edge of beautiful the South Downs Way. Your self-contained home includes parking on the drive, a stylish double bedroom, shower room, living area (with full double-width sofa bed) incorpoating a full kitchen/washing machine. Its an easy 10 minute downhill stroll across the park (lovely for a sunset picnic) to historic Winchester.

4.91 out of 5 average rating, 197 reviews

The studio features an elegantly decorated sleeping area with a spacious bed adorned with a colorful bedding. Soft lighting highlights the intricate mirror and chandelier. A comfortable chair sits beside the bed, while large curtains frame the windows, adding to the cozy ambiance.

Apartment in Hampshire

Bright Bijou Studio in Central Winchester

A beautiful bright cosy studio apartment on one of the quietest streets in the centre of historic Winchester❤️. The breathtaking cathedral and other must-see sights are all within a flat 10 minute walk. Ideal for short stays or a weekend get-away. Just five minutes walk from train station/city centre, and 10 mins walk from the bus station. * Super-comfy double bed ✅ * Fast WiFi ✅ * Comfortable big chair and table for laptop working ✅ * Wide range of caf/decaf teas and coffees ✅

4.95 out of 5 average rating, 380 reviews

The lounge area features a comfortable sofa adorned with colorful cushions and a light rug underfoot. A small armchair adds seating options, while natural light filters through the large windows, illuminating the room. A round coffee table rests in the center, enhancing the cozy atmosphere.

Flat in Winchester

Central Winchester garden flat, permit parking

Winchester City Centre- Bijou, charming, characterful, homely, warm and cosy self contained one bedroom flat with free permit parking and luxuriously large bath tub with shower, private garden with patio for alfresco dining. Fully equipped galley kitchen for self - catering. Only a five minute level walk to the central High Street and Cathedral, with the world famous Christmas Market through November and December. Less than ten minutes walk from the Railway Station.

4.92 out of 5 average rating, 199 reviews

The living room features a light and airy design, showcasing a two-seater sofa and a separate sofa bed. A dining table for four is centered in the space, complemented by a fireplace and a wall-mounted TV. Decorative plants enhance the welcoming atmosphere.

Flat in Hampshire

Stylish Apartment • Central Winchester

Situated in the heart of Winchester, this newly refurbished two-bedroom apartment with its own private entrance offers a stylish and comfortable stay for couples, friends and families. Modern décor and thoughtful design create a cosy space to relax after exploring the city’s historic streets, shops and cathedral. You’re just steps from the popular St James Tavern, a welcoming traditional pub serving excellent locally sourced food.

4.95 out of 5 average rating, 250 reviews

A modern living space is visible through open bi-fold doors, blending indoor and outdoor areas. A sleek seating arrangement is placed outside on a patio, complemented by soft lighting. Inside, a light-filled room showcases a comfortable sofa and dining area, enhancing the welcoming atmosphere.

Tiny home in Winchester

The Hidden house in Winchester

The Hidden House is a slice of modern luxury tucked away in the heart of Winchester. Detached and private, this space is perfectly placed for exploring Winchester and all it has to offer. Our guests also love hiding away and making use of the big TV setup and Hotel Chocolat Velvetiser! Don't take our word for it - check out our reviews. Winchester High Street/The Cathedral - 10 min walk Winchester Train Station - 5 min walk

4.98 out of 5 average rating, 189 reviews

The Cottage features a charming exterior with a textured roof and a modern patio area. Surrounded by greenery, a spacious seating arrangement is set on a stone surface, offering a tranquil spot for relaxation. Nearby structures exhibit a contemporary architectural style.

Cottage in Winchester

The Cottage in Compton

Come and enjoy a stay in The Cottage, located in the grounds of our 17th Century converted Barn. Enjoy a unique location on the edge of Winchester with direct access to the countryside. The Cottage has been recently extended and refurbished with everything you will need to make your stay enjoyable. A perfect place for a break to explore all the wonderful things that Winchester has to offer!

Popular amenities for family-friendly rentals near Winchester Cathedral

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 270 reviews

Apartment in Winchester

Stable Apartment with Hot Tub near Winchester

Cottage in Sutton Scotney

4.88 out of 5 average rating, 488 reviews

Ultra luxury, newly refurbished country retreat

Shepherd’s hut in Hampshire

The exterior of a charming shepherd's hut is showcased, featuring a wooden facade with large windows and a welcoming front door. A small patio area with two black wicker chairs and a glass table is set against a landscaped garden, surrounded by greenery and blooming flowers.

4.94 out of 5 average rating, 449 reviews

Rivermead Hut Retreat

4.97 out of 5 average rating, 669 reviews

A wooden cabin is surrounded by green lawns and tall trees, featuring a spacious outdoor deck. Comfortable lounge seating is arranged under the shade. A hot tub is visible to the left, and colorful chairs are positioned on the deck, adding a warm touch to the exterior.

Cabin in Bransgore

Chic Cabin with Private Hot Tub in New Forest

4.98 out of 5 average rating, 436 reviews

A riverside log cabin is nestled among trees, featuring a spacious deck and seating area overlooking the water. Lush greenery surrounds the outdoor space, creating a natural setting that invites relaxation. The cabin’s wooden structure blends harmoniously with its peaceful environment.

Cabin in Reading

Riverside Log Cabin+Luxury Hot Tub Spa+Copper bath

4.97 out of 5 average rating, 211 reviews

An outdoor space features a hot tub in the foreground, with jets gently bubbling. A swimming pool is visible in the background, surrounded by a stone patio and outdoor furniture. Lush greenery and a sunset sky create a serene backdrop.

Place to stay in Stroud

The Pool House: Contemporary country escape

Shepherd’s hut in Southampton

An outdoor area displays a cozy shepherd's hut alongside a hot tub. Seating is arranged around a fire pit, with logs positioned for gathering. Green grass and trees create a natural backdrop, complemented by a shaded seating area under a canopy.

4.9 out of 5 average rating, 222 reviews

River Rose Retreat Shepherds Hut, view and hot tub

4.97 out of 5 average rating, 370 reviews

A rustic courtyard is surrounded by greenery, featuring a charming wagon with a yellow door and a teepee structure. An outdoor fire pit is set on stone paving, complemented by wooden chairs for seating. The scene is bright and inviting with clear blue skies.

Tiny home in Medstead

Wagon & The Wigwam Hot Tub

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 256 reviews

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

4.96 out of 5 average rating, 598 reviews

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

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

4.96 out of 5 average rating, 543 reviews

A wooden deck area is visible, featuring a small dining table and chairs. A bicycle wheel leans against the wall, while colorful foliage frames the space. The interior is partially visible, showcasing a bright and airy atmosphere with shelves and a dining area.

Guest house in Sparsholt

The Hayloft - Rural retreat very near Winchester

4.94 out of 5 average rating, 385 reviews

A rustic oak-framed barn is nestled among trees, showcasing a sloped roof and large windows. Gravel pathways lead to the entrance, framed by potted plants. The structure is surrounded by open space, offering a serene rural setting.

Home in Winchester

Oak Framed Barn with Tennis Court

4.83 out of 5 average rating, 149 reviews

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

The Nest

4.97 out of 5 average rating, 349 reviews

The exterior of the property displays a charming wooden facade with large glass doors, allowing natural light to fill the living space. A neatly landscaped garden features lush greenery, stone pathways, and patio seating, creating an inviting outdoor environment.

Guest suite in Pikeshill

New Forest cottage by the green

4.98 out of 5 average rating, 113 reviews

The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.

Home in Lepe

Iconic Beach Front Stay | The Watch House, Lepe

Guest house in Winchester

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, 558 reviews

Idyllic Hideaway Ham Green Cottage near Winchester

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 179 reviews

A patio table is set for dining, featuring blue plates and glasses. A vase of sunflowers adds a cheerful touch. In the background, a green lawn leads to a view of the sea and distant boats, showcasing the serene coastal setting.

Bungalow in Warsash

Panoramic Sea Views, quiet, relaxed, cliffs, Beach

Holiday park in Hampshire

A large heart-shaped sculpture is positioned on a circular wooden platform, surrounded by natural vegetation. The backdrop features rolling hills under a sky with varying cloud coverage, enhancing the scenic view of the surrounding landscape.

4.99 out of 5 average rating, 184 reviews

Sandy Balls Holiday Village New Forest Hampshire

4.96 out of 5 average rating, 280 reviews

The converted boathouse is set among lush greenery, with large windows offering views of the water. A spacious patio extends towards the pool area, which is bordered by trees and features multiple seating options. The serene creek can be seen in the background.

Villa in Isle of Wight

5* waterside luxury boathouse - pool & log-burner

4.93 out of 5 average rating, 275 reviews

A sunlit outdoor area features a spacious pool surrounded by slate lounge chairs. The tiled patio is complemented by a nearby wooden structure, while a large chess set is arranged on the ground. Surrounding trees add a touch of nature to the setting.

Guest house in Lymington

Oak House Annexe in the New Forest

4.97 out of 5 average rating, 181 reviews

A beach hut style home features a charming exterior with a blue front door and three symmetrical gabled sections. Surrounding greenery adds a natural touch, while a tennis court in the foreground provides an outdoor recreational space.

Bungalow in Oving

The Beach Huts: with tennis court & seasonal pool

Tiny home in Isle of Wight

An indoor heated swimming pool is showcased, surrounded by large glass windows that provide views of the surrounding woodland. Comfortable seating is arranged nearby, and wooden beams create a warm ambiance throughout the space.

4.93 out of 5 average rating, 215 reviews

Delightful Chalet Bungalow with a Spa

4.99 out of 5 average rating, 340 reviews

The balcony view reveals a lush, green landscape with trees bordering a tranquil river. Fields stretch into the distance, while a well-maintained garden is visible below, featuring plants and garden structures, all bathed in soft natural light.

Home in Winchester

Martyr Worthy Home with a View

4.94 out of 5 average rating, 299 reviews

The exterior of the charming guest house is illuminated by warm string lights. A private deck features a hot tub, surrounded by lush greenery. Cozy seating is provided nearby, enhancing the inviting atmosphere for a relaxing evening outdoors.

Tiny home in Soberton

The Guest House, Five Trees

Family-friendly home rentals with wifi

A spacious living area features large windows allowing natural light to fill the room. A comfortable sofa is positioned against a wall, complemented by a neutral rug on the wooden floor. A dining table with chairs is visible in the background, with a staircase leading to the upper level.

5 out of 5 average rating, 20 reviews

Weaver's Cottage

4.9 out of 5 average rating, 381 reviews

A bright sleeping area is highlighted by natural light streaming through a window. A spacious bed is adorned with decorative pillows, while a simple wooden table and chair provide additional seating. Shelving units and soft curtains enhance the room's functionality.

Guest house in Hampshire

Cosy Annexe in a beautiful part of Winchester

4.98 out of 5 average rating, 619 reviews

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

The Pigsty

4.98 out of 5 average rating, 324 reviews

A cozy sitting room is featured, showcasing a comfortable armchair and a large coffee table adorned with various books and decorative items. A warm fire burns in the fireplace, and built-in shelving lines one wall, filled with a diverse selection of books.

Cottage in Warfield

Luxury 2 bedroom cottage

5 out of 5 average rating, 112 reviews

The exterior of the garden flat is showcased, featuring a sloped roof and large glass doors that open to a spacious terrace. A well-manicured lawn surrounds the building, and a dog relaxes peacefully in the grass. Lush greenery and garden beds enhance the inviting outdoor space.

Apartment in Compton

Beautiful stylish Garden flat 8 mins to Winchester

4.93 out of 5 average rating, 218 reviews

The motor yacht is docked at the marina, showcasing its sleek white exterior against a bright blue sky. A group of four people is situated on the bow, enjoying the sun and the scenic views of the surrounding cityscape.

Boat in Southampton

Superyacht on 5* Marina, Southampton

A modern cottage exterior is surrounded by lush gardens featuring various flowering plants. The building showcases a mix of wood paneling and large windows, reflecting natural sunlight. A spacious patio area can be seen, providing an inviting space to enjoy the peaceful outdoor setting.

4.98 out of 5 average rating, 111 reviews

Stable Cottage Beauworth Southdowns Hampshire

A spacious lounge area showcases large glass windows that provide a view of the surrounding greenery. A comfortable black leather sofa is accompanied by light grey armchairs and a simple coffee table. Natural light floods the space, enhancing the warm wooden accents throughout.