Kid-friendly vacation rentals in City of Winchester

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Top-rated kid-friendly rentals in City of Winchester

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

The entrance to the studio is shown, featuring a wooden door flanked by two large windows. A welcoming sign with sunflowers is visible. Potted plants add greenery, and a wooden bench is positioned nearby, along with two large bins. The area is paved with light tiles.

Guesthouse in Southampton

4.98 out of 5 average rating, 124 reviews

City Retreat

Welcome to the City Retreat! Ideal for 1-2 adults, this studio offers a double bed, en-suite bathroom, and kitchenette. Air conditioning (cooling and heating) for year-round comfort. Private driveway parking for one car. Conveniently located near the General Hospital, 5-9 min drive to M27/M3, and 10-15 min drive (40-50 min walk) to the train station and city center. M&S Food Hall and Pure Gym are across the road; Southampton Common Park, Sainsbury's Local, and Londis are within walking distance.

Top guest favorite

A modern open-plan living area features a light grey sofa with decorative cushions, set against warm wood flooring. A small dining table with white chairs is positioned nearby, and a fully equipped kitchen is visible with contemporary cabinetry and appliances. Soft lighting enhances the inviting atmosphere.

Guesthouse in Hampshire

4.94 out of 5 average rating, 159 reviews

Flat in Winchester

A modern 1 bedroom flat within a 20-25min walk of the historic town centre of Winchester and the Winchester train station. Buses also run regularly in to town. The flat is separate from the main house and is light and modern. It has a king bed and fully fitted kitchen. Winchester is a beautiful city with lots of historic sites to explore, including the Cathedral and Great Hall, there are also beautiful walks through the countryside and the well known Christmas Market from late November.

Top guest favorite

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

4.99 out of 5 average rating, 122 reviews

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.

Top guest favorite

The exterior of the lodge is captured, featuring a brick facade with white-framed windows. A spacious lawn is visible in front, along with a small patio area equipped with outdoor seating and a table. Tall trees frame the background, enhancing the tranquil setting.

Cottage in Bishop's Waltham

4.98 out of 5 average rating, 150 reviews

Beautiful garden house, edge of town & South Downs

Beautiful self-contained lodge in the glorious garden of a Georgian Country House. Five minutes walk to the small market town of Bishops Waltham, with shops, restaurants and pubs. Surrounded by stunning countryside, on the edge of the South Downs, with wonderful walks from the house. Open plan kitchen-dining area & lounge, 2 bedrooms and a bathroom upstairs plus separate downstairs shower room. Sunny patio area with table and chairs & Weber bbq, perfect for watching the sun go down.

Guest favorite

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.

Condo in Hampshire

4.95 out of 5 average rating, 165 reviews

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 ✅

Guest favorite

A pathway leads to a secluded studio nestled within a leafy garden. The entrance features wooden decking and large glass doors that provide a view into the cozy interior. Surrounding greenery adds to the privacy of the space.

Tiny home in Winchester

4.83 out of 5 average rating, 458 reviews

Cosy rural hideaway, Hursley, near Winchester

Fantastic rural retreat! Gorgeous cosy space, very private with own secluded garden. Everything that you need for a relaxing break. Five miles from both Winchester and Romsey, a fifteen minute walk to the lovely village of Hursley with its two pubs and great walks! Perfect for IBM Hursley, Peppa Pig World/Paultons Park, the New Forest (25 minutes) and beaches (40 minutes). You can be in Southampton with cinemas, bowling, shopping etc in 20 minutes. A great exploring base!

Top guest favorite

A cozy studio bedroom features a spacious bed with white linens and a decorative pillow. Bedside tables with lamps flank each side of the bed. Light wood flooring complements the natural light from the window, while a green plant adds a touch of nature to the space.

Farm stay in Hampshire

4.92 out of 5 average rating, 271 reviews

Room with a view

You’ll love sharing photos of this unique place with your friends. Room with a View is a cosy and bright studio room located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Room with a View is situated in a prime location, perfect for a serene getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Room with a View is surrounded by acres of fields and beautiful views.

Top guest favorite

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.

Apartment in Winchester

4.95 out of 5 average rating, 323 reviews

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.

Guest favorite

A private entrance is visible, framed by lush greenery and colorful flowers. The brick exterior features a window that allows light to illuminate the space inside. A stone pathway leads to the entrance, adding to the inviting feel of the small garden.

Guest suite in Hampshire

4.86 out of 5 average rating, 435 reviews

Lovely guest room with own entrance

Lovely Newly Decorated Room with Ensuite – Eastleigh (SO50 6DJ) Enjoy your own private entrance to this newly decorated room with an ensuite. It comes with a small fridge, microwave, toaster, kettle, and tea/coffee. Super-fast mesh Wi-Fi (up to 200mbps) is provided. Keyless check-in with code sent after booking. Free roadside parking is available. The room features a soft water system. Only 1 mile to Eastleigh Train Station. 5-minute walk to River Itchen.

Guest favorite

A balcony features two white, ornate chairs paired with a small round table. Potted plants of various sizes embellish the area. A lush green tree and neighboring buildings are visible in the background, set against a clear blue sky.

Home in Hampshire

4.88 out of 5 average rating, 295 reviews

City Centre Riverside Gem With Parking.

An amazing two bedroom period cottage that is superbly located for all of Winchester's amenities, adjacent to the city mill and just a few steps away from the High Street. The cottage offers city living in a delightful tucked away location backing onto the River Itchen and only seconds from all the city centre has to offer. The house suits all needs, a romantic weekend, a South Downs Way stop over, family break and equally a business trip.

Guest favorite

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.

Apartment in Hampshire

4.92 out of 5 average rating, 143 reviews

Newly refurbished, modern flat central Winchester

Situated in the heart of Winchester, this newly refurbished 2-bedroom apartment with its own private entrance and modern décor provides a well thought out space for friends, couples & families. This cosy home provides an excellent upmarket base to explore Winchester. A stone’s throw to the city’s favourite pub, St James Tavern, a warm welcoming traditional pub which serves excellent locally sourced home cooked food.

Top guest favorite

A spacious room features a king-size sofa bed dressed in a colorful duvet cover. Two skylights provide natural light, and a desk with a computer chair is set nearby. A small white side table adds functionality to the space.

Guest suite in Chandler's Ford

4.94 out of 5 average rating, 122 reviews

Private detached en-suite annexe

Private detached en-suite room above the garage of our family home in a peaceful, leafy community. Accessed by its own door, behind a locked garden gate. Self check in available via key safe. Ideally placed close to the M3 (2 miles) with easy access to Romsey, Winchester, Southampton (including the airport and cruise terminals), New Forest and many more great localities.