Kid-friendly vacation rentals in City of Winchester

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for City of Winchester kid-friendly rentals

Kid-friendly house rentals

Top guest favorite
A charming Georgian house is positioned alongside a quiet country road. The structure features a brick facade and modern windows, with a welcoming sign above the entrance. Neatly trimmed hedges are seen along the wooden fence that lines the property.
Home in Hampshire
5 out of 5 average rating, 131 reviews

The Tap House at The Northbrook Arms

gillianRating, 5 stars3 months ago
We have now stayed at Kate's house a couple of times . It is a great house and Kate is the perfect host
Top guest favorite
A comfortable living area features a gray sofa adorned with cushions, complemented by a wooden dining table surrounded by four chairs. Floral curtains frame the bright windows, allowing natural light to illuminate the space, which includes a decorative fireplace along one wall.
Home in Chandler's Ford
4.99 out of 5 average rating, 177 reviews

Homely and Comfortable in a quiet location

MatthewRating, 5 stars2 weeks ago
Great location – we used it mainly as a base for visiting Paultons Park and it was perfect for that. The place was quiet, clean, and just what we needed. Jane was easy to get in touch with for any questions. We'd happily stay again.
Guest favorite
A spacious living area is presented with two comfortable sofas, adorned with decorative cushions. A wooden coffee table sits in the center, complemented by a flat-screen television mounted on the wall. Natural light filters in through small windows, highlighting the soft carpeted flooring.
Home in Hampshire
4.89 out of 5 average rating, 37 reviews

South Downs Comfy Getaway

adamRating, 5 stars6 days ago
Great Airbnb for the price. It is a well decorated house located near the owners house. It had a nice lawn with kids swings and toys available to use. plenty of space for a family of 5 (could of slept 2 couples and 2 kids. Easy drive into Winchester town centre or to the science centre
Guest favorite
A modern cottage exterior with wooden cladding is set on a green lawn. Large glass doors open to a spacious patio area, furnished with a table and chairs. Surrounding trees and plants create a natural ambiance in this peaceful setting.
Home in Winchester
4.84 out of 5 average rating, 31 reviews

West Cottage

AnnaRating, 5 stars4 months ago
A fabulous stay, cosy yet spacious; hosts were lovely, very accommodating, and welcoming. We will definitely stay again! Bliss!
Top guest favorite
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
4.94 out of 5 average rating, 359 reviews

Oak Framed Barn with Tennis Court

TomRating, 5 stars3 weeks ago
Extremely peaceful and private location. The property is really nicely decorated with a massive comfy bed. Annie the host was really friendly and attentive. We had a lovely stay.
Top guest favorite
A contemporary living area features a sectional sofa adorned with various cushions in shades of blue and neutral tones. Art pieces with abstract designs hang on the walls, and a dining table with modern chairs is visible in the background.
Home in Hampshire
4.96 out of 5 average rating, 168 reviews

Lovely Coach House

IainRating, 5 stars2 weeks ago
We had an overnight stay at the coach house before a cruise from Southampton. We had a lovely stay, Renata sent clear instructions the night before telling us where the key would be and instructions for parking. The house was fantastic, the place was spotless, very comfortable, cupboards are all labelled making it easy to find things. First time we've stayed in an Air bnb and we were all very impressed. If we're ever in the area again we would certainly look to stay in the coach house again. Thank you very much.
Superhost
A dining table is set with a light-colored plate and a glass of water. Fresh pastries and strawberries are arranged on a round dish. A vase of flowers adds color beside a French press. Bright light filters through the window with blinds.
Home in Shirley
4.87 out of 5 average rating, 76 reviews

Lovely, comfortable 5** home for HOSPITAL & CITY

EstefaniaRating, 5 stars1 week ago
The stay was as described, and the check-in process was smooth as the communication with the host was straightforward. Overall, it was a functional and practical place to stay. Everything was what we needed for the specific purpose. I will book again this place in the future if needed! :)
Top guest favorite
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.
Home in Hampshire
4.98 out of 5 average rating, 80 reviews

Stable Cottage Beauworth Southdowns Hampshire

EmilyRating, 5 stars2 days ago
We spent a wonderful week at Sarah's place with our small baby. She made sure we had everything we needed plus lots of toys and books too. She gave us great reccomendations of places to visit and was so helpful with any questions. We felt like it was our home for the week. The views and local area is beautiful (we were very lucky to have such great weather). Thank you for a fantastic stay...Sarah is the perfect host!

Kid-friendly apartment rentals

Top guest favorite
The exterior of a wooden-clad first floor annex is visible, surrounded by greenery and trees. A steel staircase leads to the entrance, while a fenced area shows chickens roaming freely in a natural setting under a serene blue sky dotted with clouds.
Apartment in Portchester
4.91 out of 5 average rating, 234 reviews

Ellerslie Lodge Annexe private, cosy. Free parking

EmiliaRating, 5 stars3 days ago
Such a lovely stay in Porcester! The annex was beautiful in a stunning location with beautiful gardens and wildlife. Would highly recommend staying here! Hosts were so kind and helpful
Guest favorite
The spacious room features a plush bed dressed in crisp white linens, complemented by a soft green throw. A cozy armchair sits nearby, and a bedside table holds a stylish lamp. Natural light filters in through two windows, framed by subtle patterned curtains.
Apartment in Medstead
4.93 out of 5 average rating, 210 reviews

Stylish Barn in Rural Hampshire

JamieRating, 5 stars3 weeks ago
Great host, stunning location, absolutely immaculately clean and the best pillows ever! Would definitely recommend 👌
Guest favorite
A bright living area features a spacious light-colored sofa and a glass coffee table. Large glass doors offer access to a balcony with views of the River Itchen, while natural light fills the room, highlighting the modern furnishings and decor.
Apartment in Southampton
4.91 out of 5 average rating, 119 reviews

*Stunning River Views*, modern in great location

LoriRating, 5 stars1 week ago
Fabulous stay. Close to bus stop and walkable to train station (if you don’t have luggage). We especially loved the balcony and marina view. Note that the unit is not air conditioned - there is a large fan that helped air circulation during a warm spell.
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
4.99 out of 5 average rating, 145 reviews

Getaway to the New Forest

SallyRating, 5 stars6 months ago
We had a lovely stay at Diana’s and would definitely stay again. Nothing was too much trouble, Hythe village is walkable and the apartment was lovely - extremely well appointed and even better than the photos.
Guest favorite
A cozy living area features a light grey sofa positioned to face a television displaying Netflix. A modern wood-burning stove adds warmth to the space, while a door with multiple glass panels leads outside. Light hardwood flooring completes the inviting atmosphere.
Apartment in Medstead
4.9 out of 5 average rating, 115 reviews

The Annexe @ Mandalay Lodge

KateRating, 5 stars2 weeks ago
We had a lovely stay in Johan’s AirBnB. The space was beautifully kept with stunning views. There weren’t a huge deal of amenities close by but we didn’t mind going for a walk (even in the rain!). Would absolutely come back to explore the local walking routes. Thanks Johan!
Top guest favorite
A covered entryway features a white door framed by wooden beams. A planter with a small green shrub is positioned beside the entrance. Beyond, a gravel path leads to a secluded seating area with a decorative white bench, surrounded by lush foliage.
Apartment in Compton
4.98 out of 5 average rating, 276 reviews

The Annexe at Longacre, near Winchester

NickRating, 5 stars3 weeks ago
Lovely space to relax in and in a beautiful area. Very clean and had everything you needed. Will definitely stay again when in the area!
Guest favorite
A spacious living room features a green sofa complemented by a black armchair, set atop a light-colored rug. A round dining table is surrounded by upholstered chairs. Artwork decorates the walls, while curtains frame a glass door leading to a balcony.
Apartment in Southampton Centre
4.96 out of 5 average rating, 133 reviews

A gorgeous spacious 2 bedroom apartment in centre

JeanetteRating, 5 stars2 weeks ago
Iveta was very helpful and accommodating as we were unable to tell her our estimated time of arrival due to family circumstances. The lovely touch of chocolates and candles were appreciated. The appartment is spacious and well equipped. The parking space especially welcome as there doesn’t appear to be any other parking. Was also close to Southampton hospital which was what we needed .
Guest favorite
A cozy living area is presented with a grey sofa and armchair, complemented by a wooden coffee table adorned with a vase of colorful flowers. A soft area rug lies beneath, while natural light enters through large windows, offering views of greenery outside.
Apartment in Winchester
4.97 out of 5 average rating, 139 reviews

City Apartment

BelleRating, 5 stars1 month ago
We felt very welcome at Maria’s! Wonderful communication from the beginning, very accommodating and a lovely home to stay in for a few days. We would like to come back in the future, if you’ll have us! Thank you!

Kid-friendly condo rentals

Guest favorite
The entrance features a light blue door with decorative glass panels, accompanied by a welcoming doormat. Vibrant pink flowers are arranged in pots alongside lush greenery, creating a bright and inviting entrance.
Condo in Hamble-le-Rice
4.93 out of 5 average rating, 176 reviews

Walking, watersports or relax in lovely Hamble

RachelRating, 5 stars1 month ago
Great location to get to lots of various locations, we visited New Forest, Southampton, Portsmouth and walked down to the shingle beach, which was only a ten minute walk! Lovely and clean place, small but not tiny, just enough room for two adults and two small dogs. Everything was a thoughtful touch, from kitchen wear to comfort. Would definitely stay again if I was ever visiting the same area. Jackie was super helpful and very friendly, which is always a bonus. The surrounding area is residential and also partly industrial but noise level was low, which we appreciated. Plenty of space to park your car and close to the train station.
Superhost
A bright, airy room features a wooden bed positioned against the wall, complemented by potted plants. Light wooden flooring extends across the space, while recessed lighting illuminates the area. Large windows provide natural light, enhancing the minimalist decor with subtle greenery.
Condo in Southampton
4.8 out of 5 average rating, 156 reviews

Cosy and quiet studio on High Street, Southampton

MatildaRating, 5 stars3 days ago
really convenient location, great place
Guest favorite
A bedroom features a patterned duvet on a spacious bed with two soft towels arranged neatly. Side tables with lamps are positioned on either side of the bed, while a chest of drawers offers additional storage. A light floral wallpaper enhances the serene ambiance.
Condo in Cosham
4.93 out of 5 average rating, 287 reviews

#3 Newly refurbished 1st Floor apartment with WiFi

AlbaRating, 5 stars2 weeks ago
Nigel's place was very clean, comfortable and as a plus, have a parking space. The hosts are very helpful and responsive.
Guest favorite
An open-plan living area features a comfortable white settee and patterned armchair, accompanied by a glass-top dining table set for four. Large windows provide abundant natural light and the view of the balcony. A soft area rug complements the wooden floor.
Condo in Ocean Village
4.84 out of 5 average rating, 115 reviews

Contemporary Penthouse Apartment Southampton City

TimRating, 5 stars2 days ago
We felt comfortable and the location of this apartment is perfect for what we wanted. We were able to walk various places for breakfast, lunch and dinner. A convenient and safe location in Southampton to do some local shopping. We would stay here again in the future. Beds are comfortable and water pressure is good.
Guest favorite
The living room showcases a large foam-filled sofa positioned in front of a wall-mounted 65" Smart 4K TV. Natural light floods the space through the nearby windows, highlighting the contemporary decor. A balcony offers river views, enhancing the overall atmosphere.
Condo in Southampton
4.91 out of 5 average rating, 134 reviews

New Upscale Contemporary Apartment - River Views

GrahamRating, 5 stars1 week ago
Great view over the river, apartment was very clean, modern and secure with keypad entry. Easy walk to restaurants and Spar supermarket nearby. Secure car park, parking space numbers are on the ground with slightly weird numbering system. Excellent entry instructions from the host, just read them properly. It does make the apartment very secure. Definitely a great choice to stay in Southampton.
Guest favorite
The exterior of Little Bunty Lodge is presented, showcasing a charming single-story structure partially draped in greenery. A pebbled driveway leads to the entrance, framed by well-maintained hedges. The building's rustic roof and windows accent its inviting character amidst a serene natural setting.
Condo in New Milton
4.89 out of 5 average rating, 190 reviews

Luxurious Apartment in New Forest National Park

DashaRating, 5 stars1 month ago
Very sweet little cottage, beautifully decorated with everything you would need inside of it. Great location, with a nice pub down the road. We would definitely stay here again and recommend for all. The only downside is that it is situated on a busy road so at night you can sometimes hear the cars, but we didn’t mind.
Top guest favorite
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.
Condo in Winchester
4.96 out of 5 average rating, 107 reviews

Spacious central 2 bedroom apartment+ free parking

RaeRating, 5 stars1 week ago
A lovely spot and well located for exploring Winchester and the surrounds. The flat is very equipped, clean, light and smartly presented. It’s a perfect base for seeing the city centre - very easy to walk in. Host is very helpful and responsive on message. It was a good location to use as base for visiting Mottisfont Roses and Jane Austen’s House. Would recommend for a weekend getaway!
Superhost
A sleek sleeping area features a spacious bed with neutral linens and a yellow accent pillow. Natural light enters through two large windows, illuminating the light wood flooring and minimalist cabinetry along one wall.
Condo in Gunwharf Quays
4.81 out of 5 average rating, 124 reviews

Newly Renovated Self Contained Studio with Parking

JudithRating, 5 stars2 weeks ago
The description of “harbour view / sea view” is a little misleading as the apartment isn’t high enough to offer that and instead looks over the bus/ train station and shopping centre . However , we’d worked that out from the pictures ! That said the location couldn’t be more central . It’s literally across the road to a fantastic shopping centre and the harbour . For the views of the yacht race we booked tickets for the spinnaker tower. The host was extremely helpful and responsive and I would recommend this accommodation and would love to stay there again.

Quick stats about vacation rentals that are kid-friendly in City of Winchester

  • Total rentals

    280 properties

  • Nightly prices starting at

    R177 ZAR before taxes and fees

  • Total number of reviews

    20K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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