Family-friendly vacation rentals in Winchester

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Winchester

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

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Guest favorite

Home in Windsor and Maidenhead

4.85 out of 5 average rating, 128 reviews

3bed wParking & garden @Gardners Cottage(WGC79)

*Also WGC54* **Ideal for longer stays** Gardner Cottages in Royal Windsor, perfect for a family getaway or visiting local friends in these unusual times. In the same street as WEBrew, adjacent to the Thames and a few steps away to Windsor Castle the town centre, train stations, The Long Walk & Great Park A well equipped kitchen, comfortable dining with piano & living room with sofas to curl up and snug in. South facing private garden with patio, with direct access to a large community Green

Guest favorite

Home in West Wittering

4.98 out of 5 average rating, 137 reviews

West Wittering Village - short walk to beach.

A bright, relaxed family home in West Wittering village, a short walk from the famous sandy beach and the village pub. Suits an extended family group or 2 small families sharing. The amazing living space includes a large modern kitchen/family room, separate TV room and a large playroom with table tennis, pool table and lots of toys. A large garden surrounds the house and includes a shady eating area, a lovely south-facing sun deck, an hot shower, a fire pit and a play area with zip wire/ slide.

Guest favorite

Home in Wiltshire

4.97 out of 5 average rating, 237 reviews

Glebe House, a beautiful country home

Beautiful Countryside Home. A gorgeous place to stay with family & friends. A beautifully proportioned and sunny 4 bedroom house with a stylish design. It has a stunning entrance hall, huge open plan kitchen and a utility room. Two bedrooms have their own ensuite. There is fantastic walking around, lovely pubs and great places nearby to visit including Salisbury, Stonehenge, Longleat Safari park, many historical sites and beaches within the hour. We can offer a hot tub subj to availability.

Guest favorite

Home in South Cerney

4.97 out of 5 average rating, 279 reviews

Waddle-On-Inn. A Lakeside Turret with Hot Tub

Welcome to our home; Waddle-On-Inn. From the animal paintings on the walls, to the ducks in the bathrooms, Waddle-On-Inn truly represents our family and our little adventures. Providing a 3 bedroom turret house for families and friends to get together, the house has just been completely refurbished to a high standard, including a superb hot tub. With a gated community (24hrs security), parking, family activities (soft play, tennis courts, games rooms and local spa). Peace is assured.

Superhost

Rental unit in Poole

4.72 out of 5 average rating, 306 reviews

Sea-cret Summers-2 bed, sleeps six, great location

Property is seaside/beach theme, refurbishing and updating when no guests are booked, new king size bed, new sitting room and bedroom carpets. Stair basket for shoes at entrance. (semi detached so please respect neighbours) Warm welcome to families with children, get away for couples or retreat for someone on business, travel or work. Breakfast not provided but there are local shops and supermarkets close by and kitchen provided. Parking and own entrance. Please read house manual.

Superhost

Cottage in Ower

4.9 out of 5 average rating, 105 reviews

Waterfront 5 bedroom Cottage in Beautiful location

My place, Ower Quay, is close to family-friendly activities, public transport, beaches, Corfe Castle, Swanage and Studland. Monkey World, Tank Museum and Jurassic Coast are on your doorstep. You’ll love my place because of the water views, beautiful walks and wonderful wildlife. My place is good for families and big groups. In August/Xmas/New Year, 5 night min. Additional nights on request. Price is based on 3 night min booking, contact me if you require a price for one/two nights.

Superhost

Guest suite in Ringwood

4.86 out of 5 average rating, 183 reviews

New Forest National Park, Impressive Manor House

Gaddens Manor House, 4 bedrooms 4 Bathrooms is the Whole West Wing of a 1920’s Arts and Craft Period House refurbished with modern facilities. The house is set in the New Forest National Park, with an amazing forest and garden location. The grounds, paddocks and woodland extend to 20 acres with great views from every room . The 4 bed-roomed , 4 Bath-roomed guesthouse wing, with its own entrance gates and front door, is the ideal location for your family and friends. Jayne & Chris

Superhost

Home in Gloucestershire

4.83 out of 5 average rating, 176 reviews

Windrush Lake

Large New England Style Lodge; light, airy and open plan with fish tank feature allowing lake views from all downstairs rooms. On entering the lodge you can instantly relax with spacious accommodation for the family and the dog (£20 extra charge). Relaxing decor with one of the best views across the Windrush Lake catching the early morning sun and sheltered from westerly breezes. Cleaning, towels, linen and toiletries are included in the cleaning fee. Just pack your bags...

Superhost

Cottage in Hampshire

4.84 out of 5 average rating, 153 reviews

New Forest cottage. Very close to Paulton’s Park.

Our delightful cottage provides the best of old world charm and modern convenience. It is a pretty 17th Century thatched cottage in a small village, furnished to a high standard with a lovely mature garden. We have a well equipped kitchen and cater for young children with 2 high chairs, travel cots & toys. Located in the New Forest National Park and not far to the coast, Paultons Park & other attractions. My place is good for couples, families with children and small groups.

Guest favorite

Rental unit in Bournemouth

4.98 out of 5 average rating, 329 reviews

** Spotless** Beach House Apartment

Our spotlessly clean, fully equipped family apartment is situated just 8 minutes walk (approx 600 metres) from the beautiful beaches of Southbourne, Bournemouth. The local amenities are only a stone's throw away, which include coffee shops, conveniences stores, eateries and gift shops. There are regular buses to Bournemouth town centre. We welcome people of all backgrounds and our property is particularly suitable for families or couples wanting a quiet get-away by the sea.

Superhost

Bungalow in Isle of Wight

4.8 out of 5 average rating, 129 reviews

Isle of Wight Bungalow - Village of Freshwater

A light, fresh and spacious 2 bedroom bungalow which has been newly redecorated throughout, including a newly fitted kitchen and bathroom. The property is situated in the pretty village of Freshwater, on the west of the island. A short 5 minute car journey from the Yarmouth ferry port and 1km from the stunning Colwell Bay. The property has the benefit of a small driveway, and street parking is also available. We also benefit from a lovey private back garden.

Guest favorite

Home in Birdham

4.95 out of 5 average rating, 189 reviews

Beautiful Harbour Village House

Cornerstones is a large bright family holiday home with a south facing garden. A perfect location for boating, walking, beach activities and cycling. Convenient for Chichester, Goodwood and within walking distance of some lovely pubs and cafes. There are some beautiful walks from the house which include harbour footpaths. Local maps in the house. The log cabin is a great place for teens. Weekend bookings must include both Friday and Saturday.