Family-friendly holiday rentals in Bowral - Mittagong

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Top-rated family-friendly rentals in Bowral - Mittagong

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

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Top Guest favourite

A well-lit living area features a navy sofa adorned with colorful cushions. A wooden dining table is paired with cross-back chairs, while a substantial wall clock adds a touch of character. Nearby, a large television is positioned against a light-coloured wall, creating a cozy atmosphere.

Guesthouse in Bowral

The Croft on Elm - Bowral

Are you looking for a quiet place to stay whilst in the beautiful southern highlands town of Bowral? The Croft on Elm is a perfect, low cost option for a couple looking to get away and explore the town, or for a family trip away. An ideal place to stay when attending functions in the area as the location is easily accessible from the Bowral shopping area. This property is independent from the main house upstairs and you have full and private access to your own kitchen, bathroom and two bedrooms.

FamilyIndoor spacesWalkability

4.97 out of 5 average rating, 118 reviews

Guest favourite

A bright kitchen features white shiplap walls and large windows that provide ample natural light. A round table with two chairs is set with a small plate, croissants, and a coffee cup. Potted plants and decorative artworks add character to the space.

Cottage in Burradoo

Luxstowe Cottage

Luxstowe House is a historic cottage surrounded by wild, sprawling gardens on acres of land hidden just 5 mins drive from Bowral. Brimming with beautiful artworks and an abundance of books - it's a home you will never want to leave! The sweet country cottage is set at the bottom of a tree-lined drive and below an old barn once used as a sculpture studio and now as a tree nursery. Only 1.5 hours from Sydney, it will transport you to another world so you can relax & recharge on your next getaway.

Indoor spacesFamilyComfort

4.84 out of 5 average rating, 211 reviews

Top Guest favourite

The exterior of the retreat showcases a brick facade with large windows framed by dark shutters. Lush green hedges line the walkway, leading to a set of stairs that ascend to the entrance. A vibrant garden complements the home's charming appearance.

Home in Bowral

The Cricket House - Family & Pet-Friendly Home

This charming dog-friendly 4-bedroom retreat is in the heart of Bowral, NSW in the picturesque Southern Highlands. Our lovely light-filled home offers a perfect blend of modern comfort and elegance featuring four lovely, spacious bedrooms, three living areas and a fully equipped kitchen perfect for preparing delicious meals to be enjoyed in the stylish dining areas. With its central location, our home is a stone's throw away from Bowral's lovely cafes, boutique shops, and cultural attractions.

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 106 reviews

Guest favourite

An inviting outdoor seating area features stylish wicker chairs and a small round dining table. The entrance includes double doors, with a welcome bag hanging from the handle. Potted plants and decorative boots add charm to the airy, light-filled space.

Apartment in Bowral

Little Gem at Retford Park Estate. Bowral-5 Min

New apartment located in the prestige "Redford Park Estate" a walk away to the heart of Bowral or 2 min drive to its Restaurants, cafes, boutiques, parks, museums, galleries, vineyards and golf courses.Also 5 min walk within the Estate to visit the Regional Gallery & cafe and explore the stunning gardens and House at "Retford Park", National Trust. The space it is modern, airy , relaxing and stylish. Main bedroom- King bed. Living with large queen sofa bed. Warm and cosy, just come and relax

FamilyKitchenQuiet

4.99 out of 5 average rating, 211 reviews

Top Guest favourite

Guest suite in Bowral

29 on Shepherd

29 On Shepherd is a small original 1940’s , cosy cottage within easy walking distance to the centre of Bowral. The owner lives in the back 2 storey extension connected by a solid door with total privacy for both and is often away. Noise is not an issue! The two guest bedrooms have one king and 2 king single very comfortable beds, reverse cycle air conditioning, overhead fans, and wardrobe space. A full bathroom with bath, shower and toilet + powder room. Kitchenette, eating area and lounge.

Indoor spacesFamilyHospitality

4.97 out of 5 average rating, 746 reviews

Guest favourite

Apartment in Bowral

2-Bedroom apartment located in the heart of Bowral

Located in the heart of Bowral, this charming 2-bedroom home is perfectly positioned within walking distance to the town centre, local cafes and shopping as well as renowned Bradman Oval. Offering a timeless contemporary feel, the space features a relaxing living area with accompanying fireplace, modern kitchen, sun soaked deck, 2 bathrooms and spacious dining area. The home is surrounded by a beautiful, mature and private garden and is a short distance walk to the town's Cherry Tree walk.

FamilyIndoor spacesBreakfast

4.98 out of 5 average rating, 201 reviews

Guest favourite

Home in Bowral

The Cottage: luxury & Heritage in Bowral's heart

Immerse yourself in the quintessential Bowral lifestyle. 'THE COTTAGE' combines historic elegance & charm with custom curated equine themed luxury decor brands, positioned perfectly for those attending weddings, exploring 'Tulip Time' or seeking a sophisticated village haven. This spacious & cosy 3 bedroom home accommodates 6 guests in the exclusive high-end 'old Bowral', featuring a ready-to-light fireplace, a large entertaining deck & a quiet, tranquil tree-lined central location to the CBD

FamilyKitchenBreakfast

4.99 out of 5 average rating, 151 reviews

Top Guest favourite

A wide view of a lush green field under a dramatic sky is presented, featuring a vibrant rainbow arching across the horizon. Dense trees line the edges, and distant hills are partially visible, with varying shades of green and gold from the sunlight filtering through the clouds.

Cottage in Woodlands

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Indoor spacesKitchenCheck-in

4.95 out of 5 average rating, 388 reviews

Guest favourite

A cozy sitting area features a blue sofa adorned with green cushions, facing vibrant artwork on the walls. A low bookshelf holds a collection of books. A small dining space is visible in the background, hinting at the kitchenette's functionality.

Guesthouse in Bowral

woodland retreat - guest studio

A chic space with Mt Gibralter as your backdrop, set in a garden full of birdlife and the occasional wallaby. We offer private accommodation, own entry through a shared garden, sitting room with a good selection of books and mags, Wifi and Bluetooth, kitchenette with a dining space, fresh bread and condiments, also on request an Air Fryer. 2 bedrooms and 1 bathroom. Very close to main wedding venues eg Bendooley Estate and Centennial Vineyards. Walking distance to Bowral centre.

FamilyKitchenAmenities

4.88 out of 5 average rating, 914 reviews

Guest favourite

The exterior of the guesthouse is showcased, featuring light green siding, double barn-style doors, and two small windows. A wall-mounted light is positioned above the entrance. Neatly trimmed shrubs line the base, and a clear blue sky enhances the serene setting.

Guesthouse in Burradoo

The Stables at Long Paddock

The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

Indoor spacesFamilyBreakfast

4.92 out of 5 average rating, 432 reviews

Guest favourite

Three geese stand on lush green grass, showcasing a variety of colors and patterns in their feathers. The birds are positioned in a row, with sunlight highlighting their features and the vibrant natural surroundings.

Guest suite in Bowral

Mansfield Park, five acres of garden retreat

Mansfield Park is located in Bowral just 10minutes from the town centre and very close to Milton Park and Ngununggula Regional Art Gallery. Perfect location for a family or two couples. The space consists of two bedrooms and two bathrooms. There is also a private kitchenette with a kettle, coffee machine, toaster and bar fridge. Please note there are no additional cooking or laundry facilities. While the space is joined to the main house, guests have their own private entrance.

KitchenIndoor spacesParks

4.91 out of 5 average rating, 196 reviews

Top Guest favourite

A contemporary two-bedroom guest wing features a warm wooden exterior, complemented by large windows. A pathway leads through a landscaped garden, framed by lush greenery. Sunlight casts a soft glow on the façade, highlighting the modern design and tranquil surroundings.

Guesthouse in Bowral

Contemporary Rural Luxury in Lush Garden

Nestled on the edge of beautiful Bowral, this contemporary two-bedroom space is your idyllic escape. Enjoy modern amenities, including an EV charger, in our stylish and sunny self-contained Guest Wing. Your backyard? Step out onto stunning walking trails in Mansfield Reserve and immerse yourself in nature's serenity. And you're just a 10-minute drive from Bowral's vibrant cafes and shops. This property offers the perfect blend of rural tranquillity and urban convenience.

FamilyIndoor spacesBiking

4.98 out of 5 average rating, 179 reviews