Family-friendly holiday rentals in Bowral - Mittagong

5 out of 5 average rating, 272 reviews

Guest suite in Bowral

Bradman Studio -tranquil garden, easy walk to town

Host of the Year Finalist 2025. Bradman Studio is located right near picturesque Bradman Cricket Oval in the charming Old Bowral precinct and an easy 10 min walk to Bowral's main street. Spacious open layout, abundant natural light and wide views over mature, private rear garden. Adjoining deck for outdoor dining. A/C and double glazed windows assure comfort year round. KS bed, heated bathroom floor, beautiful quality bedlinen and bath/body products. On-site EV charger. Idyllic couples retreat.

FamilyKitchenLaundry

4.99 out of 5 average rating, 209 reviews

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

FamilyIndoor spacesComfort

A separate dwelling is shown, featuring a red door contrasting with light beige siding. The structure is complemented by a covered outdoor area, with gravel paths leading up to it. Nearby, a leafy tree and grassy hillside can be seen.

4.94 out of 5 average rating, 156 reviews

Luxemburg Stables Guesthouse - Country Retreat

Modern 38sqm separate dwelling situated away from the main house on a leafy acre set back from the street. Private, open-plan space is an easy 1km walk to Bowral shops, cafes, restaurants and station. Close to Cherry Tree Walk, winding along the creek and to 'Old Bowral' and Bradman Oval, with several lovely side walks leading back to town. A very short drive to local wineries, golf clubs and the Mt Gibraltar lookout and walking tracks. Perfect for visiting wedding guests or a country escape.

Indoor spacesKitchenHospitality

4.97 out of 5 average rating, 196 reviews

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.

KitchenFamilyBathroom

4.97 out of 5 average rating, 742 reviews

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.

KitchenFamilySleep quality

4.99 out of 5 average rating, 147 reviews

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

Indoor spacesKitchenCondition

4.95 out of 5 average rating, 383 reviews

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.

FamilyIndoor spacesHeating

4.9 out of 5 average rating, 424 reviews

A charming guest accommodation is visible, featuring weatherboard walls and a pitched roof. Large glass doors provide access to the interior, framed by neatly trimmed hedges and a small garden area. Surrounding greenery contributes to a sense of tranquility.

Home in Bowral

The Potting Shed at Bunya House Bowral

The Potting Shed at Bunya House is a gorgeous purpose built guest accommodation with every amenity covered to make your stay in Bowral an enjoyable one. Positioned overlooking a beautiful vegetable garden designed by the renowned Australian garden designer Paul Bangay, The Potting Shed with it's polished concrete floors, weatherboard walls, king bed and kitchenette with breakfast making facilities is the perfect spot for a mini vacay. Parking on site, and an easy walk to town.

FamilyIndoor spacesQuiet

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.

4.98 out of 5 average rating, 170 reviews

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 spacesCleanliness

A lush garden path is flanked by vibrant pink flowering trees, leading through a well-maintained landscape. Green grass and neatly trimmed hedges create an inviting space surrounded by various plants and trees, providing a serene natural environment.

5 out of 5 average rating, 475 reviews

Buskers End

This cottage is nestled in a breathtaking 2.5 acre established garden. It is perfect for couples wanting to retreat from the world or it is close to Bowral and surrounding attractions including golf clubs and vineyards. The cottage is well appointed with all necessities, such as tea, coffee and toiletries. Large bathroom with spa bath and separate shower. Fully equipped kitchen Wifi Gas fire Air conditioning We would love you to wander and enjoy this beautiful property.

FamilyIndoor spacesLong stay

4.92 out of 5 average rating, 143 reviews

An airy living space features two cozy armchairs facing a wooden table with a chess set. A large dining table is set to one side, surrounded by black chairs. A staircase leads to the upper level, complemented by rustic decor and large windows allowing natural light.

Home in Bowral

The Coach House at The Rift Estate

Set in rambling heritage-listed gardens at The Rift Estate, The Coach House is an elegant, charming country retreat. Gourmet kitchen, expansive living, dining and relaxed alfresco spaces; minutes to bushwalking trails, wineries and Bowral town. Built at the same time as the grand old late-nineteenth century Italianate mansion nearby, The Coach House once accommodated the coachman and horses and retains many original character features that reflect its rich history.

Indoor spacesFamilyHiking