Family-friendly vacation rentals in Glenquarry

4.98 out of 5 average rating, 246 reviews

A modern cabin features a wooden exterior set among tall, lush trees. A spacious deck with outdoor seating is visible, complemented by a barbecue grill nearby. A path of stepping stones leads through a grassy area to the entrance, enhancing a connection with nature.

Guesthouse in Bowral

Bespoke Highlands Cabin

Newly refurbished self-contained cabin combining the beauty of country with the comforts of town. Enjoy trees, abundant bird life, cosy fireplace, luxurious king bed, kitchenette, bath and tv. Exclusive use tennis court; Bowral's best walks at your doorstep; and 5 min drive to fine restaurants, pubs and great shopping. Easy access to Milton Park; Bong Bong Racecourse; Ngununggula Regional Art Gallery; Bradman Museum and Corbett Gardens. Private, cosy and beautiful, it's Bowral's hidden gem.

FamilyIndoor spacesParks

4.97 out of 5 average rating, 109 reviews

Guesthouse in Burradoo

Kiamala Cottage

Nestled in the heart of picturesque Burradoo, Kiamala Cottage is located on the property of a cherished 19th-century Southern Highlands homestead. This charming property exudes timeless elegance, offering guests the opportunity to embrace its historic charm and refined living. The beautifully presented cottage is surrounded by meticulously landscaped gardens and a thoughtfully designed sitting area. A striking outdoor fireplace invites aperitivo by the fire, soaking in the serene outdoor space.

Indoor spacesFamilyLocation

4.84 out of 5 average rating, 210 reviews

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 spacesFamilyCheck-in

4.95 out of 5 average rating, 387 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.

KitchenFamilyTV

4.97 out of 5 average rating, 324 reviews

The cottage features a modern design with a welcoming entrance. A stone chimney complements the black exterior, while a covered porch invites relaxation. Lush greenery surrounds the property, which overlooks open fields with grazing animals in the distance, framed by tall trees.

Cottage in Bundanoon

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

KitchenFamilyAccess

The exterior of a charming cottage features a covered porch with a comfortable bench and a rocking chair. Lush greenery and white flowering plants frame the entrance. A few steps lead up to the inviting front door, enhancing the welcoming appearance of the home.

4.99 out of 5 average rating, 172 reviews

Rosewood Cottage - on a working regenerative farm

Renovated 2 bedroom 1930s Cottage, perched on the gentle slopes of a lush 120 acre working regenerative farm, where happy sheep and cows graze on chemical-free pasture. Relaxing, family-friendly, off-grid, with breathtaking views of the beautiful Kangaroo Valley escarpment. Only 4kms from the charming Kangaroo Valley Village and 20min from historic Berry and its nearby beaches. Rosewood Cottage will offer you a comfortable and cosy stay with everything you need for a short getaway.

KitchenIndoor spacesHiking

4.98 out of 5 average rating, 305 reviews

A modern outdoor seating area is visible, featuring four lounge chairs arranged around a small table. The shingled shed, highlighted by large glass doors, provides access to a comfortable interior space. Lush greenery frames the area, enhancing the inviting outdoor atmosphere.

Barn in Robertson

WATERSHED - Robertson

Welcoming country chic interiors with all the mod cons. You will enjoy luxury finishes in this converted machinery shed. Fully insulated, with double glazed windows & doors. There is a wood fire & heaters. The shed is 80+ metres away from the 1880s farmhouse where we live & so you are far enough way to feel that you have the property to yourselves. There are dogs, alpacas, sheep. A wonderful farm stay property, a walk away into Robertson or a very short drive. @watershedrobertson

FamilyIndoor spacesAmenities

4.92 out of 5 average rating, 428 reviews

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.

KitchenIndoor spacesLayout

4.98 out of 5 average rating, 174 reviews

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.

KitchenIndoor spacesAccuracy

Place to stay in Fitzroy Falls

A couple stands closely together in a lush garden, surrounded by vibrant greenery and decorative stone features. In the background, a charming glass structure with a gabled roof is nestled among the trees, contributing to the serene atmosphere of the setting.

4.99 out of 5 average rating, 631 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding & ceremonies We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

KitchenFamilyParks

4.97 out of 5 average rating, 111 reviews

A stone fireplace is featured prominently, with neatly stacked wood above the hearth. Warm wooden tones are showcased in the dining area, where a wooden table is surrounded by light-colored chairs. An industrial-style light fixture illuminates the space, enhancing the rustic ambiance.

Farm stay in Burrawang

MaddOx Farm Cottage | Farm Stay

Situated in the beautiful countryside of Burrawang in the Southern Highlands. Kick back and relax in this calm, stylish farm stay. This bespoke cottage has been purpose built for your visit. Enjoy the peace and fresh air of the country whilst you overlook the paddocks and dam. Meet the friendly residents - Cows, Alpacas, Goats & Sheep and enjoy a cuddle or feed with them.

FamilyKitchenView

4.97 out of 5 average rating, 596 reviews

An aerial view of Spiral House showcases its unique octagonal design, featuring a blue metal roof and large windows that blend harmoniously with the surrounding lush greenery. The setting offers expansive views of the distant mountains and valleys.

Farm stay in Robertson

Spiral House – Mountain Hideaway for Two

Spiral House at CloudFarm is a beautifully designed round house made for two—a romantic, private hideaway perched on the highest point of the Illawarra escarpment. Completely surrounded by forest and sky, it’s made for slowing down and remembering what matters. Wake to mountain-to-sea views, soak in the open-air tub, and let the quiet—broken only by birdsong—do its work.

Indoor spacesKitchenWalkability

Popular amenities for Glenquarry family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 178 reviews

The tiny house is framed by lush greenery and vibrant flowers, creating a natural sanctuary. The rustic exterior of the house can be seen in the background, highlighted by the colorful garden that surrounds it. The scene reflects a serene, immersive nature experience.

Tiny home in Berry

Tranquil Tiny House in Berry

FamilyKitchenWalkability

4.99 out of 5 average rating, 125 reviews

A serene bedroom setting features a spacious bed layered with white linens and decorative pillows in soft tones. A textured pink throw drapes casually over the bed. Above, a black-and-white photograph depicting a tree-lined path adds a contemplative touch.

Home in Bowral

Hall House – A place for private luxury relaxation

FamilyIndoor spacesGrill

4.96 out of 5 average rating, 109 reviews

A scenic view captures a sunset over rolling mountains, with a foreground of lush greenery. Lavender and other plants are visible, providing texture to the landscape. The sky is filled with soft clouds reflecting warm hues, creating a serene backdrop to the natural setting.

Guesthouse in High Range

Farm stay at Melaleuca cottage

Indoor spacesKitchenCleanliness

4.99 out of 5 average rating, 149 reviews

A modern exterior of the accommodation is highlighted, featuring a blend of metal and wood materials. Large glass windows provide views into the interior. A covered outdoor area with seating extends from the building, surrounded by greenery and trees, enhancing the connection with nature.

Tiny home in Penrose

The Hideaway at Sylvan Glen Estate

FamilyIndoor spacesValue

4.96 out of 5 average rating, 311 reviews

Villa in Kangaroo Valley

Ralphie’s Villa 2 bed 2 bath with Valley views

FamilyKitchenBathroom

4.99 out of 5 average rating, 162 reviews

The rustic barn is illustrated with a wooden exterior and a gray metal roof. A spacious balcony with a dining area overlooks the surrounding landscape. A light gravel area leads to the entrance, complemented by a tree and gentle vegetation.

Barn in Back Forest

Back Forest Barn

Indoor spacesKitchenOutdoor spaces

Superhost

A serene indoor scene features two guests engaged in a game of chess on a bed adorned with neutral-toned linens. Large windows frame views of the lush rainforest outside, allowing natural light to brighten the wooden interior.

Tiny home in Foxground

4.85 out of 5 average rating, 470 reviews

Creek side Tiny House in a sub-tropical rainforest

Indoor spacesKitchenSolo travel

4.93 out of 5 average rating, 286 reviews

Farm stay in Jamberoo

Jamberoo Valley Farm Cottage w/ Hot Tub

FamilyKitchenDecor

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 181 reviews

The stone cottage features a rustic facade, constructed from local stone, set against a backdrop of lush green hills. Large windows provide natural light, while a landscaped garden surrounds the entrance, enhancing the tranquil rural environment.

Cottage in Rose Valley

Unique cottage on beautiful farm close to beaches

FamilyIndoor spacesTV

4.98 out of 5 average rating, 154 reviews

Cottage in Welby

The Carriage House at Welby Park Manor

Indoor spacesKitchenBackyard

4.99 out of 5 average rating, 210 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

FamilyKitchenHospitality

4.96 out of 5 average rating, 104 reviews

The exterior of the modern lodge is framed by colorful flowers and fragrant lavender, set against a sleek gray facade. A circular mirror is visible near the entrance, reflecting the natural surroundings. The structure features inviting wooden elements that enhance the outdoor appeal.

Home in Bowral

Designer Bowral Lodge with Garden & Fireplace

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 162 reviews

A charming cottage is framed by lush greenery, featuring a distinctive round window and a warm wooden exterior. A welcoming outdoor seating area is set around a firepit, where smoke gently rises. Soft light reflects off the exterior, enhancing the tranquil atmosphere.

Cottage in Sutton Forest

Fantoosh

KitchenIndoor spacesCheck-in

4.89 out of 5 average rating, 419 reviews

A metal sign reading 'Back o' the Moon' is mounted on a post, positioned alongside a grassy area. The backdrop features a winding road that leads into the distance, bordered by trees and open fields, under a cloudy sky.

Guest suite in Moss Vale

The Little House - Pet friendly*/Mid-week special!

KitchenFamilyNearby

4.97 out of 5 average rating, 418 reviews

Several kangaroos are visible in a grassy paddock, with a mix of adults and young joeys. The landscape features a soft blurred background of trees and meadows, enhancing the serene rural setting.

Bungalow in High Range

Wombiombi Cottage

Indoor spacesFamilyTV

4.98 out of 5 average rating, 365 reviews

A well-lit bedroom features a spacious bed adorned with neutral bedding, complemented by green plants. Large windows provide scenic views of the surrounding nature, allowing natural light to fill the room. A loft space is accessible via a ladder, offering additional sleeping arrangements.

Home in Mount Kembla

'The Bower' Stylish garden bungalow Mount Kembla

FamilyIndoor spacesBiking

Family-friendly home rentals with a pool

An outdoor sunken spa, surrounded by lush greenery, is featured on a wooden deck. Two comfortable chairs and a small side table add to the relaxed atmosphere. Water bubbles gently, reflecting the natural light filtering through the trees.

4.96 out of 5 average rating, 158 reviews

Mike's - A luxurious cabin surrounded by nature

Indoor spacesFamilyWifi

Guesthouse in Kiama Downs

A private pool is set within a landscaped yard, offering clear views of the ocean. Wooden decking surrounds the pool, with lounge chairs positioned nearby. Lush greenery and coastal vegetation create a serene backdrop against the sparkling blue water and gentle waves in the distance.

4.93 out of 5 average rating, 301 reviews

Uninterrupted ocean view, private & quiet. Relax.

KitchenFamilyCheckout

A vibrant autumn scene showcases a large tree with red and orange foliage, providing shade over a lush green lawn. In the foreground, a goat is seen grazing, while a cozy seating area and firepit are positioned among the landscaped garden.

4.9 out of 5 average rating, 206 reviews

Farm Escape - Spacious Cottage in Kangaroo Valley

KitchenIndoor spacesHospitality

Superhost

A panoramic view captures the expansive green hills and water features of the Kangaroo Valley Golf and Country Resort. Lush trees frame the scene, with distant mountains visible under a clear sky. The morning light enhances the serene landscape, evoking a sense of tranquility.

4.92 out of 5 average rating, 327 reviews

SkyView Villa - WOW Views & Comfort

Indoor spacesKitchenSleep quality

4.92 out of 5 average rating, 173 reviews

Guesthouse in Bowral

The Annexe at Beatrice Park, Bowral

Indoor spacesKitchenParks

4.92 out of 5 average rating, 263 reviews

The kitchen features a spacious island with bar seating and wooden shelves displaying woven baskets. Large windows invite natural light and overlook outdoor greenery. Rustic wooden beams and polished concrete floors contribute to a cozy, inviting atmosphere, with vintage decor pieces enhancing the charm.

Home in Broughton Vale

Milkwood Barn

FamilyIndoor spacesHeating

4.97 out of 5 average rating, 224 reviews

A spacious cottage is set against a clear blue sky, featuring a green roof complemented by solar panels. Lush gardens filled with varied plants and colorful flowers surround the entrance, while a well-maintained lawn offers ample green space in front of the building.

Farm stay in Gerringong

Gerringong Country and Beach

KitchenIndoor spacesWalkability

A solar-heated swimming pool is set within a fenced area, surrounded by lush greenery. Colorful trees create a picturesque backdrop, while the clear blue water invites relaxation. The pool's deck features a smooth surface for lounging and enjoying the tranquil outdoor environment.