House vacation rentals in Bowral

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.

4.99 out of 5 average rating, 106 reviews

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.

FamilyLocationCheck-in

4.99 out of 5 average rating, 153 reviews

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

LocationFamilyAccess

5.0 out of 5 average rating, 113 reviews

Views, 4/5 queen bedrooms and a boutique vibe

Welcome to BBH - with multiple living spaces, fully equipped kitchen with coffee machine, pool table, ducted heating & fans, north facing and made for relaxing. Lush gardens and private setting, hot tub & firepit. **Please note: For 4 bedrooms/ main house, select up to 8 guests. To book the separate Shack/5th bed, select 9 guests, price will automatically update. Rates includes cleaning and linen. If not booked, Shack remains empty - property is all yours. Licence number PID-STRA-8519

LocationFamilyParking

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.

4.9 out of 5 average rating, 431 reviews

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.

FamilyLocationLong stay

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.

4.92 out of 5 average rating, 146 reviews

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.

FamilyLocationOutdoor spaces

A two-storey manor is set against a backdrop of tall green trees, with a well-kept garden adorned with a variety of plants. The driveway leads to a detached garage, showcasing a harmonious blend of natural and architectural elements within the outdoor space.

4.94 out of 5 average rating, 104 reviews

Stunning Highlands Manor-Accommodates 2-12 people

A Quintessential Southern Highlands property on the sunny slopes of Mt Gibraltar. A magnificent two-storey manor, exquisitely furnished, surrounded by picturesque gardens featured in several house & garden magazines over the years. Just moments from the convenience of Bowral & Mittagong town centres, popular wedding venues, wineries and amazing restaurants. Ideal venue for group family/friends get-togethers, wedding stays, golf weekends & the likes

ValueFamilyDecor

A welcoming outdoor area is presented with a covered porch featuring comfortable seating and a small table. Neatly trimmed hedges line the space, framed by planters. The lawn extends beyond the porch, creating an inviting outdoor environment.

4.9 out of 5 average rating, 322 reviews

A Cheerful 3 Bedroom, Newly Renovated Cottage

A cheerful 3 bedroom, newly renovated, and self-contained cottage awaits! Nestled in the heart of the stunning Southern Highlands, within minutes of the regions best restaurants, wineries and cafes. Take a 10 minute walk to Artemis Wines or enjoy nature and the beautiful views along the Boxvale Bush Track just a short walk from your stay. The Town Centre is under 2km away with access to local shops, Woolworths and Boutiques.

LocationFamilyOutdoor spaces

4.9 out of 5 average rating, 271 reviews

A historic cottage is partially obscured by lush greenery, featuring a classic corrugated iron roof. A well-maintained garden surrounds the property, showcasing established trees and shrubs. The front yard includes a grassy area with a vibrant yellow flowering bush, creating a natural and inviting setting.

Home in Berrima

'Rosevilla' at Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

LocationValueSleep quality

A modern kitchen area is showcased, featuring white cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and stove, are visible. Three wooden bar stools are positioned at the counter, complemented by colorful cushions on a nearby sofa.

4.97 out of 5 average rating, 286 reviews

Arborea Country House 16-17 large groups

Arborea Country house is a affordable house with a touch of modern chick decor. Located only 2 minutes drive from Bowral. Catering for large groups, weddings and conference’s Venues close by: Close to: Milton Park, Centennial Wines, Bowral Golf Club, Bradman Museum, Bendooley Bong Bong race course, and Local Wineries. Just across the road from apartment is large playing fields and views of Mt Gibraltar.

LocationValueTV

The exterior of the heritage cottage showcases a red tin roof and expansive windows that reflect the surrounding greenery. A deck is visible with outdoor furniture, while a classic cottage garden blooms with colorful flowers, creating a serene outdoor setting.

4.98 out of 5 average rating, 101 reviews

Adaville on Albert

Adaville on Albert is a quaint and centrally located slice of history. A heritage listed brick cottage with tin roof (perfect for a rainy evening), wraparound veranda and a classic country garden, the property dates back to the 1880s and oozes old world charm. It’s recently undergone a full renovation, respecting the heritage features whilst adding style and comfort that’s ready to welcome guests.

FamilyLocationHospitality

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.

4.99 out of 5 average rating, 130 reviews

Hall House – A place for private luxury relaxation

Our boutique home is a gorgeous secluded recently fully renovated ultra-luxury three bedroom cottage with Italian Tiles and Plush Carpet which are both underfloor heated together with Dimmable Downlights throughout, ideal for anyone wanting to escape to the country for luxury relaxation with private indoor and outdoor dining, gardens and a new six seater 81 jet luxury heated Hydrotherapy spa.

LocationValueCondition

A comfortable living room features a soothing color palette, highlighted by a mix of textures. Multiple seating options include a light green sofa and a leather accent chair. Natural light filters through plantation shutters, and a coffee table sits atop a textured area rug, lending a cozy feel.

4.91 out of 5 average rating, 139 reviews

*A skip, hop and jump to Bowral town!*

Smack bam in the heart of Bowral is this beautifully renovated 5 bedroom country cottage. You will love the convenience and ease of having Bowral's popular restaurants, cafes & shopping hub being just footsteps away. This is a walk everywhere location right in Bowral Downtown. Our home is set up as a service-styled stay with the essential amenities you require.

ValueFamilyComfort

Popular amenities for Bowral house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 170 reviews

A modern swimming pool is seen with clear blue water, surrounded by a stone deck. Comfortable outdoor seating is positioned nearby, offering views of the lush green landscape and trees beyond, enhancing relaxation in a serene outdoor setting.

Home in Bundanoon

Kalamunda Estate with Pool, Fire Pit & BBQ Deck

FamilyValueHiking

4.92 out of 5 average rating, 266 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

FamilyLocationLaundry

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.

4.94 out of 5 average rating, 166 reviews

Mike's - A luxurious cabin surrounded by nature

LocationFamilyHeating

4.98 out of 5 average rating, 163 reviews

Home in Robertson

Wollemi House - in forest and waterways with pool

FamilyLocationGetting around

4.91 out of 5 average rating, 203 reviews

Moosewood House, Kangaroo Valley

LocationValueIndoor spaces

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.

4.98 out of 5 average rating, 124 reviews

Heritage Hampden House private pool & river access

FamilyLocationWifi

4.83 out of 5 average rating, 378 reviews

Home in Werri Beach

Retreat at Renfrew – Spa, Pizza & Sunset Views

FamilyValueComfort

Superhost

An outdoor stone bath is positioned on a wooden deck surrounded by lush trees. A person is seated in the bath, enjoying the tranquil setting. A bottle and glass sit nearby on a small table, and a cozy blanket is draped over a bench.

4.86 out of 5 average rating, 358 reviews

Treehouse + Outdoor Bath + River +Fire

LocationValueGetting around

Weekly house rentals

4.93 out of 5 average rating, 393 reviews

Belle in Bowral

FamilyLocationWifi

A landscaped garden surrounds the house, featuring lush green grass and a moderate-sized tree. A curved pathway made of concrete leads towards the entrance, providing easy access to the home. Natural light fills the area, emphasizing the tranquil outdoor space.

4.9 out of 5 average rating, 244 reviews

Magnolia Corner

FamilyValueGetting around

4.98 out of 5 average rating, 105 reviews

A cozy lounge area features a clear glass coffee table positioned in front of a cream-colored sofa. Two large windows offer views of greenery, allowing natural light to brighten the space. A collection of flowers and candles adorns the table, while a soft throw blanket rests on an armchair.

Home in Berrima

Clanoc Cottage a cosy, rustic, Highlands Retreat

LocationFamilyTV

4.91 out of 5 average rating, 128 reviews

The cottage exterior features a dark blue facade with white French doors opening onto a wooden deck. Two Adirondack chairs are positioned outside, surrounded by neatly arranged shrubs and gravel landscaping with decorative stones.

Home in Moss Vale

Cottage on Kings

ValueFamilyAccuracy

Superhost

A bright dining area features a round wooden table surrounded by four upholstered chairs. A patterned rug is beneath the table, which is complemented by a sideboard displaying decorative items. The open layout offers a view into the kitchen and living area.

4.81 out of 5 average rating, 129 reviews

Tala Cottage - family & pet friendly in old Bowral

FamilyLocationBiking

Superhost

A single-story brick house is displayed with a tiled roof and a symmetrical facade. Neatly trimmed hedges frame the entrance, which includes two small flowering trees on either side and a stone pathway leading to the front door.

4.82 out of 5 average rating, 325 reviews

Family & Friends: Stay for a night, week or longer

FamilyLocationAmenities

4.98 out of 5 average rating, 125 reviews

A charming front porch is adorned with cascading purple wisteria flowers, creating a serene outdoor space. The porch features a round table with a potted plant, alongside comfortable seating options. Large windows allow natural light to illuminate the welcoming entryway of the house.

Home in Burradoo

Perfect Weekender House Bowral,Southern Highlands

LocationFamilyView

4.93 out of 5 average rating, 585 reviews

A stone patio offers seating with two wicker chairs. A fire pit, surrounded by natural stone, is positioned at the center. Lush greenery and flowering plants frame the space, while a pathway leads to the entrance of the grey house beyond.

Home in Kiama

Beachside, Garden Loft

ValueFamilyAir conditioning

Private house rentals

5.0 out of 5 average rating, 15 reviews

Cherry Cottage Bowral

LocationFamilyIndoor spaces

4.98 out of 5 average rating, 51 reviews

Home in Burradoo

Open Country Homestead - New Luxury accommodation

LocationFamilyRiver

A dining area features a wooden table set with plates and glassware, surrounded by wicker chairs. Large sliding doors open to a well-kept garden, allowing natural light to illuminate the space. Green trees frame the outdoor seating area visible beyond the doors.

4.99 out of 5 average rating, 68 reviews

Maple Tree Cottage Bowral. Insta worthy!

LocationFamilyTV

5.0 out of 5 average rating, 14 reviews

The Nook - central, cosy and well-equipped

ValueLocationIndoor spaces

A cozy nook is highlighted by whimsical curtains featuring books and owls. A brown suitcase and a round, patterned trunk are set atop a white surface, accompanied by colorful, stacked books that evoke a sense of adventure. Light enters through a large window framed by the cheerful decor.

4.97 out of 5 average rating, 58 reviews

Where beauty & nature meet magic

FamilyLocationKitchen

4.91 out of 5 average rating, 95 reviews

Moss & Stone Bowral - Earthy Luxury Retreat

FamilyLocationAccess

Lush greenery surrounds a cottage, with various plants and underbrush creating a serene and secluded environment. The sky above is clear with soft clouds, offering a glimpse of nature's tranquility in this private garden setting.

5.0 out of 5 average rating, 70 reviews

Garden Cottage on the Gib

ValueLocationAccess

A luxury Hamptons style home, featuring a two-story facade with a mix of light grey and white exterior finishes. A charming front porch is framed by white picket fencing, while manicured shrubs and a tidy pathway enhance the welcoming entrance.