Pet-friendly holiday 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, 104 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.

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.

Flat 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

4.95 out of 5 average rating, 163 reviews

Two individuals sit in chairs around an outdoor fire pit, with flickering flames providing warmth and light. A small table holds flowers, surrounded by a backdrop of dense trees and foliage, creating an intimate atmosphere in the evening setting.

Cabin in Sutton Forest

Unique'Danglestone' Couples Hideaway in the Forest

Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) 1 Queen bed only MASSAGE available nearby (plse ask)

4.91 out of 5 average rating, 417 reviews

The cottage features a charming exterior with a welcoming porch and a distinctive green door. A bench is positioned on the porch, and white picket fencing borders the garden area. Soft lighting enhances the inviting atmosphere as dusk approaches, creating a cozy ambiance.

Cottage in Bowral

The Hidden Door Bowral Cottage - The❤️of Bowral

Our fully renovated Hundred Year old Cottage is a flat 3 minute walk to the heart of Old Bowral with 2 bedrooms featuring a King Bed that can be split into 2 Singles & a Queen Bed. Perfect for golfing weekends, wedding guests, girls' weekends, romantic weekends, families and business travellers etc. We are also Pet Friendly. For larger groups, we have 3 properties which are only a couple of minutes walk from the heart of Old Bowral that can accommodate up to 14 people as detailed below.

4.98 out of 5 average rating, 363 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

'The Bower' is located in lush gardens in the historic village of Mt Kembla. This stylish bungalow is the perfect relaxing retreat or home base to explore the Illawarra and South Coast. Walk to the Historic Mount Kembla Hotel for dinner and a drink or explore the many bush walks located in and around the area. Wake up amongst the trees and end your evenings relaxing on the large deck or around the fire pit. Only fifteen minutes away from Wollongong CBD or beautiful beaches of the area.

Superhost

An open living space features a dining area with a wooden table surrounded by black chairs. A cozy seating area includes a large, rounded chair with a striped cushion. Natural light enters through windows, highlighting the textured ceiling beams and a pendant light.

Guest house in Bowral

4.89 out of 5 average rating, 144 reviews

Chic Artist Studio in the Beautiful Bowral.

You'll love this unique and romantic escape. Walking distance to the beautiful town centre of Bowral. This artist studio is a private studio with barn style interior that is super cute and romantic. Close to the wonderful shops, pubs and restaurants of Bowral with off street parking included. The studio has 1 separate bedroom. There is a double sofa bed in the living room that can sleep 2 additional people comfortably. This is not a separate room. This is great for a family with kids.

4.99 out of 5 average rating, 160 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

Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.

4.97 out of 5 average rating, 322 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.

A historic home with a welcoming facade features a gabled roof and a wrap-around veranda. The brick exterior is complemented by lush greenery and a spacious lawn. Steps lead up to the main entrance, flanked by symmetrical windows that enhance the inviting appearance.

4.91 out of 5 average rating, 244 reviews

Bunya House Historic Home - Bowral walk to town

Welcome to Bunya House, circa 1890. This wonderful historic home is one of the hidden gems to discover visiting Bowral, NSW. Beautifully renovated it has 2 living rooms, 3 double bedrooms, a serene bathroom, galley kitchen, wrap around veranda and open wood fireplace. Within easy walking distance to the town center Bunya House is the perfect spot to base yourself to explore the regions many fabulous vintage and interior shops, award winning restaurants and great cafes.

4.97 out of 5 average rating, 417 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

Free standing one bedroom cottage with large windows overlooking paddocks dotted with kangaroos. Situated 10 minutes from Berrima and Bowral - very handy for wedding guests. On the Southern Highlands Wine Trail. A quiet and tranquil getaway. Compressed/recycled cement driveway, suitable for all cars. Native Ducks, Kookaburra's, Eastern and Crimson Rosellas, Kangaroos and Wombats in abundance. Wood fired heating or air conditioned and wi-fi (Star Link) connected.

4.99 out of 5 average rating, 334 reviews

A luxury outdoor spa is shown against a vibrant sunset backdrop. The round spa features an inviting whirlpool, with serene green fields and scattered trees visible in the distance.

Villa in Penrose

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

4.92 out of 5 average rating, 171 reviews

Guest house in Bowral

The Annexe at Beatrice Park, Bowral

Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Traveller’s ASK ABOUT OUR SPECIALS Nestled within the heritage-listed gardens of Beatrice Park, The Annexe offers a private retreat ideal for a weekend escape or an extended stay. Whether you're here for leisure or business, you’ll find The Annexe a tranquil and comfortable home away from home. Don’t BELIEVE US - Read our reviews

Popular amenities for Bowral pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.83 out of 5 average rating, 101 reviews

Bowral luxury living

4.98 out of 5 average rating, 102 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

Superhost

A large stone outdoor bath is set against a backdrop of rustic wooden shutters. Soothing candles are placed nearby, and a natural wooden stool adds to the serene atmosphere. Soft lighting enhances the inviting space for relaxation amid nature.

Home in Kangaroo Valley

4.86 out of 5 average rating, 355 reviews

The Treehouse Kangaroo Valley on Kangaroo River

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.

4.96 out of 5 average rating, 283 reviews

Arborea Country House 16-17 large groups

Superhost

The inviting entrance to Highcroft House is framed by a stone archway and vibrant greenery. Lush foliage, including flowering camellias, adds color and texture. The light blue exterior of the home creates a calming backdrop, while the white front door offers a welcoming entrance.

4.83 out of 5 average rating, 121 reviews

Highcroft House, Bowral - Get Closer to Nature

4.89 out of 5 average rating, 261 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.

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

4.98 out of 5 average rating, 227 reviews

A spacious outdoor deck is showcased, featuring a small table with two chairs set for a meal. An expansive view of the Kangaroo Valley escarpment is visible in the background, with the warm hues of sunset casting a serene glow across the landscape.

Home in Kangaroo Valley

The Tailor's Terrace | Valley Views | Fire Pit

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 106 reviews

The exterior of a modern beach house is featured, showcasing a two-story structure surrounded by native vegetation. A spacious balcony with a railing is visible on the upper level, complemented by well-maintained landscaping that includes decorative stones, shrubs, and trees.

Home in Callala Beach

Spacious, stylish & FUN close to beach & pool

5 out of 5 average rating, 7 reviews

A serene swimming pool reflects the clear sky, bordered by a spacious wooden deck. Lounge chairs provide a relaxing seating option. In the background, native trees and a distant escarpment contribute to the tranquil outdoor setting.

Home in Barrengarry

Rea Rea Lodge | Couples Pavilion Retreat Option

4.9 out of 5 average rating, 31 reviews

Home in Berrima

Sant Feliu - A French-Inspired Country Estate

4.97 out of 5 average rating, 66 reviews

A bright kitchen counter is shown, adorned with fresh flowers, a green checkered kitchen cloth, and a small plate of pears. Sunlight streams through large windows, highlighting plants on the windowsill and offering a view of the garden and pool beyond.

Home in Woodlands

Cuttaway Cottage

Guest house 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.

4.98 out of 5 average rating, 142 reviews

A spacious living area features a cozy cream leather sofa and a wooden coffee table adorned with flowers. A wood fire heater stands against the wall, and the kitchen area is visible in the background, defined by large windows that allow natural light.

Guest house in Nowra

Longreach Riverside Retreat Cottage

4.97 out of 5 average rating, 59 reviews

A bright outdoor area features a sparkling pool surrounded by sun loungers and shaded by a large umbrella. Lush green lawns and neatly arranged stepping stones lead to the pool, with scenic views of rolling hills in the background under a clear blue sky.

Cabin in Woodhill

Berry cottage with pool, views & games room.

4.97 out of 5 average rating, 59 reviews

A modern outdoor area features green-striped umbrellas over white lounge chairs and a dining table by the pool. The neatly landscaped garden and the exterior of a two-story building with black windows create a serene atmosphere, inviting relaxation.

Home in Berry

Hazel House Berry

Private, pet-friendly home rentals

4.92 out of 5 average rating, 179 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

4.91 out of 5 average rating, 243 reviews

The exterior of the modern townhouse features a welcoming entrance framed by lush greenery and a decorative garden. A small red tree stands prominently in a planted pot. The pathway leads to the door, bordered by white pebbles and low shrubs.

Townhouse in Bowral

The Grange

4.94 out of 5 average rating, 215 reviews

A modern tiny house is framed by leafy greenery. The dark exterior contrasts with a light sky, featuring large glass windows that invite natural light. The structure sits on wheels, highlighted against a backdrop of open grassland.

Tiny home in Coolangatta

Escape to the Vines

4.95 out of 5 average rating, 335 reviews

The cottage exterior is shown, featuring a dark grey façade complemented by a vibrant green tree. A clear view of the expansive green hills can be seen in the background under a partially cloudy sky.

Cottage in Werai

Mungo Lodge, pet friendly and accessible

4.9 out of 5 average rating, 158 reviews

A modern cottage is viewed from a gravel driveway, featuring wooden siding and large windows. An outdoor seating area is visible beside the entrance, with the landscape unfolding into distant hills under a clear blue sky.

Tiny home in Bundanoon

The Lazy Duck, Bundanoon

4.98 out of 5 average rating, 303 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

4.99 out of 5 average rating, 115 reviews

A bright living area features a cozy seating arrangement, including a chair, small table, and sofa, with a gas fireplace enhancing the space. Floor-to-ceiling bifold doors provide unobstructed views of the ocean and a well-maintained outdoor deck, welcoming natural light.

Guest suite in Gerroa

Shelter at Gerroa