Holiday houses in Bowral

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Top-rated holiday rentals in Bowral

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Top Guest favourite
Cottage in Bowral
4.97 out of 5 average rating, 107 reviews

Hopewood Cottage | Architecturally Designed

Designed by award-winning Tziallas Architects, this cottage is in a prime location! This gorgeous one-bedroom features a full chef's kitchen, a luxury king-sized bedroom, outdoor spaces to relax, and private off-street parking. An abundant potager garden is perfect for guests to wander and harvest seasonal fruits, vegetables, and herbs. Hopewood Cottage is located close enough to walk to pubs, restaurants and cafes, but tucked away from the hustle and bustle of town. insta: @hopewood_cottage

Top Guest favourite
An outdoor deck features a round table surrounded by four iron chairs. Lush greenery creates a backdrop, with a garden of blooming flowers and mature trees visible in the distance. Natural light brightens the scene, enhancing the peaceful ambiance.
Guest suite in Bowral
5 out of 5 average rating, 249 reviews

Bradman Studio -tranquil garden, easy walk to town

2025 Finalist - Host of the Year. Located in the charming Old Bowral precinct, Bradman Studio is a level, easy 10 min walk to Bowral's main street and only 100m from picturesque Bradman Cricket Oval. Spacious open layout, abundant natural light and wide views over our mature, very private rear garden. Adjoining deck for outdoor dining, A/C & double glazed windows assure comfort year round. KS bed, heated bathroom floor, beautiful quality bedlinen & well equipped kitchenette. On-site EV charger.

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
4.99 out of 5 average rating, 179 reviews

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

Top Guest favourite
Guest suite in Bowral
4.97 out of 5 average rating, 682 reviews

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.

Guest favourite
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.
Guesthouse in Bowral
4.91 out of 5 average rating, 121 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.

Guest favourite
Home in Bowral
4.87 out of 5 average rating, 100 reviews

Magnolia Cottage - Your private Bowral getaway!

Enjoy some time away in the beautiful Southern Highlands in this single bedroom cottage tucked away in Bowral and only moments away from shops, cafes, pubs and restaurants. It's a quaint and simple cottage, comfortably furnished and styled with everything you need for a little getaway. The cottage is completely private with a full kitchen and bathroom, relaxing loungeroom and an undercover outdoor area to soak in the country air with peaceful views over beautiful established gardens.

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
4.97 out of 5 average rating, 114 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.

Top Guest favourite
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.
Guesthouse in Bowral
5 out of 5 average rating, 429 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.

Top Guest favourite
A charming cottage is nestled among mature trees and lush greenery. A welcoming porch is visible, framed by garden beds and wooden fencing. The sloped roof and white exterior contribute to a peaceful, inviting ambiance in this tranquil garden setting.
Cottage in Berrima
4.98 out of 5 average rating, 407 reviews

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Top Guest favourite
A weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 293 reviews

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Top Guest favourite
The cottage features a welcoming facade with a gabled roof and a covered entryway. Lush greenery surrounds the entrance, providing a natural setting. A gravel driveway leads up to the front door, enhancing the inviting atmosphere of this tranquil retreat.
Guesthouse in Mittagong
4.93 out of 5 average rating, 875 reviews

Alpha Cottage - Mittagong Escape

This cosy cottage provides comfortable and private accommodation. Perfect for an escape to the Southern Highlands. Enjoy a fully self-contained private stay overlooking rural scenery. This cottage has full amenities including cooking facilities, television, heating and under cover parking. An ideal base from which to explore the Southern Highlands. About a 3 minute drive into town and only 7 minutes to Bowral.

Top Guest favourite
An ornate black metal gate stands open, framed by stone pillars. Beyond the gate, a gravel driveway leads toward a charming building surrounded by well-kept gardens. A friendly Newfoundland dog is visible at the gate, providing a welcoming presence.
Guesthouse in Bowral
4.92 out of 5 average rating, 154 reviews

The Annexe at Beatrice Park, Bowral

Welcome to The Annexe at Beatrice Park Perfect for Couples or Solo Travelers 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.

Popular amenities for Bowral holiday rentals

When is the best time to visit Bowral?

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All about Bowral

Bowral is a picturesque town nestled at the foot of Mount Gibraltar in the Southern Highlands of New South Wales, around 90 minutes southwest of Sydney. At the end of the 19th century, Bowral became a fashionable summer retreat for wealthy Sydneysiders, and the town is still home to many grand old estates and stunning gardens, including the popular Corbett Gardens, the centre of Bowral’s largest annual event — Tulip Time — and the famous Milton Gardens, considered to be one of the best gardens in Australia.

The town centre of Bowral is full of character and unique independent stores. People head out of the state capital to browse the antique shops and arts and crafts studios and make their way around regular weekend markets. Bowral is also known for having some of Australia’s best winemakers and food producers on its doorstep. The Southern Highlands region is a convenient jumping-off point for award-winning regional wineries, as well farm shops selling locally made honey, cheese, and fresh fruit and vegetables.

What are the top things to do in Bowral?

Mount Jellore Lookout

Take the short drive up to Mount Jellore Lookout in the Mount Gibraltar Reserve for spectacular views out to Australia’s most famous mountain ranges. The view of the Blue Mountains is what this lookout is best known for, and there are also great vistas of the beautiful Nattai and Kanangra wilderness areas, as well as surrounding farmlands and the Main Southern Railway. You can explore self-guided walking tracks here, with wildlife to spot along the way.

Milton Park

Just east of Bowral lies the famous garden at Milton Park with around 10,000 trees, rare varieties of shrubs and plants, a forest of 5,000 cypresses and pines, giant elms, and hundreds of thousands of kaleidoscopic flowers. You can refuel in the on-site restaurant and bar and take five with a treatment at the spa.

Cherry Tree Walk

Cherry Tree Walk is located less than 15 minutes from Corbett Gardens. This memorial was created to honour all the Australian soldiers who lost their lives in the Vietnam War. The walk runs alongside the Mittagong Rivulet and consists of 526 cherry trees that were planted to represent each fallen soldier. In spring, the cherry trees burst into full bloom.

Quick stats about holiday rentals in Bowral

  • Total holiday rentals

    Explore 270 holiday rentals in Bowral

  • Nightly prices starting at

    Bowral holiday rentals start at $107 AUD per night before taxes and fees

  • Verified guest reviews

    Over 25,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    260 of Bowral holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Bowral rentals

  • 4.9 Average rating

    Bowral stays are highly rated by guests—averaging 4.9 out of 5!