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Vacation rentals in Bowral

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Top-rated vacation rentals in Bowral

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Guesthouse in Bowral

4.97 out of 5 average rating, 177 reviews

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.

Guesthouse in Sutton Forest

4.98 out of 5 average rating, 129 reviews

Kate’s Cottage with spectacular countryside views

A self-contained studio cottage, adjacent to the main homestead with district and country landscape views. The 20-acre property includes treelined walks and a sweeping drystone ha-ha and feature drystone walls. There are numerous places of interest in the surrounding towns and villages. Moss Vale is 6.3kms and Sutton Forest village is 5.6kms. The award-winning Southern Highlands Winery is a 30-minute walk along a beautiful country road. Relax and enjoy this unique and tranquil country getaway.

Cottage in Woodlands

4.94 out of 5 average rating, 270 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage away from all other residences. It is entirely private making the perfect place for a weekend or as long as you need to unwind and recharge. Come "hole-up" at The Burrow. “The Burrow” is a hand-built, mud-brick cottage set on 100 beautiful acres in the Southern Highlands of NSW, just 6km’s from the main shopping centre (Woolworths etc) of Mittagong. Settle in and you'll think you’re 1000 miles from anywhere as you are completely surrounded by nature.

Guest suite in Bowral

4.97 out of 5 average rating, 619 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.

Tiny home in Glenquarry

4.84 out of 5 average rating, 134 reviews

Romantic luxury tiny home in an idyllic setting

Take a romantic trip to a stylish rural tiny house custom-built for two and enjoy quality time alone with your favourite person at Pine Forest Cabins. Cabin #1 - Perfect for a couples getaway the space is cosy and compact and should be booked as such, for a unique tiny house experience in an amazing setting. Located 8 minutes from the Bowral township and also a short drive to many of the other Southern Highland towns, villages, walking trails, wineries and wedding destinations.

Guesthouse in Bowral

4.99 out of 5 average rating, 378 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.

Cottage in Berrima

4.98 out of 5 average rating, 337 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.

Guest suite in Mittagong

4.93 out of 5 average rating, 813 reviews

Southern Highlands Get-a-Way —Breakfast Supplies—

A pet friendly, comfortable and well-appointed, self-contained apartment for rent amongst the gum trees. Only a short walk to Mittagong train station, Sturt Gallery, shops, restaurants and galleries. Newly renovated, the apartment has reverse cycle air-conditioner, a private entrance, designated parking area and a private outdoor outlook. Wi-fi and Netflix all included. Comfortable, private, quiet get-a-away so stay a week or more. No cleaning fee.

Guest suite in Burradoo

4.99 out of 5 average rating, 143 reviews

Burradoo Loft with King size bed.

Down a lovely tree lined drive, sitting on one acre, a beautiful loft apartment awaits you. Fully self contained with its own entrance, this space has the feel of an art gallery. As the apartment is upstairs, this property is not suitable for people with restricted mobility. Property not suitable for children under 12 years. Unfortunately we cannot welcome pets. 2km to the cafes and shops of Bowral. Bed configuration other than King by request.

Guesthouse in Mittagong

4.93 out of 5 average rating, 756 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.

Guest suite in Moss Vale

4.97 out of 5 average rating, 282 reviews

Orchard Cottage & Gardens

Orchard Cottage, set in beautiful private gardens in a quiet and exclusive street just 2 mins drive to Moss Vale CBD. It is part of an historic former farmhouse dating from 1917 and originally part of the 1000 acre Throsby Park Homestead, which can be viewed from the garden. The accommodation is extremely comfortable, warm in the winter, cool in the summer.

Guesthouse in Bowral

4.86 out of 5 average rating, 293 reviews

Dunrana Cottage Bowral

Cosy studio cottage lies close to the hub of Old Bowral. Enjoy the 700m stroll to the CBD with its restaurants, cafés and boutiques, gorgeous parks, museums, galleries, vineyards + golf courses. A 50m walk to Cherry Tree Walk and the local swimming pool. This intimate setting is perfect for a romantic weekend away. The cottage has a fully fenced courtyard.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Bowral vacation rentals

Free parking on premises

Air conditioning

Stay near Bowral's top sights

Dirty Janes Bowral82 locals recommend

Bendooley Estate Book Barn79 locals recommend

Centennial Vineyards51 locals recommend

Bradman Museum & International Cricket Hall of Fame45 locals recommend

Milton Park Country House Hotel & Spa4 locals recommend

Harry's On Green Lane38 locals recommend

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Guest suite in Mittagong

4.91 out of 5 average rating, 273 reviews

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Guesthouse in Bowral

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Chic Artist Studio in the Beautiful Bowral.

Guest suite in Welby

4.84 out of 5 average rating, 683 reviews

The Chapel at Welby Park Manor

Guesthouse in Bowral

4.99 out of 5 average rating, 160 reviews

Contemporary self contained apartment, Old Bowral

Guesthouse in Mittagong

4.95 out of 5 average rating, 220 reviews

Alfred Studio

Guesthouse in Berrima

4.99 out of 5 average rating, 110 reviews

The Snug in Historic Berrima.

Tiny home in Burradoo

4.91 out of 5 average rating, 157 reviews

Highlands getaway

Place to stay in Fitzroy Falls

4.99 out of 5 average rating, 528 reviews

Japanese Studio Fitzroy Falls

Quick stats about vacation rentals in Bowral

Total rentals
270 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
22K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
20 properties have a pool

Frequently Asked Questions

Are there Bowral house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Bowral, available on Airbnb. Make a splash and soak up the sun in style!
Are there house rentals with a dedicated workspace in Bowral?
Yes! Work meets play with ease at over 60 house rentals in Bowral featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Bowral?
Experience the best of Bowral with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Bowral have air conditioning?
Absolutely! We offer over 110 house rentals with air conditioning in Bowral. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Bowral?
Four-legged friends are welcome in Bowral. Choose from more than 50 house rentals for guests traveling with pets.
Do house rentals in Bowral have free parking?
Absolutely! We offer over 140 house rentals with free parking in Bowral. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bowral have a kitchen?
Absolutely! We offer over 150 house rentals with a kitchen in Bowral. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bowral have wifi?
Absolutely! We offer over 140 house rentals with wifi in Bowral. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Bowral?
Bowral has more than 140 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Bowral?
Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with air conditioning, over 140 homes with free parking, over 140 homes with wifi, over 150 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore