Vacation rentals in Bowral

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Top-rated vacation rentals in Bowral

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Guest favourite

Guesthouse in Bowral

4.97 out of 5 average rating, 146 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.

Sep. 28 – Oct. 5

$219 CAD per night

Guest favourite

Guesthouse in Bowral

5.0 out of 5 average rating, 147 reviews

Contemporary self contained apartment, Old Bowral

The Loft on Jasmine is a fully self-contained apartment, just 10 minutes walk from beautiful Bowral in the Southern Highlands of NSW. In the style of 'Old Bowral' the Loft is weatherboard, has raked ceilings, internal lining boards and sky lights. Hydronic heating , heated towel rail and underfloor heating in the bathroom keeps you warm in winter, while reverse cycle air conditioning maintains comfort in summer. There is a separate bedroom, kitchen with continental breakfast and lounge with TV.

Jul. 8 – 15

$197 CAD per night

Guest favourite

Guesthouse in Sutton Forest

4.97 out of 5 average rating, 102 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.

Aug. 24 – 31

$150 CAD per night

Guest favourite

Guest suite in Bowral

4.97 out of 5 average rating, 570 reviews

29 on Shepherd

29 On Shepherd is a comfortable, cosy cottage within easy walking distance to the centre of Bowral. Accomodation comprises 2 bedrooms with overhead fans and reverse cycle air-conditioning - dining with small kitchenette - microwave, toaster, kettle, Nespresso coffee machine with tea, coffee, milk, cereal and a water bottle for each guest provided. Living room with gas fire and overhead fan - full bathroom + separate powder room. An enclosed north facing verandah looks over a pretty garden.

Sep. 1 – 8

$238 CAD per night

Guest favourite

Guesthouse in Bowral

4.94 out of 5 average rating, 114 reviews

Luxemburg Stables Guesthouse - Country Retreat

Newly renovated 38sqm separate dwelling situated away from the main house on a leafy acre set back from the street. This private, open plan space is an easy 1km walk to Bowral shops, cafes, restaurants and station. Close to Cherry Tree Walk that winds around 'Old Bowral' to Bradman Oval with several lovely side walks leading back to town. A very short drive to local wineries, golf clubs and the Mt Gibraltar lookout and walking tracks. Perfect for visiting wedding guests or a country escape.

Jun. 29 – Jul. 6

$146 CAD per night

Guest favourite

Guesthouse in Bowral

4.99 out of 5 average rating, 349 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.

Sep. 6 – 13

$265 CAD per night

Guest favourite

Cottage in Berrima

4.98 out of 5 average rating, 289 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.

Jan. 20 – 27

$188 CAD per night

Guest favourite

Cottage in Burradoo

5.0 out of 5 average rating, 169 reviews

Little Rosewood - Charming Private Cottage Bowral

Whether it's you’re first visit or a return stay at our blissful hideaway in the garden, you’ll always feel as if you’ve stumbled upon something special. Our delightfully appointed cottage is cosy and intimate, with the perfect amount of room for you to steal away by yourself, with the one you love, a girls' get together or with special friends or family. Close to everything the Highlands has to offer, yet quiet and tucked away, it's truly an escape from the city!

Dec. 30 – Jan. 6

$173 CAD per night

Guest favourite

Guesthouse in Bowral

4.88 out of 5 average rating, 768 reviews

woodland retreat - guest studio

A chic space with Mt Gibralter as your backdrop, set in a garden full of birdlife and the occasional wallaby. We offer private accommodation, own entry through a shared garden, sitting room with a good selection of books and mags, Wifi and Bluetooth, kitchenette with a dining space, 2 bedrooms and 1 bathroom. Very close to main wedding venues eg Bendooley Estate and Centennial Vineyards. Walking distance to Bowral, and close to Mittagong .

Jul. 9 – 16

$129 CAD per night

Guest favourite

Apartment in Berrima

4.95 out of 5 average rating, 443 reviews

Magpie Haven Berrima

Magpie Haven is a north facing independent studio with king size bed, in a separate pod of our architect designed, contemporary home. We are on 1.5 acres overlooking the Wingecarribee River, the village of Berrima and beyond. It is 1 km into Berrima where you will find cafes, restaurants and specialty shops and close to Bendooley Estate and other wedding venues.

Feb. 6 – 13

$140 CAD per night

Guest favourite

Guest suite in Moss Vale

4.97 out of 5 average rating, 257 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.

Nov. 19 – 26

$149 CAD per night

Superhost

Guesthouse in Bowral

4.86 out of 5 average rating, 269 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.

Feb. 11 – 18

$156 CAD per night