Vacation rentals in Southern Highlands
Find and book unique accommodation on Airbnb
Top-rated accommodation in Southern Highlands
Guests agree: these stays are highly rated for location, cleanliness and more.
Guesthouse in Bowral
4.97 out of 5 average rating, 140 reviewsBespoke 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.
17 – 24 Aug
Place to stay in Fitzroy Falls
4.99 out of 5 average rating, 503 reviewsJapanese Studio Fitzroy Falls
Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding ceremonies or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648
1 – 8 Sept
Cottage in Bundanoon
4.98 out of 5 average rating, 133 reviewsPear Tree Cottage
Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchen (including washing machine), comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive to Bundanoon town centre. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway leading up to it.
24 Sept – 1 Oct
Accommodation for every style
Get the amount of space that is right for you
Popular amenities for Southern Highlands accommodation
Other great accommodation in Southern Highlands
Tiny home in Kangaroo Valley
4.82 out of 5 average rating, 237 reviewsAvem Haven - A unique Tiny Cabin
13 – 20 Dec
Cottage in Penrose
5.0 out of 5 average rating, 199 reviewsTHE OLD ORCHARD COTTAGE - BUNDANOON
17 – 24 Sept
Villa in Penrose
4.99 out of 5 average rating, 195 reviewsThe Villa @ The Vale Penrose
29 July – 5 Aug
Guest suite in Bowral
4.97 out of 5 average rating, 558 reviews29 on Shepherd
3 – 10 Jan
Guesthouse in Bowral
4.86 out of 5 average rating, 265 reviewsDunrana Cottage Bowral
25 Feb – 4 Mar
Guest suite in Welby
4.84 out of 5 average rating, 630 reviewsThe Chapel at Welby Park Manor
27 May – 3 June
Cabin in Moss Vale
4.94 out of 5 average rating, 238 reviewsBlack Barn Cottage 2 @ Waterfell
2 – 9 Sept
Home in Bowral
4.88 out of 5 average rating, 299 reviewsThe Potting Shed at Bunya House Bowral
8 – 15 Aug
Cottage in Burradoo
5.0 out of 5 average rating, 166 reviewsLittle Rosewood - Charming Private Cottage Bowral
29 May – 5 June
Cottage in Exeter
4.97 out of 5 average rating, 129 reviewsThe Shack at Bimbimbi in semi rural Exeter.
20 – 27 Feb
Home in Berrima
4.95 out of 5 average rating, 154 reviews'Rosevilla' at Berrima.
31 Dec – 7 Jan
Guest suite in Berrima
4.95 out of 5 average rating, 333 reviewsSpacious Unit on Horse Property
2 – 9 Jan
Destinations to explore
- Canberra Holiday rentals
- Bondi Beach Holiday rentals
- Sydney Harbour Holiday rentals
- Blue Mountains Holiday rentals
- Manly Holiday rentals
- Wollongong Holiday rentals
- Palm Beach Holiday rentals
- Surry Hills Holiday rentals
- Coogee Holiday rentals
- Parramatta Holiday rentals
- Manly Beach Holiday rentals
- Sydney Holiday rentals
- Rentals with pools Southern Highlands
- Farmstay rentals Southern Highlands
- Rentals with a washing machine and dryer Southern Highlands
- Guesthouse rentals Southern Highlands
- Family-friendly rentals Southern Highlands
- Rentals with an EV charger Southern Highlands
- Private suite rentals Southern Highlands
- Monthly Rentals Southern Highlands
- Rentals with a hot tub Southern Highlands
- Tiny house rentals Southern Highlands
- Rentals with a fireplace Southern Highlands
- Cottage rentals Southern Highlands
- Wheelchair accessible rentals Southern Highlands
- Villa rentals Southern Highlands
- Apartment rentals Southern Highlands
- Rentals with breakfast Southern Highlands
- Pet-friendly rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Rentals with lake access Southern Highlands
- Rentals with a patio Southern Highlands
- Rentals with a fire pit Southern Highlands
- House rentals Southern Highlands
- Smoking-friendly rentals Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Kid-friendly rentals Southern Highlands
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom