
Guest house holiday rentals in Southern Highlands
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Southern Highlands
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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.

Harvest Moon Guesthouse-Minnamurra
Welcome to HarvestMoon, our stylish guesthouse and couples retreat built with heart and soul. We completed Harvest in January 2022, so this is a new beginning for ourselves and guests-we look forward to welcoming you! The space is sheltered by our majestic lemon-scented ghost gum, which hosts a variety of birdlife, that you can watch from your own private deck. Do so why your bbq is cooking, or unwind in a bubblebath while watching the stars. HarvestMoon was a finalist for 2023 Host of the Year

Farm stay at Melaleuca cottage
Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

The Banksias - Stylish & Cosy Highlands Retreat
Cosy up in this contemporary yet homely self-contained, split-level guesthouse, styled with a sleek Australiana feel. A former artist's studio, the space features soaring ceilings and an abundance of natural light. Best of all is the location - The Banksias is a mere 5 minute walk to Mittagong town centre, where fabulous cafes and restaurants await. Also within an easy stroll are Mount Gibraltar and Lake Alexandra with their stunning bushwalking tracks, and only a 5 minute drive into Bowral.

The Stables at Long Paddock
The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

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.

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.

Coppins Cottage - Your Southern Highlands Stay
A cosy cottage perfect for a weekend away. The cottage sleeps four people but more comfortably two and is separate to the main house, perfectly set up for your privacy. We are walking distance from Bowral centre and a 10-15 minute drive to all the wineries the Southern Highlands has to offer. We are here to make your weekend one to remember, indulge in our cosy cottage, sit back and watch TV and have a glass of wine from your complimentary bottle of wine on arrival.

The Snug in Historic Berrima. Couples only.
Welcome to “The Snug” nestled privately into the corner of our secured property. The Snug is situated on the Wingecarribee river in Berrima and is surrounded by native bushland and landscaped gardens. Come and escape the bustle of the city to unwind and relax. The Snug is perfectly located within walking distance to the historic village of Berrima giving you great dining options, local wineries, the oldest licensed country pub, antiques, arts, cafes and shops.

Sauna Haus with Scandinavian design
The Sauna Haus, completed in October 2021, is situated on a 1 acre property, shared with our residential home. It is perfect for couples and small families wanting to retreat from the world whilst being a short 5 min. drive/15 min. walk to Bowral and surrounding attractions including vineyards, boutiques, cafe's and golf clubs. If you are bringing a dog, please include it in your booking and read 'Other details to note' about what dogs we welcome.

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.

Kate’s Cottage with spectacular countryside views
Peaceful studio cottage adjacent to the homestead, with scenic country views on a tranquil 20-acre property featuring treelined walks and stunning drystone walls. Enjoy alfresco cooking under a covered outdoor BBQ area. Just minutes from Moss Vale (6.3 km) and Sutton Forest (5.6 km), this charming retreat on beautiful Oldbury Road is perfect for a relaxing country escape.
Popular amenities for guest house rentals in Southern Highlands
Family-friendly guest house rentals

No.4a Guesthouse

Suburban Bush Retreat Guesthouse/Pool/Outback Bar

Detached self contained apartment/own entrance

Summercloud Guest House, Vincentia

Greenhills Beach Guesthouse with Parking Space
The Granny Flat

Studio 22 at The Basin

Guest house in Harrington Park
Guest house rentals with a patio

That Beach Shack - Tranquil Pool & Beach Getaway

Coull Cottage 2-bedroom guesthouse in Picton CBD

La Cabane-studio in the Southern Highlands

Chic Artist Studio in the Beautiful Bowral.

The Dairy at Cambewarra Estate winery

Modern 1Bdr Cottage - Walk to Beach

1 bedroom guest house close to beach

Modern chic studio in the escarpment of Keiraville
Guest house rentals with a washing machine and dryer

Cottage at Number 20 - Only minutes to Bowral

La Casetta - New Designer Guest House Mittagong

Longreach Riverside Retreat Cottage

Alfred Studio

Jones Beach Bungalow

Gorgeous Villa Starbright @Berry Showground

Luxury Couple’s Hampton's Retreat

The Annexe at Beatrice Park, Bowral
Destinations to explore
- Sydney Holiday rentals
- Blue Mountains Holiday rentals
- Gippsland Holiday rentals
- Sydney Harbour Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Central Coast Holiday rentals
- Manly Holiday rentals
- Surry Hills Holiday rentals
- Villa rentals Southern Highlands
- Rentals with a firepit Southern Highlands
- Cabin rentals Southern Highlands
- Flat rentals Southern Highlands
- Farm stay rentals Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Tiny house rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Rentals with a sauna Southern Highlands
- Family-friendly rentals Southern Highlands
- Cottage rentals Southern Highlands
- Bed and breakfasts Southern Highlands
- Rentals with breakfast Southern Highlands
- Smoking-friendly rentals Southern Highlands
- Rentals with lake access Southern Highlands
- Barn rentals Southern Highlands
- Private suite rentals Southern Highlands
- House rentals Southern Highlands
- Rentals with pools Southern Highlands
- Rentals with an EV charger Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Luxury rentals Southern Highlands
- Rentals with a patio Southern Highlands
- Pet-friendly rentals Southern Highlands
- Rentals with a fireplace Southern Highlands
- Rentals with a washing machine and dryer Southern Highlands
- Rentals with a hot tub Southern Highlands
- Waterfront rentals Southern Highlands
- Guest house rentals Wingecarribee Shire Council
- Guest house rentals New South Wales
- Guest house rentals Australia
- Wollongong Beach
- Coledale Beach
- Bulli Beach
- Windang Beach
- Austinmer Beach
- Wombarra Beach
- Warilla Beach
- Jamberoo Action Park
- Sea Cliff Bridge
- Towradgi Beach
- Killalea Beach
- Bombo Beach
- Jones Beach
- Merribee
- Shoalhaven Zoo
- Mt Keira Lookout
- Fo Guang Shan Nan Tien Temple
- Kangaroo Valley Golf And Country Retreat
- Minnamurra Rainforest Centre
- Ocean Farm
- Stanwell Park Beach
- Sandon Point
- The International Cricket Hall of Fame
- Berry





