Guesthouse vacation rentals in Southern Highlands

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

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.

Chagall's Shed

A rustic hideaway at the bottom of our half-acre garden under gum trees filled with native birds. There's a small private garden at the rear, a sprawling vege patch and the fire pit in front. The 5x8 metre building has a small ensuite and bar fridge. There's no TV but the WIFI is fast and a projector with HDMI connection is discretely placed to project streamed cinema onto the wall. We are just 2km from the town's best cafes and Mittagong Station.

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.

JACARANDA AT JAMBEROO

Treat yourself to an unforgettable escape. Set in the emerald green countryside just moments from historic Jamberoo, this romantic converted dairy is perfect for couples. Slide open the spacious living areas glass doors and bring the outside in. This relaxed contemporary self contained retreat is tucked into dairy country with a view across a waterlily filled pond, up to the Saddleback escarpment.

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.

The Shed @ Bowral

The Shed @ Bowral is a very comfortable and cosy industrial style studio with lovely garden views and a ‘cool’ private semi enclosed verandah area. Quiet and peaceful location close to the town centre and across the road from the Cherry Tree walking/bike path. The accomodation is an easy 15 minute walk to Bowral town centre and the train station.

Fresh, new studio cottage with fireplace and spa

Embrace the beautiful cooler months in the Highlands at our new, cosy getaway cottage with leafy surroundings in Burradoo. Our spacious studio is equipped with an all new fitout and is close to town, making it perfect as a base to explore from. Relax in the spa, warm up by the fire and get comfortable with a book for a refreshing time away.

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.