
Guesthouse vacation rentals in Southern Highlands
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Southern Highlands
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.

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.

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.

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.

Casa Verde: Escape to tranquility
Nestled on peaceful Mangerton Hill, this light-filled, self-contained apartment offers a serene escape just minutes from Wollongong’s city centre. Walk to the train (500m), free shuttle bus (700m), hospital, and CBD. Enjoy a fully equipped kitchen, cosy living area, and a queen bedroom with ensuite, built-in robe, workspace, and washing machine. Secure bike storage included. A perfect blend of comfort, calm, and convenience.

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.

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.

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.

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.
Popular amenities for Southern Highlands guesthouses
Family-friendly guesthouses

Cosy self-contained cottage in rural village.

No.4a Guesthouse

BEACH PARADISE heart of Jervis Bay!

Modern garden studio minutes from Sydney Airport!!

Private studio in native garden, close to beach.

The Red Barn: Self contained, quiet, close 2 town

Detached self contained apartment/own entrance

Cozy room with separate bathroom.
Guesthouses with a patio

Bulli Beach Getaway.

Little Lake Sands - Pet Friendly.

Coull Cottage 2-bedroom guesthouse in Picton CBD

That Beach Shack - Tranquil Pool & Beach Getaway

Chic Artist Studio in the Beautiful Bowral.

The Dairy at Cambewarra Estate winery

Modern Studio with Cabin Sauna and Outdoor Bath

Private 2 Bedroom Cottage
Guesthouse rentals with a washer and dryer

Modern 1Bdr Cottage - Walk to Beach

Pa's Place

Jones Beach Bungalow

Longreach Riverside Retreat Cottage

Alfred Studio

Gorgeous Villa Starbright @Berry Showground

Luxury Cosy Hampton’s Getaway

Guest house in Harrington Park
Destinations to explore
- Sydney Vacation rentals
- Sydney Harbour Vacation rentals
- Gippsland Vacation rentals
- Blue Mountains Vacation rentals
- Hunter valley Vacation rentals
- South Coast Vacation rentals
- Bondi Beach Vacation rentals
- Mid North Coast Vacation rentals
- Canberra Vacation rentals
- Manly Vacation rentals
- Wollongong City Council Vacation rentals
- Central Coast Vacation rentals
- Tiny house rentals Southern Highlands
- Apartment rentals Southern Highlands
- Rentals with outdoor seating Southern Highlands
- Family-friendly rentals Southern Highlands
- Rentals with pools Southern Highlands
- Private suite rentals Southern Highlands
- Rentals with a kayak Southern Highlands
- Rentals with a hot tub Southern Highlands
- Waterfront rentals Southern Highlands
- Smoking-friendly rentals Southern Highlands
- Barn rentals Southern Highlands
- Pet-friendly rentals Southern Highlands
- Rentals with a fireplace Southern Highlands
- Bed and breakfasts Southern Highlands
- Fitness-friendly rentals Southern Highlands
- Rentals with a patio Southern Highlands
- Rentals with a washer and dryer Southern Highlands
- Cottage rentals Southern Highlands
- Villa rentals Southern Highlands
- Rentals with an EV charger Southern Highlands
- Rentals with breakfast Southern Highlands
- House rentals Southern Highlands
- Cabin rentals Southern Highlands
- Rentals with a firepit Southern Highlands
- Farmstay rentals Southern Highlands
- Rentals with lake access Southern Highlands
- Guesthouse rentals New South Wales
- Guesthouse rentals Australia
- Wollongong Beach
- Werri Beach
- Bulli Beach
- Coledale Beach
- Austinmer Beach
- Windang Beach
- South Beach
- Wombarra Beach
- Warilla Beach
- Minnamurra Beach
- Bombo Beach
- Jamberoo Action Park
- Towradgi Beach
- Sea Cliff Bridge
- Bowral Golf Club
- Jones Beach
- Corrimal Beach
- Sharkies Beach
- Red Sands beach
- Easts Beach
- Kendalls Beach
- Nowra Aquatic Park
- Kiama Surf Beach
- Goulburn Golf Club




