
Guesthouse holiday rentals in Southern Highlands
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Top-rated Guesthouses in Southern Highlands
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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.

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.

The Chapel at Welby Park Manor
Built in the 1870's/80’s, Welby Park Manor is one of the oldest homes in the Highlands. The Chapel is a freestanding sandstone guest cottage with private entry and outdoor area. The property is a two-minute drive from the Mittagong shops, a seven-minute drive to both Bowral and Berrima, and close to local wineries etc. Our guests come here to enjoy the country life in the Chapel of an historical home.

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 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.

The Treehouse Studio
Enjoy a peaceful stay at the beautiful Treehouse Studio on Mount Gibraltar, Mittagong. This stand alone guesthouse is located on a tranquil property while still being within walking distance to Mittagong's cafes and restaurants. Located a short drive from Bowral, Berrima and Moss Vale. A perfect weekend getaway for couples.
Popular amenities for Southern Highlands guesthouses
Family-Friendly guesthouses

No.4a Guesthouse

Sydney waterfront boatshed

BEACH PARADISE heart of Jervis Bay!

Farm stay at Melaleuca cottage

Private studio in native garden, close to beach.

Suburban Bush Retreat Guest House

Detached self contained apartment/own entrance

Nook Divine Berrima
Guesthouses with a patio

Bulli Beach Getaway.

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

1 bedroom guest house close to beach

Peaceful Bush Retreat - Beautiful Views & Private
Guest house rentals with a washing machine and dryer

Cottage at Number 20 - Only minutes to Bowral

Little Lake Sands - Pet Friendly.

Alfred Studio

Jones Beach Bungalow

Modern chic studio in the escarpment of Keiraville

Gorgeous Villa Starbright @Berry Showground

Luxury Cosy Hampton’s Getaway

Unique Hideaway - Jervis Bay
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- Wollongong Beach
- Werri Beach
- Bulli Beach
- Coledale Beach
- Austinmer Beach
- South Beach
- Windang Beach
- Warilla Beach
- Wombarra Beach
- Minnamurra Beach
- Bombo Beach
- Sea Cliff Bridge
- Jamberoo Action Park
- Towradgi Beach
- Scarborough Beach
- Bowral Golf Club
- Corrimal Beach
- Jones Beach
- Red Sands beach
- Sharkies Beach
- Kendalls Beach
- Easts Beach
- Kiama Surf Beach
- Shellharbour South Beach