Holiday rentals with breakfast in Southern Highlands

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Southern Highlands

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1

Top Guest favourite

A modern cabin features a wooden exterior set among tall, lush trees. A spacious deck with outdoor seating is visible, complemented by a barbecue grill nearby. A path of stepping stones leads through a grassy area to the entrance, enhancing a connection with nature.

Guesthouse in Bowral

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.

LocationFamilyWalkability

4.98 out of 5 average rating, 248 reviews

Top Guest favourite

Tiny home in Razorback

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

ValueFamilySleep quality

4.99 out of 5 average rating, 316 reviews

Top Guest favourite

Guest suite in Mittagong

Little Ronnie's Cottage

Recently refurbished (2021) cottage set in our lovely tiered private garden on the slope of Mt Alexander. Views to the Mittagong Ranges and a very quiet and peaceful location. Easy 15 min walk to train station and many food and drink venues. A/C (heat/cool), wood burner, ceiling fan, double glazed windows. Queen bed, bathroom with heated floor, heated towel rail and a well equipped kitchenette with basic breakfast provisions including tea and coffee. Private, peaceful & perfect for couples.

ValueLocationHospitality

5.0 out of 5 average rating, 164 reviews

Top Guest favourite

A charming cottage is framed by lush greenery, featuring a distinctive round window and a warm wooden exterior. A welcoming outdoor seating area is set around a firepit, where smoke gently rises. Soft light reflects off the exterior, enhancing the tranquil atmosphere.

Cottage in Sutton Forest

Fantoosh

Welcome to your blissful getaway! This beautifully designed picture-perfect cottage is nestled in the heart of Sutton Forest, the ideal fit for anyone looking to relax and unwind. Enjoy the heated floors and an Internal fire at the press of a button. Firepit outside awaits, sizzle a steak or toast marshmallows under the stars. Snuggle up on the couch, stream a movie you never got to see or work on the super fast internet. Take a walk along the country lanes and enjoy the fresh air.

LocationFamilyQuiet

4.99 out of 5 average rating, 165 reviews

Top Guest favourite

A modern outdoor seating area is visible, featuring four lounge chairs arranged around a small table. The shingled shed, highlighted by large glass doors, provides access to a comfortable interior space. Lush greenery frames the area, enhancing the inviting outdoor atmosphere.

Barn in Robertson

WATERSHED - Robertson

Welcoming country chic interiors with all the mod cons. You will enjoy luxury finishes in this converted machinery shed. Fully insulated, with double glazed windows & doors. There is a wood fire & heaters. The shed is 80+ metres away from the 1880s farmhouse where we live & so you are far enough way to feel that you have the property to yourselves. There are dogs, alpacas, sheep. A wonderful farm stay property, a walk away into Robertson or a very short drive. @watershedrobertson

ValueLocationWalkability

4.98 out of 5 average rating, 306 reviews

Top Guest favourite

The cottage exterior is shown, featuring a dark grey façade complemented by a vibrant green tree. A clear view of the expansive green hills can be seen in the background under a partially cloudy sky.

Cottage in Werai

Mungo Lodge, pet friendly and accessible

.It was built to comply as a wheelchair accessible accomodation. There is fully accessible bathroom with show chair and railings and disabled toilet. There is wheelchair access in kitchen including accessible stove and oven. There is no lip on sliding doors to deck.The cottage is pet friendly with full fencing. It has two bedrooms and looks out over the beautiful green hills of the Southern Highlands. It is only a short distance from all the surrounding villages.

ValueLocationComfort

4.95 out of 5 average rating, 338 reviews

Top Guest favourite

A luxury outdoor spa is shown against a vibrant sunset backdrop. The round spa features an inviting whirlpool, with serene green fields and scattered trees visible in the distance.

Villa in Penrose

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

FamilyValueBathroom

4.99 out of 5 average rating, 337 reviews

Guest favourite

A historic cottage is partially obscured by lush greenery, featuring a classic corrugated iron roof. A well-maintained garden surrounds the property, showcasing established trees and shrubs. The front yard includes a grassy area with a vibrant yellow flowering bush, creating a natural and inviting setting.

Home in Berrima

'Rosevilla' in Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

FamilyLocationIndoor spaces

4.89 out of 5 average rating, 266 reviews

Top Guest favourite

A modern kitchen area is showcased, featuring white cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and stove, are visible. Three wooden bar stools are positioned at the counter, complemented by colorful cushions on a nearby sofa.

Home in Bowral

Arborea Country House 16-17 large groups

Arborea Country house is a affordable house with a touch of modern chick decor. Located only 2 minutes drive from Bowral. Catering for large groups, weddings and conference’s Venues close by: Close to: Milton Park, Centennial Wines, Bowral Golf Club, Bradman Museum, Bendooley Bong Bong race course, and Local Wineries. Just across the road from apartment is large playing fields and views of Mt Gibraltar.

FamilyValueHospitality

4.96 out of 5 average rating, 285 reviews

Top Guest favourite

A modern exterior of the accommodation is highlighted, featuring a blend of metal and wood materials. Large glass windows provide views into the interior. A covered outdoor area with seating extends from the building, surrounded by greenery and trees, enhancing the connection with nature.

Tiny home in Penrose

The Hideaway at Sylvan Glen Estate

Romantic couples retreat | Outdoor bath | Southern Highlands escape Escape to your own private retreat in the Southern Highlands. Wake up to birdsong, soak in the outdoor bath under the stars, and spend cozy evenings by the fire pit overlooking the countryside. Less than two hours from Sydney and Canberra, it’s the perfect countryside getaway for a romantic weekend, anniversary or relaxing escape.

FamilyLocationBathroom

4.99 out of 5 average rating, 155 reviews

Guest favourite

An aerial view of Spiral House showcases its unique octagonal design, featuring a blue metal roof and large windows that blend harmoniously with the surrounding lush greenery. The setting offers expansive views of the distant mountains and valleys.

Farm stay in Robertson

Spiral House – Mountain Hideaway for Two

Spiral House at CloudFarm is a beautifully designed round house made for two—a romantic, private hideaway perched on the highest point of the Illawarra escarpment. Completely surrounded by forest and sky, it’s made for slowing down and remembering what matters. Wake to mountain-to-sea views, soak in the open-air tub, and let the quiet—broken only by birdsong—do its work.

FamilyValueParking

4.97 out of 5 average rating, 598 reviews

Guest favourite

A tranquil landscape featuring a mix of native Australian trees and shrubs. The scene captures a clear sky and soft morning light, highlighting the varied greens of the vegetation. In the background, gentle hills are visible, creating a sense of serene wilderness.

Apartment in Berrima

Magpie Haven Berrima

Magpie Haven is a north facing independent studio with king size bed, in a separate pod of our architect designed, contemporary home. We are on 1.5 acres overlooking the Wingecarribee River, the village of Berrima and beyond. It is 1 km into Berrima where you will find cafes, restaurants and specialty shops and close to Bendooley Estate and other wedding venues.

LocationValueRiver

4.96 out of 5 average rating, 609 reviews