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

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Top Guest favourite

Cottage in Berry

4.94 out of 5 average rating, 246 reviews

Berry Beach Holiday Cottage, a delightful escape!

Berry Beach Holiday Cottage is a delightful and romantic 2 storey sandstone cottage, set on 3 acres with stunning views north; arguably one of the nicest aspects in this area. It is perfect for 2 couples or a family and will appeal to those who appreciate quality and all the extra little touches. It's incredibly cosy, warm in winter and cool in summer, it's ideal for a weekend getaway or that week-long stay. It is just 1 km to Berry (Seven Mile) Beach and just 6 km's back into historic Berry.

Guest favourite

Bungalow in Burradoo

4.87 out of 5 average rating, 151 reviews

Pear Tree Cottage, Burradoo near Bowral

This cottage is 4 mins drive from Bowral with delightful country views to the Wingecarribee River. It has 2 bedrooms - both Queen size beds with reverse cycle air conditioning. A functioning kitchenette as well as a breakfast table & chairs, smart TV/Nettflix in a cosy sitting room. Blue & white bathroom. Ideal for a couple or with baby or 2 couples. I get a lot of 2 + 1 guests which works equally as well. Two private outside areas to sit and enjoy the peaceful rural views is also available.

Top Guest favourite

Farm stay in Woollamia

4.93 out of 5 average rating, 598 reviews

Woollamia Farm Jervis Bay-Kangaroo & Horse Exp*

Don’t miss Woollamia Farm, a unique, beautiful farm stay experience just moments from Huskisson. On our pristine 20 acre estate you’ll feel a million miles away from the hustle & bustle of everyday life, yet are still walking distance to JB breweries, our favourite brunch spots, the crystal clear water of Currambene Creek & white sands of Jervis Bay. Wake to views of kangaroos in our lush paddocks, enjoy your complimentary breakfast & welcome hamper. Plus each stay includes a farm experience!

Top Guest favourite

Apartment in Lake Illawarra

4.99 out of 5 average rating, 345 reviews

Casa Soligo apt 3 Shellharbour

This 2 bedroom furnished apartment has everything you need for short or extended stays.Light breakfast and snacks are also included.Fully equipped kitchen with d/w.Bedrooms have ceiling fans and queen beds.Bedroom 1 has a 50''smart TV. 75"tv in the living area and RC A/C, free wifi. There is an outdoor smoking area.The park at the lake which has free electric bbq's and the beach are only a 5 minute walk from your front door. Please read all conditions before booking. NOT suitable for infants.

Guest favourite

Tiny home in Erowal Bay

4.94 out of 5 average rating, 108 reviews

Bay Break Away

Bay Break Away is a uniquely modern tiny home with water front views and the best sunsets nature has to offer! It features a private entrance, full cooking facilities , cozy upstairs loft bedroom, internal bathroom, comfy lounge and Smart TV with Netflix. It is the perfect space to relax and unwind for the single traveller or couples alike. Looking for adventure, then you are surrounded by amazing fishing, snorkeling, bushwalking, mountain bike riding, kayaking and surfing locations as well.

Guest favourite

Tiny home in Burradoo

4.91 out of 5 average rating, 164 reviews

Highlands getaway

A completely self contained cottage surrounded by beautiful gardens. There is a pool on the property which guests may use. The cottage is in a beautiful leafy suburb of Bowral containing interesting shops , walks, cycling tracks. There are numerous places of interest in the surrounding towns and villages . There is also a fully self contained 2 bedroom aprt(1 queen bed and 1 single bed) on the property . See listing Luxurious Hideaway in BOWRAL airbnb.com./rooms/17128739

Top Guest favourite

Cottage in Dunmore

4.97 out of 5 average rating, 377 reviews

Villabona Cottage

Our Guest House is located at Dunmore Lakes, 1.5hr drive from Sydney, and is ideally a short drive to local beaches and villages, such as The Farm at Killalea, Shellharbour Village, South Beach, Minnamurra Rainforest, Kiama Village which boasts numerous cafe's and Restaurants along the main street. The beautiful town of Berry is also a twenty minute drive away. Jamberoo is a great little village featuring the iconic Jamberoo Pub, and the renowned Action Ski Park.

Guest favourite

Guesthouse in Berry

4.93 out of 5 average rating, 337 reviews

Windsor Cottage

Cosy, country cottage style two bedroom cottage within easy 1km walk to Berry town centre. Would suit a couple with two children or two couples. A great base for accessing all the area has to offer. Recently refurbished with new carpet, paint and kitchenette. Access to pool and outdoor entertaining area. Friendly local hosts who are happy to recommend attractions including beaches, wineries, restaurants and the amazing new Boongaree Rotary Nature Park.

Guest favourite

Guest suite in Mittagong

4.93 out of 5 average rating, 885 reviews

Southern Highlands Get-a-Way —Breakfast Supplies—

A pet friendly, comfortable and well-appointed, self-contained apartment for rent amongst the gum trees. Only a short walk to Mittagong train station, Sturt Gallery, shops, restaurants and galleries. Newly renovated, the apartment has reverse cycle air-conditioner, a private entrance, designated parking area and a private outdoor outlook. Wi-fi and Netflix all included. Comfortable, private, quiet get-a-away so stay a week or more. No cleaning fee.

Guest favourite

Yurt in Bundanoon

4.81 out of 5 average rating, 320 reviews

Eureka Yurts! A unique Highlands experience

Looking for something different? Escape to our self-contained yurt (octagonal timber cottage). Featuring super-comfy double bed with electric blanket, large en-suite bathroom, separate kitchen and spacious private deck. Sparkling wine and chocolates make your arrival extra special, delicious continental breakfast provided , plus air-conditioning, TV and WIFI. A perfect base from which to explore the beautiful Southern Highlands.

Top Guest favourite

Cottage in Wandandian

4.94 out of 5 average rating, 103 reviews

Finchley B&B Wandandian - pet-friendly

2 br semi-detached cottage, 2 mins from Princes Hwy, lovely setting, heart of beautiful Shoalhaven. Sleeps 4-5. Pet-friendly. Owners live on-site. Also available and listed separately, a smaller, budget-style unit, (also pet-friendly) ideal for single or a couple, through travellers who don't need the additional space, and which can be booked independently or as an extension of the cottage, for larger groups.

Guest favourite

Guest suite in Berry

4.93 out of 5 average rating, 323 reviews

The Siding

Our country style home is situated within an easy 8 minute walk to Berry village ,close to the train station and a 5 minute drive to the beach. Your private accommodation on the ground floor at the rear of our home provides the perfect setting for a relaxing getaway. Berry township offers great cafes, restaurants, wineries and abundant shopping opportunities and is surrounded by beautiful countryside.