Holiday rentals in Wingecarribee Shire Council

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Top-rated holiday rentals in Wingecarribee Shire Council

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Sutton Forest

4.89 out of 5 average rating, 160 reviews

Cashel Vineyard - A Southern Highlands Escape

Nestled on the top of a hill, Cashel Vineyard overlooks the beautiful valleys of the Southern Highlands. This Sutton Forest home has 5 bedrooms with bullnose verandah where you can sit in the warmth of the sun and look over the vineyard. With 2 large living spaces and a modern country kitchen, this 5-acre property is perfect for hosting friends and family getaways. Only 90mins from Sydney, Cashel Vineyard is a short drive off the Hume Motorway and close to Moss Vale (10mins) and Bowral (15mins).

Guest favourite

Cabin in Kangaroo Valley

4.82 out of 5 average rating, 596 reviews

Breathe again, Cabin cuteness, entire cottage

This is a little piece of heaven, a moment for some tranquillity nestled within the Kangaroo Valley Golf Retreat located on the Golf Course. A short stroll to the pool. Volleyball. court all walking distance. 2 new tennis courts Walking distance to volleyball court, Giant chess set Badminton court & Swimming pool. Dive in. Quality inclusions. We are 4km from town. Single nite stays please bring own linen, we will supply all towels doonas, blankets, bath mat flannels etc. Queen bed.

Guest favourite

Guest suite in Kangaroo Valley

4.97 out of 5 average rating, 224 reviews

The Captain’s Cabin

Nestled in our citrus and nut orchard is the 'Captain's Cabin'. A hideaway in your own private section of the garden, with an amazing outdoor bath, ample cooking facilities inside and out, and fire pit, not to mention a comfortable queen bed with natural linen and towels, it's your base for the perfect Kangaroo Valley escape. A 5 minute walk from the village centre and 50m from the cycle and walking path, it's the perfect location too. Coffee machine, record player and provisions included.

Top guest favourite

Home in Moss Vale

4.99 out of 5 average rating, 114 reviews

Completely Renovated, Cosy Home

A Beautifully styled, newly renovated home with the assurance of cleanliness and comfort. Your family will be close to everything when you stay at this centrally located home. All amenities and essentials are provided with 'Hampton' styled interior finishes and an eye for detail. Just a short walk to the town centre and a short drive to Nearby Wineries and Wedding Venues. All bed linen and bath towels provided, Smart TV's and complimentary WiFi make this property a very enjoyable stay.

Guest favourite

Cottage in Berry Mountain

4.99 out of 5 average rating, 103 reviews

Glenworth Cottage - Your luxury country escape

Come experience this new secluded build, located on the top of Berry Mountain. The Estate comprises one hundred acres of pristine Australian native bushland, farmland and private accommodation with mountain and ocean views. You are spoilt for choice as you are connected to the wider Shoalhaven region - within 5 minutes you are in the historic town of Berry, a scenic 15 minutes to Kangaroo Valley and a short 15 minutes to Seven Mile Beach. The house caters for 6 adults and 4 children.

Top guest favourite

Tiny home in Burradoo

4.92 out of 5 average rating, 165 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

Guest favourite

Home in Kangaroo Valley

4.93 out of 5 average rating, 275 reviews

SkyView Villa - WOW Views & Comfort

Set on 150 acres of manicured rolling green hills, SkyView enjoys arguably the best views in a country resort with sweeping views over lakes, glades and the lush green golf course. Ideal for families and couples alike, beautifully appointed and comfortable. Skyview Villa has the Aspire range of mattresses from Sealy Posturepedic, thus ensuring guests the best possible night's sleep. Skyview villa offers free WiFi, plus Netflix & Austar via two 65 inch smart TV's.

Guest favourite

Guest suite in Mittagong

4.93 out of 5 average rating, 893 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

Cottage in Broughton Vale

4.9 out of 5 average rating, 205 reviews

Hillcrest Cottage @ Berry

Beautiful north facing comfortable cottage set on 5 acres, walking distance to Berry. Up to three persons and pet friendly. Quite, convenient, views and a bottle of wine included. Guests can play tennis or have a BBQ. Min two night bookings . School holidays and public holidays/long weekends are charged at the weekend night rate. If additional guests than booked including children arrive you will be billed the extra person fee per night .

Guest favourite

Home in Welby

4.92 out of 5 average rating, 224 reviews

A Cheerful 3 Bedroom, Newly Renovated Cottage

A cheerful 3 bedroom, newly renovated, and self-contained cottage awaits! Nestled in the heart of the stunning Southern Highlands, within minutes of the regions best restaurants, wineries and cafes. Take a 10 minute walk to Artemis Wines or enjoy nature and the beautiful views along the Boxvale Bush Track just a short walk from your stay. The Town Centre is under 2km away with access to local shops, Woolworths and Boutiques.

Guest favourite

Home in Moss Vale

4.9 out of 5 average rating, 317 reviews

2 Bedroom Newly Renovated Cottage

Newly renovated 2-bedroom cottage situated in the heart of Moss Vale, Southern Highlands. Offering two bedrooms, including one queen & one double, cosy living area, separate designated work space/snug, newly renovated kitchen and laundry space. Outside you will find a large deck showcasing an outdoor entertainment area with a four person spa, fire pit and barbeque.

Guest favourite

Guest house in Burradoo

4.9 out of 5 average rating, 375 reviews

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.