Vacation rentals in Wingecarribee Shire Council

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Top-rated vacation rentals in Wingecarribee Shire Council

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Guest favorite

A fire pit is surrounded by two chairs in a dark setting. The flames create a warm glow, providing illumination in the otherwise dim environment. The silhouette of a seated figure can be seen enjoying the ambiance of the fire.

Chalet in Sutton Forest

4.96 out of 5 average rating, 119 reviews

Unique'Danglestone' Couples Hideaway in the Forest

Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) KANGAROOS lingering MASSAGE available nearby (plse ask)

Top guest favorite

The studio cottage showcases a charming exterior with light gray siding and a metal roof. Surrounded by well-maintained gardens, it features large windows allowing natural light, complemented by a welcoming entryway. Tall trees and lush greenery enhance the scenic country setting.

Guesthouse in Sutton Forest

4.96 out of 5 average rating, 158 reviews

Kate’s Cottage with spectacular countryside views

A self-contained studio cottage, adjacent to the main homestead with district and country landscape views. The 20-acre property includes treelined walks and a sweeping drystone ha-ha and feature drystone walls. There are numerous places of interest in the surrounding towns and villages. Moss Vale is 6.3kms and Sutton Forest village is 5.6kms. The award-winning Southern Highlands Winery is a 30-minute walk along a beautiful country road. Relax and enjoy this unique and tranquil country getaway.

Top guest favorite

The exterior of the cottage showcases a blend of natural stone and white cladding, complemented by a covered patio area. Lush greenery lines the property, and an outdoor dining set is visible. A stone fireplace adds character, while expansive views of the surrounding fields are highlighted.

Farm stay in Moss Vale

4.99 out of 5 average rating, 195 reviews

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Guest favorite

A wood holder, crafted with a sleek design, displays neatly stacked timber logs. The holder is positioned against a dark grey wall, with sunlight creating contrasting shadows. Soft greenery from nearby plants frames the scene, enhancing the natural ambiance.

Tiny home in Berrima

4.95 out of 5 average rating, 107 reviews

Kangaroo Cabin - Luxurious Simplicity in Berrima

A peaceful retreat that’s only a 5 minute walk to the centre of Berrima, 3 minute drive to Bendooley Estate and 6 min’s to Centennial Vineyards. It’s a space that’s been designed to help you relax, and get away from it all, although you’ll still find every modern convenience you could possibly need. It also feels surprisingly large for a tiny home, with light streaming in the windows from your own private garden and the bushland beyond. And, yes, there are Kangaroos out there, all the time.

Top guest favorite

Farm stay in Bannaby

4.99 out of 5 average rating, 139 reviews

Farmstay country cottage in Taralga/Bannaby

Stoney Creek is an idyllic and picturesque country getaway. Lose yourself in the sounds of nature. Relax, recharge and enjoy glorious sunrises and starlit nights. Nestled amongst a working farm, set high on a hill with 360° views. Generous verandahs both front and rear take in the commanding vista. The cottage is fully renovated with a large kitchen, lounge, fireplace and bar area, numerous living spaces. Fenced yard, ample parking and large fire pit. Follow us @stoneycreekbannaby

Guest favorite

A historic cricket pavilion is positioned near a well-maintained green field. The two-story building exhibits classic architecture, featuring a slate roof and a wide balcony with viewers. In the foreground, players are engaged in a cricket match, adding a lively atmosphere to the scene.

Cottage in Woodlands

4.94 out of 5 average rating, 307 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Top guest favorite

A modern cast iron bathtub filled with bubbles overlooks a peaceful rural landscape. The spacious tub provides ample room for two, with surrounding nature visible in the background. Soft sunlight bathes the scene, creating a serene atmosphere for relaxation.

Cabin in Exeter

5 out of 5 average rating, 103 reviews

Tiny Cabin Exeter Outdoor Bath and Horse Property

@littleburrow_cabinandcottage Enjoy a relaxing couples retreat at this stylish tiny house. Set on 6 peaceful acres of a boutique equestrian property near the charming village of Exeter. Surrounded by small farms experience the peace of the countryside while still being only a short drive to the popular towns and destinations of the Southern Highlands. This tranquil area is especially quiet at night when guests can enjoy the deck, firepit and outdoor bath while gazing at the stars above

Guest favorite

Guesthouse in Burradoo

4.93 out of 5 average rating, 348 reviews

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.

Top guest favorite

A close-up view of blooming roses in soft peach hues is presented, surrounded by lush green foliage. In the background, a wooden gazebo is visible, partially obscured by foliage, enhancing the serene garden setting.

Cottage in Berrima

4.98 out of 5 average rating, 382 reviews

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Top guest favorite

A horse and a miniature donkey are tethered together on a grassy area, surrounded by lush greenery. The peaceful setting includes a tranquil water body in the background, enhancing the rural atmosphere of the property.

Cottage in Mittagong

5 out of 5 average rating, 256 reviews

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

Guest favorite

A serene garden setting is depicted, featuring lush green grass bordered by various trees and shrubs. A well-maintained pathway meanders through the space, leading to further greenery. Sculptures are subtly integrated into the landscape, enhancing the tranquil atmosphere.

Guest suite in Moss Vale

4.89 out of 5 average rating, 369 reviews

The Little House - Pet friendly*/Mid-week special!

While 'house' might be a stretch for this cosy studio-style room, it does have separate facilities. There's a separate "kitchenette", shower and toilet. It has one king size bed and one sofabed. The sofabed is charged at an additional $20/night. The Little House has everything you need for a short stay in The Highlands! * The property welcomes gentle, well socialised pups. The Little House backyard is also shared by my super friendly dog, chickens, and ewe!

Top guest favorite

A charming cottage is illuminated at dusk, framed by lush greenery. Its rustic exterior features a red corrugated roof and warm golden light glowing from large windows. A small outdoor seating area is located on the porch, inviting relaxation in the serene surroundings.

Cottage in Jamberoo

4.99 out of 5 average rating, 309 reviews

Falls Cottage, in the rainforest at Jamberoo

Falls Cottage was built by a Jamberoo local in the 1980s and has grown in charm and character with every passing year. We have lovingly restored it with a country cottage kitchen, hand crafted interior finishes, a comfortable mezzanine bedroom and a deck and barbeque area to maximise guests’ enjoyment of the beautiful rainforest surrounds. We now have an EV charging station on the property . Type 2 , up to 22 KW an hr. Costs apply .