Vacation rentals in Wingecarribee Shire

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Top-rated vacation rentals in Wingecarribee Shire

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Top guest favorite
A Hampton’s style cottage is showcased, surrounded by lush green landscaping. The white exterior features a dark roof and a stone fireplace. A spacious veranda runs along the front, providing shaded areas for relaxation amid the scenic countryside.
Farm stay in Moss Vale
5 out of 5 average rating, 206 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.

Top guest favorite
A guest is seated on a stylish deck, engaging with a book, flanked by two comfortable rattan chairs. Large glass doors provide a view into the modern cabin, surrounded by greenery. A refreshing drink rests on a side table, complementing the serene outdoor setting.
Cabin in Exeter
5 out of 5 average rating, 120 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 rural village of Exeter. Surrounded by small farms experience the peace of the countryside while still being only a drive-(Mossvale 13min drive) to the popular towns and destinations of the Southern Highlands. Its especially quiet at night when guests can enjoy the deck, firepit, & outdoor bath while gazing at the stars

Top guest favorite
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
4.98 out of 5 average rating, 123 reviews

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.

Top guest favorite
A lush garden path is flanked by vibrant pink flowering trees, leading through a well-maintained landscape. Green grass and neatly trimmed hedges create an inviting space surrounded by various plants and trees, providing a serene natural environment.
Guesthouse in Bowral
5 out of 5 average rating, 428 reviews

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.

Top guest favorite
A charming cottage is nestled among mature trees and lush greenery. A welcoming porch is visible, framed by garden beds and wooden fencing. The sloped roof and white exterior contribute to a peaceful, inviting ambiance in this tranquil garden setting.
Cottage in Berrima
4.98 out of 5 average rating, 406 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 weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 292 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!

Top guest favorite
A metal sign reading 'Back o' the Moon' is mounted on a post, positioned alongside a grassy area. The backdrop features a winding road that leads into the distance, bordered by trees and open fields, under a cloudy sky.
Guest suite in Moss Vale
4.89 out of 5 average rating, 387 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 and ewe!

Top guest favorite
A charming cottage is nestled among lush greenery, highlighted by a staircase bordered with flowering plants. A large tree stands prominently, while manicured lawns and a backdrop of vibrant gardens enhance the peaceful outdoor setting.
Cottage in Fitzroy Falls
4.98 out of 5 average rating, 411 reviews

Converted Dairy Fitzroy Falls

The Dairy sits within approximately 9 acres of beautiful ,private gardens on a 29 acre property . The one bedroom cottage is light and bright with a small kitchen, a wood burning fire, reverse cycle airconditioning, ceiling fans and gas heating. There is additional accommodation in the Japanese Studio . NOT suitable for children or pets..20 mins to Bowral and Moss Vale Linen provided. Strictly non smoking property. STRA PID -6648

Top guest favorite
A large, mature tree provides shade beside a rustic stone wall, which curves along the landscape. Lush green grass covers the ground, and soft sunlight illuminates the scene, highlighting the textures of the tree bark and the stone wall.
Guesthouse in Sutton Forest
4.95 out of 5 average rating, 177 reviews

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.

Top guest favorite
A welcoming front patio is surrounded by lush greenery and flower pots, inviting guests to enjoy the outdoors. The cottage features a charming entrance with a white railing and large windows that enhance the sense of openness. Natural light highlights the well-kept garden.
Guest suite in Moss Vale
4.97 out of 5 average rating, 327 reviews

Orchard Cottage & Gardens

Orchard Cottage, set in beautiful private gardens in a quiet and exclusive street just 2 mins drive to Moss Vale CBD. It is part of an historic former farmhouse dating from 1917 and originally part of the 1000 acre Throsby Park Homestead, which can be viewed from the garden. The accommodation is extremely comfortable, warm in the winter, cool in the summer.

Top guest favorite
An ornate black metal gate stands open, framed by stone pillars. Beyond the gate, a gravel driveway leads toward a charming building surrounded by well-kept gardens. A friendly Newfoundland dog is visible at the gate, providing a welcoming presence.
Guesthouse in Bowral
4.92 out of 5 average rating, 154 reviews

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.

Top guest favorite
The exterior of the studio displays a modern, dark-toned facade complemented by large windows. A welcoming pathway lined with greenery leads to the front door, framed by well-maintained gardens and tall trees in the background, inviting guests into the serene setting.
Guesthouse in Bowral
4.95 out of 5 average rating, 252 reviews

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.

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