Holiday rentals in Woolooma

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woolooma

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

%{current} / %{total}1 / 1
Top guest favourite
A modern cabin is set amidst lush greenery, with its expansive glass windows reflecting the surrounding landscape. The structure features a large covered patio and a stone wall, offering a seamless connection to the outdoor space and vineyard beyond.
Cabin in Stroud
4.97 out of 5 average rating, 267 reviews

Mill Pond Cabin: Boutique Vineyard Stay

Enjoy this unique, boutique, secluded vineyard stay in your very own cabin amongst the vines. Nestled in the outskirts of the wonderful NSW country town of Stroud, on a 15-acre boutique vineyard, protected beneath the escarpment of Peppers Mountain & bounded by pristine Mill Creek. Enjoy everything the country has to offer with a swim in the creek and a fire pit under the stars. Or if you prefer the finer things in life, a hot tub overlooking the vines, air-conditioning inside, and much more.

Top guest favourite
A wrap-around balcony features a wooden railing adorned with green vines and foliage. The surrounding trees provide a lush backdrop, while distant views of valleys and hills are visible through the openings. A bench is positioned on the deck, inviting relaxation.
Home in Dungog
4.93 out of 5 average rating, 169 reviews

The Birdnest

Relax & unwind at this unique and tranquil getaway. It's all about the views, cosy atmosphere, serenity & proximity to Dungog services. With a wrap-around balcony on two sides, the view from both inside & outside takes in glimpses of Barrington Tops National Park to the north, expansive views of surrounding farms, valleys & hills to the east & south, and the township of Dungog below. The native birds at dusk are a delight. "The Birdnest" is ideal for up to 2 couples, or a family of 4 (or 5?).

Top guest favourite
The tiny home, crafted in a modern style, is set on a spacious deck surrounded by nature. A hot tub and eco fuel fire pit are prominent features, with comfortable seating options provided by outdoor chairs. Large glass doors invite abundant natural light.
Tiny home in Dalwood
4.98 out of 5 average rating, 173 reviews

Hunter Valley Tiny Home - Relaxing Country Retreat

SAUNA and ICE BATH!! Wellness weekend awaits you! Enjoy the views next to the fire pit or from the hot tub, our tiny home is fully equipped to entertain and cook. Find us in the Hunter Valley Wine country on 50 stunning acres! Extremely private home property, we welcome you to relax in our very big beautiful backyard amongst the mountains! Including a pizza oven and bbq on the deck. Very relaxing and peaceful stay. Close to Hunter Valley wineries, cafes and groceries! Check out our guidebook.

Top guest favourite
The Shedhouse is illuminated by warm outdoor lighting against a night sky. The spacious deck offers seating for six, surrounded by greenery and trees, with a clear view of the vineyard beyond. Pathways lead up to the entrance, enhancing the inviting outdoor space.
Cottage in Milbrodale
4.99 out of 5 average rating, 144 reviews

The Shedhouse at Milbrodale Farm

The Shedhouse at Milbrodale Farm is a stylish modern cottage surrounded by vines and olive trees and set on a 12-acre vineyard in Milbrodale. Relax and enjoy the views in this peaceful countryside setting. We cater to couples, friends and small families who are looking for a place to escape the rat race but still close enough to enjoy all that the Hunter Valley offers. Guests can also wander through the vineyard, enjoy a tasting (on request) and take in the surrounding captivating scenery.

Top guest favourite
A modern architectural home, set among native trees, features a metal roof and extensive glass windows offering views of the surrounding bushland. The elevated design creates a spacious outdoor area, while natural greenery surrounds the building, providing a sense of seclusion.
Cabin in Vacy
4.97 out of 5 average rating, 409 reviews

Inala Wilderness Retreat

Inala, which means peaceful place, is the perfect escape. Nestled on 7 acres of native bushland, this architect designed home boasts complete privacy and commands spectacular views across to the Barrington Tops through its extensive North facing windows. Featuring open plan living with polished timber floors and vaulted ceiling the feeling is relaxed, bright and spacious and the perfect antidote to a hectic life. We have 2 bedrooms with king sized beds, one which splits into two singles.

Top guest favourite
A bright and airy living space features large glass windows offering expansive views of the surrounding valley. The area includes a dining table with a potted plant, a comfortable sofa, and a modern kitchen with a sleek design, all enhanced by natural light.
Home in Lambs Valley
5 out of 5 average rating, 158 reviews

Off grid home| Mountain views| Pool | Fireplace

*This is a Remote Adults only retreat. *4WDs are preferable but AWDs SUV Cars will be ok as well. *Get away from the city life, enjoy a Slow Stay. *50 mins from Newcastle *2 1/2 hours from Sydney and 30 mins to Maitland and Branxton ,only 40 mins to the wineries . *There is around 3km of Tarred and dirt road (Private) * 110 acre property * 1500 feet up on the escapement *Pool looking over the valley. *Architecturally designed to have breath taking views *Meet the horses and wildlife

Top guest favourite
The exterior of a country cottage is displayed, featuring a wide porch with white railings. A large, bare tree stands nearby, casting shadows on the grassy area. Rolling hills are seen in the background under a soft, cloudy sky.
Cottage in Moonan Flat
5 out of 5 average rating, 132 reviews

Cherson Cottage

Cherson Cottage is a boutique four bedroom country cottage nestled beside the river in the hills of the Upper Hunter Valley, providing a secluded and quiet country stay. Through the use of carefully designed interior and exterior finishes Cherson Cottage evokes a sense of comfort and luxury within the country. Located 3.5 hours from Sydney and a beautiful 30 minute drive East of Scone, this cottage is the perfect weekend getaway. Cherson can be booked per room upon request.

Guest favourite
A person is seated in a relaxed position on a deck chair, reading a book. Large glass doors open to a spacious deck that offers sweeping views of the lush valley and distant mountains. Tranquil blue skies and scattered clouds create a serene backdrop.
Home in Vacy
4.91 out of 5 average rating, 103 reviews

Bela Vista Spa Cabin - Magical Mountaintop Escape

Bela Vista is house sized, family-friendly spa cabin within the Eaglereach Wilderness Resort. A truly Magical Mountaintop Escape. Whether you are looking for a romantic weekend, fun-filled break with friends or a family getaway, Bela Vista Spa Cabin at Eaglereach is a magical place to relax and rejuvenate. Situated on top of Mount George, above Vacy in the Hunter Valley, Bela Vista has spectacular views over the valley's below and north towards the stunning Barrington Tops.

Top guest favourite
The entrance is framed by a freshly maintained garden with lush green plants. Clear glass doors provide an unobstructed view into the interior space, where a spacious bed is visible. A rustic table sits nearby on a brick patio, enhancing the outdoor setting.
Guest suite in Gundy
4.98 out of 5 average rating, 164 reviews

The Old School Weather Shed, Gundy

The Old School Weathershed is located in the small and vibrant village of Gundy, 20km east of Scone in the Upper Hunter. Boasting lovely scenery, horse studs, cycling and bushwalking it is a beautiful, tranquil part of NSW with plenty to see and do. The Old School of Gundy was built in the late 1800's and converted to a stunning home in recent times. The Weather Shed is the children's playground shelter, beautifully converted into luxury guest accommodation.

Top guest favourite
A cozy living space is highlighted by a soft, gray sofa adorned with decorative cushions. Wooden shelving units display various items, while a modern kitchen is visible in the background. A centerpiece arrangement of greenery sits on a wooden table, complementing the warm tones of the room.
Farm stay in Dalwood
4.99 out of 5 average rating, 162 reviews

"The Magnolia Park Poolhouse"

Relax, swim and walk around this beautiful farmstay on 150 acres. panoramic mountain and river views from every window. The Poolhouse has been upgraded with a new Spa and new Fireplace. Pls note there is a friendly Labrador and toy poodle that wander the farm. Pat the friendly horses and dogs Take in the beautiful sunrises W have just upgraded from a Queen bed to a brand new king size for master bedroom Not suitable for Parties suits families with kids

Top guest favourite
A modern home is showcased with a gray exterior and a distinctive wooden entryway. Large windows allow natural light to fill the interior, while a well-maintained lawn and low stone wall enhance the welcoming curb appeal.
Home in North Rothbury
4.92 out of 5 average rating, 231 reviews

Tranquil Triton - 3 bed home

Our three-bedroom home is located in the heart of North Rothbury, just a short drive from some of the area's best attractions. Whether you're here to explore the local wineries, attend a concert, or simply relax and unwind, we're confident that you'll find everything you need to make your stay comfortable and enjoyable. We are also only a stroll away from parks, cafe's, taverns and a local supermarket. Please note: Towels and linen are provided.

Top guest favourite
A vast green lawn stretches out under a bright sky, dotted with scattered clouds. Olive trees frame the foreground, while rolling hills and distant mountains create a scenic backdrop, highlighting the tranquility of the surrounding landscape.
Guest house in Lovedale
4.96 out of 5 average rating, 273 reviews

Wilderness Cottage

Relax, explore & unwind at the beautiful Wilderness Cottage. Located in the Heart of the Lovedale wine region, set on 20 peaceful acres with views to die for. Stay a little or stay awhile. Wilderness is the peace & calm you have been looking for. Please note advertised price is for up to 2 guests. Charges apply for extra guests.

Popular amenities for Woolooma holiday rentals