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Holiday rentals in Roslyn

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Top-rated holiday rentals in Roslyn

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

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Guest favourite
A tiny house positioned on a grassy area, featuring a large undercover deck with several outdoor chairs. Dense trees provide a natural backdrop, creating a sense of privacy amid the bushland. The structure is designed with a modern aesthetic, blending into the tranquil surroundings.
Tiny home in Tallong
4.93 out of 5 average rating, 346 reviews

Wildernest "T1" - Off-Grid Wilderness Experience

Looking for an adventure, an escape, or just an opportunity to reconnect with nature? ‘Wildernest’ offers a unique off-grid experience, staying in a tiny house (nicknamed "T1") nestled amongst the bushland on the edge of the Wingello Forest. A perfect sanctuary to relax and rejuvenate. Or as a base for an adventure - bush walking, mountain biking, wildlife spotting - or perhaps exploring the Southern Highlands foodie hot spots is more your thing. Come with friends and book Wildernest "T2" too!

Top guest favourite
A scenic view captures a sunset over rolling mountains, with a foreground of lush greenery. Lavender and other plants are visible, providing texture to the landscape. The sky is filled with soft clouds reflecting warm hues, creating a serene backdrop to the natural setting.
Guest house in High Range
4.98 out of 5 average rating, 101 reviews

Farm stay at Melaleuca cottage

Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

Top guest favourite
Farm stay in Wallaroo
4.99 out of 5 average rating, 252 reviews

Fox Trot Farm Stay, 20mins from Canberra cbd

Foxtrotfarmstay is on insta to see a clearer picture of what you will immerse yourself in during your stay. 2 spacious bedrooms, A lux bathroom with free standing bath and a beautiful open-plan kitchen /lounge with magnificent views of folding hills and vast countryside. Unwind and exhale into amazing sunsets with our beautiful Texas long horn cows Jimmy & Rusty or take a walk around the property and explore. Electric blankets on all beds in colder months.AND look out for fox 🦊 on the trot

Top guest favourite
A view from the tiny house reveals a serene dam surrounded by grassy fields. The image captures a rustic wooden bar with a panoramic window, offering a glimpse of the landscape dotted with native trees and a few chairs positioned nearby.
Tiny home in Collector
4.98 out of 5 average rating, 196 reviews

Enough | Good

Enjoy a unique Tiny House that was designed and built on this very farm. "Dovolj | Dobro" is annexed off our 3acre Selah Gardens, which you will have access to. Nestled amongst gum trees overlooking a large dam, it is surrounded by native wildlife and grazing stock. A unique feature of this location is a walking track through our working farm to The Olive View Restaurant, with great food and amazing coffee. In keeping with minimum impact on the environment, it contains a composting toilet.

Top guest favourite
Farm stay in Moss Vale
5 out of 5 average rating, 227 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 favourite
A comfortable living area is complemented by a beige sofa and a wooden coffee table displaying magazines. A black wood-burning stove, positioned beside a stack of firewood, adds warmth to the space. Large windows offer views of the surrounding landscape.
Cottage in Bannister
4.94 out of 5 average rating, 115 reviews

Bethania Cottage - Perfect for Families

Bethania Cottage is situated in the rich basalt High Country of Bannister, just 2 and a half hours from Sydney, 90 minutes from Canberra, 30 minutes from Goulburn and 15 minutes from Crookwell with its variety of specialty shops, cafes and excellent restaurants nearby .The authentic local country pub at Grabben Gullen is just up the road. Guests are welcome to join in farm activities, enjoy a guided tour of a windfarm or just relax and enjoy the stunning view from the comfort of the deck.

Guest favourite
Cabin in Sutton Forest
4.95 out of 5 average rating, 156 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) 1 Queen bed only MASSAGE available nearby (plse ask)

Top guest favourite
A light-filled nook features a spacious bed with multiple pillows and a soft throw, designed for comfort. Large windows frame the stunning views of rolling hills, allowing natural light to illuminate the cozy space. Wood accents complement the inviting atmosphere.
Tiny home in Blakney Creek
4.98 out of 5 average rating, 194 reviews

The Barlow Tiny House

Nestled in the middle of a working cattle and horse farm in the Yass Valley, The Barlow Tiny House is the ideal place to relax, unwind and reconnect with nature. Enjoy this Tiny House in the countryside that makes a big statement. Enjoy breakfast inside or out, with surrounding views of the rolling hills.Take a wander and explore, and discover our kangaroo and wombat neighbours.If you are interested, we can provide recommendations on the best walks in the area, suitable for all abilities.

Top guest favourite
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
4.99 out of 5 average rating, 149 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 favourite
A luxury outdoor spa is shown against a vibrant sunset backdrop. The round spa features an inviting whirlpool, with serene green fields and scattered trees visible in the distance.
Villa in Penrose
4.99 out of 5 average rating, 328 reviews

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

Superhost
The cabin is positioned on a grassy area, surrounded by tall trees. Large bi-fold doors open to a private deck, with steps leading to an inviting entrance. The exterior features a mix of natural and metal textures, creating a blend of rustic and modern elements.
Tiny home in Exeter
4.85 out of 5 average rating, 215 reviews

Southern Highlands Vineyard Cabin by Outpost

Welcome to our premium country cabin nestled within the picturesque wineries of the Southern Highlands! Set amongst the vines of Exeter Vineyard & Cellar Door, our cosy, private retreat offers a unique experience where you can unwind, sip local wines, and bask in the breath-taking beauty of the Australian countryside. Please Note: We offer a discounted nightly rate for mid-week bookings (Sun-Thurs).

Top guest favourite
An aerial view showcases a modern retreat featuring a striking combination of dark and warm exterior tones. The outdoor area includes a seating space near a firepit, with landscaping enhancing the natural surroundings. A deck extends from the side, integrating outdoor living with the serene setting.
Tiny home in Penrose
4.99 out of 5 average rating, 136 reviews

The Hideaway at Sylvan Glen Estate

Romantic couples retreat | Outdoor bath | Southern Highlands escape Escape to your own private retreat in the Southern Highlands. Wake up to birdsong, soak in the outdoor bath under the stars, and spend cozy evenings by the fire pit overlooking the countryside. Less than two hours from Sydney and Canberra, it’s the perfect countryside getaway for a romantic weekend, anniversary or relaxing escape.

Popular amenities for Roslyn holiday rentals