Vacation rentals in Penrose

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Top-rated vacation rentals in Penrose

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Top guest favorite
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, 107 reviews

The Hideaway at Sylvan Glen Estate

Unique and stylish, The Hideaway is located within Sylvan Glen Estate, privately situated between The Homestead and The Cottage. It's a couple's only retreat, with luxurious finishes including full kitchen, 72sq/m living area, deck, firepit and even a wood fired outdoor bathtub. Airconditioning, king bed with Egyptian linens, 16 sq/m ensuite with double shower, sun deck overlooking the Estate's 7th fairway. It's a special place for special memories - quiet countryside with city inclusions -enjoy

Top guest favorite
A modern barn stands amid a green landscape, with two donkeys grazing nearby. Large windows reflect the natural light, providing views of the surrounding trees and the tranquil setting. This peaceful scene is framed by the foliage of nearby plants.
Barn in Exeter
4.99 out of 5 average rating, 135 reviews

Basil's Folly

Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

Guest favorite
Guest suite in Bundanoon
4.9 out of 5 average rating, 131 reviews

Haven Bundanoon Southern Highlands

Your perfect base to explore beautiful Bundanoon and the Southern Highlands. Completely private, located at one end of our home is “Haven”, your very own guest suite. You'll enjoy having your own access, stylish decor and little extras! Comprising of one or two bedrooms (please confirm one or two rooms at booking) and spacious ensuite bathroom: perfect for the solo traveller, couples, or friends. Comfortable queen size beds, small sitting area with garden views, spacious shower, and spa bath.

Top guest favorite
A cozy bedroom features sloped wooden ceilings and warm tones. A spacious bed with soft bedding is positioned against a window adorned with blinds. Two bedside tables with lamps flank the bed, complemented by a mirror and decorative wall art.
Cottage in Bundanoon
4.96 out of 5 average rating, 349 reviews

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchenette (please note: no oven, but have a small stove), comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive to Bundanoon village. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway.

Guest favorite
Two individuals sit in chairs around an outdoor fire pit, with flickering flames providing warmth and light. A small table holds flowers, surrounded by a backdrop of dense trees and foliage, creating an intimate atmosphere in the evening setting.
Cabin in Sutton Forest
4.95 out of 5 average rating, 137 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 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, 131 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
The cottage features a modern design with a welcoming entrance. A stone chimney complements the black exterior, while a covered porch invites relaxation. Lush greenery surrounds the property, which overlooks open fields with grazing animals in the distance, framed by tall trees.
Cottage in Exeter
4.97 out of 5 average rating, 295 reviews

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

Top guest favorite
A horse wearing a gray blanket stands near a wooden fence, surrounded by lush greenery and paddocks. Tall trees provide shade, and a clear blue sky with scattered clouds enhances the rural landscape. The paddocks extend into the background, dotted with additional trees.
Barn in Penrose
4.96 out of 5 average rating, 136 reviews

The Shed at Penrose

Cosy self Contained Apartment on a small 5 acre working horse training property based in Penrose, Southern Highlands NSW Our apartment can accomodate a couple or a family of 4 making it an easy choice for somewhere to stay whilst visiting the beautiful Southern Highlands. Be greeted in the morning by our small family of horses or bring your own horses for a riding holiday, where an accredited coach is also available for lessons and the Penrose forest is on our doorstep.

Top guest favorite
An open-plan living area is showcased with black and white checkered flooring and a vibrant area rug. A dining table is set for meals, while a comfortable seating arrangement invites relaxation. Decorative mirrors and art pieces enhance the space along with natural light from the windows.
Cottage in Exeter
4.98 out of 5 average rating, 172 reviews

The Shack at Bimbimbi in semi rural Exeter.

The Shack at Bimbimbi is well appointed, private, and is situated on 5 acres, 40 meters from the main house separated by gardens. There is a box fire and heating for chilly nights. A great getaway, close to walks in Morton National Park, Bundanoon, Exeter Village and a short drive to Moss Vale and Bowral. A complimentary breakfast hamper is supplied for a minimum 2 night stay, free WiFi. We hope you will come and see for yourself.

Guest favorite
A modern cottage is viewed from a gravel driveway, featuring wooden siding and large windows. An outdoor seating area is visible beside the entrance, with the landscape unfolding into distant hills under a clear blue sky.
Tiny home in Bundanoon
4.89 out of 5 average rating, 133 reviews

The Lazy Duck, Bundanoon

The Lazy Duck is just 300m walk from the center of town yet has a feeling of being on top of the world. Stunning views over the Morton National Park from one of the highest points in town. Looking into Kangaroo Valley. It is right next door to Osborn House, on its own private fenced block. The cottage is nestled in the trees with a huge picture window. You won’t forget your time in this romantic and memorable place.

Top guest favorite
An architecturally designed barn is set against a clear blue sky, featuring a wooden exterior. Flowering trees line the pathway leading to the entrance, surrounded by lush green grass. The gravel driveway provides access to the spacious property, emphasizing its serene country setting.
Barn in Exeter
4.98 out of 5 average rating, 106 reviews

Vineyard Stay, Designer Barn

Architecturally designed barn on a working farm and vineyard in the picturesque village of Exeter in the Southern Highlands. Dawning Day Farm has everything you need for a relaxing country getaway, just 90 minutes' drive from Sydney. Enjoy a wine tasting in the adjacent cellar door (Fri-Sun), feed the sheep and alpacas, then light the fire and settle in for a movie night on the 110-inch big screen home theatre!

Guest favorite
A custom-built cabin is partially visible among tall Australian Scribbly Gums. A wooden deck features a chair, inviting relaxation in a serene outdoor setting. A fire pit surrounded by logs is located nearby, adding to the rustic ambiance.
Farm stay in Penrose
4.88 out of 5 average rating, 123 reviews

ARUNA Estate off-grid cabins

ARUNA Cabins provide the ultimate off-grid experience. Nestled amongst the Australian Scribbly Gums, it offers a bush view, down to the River. If you want to get as far as possible from the bustling world, the ARUNA cabin is for you. Custom built for their bush location, our cabins provide a stylish and snug escape. They are completely off grid so you can ensure your total freedom from the everyday.

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