Holiday rentals in Penrose

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

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.

Tiny Cabin Exeter Outdoor Bath and Horse Property

@littleburrow_cabinandcottage A relaxing couples retreat at this stylish tiny house on 6 peaceful acres of our boutique equestrian property 2km from the charming rural village of Exeter with its popular cafe. Surrounded by small farms and the peace of the countryside while still being only a drive-(Bundanoon 10mins Mossvale 15min drive) to the charming towns of the Southern Highlands. Its especially quiet at night-enjoy the firepit & outdoor bath while gazing at the stars. Small dogs on request

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

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!

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding ceremonies or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

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.

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)

Creek side Tiny House in a sub-tropical rainforest

Located creekside in a rainforest our Escape Pod (tiny house) is in one of the most beautiful locations the region has to offer. You will feel your worries ebb away while you listen to the natural surrounds, or your fave tunes. What you get up to during the day is totally up to you, go hiking, explore the local beaches, shops, cafés and eateries or simply sit by the fire with a good book and be alone with your thoughts! Your off-grid venture awaits – This is not your normal hotel stay!!

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.

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.

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.