Pet-friendly holiday rentals in Southern Highlands

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

Shelter at Gerroa

Feel the instant relaxation while taking in sweeping coastal views from this stylish living space, just 90 mins south of Sydney and a 700m walk to Seven Mile Beach. Open the bifolds to feel the ocean breeze and extend the space out to an expansive deck. Or get cosy by the fireplace in colder months. With breakfast servery and outdoor lounge area, you’ll be spoilt for places to gather. Your pootch can run wild in the grassy, fully fenced yard, and enjoy time at the region’s dog friendly beaches.

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

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

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!!

Unique cottage on beautiful farm close to beaches

This gorgeous Stone cottage has been built from the local stone collected from the surrounding land. Built with recycled timbers and antique building materials it looks like it has been there for more than a century. It has just been fully renovated and has all new appliances. The bathrooms have floor heating to keep you cosy in winter. Enjoy beautiful views across our secluded little valley from your private balcony or the outside eating area. Close to beaches, Gerringong and Kiama.

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.

Woodland Studio & Farm | Exeter NSW | Pet Friendly

Woodland Studio Exeter is set on a tree studded small farm 20mins from Bowral & only 3kms from charming Exeter Village. The perfect escape for a family of 4 OR romantic getaway for couples. Indulge inside or step outside to feed the Suffolk sheep & alpacas Albert & Archie, a highlight for many. Explore the farm, orchard, veg, beehives, bocce & native wildlife. Mid week rates, breakfast provisions, small dogs welcome - please ask. Highlife June 2025 Country Style Mag May 2022

The Carriage House at Welby Park Manor

The Carriage House at the historic homestead, Welby Park Manor has been lovingly restored and renovated. Oozing with character and charm, the Carriage House is self-contained, private, dog-friendly and fully fenced. On-site parking is available, wood is supplied for the slow-combustion fireplace and outdoor fire pit. you will be welcomed with drinks on arrival. Need extra accommodation? please look up The Chapel, (on the same property), on Airbnb.

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.

The Timberwolf Cabin - A mountain retreat

Set on 2.4 hectares of mountain forest the Timberwolf cabin is a beautiful place to getaway and unwind. Explore the surrounding grounds and down into the expansive forest, or kick back on one of the decks to watch as the mist rolls through the mountains in the distance. At night, stargaze at the Southern Cross while cooking a barbeque, or light a fire inside and snuggle into a big comfy couch while you stream your favourite movie.