Pet-friendly vacation rentals in Southern Highlands

The Cricket House - Family & Pet-Friendly Home

This charming dog-friendly 4-bedroom retreat is in the heart of Bowral, NSW in the picturesque Southern Highlands. Our lovely light-filled home offers a perfect blend of modern comfort and elegance featuring four lovely, spacious bedrooms, three living areas and a fully equipped kitchen perfect for preparing delicious meals to be enjoyed in the stylish dining areas. With its central location, our home is a stone's throw away from Bowral's lovely cafes, boutique shops, and cultural attractions.

Walkability · Outdoor spaces · Cleanliness

Luxury 2BR 2-Ensuite Cabin | Golf & Valley Views

2 Bedroom 2 bathroom cabin in the picturesque Kangaroo Valley Golf and Country Resort. The facilities include swimming pool, 2 tennis courts, giant chess, volleyball and an 18 golf course. Our cabin is a home away from home with fully equipped kitchen and BBQ. You can sit on the balcony and enjoy the views and all the wildlife, kangaroos, wombats, echidnas, and amazing bird life. The village is only 4km away with everything you need to enjoy your stay! 1km to the Bush Retreat for wedding guests!

Outdoor spaces · Walkability · Grill

Clanoc Cottage a cosy, rustic, Highlands Retreat

Welcome to Clanoc Cottage a 5-minute stroll from the heart of Berrima Village. An ideal base for couples, friends, or families wanting to relax, explore, and enjoy the charm of historic Berrima and the Southern Highlands. The cottage features two Queen beds and a King Single with trundle—each made up with lovely linen and electric blankets for cosy comfort. Enjoy a brand-new bathroom, a well-equipped kitchen perfect for cooking and entertaining, & a spacious yard ideal for relaxing outdoors.

Walkability · Pets · Air conditioning

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)

Walkability · Outdoor spaces · Decor

'The Bower' Stylish garden bungalow Mount Kembla

'The Bower' is located in lush gardens in the historic village of Mt Kembla. This stylish bungalow is the perfect relaxing retreat or home base to explore the Illawarra and South Coast. Walk to the Historic Mount Kembla Hotel for dinner and a drink or explore the many bush walks located in and around the area. Wake up amongst the trees and end your evenings relaxing on the large deck or around the fire pit. Only fifteen minutes away from Wollongong CBD or beautiful beaches of the area.

Pets · Walkability · Parks

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.

Pets · Outdoor spaces · Value

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.

Pets · Walkability · Accuracy

The Coach House at The Rift Estate

Set in rambling heritage-listed gardens at The Rift Estate, The Coach House is an elegant, charming country retreat. Gourmet kitchen, expansive living, dining and relaxed alfresco spaces; minutes to bushwalking trails, wineries and Bowral town. Built at the same time as the grand old late-nineteenth century Italianate mansion nearby, The Coach House once accommodated the coachman and horses and retains many original character features that reflect its rich history.

Walkability · Outdoor spaces · Parking

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.

Outdoor spaces · Pets · Layout

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.

Pets · Walkability · Decor

'Rosevilla' at Berrima.

Built in 1883, this gorgeous historic cottage is right in the heart of Berrima village, within easy walking distance of exceptional restaurants and cafes, quaint local shops, historic buildings, the beautiful river and Australia's oldest continually licensed inn. Bendooley Estate is only a 5-minute drive away, making the cottage an ideal choice for wedding guests. Numerous wineries and Berkelouw Book Barn are all close by.

Outdoor spaces · Pets · Backyard

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!

Pets · Walkability · Checkout