Pet-friendly holiday rentals in Wingecarribee Shire Council

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.

Pets · Walkability · Location

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.

Pets · Walkability · Bathroom

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)

Pets · Outdoor spaces · Laundry

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 · Walkability · Breakfast

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.

Walkability · Outdoor spaces · Backyard

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.

Outdoor spaces · Walkability · Bathroom

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 · Check-in

Southern Highlands Get-a-Way —Breakfast Supplies—

A pet friendly, comfortable and well-appointed, self-contained apartment for rent amongst the gum trees. Only a short walk to Mittagong train station, Sturt Gallery, shops, restaurants and galleries. Newly renovated, the apartment has reverse cycle air-conditioner, a private entrance, designated parking area and a private outdoor outlook. Wi-fi and Netflix all included. Comfortable, private, quiet get-a-away so stay a week or more. No cleaning fee.

Outdoor spaces · Walkability · Getting around

Chagall's Shed

A rustic hideaway at the bottom of our half-acre garden under gum trees filled with native birds. There's a small private garden at the rear, a sprawling vege patch and the fire pit in front. The 5x8 metre building has a small ensuite and bar fridge. There's no TV but the WIFI is fast and a projector with HDMI connection is discretely placed to project streamed cinema onto the wall. We are just 2km from the town's best cafes and Mittagong Station.

Walkability · Pets · Checkout

A Cheerful 3 Bedroom, Newly Renovated Cottage

A cheerful 3 bedroom, newly renovated, and self-contained cottage awaits! Nestled in the heart of the stunning Southern Highlands, within minutes of the regions best restaurants, wineries and cafes. Take a 10 minute walk to Artemis Wines or enjoy nature and the beautiful views along the Boxvale Bush Track just a short walk from your stay. The Town Centre is under 2km away with access to local shops, Woolworths and Boutiques.

Outdoor spaces · Walkability · Parking

'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 · Access

La Goichère AirBnB

This is a comfortable self-contained studio, formerly an actual artist's studio, underneath the main residence, with its own shower and toilet, as well as a kitchenette. It has a queen bed, a king single that doubles as a sofa, and a single trundle bed. It has a small dining table and four chairs. It now boasts a camping washing machine for light loads, and an airer, as well as a dehumidifier. I also added an air fryer!

Pets · Outdoor spaces · Checkout