Holiday rentals in Upper Rollands Plains

Town Fringe King Studio

Our place is situated within an easy 5 min walk to the main street, restaurants and cafes & only 10 min walk to Town Beach. Our studio is a separate unit underneath our new in-town house. It has private access and opens up to a very large alfresco area with lawn & garden. The studio has a separate bathroom with a real shower, toilet as well as separate kitchen, fridge, hotplate & microwave. It contains a King size bed, air-conditioning, lounge sitting area and access to WIFI. Great for couples

Sea to Sky at Crescent Head

Sea to Sky Beach House enjoys lovely views and is a short flat walk to everything you need : beautiful beaches, sporting facilities, bakery and cafes. This unique home has an updated relaxed vibe, air con, wifi, comfortable beds, and a tropical feel BBQ area fringed by palms, frangipanis and hibiscus. Relax, fish, swim, surf the break, play golf on the headland course, explore unspoilt beaches and coast walks or simply float, snorkel, canoe or paddle board in the creek. Perfect holiday memories!

Great Location! Beautiful Peaceful Garden Setting.

Situated on 3 hectares in a bushland setting with large country gardens. Close to Wauchope, Port Macquarie and Beaches. Restaurants, Pubs and shopping are just minutes away. Visit the many Wineries and Art Galleries on our doorstep. Your accommodation is comfortably furnished and user friendly. Enjoy a fresh continental breakfast as well as fresh eggs from our chooks. You will appreciate this beautiful, peaceful setting along with a variety of birds and wallabies who are regular visitors.

Loft Style Self Contained Apartment

Coastal Hideaway is situated between the popular Town Beach and Flynn’s Beach areas. The brand new self-contained apartment is within walking distance of beaches and a very short drive to some of Port Macquarie’s best restaurants. Your Coastal Hideaway is close to everything yet away from the crowds. Relax on your outdoor deck with comfy chairs. Features dishwasher, washing machine, dryer, air con and a sofa bed for additional guests. Lovely full size private bedroom set amongst treetops.

Glenferness

Self check-in, and private. This stand-out accomodation sits on a gentle hilltop offering a vista to many beautiful sunsets, a dam in the distance and majestic gumtrees and forest walking trail beyond. It is located just two minutes off the Pacific Highway, and only 10 minutes to Kempsey and 25 minutes to Port Macquarie. It comes with Wifi, TV and Netflix, reverse cycle air conditioning, built-in robes as well as an in-ground swimming pool, heated spa and under-cover allocated parking.

Magnolia Park Cottage

Charming Lifestyle Opportunity in Frederickton, NSW Just moments from the motorway, this unique property offers privacy and space with the convenience of Kempsey CBD nearby. In 15–20 minutes, enjoy the beaches of South West Rocks, Crescent Head, or Port Macquarie, or explore scenic Macleay Valley villages. A five-minute walk away are local favourites like Freddo Pies and the Post Office, which also stocks fresh produce and pantry essentials—bringing village charm to your lifestyle.

Lucky Duck Bus: Unique, Fun, Spacious w/ KING Bed!

KING BED with forest views! On forest edge & just 6 minutes drive from spectacular coastline & beaches. Spacious (+11m long), super comfy, self contained, private, peaceful, functional & memorable. The “Lucky Duck Bus” is a stylishly renovated 1977 Mercedes school bus. Connect with nature, tiny house style! Includes outdoor area w/ private hot shower / in-ground bath overlooking the forest, gas BBQ + induction plate. Fast Wi-Fi. *MAX 2 PEOPLE *NO PETS *NO FIRES

Wilderness Cottage Creek & Mountains -Dogs Welcome

Valley Views Cottage is a quirky, art-filled retreat tucked away in a secret valley in the Macleay Valley, around 45 minutes from town. Enjoy modern comforts, total privacy, and a large fully fenced garden with dogs welcome. Explore bush walks and a private mountain hike on the property with breathtaking valley views, plus nearby waterholes and a pristine creek just a short 500m walk away — perfect for swimming, exploring, and unwinding in nature.

Braelee Bower - Outdoor Bath Firepit Valley Views

Braelee Bower – a secluded, adults-only retreat designed for connection, creativity, or quiet escape. Nestled in nature with stunning valley views, this open-design hideaway lets you fully unwind. Soak in the outdoor bath under the stars, relax by the fire pit, or dine alfresco. A “bower” is a charming hideaway—and this is yours. Explore our other listings: Braelee Studio and Braelee Sands via our Profile for more unique stays.

The Condo on Rose - A home away from home

Welcome to "The Condo" – your home away from home. This adults-only space is thoughtfully designed for comfort and privacy. Enjoy a queen bed with premium linen, a 55" wall-mounted TV, and a private entrance. The space is fully self-contained and separated from our home by a locked door. You may occasionally hear the natural sounds of a family household upstairs, but the space is completely yours to relax in and enjoy.

Crescent Head Luxury Hideaway

Indulge yourself, reconnect and relax in this luxurious, private, stylish space designed for couples. Your villa, with its heated magnesium pool, is set in landscaped gardens in a bamboo nursery on 20 acres of rural bushland 10 minutes from Crescent Head, one of the most famous surfing spots in the country. You’ll discover beautiful sandy beaches and lush national parks for bushwalking, camping and whale watching.

Paradise in Port, Lighthouse Beach

Welcome to our little paradise in a most beautiful part of the coast! Superb beaches, walks, rainforests, wildlife, great cafes, history, wineries....Port has it all! Guaranteed relaxation, so close to coastal walks & beaches and a short drive to the CBD. Port Macquarie is a great destination in itself, but a PERFECT half way stop to the far north!