Holiday rentals in Penna

The Wayfarer ~ Stunning water views

A piece of paradise overlooking stunning Pirates Bay at Eaglehawk Neck, the gateway to the treasures of the Tasman Peninsula. Step into a charming, original beach shack, lovingly restored. A peaceful, romantic space to pause, breathe and listen to the lullaby of the waves and soak in the surroundings. An ideal base to explore Port Arthur, Three Capes walk, scenic cruises and pristine beaches. With incredible views, this heavenly little wonderland promises to create some cherished memories

The Stand Alone

The Stand Alone is an intimate, earthy retreat made for 2 Our cabin is a sanctuary where forest meets the sea, a quiet place for communion and reconnection with nature. Amid the salty air and birdsong, our bed looks to the trees and a deep bath with unlimited hot water. Humble living in luxury, the wood stove keeps things cozy and Belgian cushions are perfect for sprawling out in the evenings. Located in sleepy Lufra Cove, a magical corner of Eaglehawk Neck. Follow us at @thestandalonetasmania

Mountain Stone Cottage — Near City, Worlds Away

Tucked away in Fern Tree, just minutes from Hobart, this stone cottage isn’t just a place to stay — it’s a place to switch off. No noise. No rush. Just crisp mountain air, towering trees, and a home that feels like it’s been waiting for you. Built from stone and full of character, every detail has been designed to feel calm, grounded, and quietly beautiful — the kind of space where you instantly breathe a little deeper. This is Tasmania at its best — raw, peaceful, and completely unbothered.

Architecturally Designed Rural Retreat

This welcoming home is beautifully appointed with Scandi-inspired interiors and presents the perfect space for peaceful escapes or Tasmanian adventures. Grab a book, a glass of wine and make yourself at home at this stunning getaway, overlooking rolling hills and peaceful eucalypts. The house offers 3 bedrooms, 2 bathrooms (including an ensuite and a bathtub), lovely living area, aircon, fireplace, large dining table, fully-equipped modern kitchen and outdoor sitting. Located on a 5 acres lot.

Three capes cabin.

Set amongst native gum and banksia the cabin overlooks the clear waters of little Norfolk Bay. Externally blending in with its environment and internally featuring detailed timberwork using Tasmanian Oak giving a natural feel. Centrally located within the Tasman Peninsula it's a short drive to everything on offer. Featuring: Designer kitchen/bathroom Indoor and outdoor bath Double shower Board games and books Woodheater Desk/study room King size bed Firepit area Air con Outdoor dining BBQ

By the Lagoon

Situated on the edge of Calverts lagoon nature reserve we welcome you to our little piece of paradise. From your door walk to explore the quiet lagoon, reserve and surf beach. Enjoy star gazing and hunting the Aurora Australis from your private deck. Located near South Arm (5 min) and Hobart (30 min). The space is cozy and comfortable with ample ammenities, attentive hosts and a unique and detailed guest book. Perfect for a little get away to relax or as a base to explore Southern Tasmania.

Bridgecroft Cottage - Heart of Historic Richmond

Discover your perfect getaway in this lovely, fresh, and modern Hamptons-style cottage, ideally situated in the heart of Richmond. This two-bedroom retreat offers a cozy and stylish home base for your travels, blending classic charm with contemporary comfort. Step into the welcoming, open-plan living and dining area, where bright natural light fills the space. The main living area flows seamlessly from a comfortable lounge with plush grey sofas into a dining space and a well-equipped kitchen.

Beach Front Retreat- with a bush path to the water

Welcome to your perfect beachside escape, just 10 minutes from the Airport. The Hobart CBD is just 25 mins away! This new home is nestled in the bush and has direct access to a secluded beach along a bush track (with steps), good mobility is essential. You'll enjoy the sound water lapping the shore and stunning water views right from your deck. This escape is fully furnished for your comfort, and amenities include a washer, dryer, TV and outdoor dining area to soak up the sun and sea breeze.

Slow Beam.

We want to offer visitors to Hobart a unique & luxurious accommodation experience, which connects modern design with its rugged, bush environment. Located in West Hobart, we are a short 8 minute drive to the Salamanca water front. Our 2 story house is nestled in a private bushy street, with amazing views of the Derwent River, South Hobart, Sandy Bay & beyond. The home is spacious and private, yet surrounded by (harmless) local wildlife. You will see many wallabies grazing on the property.

Arden Retreat - The Croft at Richmond

Immerse yourself in the ultimate nature experience as you unwind at The Croft of Arden. This handcrafted accommodation rests in the hills of the historic village of Richmond. It enjoys complete seclusion yet located only 5 minutes from the town centre. With careful attention to detail in textures and finishes, The Croft is positioned to leave you feeling refreshed and enveloped in nature. Complete your sensory experience as you bask under dark skies in the woodfired hot tub. Simply magic!

The Studio: unique seclusion & private beach

An epic location at the end of a private road is a fully self-contained studio designed by renowned Tasmanian architects Circa Morris-Nunn . Beautiful and wild, historic and sensitive to its surrounds. The Studio is edged by Pittwater Estuary and the Coal River. A remote hideaway just 30 mins from Hobart and 15 mins to Richmond and Coal River wineries and restaurants.. Relax and unwind on your own private beach. Enjoy the art, some of which has been made in the studio itself.

Orchards Nest - private, mineral hot tub w/ views

Getaway from the everyday and embrace relaxation. Nestled high on a hill overlooking glorious sunrises/sunsets, rolling green hills and orchards, blue skies and towering green gum trees. Friendly wildlife, twinkling stars and a custom made hot tub are yours when you stay here. Fall asleep on luxurious linen. Feel the quiet stillness of the surrounding Tasmanian bush. Pause from the race of life, rest, recharge, connect with nature and rejuvenate.