Holiday rentals in Gloucester

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Top-rated holiday rentals in Gloucester

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Guest favourite
A light-filled living space features a spacious blue sofa arranged around a coffee table. A neutral area rug is laid on wood flooring. A dining table with four chairs is visible, adorned with a floral arrangement and decorative items. Large windows frame a scenic view of the surrounding landscape.
Cottage in Waukivory
4.96 out of 5 average rating, 158 reviews

Waukivory Estate - The Cottage

Nestled in the serene heartland of dairy and cattle country, Waukivory Estate beckons you to experience countryside living at its finest. Located 20-minute drive from Gloucester, the gateway to Barrington, this idyllic property offers a peaceful retreat for those seeking respite from busy life. Situated just 3-hour drive from Sydney and 1 hour from t Seal Rocks. The Cottage offers an escape, inviting you to unwind, explore, and create lasting memories. Bunkhouse is l6 metres from The Cottage.

Top guest favourite
A modern cabin is set amidst lush greenery, with its expansive glass windows reflecting the surrounding landscape. The structure features a large covered patio and a stone wall, offering a seamless connection to the outdoor space and vineyard beyond.
Cabin in Stroud
4.97 out of 5 average rating, 267 reviews

Mill Pond Cabin: Boutique Vineyard Stay

Enjoy this unique, boutique, secluded vineyard stay in your very own cabin amongst the vines. Nestled in the outskirts of the wonderful NSW country town of Stroud, on a 15-acre boutique vineyard, protected beneath the escarpment of Peppers Mountain & bounded by pristine Mill Creek. Enjoy everything the country has to offer with a swim in the creek and a fire pit under the stars. Or if you prefer the finer things in life, a hot tub overlooking the vines, air-conditioning inside, and much more.

Guest favourite
The historic cottage with a green roof is surrounded by lush grass and mature trees. A covered verandah wraps around the front, providing a welcoming outdoor space. Scenic countryside views extend in the background under a clear blue sky with scattered clouds.
Cottage in Barrington
4.94 out of 5 average rating, 119 reviews

Old Schoolmaster's Cottage on the Barrington River

Our historic Cottage has stood graciously on the banks of the Barrington River since the 1880s. Scenic countryside is at your doorstep: enjoy a rambling walk and splash in the river. In winter, rekindle by the slow combustion fire, and let your soul unwind. Take in the tranquil scenery, with beauty that captivates as the seasons change. Only a 10 minute drive to Gloucester, you’ll be close enough to anything you might need during your stay. Welcome, we hope you’ll enjoy this gentle friend.

Top guest favourite
A spacious bedroom features a comfortable bed adorned with soft pillows. A large window opens onto a serene view of the landscape, framed by dark curtains. A wooden chair and mirror add a rustic touch to the airy space.
Cabin in Possum Brush
4.96 out of 5 average rating, 143 reviews

Dark Horse - boutique farm shed - horse friendly

Dark Horse provides stylish self-contained villa accommodation near forest and beaches on the stunning Barrington Coast, NSW. Set on our 10 acre farm on the site of an old dairy, we've built a unique one bedroom retreat including some of the original timbers to create an airy open plan space opening onto views of the small valley and paddocks, picking up the sea breezes. We're located just 8kms north of Nabiac on the Mid North Coast, just off the Pacific Highway. Forster is a 10 min drive.

Top guest favourite
The tiny home, crafted in a modern style, is set on a spacious deck surrounded by nature. A hot tub and eco fuel fire pit are prominent features, with comfortable seating options provided by outdoor chairs. Large glass doors invite abundant natural light.
Tiny home in Dalwood
4.97 out of 5 average rating, 175 reviews

Hunter Valley Tiny Home - Relaxing Country Retreat

SAUNA and ICE BATH!! Wellness weekend awaits you! Enjoy the views next to the fire pit or from the hot tub, our tiny home is fully equipped to entertain and cook. Find us in the Hunter Valley Wine country on 50 stunning acres! Extremely private home property, we welcome you to relax in our very big beautiful backyard amongst the mountains! Including a pizza oven and bbq on the deck. Very relaxing and peaceful stay. Close to Hunter Valley wineries, cafes and groceries! Check out our guidebook.

Guest favourite
The cottage features a two-story design with a welcoming blue front door. A shaded porch is lined with benches, offering a space to relax outdoors. Neatly trimmed hedges and an expansive lawn extend in front of the house, with picturesque mountains visible in the background.
Cottage in Mograni
4.95 out of 5 average rating, 128 reviews

Tugwood Cottage

Gorgeous 2 bedroom cottage set in a vineyard with beautiful park like grounds and panoramic views. Set on 250 acres, there is plenty of room to explore. Unwind and relax - entertain on the patio overlooking the vines, take a dip in the plunge pool and enjoy the peaceful countryside while only 10 minutes from Gloucester village. Wine tasting available when the owner is onsite. Note guests are not permitted to participate in film or photography that is intended for commercial use or profit.

Top guest favourite
A contemporary eco hut is set against a backdrop of lush greenery and blue sky. It features a wooden deck with a freestanding tub and potted plants. Large windows allow natural light to fill the interior, enhancing the connection to the serene outdoor environment.
Tiny home in Cobark
4.97 out of 5 average rating, 278 reviews

Barrington Eco Hut

Relax and unwind in an exclusive riverside location. Simplify your life, slow down, unwind, escape from the digital world, no WiFi, or mobile reception, surrounded by just the sounds of nature. Make this your base to explore the nearby world heritage listed Barrington Tops National Park. The Eco Hut is architecturally designed luxury, with hot shower, composting toilet and outdoor fire pit. Experience sitting around the fire under the stars, relax in the hammock, read a book, or just be.

Top guest favourite
A bright and airy living space features large glass windows offering expansive views of the surrounding valley. The area includes a dining table with a potted plant, a comfortable sofa, and a modern kitchen with a sleek design, all enhanced by natural light.
Home in Lambs Valley
5 out of 5 average rating, 159 reviews

Off grid home| Mountain views| Pool | Fireplace

*This is a Remote Adults only retreat. *4WDs are preferable but AWDs SUV Cars will be ok as well. *Get away from the city life, enjoy a Slow Stay. *50 mins from Newcastle *2 1/2 hours from Sydney and 30 mins to Maitland and Branxton ,only 40 mins to the wineries . *There is around 3km of Tarred and dirt road (Private) * 110 acre property * 1500 feet up on the escapement *Pool looking over the valley. *Architecturally designed to have breath taking views *Meet the horses and wildlife

Top guest favourite
A rustic cottage constructed of red bricks is framed by rows of blooming lavender. Two windows adorned with white borders provide a glimpse into the structure, while the surrounding landscape features rolling hills in the backdrop. The scene is set during a tranquil dusk.
Cottage in Pokolbin
4.98 out of 5 average rating, 577 reviews

The Studio on Pokolbin Mountain - Stunning views!

"The Studio" is situated in the heart of the Hunter Valley wine region with wineries and concert venues just minutes away. Perfect for a romantic getaway or to simply escape the hustle and bustle. There are many beautiful walks and sights to see right on your door step including wonderful wild life. The Studio" is one of two cottages on the property. If we are already booked and you would love to stay please look up "Amelies On Pokolbin Mountain" also listed on Air BnB.

Guest favourite
A charming cottage is nestled among tall trees, featuring a wrap-around verandah that enhances its connection to nature. Large windows provide glimpses of the inviting interior, while the surrounding greenery creates a serene atmosphere.
Cottage in Bombah Point
4.96 out of 5 average rating, 486 reviews

Eco Spa Cottage

Architecturally designed eco cottages on 100 acres of peaceful bushland and surrounded by National Park. Enjoy a queen bedroom, spa bath, wood fire, full kitchen, verandah with hammock & BBQ, plus a loft with extra beds. Explore the veggie patch, orchard & meet the chickens. Relax with a swim in the mineral pool or a game in the rec room. Ideal for couples, families & wellness retreats—Bombah Point is your place to slow down, reconnect with nature & breathe easy.

Top guest favourite
A charming cabin sits adjacent to a tranquil dam, reflecting the surrounding greenery. Towering trees provide a natural backdrop, while a grassy area invites outdoor activities. The cabin features a modest deck, enhancing the connection with nature.
Tiny home in Paterson
5 out of 5 average rating, 162 reviews

Rustic Tiny Home in Bush Setting

Switch off, ground yourself in nature and relax at "Little Melaleuca." Soak in the outdoor clawfoot bath under a breathtaking milky way or cozy up around a crackling campfire & cook your dinner over hot coals. Nestled in the foothills of the Hunter Valley on 4 acres in an idyllic bush setting you can unwind & listen to the wildlife. Built sustainably using local & recycled materials with large vintage & ledlight windows to enjoy uninterrupted views & sunshine.

Top guest favourite
A covered outdoor patio features two white Adirondack chairs positioned around a firepit, surrounded by gravel and greenery. A table is visible beside the chairs, offering a view of the grassy paddock and trees in the distance under a clear blue sky.
Cottage in Nabiac
4.97 out of 5 average rating, 231 reviews

Farm Stay 'Baroona Dairy'

Baroona Dairy Cottage is located just 5kms out of Nabiac on the Mid North Coast, close to beautiful beaches, forest hikes & cafes. We're only 3 mins from the Pacific Hwy, 20 mins from Blackhead & Diamond Beach and 25 mins from Forster/ Tuncurry. Once a working dairy, now converted to a one bedroom cottage with a spacious, sun-filled living area, full kitchen, newly renovated bathroom and cosy Queen-sized bedroom with a beautiful outlook onto the paddocks.

Popular amenities for Gloucester holiday rentals

When is the best time to visit Gloucester?

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Avg. price$154 SGD$140 SGD$154 SGD$158 SGD$164 SGD$165 SGD$216 SGD$177 SGD$239 SGD$251 SGD$205 SGD$246 SGD
Avg. temp23°C23°C22°C20°C17°C15°C14°C15°C17°C19°C20°C22°C

Frequently Asked Questions

  • Are there family-friendly house rentals in Gloucester?

    Gloucester has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Gloucester?

    Experience the best of Gloucester with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Gloucester?

    Four-legged friends are welcome in Gloucester. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Gloucester?

    Yes! Work meets play with ease at over 10 vacation rentals in Gloucester featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Gloucester have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Gloucester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gloucester have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Gloucester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gloucester have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Gloucester. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Gloucester have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Gloucester. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Gloucester

  • Total holiday rentals

    Explore 30 holiday rentals in Gloucester

  • Nightly prices starting at

    Gloucester holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Gloucester holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gloucester rentals

  • 4.8 Average rating

    Gloucester stays are highly rated by guests – averaging 4.8 out of 5!

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