Family-friendly holiday rentals in Gloucester

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Gloucester

  • Total holiday rentals

    Explore 20 holiday rentals in Gloucester

  • Nightly prices starting at

    Gloucester holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Wifi availability

    10 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!

Top-rated family-friendly rentals in Gloucester

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A private pool area is surrounded by lush greenery and manicured gardens. Two loungers are positioned beside the pool, which reflects the clear blue sky. A low fence encloses the space, providing a sense of seclusion.
Cottage in Duckenfield
4.92 out of 5 average rating, 117 reviews

The Cottage - Berry House

Nestled among old heritage gardens on 5 acres near Morpeth in the Hunter Valley, this gorgeous cottage is part of the Berry House Estate built in 1857. Cosy up and unwind, or explore the broader Hunter Valley. The self contained cottage (converted servants quarters), is your own little oasis within the broader grounds of Berry House. Use the pool and sauna, explore the gardens, collect some farm fresh eggs, feed the sheep or just chill. Delightful spot for kids with friendly cat and two dogs.

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, 161 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, 272 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, 120 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, 147 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
A modern architectural home, set among native trees, features a metal roof and extensive glass windows offering views of the surrounding bushland. The elevated design creates a spacious outdoor area, while natural greenery surrounds the building, providing a sense of seclusion.
Cabin in Vacy
4.97 out of 5 average rating, 413 reviews

Inala Wilderness Retreat

Inala, which means peaceful place, is the perfect escape. Nestled on 7 acres of native bushland, this architect designed home boasts complete privacy and commands spectacular views across to the Barrington Tops through its extensive North facing windows. Featuring open plan living with polished timber floors and vaulted ceiling the feeling is relaxed, bright and spacious and the perfect antidote to a hectic life. We have 2 bedrooms with king sized beds, one which splits into two singles.

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
4.98 out of 5 average rating, 283 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.

Guest favourite
An aerial view captures the expansive avocado farm, featuring neatly organized rows of avocado trees set against rolling hills. Lush green tones dominate the landscape, with distant mountainous vistas under a clear blue sky, creating a serene countryside ambiance.
Home in Comboyne
4.98 out of 5 average rating, 345 reviews

Hilltop Farm Stay - The Ultimate Relax

We are an Avocado Farm in Comboyne that offers boutique accommodation for those who are looking for a relax & reset in the countryside. The home is surrounded by avocado trees and mountain views. Amenities include a spa, games room, smart TV's, fire pit, comfortable beds and a well-equipped kitchen, set up for the ultimate relax. ***Please note: We charge per head for our accommodation, if you are found having more guests than you have paid for you will be charged.***

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, 491 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 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
4.98 out of 5 average rating, 242 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.

Top guest favourite
The self-contained studio is nestled on a gently sloping green hill, featuring a modern design with large windows that reflect the surrounding landscape. A covered terrace extends from the front, with views of trees and open space, creating an inviting outdoor connection.
Cottage in Minimbah
4.99 out of 5 average rating, 408 reviews

Rudders River View Cottage -Architecture With Soul

Located on 48 beautiful undulating acres of hobby farm. Self contained studio offers a modern, stylish, warm and comfortable private space. Unlimited fast NBN internet with Netflix. Mid North Coast 2 hrs and 40 min north of Sydney & 20 minutes from Blackhead Beach or 45 minutes from the pristine Boomerang and Bluey's beaches The stay includes a continental breakfast of freshly home baked bread and jams and granola and some real free range eggs.

Guest favourite
A historic house features a charming facade with intricate details and a covered verandah furnished with a railing. Large windows invite natural light, while the surrounding greenery adds a touch of nature, creating a tranquil setting in the heart of Dungog.
Home in Dungog
4.93 out of 5 average rating, 136 reviews

Three Rivers Rest

Three Rivers Rest, is a restored 100yr old house in the historical town of Dungog, in the Hunter Valley and base of the Barrington Tops. This three bed house is pet friendly & perfect for up to two families or couples to ride, relax and enjoy the views of the Cooreei Hills. Close to The Common mountain bike tracks and a stroll to Dungog's emerging arts scene, historical James Theatre, Tin Shed Brewery, cafes, restaurants and boutiques.

Popular amenities for Gloucester family-friendly rentals