Cottage vacation rentals in Oakdale

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Top-rated cottage rentals in Oakdale

Guests agree: these cottages are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in Burradoo
4.83 out of 5 average rating, 205 reviews

Luxstowe Cottage

Luxstowe House is a historic cottage surrounded by wild, sprawling gardens on acres of land hidden just 5 mins drive from Bowral. Brimming with beautiful artworks and an abundance of books - it's a home you will never want to leave! The sweet country cottage is set at the bottom of a tree-lined drive and below an old barn once used as a sculpture studio and now as a tree nursery. Only 1.5 hours from Sydney, it will transport you to another world so you can relax & recharge on your next getaway.

Top guest favorite
A wooden deck extends from the cottage, flanked by lush green foliage and blooming purple flowers. Large glass doors offer a view into the living area, allowing natural light to fill the space. The serene landscape features rolling hills in the distance under a cloudy sky.
Cottage in Kurrajong Heights
4.99 out of 5 average rating, 372 reviews

MontPierre Rustic & Romantic Mountain Cottage

An Immersive Escape 🍁Fireplace 🍂Outdoor Bath 🍂Gourmet Services (pre booked) 🍁In-House Therapeutic Massages 🍂Valley Views Set on a hilltop, this stylish rustic cottage accommodation offers a unique window into mountain life Inviting for a cosy midweek escape or weekend retreat. Surrounded by trees and local wildlife, the outer village location feels private & laid back, with elevated views. Bush walks close by. The ambiance is relaxed blending comfort, vintage character & rustic charm.

Top guest favorite
A modern gray structure is set against green pastures and distant hills. Large windows reflect natural light and provide views of the surrounding landscape. A wooden deck leads to a lawn area, featuring a firepit and seating, ideal for outdoor relaxation.
Cottage in Gerringong
4.93 out of 5 average rating, 542 reviews

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

Top guest favorite
The charming cottage features a red roof and a welcoming front porch, with glass doors leading inside. Surrounding greenery includes vibrant flowers and lavender bushes, creating a peaceful garden ambiance. The gravel pathway enhances the entrance, inviting guests to explore the outdoor space.
Cottage in Wentworth Falls
4.99 out of 5 average rating, 702 reviews

Secret Garden Cottage

Stylishly appointed romantic mountain retreat exclusively for couples or singles . Nestled in a quiet garden at rear of the property, close-to charming village of Wentworth Falls. Walking distance to local pub, cafes and boutique shops, as well as train station . Close by to Charles Darwin Walk, Wentworth Falls lake and many other bushwalks and natural attractions. Leura village is just 5 minutes drive - beautiful gardens, lookouts, many cafes Katoomba is 10 min. drive, home of Scenic World

Top guest favorite
Cottage in Mittagong
4.99 out of 5 average rating, 329 reviews

Laurel Cottage, Southern Highlands

Experience this private stylish new two bedroom cottage nestled in a spacious park like setting. King and Queen beds, chef's kitchen, and comfy lounges. Relax by the fire with expansive views across rolling pasture to Gibbergunyah Nature Reserve. Located a short drive from Bowral, Berrima, Moss Vale and all the restaurants, shops, wineries with bush walks and bike tracks nearby. Your neighbours will be the local mob of kangaroos or newborn calves in the paddock adjacent to Laurel Cottage.

Top guest favorite
Cottage in Edith
4.99 out of 5 average rating, 284 reviews

Beautiful ‘Beechwood Cottage’.

Meander down a quiet country lane near the hamlet of Edith & immerse yourself in the charm of ‘Beechwood Cottage’. Only 12-minutes from Oberon & not on a noisy main road, our Cottage had its humble beginnings back in 1890s as a pisé or rammed-earth farm worker’s dwelling. It has been lovingly transformed into a warm, comfortable & modern country residence. Come, stay awhile… marvel at our wide-open skies, enjoy the song of the birds & be touched by the dusting of starlight.

Top guest favorite
A cozy living area features a wood-burning stove providing warmth, complemented by two leather sofas arranged around a square coffee table. Large windows showcase views of the surrounding nature, allowing natural light to fill the space.
Cottage in Woodlands
4.95 out of 5 average rating, 372 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Top guest favorite
The stone cottage features a rustic facade, constructed from local stone, set against a backdrop of lush green hills. Large windows provide natural light, while a landscaped garden surrounds the entrance, enhancing the tranquil rural environment.
Cottage in Rose Valley
4.92 out of 5 average rating, 168 reviews

Unique cottage on beautiful farm close to beaches

This gorgeous Stone cottage has been built from the local stone collected from the surrounding land. Built with recycled timbers and antique building materials it looks like it has been there for more than a century. It has just been fully renovated and has all new appliances. The bathrooms have floor heating to keep you cosy in winter. Enjoy beautiful views across our secluded little valley from your private balcony or the outside eating area. Close to beaches, Gerringong and Kiama.

Top guest favorite
A gravel driveway leads to a charming cottage nestled among trees. The building is partially obscured by morning mist, showcasing its muted colors and distinctive X-framed doors. Lush greenery lines the pathway, providing a serene entry to the home.
Cottage in Bundanoon
4.95 out of 5 average rating, 388 reviews

Pear Tree Cottage

Enjoy a peaceful country retreat in the heart of the Highlands surrounded by nature at its best. This spacious, newly renovated, two-bedroom cottage is a separate dwelling situated on 5 acres of parkland that can sleep up to 5 people. It has a kitchenette, dining table and comfy lounge with a cosy warm fireplace for cold nights and is just a 5 minute drive or 30 minute walk to Bundanoon village. Pear Tree Cottage gets its name from the ornamental pear trees that line the driveway.

Top guest favorite
A charming cottage is nestled among mature trees and lush greenery. A welcoming porch is visible, framed by garden beds and wooden fencing. The sloped roof and white exterior contribute to a peaceful, inviting ambiance in this tranquil garden setting.
Cottage in Berrima
4.98 out of 5 average rating, 461 reviews

Ardleigh Cottage in Berrima Village

Situated in the heart of historic Berrima, Ardleigh Cottage offers the discerning traveller all of the comforts of home in a tranquil and relaxing garden setting. Quiet yet very close to the many attractions of Berrima, this private abode is the perfect place for your Highlands stay. A historic pub, a cellar door, galleries, speciality shops, cafes, restaurants, historical places of interest and beautiful bush walks are all within walking distance from the cottage.

Top guest favorite
An outdoor fire pit surrounded by stone seating is featured, with flames flickering upward. A barbecue grill is visible to the left. The charming stone exterior of the Carriage House is displayed, along with tall trees and greenery in the background, enhancing the tranquil outdoor setting.
Cottage in Welby
4.98 out of 5 average rating, 126 reviews

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.

Guest favorite
Cottage in Little Hartley
4.97 out of 5 average rating, 297 reviews

Highfields Gatehouse

Enjoy a luxury stay at 'Highfields Gatehouse’, set amongst 5 acres of show gardens. Perfect for two couples wanting to relax and unwind in a unique setting. The property has expansive escarpment views, open fireplace, bath products, WIFI, 65” OLED TV, Netflix, Bose sound system, electric blankets, heaters and quality linen. The ‘show gardens’ include a picturesque walk amongst rare flowers, trees and a Japanese inspired pond.

Popular amenities for Oakdale cottage rentals