Book Holiday Homes in Upper Kangaroo Valley

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Upper Kangaroo Valley

Secret Garden — Stay 3 Pay 2

Secret Garden — Stay 3 Pay 2

Bowral
With a stay at this vacation home in Bowral, you'll be within a 15-minute walk of Bowral Golf Course and Corbett Gardens.
Secret Garden — Stay 3 Pay 2
Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool

Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool

jamberoo
Located in Jamberoo, this vacation home is by the sea, within a 5-minute drive of Kiama Leagues Club and Kiama Seaside Markets.
Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool
Iona Park, Moss Vale, Southern Highlands

Iona Park, Moss Vale, Southern Highlands

Moss Vale
With a stay at this vacation home in Bowral (Moss Vale), you'll be within a 15-minute drive of Leighton Gardens and Moss Vale Golf Club.
Iona Park, Moss Vale, Southern Highlands
Save an average of 15% on thousands of hotels when you're signed in
Pet-friendly classic beach house with huge backyard, modern kitchen and bath

Pet-friendly classic beach house with huge backyard, modern kitchen and bath

Culburra Beach
Located in Culburra Beach, this vacation home is by the sea, a 3-minute walk from Culburra Beach and within a 5-minute drive of Wollumboola Lake.
Pet-friendly classic beach house with huge backyard, modern kitchen and bath
Seven Mile Heaven — Stay 3 Pay 2

Seven Mile Heaven — Stay 3 Pay 2

Gerroa
Located in Gerroa, this vacation home is within a 5-minute drive of Seven Mile Beach and Gerroa Boat Fisherman's Golf Club.
Seven Mile Heaven — Stay 3 Pay 2
Blackwood Manor Retreat - unforgettable moments for large families or groups.

Blackwood Manor Retreat - unforgettable moments for large families or groups.

Willow Vale
With a stay at this vacation home in Mittagong (Willow Vale), you'll be a 4-minute drive from Destination Southern Highlands and 7 minutes from Mount Gibraltar ...
Blackwood Manor Retreat - unforgettable moments for large families or groups.
The Boathouse/ Luxury Home/4mins walk Marina/Shops

The Boathouse/ Luxury Home/4mins walk Marina/Shops

Shell Cove
A stay at this vacation home places you in the heart of Wollongong, within a 5-minute drive of Shellharbour South Beach and Bushrangers Bay Aquatic Reserve.
The Boathouse/ Luxury Home/4mins walk Marina/Shops
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

Bowral
A stay at this vacation home places you in the heart of Bowral, within a 10-minute walk of Corbett Gardens and International Cricket Hall of Fame.
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST
Beautiful Large Country Home in the Perfect Location with tennis court & theatre

Beautiful Large Country Home in the Perfect Location with tennis court & theatre

Worrigee
Located in Nowra (Worrigee), this vacation home is within a 5-minute drive of Worrigee Nature Reserve and Brundee Swamp Nature Reserve.
Beautiful Large Country Home in the Perfect Location with tennis court & theatre
Don't see what you're looking for?
See all available properties in Upper Kangaroo Valley
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Upper Kangaroo Valley Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Upper Kangaroo Valley vacation homes are the perfect way for you to wing it.

Holiday houses in Upper Kangaroo Valley let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Upper Kangaroo Valley in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Upper Kangaroo Valley adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Upper Kangaroo Valley with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Upper Kangaroo Valley vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Upper Kangaroo Valley Holiday Homes essential information

Accommodation
997 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Secret Garden — Stay 3 Pay 2, Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool, Iona Park, Moss Vale, Southern Highlands, Pet-friendly classic beach house with huge backyard, modern kitchen and bath, Seven Mile Heaven — Stay 3 Pay 2, Blackwood Manor Retreat - unforgettable moments for large families or groups., The Boathouse/ Luxury Home/4mins walk Marina/Shops, Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST , Beautiful Large Country Home in the Perfect Location with tennis court & theatre

Top trending hotels in Upper Kangaroo Valley

Nova Kiama

Nova Kiama

3.5 out of 5
31 Bong Bong St, Kiama, NSW
Fully refundableReserve now, pay when you stay
Located in Kiama, Nova Kiama is near the airport, a 4-minute walk from Kiama Surf Beach and 10 minutes by foot from Kiama Blowhole.
Nova Kiama
Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Located in Bowral, Park Proxi Gibraltar Bowral is in the mountains, within a 5-minute drive of Corbett Gardens and Centennial Vineyards.
Park Proxi Gibraltar Bowral
Five Islands Hotel

Five Islands Hotel

3 out of 5
87-93 Five Islands Rd, Cringila, NSW
Fully refundableReserve now, pay when you stay
With a stay at Five Islands Hotel in Wollongong (Cringila), you'll be within a 5-minute drive of Australia's Industry World and Nan Tien Temple.
Five Islands Hotel
Save an average of 15% on thousands of hotels when you're signed in
Nightcap at Archer Hotel

Nightcap at Archer Hotel

3.5 out of 5
Cnr Princess Highway and Kalander St, Nowra, NSW
Fully refundableReserve now, pay when you stay
A stay at Nightcap at Archer Hotel places you in the heart of Nowra, a 5-minute drive from Nowra Golf Course and 8 minutes from Shoalhaven Zoo.
Nightcap at Archer Hotel
Don't see what you're looking for?
See all available properties in Upper Kangaroo Valley
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.