Book Holiday Homes in Woolwich
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Featured Holiday Homes in Woolwich

Centerview cottage

Downtown Waterfront Cottage with shoreline sitting room

Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need "

Downtown Boothbay Harbor, 2-Story Cottage

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Boothbay Harbor Woodland Retreat

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Atlantic View - on the eastern cliffs of Bailey Island!
Woolwich 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 Woolwich vacation homes are the perfect way for you to wing it.
Holiday houses in Woolwich 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 Woolwich 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 Woolwich adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woolwich 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 Woolwich 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.
Woolwich Holiday Homes essential information
Accommodation | 585 Holiday Homes |
|---|---|
Lowest Price | NZ$157 |
Highest Price | NZ$794 |
Popular accommodation | Centerview cottage, Downtown Waterfront Cottage with shoreline sitting room, Summer 2026 ! Kayak on the Kennebec " EVERYTHING you need ", Downtown Boothbay Harbor, 2-Story Cottage, Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE, Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!, Boothbay Harbor Woodland Retreat, Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly., Atlantic View - on the eastern cliffs of Bailey Island! |
Top trending hotels in Woolwich

The Brunswick Hotel

The Federal

Travelers Inn

Holiday Inn Express Hotel & Suites Freeport by IHG
More ways to explore Woolwich
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^Subject to availability and chosen travel dates.
