Book Holiday Homes in Osterville
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Featured Holiday Homes in Osterville

Newly Renovated Near Amazing Sunset Beach

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom

Moon Compass Escape – Spacious Cape Cod Retreat

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach

WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed

Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole
Osterville 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 Osterville vacation homes are the perfect way for you to wing it.
Holiday houses in Osterville 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 Osterville 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 Osterville adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Osterville 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 Osterville 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.
Osterville Holiday Homes essential information
Accommodation | 2955 Holiday Homes |
|---|---|
Lowest Price | NZ$148 |
Highest Price | NZ$333 |
Popular accommodation | Newly Renovated Near Amazing Sunset Beach, 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill, Cape Getaway 4 Bedroom w/ Outdoor Shower, Ramp Access to Water, New Bathroom, Moon Compass Escape – Spacious Cape Cod Retreat, Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub, Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown, Completely Renovated Cottage Overlooking Nantucket Sound with Private Beach, WATERFRONT Kayaks & SUP’s ★ Pet friendly ★ HOT TUB ★ Firepit & FPL★ King bed, Falmouth Luxury Retreat - Walk to Beaches - Heated Pool - Near Wood's Hole |
Top trending hotels in Osterville

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Margaritaville Resort Cape Cod

Cape Sands Inn

Falmouth Inn
More ways to explore Osterville
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^Subject to availability and chosen travel dates.
