Hotels in Osterville
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Chatham Tides
Chatham Tides
Brewster Green Resort
Brewster Green Resort
The Mansion at Ocean Edge
The Mansion at Ocean Edgecleanliness Serene seaside escape with luxurious spa services and pristine private beach access.

The Villages at Ocean Edge
The Villages at Ocean Edge
Charm on Main
Charm on Maincleanliness Enjoy a Cape Cod getaway at this golf-adjacent retreat with a refreshing pool.

Candleberry Inn on Cape Cod
Candleberry Inn on Cape Codcleanliness Escape to historic elegance on Cape Cod with spa services and easy beach access.

An English Garden Bed & Breakfast
An English Garden Bed & Breakfastcleanliness Charming seaside B&B with complimentary full breakfast and beach activities nearby.

The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront Resortcleanliness Take a dip steps away from Cape Cod's sandy shores at this beachfront hotel.

Pelham House Resort
Pelham House Resortcleanliness Oceanfront escape near Sea Street Beach with private shoreline and outdoor pool.

Jonathan Edwards Motel
Jonathan Edwards Motelcleanliness Dive into relaxation at this Cape Cod escape with a refreshing pool minutes from the harbor.

Brewster by the Sea Inn
Brewster by the Sea Inncleanliness Charming Cape Cod escape with outdoor pool and daily breakfast near Mayflower Beach.

Love Farms Lodge
Love Farms Lodgecleanliness Serene beachside escape with seasonal pool and free parking in West Dennis.

Coastal Haven in West Dennis -15
Coastal Haven in West Dennis -15
The Captain Farris House B&B
The Captain Farris House B&Bcleanliness Charming B&B in South Yarmouth with full breakfast and peaceful garden setting.

Veranda Cape Cod Family Resort
Veranda Cape Cod Family Resort
The Escape Inn
The Escape Inncleanliness Seasonal Cape Cod escape with outdoor pool and close to hiking trails.

All Seasons Resort, Trademark Collection by Wyndham
All Seasons Resort, Trademark Collection by Wyndhamcleanliness Escape to Cape Cod beaches with indoor and seasonal outdoor pools for year-round fun.

Ocean Club on Smuggler's Beach
Ocean Club on Smuggler's Beachcleanliness Beach retreat on Cape Cod with indoor pool and private beach access.

Parker Beach Lodge
Parker Beach Lodgecleanliness Beachside getaway close to Thachers Beach with a refreshing seasonal pool.
Go beyond your typical stay in Osterville
Top landmarks in Osterville
Learn more about Osterville
A village where old money whispers rather than shouts, with cedar-shingled mansions discreetly tucked behind privet hedges along Nantucket Sound. The Crosby Yacht Yard continues America's oldest wooden boat-building tradition, crafting vessels that define nautical elegance. Main Street offers boutiques where shopkeepers know regular customers by name and favorite oyster preference. Dowses Beach provides perfect swimming without the Cape's usual crowds, while Nantucket Sound's protected waters make sailing feel like gliding across glass. The village center maintains its charm through strict preservation, with not a chain store in sight. For a perfect day, grab morning pastries from a Main Street bakery before heading to Public Beach with a good book and zero agenda.

Check out reviews of Osterville hotels guests love

Vineyard Harbor Motel - Private Beach
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