Osterville Guest Houses
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Guest Houses in Osterville
Winstead Inn
116 Parallel Harwich MA
Located in Harwich, Winstead Inn is in the historical district, a 3-minute drive from Harwich Port and 7 minutes from Bank Street Beach.
Pool
Breakfast included
The Lightkeepers Inn
25 Simpson's Lane Edgartown MA
Located in Edgartown, The Lightkeepers Inn is near the beach, within a 5-minute walk of Vincent House Museum and Old Whaling Church.
Parking included
Free WiFi
By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension Dennis Port MA
Located in Dennis Port, By the Sea Guests Bed & Breakfast & Suites is by the ocean, within a 10-minute drive of West Dennis Beach and Harwich Port.
On private beach
Parking included
Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails
Edgartown MA
A stay at this guesthouse places you in the heart of Edgartown, within a 5-minute drive of Katama Farm and Edgartown Public Library.
Free WiFi
Air conditioning
Fleetwing Guest House
158 Riverside Dr West Harwich MA
With a stay at Fleetwing Guest House in Northwest Harwich, you'll be within a 5-minute drive of Cape Cod Beaches and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre.
Pet friendly
Parking included
Sea Breeze Inn
270 Ocean Avenue Hyannis MA
$79 nightly
The price is $90 total per night
$90 total
Jan 23 - Jan 24
Total with taxes and fees
With a stay at Sea Breeze Inn in Hyannis, you'll be near the beach, a 4-minute walk from Cape Cod Beaches and a 3-minute drive from Hyannis Harbor.
Parking included
Free WiFi
Inn on the Beach
16 Bank Street Harwich Port MA
Located in Harwich Port, Inn on the Beach is a 2-minute drive from Harwich Port and 7 minutes from Cranberry Valley Golf Course.
On private beach
Breakfast included
Madison Inn
18 Kennebeck Avenue Oak Bluffs MA
A stay at Madison Inn places you in the heart of Oak Bluffs, a 1-minute drive from Inkwell Beach and 12 minutes from Edgartown Lighthouse.
Free WiFi
Air conditioning
Beach family gateway, modern 5BR, walk to the beach, big yard, firepit
Dennis MA
With a stay at this guesthouse in Dennis Port, you'll be within a 15-minute drive of Cape Cod Beaches and Hyannis Harbor.
Free WiFi
Air conditioning
Spacious Guest House in Falmouth Village
Falmouth MA
With a stay at this guesthouse, you'll be centrally located in Falmouth, within a 5-minute drive of Cape Cod Beaches and Main Street.
Pet friendly
Free WiFi
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.
Osterville Guest Houses essential information
Accommodation | 15 Guest Houses |
|---|---|
Lowest Price | $90 |
Highest Price | $90 |
Popular accommodation | Winstead Inn, The Lightkeepers Inn, By the Sea Guests Bed & Breakfast & Suites, Light-Filled Romantic Cottage Close to Village, Beach, Bike Path, Nature Trails, Fleetwing Guest House, Sea Breeze Inn, Inn on the Beach , Madison Inn, Beach family gateway, modern 5BR, walk to the beach, big yard, firepit, Spacious Guest House in Falmouth Village, Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air, Bright & Cozy with Patio, Grill and near the Beach & Golf |