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Check availability on Osterville Historic Hotels

Next weekend
12 Jun - 14 Jun
In two weeks
19 Jun - 21 Jun

Our top choices for Osterville historic hotels

Exterior detail

Charming Antique Boathouse Located Directly On Long Pond.

Charming Antique Boathouse Located Directly On Long Pond.
Plymouth
9.8 out of 10, Exceptional, (112 reviews)
"The hosts were very accommodating. Our arrival was late, and it was easy to get into the boathouse."
United States
Mark P.
Charming Antique Boathouse Located Directly On Long Pond.
Property entrance

Chapter House

Chapter House
3.5 star property
Yarmouth Port
9.2 out of 10, Wonderful, (166 reviews)
"Very friendly and attentive staff! Had a great stay."
United States
Gabby
The price is AED 621
AED 711 total
includes taxes & fees
8 Jun - 9 Jun
Chapter House
Sun loungers, beach towels

Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (132 reviews)
"Very clean and well kept home. We had everything we needed. Will rent again in the future."
United States
Sara
The price is AED 661
AED 845 total
includes taxes & fees
11 Jun - 12 Jun
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Beach

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (114 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AED 515
AED 1,245 total
includes taxes & fees
21 Jun - 22 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
Onset
9.6 out of 10, Exceptional, (24 reviews)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is AED 1,062
AED 2,101 total
includes taxes & fees
14 Jun - 15 Jun
Spacious and Bright , Very Close to Beach!
Exterior

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Onset
9.8 out of 10, Exceptional, (28 reviews)
"This place is beautiful, so clean and close to great restaurants and a clean and beautiful beach. We went to celebrate a birthday and it was perfect! "
United States
Larisa
The price is AED 951
AED 1,961 total
includes taxes & fees
8 Jun - 9 Jun
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Terrace/patio

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (27 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Terrace/patio

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Bass River
10.0 out of 10, Exceptional, (110 reviews)
"Nice quiet neighborhood but close to a lot of different attractions. The home was perfect for our needs."
United States
Ryan T.
★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Smart TV, fireplace, books

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Dennis
9.8 out of 10, Exceptional, (59 reviews)
"Amazing property! Great location - able to walk to restaurants and very close to beaches. We loved that it was on a quiet street and we were able to bring our dog. House was also stocked with a ton of amenities and very much felt like we were right at home! "
United States
Christine G.
The price is AED 867
AED 2,464 total
includes taxes & fees
10 Jun - 11 Jun
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Beach nearby, sun loungers, beach towels

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (32 reviews)
"Nice, quiet neighborhood location. "
United States
Jennifer S.
The price is AED 1,223
AED 2,703 total
includes taxes & fees
9 Jun - 10 Jun
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
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.
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Top Osterville Hotel Reviews

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

10/10 Excellent
"The room was great, had a view of the water, room 137, or 139 face the marina, you can see the ferries come in. The contenential breakfast that is included was great. The only thing I don’t like is they now charge $10.00 per night for parking, and $35.00 per night resort fee. The staff are all wonderful."
Judy 3-night trip
Posted 8 hours ago
Anchor In Distinctive Waterfront Lodging

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Frequently asked questions

What should a history enthusiast expect from a trip to Osterville?
You're likely already making plans to see the places with historical relevance while you're staying in Osterville. And while you are here in the area, why not also explore all you'll find to see and do here?
How many historical hotels are there in Osterville?
In Osterville, there are 84 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical places and other sights in Osterville?
Favorite places to visit include Cape Cod Beaches, Stand Up & Paddle Cape Cod, and Dowses Beach. Additionally, you might want to add Public Beach to your agenda.
What is a historic hotel like in Osterville?
When you choose a historic hotel, you'll sleep in a building that has an official historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be considered a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of historic hotels in Osterville, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value and how it shaped the community.
Do historic hotels in Osterville have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, while interiors have safety features and modern conveniences. Visitors can expect the amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi, and more. When you book a historic hotel in Osterville, it doesn't mean you're choosing a place that's uncomfortable for guests or rundown.