Find Historic Hotels in Osterville, MA

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Check availability on Osterville Historic Hotels

This weekend
12 Jun - 14 Jun
Next weekend
19 Jun - 21 Jun

Our top choices for Osterville historic hotels

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
23 Jun - 24 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 841 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 434
AED 1,140 total
includes taxes & fees
21 Jun - 22 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Exterior

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

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Onset
9.6 out of 10, Exceptional, (29 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 1,949 total
includes taxes & fees
10 Jun - 11 Jun
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
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!
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, (111 reviews)
"Nice quiet neighborhood but close to a lot of different attractions. The home was perfect for our needs."
United States
Ryan T.
The price is AED 1,146
AED 2,989 total
includes taxes & fees
11 Jun - 12 Jun
★ 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 837
AED 2,455 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 2,695 total
includes taxes & fees
11 Jun - 12 Jun
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Outdoor dining

**Amazing SALTWATER FRONT on Follins Pond!! ** 4bdrm/2bth

**Amazing SALTWATER FRONT on Follins Pond!! ** 4bdrm/2bth
Yarmouth
10.0 out of 10, Exceptional, (25 reviews)
"We loved this home for a girls weekend away. Thank you Meg! "
United States
Sarah H.
The price is AED 3,655
AED 6,066 total
includes taxes & fees
30 Jun - 1 Jul
**Amazing SALTWATER FRONT on Follins Pond!! ** 4bdrm/2bth
Interior

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Tisbury
10.0 out of 10, Exceptional, (58 reviews)
"We loved the location and place was great!"
United States
Eileen M.
The price is AED 1,943
AED 2,482 total
includes taxes & fees
14 Jun - 15 Jun
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
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.
View all properties

Top Osterville Hotel Reviews

Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"I originally chose this particular hotel because of it's convenient location to the Hyannis beaches as well as the mall. For visitors who enjoy a variety of restaurants, this location was ideal. However, I was pleasantly surprised at the variety of 'things to do' right on the property grounds. I was able to enjoy a mini-vacation without even leaving the property! I really enjoyed the cozy fire pit set up with Adirondack chairs and a corn hole game just outside my room, which had a quaint deck set up with chairs and a small table for my morning breakfast and coffee. I spent a relaxing day reading one of my favorite books beside the meticulously maintained outdoor pool, and I really appreciated all of the hanging planters and window boxes that were overflowing with color. And, one last commendation, the hotel's mattresses were extremely comfortable and the linens were divine! I would highly recommend your property to my family and friends! Thank you for an enjoyable stay!"
Sheri 3-night trip
Posted 2 hours ago
Cape Sands Inn

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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.