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Check availability on Osterville 4 Star Hotels

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Osterville 4 Star Hotels

Outdoor pool, pool umbrellas, pool loungers
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4.0 star property
Hyannis
8.8 out of 10, Excellent, (408)
"The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here ! "
United States
Stephen
The price is 3.118.979 ₫
5.078.541 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Margaritaville Resort Cape Cod
Exterior
Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis

4.0 star property
Hyannis
8.4 out of 10, Very good, (875)
"Nice room, freindly staff. The downside is the food was pricey. "
United States
Steffanie
The price is 2.958.602 ₫
3.386.307 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Doubletree by Hilton Cape Cod - Hyannis
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very good, (1000)
"Amazing stay and location! "
United States
Joanne
The price is 3.506.545 ₫
5.522.110 ₫ total
includes taxes & fees
3 Dec - 4 Dec
The Mansion at Ocean Edge
Reception
AutoCamp Cape Cod

AutoCamp Cape Cod

4.0 star property
Falmouth
9.4 out of 10, Exceptional, (300)
"Overall we enjoyed our stay.. "
United States
Mardia
The price is 4.429.320 ₫
6.125.644 ₫ total
includes taxes & fees
30 Dec - 31 Dec
AutoCamp Cape Cod
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4.0 star property
Plymouth
9.6 out of 10, Exceptional, (452)
"Great stay , beautiful property and wonderful food! Will stay again! "
United States
Jean
The price is 9.465.035 ₫
11.573.708 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Mirbeau Inn & Spa
Front of property – evening/night
Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites

4.0 star property
Edgartown
9.2 out of 10, Wonderful, (309)
"Beautiful property. Would stay here again. "
United States
Thomas
The price is 9.623.225 ₫
10.749.274 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Vineyard Square Hotel & Suites
Seasonal outdoor pool, pool umbrellas, pool loungers
Winstead Inn

Winstead Inn

4.0 star property
Harwich
9.4 out of 10, Exceptional, (126)
"Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again."
United States
Anonymous traveller
Winstead Inn
Seasonal outdoor pool
Starlight Lodge Cape Cod

Starlight Lodge Cape Cod

4.0 star property
Dennis
8.2 out of 10, Very good, (26)
"Great place to stay! Dog friendly, cute, and convenient!"
United States
Patrick
Starlight Lodge Cape Cod
Terrace/patio
Brewster by the Sea Inn

Brewster by the Sea Inn

4.0 star property
West Brewster
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is 8.385.342 ₫
9.597.261 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Brewster by the Sea Inn
Front of property – evening/night
The Inn At Cape Cod

The Inn At Cape Cod

4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (90)
"I thought the property was one of the best on the Cape having stayed in many. Service was great and room was wonderful."
United States
Mark
The Inn At Cape Cod
Deluxe Room, 1 King Bed, Balcony, Beach View | Pillow-top beds, individually decorated, individually furnished
Winstead Beach Resort

Winstead Beach Resort

4.0 star property
Harwich Port
9.2 out of 10, Wonderful, (60)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
United States
Robert
Winstead Beach Resort
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated
Sea Street Inn

Sea Street Inn

4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is 6.216.492 ₫
7.114.884 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Sea Street Inn
View from property
The Old Manse Inn

The Old Manse Inn

4.5 star property
Brewster
9.8 out of 10, Exceptional, (252)
"The Old Manse Inn is amazing and everything they advertise! "
United States
David
The Old Manse Inn
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

4.5 star property
Brewster
10.0 out of 10, Exceptional, (139)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is 8.146.785 ₫
9.323.982 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Candleberry Inn on Cape Cod
BBQ/picnic Area
The Platinum Pebble Boutique Inn - Adults Only

The Platinum Pebble Boutique Inn - Adults Only

4.0 star property
West Harwich
9.8 out of 10, Exceptional, (23)
"We had a wonderful stay,Shaun and Sharon were so helpful, wanting to ensure we got the most out of our trip. The breakfasts were a highlight, delicious xx"
United Kingdom
susan
The Platinum Pebble Boutique Inn - Adults Only
View from room
The Inn at Yarmouth Port

The Inn at Yarmouth Port

4.0 star property
Yarmouth Port
9.6 out of 10, Exceptional, (120)
"We liked everything, the hosts were amazing and helpful, breakfasts top-notch, great climate control in the room, modern comfort in historic setting"
United States
Vladimir
The Inn at Yarmouth Port
Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, pool loungers
Captain Freeman Inn

Captain Freeman Inn

4.0 star property
Brewster
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
United States
Jennifer
Captain Freeman Inn
Interior
Cappawack Cottage

Cappawack Cottage

4.0 star property
Mashpee
Cappawack Cottage
House, Multiple Beds, Kitchen, Garden View | Living area | TV
The Endless Summer Hideaway

The Endless Summer Hideaway

4.0 star property
Fells Pond
The Endless Summer Hideaway
Exterior
Lookout Point

Lookout Point

4.0 star property
Falmouth Heights
Lookout Point
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Osterville.
Harbor View Hotel

Harbor View Hotel

131 N Water Street Marthas Vineyard Edgartown MA
Get rates
8.8/10 Excellent! (1,000 reviews)
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Learn more about Osterville

Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.

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Osterville showing a bay or harbor

Top Osterville Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Osterville?
Expedia customers love staying at Doubletree by Hilton Cape Cod - Hyannis. From its handy amenities to its welcoming staff, every feature of this 4-star hotel in Osterville is designed to deliver an incredible holiday experience.
How much does it cost to stay in a 4-star hotel in Osterville?
With Expedia's search and sort filters, landing a great deal on a 4-star hotel in Osterville just got easier. Start by keying in your chosen arrival date and length of your stay. Then list the results by price and pick a hotel that best fits your style and budget.

  • Search for the lowest price from 3.386.307 ₫

What's the difference between 5-star and 4-star hotels in Osterville?
Offering an inviting traveller experience and upscale surroundings, 4-star hotels are a wonderful option for your Osterville holiday. These kinds of stays generally feature loads of handy amenities that make it simple to unpack and recharge — think large beds, bathrobes, pools and gyms. Or enjoy even more lavishness at a 5-star hotel designed to indulge you in exclusive perks and amenities. Concierge assistance, premium toiletries and gourmet dining are typically included at these swanky properties.

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