Compare and book 4 Star hotels in Osterville, Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Osterville 4 Star Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep

Top Osterville 4 Star Hotels

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

Margaritaville Resort Cape Cod

4.0 star property
8.8 out of 10, Excellent, (287)
"Great location for families "
The price is 3.985.330 ₫
6.069.678 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Margaritaville Resort Cape Cod
AutoCamp Cape Cod
Reception

AutoCamp Cape Cod

4.0 star property
9.4 out of 10, Exceptional, (279)
"Beautiful location and great amenities! Clean and comfortable rooms. Great, unique experience!"
The price is 4.027.502 ₫
5.665.377 ₫ total
includes taxes & fees
9 Sept - 10 Sept
AutoCamp Cape Cod
Doubletree by Hilton Cape Cod - Hyannis
Exterior

Doubletree by Hilton Cape Cod - Hyannis

4.0 star property
8.4 out of 10, Very good, (853)
"We had a short but wonderful stay. The property and staff surpassed all of my expectations."
The price is 5.354.628 ₫
6.128.372 ₫ total
includes taxes & fees
21 Sept - 22 Sept
Doubletree by Hilton Cape Cod - Hyannis
The Mansion at Ocean Edge
Terrace/patio

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very good, (1001)
"Amazing stay and location! "
The price is 9.370.269 ₫
11.646.802 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Mansion at Ocean Edge
Mirbeau Inn & Spa
Exterior

Mirbeau Inn & Spa

4.0 star property
9.6 out of 10, Exceptional, (436)
"Great stay , beautiful property and wonderful food! Will stay again! "
The price is 10.892.444 ₫
13.168.194 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Mirbeau Inn & Spa
Starlight Lodge Cape Cod
Seasonal outdoor pool

Starlight Lodge Cape Cod

4.0 star property
7.8 out of 10, Good, (20)
"Great place to stay! Dog friendly, cute, and convenient!"
Starlight Lodge Cape Cod
Vineyard Square Hotel & Suites
Front of property – evening/night

Vineyard Square Hotel & Suites

4.0 star property
9.2 out of 10, Wonderful, (290)
"The staff was very friendly and helpful! We would definitely stay here again. "
The price is 10.411.410 ₫
11.629.677 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Vineyard Square Hotel & Suites
Winstead Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (119)
"A wonderful property with a beautiful and quiet pool area and easy private beach access through its sister property."
The price is 8.480.687 ₫
10.288.846 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Winstead Inn
Candleberry Inn on Cape Cod
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio

Candleberry Inn on Cape Cod

4.5 star property
10.0 out of 10, Exceptional, (137)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
The price is 9.702.380 ₫
11.104.362 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Candleberry Inn on Cape Cod
The Inn at Yarmouth Port
View from room

The Inn at Yarmouth Port

4.0 star property
9.6 out of 10, Exceptional, (114)
"We liked everything, the hosts were amazing and helpful, breakfasts top-notch, great climate control in the room, modern comfort in historic setting"
The Inn at Yarmouth Port
The Inn At Cape Cod
Front of property – evening/night

The Inn At Cape Cod

4.0 star property
9.6 out of 10, Exceptional, (87)
"We absolutely loved our stay at the Inn at Cape Cod. The owners were very friendly & make you feel right at home. Our room was comfortable and breakfast was great! I would definitely recommend to any visitors. "
The price is 9.989.682 ₫
11.433.046 ₫ total
includes taxes & fees
4 Sept - 5 Sept
The Inn At Cape Cod
The Old Manse Inn
View from property

The Old Manse Inn

4.5 star property
9.8 out of 10, Exceptional, (248)
"The Old Manse Inn is amazing and everything they advertise! "
The price is 7.116.660 ₫
8.145.149 ₫ total
includes taxes & fees
21 Sept - 22 Sept
The Old Manse Inn
Winstead Beach Resort
Front of property

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (57)
"Very nice hotel, staff. Great location for relaxing visit to the mountains. "
The price is 7.557.893 ₫
9.168.894 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Winstead Beach Resort
Brewster by the Sea Inn
Terrace/patio

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (167)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
The price is 8.845.218 ₫
10.123.317 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Brewster by the Sea Inn
Sea Street Inn
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated

Sea Street Inn

4.0 star property
10.0 out of 10, Exceptional, (43)
"Very nicely renovated small property with a fantastic breakfast."
The price is 10.181.772 ₫
11.653.074 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Sea Street Inn
The Platinum Pebble Boutique Inn - Adults Only
BBQ/picnic Area

The Platinum Pebble Boutique Inn - Adults Only

4.0 star property
9.8 out of 10, Exceptional, (20)
"Wonderful stay, could not recommend this B&B more! Great breakfast, beautiful room, perfect location."
The Platinum Pebble Boutique Inn - Adults Only
Captain Freeman Inn
Outdoor pool, open 7:00 AM to 7:00 PM, pool umbrellas, pool loungers

Captain Freeman Inn

4.0 star property
10.0 out of 10, Exceptional, (70)
"The room I stayed in was gorgeous. "
The price is 9.225.300 ₫
10.558.488 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Captain Freeman Inn
Cappawack Cottage
Interior

Cappawack Cottage

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

The Endless Summer Hideaway

4.0 star property
The Endless Summer Hideaway
Lookout Point
Exterior

Lookout Point

4.0 star property
Lookout Point
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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)
Still don't see what you're looking for?
See all properties in Osterville.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

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.

See all hotels in Osterville

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 3.985.330 ₫

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.