A house by a lake with boats.

4 Stars Hotels in Osterville, Massachusetts from CA $174

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Check availability on Osterville 4 Star Hotels

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Osterville 4-star hotels

An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

1. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
Hyannis
United States
Izaura
CA $228
CA $342 total
includes taxes & fees
Oct 25 - Oct 26
Margaritaville Resort Cape Cod
A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".
A row of white bicycles with brown seats and wicker baskets, parked in front of a white building with black railings and large windows.
A modern indoor dining area with a wooden table, chairs, and a decorative wall with string lights.
A bartender pouring a drink into a gold cocktail shaker.

2. Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
West Yarmouth
United States
Margaret
CA $147
CA $174 total
includes taxes & fees
Nov 1 - Nov 2
Uncommoner Hotel by Reverie Boutique Collection
A bedroom with a large bed, a view of the outdoors through sliding glass doors, and a balcony with a white railing.
A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
A two-story building with a symmetrical facade, large glass doors, and a brick-paved entrance.

3. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Krystin
CA $285
CA $334 total
includes taxes & fees
Nov 2 - Nov 3
Faraway Martha's Vineyard
A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.
A rooftop bar with outdoor seating and a view of the water.
An outdoor patio with tables and chairs, umbrellas, and a bar area.
An outdoor bar area with multiple screens displaying sports, surrounded by patrons.

4. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Pamela
CA $269
CA $389 total
includes taxes & fees
Oct 25 - Oct 26
The Mansion at Ocean Edge
An outdoor patio with round tables and chairs, a fire pit, and a covered seating area with string lights.
A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.
A modern lounge area with a stone wall, a flat-screen TV, and comfortable seating.
A lobby with a stone wall, a TV, and seating areas.

5. Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
Hyannis
Canada
Tammie
CA $163
CA $187 total
includes taxes & fees
Nov 6 - Nov 7
Doubletree by Hilton Cape Cod - Hyannis
A modern living room with a sofa, coffee table, and various decorative items.
A spacious outdoor seating area with sofas and chairs, a central table, and a view of the landscape.
A bedroom with a bed, pillows, a bedside table with a clock and books, and a window with a view of trees.
A marina with multiple sailboats docked, surrounded by houses and greenery.

6. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
United States
John
CA $129
CA $244 total
includes taxes & fees
Oct 25 - Oct 26
AutoCamp Cape Cod
A large, historic building with a prominent tower, a courtyard with a small water feature, and a well-maintained garden.
A spa room with stone walls, a large rock centerpiece, and multiple beds with white linens.
A man and woman in a hot tub with a stone wall and flowers in the background.
A garden patio with stone flooring, wooden chairs, a fire pit, and a pond.

7. Mirbeau Inn & Spa

Mirbeau Inn & Spa
Plymouth
United States
Katerin
CA $550
CA $614 total
includes taxes & fees
Nov 2 - Nov 3
Mirbeau Inn & Spa
A multi-story hotel with a grand entrance, a flagpole, and a well-lit facade.
A multi-story hotel with a balcony, a flag, and a sign for 'Chesca's'.
A cozy living room with a brown leather ottoman, wicker chairs, a round table, and a window with blinds.
A dining area with a table set for breakfast, wicker chairs, and a view through a window.

8. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
United States
Austin
CA $389
CA $434 total
includes taxes & fees
Oct 18 - Oct 19
Vineyard Square Hotel & Suites
A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.
A cozy living room with a fireplace, a Christmas tree, and festive decorations.
A corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.
A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

9. Winstead Inn

Winstead Inn
Harwich
United States
Karen
CA $318
CA $364 total
includes taxes & fees
Oct 27 - Oct 28
Winstead Inn
An outdoor patio area with wicker furniture, a round table with a fire pit, and a white chair.
A two-story white house with dark shutters, an American flag, and a sign indicating 'The Inn at Varnum Hill'.
A living room with a grand piano, a sofa, a coffee table with drinks and fruit, and a patterned rug.
A grand piano in a room with a wooden floor, checkered curtains, and a framed painting on the wall.

10. The Inn at Yarmouth Port

The Inn at Yarmouth Port
Yarmouth Port
United Kingdom
Christopher
CA $412
CA $472 total
includes taxes & fees
Oct 31 - Nov 1
The Inn at Yarmouth Port
A two-story house with a symmetrical facade, a central entrance, and a flag.
A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.
A living room with two armchairs, a sofa, a fireplace, and a window with curtains.
A hotel room with a bed, nightstand, lamp, microwave, coffee maker, and a tray with snacks and a vase of flowers.

11. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
Brewster
United States
Dvir
CA $429
CA $490 total
includes taxes & fees
Oct 22 - Oct 23
Candleberry Inn on Cape Cod
A balcony with a view of a beach, a table with a vase of flowers, and a chair.
A room with large windows overlooking a beach, a table with a bottle and glasses, and a chair.
A spacious living room with a large window, a ceiling fan, and a glass coffee table with flowers.
Two blue Adirondack chairs facing a sunset over a beach with a fence and vegetation in the foreground.

12. Winstead Beach Resort

Winstead Beach Resort
Harwich Port
United States
William
CA $413
CA $473 total
includes taxes & fees
Oct 18 - Oct 19
Winstead Beach Resort
A two-story house with a porch, a star decoration, and outdoor seating.
A dining table with a plate of food, a mug, and a bowl of berries.
A dining area with a wooden table and chairs, large windows with a view of greenery, and a vase with flowers on the table.
A spacious living room with large windows, a patterned rug, and two sofas.

13. Sea Meadow Inn

Sea Meadow Inn
Brewster
United States
Joanne
CA $392
CA $456 total
includes taxes & fees
Oct 21 - Oct 22
Sea Meadow Inn
A large, two-story house with a grand entrance, large columns, and a balcony.
A wooden side table with a lamp, a glass vase with flowers, and a magazine with a yellow boat on it.
A patio with a table set for breakfast, outdoor seating, and potted plants.
A bedroom with a bed, a sofa, a TV, and a window with shutters.

14. The Inn At Cape Cod

The Inn At Cape Cod
Yarmouth Port
United States
Harini
The Inn At Cape Cod
Pool
Dining
Living area
Property grounds

15. Starlight Lodge Cape Cod

Starlight Lodge Cape Cod
Dennis
United States
Pat
Starlight Lodge Cape Cod
A table set with plates, glasses, a mug, and a blue hydrangea.
A two-story building with a sign reading "The Orchard House."
A swimming pool with a fountain, surrounded by greenery and a gazebo.
A bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

16. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
United States
Grace
CA $430
CA $492 total
includes taxes & fees
Nov 4 - Nov 5
Brewster by the Sea Inn
Two people sitting on a wooden bench outdoors, with a stone fireplace in the background.
A two-story house with a gravel driveway, a front porch, and a well-maintained lawn.
A residential swimming pool with lounge chairs and umbrellas, surrounded by flowering bushes.
A marina with boats docked, a grassy area in the foreground, and buildings in the background.

17. The Platinum Pebble Boutique Inn - Adults Only

The Platinum Pebble Boutique Inn - Adults Only
West Harwich
United States
David
The Platinum Pebble Boutique Inn - Adults Only
A beach with a sunset, calm water, and rocks.
A covered outdoor seating area with wicker furniture and a blue cushioned sofa.
A bar area with a wooden barrel, glasses, candles, and a martini glass.
A dining area with wicker furniture, wooden tables, and large windows with views of trees.

18. The Old Manse Inn

The Old Manse Inn
Brewster
United States
Shannon
CA $368
CA $421 total
includes taxes & fees
Nov 1 - Nov 2
The Old Manse Inn
A neatly arranged bedroom with a large bed, a bedside table, a chair, a TV mounted on the wall, and a window with blinds.
A dining area with black leather chairs, dark wooden tables, and white bowls.
A kitchen counter with a knife and a cutting board, a sign with a flower, and a view of a dining area through glass doors.
A two-story building with a covered porch and a sign for Sea Street Inn.

19. Sea Street Inn

Sea Street Inn
Hyannis
United States
John
CA $374
CA $428 total
includes taxes & fees
Nov 1 - Nov 2
Sea Street Inn
A covered porch with wicker furniture, a glass table, and a bookshelf.
A white metal structure with a shelf, a metal basket, and a metal hook against a wooden wall.
A modern living room with a sofa, a dining area, and a kitchen.
A covered outdoor seating area with wicker furniture, a glass table, and a view of the outdoors.

20. Cappawack Cottage Firepit & Private Beach Nearby

Cappawack Cottage Firepit & Private Beach Nearby
Johns Pond
Cappawack Cottage Firepit & Private Beach Nearby
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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
CA $414
CA $499 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Harbor View Hotel
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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
Storefronts with signs for Coastal Style, Sara Campbell, and Oyster Island Emporium.

Top Osterville Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Didn’t like the room next to the pool, especially on the first floor. No privacy. No fresh air. No sunlight. Had a damp feeling in the room the whole week. But we did like Nate the bar tender!"
James 4-night trip
Posted 1 day ago
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Beautiful hotel. I’d stay again"
Ediley 3-night trip
Posted 2 days ago
Uncommoner Hotel by Reverie Boutique Collection
Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"My stay was wonderful. The well-maintained and beautiful hotel had the best staff I’ve ever experienced!"
Krystin 2-night trip
Posted 2 days ago
Faraway Martha's Vineyard

Find out more about Osterville

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Osterville are calling your name. Known for providing first-rate service in amazing locations, each of the Osterville 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Osterville. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Osterville, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Osterville hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Osterville?
Expedia travellers highly recommend Doubletree by Hilton Cape Cod - Hyannis. From its handy amenities to its attentive staff, every feature of this 4-star hotel in Osterville is designed to provide an unforgettable vacation experience.
How much does it cost to stay in a 4-star hotel in Osterville?
We can help you quickly locate the ideal 4-star hotel for your trip to Osterville. Use our filter tool to tailor your search by things like price, amenities and star rating and get access to fantastic deals in a few clicks.
  • Search for the lowest price from CA $499
What's the difference between 5-star and 4-star hotels in Osterville?
Offering an inviting guest experience and upmarket surroundings, 4-star hotels are an excellent option for your Osterville break. These types of stays generally feature lots of useful amenities that make it simple to unpack and unwind — think 24-hour room service, pools and gyms. Or live in the lap of luxury at a 5-star hotel designed to pamper with exclusive perks and amenities. Full-service health clubs, premium toiletries and gourmet dining are typically featured at these plush retreats.

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