A house by a lake with boats.

Find 4 Star Hotels in Osterville, MA from $132

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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 cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.
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.

1. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
Hyannis
United States
Izaura
$211 nightly
$242 total
Nov 1 - Nov 2
Total with taxes and fees
Margaritaville Resort Cape Cod
A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".
A bar area with a patterned wall, wicker chairs, and a tiled floor.
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
$120 nightly
$137 total
Nov 1 - Nov 2
Total with taxes and fees
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 living room with a sofa, chairs, a coffee table, and a bookshelf filled with decorative items.
A spacious lobby with a reception desk, a large sofa, and a chandelier.
A spacious dining area with a long table surrounded by wicker chairs, wooden panel walls, and large windows.

3. Faraway Martha's Vineyard

Faraway Martha's Vineyard
Edgartown
United States
Krystin
$236 nightly
$263 total
Nov 1 - Nov 2
Total with taxes and fees
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.
A beach with numerous blue umbrellas and lounge chairs.

4. The Mansion at Ocean Edge

The Mansion at Ocean Edge
Brewster
United States
Pamela
$237 nightly
$271 total
Nov 17 - Nov 18
Total with taxes and fees
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 lobby with a stone wall, a TV, and seating areas.
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.

5. Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis
Hyannis
Canada
Tammie
$116 nightly
$132 total
Oct 30 - Oct 31
Total with taxes and fees
Doubletree by Hilton Cape Cod - Hyannis
A modern living room with a sofa, coffee table, and various decorative items.
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.
A modern kitchen with a wooden ceiling, a central island with stools, and a bar area.

6. AutoCamp Cape Cod

AutoCamp Cape Cod
Falmouth
United States
John
$154 nightly
$173 total
Oct 25 - Oct 26
Total with taxes and fees
AutoCamp Cape Cod
A large, historic building with a prominent tower, a courtyard with a small water feature, and a well-maintained garden.
A garden patio with stone flooring, wooden chairs, a fire pit, and a pond.
A man and woman in a hot tub with a stone wall and flowers in the background.
A spa room with stone walls, a large rock centerpiece, and multiple beds with white linens.

7. Mirbeau Inn & Spa

Mirbeau Inn & Spa
Plymouth
United States
Katerin
$389 nightly
$435 total
Nov 2 - Nov 3
Total with taxes and fees
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 dining area with a table set for breakfast, wicker chairs, and a view through a window.
A cozy living room with a brown leather ottoman, wicker chairs, a round table, and a window with blinds.

8. Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites
Edgartown
United States
Austin
$275 nightly
$307 total
Oct 18 - Oct 19
Total with taxes and fees
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 corner building with a curved roof, large windows, and a well-maintained garden with various plants and flowers.
A cozy living room with a fireplace, a Christmas tree, and festive decorations.
A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

9. Winstead Inn

Winstead Inn
Harwich
United States
Karen
$225 nightly
$258 total
Oct 21 - Oct 22
Total with taxes and fees
Winstead Inn
An outdoor patio area with wicker furniture, a round table with a fire pit, and a white chair.
A grand piano in a room with a wooden floor, checkered curtains, and a framed painting on the wall.
A two-story white house with dark shutters, an American flag, and a sign indicating 'The Inn at Varnum Hill'.
A hotel room with a large bed, a bedside table with a lamp, a chair, and a tray with snacks and drinks.

10. The Inn at Yarmouth Port

The Inn at Yarmouth Port
Yarmouth Port
United Kingdom
Christopher
$292 nightly
$334 total
Oct 31 - Nov 1
Total with taxes and fees
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 table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

11. Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod
Brewster
United States
Dvir
$303 nightly
$347 total
Oct 22 - Oct 23
Total with taxes and fees
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 two-story building with a sign reading "Winston Inn and Boardwalk."
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
$318 nightly
$363 total
Oct 18 - Oct 19
Total with taxes and fees
Winstead Beach Resort
A two-story house with a porch, a star decoration, and outdoor seating.
A house with a blue door and a number '187' on the front.
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
$254 nightly
$291 total
Oct 27 - Oct 28
Total with taxes and fees
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 hallway with a wooden dresser, a mirror, and framed pictures on the wall.

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 garden with a white pergola, various plants, and a large tree.
A swimming pool with a fountain, surrounded by greenery and a gazebo.
A two-story building with a sign reading "The Orchard House."

16. Brewster by the Sea Inn

Brewster by the Sea Inn
West Brewster
United States
Grace
$304 nightly
$348 total
Nov 4 - Nov 5
Total with taxes and fees
Brewster by the Sea Inn
A set of Adirondack chairs with a small round table in a garden setting.
Two people sitting on a wooden bench outdoors, with a stone fireplace in the background.
A wide sandy beach with people sunbathing and swimming, a gentle slope on one side, and a calm sea.
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 dining area with wicker furniture, wooden tables, and large windows with views of trees.
A large, two-story house with a well-maintained lawn and a prominent tree in front.
A bar area with a wooden barrel, glasses, candles, and a martini glass.

18. The Old Manse Inn

The Old Manse Inn
Brewster
United States
Shannon
$260 nightly
$298 total
Nov 1 - Nov 2
Total with taxes and fees
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 two-story building with a covered porch and a sign for Sea Street Inn.
A dining area with black leather chairs, dark wooden tables, and white bowls.
A modern kitchen with stainless steel appliances, a central island, pendant lighting, and a textured wall.

19. Sea Street Inn

Sea Street Inn
Hyannis
United States
John
$265 nightly
$303 total
Nov 1 - Nov 2
Total with taxes and fees
Sea Street Inn
A covered porch with wicker furniture, a glass table, and a bookshelf.
A covered outdoor seating area with wicker furniture, a glass table, and a view of the outdoors.
A modern living room with a sofa, a dining area, and a kitchen.
A white metal structure with a shelf, a metal basket, and a metal hook against a wooden wall.

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
$303 nightly
$339 total
Nov 17 - Nov 18
Total with taxes and 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 14 hours 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 1 day 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

Osterville Four Star Hotel Information

When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Osterville, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Osterville 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service.

Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Osterville. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Osterville, Massachusetts, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop.

Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Osterville hotels offer everything your heart desires.

Frequently asked questions

What are the best 4-star hotels in Osterville?
Expedia travelers enjoy staying at Doubletree by Hilton Cape Cod - Hyannis. From its handy amenities to its attentive service, every aspect of this 4-star hotel in Osterville is designed to provide an awesome guest experience.
How much does it cost to stay in a 4-star hotel in Osterville?
Expedia can help you quickly locate the perfect 4-star hotel for your vacation in Osterville. Use our handy filter tool to fine-tune your search by things like amenities, budget and hotel star rating and get access to terrific deals in a few clicks.
  • Search for the lowest price from $339
What's the difference between 5-star and 4-star hotels in Osterville?
Offering a welcoming traveler experience and upmarket surroundings, 4-star hotels are a terrific option for your Osterville vacation. These kinds of accommodations generally feature loads of useful amenities that make it easy to unpack and unwind — think large beds, bathrobes, pools and gyms. Or enjoy even more lavishness at a 5-star hotel designed to indulge you in high-end perks and amenities. 24-hour front desk, complimentary toiletries and gourmet dining are typically included at these deluxe properties.

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