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Our top choices for Osterville vacation homes

Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!
Wareham
9.8 out of 10, Exceptional, (7 reviews)
"Great place! Great host!"
United States
Moira C.
The price is ¥21,055
¥47,020 total
includes taxes & fees
May 10 - May 11
Make this charming, modern retreat your home away from home!!

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (132 reviews)
"Beautiful room and view, hosts were communicative and check in/out were easy. Would definitely stay here again!"
United States
Alexander L.
The price is ¥31,402
¥50,158 total
includes taxes & fees
May 6 - May 7
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

The Bunk Room @ The Compound ~Fish-Hunt-Breakfast

The Bunk Room @ The Compound ~Fish-Hunt-Breakfast
Cape Cod
The price is ¥7,851
¥25,329 total
includes taxes & fees
Jun 1 - Jun 2
The Bunk Room @ The Compound ~Fish-Hunt-Breakfast

Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
10.0 out of 10, Exceptional, (3 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
The price is ¥28,686
¥70,801 total
includes taxes & fees
May 13 - May 14
Cozy Riverfront Stay in Wareham

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is ¥51,028
¥123,275 total
includes taxes & fees
May 6 - May 7
Classic Cape House Walking Distance to the Beach - Many recent upgrades

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ¥21,055
¥75,982 total
includes taxes & fees
May 6 - May 7
Cozy Large Home in Harwich with Patio near Wequassett Resort

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
The price is ¥20,725
¥95,286 total
includes taxes & fees
May 6 - May 7
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is ¥28,262
¥76,731 total
includes taxes & fees
May 6 - May 7
Falmouth Oasis

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed this Cape Cottage, centrally located in mid-cape. Clean with comfortable beds and host is very helpful. We will be back!"
United States
Linda P.
The price is ¥29,675
¥63,128 total
includes taxes & fees
May 21 - May 22
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Mermaid House @ The Compound Beach Resort Habitat

Mermaid House @ The Compound Beach Resort Habitat
Cape Cod
8.4 out of 10, Very Good, (8 reviews)
"Love the place but felt like would of been better if the owner wasn’t around not that they where bad or annoying just didn’t feel like we was like away felt like we was being watched but besides that loved it Wish barbecue was working and speaker in house was weird set up but besides that it was amazing"
United States
Oscar B.
The price is ¥7,851
¥81,544 total
includes taxes & fees
May 31 - Jun 1
Mermaid House @ The Compound Beach Resort Habitat

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Popponesset
10.0 out of 10, Exceptional, (188 reviews)
"great stay! fantastic location."
United States
Emily P.
The price is ¥47,009
¥131,175 total
includes taxes & fees
May 17 - May 18
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
10.0 out of 10, Exceptional, (7 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is ¥86,356
¥190,289 total
includes taxes & fees
May 6 - May 7
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is ¥22,468
¥79,629 total
includes taxes & fees
May 6 - May 7
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (15 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is ¥28,827
¥90,857 total
includes taxes & fees
May 6 - May 7
Modern Beach & Pond Getaway; Heart of Cape Cod

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (10 reviews)
"Great location. Good central location to explore the area."
United States
Robyn L.
The price is ¥27,555
¥35,669 total
includes taxes & fees
Jun 2 - Jun 3
Cape Cod's "Beach Rose"

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is ¥50,777
¥110,245 total
includes taxes & fees
May 6 - May 7
Coastal Haven in West Dennis

Oldest Town of Cape Cod In The Historic District

Oldest Town of Cape Cod In The Historic District
Sandwich
9.0 out of 10, Wonderful, (17 reviews)
"We enjoyed our two night stay."
United States
Lonnie W.
The price is ¥17,664
¥58,133 total
includes taxes & fees
May 6 - May 7
Oldest Town of Cape Cod In The Historic District

4-bedroom house in lovely Edgartown..Centrally located

4-bedroom house in lovely Edgartown..Centrally located
Edgartown
The price is ¥35,327
¥145,215 total
includes taxes & fees
May 9 - May 10
4-bedroom house in lovely Edgartown..Centrally located

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is ¥49,458
¥128,305 total
includes taxes & fees
May 6 - May 7
Family Cottage Close to Beach!!

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (26 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is ¥70,655
¥130,308 total
includes taxes & fees
May 6 - May 7
The Seashell Cove - Martha's Vineyard
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.
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Top Osterville Hotel Reviews

Find out more about Osterville

Osterville Vacation Homes information

Number of reviews
439
Accommodation
2900 Vacation Homes
Lowest Price
¥25,329
Highest Price
¥190,289