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Our top choices for Osterville vacation homes

Ocean View Room @ Beach Resort / Habitat *HOT TUB*

Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Cape Cod
The price is ¥15,864
¥48,887 total
includes taxes & fees
May 4 - May 5
Ocean View Room @ Beach Resort / Habitat *HOT TUB*

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, (6 reviews)
"Great place! Great host!"
United States
Moira C.
The price is ¥21,274
¥47,508 total
includes taxes & fees
Apr 26 - Apr 27
Make this charming, modern retreat your home away from home!!

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
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ¥20,940
¥93,602 total
includes taxes & fees
Apr 21 - Apr 22
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is ¥28,397
¥62,035 total
includes taxes & fees
Apr 26 - Apr 27
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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, (130 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 ¥39,660
¥60,780 total
includes taxes & fees
Apr 20 - Apr 21
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

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 ¥47,592
¥120,376 total
includes taxes & fees
Apr 22 - Apr 23
Classic Cape House Walking Distance to the Beach - Many recent upgrades

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 ¥23,637
¥82,031 total
includes taxes & fees
Apr 26 - Apr 27
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

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 ¥23,637
¥81,192 total
includes taxes & fees
May 4 - May 5
Cozy Large Home in Harwich with Patio near Wequassett Resort

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (13 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 ¥29,840
¥93,344 total
includes taxes & fees
Apr 26 - Apr 27
Modern Beach & Pond Getaway; Heart of Cape Cod

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very Good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is ¥22,210
¥63,004 total
includes taxes & fees
Apr 19 - Apr 20
Charming 3 bed room with magnificent views & large deck

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"Overall the property was perfect. Great location, super clean and plenty of room for our family of 4. The only negative I can say is that the property is a duplex and that’s not mentioned in the listing. Overall great spot and would stay there again!"
United States
Edward R.
The price is ¥51,304
¥111,389 total
includes taxes & fees
Apr 19 - Apr 20
Coastal Haven in West Dennis

Mermaid House @ The Compound Beach Resort Habitat

Mermaid House @ The Compound Beach Resort Habitat
Cape Cod
8.0 out of 10, Very Good, (7 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 ¥27,762
¥108,970 total
includes taxes & fees
Apr 19 - Apr 20
Mermaid House @ The Compound Beach Resort Habitat

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is ¥28,555
¥77,890 total
includes taxes & fees
Apr 21 - Apr 22
Falmouth Oasis

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is ¥23,637
¥77,476 total
includes taxes & fees
Apr 29 - Apr 30
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

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 ¥49,972
¥129,638 total
includes taxes & fees
Apr 24 - Apr 25
Family Cottage Close to Beach!!

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 ¥17,133
¥57,374 total
includes taxes & fees
Apr 20 - Apr 21
Oldest Town of Cape Cod In The Historic District

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!
Barnstable
10.0 out of 10, Exceptional, (31 reviews)
"It was a great stay and clean home. Recommend people to stay here"
United States
Charbel T.
The price is ¥79,320
¥155,239 total
includes taxes & fees
Apr 19 - Apr 20
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

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 ¥87,252
¥192,264 total
includes taxes & fees
Apr 19 - Apr 20
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Private beach, hot tub, and dog friendly – The Keeper!

Private beach, hot tub, and dog friendly – The Keeper!
Brewster
9.8 out of 10, Exceptional, (17 reviews)
"The property is beautiful and in great location. The house is cozy and comfortable. We would stay there again!!!"
United States
Lori L.
The price is ¥54,720
¥180,461 total
includes taxes & fees
Apr 20 - Apr 21
Private beach, hot tub, and dog friendly – The Keeper!

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, (187 reviews)
"great stay! fantastic location."
United States
Emily P.
The price is ¥55,365
¥141,438 total
includes taxes & fees
May 17 - May 18
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
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
328
Accommodation
2897 Vacation Homes
Lowest Price
¥47,508
Highest Price
¥192,264