Holiday Homes in Osterville

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Our top choices for Osterville holiday 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, (6 reviews)
"Great stay. Clean, comfortable, and exactly as listed. Perfect location with a great backyard to grill or sit by the fire pit. Check-in was easy and the host was very responsive. Would definitely book again!!"
United States
Laura D.
The price is NZ$481
includes taxes & fees
2 Mar - 3 Mar
Make this charming, modern retreat your home away from home!!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"Lovely house with nice location."
United States
amy d.
The price is NZ$1,119
includes taxes & fees
2 Mar - 3 Mar
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
8.8 out of 10, Excellent, (3 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is NZ$517
includes taxes & fees
2 Mar - 3 Mar
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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, (50 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is NZ$968
includes taxes & fees
2 Mar - 3 Mar
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Big Sandy Beachcomber

Big Sandy Beachcomber
Ponds of Plymouth
9.6 out of 10, Exceptional, (14 reviews)
"Our stay was perfect! The house was clean and the host very responsive throughout! Would definitely stay again!"
United States
Ben L.
The price is NZ$638
includes taxes & fees
2 Mar - 3 Mar
Big Sandy Beachcomber

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 NZ$834
includes taxes & fees
8 Mar - 9 Mar
Cozy Large Home in Harwich with Patio near Wequassett Resort

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 NZ$966
includes taxes & fees
2 Mar - 3 Mar
Coastal Haven in West Dennis

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 NZ$655
includes taxes & fees
2 Mar - 3 Mar
Cozy Riverfront Stay in Wareham

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, (129 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 NZ$622
includes taxes & fees
2 Mar - 3 Mar
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12 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 NZ$923
includes taxes & fees
12 Mar - 13 Mar
Modern Beach & Pond Getaway; Heart of Cape Cod

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (212 reviews)
"This beautiful well-appointed home was the perfect spot for a girlfriend’s getaway. Walkable to the shops and restaurants, nice big rooms for chats, and a great kitchen island to congregate around for breakfast. We loved our time here!"
United States
Annemarie G.
The price is NZ$719
includes taxes & fees
3 Mar - 4 Mar
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

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 NZ$1,309
includes taxes & fees
2 Mar - 3 Mar
Family Cottage Close to Beach!!

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
8.0 out of 10, Very good, (5 reviews)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is NZ$542
includes taxes & fees
2 Mar - 3 Mar
Eazy Breezy Beach Home

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is NZ$807
includes taxes & fees
2 Mar - 3 Mar
Falmouth Oasis

Breathtaking Riverfront Hideaway in Wareham

Breathtaking Riverfront Hideaway in Wareham
Wareham
9.0 out of 10, Wonderful, (2 reviews)
"Private setting with lovely viewVery clean and spacious housePerfect for out of town wedding guests"
United States
Karleen L.
The price is NZ$1,005
includes taxes & fees
4 Mar - 5 Mar
Breathtaking Riverfront Hideaway in Wareham

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 NZ$1,963
includes taxes & fees
6 Mar - 7 Mar
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

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 NZ$1,570
includes taxes & fees
2 Mar - 3 Mar
New construction! Craigville Beach, Main St, Playground, Ice cream/restaurants!!

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is NZ$904
includes taxes & fees
6 Mar - 7 Mar
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

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 NZ$1,862
includes taxes & fees
15 Mar - 16 Mar
Private beach, hot tub, and dog friendly – The Keeper!

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (179 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is NZ$645
includes taxes & fees
1 Apr - 2 Apr
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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 Holiday Homes information

Number of reviews
527
Accommodation
2897 Holiday Homes
Lowest Price
NZ$481
Highest Price
NZ$1,963