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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Osterville vacation homes

Terrace/patio

2 Mi to Dowses Beach! Couples Haven in Osterville

2 Mi to Dowses Beach! Couples Haven in Osterville
Osterville
2 Mi to Dowses Beach! Couples Haven in Osterville
Exterior

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

Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Cape Cod
The price is AED 367
AED 1,132 total
includes taxes & fees
7 Jun - 8 Jun
Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Fridge, microwave, oven, stovetop

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 AED 683
AED 1,669 total
includes taxes & fees
9 Jun - 10 Jun
Cozy Riverfront Stay in Wareham
Sun loungers, beach towels

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, (8 reviews)
"Great place! Great host!"
United States
Moira C.
The price is AED 559
AED 1,182 total
includes taxes & fees
8 Jun - 9 Jun
Make this charming, modern retreat your home away from home!!
Outdoor dining

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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is AED 775
AED 2,671 total
includes taxes & fees
8 Jun - 9 Jun
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Terrace/patio

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, (136 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 AED 918
AED 1,407 total
includes taxes & fees
7 Jun - 8 Jun
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Exterior

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is AED 386
AED 1,788 total
includes taxes & fees
9 Jun - 10 Jun
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Exterior

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 AED 918
AED 2,889 total
includes taxes & fees
7 Jun - 8 Jun
Mermaid House @ The Compound Beach Resort Habitat
Pool

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, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AED 493
AED 1,803 total
includes taxes & fees
8 Jun - 9 Jun
Cozy Large Home in Harwich with Patio near Wequassett Resort
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, great place for kids!"
United States
Ruth
The price is AED 645
AED 830 total
includes taxes & fees
10 Jun - 11 Jun
Cape Cod's "Beach Rose"
Outdoor dining

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is AED 511
AED 1,935 total
includes taxes & fees
30 Jun - 1 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Fridge, microwave, oven, stovetop

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.6 out of 10, Exceptional, (11 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
The price is AED 1,102
AED 3,107 total
includes taxes & fees
7 Jun - 8 Jun
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Beach nearby

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
8.8 out of 10, Excellent, (9 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
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Smart TV, books

Cape Cod Farmhouse 1800s Charm

Cape Cod Farmhouse 1800s Charm
Dennis
The price is AED 1,880
AED 3,902 total
includes taxes & fees
17 Jun - 18 Jun
Cape Cod Farmhouse 1800s Charm
Interior

Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
Centerville
9.6 out of 10, Exceptional, (19 reviews)
"The house was very clean, updated and comfortable. It suited our needs beautifully. Communication was great and check in was very easy. The location was very convenient and it was wonderful to have ample parking."
United States
Jeanne S.
The price is AED 724
AED 2,274 total
includes taxes & fees
7 Jun - 8 Jun
Bike to Beach: Centerville Home w/ Deck!
Beach nearby

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach

4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Falmouth
The price is AED 1,398
AED 3,030 total
includes taxes & fees
16 Jun - 17 Jun
4-bedroom waterfront house in E. Falmouth with WiFi, AC, Hot Tub, Private Beach
Hair dryer, towels, soap, shampoo

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
Entire Hyannis Home - Near Downtown & Beaches
Interior

New Home in the heart of South Dennis

New Home in the heart of South Dennis
Dennis
9.8 out of 10, Exceptional, (13 reviews)
"Very nice house and responsive host. Very clean and new towels great beds etc "
United States
kristen m.
New Home in the heart of South Dennis
Beach

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (9 reviews)
"A beautiful home conveniently located-very clean Nd comfortable for 6 long time friends."
United States
Linda W.
The price is AED 843
AED 2,281 total
includes taxes & fees
18 Jun - 19 Jun
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
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

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

10/10 Excellent
"This is a well run, charming & unique property. The staff is outstanding. Room waa great - lots of space and our balcony/deck was wonderful. Would definitely stay again."
Kimberly 1-night trip
Posted less than an hour ago
Anchor In Distinctive Waterfront Lodging

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