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Vacation Homes in Osterville

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (24)
"We are long-time Cape renters and Iwould say this was one of the top 3 homes over 20 years!! Thoughtful layout, super clean, nice peaceful neighborhood.....just excellent! Thank you for our stay, Jenny."
United States
Lee H.
$562 nightly
The price is $643
Nov 18 - Nov 19
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
$307 nightly
The price is $340
Nov 5 - Nov 6
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Coastal Haven in West Dennis -15
2.0 star property
$588 nightly
The price is $687
Nov 9 - Nov 10
Total with taxes and fees
Coastal Haven in West Dennis -15
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.6 out of 10, Exceptional, (50)
"The house was as described and very clean upon arrival. Loved the house! The location was very convenient. Will stay again in the future."
United States
Scott B.
$453 nightly
The price is $518
Nov 9 - Nov 10
Total with taxes and fees
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Seaside Getaway - Harwichport Beachhouse
9.8 out of 10, Exceptional, (9)
"Great location great property"
United States
Glenn M.
$352 nightly
The price is $403
Nov 6 - Nov 7
Total with taxes and fees
Seaside Getaway - Harwichport Beachhouse
Cozy Large Home in Harwich with Patio near Wequassett Resort
9.8 out of 10, Exceptional, (11)
"Friends and I really enjoyed the stay, however short it was. Jen was a great host, very responsive and knowledgable about the area and made the stay feel so stress-free and fun. Would absolutely recommend!"
United States
Jack F.
$491 nightly
The price is $544
Nov 7 - Nov 8
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.
10.0 out of 10, Exceptional, (4)
"Perfect for a weekend getaway with family!"
United States
Mary-Elyse P.
$393 nightly
The price is $439
Nov 6 - Nov 7
Total with taxes and fees
Beach, Breeze & Bunk Beds. FamilyFun Steps to the Shore. Dog-Friendly, GameWall.
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
10.0 out of 10, Exceptional, (175)
"Great simple clean. Perfect for a night off island. "
United States
Abigail C.
$273 nightly
The price is $313
Nov 5 - Nov 6
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Make this charming, modern retreat your home away from home!!
9.6 out of 10, Exceptional, (5)
"Great place for a weekend near family. "
United States
Z B.
$278 nightly
The price is $311
Nov 5 - Nov 6
Total with taxes and fees
Make this charming, modern retreat your home away from home!!
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
8.6 out of 10, Excellent, (8)
"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
$469 nightly
The price is $519
Nov 5 - Nov 6
Total with taxes and fees
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Modern & Comfy Family Oasis ~ Games, Backyard, BBQ
9.2 out of 10, Wonderful, (7)
"Very clean and great location! We were a bit disappointed in the backyard; fire pit is nice but some of fencing is not real secure for smaller dogs. Only one out of three beds, not including bunk beds, was comfortable. Overall, a good rental for 4 adults and 2 children. "
United States
Julie F.
$417 nightly
The price is $477
Nov 25 - Nov 26
Total with taxes and fees
Modern & Comfy Family Oasis ~ Games, Backyard, BBQ
Charming House by the Beach with Patio, Grill, FirePit
9.8 out of 10, Exceptional, (6)
"We stayed here in July 2025. The location to the beach was amazing. Simple walk across the street. It was a short drive to other attractions and restaurants in town. The House came fully stocked with everything we needed for the entire week. The home was clean, plenty of space for a family of 8. The beds were all very comfortable. Check in and check out was simple. The owners were wonderful to work with. They were always very responsive to any questions we had. I would definitely recommend this...
United States
Brian T.
$508 nightly
The price is $563
Nov 9 - Nov 10
Total with taxes and fees
Charming House by the Beach with Patio, Grill, FirePit
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
10.0 out of 10, Exceptional, (12)
"Wonderful stay. Well equipped kitchen and comfortable home."
United States
Mary M.
$629 nightly
The price is $697
Nov 10 - Nov 11
Total with taxes and fees
Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!
Oldest Town of Cape Cod In The Historic District
8.8 out of 10, Excellent, (16)
"The house was a great cozy place to stay. Ed was pleasant and offer tips on where to go and what to see. We had a great time. "
United States
Justin V.
$343 nightly
The price is $393
Nov 5 - Nov 6
Total with taxes and fees
Oldest Town of Cape Cod In The Historic District
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
10.0 out of 10, Exceptional, (3)
"The property is just beautiful. It is in such a nice area and we really enjoyed our stay! Thank you so much"
United States
Hailey B.
$486 nightly
The price is $538
Nov 10 - Nov 11
Total with taxes and fees
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
10.0 out of 10, Exceptional, (205)
"The house was even nicer than the pictures. We came in March for a long weekend with some friends and had a really great time. Walking distance to so many fun things- great house for all ages!"
United States
Briget R.
$433 nightly
The price is $496
Nov 5 - Nov 6
Total with taxes and fees
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Water Access 5-bed 2-bath Retreat
2.0 star property
$828 nightly
The price is $978
Nov 5 - Nov 6
Total with taxes and fees
Water Access 5-bed 2-bath Retreat
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
10.0 out of 10, Exceptional, (129)
"Numerous options of comfortable seating to enjoy great open ocean view. "
United States
Jen
$343 nightly
The price is $383
Nov 5 - Nov 6
Total with taxes and fees
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
$440 nightly
The price is $487
Nov 5 - Nov 6
Total with taxes and fees
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
10.0 out of 10, Exceptional, (13)
"The house is beautiful! There are a lot of extra amenities and everything is so organized. We enjoyed the deck, the hammock and the outside shower. All of us enjoyed our stay!"
United States
Sharon T.
$547 nightly
The price is $626
Nov 5 - Nov 6
Total with taxes and fees
3BR, central air, washer & dryer, grill, near ocean beaches & freshwater ponds
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

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Osterville Vacation Homes information

Number of reviews
625
Accommodation
2990 Vacation Homes
Lowest Price
$311
Highest Price
$697

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