Osterville Vacation Rentals

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Check prices for these dates

In two weeks
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Osterville vacation rentals

Exterior

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

Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Cape Cod
The price is ￥15,784
￥48,465 total
includes taxes & fees
Mar 29 - Mar 30
Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Smart TV, books

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 ￥20,125
￥108,842 total
includes taxes & fees
Mar 21 - Mar 22
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
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, (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 ￥21,166
￥46,210 total
includes taxes & fees
Mar 22 - Mar 23
Make this charming, modern retreat your home away from home!!
Interior

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (52 reviews)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is ￥15,626
￥30,360 total
includes taxes & fees
Mar 23 - Mar 24
The Nantucket Room Unit - #2
Property grounds

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 traveler
The price is ￥19,730
￥50,518 total
includes taxes & fees
Mar 22 - Mar 23
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Exterior

The Crab Cottage@The Compound Beach Resort Habitat

The Crab Cottage@The Compound Beach Resort Habitat
Cape Cod
7.4 out of 10, Good, (6 reviews)
"Cozy clean property that allows pets. Outdoor fire pit area was great and perfectly private. I also loved that the property had a private beach area with lounge chairs. I used the grill and had brunch on the patio table. So nice to enjoy the water from so many parts of the property. Area is quiet and a 7 min walk to Onset Center where you can grab icecream or on some weekdays there’s an even in town. Close to plazas for other needs."
United States
l E.
The price is ￥3,946
￥76,762 total
includes taxes & fees
Apr 16 - Apr 17
The Crab Cottage@The Compound Beach Resort Habitat
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)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is ￥20,835
￥93,130 total
includes taxes & fees
Mar 21 - Mar 22
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ￥23,518
￥80,059 total
includes taxes & fees
Mar 22 - Mar 23
Cozy Large Home in Harwich with Patio near Wequassett Resort
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 ￥24,031
￥64,926 total
includes taxes & fees
Mar 21 - Mar 22
Cozy Riverfront Stay in Wareham
Beach nearby

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (63 reviews)
"Very nice location and the unit was clean and comfortable. "
United States
Jeanne M.
The price is ￥9,470
￥60,796 total
includes taxes & fees
Mar 21 - Mar 22
Quaint condo near private beach access with fireplace - close to dining
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, (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 ￥39,460
￥60,473 total
includes taxes & fees
Mar 21 - Mar 22
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is ￥47,352
￥98,093 total
includes taxes & fees
Mar 21 - Mar 22
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Interior

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette

Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Falmouth
8.2 out of 10, Very Good, (24 reviews)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is ￥23,518
￥44,260 total
includes taxes & fees
Mar 21 - Mar 22
Near Old Silver Beach Falmouth/Two bedroom , private bathroom and kitchenette
Smart TV, fireplace, books

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 ￥27,559
￥90,072 total
includes taxes & fees
Mar 22 - Mar 23
Modern Beach & Pond Getaway; Heart of Cape Cod
Exterior

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
Onset
9.6 out of 10, Exceptional, (22 reviews)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is ￥22,587
￥60,844 total
includes taxes & fees
Mar 25 - Mar 26
Spacious and Bright , Very Close to Beach!
Exterior detail

Harbor Getaway Unit- #1

Harbor Getaway Unit- #1
Harwich
10.0 out of 10, Exceptional, (2 reviews)
"Quaint room, exactly as advertised. Easy to check in. I would recommend this inn to others."
United States
Ashley H.
The price is ￥15,626
￥29,390 total
includes taxes & fees
Apr 2 - Apr 3
Harbor Getaway Unit- #1
Interior

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 ￥20,835
￥71,718 total
includes taxes & fees
Mar 22 - Mar 23
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Exterior

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is ￥28,411
￥78,402 total
includes taxes & fees
Mar 24 - Mar 25
Falmouth Oasis
Dining

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 ￥31,410
￥75,460 total
includes taxes & fees
Apr 5 - Apr 6
Big Sandy Beachcomber
Terrace/patio

The Captain's Quarters Suite Unit - 10

The Captain's Quarters Suite Unit - 10
Harwich
10.0 out of 10, Exceptional, (15 reviews)
"Great property! Very nicely done apartment with easy access to town,restaurants,bike shop and supermarket. Our interaction with the owner was also great. Highly recommend this rental. The owner made the whole rental easy. "
United States
tom c.
The price is ￥15,626
￥30,179 total
includes taxes & fees
Apr 5 - Apr 6
The Captain's Quarters Suite Unit - 10
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

Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Great experience "
Michael 2-night trip
Posted 3 hours ago
Sea Crest Beach Resort

Find out more about Osterville

Search for holiday rentals in Osterville on Expedia! You can easily find your home rentals, villas, holiday apartments in Osterville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Osterville!

Frequently asked questions

Can I find vacation rentals in Osterville?

Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Osterville has to offer?

Coastal chic meets French Provençal in this newly renovated oceanfront home. : This vacation home rental outside of Osterville is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Osterville?

With 63 Expedia vacation rentals, you're sure to find just the right place for your Osterville stay.

What’s there to see and do in Osterville?

Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Public Beach and Main Street are a couple of places you'll find in the larger area.

What’s a vacation rental in Osterville like?

Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.