Osterville Holiday Rentals

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Our top choices for Osterville holiday rentals

2.0 star property
The price is AU$343
includes taxes & fees
1 Feb - 2 Feb
The Ocean View Room @ The Compound~Romantic Professional

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (344)
"The place was excellent"
United States
Delia
The price is AU$279
includes taxes & fees
18 Jan - 19 Jan
The Club at New Seabury
8.0 out of 10, Very good, (7)
"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 AU$751
includes taxes & fees
1 Feb - 2 Feb
The Mermaid Cottage @ The Compound Beach Resort Habitat
7.4 out of 10, Good, (6)
"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 AU$754
includes taxes & fees
11 Jan - 12 Jan
The Crab Cottage@The Compound Beach Resort Habitat

Aparthotel in Falmouth Heights

InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (196)
"the room was clean and had everything you could need!"
United States
Katherine
The price is AU$221
includes taxes & fees
12 Jan - 13 Jan
InnSeason Resorts Captain's Quarters
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is AU$480
includes taxes & fees
12 Jan - 13 Jan
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Aparthotel in West Yarmouth

The Cove at Yarmouth by Westgate Resorts
3.0 star property
9.2 out of 10, Wonderful, (244)
"The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone! "
United States
Lauren
The price is AU$219
includes taxes & fees
12 Jan - 13 Jan
The Cove at Yarmouth by Westgate Resorts
2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is AU$1,035
includes taxes & fees
16 Jan - 17 Jan
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Condo in Harwich port

The Nantucket Room Unit - #2
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is AU$287
includes taxes & fees
10 Jan - 11 Jan
The Nantucket Room Unit - #2
9.0 out of 10, Wonderful, (17)
"We really loved this place and I "
United States
Valerie D.
The price is AU$527
includes taxes & fees
10 Jan - 11 Jan
Oldest Town of Cape Cod In The Historic District
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AU$757
includes taxes & fees
16 Jan - 17 Jan
Cozy Large Home in Harwich with Patio near Wequassett Resort

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (123)
"The front desk staff are So pleasant to deal with. Pool is huge and the kids loved the game room"
United States
PAUL
The price is AU$237
includes taxes & fees
10 Jan - 11 Jan
Brewster Green Resort

Holiday Home in Ponds of Plymouth

Big Sandy Beachcomber
9.6 out of 10, Exceptional, (13)
"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 AU$565
includes taxes & fees
12 Jan - 13 Jan
Big Sandy Beachcomber
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is AU$875
includes taxes & fees
12 Jan - 13 Jan
Charming House by the Beach with Patio, Grill, FirePit
8.2 out of 10, Very good, (24)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is AU$298
includes taxes & fees
10 Jan - 11 Jan
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Holiday Home in Dennis

Eazy Breezy Beach Home
9.4 out of 10, Exceptional, (3)
"Great location"
United States
alyssa w.
The price is AU$368
includes taxes & fees
12 Jan - 13 Jan
Eazy Breezy Beach Home
10.0 out of 10, Exceptional, (8)
"Beds were very comfortable. House had great beach chairs. Owner was easy to reach and gave us information about area. "
United States
Linda Q.
The price is AU$785
includes taxes & fees
16 Jan - 17 Jan
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
10.0 out of 10, Exceptional, (5)
"Small cottage, but spacious vaulted ceilings and a great backyard hang out space with the hot tub. Close walk to public beach or parking nearby."
United States
Greg E.
The price is AU$645
includes taxes & fees
11 Jan - 12 Jan
Gold Anchor Cottage - private hot tub getaway!
10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
The price is AU$805
includes taxes & fees
12 Jan - 13 Jan
Modern Beach & Pond Getaway; Heart of Cape Cod

Holiday Home in Katama

Edgartown Designer Retreat
2.0 star property
The price is AU$3,268
includes taxes & fees
10 Jan - 11 Jan
Edgartown Designer Retreat
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

Everything you need to know about Osterville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osterville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osterville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osterville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osterville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osterville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osterville holiday rentals we have selected for you start as low as AU$219 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osterville rentals

At Expedia, we put the best Osterville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osterville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osterville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osterville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Osterville?

Yes, there are holiday rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more secluded option if you're looking for a relaxing stay.

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

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill: This holiday home rental outside of Osterville offers a balcony, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Osterville?

With 57 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Osterville like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osterville. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.