Osterville Holiday Rentals

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Holiday Rentals in Osterville

Beach
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (94)
"This condo is awesome for families or friends looking to get away. VERY clean and within walking distance to downtown. One of my favorite Cape rentals, can't wait to go back😊"
Steps to the beach with an ocean view,
Sun-loungers
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, (11)
"My friend and I had a wonderful time at your cottage. My friend had not visited the Cape in a long time so it was fun for both of us to go exploring. And it was great that the cottages were right on the beach so we did not have to drive anywhere to soak up the sunshine."
Cozy beachfront cottage at Chases Ocean Grove
Beach nearby, sun-loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (166)
"Lovely cottage in a beautiful part of the world. Steps to the Ocean. Location provides easy access to the whole of Cape Cod and beyond. Stephen was an attentive host. We could not have asked for more."
Steps to the Ocean! Perfect Location!!!
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TV, DVD player
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (6)
"Very good location. Close to beach, bike trail, and a great breakfast place called the Kitchen. The house was equipped and comfortable. I would imagine in the summertime if would be an ideal spot with the rail trail right there and close proximity to fun summer things. Really nice owners and great communication as needed."
Cape Cod Vacation Home Rental - Walk to Beach
Property grounds
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
10.0 out of 10, Exceptional, (20)
"Very clean and efficient cottage with nice view and deck overlooking the lake."
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
5 bedrooms, desk, iron/ironing board, travel crib
Coastal chic meets French Provençal in this newly renovated oceanfront home.
10.0 out of 10, Exceptional, (63)
"We very much enjoyed our stay. Scott was a terrific host."
The price is AU$1,889
includes taxes & fees
27 May - 28 May
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Fridge, microwave, oven, stovetop
Oceanside 2 - SD335
9.8 out of 10, Exceptional, (10)
"This little cottage was perfect for my wife and I. We started coming to the Cape in the Fall because the Summers are too crowded for us there. This cottage was nearly perfect for our stay. It is nestled in a small loop off of the road where there are a few cottages. Not bad in October but probably more bustling in the Summer. The only thing I didn't like was that the path down to the beach is alongside of this cottage and when coming off the beach, everyone is passing the back deck. Otherwise,...
Oceanside 2 - SD335
Smart TV
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.8 out of 10, Exceptional, (123)
"Lovely house. Very clean and has everything you need. Location is awesome. Great side street off main road. Communication with host was easy and quick. Will be back."
The price is AU$420
includes taxes & fees
12 May - 13 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, (37)
"We had a wonderful time."
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
9.8 out of 10, Exceptional, (85)
"My husband and I needed a place to take our pup to enjoy the Cape. The tiny house was just what we needed, as it was perfectly located near so many places we wanted to go too, and also had everything we needed in such a small and affordable place. The place is super small and the mattress is not the most comfortable, but if you are like us and just need a place to rest your head a couple days so you can go out and check out the Cape all day this is the place for you! So worth it and will be...
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Property grounds
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
9.8 out of 10, Exceptional, (75)
"Clean, comfortable, well appointed. Gorgeous ocean view and nice beach. Would definitely return."
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
Exterior
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
9.8 out of 10, Exceptional, (63)
"Property is in a great location, walking distance to the shore and a little longer walk or short drive will get you to town with a pub and a few places to eat. Martha’s Vineyard ferry parking is less than ten minutes away with a free shuttle bus that takes you to the ferry. Regina (owner) is right next door and is very friendly and accommodating!!"
Quiet duplex by the beach, short walk to Falmouth Village, 2GBps Internet.
On the beach, white sand
InnSeason Resorts Captain's Quarters
3.5 star property
9.6 out of 10, Exceptional, (141)
"We had an amazing time and stay. Just wish we had known in advance that this was a no smoking town. Not many places to smoke. But will totally come back again. Every day i went to the beach and collected the most beautiful shells."
InnSeason Resorts Captain's Quarters
Property grounds
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
9.6 out of 10, Exceptional, (13)
"Lots of fun for more than one family to stay!"
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (109)
"Beautiful condo that overlooks the ocean and only steps away from the beach. Fireplace and hot tub were great for the chilly April nights. Balcony on the master bedroom overlooks the beach and was the perfect place for my morning yoga sessions. Host was very helpful and available to answer questions/concerns. We will definitely be staying here again."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
View from property
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
9.6 out of 10, Exceptional, (95)
"We had a great family weekend. The house was perfect for our needs."
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Interior
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
9.2 out of 10, Wonderful, (27)
"We really enjoyed our stay. There were a few issues. We couldn’t get in through the front door at all we had to go in through the garage. There were no potholders for cooking. Missing sugar for morning coffee. Napkins and tissues also unavailable. The only major concern that was an inconvenience neither of the bathrooms had heat. Thank you We will definitely be back again"
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
Indoor pool, seasonal outdoor pool
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (273)
"I like how it has indoor pool and access inside so you dont have to go outside in winter to find pool"
The price is AU$325
includes taxes & fees
14 May - 15 May
The Cove at Yarmouth by VRI Americas
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (299)
"Great place to stay."
Holly Tree Resort by VRI Americas
Exterior
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.2 out of 10, Wonderful, (30)
"Beautiful home. Beautiful beaches nearby. Lovely fenced yard."
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
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See all available properties in Osterville
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.

Other types of properties in Osterville you may be interested in

Front of property
Bayside Resort Hotel
3.0 star property
8.8 out of 10, Excellent, (1017)
"Check in was great Bryan was great. Restaurant was closed and pool was to crowded with kids "
The price is AU$235
includes taxes & fees
9 May - 10 May
Bayside Resort Hotel
Lobby
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
2.5 star property
8.8 out of 10, Excellent, (432)
"Location was great"
The price is AU$248
includes taxes & fees
12 May - 13 May
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Exterior
Sea Crest Beach Hotel
3.5 star property
7.8 out of 10, Good, (1001)
"Loved you front desk stafff"
The price is AU$312
includes taxes & fees
12 May - 13 May
Sea Crest Beach Hotel
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.

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$226 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.

How many holiday rentals are there in Osterville?

With 98 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.

Recent reviews of Osterville properties
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