Osterville Holiday Rentals

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Holiday Rentals in Osterville

Holly Tree Resort

3.0 star property
9.0 out of 10, Wonderful, (347)
"Very nice place to stay "
Holly Tree Resort

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (309)
"All and all the property was decent. Not really located by any rea"
The Cove at Yarmouth by VRI Americas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (325)
"Great stay! Didn't notice it being dated or dirty at all like some reviews said. We loved it!"
The Club at New Seabury

Sea Mist Resort

3.0 star property
8.8 out of 10, Excellent, (133)
"Great resort with suites, very cosy with great amenities, close to excellent beach and shopping."
The price is AU$433
includes taxes & fees
24 Aug - 25 Aug
Sea Mist Resort

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (105)
"Nice and clean"
The price is AU$529
includes taxes & fees
7 Aug - 8 Aug
Brewster Green Resort

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (281)
"All around a great place to stay!"
The price is AU$645
includes taxes & fees
1 Sept - 2 Sept
Edgewater Beach Resort, a VRI resort

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (174)
"Excellent location! Close to the Ferry and downtown !"
InnSeason Resorts Captain's Quarters

Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

8.6 out of 10, Excellent, (39)
"Great place for a summer vacation"
The price is AU$1,276
includes taxes & fees
8 Aug - 9 Aug
Renovated Nantucket Style 2 Bed/2 Bath Cottage, Steps to Private Beach, Market..

Riverview Resort

3.0 star property
9.2 out of 10, Wonderful, (161)
"The property was very nice very clean beautiful area a lot of parking very nice when you walk in front desk was sweet Only thing they need a new play ground for the kids kinda old but other then that beautiful "
The price is AU$533
includes taxes & fees
12 Aug - 13 Aug
Riverview Resort

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (22)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Peaceful Cozy Water Front Cottage. Step back in time and ENJOY

9.6 out of 10, Exceptional, (48)
"The cottage has a beautiful view everything we needed, and it was very relaxing"
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,

Ocean Breeze Motel - Standard Double

9.8 out of 10, Exceptional, (48)
"Clean, comfortable hotel with good sized room and great shower. Good coffee and breakfast included with many options. Joanna, the owner was very helpful with suggestions in the area- biking, beach, sunsets, sea food restaurants. Had a great stay! "
The price is AU$384
includes taxes & fees
2 Sept - 3 Sept
Ocean Breeze Motel - Standard Double

Southcape Resort Mashpee a Ramada by Wyndham

3.0 star property
8.6 out of 10, Excellent, (200)
"Enjoyed our stay."
Southcape Resort Mashpee a Ramada by Wyndham

Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi

9.6 out of 10, Exceptional, (5)
"We had a phenomenal stay at this property. It was a group of friends coming together to watch a play at the Cape Playhouse. The house was pristine, beautifully decorated and everyone slept great on the beds and linens. Highly recommend!"
Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

9.6 out of 10, Exceptional, (133)
"Spent a week at this nice condo in mid-January. Cozy and warm, right on the beach. The Cape in mid-winter is very quiet but that is what we had wanted. Our 15 year old Shih-Tzu was comfortable and happy. Nice relaxing week on this terrific property."
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (159)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is AU$583
includes taxes & fees
14 Aug - 15 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (111)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (174)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
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

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?

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: This holiday home rental outside of Osterville offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Osterville?

With 75 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.