Osterville Holiday Rentals

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Holiday Rentals in Osterville

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
BBQ/picnic Area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Loved this property "
Holly Tree Resort by VRI Americas
Children’s play area – outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (390)
"The facilities are old and there are things that do not work well"
The price is HK$1,023
HK$1,171 total
includes taxes & fees
27 May - 28 May
Cape Winds Resort by VRI Americas
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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
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (281)
"We loved this place. It was very comfortable and a great value for the money. "
The price is HK$1,541
HK$1,764 total
includes taxes & fees
27 May - 28 May
The Club at New Seabury
Indoor pool, seasonal outdoor pool
The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (274)
"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 HK$976
HK$1,715 total
includes taxes & fees
2 Jun - 3 Jun
The Cove at Yarmouth by VRI Americas
Property grounds
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
9.6 out of 10, Exceptional, (15)
"Lots of fun for more than one family to stay!"
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
Exterior
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.4 out of 10, Exceptional, (31)
"Beautiful home. Beautiful beaches nearby. Lovely fenced yard."
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (110)
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
The price is HK$3,352
HK$5,607 total
includes taxes & fees
12 Jun - 13 Jun
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Beach nearby, sun-loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (169)
"We absolutely loved our stay at The Breakwaters. The cottage was exactly as advertised! It was super clean, comfortable and contained everything we needed for our delightful 4 night stay. The location was perfect, steps away from a very lovely, quiet beach and blocks away from downtown shops and restaurants. We also appreciated our host Steve, for his communications and his recommendations. We highly recommend The Breakwaters and Steve!"
Steps to the Ocean! Perfect Location!!!
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, (39)
"It was the perfect location for our anniversary getaway! My wife and I would certainly stay here again!! Five stars!!!"
Quaint condo near private beach access with fireplace - close to dining
2 bedrooms, Internet, bed sheets
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, (33)
"All the things we needed: beach, comfortable place to sleep, eat and shower. Appreciated the extra beach chairs! Plenty of towels for showering. Plenty of movies and games if there’s a bad weather day - we were lucky to have none of those! We hope to return. Thanks for sharing your place!"
The price is HK$859
HK$3,276 total
includes taxes & fees
28 May - 29 May
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (152)
"Perfect for two. Loved having the ocean at our doorstep. The Murphy bed was sturdy and comfortable. The small kitchen area was likely not suitable for gourmet cooking, but could serve well for basic vacation meals (We ate all our meals out. ). Overall, the cabin was clean and neat and cozy. The early May weather was cool but pleasant. Some of our time was spent (with jackets on) sitting on the deck drinking morning coffee while watching the ocean and the few people who walked by. We also did...
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
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
TV, DVD player
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (7)
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
Beach nearby, sun-loungers, beach towels
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, (123)
"Clean, well located, between beach and downtown. Responsive and friendly host."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
BBQ/picnic Area
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (236)
"We love the proximity to the beach! "
Edgewater Beach Resort, a VRI resort
Beach
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"A late April getaway was enhanced by staying in this lovely cottage. It was wonderful ‘coming home’ to after a busy day exploring Cape Cod. The cottage is cosy and clean with a well-equipped kitchen - exactly what we want in a vacation rental. Communication was timely and efficient from start to finish. Thank you, Tom!"
Steps to the beach with an ocean view,
Fridge, microwave, oven, stovetop
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
8.6 out of 10, Excellent, (20)
"Everything we wanted and more! Located right up the road from the beach. Very cozy feel inside with a fenced in back yard and a fire place! If your looking for a more personal stay at the cape, this is the spot!!!"
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Don't see what you're looking for?
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, (1024)
"We had a beautiful view of the marshes. Nice property outside. Two fire pits and Adirondack chairs. Not busy when we stayed for 3 nights. Breakfast is great!i loved the indoor pool with small sauna and hot tub."
The price is HK$1,485
HK$1,699 total
includes taxes & fees
27 May - 28 May
Bayside Resort Hotel
Internet, bed sheets, alarm clocks
Cape Sands Inn
2.5 star property
8.4 out of 10, Very good, (942)
"It was so relaxing. We did a lot but we had a good rest. The beds are so comfortable we didn’t want to get up!! We were overlooking the bay and there were ducks and swans and many other birds to watch. "
The price is HK$536
HK$613 total
includes taxes & fees
27 May - 28 May
Cape Sands Inn
Porch
Summercamp
3.5 star property
9.2 out of 10, Wonderful, (604)
"Wonderful location, helpful staff. "
The price is HK$1,836
HK$2,051 total
includes taxes & fees
27 May - 28 May
Summercamp
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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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?

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower: This highly rated holiday home rental in Osterville offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of books.

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
Expedia verified reviews

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging

5/5 Excellent
"Peaceful & calm. Gaming in the library around the fireplace was nice. We miss hot breakfast and the firepit however. "
A verified traveller stayed at Anchor In Distinctive Waterfront Lodging
Posted 22 hours ago
Anchor In Distinctive Waterfront Lodging