Osterville Holiday Rentals

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Holiday Rentals in Osterville

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
TV, fireplace, books, stereo

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

9.4 out of 10, Exceptional, (38)
"We enjoyed the time spending there. That is mostly fit us well due to the circumstance for which we were there. My wife liked every minute of it and so did I; but I simply wish there were some coffee there, along with the coffee maker. So, I wouldn’t have to go out just for that, the first night we got there. "
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
The Club at New Seabury
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (307)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is HK$1,250
HK$1,430 total
includes taxes & fees
8 Jan - 9 Jan
The Club at New Seabury
Oceanside 2 - SD335
Fridge, microwave, oven, stovetop

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335
Edgewater Beach Resort, a VRI resort
BBQ/picnic Area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (255)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI resort
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (157)
"Great place right on the water "
The price is HK$1,015
HK$1,161 total
includes taxes & fees
21 Jan - 22 Jan
InnSeason Resorts Captain's Quarters
The Cove at Yarmouth by VRI Americas
Indoor pool, seasonal outdoor pool

The Cove at Yarmouth by VRI Americas

3.5 star property
9.2 out of 10, Wonderful, (295)
"Nice place"
The Cove at Yarmouth by VRI Americas
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun-loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"This cottage was perfect for me, my husband, and two adult daughters. It is exactly as advertised and the owner is very communicative and helpful recommending local restaurants, etc. We definitely would stay here again if we travel to the Cape. The beach is very close and we could see the water from the cottage. Great location! "
Steps to the Ocean! Perfect Location!!!
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Interior

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

9.6 out of 10, Exceptional, (121)
"The furniture needs upgrading. Mattresses uncomfortable and the chairs are very uncomfortable. But the location and views are priceless. Sitting on the deck, listening to the ocean, watching the sun glisten off the water, sipping coffee….replenishes your soul ♥️"
The price is HK$1,625
HK$3,310 total
includes taxes & fees
8 Jan - 9 Jan
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
Holly Tree Resort by VRI Americas
BBQ/picnic Area

Holly Tree Resort by VRI Americas

3.0 star property
9.0 out of 10, Wonderful, (341)
"The room was very clean. Also the pool area was nice."
Holly Tree Resort by VRI Americas
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Exterior

Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach

9.0 out of 10, Wonderful, (44)
"Very private. Close to food, and a sandy beach in Barnstable that was good for a young child. Heritage Museum close with a carousel and great walking. "
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
TV, fireplace, books, smart speakers

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (57)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
Cozy beachfront cottage at Chases Ocean Grove
On the beach, sun-loungers

Cozy beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Interior

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

9.0 out of 10, Wonderful, (41)
"Small cabin, refrigerator went out before we realized and we lost food. Heater was red tagged, fortunately we did not need it on. Window air conditioner leaked terribly, stuffed a towel around the bottom to stop the gale force wind from coming in. The beach was at the bottom of a bluff we no access except to climb the fence next door!"
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Quaint condo near private beach access with fireplace - close to dining
Fridge, microwave, stovetop, dishwasher

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

9.0 out of 10, Wonderful, (52)
"Our stay was good it was in the perfect area everything was close by. The condo was very clean and roomy. The heat was tricky in the beginning but overall great weekend away"
The price is HK$459
HK$2,219 total
includes taxes & fees
9 Jan - 10 Jan
Quaint condo near private beach access with fireplace - close to dining
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Smart TV, DVD player

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

9.8 out of 10, Exceptional, (166)
"Beautiful, well-equipped house right on the beach, convenient to Hyannis port and all the Cape has to offer. "
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Beach

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

9.6 out of 10, Exceptional, (100)
"A very comfortable few days on the mid-Cape. Great location, great little cottage. Quiet, private, clean. I'd do it again!"
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (107)
"Really amazing, breathtaking views, private! A great retreat for family time. "
The price is HK$4,657
HK$8,935 total
includes taxes & fees
8 Jan - 9 Jan
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
Terrace/patio

Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean

10.0 out of 10, Exceptional, (36)
"Enjoyed the quiet location which was not too far from Hyannis and other towns for easy travel to activities. Cottage was clean and comfortable with a nice touch of having a few basic staples available upon arrival. "
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
Lovely Cape Cottage 2 bedroom with private beach and central air.
Beach nearby

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
TV, fireplace, books

Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly

9.4 out of 10, Exceptional, (11)
"The property was fantastic, location magical and we hope to return… our big issue was that a good chunk of the house had been closed off, including the washer and dryer, and the room I was going to sleep in, really put a kink into the stay. Website listed those as available until off-season when it was going to be renovated."
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
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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Other types of properties in Osterville you may be interested in

Bayside Resort Hotel
Front of property

Bayside Resort Hotel

3.0 star property
8.8 out of 10, Excellent, (1237)
"We enjoyed our stay at Bayside Resort for a one day getaway. The room was clean and comfortable. There were tons of towels for the bath and the pool. We liked the hot tub and the pool. The breakfast had good options and was filling. We had a drink at the bar. It was a little confusing on the website whether or not they had food. On clarification, they had options to order out food. The bar area was small. I'm not sure I loved the dollar bills all over the place. I feel like putting them on one...
The price is HK$833
HK$1,042 total
includes taxes & fees
8 Jan - 9 Jan
Bayside Resort Hotel
Margaritaville Resort Cape Cod
Indoor pool, outdoor pool, pool umbrellas, pool loungers

Margaritaville Resort Cape Cod

3.0 star property
9.0 out of 10, Wonderful, (31)
"My experience was great thanks to the security guy that went above and beyond on helping me with my daughter’s birthday. Unfortunately I did not get his name but I really appreciate it what you did for us. Thank you also to Steve on the front desk for assisting my family with all the needs. I really appreciate you as well. "
The price is HK$1,081
HK$1,504 total
includes taxes & fees
20 Jan - 21 Jan
Margaritaville Resort Cape Cod
Holiday Inn Cape Cod-Falmouth, an IHG Hotel
Garden

Holiday Inn Cape Cod-Falmouth, an IHG Hotel

3.0 star property
7.6 out of 10, Good, (780)
"Overall, got the job done, which was a bed to sleep in. However floor felt dirty and the bathtubs caulking was awful. "
The price is HK$723
HK$828 total
includes taxes & fees
14 Jan - 15 Jan
Holiday Inn Cape Cod-Falmouth, an IHG 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.

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 71 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.