Search Resort Hotels in Osterville from CA $29

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Browse Select Osterville Resorts

Margaritaville Resort Cape Cod
Indoor pool, outdoor pool, pool umbrellas, sun loungers

Margaritaville Resort Cape Cod

3.0 star property
9.4 out of 10, Exceptional, (16)
"Staff was awesome!"
The price is CA $200
CA $278 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Margaritaville Resort Cape Cod
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.2 out of 10, Very good, (1000)
"The villages were top notch! There's nothing like arriving to your room and the service has made sure it will be warm upon your arrival. It is so roomy, impeccably clean, and so affordable for a winter holiday. Will definitely be returning."
The price is CA $244
CA $320 total
includes taxes & fees
Jan 4 - Jan 5, 2025
The Villages at Ocean Edge
Cape Cod Irish Village
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Cape Cod Irish Village

3.5 star property
6.2 out of 10, (1001)
"Fun place to stay"
The price is CA $164
CA $188 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Cape Cod Irish Village
Blue Water Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Blue Water Resort

3.0 star property
8.2 out of 10, Very good, (1001)
"Wonderful!"
Blue Water Resort
The Mermaid House @ OBC Cape Cod Beach Resort-8PPL.HotTub
Outdoor dining

The Mermaid House @ OBC Cape Cod Beach Resort-8PPL.HotTub

8.0 out of 10, Very good, (7)
"We rented the Mermaid house for a long weekend and loved the view!! Our semi private beach (shared with the other rental) was perfect. The owners dog was the star of the show! He is the cutest guy and got along with the two pups we had in our group. Great communication with Joycelyn and would recommend anyone to stay there. "
The price is CA $29
CA $679 total
includes taxes & fees
Jan 23 - Jan 24, 2025
The Mermaid House @ OBC Cape Cod Beach Resort-8PPL.HotTub
The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub
Beach

The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub

9.6 out of 10, Exceptional, (5)
"Beautiful house perfect location ideal for all aspects of a vacation."
The price is CA $29
CA $677 total
includes taxes & fees
Jan 23 - Jan 24, 2025
The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub
The Crab House @OBC Cape Cod Beach Resort-8PPL.HotTub.E-Bike
Aerial view

The Crab House @OBC Cape Cod Beach Resort-8PPL.HotTub.E-Bike

7.4 out of 10, Good, (6)
"When we arrived, there was dog pee on the floor, dog hair everywhere. Wasn’t clean, bathroom sink was dripping while using the toilet the leaking sink would splash you in the face. Black mold in the bathroom, our guests couldn’t even fit in the shower. No towels ready, activities weren’t working, flat tires, no batteries, outside fire pit/seating area was unusable. Completely disappointed, we were told absolutely no refunds. We stayed two nights and had to leave early. We had two small children...
The Crab House @OBC Cape Cod Beach Resort-8PPL.HotTub.E-Bike
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Outdoor pool, a heated pool

Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool

10.0 out of 10, Exceptional, (1)
"The Inn was beautiful and very accommodating. The staff was great and the location perfect."
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Spacious waterfront townhouse at Cove at Yarmouth
Indoor pool, outdoor pool

Spacious waterfront townhouse at Cove at Yarmouth

Spacious waterfront townhouse at Cove at Yarmouth
Deluxe suite at the oceanfront Surfside Resort
Indoor pool, outdoor pool

Deluxe suite at the oceanfront Surfside Resort

Deluxe suite at the oceanfront Surfside Resort
Cozy History Resort Located in the center of the city
Exterior

Cozy History Resort Located in the center of the city

4.8 out of 10, (3)
"Lovely community. No restaurant onsite but the location is in the center of plenty of shopping and places to dine. Excellent staff."
Cozy History Resort Located in the center of the city
Cape Cod Not spot
Property grounds

Cape Cod Not spot

Cape Cod Not spot
Studio Villa directly across from beach. Sleeps 4
Beach

Studio Villa directly across from beach. Sleeps 4

Studio Villa directly across from beach. Sleeps 4
Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Marina

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Exterior

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
FABULOUS CAPE COD RESORT !
Indoor pool, outdoor pool

FABULOUS CAPE COD RESORT !

FABULOUS CAPE COD RESORT !
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Outdoor dining

Coastal Family Haven: Spacious Retreat Near Old Silver Beach

Coastal Family Haven: Spacious Retreat Near Old Silver Beach
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 property types 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, 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 CA $225
CA $258 total
includes taxes & fees
Dec 26 - Dec 27
The Club at New Seabury
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)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
Edgewater Beach Resort, a VRI resort
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

What can I expect from a resort vacation in Osterville?
You deserve a getaway, and a resort is just the place to find all the services and amenities you need for a relaxing time in Osterville. One of the comfortable resort hotels in the surrounding area could be just what you’re searching for, whether you’re hoping for an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's the best resort for my stay in Osterville?
Here are our top-rated resorts near Osterville: Margaritaville Resort Cape Cod - Family-friendly resort. 5 mi (8.1 km) from Osterville. Features 2 restaurants, a lazy river, and a full-service spa. The Villages at Ocean Edge - Family-friendly resort. 19.6 mi (31.5 km) from Osterville. Has 3 outdoor pools, 3 restaurants, and 2 indoor pools. Cape Cod Irish Village - Family-friendly resort. 4.8 mi (7.7 km) from Osterville. Enjoy the 2 restaurants, golf course, and seasonal outdoor pool. Blue Water Resort - Beach resort. 9.6 mi (15.4 km) from Osterville. Amenities include 2 restaurants, a private beach, and 2 bars. Guests love the great beach location. The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub - Beach resort. 16.1 mi (25.9 km) from Osterville. Access to a garden and a spa tub.
What can I do in Osterville?
Get some time by the water at Cape Cod Beaches, or bring the kids to Stand Up & Paddle Cape Cod for some family fun. Additional attractions in the area include Dowses Beach and Public Beach.
What's the seasonal weather like in Osterville?
The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.
What's the best way to get to and around Osterville?
Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 5.8 mi (9.4 km) away from the heart of the city. Otherwise, look for flights into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is 20.2 mi (32.5 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.