Find hotels in Osterville, MA from AED 343

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Compare 6,086 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Chatham Seafarer Inn

3.5 star property
9.0 out of 10, Wonderful, (286)
"I really liked my stay at the Seafarer! Such a cute spot and the people were super nice. I was in town visiting family, so my room was the perfect convenience with a cute little spot to sit outside my room and sip coffee in the morning and watch the world go by. The bed was comfortable, and it was a short distance to downtown Chatham where I could run to Chatham Light. Highly recommend. "
Chatham Seafarer Inn

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (556)
"Enjoyed my stay. I would definitely go back. My only concern was there was no deadbolt lock on the door. Right on the water. The staff was great! Very friendly. It helps that it was dog friendly too. "
The price is AED 559
AED 639 total
includes taxes & fees
26 Mar - 27 Mar
Chatham Tides

Winstead Beach Resort

4.0 star property
9.2 out of 10, Wonderful, (51)
"Chose the property for a weekend getaway. Lovely place and very nice and friendly staff."
The price is AED 987
AED 1,198 total
includes taxes & fees
18 Apr - 19 Apr
Winstead Beach Resort

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (97)
"Spacious, clean, comfortable"
The price is AED 621
AED 710 total
includes taxes & fees
26 Mar - 27 Mar
Brewster Green Resort

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very Good, (1001)
"Property was lovely. Enjoyed how quiet it was. Beach close by shuttle service very convenient. Everyone was friendly. Room was clean. Would stay here again. "
The price is AED 686
AED 913 total
includes taxes & fees
26 Mar - 27 Mar
The Mansion at Ocean Edge

The Villages at Ocean Edge

3.5 star property
8.2 out of 10, Very Good, (1000)
"The atmosphere was amazing and the workers were extremely kind. I would love to visit again!"
The price is AED 547
AED 753 total
includes taxes & fees
26 Mar - 27 Mar
The Villages at Ocean Edge

Pelham on Earle

3.0 star property
9.4 out of 10, Exceptional, (58)
"First off the property was so welcoming and charming. We had access to our local beach at the end of a short street that we could drive and park or walk with a cute little wagon with two beach chairs, towel and a beach umbrella! What a great idea. We had a fireplace and a beautifully comfortable bed in our room and a front porch to have a cocktail at night. A restaurant, firepit, outdoor games and a good size pool completed our stay. We LOVED it! Will we go back again? Yes, yes and yes! "
The price is AED 621
AED 767 total
includes taxes & fees
28 Mar - 29 Mar
Pelham on Earle

A Beach Breeze Inn

2.5 star property
9.6 out of 10, Exceptional, (250)
"Place was great. So centrally located made it amazing"
The price is AED 474
AED 542 total
includes taxes & fees
17 Apr - 18 Apr
A Beach Breeze Inn

Candleberry Inn on Cape Cod

4.5 star property
10.0 out of 10, Exceptional, (126)
"Marco and Angelo very welcoming hosts!"
The price is AED 988
AED 1,131 total
includes taxes & fees
1 Apr - 2 Apr
Candleberry Inn on Cape Cod

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (261)
"beach was close by on property..the indoor/outdoor pool was nice..the 2 bedroom was overly spacious and well kept ,overall very nice place too stay"
The price is AED 841
AED 963 total
includes taxes & fees
26 Mar - 27 Mar
Edgewater Beach Resort, a VRI resort

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 out of 10, Excellent, (138)
"wonderful!"
The price is AED 606
AED 694 total
includes taxes & fees
20 Apr - 21 Apr
The Corsair & Cross Rip Oceanfront Resort

Pelham House Resort

2.5 star property
8.6 out of 10, Excellent, (177)
"Had a great time and really enjoyed ourselves right from the point of check in with the very nice hotel receptionist that provided excellent service. She was very kind, patient, helpful and it set a great tone for the rest of our stay. Looking forward to coming back soon!"
The price is AED 768
AED 949 total
includes taxes & fees
26 Mar - 27 Mar
Pelham House Resort

Jonathan Edwards Motel

2.0 star property
5.6 out of 10, (28)
"Customer service clean nice people or family place!"
The price is AED 474
AED 542 total
includes taxes & fees
26 Mar - 27 Mar
Jonathan Edwards Motel

Brewster by the Sea Inn

4.0 star property
9.8 out of 10, Exceptional, (165)
"Amy is amazing. She makes ever effort to make everything PERFECT!"
The price is AED 1,117
AED 1,278 total
includes taxes & fees
26 Mar - 27 Mar
Brewster by the Sea Inn

The Captain Farris House B&B

3.5 star property
9.8 out of 10, Exceptional, (210)
"Jeff and Carol are wonderful hosts, made us feel at home. Breakfast was excellent, room was immaculate and romantic, a great get away!"
The price is AED 808
AED 925 total
includes taxes & fees
26 Mar - 27 Mar
The Captain Farris House B&B

Ambassador Inn & Suites

3.0 star property
8.6 out of 10, Excellent, (447)
"Nice pool & hot tub."
The price is AED 370
AED 455 total
includes taxes & fees
30 Mar - 31 Mar
Ambassador Inn & Suites

Veranda Cape Cod Family Resort

2.5 star property
9.2 out of 10, Wonderful, (242)
"Had a cute little staycation in the perfect little spot. "
The price is AED 584
AED 668 total
includes taxes & fees
26 Mar - 27 Mar
Veranda Cape Cod Family Resort

Sesuit Harbor House

3.0 star property
9.6 out of 10, Exceptional, (138)
"Nice property and in a good location for visiting Cape Cod."
The price is AED 702
AED 804 total
includes taxes & fees
23 Apr - 24 Apr
Sesuit Harbor House

Ocean Club on Smuggler's Beach

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Right on the beach and within 15 minutes of many restaurants and attractions."
The price is AED 514
AED 628 total
includes taxes & fees
20 Apr - 21 Apr
Ocean Club on Smuggler's Beach

All Seasons Resort, Trademark Collection by Wyndham

3.0 star property
8.4 out of 10, Very Good, (162)
"It was a great spot to spend the night. The hot tub and pool area were a welcome break during a chilly winter. The beds were comfortable and the staff was very friendly. I would stay again. "
The price is AED 343
AED 437 total
includes taxes & fees
26 Mar - 27 Mar
All Seasons Resort, Trademark Collection by Wyndham
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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Learn more about Osterville

Enjoy a peaceful Cape Cod getaway as others have done over many decades. See wooden vessels made more than a century ago at this boatbuilding center.

Osterville featuring a bay or harbor and a coastal town

Frequently asked questions

What's the best place for a stay in Osterville?

Located 5 mi (8.1 km) from the heart of Osterville, Margaritaville Resort Cape Cod is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Fairfield Inn & Suites by Marriott Cape Cod Hyannis and Bayside Resort Hotel. See all available top hotels, or vacation rentals in Osterville.

What are some of the best vacation home rentals in Osterville?

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay: This vacation home rental near Osterville is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Osterville.

If I need to cancel my hotel reservation in Osterville, will I receive a refund?

Yes! Most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Osterville.

Where can I learn more about changing or cancelling my trip to Osterville?

To access more information about picking new dates or cancelling your trip to Osterville, click here.

What are some accommodations with pools in Osterville?

Margaritaville Resort Cape Cod: Resort steps from Cape Codder Water Park. Features a children's pool, an outdoor pool, and a water park. Fairfield Inn & Suites by Marriott Cape Cod Hyannis and Bayside Resort Hotel are a couple of other choices with an onsite pool. View all hotels with pools in Osterville.

What's the best place to stay near Barnstable Municipal Airport (HYA)?

Cape Sands Inn is a popular property, featuring free breakfast and an outdoor pool. It's located a short 1.5 mi (2.4 km) from Barnstable Municipal Airport. Other good choices close to the airport are Hyannis Inn and Hyannis Travel Inn.

What's it like staying in Osterville?

Travelers to Osterville will find plenty to explore and enjoy. In Osterville, there are 74 hotels and other accommodations to choose from. Find out more about Osterville.

What should I see while I'm in Osterville?

The picturesque setting of Cape Cod Beaches and Dowses Beach exemplify the area's natural beauty. A couple of additional sights to add to your agenda are Stand Up & Paddle Cape Cod and Public Beach. Check out what more to see and do in Expedia's Osterville guide.

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.