Book Hotels in Osterville, MA

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Osterville hotels

Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
$257 nightly
The price is $287 total per night from Jul 21 to Jul 22
$287 total
Jul 21 - Jul 22
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a picnic area, and luggage storage are also on offer.
"Our family’s favorite place on the island, hands down!"

Reviewed on Jun 26, 2026

Opens in a new windowVineyard Harbor Motel - Private Beach
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$349 nightly
The price is $399 total per night from Jun 28 to Jun 29
$399 total
Jun 28 - Jun 29
Total with taxes and fees
This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families ...
"Very nice property. Room was very good. Had all the amenities you need for a good comfortable stay. I would stay there again."

Reviewed on Jun 25, 2026

Opens in a new windowMargaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$256 nightly
The price is $293 total per night from Jun 28 to Jun 29
$293 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a ...
"Friendly staff, check in/check out was very smooth and professional. The room was ok but generally the property is outdated and needs some care. The breakfast was by far the worst feature, very disappointing and a perk travellers really look forward to. For that reason alone, I wouldn’t go back"

Reviewed on Jun 26, 2026

Opens in a new windowBayside Resort Hotel
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $205 total per night from Jul 27 to Jul 28
$205 total
Jul 27 - Jul 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Restroom is dark and water stains are present all through the room."

Reviewed on Jun 26, 2026

Opens in a new windowIris Hotel Cape Cod
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
192 S Shore Dr South Yarmouth MA
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $194 total per night from Jun 30 to Jul 1
$194 total
Jun 30 - Jul 1
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this hotel. WiFi in public areas is free. Express check-in, express check-out, ...
"Plus ou moins satisfaite. L'emplacement de l'hotel est bien, par contre à notre deuxième nuit ils nous ont demandé de quitter l'hotel pour aller vers leur autre hotel plus loin car il y avait un problème d'eau...je comprend ça peut arriver mais ils n'ont pas voulu nous rembourser pour l'inconvénient. ..."

Reviewed on Jun 26, 2026

Opens in a new window Parker Beach Lodge
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive South Yarmouth MA
$337 nightly
The price is $385 total per night from Jun 30 to Jul 1
$385 total
Jun 30 - Jul 1
Total with taxes and fees
A private beach and an indoor pool are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun ...
"Overall was good!"

Reviewed on Jun 26, 2026

Opens in a new windowRiviera Beach Resort
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $136 total per night from Jun 28 to Jun 29
$136 total
Jun 28 - Jun 29
Total with taxes and fees
This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate ...
"This hotel was clean, renovated, and well maintained. In a great location with a private fire pit and a private bay area view. For the price, this is a really great place to stay and I would recommend it and stay there again as well!"

Reviewed on Jun 26, 2026

Opens in a new windowCape Sands Inn
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
Fully refundableReserve now, pay when you stay
$433 nightly
The price is $496 total per night from Jun 28 to Jun 29
$496 total
Jun 28 - Jun 29
Total with taxes and fees
A private beach, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
"Lovely property on the beach which was fantastic and why we choose to visit Staff was very courteous and professional. The toilet seats in our one bedroom suite were old and stained. They can easily be replaced. The light fixture in one bathroom was falling apart also an easy fix that won't cost ..."

Reviewed on Jun 26, 2026

Opens in a new windowSea Crest Beach Resort
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street Hyannis MA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $142 total per night from Jun 28 to Jun 29
$142 total
Jun 28 - Jun 29
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. There's a garden and multilingual staff can provide around-the-clock assistance.
"."

Reviewed on Jun 24, 2026

Opens in a new windowHyannis Plaza Hotel
Don't see what you're looking for?
See all available properties in Osterville
View all properties
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.

Osterville Hotel & Travel Guide\n

Osterville offers visitors an array of quality hotel and apartment options. Travelocity's guide is where you can compare 20 places to base yourself within 6 miles (10 kilometers) of Osterville's urban core.

Check out a handful of hotel options you can find within a 3 miles (5 kilometers) of Osterville's vibrant center, like the Long Dell Inn and Craigville Beach Inn.

The Red Jacket Beach Resort is positioned 9 miles (14 kilometers) outside of the middle of Osterville. An alternative place to stay is the Green Harbor Resort, which is situated 7 miles (11 kilometers) away. Alternatively, you may like to book a bed at the Thorncroft Inn or the Ashley Manor.

Once you and your family have really explored Osterville, how about you discover a little more of the region? The Eastern Massachusetts district boasts plenty of things to offer. Investigate Eastern Massachusetts's churches, art museums and history museums. Those who love nature could also leave time to enjoy the region's coastal plains. Wise travelers in this pocket of United States of America adore snowboarding and skiing.

5 miles (9 kilometers) away from Osterville, you will find Hyannis, where you can find Kalmus Beach and John F. Kennedy Hyannis Museum. Next time you get to Hyannis, be sure to check out the Cape Codder Resort and Spa and Doubletree by Hilton Cape Cod - Hyannis. Alternatively, you could consider staying at Yarmouth Port, 10 miles (16 kilometers) to the northeast of Osterville, where you can choose between the The Captain Farris House B&B and The Blushing Oyster Bed and Breakfast. The Edward Gorey House and Dennis Pond Conservation Area are other popular attractions to see while in Yarmouth Port.

Prior to departing from Cape Cod, ensure you are able to watch an exciting game. Stop by Fenway Park, located northwest of Osterville. And travelers wanting to find Travelocity-listed accommodation options close to the action can make a choice from the Mandarin Oriental Boston or the Four Seasons Hotel Boston.

When you are traveling via Barnstable Municipal Airport and need to find a Travelocity-listed room in the area, consider Resort & Conference Center at Hyannis or Hyannis Harbor Hotel.

Frequently asked questions

What are the top kid-friendly hotels in Osterville?
From cool amenities to larger rooms, kid-friendly hotels come with features that can help turn a good family vacation into an awesome one. These Osterville properties make vacationing with children a snap: Your entourage will enjoy staying at Beautiful Osterville Home central to everything!. A playground and a king bed are just a couple of the things that help make this hotel an attractive option. Brand New Osterville Home! Central AC, Walk/Bike to town or beach, Sleeps 10 is also a hit with families. After a big day of exploring, come home to your cozy room and amenities like a nearby beach and animal viewing activities.
Where can I find cheap hotels in Osterville?
At Travelocity you'll find really nice hotels in Osterville at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Osterville rather than in Osterville. We may find you even better rates, too.
How do I find the best Osterville hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Osterville then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Osterville?
The cheapest hotel in Osterville is $136. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Osterville?
There are 6,392 hotels in Osterville on Travelocity.
What are the best hotels in Osterville?
Osterville has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Osterville for you!
When is the best time to visit Osterville?
If you want the joy of a fun-filled trip in peak season, visit Osterville during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Osterville?
Based on historic data is usually the cheapest month to visit Osterville. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Osterville?
There are multiple hotels in Osterville that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Osterville. We have plenty of kid-friendly hotels in Osterville to choose from on Travelocity!
Why book a hotel in Osterville through Travelocity?
Because we have the top hotels in Osterville! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Osterville on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Osterville hotel reviews by fellow wanderers

Iris Hotel Cape Cod

Iris Hotel Cape Cod

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Restroom is dark and water stains are present all through the room."
A verified traveler stayed at Iris Hotel Cape Cod
Iris Hotel Cape Cod

Explore More Ways to Travel with Travelocity