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

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$280 nightly
The price is $319 total per night from Jul 12 to Jul 13
$319 total
Jul 12 - Jul 13
Total with taxes and fees
The hotel's indoor pool, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self ...
"This place was 10/10."

Reviewed on Jul 9, 2026

Opens in a new windowUncommoner Hotel by Reverie Boutique Collection
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
$290 nightly
The price is $324 total per night from Jul 30 to Jul 31
$324 total
Jul 30 - Jul 31
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.
"The room was clean, the bed and pillows were comfortable. But the refrigerator froze our food, there was no coffee maker in room, the table and dressers were vintage, and the bathtub needed replacing or resurfacing. The common areas were very nice and well maintained. Each unit has a different owner, ..."

Reviewed on Jul 9, 2026

Opens in a new windowVineyard Harbor Motel - Private Beach
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $282 total per night from Aug 9 to Aug 10
$282 total
Aug 9 - Aug 10
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 ...
"This was my second time and this hotel is converting our option #1 every time we visit cape cod."

Reviewed on Jul 8, 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
$242 nightly
The price is $277 total per night from Jul 19 to Jul 20
$277 total
Jul 19 - Jul 20
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. ...
"I believe they were understaffed. Person handling breakfast shift could not keep up. Ran out of dishes constantly and new plates/silverware put out were dirty. Staff at front desk left shift late at night and were already back mid morning the next day. It appeared they may be remodeling as I could ..."

Reviewed on Jul 7, 2026

Opens in a new windowIris Hotel Cape Cod
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$311 nightly
The price is $355 total per night from Jul 13 to Jul 14
$355 total
Jul 13 - Jul 14
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 ...
"Indoor water pools should open earlier than 3pm. Closes at 8"

Reviewed on Jul 8, 2026

Opens in a new windowMargaritaville Resort 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
$224 nightly
The price is $256 total per night from Aug 6 to Aug 7
$256 total
Aug 6 - Aug 7
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, ...
"Close to the ocean and a great restaurant. Door to room was quite bent to the point you could see daylight through the top. We found 3 slugs throughout our 2 night stay on our toothbrushes when we went to use them."

Reviewed on Jul 9, 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
Fully refundableReserve now, pay when you stay
$343 nightly
The price is $392 total per night from Jul 12 to Jul 13
$392 total
Jul 12 - Jul 13
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 ...
"Great view of pool and beach from our 2nd floor room. Highly recommended. We will definitely go back."

Reviewed on Jul 8, 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
$127 nightly
The price is $145 total per night from Jul 12 to Jul 13
$145 total
Jul 12 - Jul 13
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 ...
"Well the tub the water wouldn't run down the floors the rugs are completely filthy out of my socks on and they were gray but they turned black cuz the rugs are so dirty there's no way to I guess your breakfast place you have machines there but they're all out of order so you can't even get anything ..."

Reviewed on Jul 9, 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
$458 nightly
The price is $524 total per night from Jul 16 to Jul 17
$524 total
Jul 16 - Jul 17
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. ...
"Great location"

Reviewed on Jul 9, 2026

Opens in a new windowSea Crest Beach Resort
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 $145. 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 6,434 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

Cape Sands Inn

Cape Sands Inn

4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Great location, clean room, pool. Quiet."
A verified traveler stayed at Cape Sands Inn
Cape Sands Inn

Explore More Ways to Travel with Travelocity