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
$120 nightly
The price is $137 total per night from Nov 1 to Nov 2
$137 total
Nov 1 - Nov 2
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 ...
"Rooms and bathroom were newly redone and clean Hallways, stairs and entrance were dirty that was the main gripe No elevator that we saw on the 2nd floor Close to restaurants"

Reviewed on Oct 25, 2026

Opens in a new windowUncommoner Hotel by Reverie Boutique Collection
Inn on the Square

Inn on the Square

3.5 out of 5
40 North Main Street Falmouth MA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $168 total per night from Nov 23 to Nov 24
$168 total
Nov 23 - Nov 24
Total with taxes and fees
A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. A garden is provided and the front desk is staffed ...
"We enjoyed having a glass of wine by the fire pit in the courtyard area, and the adjoining restaurant for breakfast. Our primary interest was proximity to the Shining Sea Bikeway which was just a block away. Easy stroll to the downtown area with lots of shops and restaurants. We did not use the indoor ..."

Reviewed on Oct 24, 2026

Opens in a new windowInn on the Square
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $242 total per night from Nov 8 to Nov 9
$242 total
Nov 8 - Nov 9
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 ...
"Overall, the hotel and our room were lovely. There was a large event taking place during our stay, and a significant number of younger guests from the event were gathered throughout the public areas. While completely understandable, it did make it difficult for us to enjoy those spaces. Our only ..."

Reviewed on Oct 22, 2026

Opens in a new windowMargaritaville Resort Cape Cod
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $137 total per night from Nov 24 to Nov 25
$137 total
Nov 24 - Nov 25
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. ...
"The lobby was clean and staff were welcoming. But… our room was on the lower level. I paid more for a non-pet friendly room because I was worried about smells. The room we were given felt damp, the floors and bedding felt damp, there were fruit flies all in the bathroom, it smelled musty. (Pet smell ..."

Reviewed on Oct 24, 2026

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

Sunbird Cape Cod Resort

2.5 out of 5
216 Main St West Yarmouth MA
$123 nightly
The price is $141 total per night from Oct 31 to Nov 1
$141 total
Oct 31 - Nov 1
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free ...
"Good sized clean room. Good location for exploring. Nice restaurants nearby. Even had a pickleball court with equipment provided. Staff were very helpful. Amazing whale watching with Dolphin Fleet, 37 whales some with calves!!"

Reviewed on Oct 25, 2026

Opens in a new windowSunbird Cape Cod Resort
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
$169 nightly
The price is $193 total per night from Nov 8 to Nov 9
$193 total
Nov 8 - Nov 9
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. ...
"Overrated for off season nothing open except restaurant, in room coffee or $6.00 small cup from bar in restaurant wanted to sit at indoor pool watch football on this big screen TV not working, Nothing worked in arcade got someone to check it out got a few games working very disappointing"

Reviewed on Oct 24, 2026

Opens in a new windowSea Crest Beach Resort
Lighthouse Inn

Lighthouse Inn

3 out of 5
1 Lighthouse Inn Rd West Dennis MA
A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach ...
Get rates
Opens in a new windowLighthouse Inn
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St Hyannis MA
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $113 total per night from Oct 26 to Oct 27
$113 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Enjoy the hot tub and free perks like continental breakfast and free self parking. Free WiFi in public ...
Opens in a new windowHyannis Travel Inn
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

2.5 out of 5
1470 Iyannough Road Hyannis MA
Fully refundable
$107 nightly
The price is $122 total per night from Nov 22 to Nov 23
$122 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna ...
Opens in a new windowHoliday Inn Express Hyannis Cape Cod by IHG
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 $113. 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 6,288 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

Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

4 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Good sized clean room. Good location for exploring. Nice restaurants nearby. Even had a pickleball court with equipment provided. Staff were very helpful. Amazing whale watching with Dolphin Fleet, 37 whales some with calves!!"
A verified traveler stayed at Sunbird Cape Cod Resort
Sunbird Cape Cod Resort

Explore More Ways to Travel with Travelocity