Osterville Holidays

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Osterville Holiday

Our pick of the best Osterville Hotel Deals

Sea Crest Beach Resort
Sea Crest Beach Resort
3.5 out of 5
350 Quaker Rd, North Falmouth, MA
The price is NZ$606 per night from 25 June to 26 June
NZ$606
25 June - 26 June
includes taxes & fees
8.2/10 Very Good! (107 reviews)
"Excellent place to stay, and the kids had a great time in the pools and at the beach!"

Reviewed on 23 Jun. 2025

Sea Crest 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
The price is NZ$188 per night from 25 June to 26 June
NZ$188
25 June - 26 June
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Great location with easy check in and nice accomodations!"

Reviewed on 23 Jun. 2025

Cape Sands Inn
Summercamp
Summercamp
3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
The price is NZ$787 per night from 30 June to 1 July
NZ$787
30 June - 1 July
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
"I gave an overall rating of 4 because my room was so small, I was totally miserable. This Queen ocean view room, in the older part of the hotel is not worth the rate of over $550 per night. I regret not reserving a king room. I definitely will not make that mistake again. The property itself is an ..."

Reviewed on 22 Jun. 2025

Summercamp
See all 6,408 properties in Osterville
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

How much does an Osterville holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Osterville costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Osterville?
The off-season is the best time to visit Osterville if you're trying to keep costs down. Another tip for finding cheap Osterville holiday packages? Try to avoid public holidays and any major festivals or events.
How many days is enough for Osterville?
The ideal duration for your Osterville holiday depends on what you'd like to do. Usually, a handful of days to a week will give you time to visit all the main attractions and explore some hidden treasures along the way.
How to find the best Osterville package deals?
Begin your search for an Osterville package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Osterville package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Osterville adventure underway.
Is it cheaper to book an Osterville holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Osterville holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Osterville?
If you're considering a spontaneous Osterville holiday, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Osterville?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Osterville.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your accommodation will likely be the largest expense during your trip to Osterville.
  3. Decide how long to go away for: Now that you know more about Osterville, you can figure out the ideal length of your break. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose an Osterville holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.