Ossipee Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Ossipee Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Brainerd Lakes Regional Airport (BRD)
Max Temp Winter
-7.22ºC
Max Temp Summer
27ºC

Top hotels in Ossipee

Quiet Relaxing Lakefront Cabin w/ Private Dock

Quiet Relaxing Lakefront Cabin w/ Private Dock

Merrifield MN
10/10 Exceptional! (1 review)
"We had a great time! The water was calm and beautiful! The house was clean and well cared for."

Reviewed on 28 Jun 2026

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Quiet Relaxing Lakefront Cabin w/ Private Dock
*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

Merrifield MN
9.8/10 Exceptional! (74 reviews)
"Cozy property. Nice beach and location. The kids all got swimmers itch from lake so we left early. No fault of owner, just be aware of it and all it brings.We rented a pontoon and dock was easy to tie to it. Big bed downstairs needs a new mattress, too soft and you kind of roll in the middle of it ..."

Reviewed on 29 Jun 2026

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*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!
Country Inn Deerwood

Country Inn Deerwood

2.5 out of 5
23884 Front Street Deerwood MN
Fully refundableReserve now, pay when you stay
The price is £62 per night from 16 Jul to 17 Jul
£62
16 Jul - 17 Jul
includes taxes & fees
6.8/10 (1,000 reviews)
"Ive stayed here many times. The staff is Always friendly and courteous. Nice rooms and great price!"

Reviewed on 13 Jul 2026

Country Inn Deerwood
See all 972 properties in Ossipee
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Ossipee attractions

Upper Mission Lake

Commune with nature and explore the great outdoors at Upper Mission Lake during your travels in Ossipee. Wander the lakeside and beaches while you're in the area.
See properties

Frequently asked questions

How much does an Ossipee travel package cost?
Explore the best of Ossipee from as little as . We offer a wonderful selection of rental cars, hotels and flights to suit every style and budget. You can score even better deals when you add a few tours or activities to your package.
If I'm not able to travel, can I cancel my Ossipee travel package?
If your holiday plans in Ossipee have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you made your booking in the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. To learn more, check our Customer Service Portal.
How do I get a cheap travel package to Ossipee?
Combine your hotel and flight bookings, throw in extras such as activities or a rental car, and save with an Ossipee travel package. You won't just walk away with impressive discounts on your getaway — you'll have plenty of choice too. When you book with Expedia, you'll have your pick of over 550 air carriers and 1,000,000 hotels around the world. Your unforgettable holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Ossipee holidays?
Yes. Expedia has partnered with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that works for you during the checkout process and take away the stress of budgeting for your trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your holiday buck. Check out our flexible payment options below:

  • Pay monthly holidays: Klarna has manageable monthly payment plans that work for all budget sizes, so you can escape on that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you come across an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

What are the top hotels in Ossipee?
Secure a room at Quiet, Cosy Lake Cottage North Of Brainerd. It's one of the neighbourhood's most sought-after hotels. Another reputable option in Ossipee is Pelican Lake Cabin With Breathtaking Sunset Views.
How far in advance should I book my Ossipee holiday?
Get rewarded with the widest variety and the lowest prices by booking your Ossipee holiday early. Air carriers generally advertise tickets around a year before departure, so start your planning as soon as possible. That being said, Expedia is dedicated to giving you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Ossipee travel package include?
Hotels, flights and rental cars — we've got them covered. With Expedia, you can shape your Ossipee package the way you like it. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the bigger your savings!
What should I know before booking an Ossipee travel package?
Bundling your bookings into an Ossipee travel package is the easiest way to organise your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Ossipee Expedia travel package?
With a travel package, you're the one in charge. Whether you're eager to fly to Ossipee in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners all over the world.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.