Ossipee holiday lettings

We found 552 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Ossipee that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Ossipee

Showing deals for:10 Apr - 17 Apr

Image gallery for Cozy Cabin on Dewdrop Lake

Miscellaneous
9.8 out of 10, Exceptional, (35 reviews)
Exceptional
(35 reviews)

Cozy Cabin on Dewdrop Lake

Crosslake

12% off
Price is £1,101
for 7 nights, 1 cabin
£157 per night
includes taxes & fees
Cozy Cabin on Dewdrop Lake

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the lakeside landscape of Ossipee

The lake and beaches create a pretty picture of Ossipee. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Ossipee

Are you searching for attractions to visit in the area? Venture out of your cosy holiday rental and experience everything that makes Ossipee a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Deacon's Lodge Golf Course (6.3 mi / 10.2 km)
  • Nisswa City Park (7.6 mi / 12.2 km)
  • The Pines Golf Course (9 mi / 14.4 km)
  • Brainerd International Raceway (10.7 mi / 17.1 km)
  • Mount Ski Gull (13.1 mi / 21.1 km)
  • Paul Bunyan Land (13.1 mi / 21.1 km)

Exploring the natural features in Ossipee

Whether you're an adventurous traveller or just want to take in the scenery, Ossipee is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Lake Edward (2 mi / 3.1 km)
  • Mollie Lake (4.3 mi / 6.8 km)
  • Cuyuna Country State Recreation Area (6.8 mi / 10.9 km)
  • Nisswa City Park (7.6 mi / 12.2 km)
  • Horseshoe Lake (8.1 mi / 13 km)
  • Cross Lake Recreation Area (9.7 mi / 15.7 km)

Travelling to and around Ossipee

Fly into Brainerd, MN (BRD-Brainerd Lakes Regional), the closest airport, located 9.6 mi (15.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Ossipee when booking a holiday rental?
When looking for a holiday rental in Ossipee, Minnesota, the best area to consider is the beautiful surroundings near Ossipee Lake. This picturesque locale not only offers stunning views but also provides easy access to a variety of outdoor activities. The lake is a prime attraction, great for swimming, fishing, and boating, making it a fantastic spot for families and nature enthusiasts alike.

Another appealing neighbourhood is the area surrounding the scenic hiking trails of the nearby Chippewa National Forest. This region is known for its lush landscapes and diverse wildlife, providing ample opportunities for hiking and bird-watching. Staying here allows visitors to immerse themselves in the natural beauty of Minnesota while being close to local amenities.
How much does it cost to rent a holiday home in Ossipee?
Prices for holiday rentals in Ossipee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Ossipee to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Ossipee holiday house rentals?
You can find great discounts on house rentals in Ossipee on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Ossipee?
A long-stay holiday rental in Ossipee is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Ossipee holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Ossipee with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Ossipee?
In Ossipee, holiday rentals typically do not highlight specific amenities, making it challenging to pinpoint popular features. However, visitors can generally expect a variety of properties, including lakeside cabins and cosy homes that offer essential comforts. These rentals often include basic kitchen facilities for self-catering, comfortable living spaces for relaxation, and outdoor areas to enjoy the natural surroundings.
How early should I book a Ossipee holiday rental?
Book your Ossipee holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Ossipee home rental booking on Vrbo?
To find Ossipee holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Ossipee holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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