Ossipee Ski Chalets
Cabin
10.0(105 Reviews)
1 Bedroom
1 Bath
4 Guests
Parking
Ocean View
Balcony/Terrace
View
R3,283/Night
7 Nights - R22,982
House
9.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1248.61 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
R5,050/Night
7 Nights - R35,351
R7,335/Night
7 Nights - R51,345
Cabin
10.0(21 Reviews)
2 Bedrooms
2 Baths
7 Guests
900 ft²
Hot Tub- Parking
- Ocean View
- Balcony/Terrace
R6,647/Night
7 Nights - R46,527
House
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Oceanfront
- Parking
- Ocean View
- View
R4,945/Night
7 Nights - R34,622
Cottage
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
Air Conditioner
Internet
Child Friendly
Laundry
R2,996/Night
7 Nights - R20,979
Cabin
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
670 ft²
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
R2,353/Night
7 Nights - R16,475
House
10.0(45 Reviews)
5 Bedrooms
2 Baths
16 Guests
2799 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
R20,819/Night
7 Nights - R145,741
Cabin
10.0(14 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R9,944/Night
7 Nights - R69,608
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
R5,938/Night
7 Nights - R41,560
Cabin
10.0(10 Reviews)
5 Bedrooms
3 Baths
12 Guests
3800 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
R13,797/Night
7 Nights - R96,581
House
10.0(8 Reviews)
3 Bedrooms
2 Baths
9 Guests
2900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R5,952/Night
7 Nights - R41,659
Why Choose Rent By Owner for your Ossipee Ski Chalets?
What makes our Ski Chalets special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Ossipee
When should you plan your Ski Chalets stay?
Timing your visit to this destination can enhance your experience, as the region offers ideal conditions for enjoying the winter scenery and outdoor activities during the snowy months when the weather is perfect for cozy ski chalets.
Peak Season Highlights
Winter (December to February)
During the peak winter months, the region becomes a prime destination for snow sports enthusiasts seeking reliable ski chalets in Ossipee. Expect brisk days filled with optimal snow conditions for skiing and snowboarding.
Average Temperature Daytime: Around 20°F (-6°C) - Nighttime: Approximately 0°F (-18°C)
Spring Break (March to April)
The late winter to early spring period draws visitors looking to enjoy winter activities while embracing the transitional weather. This is when the area’s ski chalets are in high demand for lively getaways.
Average Temperature Daytime: Roughly 30-40°F (1-4°C) - Nighttime: Near 10-15°F (-12 to -9°C)
Off-Season Highlights
Late Spring (May to June)
As the snow melts, visiting during this shoulder season offers a quieter experience. The region is ideal for those seeking tranquility and less crowded ski chalets after the winter rush.
Average Temperature Daytime: Approximately 50-60°F (10-15°C) - Nighttime: Around 35-45°F (2-7°C)
Fall (September to November)
Autumn transforms the landscape into a picturesque setting, making it an excellent time for exploring the region’s natural beauty with fewer visitors and still available cozy ski chalets for rental.
Average Temperature Daytime: Between 50-60°F (10-15°C) - Nighttime: Approximately 30-40°F (-1 to 4°C)
Weekly Weather Forecast for Ossipee
How to Book Your Ossipee Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Ossipee
Common Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy spacious outdoor decks or patios to take in the scenic views of the region’s natural beauty.
- Make the most of private or shared fire pits for cozy evenings after a day on the slopes.
- Benefit from direct access to well-maintained hiking and snowshoeing trails that weave through the area.
- Relax in outdoor hot tubs or spas, perfect for soothing muscles while surrounded by nature.
- Utilize ample parking spaces designed to accommodate your vehicle conveniently during your stay.
- Explore landscaped gardens or lawns that provide a peaceful setting for outdoor activities.
- Take advantage of nearby lakes or waterways for fishing, kayaking, or simply enjoying the tranquility of this destination.
Top Attractions Around Ossipee
What attractions are nearby?
When staying in this destination, you can enjoy a variety of outdoor activities nearby, including snowboarding, cross-country skiing, and snowshoeing, all just minutes from your cozy ski chalet, making it an ideal spot for winter sports enthusiasts looking to explore the scenic beauty of the region.
Family Activities
- Ossipee Lake Spend a day enjoying the tranquil waters of Ossipee Lake, ideal for family boat rides and swimming during your stay in this welcoming region.
- White Mountain National Forest Explore scenic hiking trails suitable for all ages, offering breathtaking views and outdoor adventure close to your ski chalet.
- Alpine Slide Experience exhilarating downhill rides at this popular mountain attraction, perfect for adding excitement to your family vacation here.
- Local Nature Centers Discover educational exhibits and nature programs designed for children, making it a great family outing in the area.
Adult Activities
- Nature Exploration: Spend your day exploring the scenic trails and outdoor beauty that this area is renowned for, offering a perfect retreat for nature lovers.
- Fishing Adventures: Take advantage of the region's lakes and rivers to enjoy a relaxing day of fishing in a peaceful setting.
- Boating and Water Activities: Engage in various water-based activities like kayaking or paddleboarding on the tranquil waters surrounding the destination.
- Local Dining Experiences: Discover charming restaurants and eateries nearby that offer authentic cuisine, adding a flavorful touch to your stay.
Other Places to Stay in Ossipee, MN
Center Township
Ossipee Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Arrival: Schedule your trip during the peak winter months to enjoy optimal snow conditions and access to the best skiing experiences in this area.
- Embrace Local Weather: Keep an eye on the weather forecast to make the most of your outdoor activities and ensure your ski chalets stay warm and cozy throughout your stay.
- Optimize Your Equipment: Rent or bring quality gear suited for the region’s terrain to enhance your comfort and safety while exploring here.
- Explore Nearby Attractions: Take advantage of the area's recreational options and scenic beauty to make your trip truly memorable beyond just your stay in the ski chalets.
Transportation Options
- Airport Transportation: The nearest major airport offers convenient options for travelers arriving in the region, ensuring a smooth transition from flight to your cozy ski chalet.
- Rental Car Services: Numerous rental agencies operate nearby, giving you the flexibility to explore this destination and access the best ski chalets with ease.
- Taxi and Ride-Sharing: Taxis and ride-sharing services are readily available to provide quick and reliable transportation within this area, making it simple to reach your chosen accommodation.
- Public Transit: Local bus services connect key points across the region, offering an economical way to navigate between popular spots and your ski retreat.
Local Customs Options
- Local Hospitality Customs: Visitors often observe a warm and welcoming attitude from residents, reflecting the area's friendly community spirit, perfect for those seeking a cozy retreat in this region.
- Traditional Celebrations: The area hosts seasonal festivals that celebrate local culture, providing an immersive experience for guests staying in nearby ski chalets during winter months.
- Dining Etiquette: It is customary to enjoy hearty, homemade meals served family-style, which offers a genuine taste of regional hospitality when visiting here.
- Outdoor Traditions: Engaging in community-led outdoor activities like snowshoeing and ice fishing is common, making your stay in a ski chalet even more authentic during colder seasons.
Frequently Asked Questions About Ossipee Rental Ski Chalets
1. What are the top Ski Chalets in Ossipee?
There are a lot of options in Ossipee. If you plan on staying in the Ossipee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Ossipee:
- Quiet Relaxing Lakefront Cabin w/Private Dock
- The Diver Duck Inn on Lake Edward, Nisswa
- Level Elevation-TWO weeks left for the Summer of 2025 July 11-18 and Aug. 22-29
- Pine Haven Retreat-Your perfect lake cottage getaway!
- Charming Cabin on Beautiful Mission Lake!
- Secluded lakeside retreat with hot tub, sandy beach, game room, & near Nisswa.
- Cozy Cottage w/firepit, grill, & games. Close to Crosslake/Nisswa/Crosby/Brd
- Cozy Lakefront Family Getaway: Beach & Game Room
- Whimsical retreat! One of a kind stay! A hidden gem!
- Hot Tub & Game Room: Lakefront Merrifield Retreat!
2. How many Ski Chalets are available in Ossipee?
Currently, the total number of properties listed by RBO in 2026 is over 48 in the Ossipee area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Ossipee.
3. What is the cancellation policy for booking ski chalets in Ossipee, Merrifield, Minnesota?
The cancellation policy varies depending on the specific property. You should review the details listed in each chalet’s description or contact the owner directly to understand the terms and any applicable fees.
4. Are there any specific check-in and check-out times I should be aware of when staying in a ski chalet here?
Check-in and check-out times are set by individual owners. Please refer to the listing details or reach out to the owner for precise timings to ensure a smooth arrival and departure.
5. Is it possible to modify or extend my reservation at a ski chalet in this destination?
Reservation modifications or extensions depend on availability and the policies of the property owner. Contact the host directly through the listing to discuss possible arrangements.
6. What amenities are typically included with a ski chalet stay in this area?
Amenities can vary, but many chalets offer features such as fully equipped kitchens, fireplaces, Wi-Fi, and outdoor spaces. Review each listing for detailed information about what’s included during your stay.
7. How do I ensure my safety and security when booking a ski chalet in this region?
Book through trusted platforms that verify listings and provide secure payment options. For additional peace of mind, read guest reviews and communicate directly with property owners to clarify any concerns.
More Rentals You May Like Near Ossipee
New
Cabin
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
1400 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
R9,411/Night
7 Nights - R65,883
Cabin
9.8(77 Reviews)
3 Bedrooms
2 Baths
10 Guests
2000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
R9,849/Night
7 Nights - R68,946
Cabin
9.8(63 Reviews)
6 Bedrooms
3 Baths
22 Guests
3700 ft²
- Hot Tub
- Parking
Spa- Ocean View
R14,721/Night
7 Nights - R103,038
House
9.8(29 Reviews)
5 Bedrooms
4 Baths
12 Guests
4200 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
R18,685/Night
7 Nights - R130,806
House
9.8(9 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R17,533/Night
7 Nights - R122,725
House
9.6(10 Reviews)
3 Bedrooms
2 Baths
10 Guests
2460 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R4,984/Night
7 Nights - R34,887
Cabin
9.4(26 Reviews)
3 Bedrooms
2 Baths
8 Guests
1250 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R4,710/Night
7 Nights - R32,966
Cabin
9.0(6 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Parking
- Ocean View
- View
- Kitchen
R12,166/Night
7 Nights - R85,156
Cabin
8.8(9 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R13,210/Night
7 Nights - R92,475
Cabin
7.8(30 Reviews)
3 Bedrooms
1 Bath
7 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
R8,427/Night
7 Nights - R58,995
R7,538/Night
7 Nights - R52,769
New
Cabin
10.0(2 Reviews)
3 Bedrooms
1 Bath
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R8,949/Night
7 Nights - R62,638
