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  5. Ski Chalets

Kennebunk Ski Chalets

House
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4 Bedrooms 3 Baths 8 Guests 2321 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $2,245/Night 7 Nights - US $15,718
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
8 Bedrooms 5 Baths 16 Guests 5672.58 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $706/Night 7 Nights - US $4,942
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Bed & Breakfast
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like-icon10.0
Exceptional
(31 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $375/Night 7 Nights - US $2,624
New
House
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4 Bedrooms 2 Baths 12 Guests 37674 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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US $1,478/Night 7 Nights - US $10,348
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House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 4 Guests 1097.92 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
US $836/Night 7 Nights - US $5,854
House
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1 Bedroom 2 Baths 8 Guests 2183 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $1,293/Night 7 Nights - US $9,048
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Apartment
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like-icon9.8
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 904.17 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
US $200/Night 7 Nights - US $1,400
Condo
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like-icon10.0
Exceptional
(191 Reviews)
2 Bedrooms 2 Baths 4 Guests 893 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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US $579/Night 7 Nights - US $4,053
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Bed & Breakfast
Map-icon
like-icon9.7
Exceptional
(287 Reviews)
6 Bedrooms 6 Baths 12 Guests 224.25 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $458/Night 7 Nights - US $3,207
House
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like-icon10.0
Exceptional
(99 Reviews)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $677/Night 7 Nights - US $4,742
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Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(91 Reviews)
6 Bedrooms 4 Baths 8 Guests 244.88 ft²
  • Oceanfront
    Oceanfront
  • Skiing
    Skiing
More amenities
US $246/Night 7 Nights - US $1,720
Condo
Map-icon
like-icon10.0
Exceptional
(75 Reviews)
1 Bedroom 1 Bath 4 Guests 950 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $463/Night 7 Nights - US $3,243

Discover & compare premier experiences around Portland

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Kennebunk Ski Chalets?

What makes our Ski Chalets special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Kennebunk

When should you plan your Ski Chalets stay?

Choosing the optimal time to vacation here ensures you enjoy the best conditions for your stay in this destination, whether you're seeking cozy winter escapes or milder seasons to explore the region's charm.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, you’ll experience the peak season in this region as snow blankets the landscape, perfect for enjoying your ski chalets amidst scenic winter views. The area attracts visitors seeking snowy adventures and cozy accommodations.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
autumn
Early Fall (September to October)

This time of year marks a popular season, with mild weather and vibrant fall foliage that make your stay in the region especially picturesque. It’s an ideal period to explore the outdoors before the colder months arrive while enjoying your ski chalets nearby.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Late Spring (April to May)

As the snow melts and temperatures begin to rise, this off-peak period offers a quieter retreat. Visiting during this time allows for peaceful stays in ski chalets with fewer crowds and lower prices.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
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Early Summer (June to August)

With warmer weather and longer days, the region transitions into summer, making it less busy for winter-focused accommodations. It’s a great opportunity to enjoy serene surroundings and relaxation when not actively skiing or snowboarding.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F

Weekly Weather Forecast for Kennebunk

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.

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 outdoor seating areas perfect for relaxing after a day on the slopes.
  • Benefit from well-maintained communal yards or gardens to unwind in nature’s beauty.
  • Take advantage of spacious decks or patios with stunning views of the surrounding region.
  • Make use of private or shared outdoor fire pits for cozy evenings outdoors.
  • Utilize versatile picnic areas ideal for quick meals amidst scenic surroundings.
  • Explore well-equipped outdoor cooking facilities, such as grills or BBQ stations.
  • Access nearby walking trails or landscaped pathways that showcase the area's natural charm.
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Family Activities

  • Visit the Kennebunkport Historical Society Museum This activity offers a family-friendly glimpse into the region’s rich history, making it an engaging outing for all ages.
  • Explore the sandy beaches of Mother’s Beach Perfect for picnics and building sandcastles, the beach provides a relaxing environment where families can enjoy the coastal scenery.
  • Take a scenic boat tour from the area Experience the natural beauty of the region from the water, with options suitable for families seeking a memorable cruise adventure.
  • Enjoy outdoor activities at Parson's Way Park This local park features walking trails and open spaces, ideal for family outings and recreational fun amidst picturesque surroundings.
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Adult Activities

  • Historic Downtown Kennebunk Stroll through charming streets filled with boutique shops, art galleries, and cozy cafes, offering a perfect blend of local culture and relaxation.
  • Kennebunkport Maritime Museum Explore the area's rich nautical history through engaging exhibits that reveal the region’s shipbuilding legacy and seaside traditions.
  • Local Art Galleries Discover works by regional artists in diverse galleries nestled within the area, providing a vibrant arts scene to enrich your visit.
  • Gourmet Dining Experiences Indulge in renowned restaurants serving fresh seafood and innovative cuisine, making your stay here a culinary delight.

Other Places to Stay in Kennebunk, ME

Maine Art Gallery Framing
Kennebunkport Harbor
St. Anthony's Franciscan Monastery
Webhannet Golf Club
Kennebunk Beach
Wedding Cake House
Kennebunk Dog Park
Brick Store Museum
Kennebunk Free Library
West Kennebunk

Kennebunk Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your visit during the shoulder seasons: Visiting in early spring or late fall allows you to enjoy quieter surroundings and better deals on your Kennebunk accommodation while still experiencing the region’s charm.
  • Explore local dining options: Savor authentic regional cuisine at nearby eateries to enrich your stay here, making your trip both memorable and flavorful.
  • Take advantage of outdoor activities: Make the most of the area's natural beauty by engaging in scenic walks or coastal explorations close to your Kennebunk property.
  • Book early for peak seasons: Secure your preferred ski chalets well in advance during popular winter months to ensure a comfortable and hassle-free vacation experience.

Transportation Options

  • Car Rentals: Renting a car provides the flexibility to explore the area at your own pace, making it easy to access nearby skiing spots and amenities.
  • Local Taxis and Rideshare Services: Available for convenient transportation within the region, ensuring you can get to your ski chalet comfortably without the hassle of driving.
  • Public Transit: The local bus services connect key areas around Kennebunk, offering an affordable way to travel between your accommodation and popular destinations.
  • Private Shuttle Services: Customized shuttle options are available for seamless transfers to and from the ski slopes or regional airports, creating a stress-free start to your trip here.

Local Customs Options

  • Hospitality Etiquette: Visitors here often observe a warm, welcoming attitude, reflecting the area's friendly community spirit that enhances your stay in the region.
  • Local Seafood Traditions: Engaging with local seafood customs, such as enjoying fresh lobster and clams, offers an authentic taste of this destination's coastal heritage.
  • Historic Preservation Practices: Respecting the historic architecture and sites is common, ensuring the area's rich past remains intact for future visitors.
  • Community Events: Participating in seasonal festivals and gatherings is a cherished tradition that allows you to experience the local culture firsthand during your visit.

Kennebunk Ski Chalets Frequently Asked Questions

2. How many Ski Chalets are available in Kennebunk?

Currently, the total number of properties listed by RBO in 2026 is over 451 in the Kennebunk area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Kennebunk. 

3. What is the cancellation policy for booking a ski chalet in this area?

The cancellation policy varies depending on the specific property you choose. It is recommended to review the individual listing details or contact the owner directly to understand the terms and any applicable fees before completing your reservation.

4. Are there any additional fees associated with booking a ski chalet here?

Additional fees such as cleaning, service charges, or security deposits may apply and are specified in the listing details. Be sure to review these details carefully or reach out to the owner for clarification before finalizing your booking.

5. What amenities are typically included with a ski chalet rental in this destination?

Most ski chalets come equipped with essential amenities like heating, Wi-Fi, and parking. Specific features such as fireplaces, hot tubs, or kitchen facilities are detailed on each listing page, so you can select accommodations that best suit your needs.

6. How do I find the most suitable ski chalet in this region for my stay?

You can filter options based on your preferences such as location, amenities, and price range within the listing platform. For personalized assistance or special requests, contacting the owner directly can help ensure the property meets your expectations.

7. Is there a specific checkout procedure I should be aware of when staying at a ski chalet?

Checkout procedures vary by property and are outlined in the booking confirmation or provided by the owner. Typically, you will need to follow instructions regarding key return, cleaning up, and checking out time, which helps ensure a smooth departure.

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US $173/Night 7 Nights - US $1,212
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US $528/Night 7 Nights - US $3,698
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US $338/Night 7 Nights - US $2,368
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  • Oceanfront
    Oceanfront
  • Ocean View
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  • Fireplace/Heating
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    Pet Friendly
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US $666/Night 7 Nights - US $4,660