Edgartown Ski Chalets

10.0
Exceptional
(1 Review)
7 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $768/Night For 7 Nights US $5,376
10.0
Exceptional
(1 Review)
1388.54 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Child Friendly
US $873/Night For 7 Nights US $6,111
9.8
Exceptional
(245 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Balcony/Terrace
  • Breakfast
  • Kitchen
US $266/Night For 7 Nights US $1,865
New(0 Review)
10 Guests 5 Bedrooms 3 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $4,922/Night For 7 Nights US $34,454
9.0
Exceptional
(1 Review)
1194.79 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $377/Night For 7 Nights US $2,639
New(0 Review)
10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $1,604/Night For 7 Nights US $11,228
8.9
Fabulous
(102 Reviews)
157.42 ft² 16 Guests 14 Bedrooms 8 Bathrooms
Ocean View Bed & Breakfast
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $493/Night For 7 Nights US $3,449
New(0 Review)
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $1,184/Night For 7 Nights US $8,286
8.8
Fabulous
(4 Reviews)
2023.62 ft² 6 Guests 3 Bedrooms 3 Bathrooms
House
  • Balcony/Terrace
  • Parking
  • Internet
US $667/Night For 7 Nights US $4,669
New(0 Review)
6 Guests 3 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
US $818/Night For 7 Nights US $5,723
8.8
Fabulous
(4 Reviews)
7 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
US $821/Night For 7 Nights US $5,747
New(0 Review)
800 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $761/Night For 7 Nights US $5,330

Why Choose Rent By Owner for your Edgartown 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 Edgartown

When should you plan your Ski Chalets stay?

To make the most of your stay here, consider planning your vacation during the quieter shoulder seasons when the region offers a peaceful and authentic experience away from peak crowds, ensuring you can fully enjoy the natural beauty and tranquility that this destination provides for a truly memorable escape.

Peak Season Highlights

summer
Summer (June to August)

During this time, the area experiences warm weather and bustling activity, making it ideal for enjoying outdoor pursuits and scenic views. Booking your cozy ski chalet here during summer offers a peaceful retreat when the crowds are fewer.

Average Temperature Daytime: 75°F - Nighttime: 60°F
autumn
Fall (September to November)

This season features vibrant foliage and mild temperatures, creating a picturesque setting perfect for exploring the region’s natural beauty. It’s an excellent period to reserve a comfortable ski chalet for an autumnal getaway.

Average Temperature Daytime: 65°F - Nighttime: 50°F

Off-Season Highlights

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Winter (December to February)

The cold winter months bring a serene atmosphere with snow-covered landscapes, making it an optimal time to indulge in winter sports or simply enjoy the quiet charm of this destination from your ski chalet.

Average Temperature Daytime: 30°F - Nighttime: 20°F
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Early Spring (March to May)

As temperatures begin to rise, the region transitions into a quieter period before the summer rush, offering you a tranquil setting to explore and relax in a cozy ski chalet.

Average Temperature Daytime: 50°F - Nighttime: 40°F

Weekly Weather Forecast for Edgartown

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 a private outdoor patio or deck to unwind after your adventures in the region's scenic landscape.
  • Take advantage of spacious yards perfect for outdoor gatherings or relaxing under the stars.
  • Look for properties with well-maintained gardens that add to the natural charm of your stay here.
  • Many rentals feature outdoor dining areas where you can savor local dishes amidst fresh air and beautiful surroundings.
  • Some options include access to communal outdoor pools, ideal for warm-weather relaxation.
  • Experience the convenience of on-site grilling stations to prepare homemade meals while enjoying the area's fresh air.
  • Count on reliable outdoor parking facilities to easily secure your vehicle during your visit to this destination.
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Family Activities

  • Visit the Martha's Vineyard Museum: Explore this museum to learn about the area's rich maritime history and the region’s cultural heritage, perfect for engaging family outings.
  • Enjoy Beaches & Coastal Activities: Spend a day relaxing or playing at the pristine beaches, where you can find calm waters ideal for families seeking outdoor adventures in the area.
  • Explore local parks and nature preserves: Discover scenic hiking trails and nature spots that offer educational and fun experiences for children and parents alike.
  • Take a Harbor Tour: Embark on a boat tour around the harbor to see the sights from the water, providing unforgettable memories for kids and adults in this charming region.
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Adult Activities

  • Historic Vineyard Tour: Immerse yourself in the area's rich maritime history by exploring the renowned Edgartown historic district with its well-preserved architecture and informative museums.
  • Luxury Waterfront Dining: Indulge in gourmet cuisine at upscale restaurants along the waterfront, offering stunning views and a refined dining experience unique to this destination.
  • Private Boat Excursions: Experience the region from the water by booking a private boat tour, perfect for sightseeing or relaxing cruises on the scenic waters surrounding the island.
  • Art Gallery Visits: Discover local artistry at distinguished galleries showcasing works inspired by the area's natural beauty and vibrant cultural scene.

Other Places to Stay in Edgartown, MA

Bend in the Road Beach
Cape Poge Light
Felix Neck Wildlife Sanctuary
Gus Ben David's World of Reptiles and Birds Park
Edgartown Beach
Vincent House Museum
Old Whaling Church
Edgartown Public Library
Lighthouse Beach
Edgartown Lighthouse
Manuel F Correlus State Forest

Edgartown 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 can help you enjoy fewer crowds and more peaceful surroundings while exploring this charming destination.
  • Explore local dining options: Take advantage of the region’s renowned eateries to sample fresh seafood and regional specialties that highlight the area’s culinary charm.
  • Discover hidden outdoor spots: Wander off the beaten path to find tranquil beaches and scenic parks perfect for relaxing after your day of adventure.
  • Book accommodations early: Secure your preferred ski chalets well in advance to ensure a seamless stay and access to the best properties available here.

Transportation Options

  • Rental Cars Local rental agencies offer a variety of vehicles to explore the area at your own pace, ensuring convenient access to hidden spots around here.
  • Public Transportation The regional bus service provides an affordable and eco-friendly way to navigate this destination without the hassle of parking.
  • Taxis and Rideshare Services Taxis and popular rideshare options like Uber and Lyft are readily available for quick and comfortable transportation around here.
  • Bicycle Rentals Biking is a popular option in this region, with bike rentals allowing you to enjoy scenic routes and get around sustainably.

Local Customs Options

  • Respect for Maritime Heritage: Visitors are encouraged to honor the area's rich maritime traditions through local events and community gatherings that celebrate its nautical history.
  • Preservation of Architectural Charm: When exploring here, it's customary to appreciate and maintain the historic buildings and distinctive ship-style homes that define the town's unique character.
  • Engagement in Local Artistry: Supporting local artists during festivals and markets is a valued custom, helping to sustain the vibrant creative community in this destination.
  • Environmental Stewardship: You'll find it important to follow eco-friendly practices, such as respecting natural habitats and participating in conservation efforts within the region.

Edgartown Ski Chalets Frequently Asked Questions

2. How many Ski Chalets are available in Edgartown?

Currently, the total number of properties listed by RBO in 2026 is over 628 in the Edgartown area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Edgartown. 

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

The cancellation policy varies depending on the specific property. It’s recommended to review the cancellation terms listed with each chalet or contact the property owner directly for detailed information.

4. Are there any specific amenities available in the ski chalets in this region?

Amenities differ by property, so it is best to check each listing for details on features like heating, Wi-Fi, and outdoor spaces to ensure they meet your needs before booking.

5. How do I confirm the availability of a ski chalet in this destination?

Availability can be verified through the listing on the booking platform by selecting your desired dates. For further confirmation, reaching out to the property owner is advised.

6. What are the check-in and check-out procedures for these ski chalets?

Check-in and check-out procedures are specified in each listing. Typically, you will receive instructions from the property owner after booking; it’s best to read these details carefully or contact them directly for clarification.

7. Is there a minimum stay requirement for booking a ski chalet here?

Minimum stay requirements vary among properties. To find out the specific policy, review the listing details or contact the owner directly to ensure your plans align with their booking criteria.

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  • Fireplace/Heating
  • Ocean View
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US $391/Night For 7 Nights US $2,737
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  • Fireplace/Heating
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10.0
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6 Guests 2 Bedrooms 2 Bathrooms
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  • Fireplace/Heating
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10.0
Exceptional
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650 ft² 2 Guests 1 Bedroom 1 Bathroom
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