Medford, MA Ski Chalet Rentals

Medford Ski Chalets

Apartment

Vintage 2BR - Walk to Tufts + Train + Free Private Parking

2 Bedrooms 1 Bath 4 Guests

US $398/Night 7 Nights - US $2,786

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5 Mi to Dtwn Boston! Family-Friendly Medford Apt

Apartment

5 Mi to Dtwn Boston! Family-Friendly Medford Apt

9.6

Exceptional

(8 Reviews)

2 Bedrooms 1 Bath 6 Guests 1001.04 ft²

US $975/Night 7 Nights - US $6,825

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TownePlace Suites by Marriott Boston Medford

Highly Rated

Hotel

TownePlace Suites by Marriott Boston Medford

9.2

Exceptional

(467 Reviews)

1 Bath

US $316/Night 7 Nights - US $2,213

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Apartment

Up to 3 bedroom apartment in convenient South Medford location near Rt 93.

3 Bedrooms 3 Baths 4 Guests

US $223/Night 7 Nights - US $1,564

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597 - 5BR Medford - Cozy Stay near Stone Zoo

Apartment

597 - 5BR Medford - Cozy Stay near Stone Zoo

9.5

Exceptional

(4 Reviews)

5 Bedrooms 2 Baths 6 Guests 2400.35 ft²

US $620/Night 7 Nights - US $4,339

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Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Price Dropped

Apartment

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

10.0

Exceptional

(59 Reviews)

1 Bedroom 1 Bath 4 Guests 900 ft²

US $503/Night 7 Nights - US $3,519

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Apartment

Lord Medford Apartments

9.5

Exceptional

(4 Reviews)

1 Bedroom 1 Bath 4 Guests 753.47 ft²

US $230/Night 7 Nights - US $1,610

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House

Charming Colonial Two Bedroom Basement Apartment

10.0

Exceptional

(14 Reviews)

2 Bedrooms 1 Bath 5 Guests

US $255/Night 7 Nights - US $1,785

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Apartment

Stylish Apartment in Malden. 20 min from Boston

9.5

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 2 Guests

US $290/Night 7 Nights - US $2,029

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Apartment

Comfy, Stylish Apt. Near Uni's, Driveway

10.0

Exceptional

(9 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $542/Night 7 Nights - US $3,792

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Extremely Spacious Home 10 Mins to The Encore

Apartment

Extremely Spacious Home 10 Mins to The Encore

9.1

Exceptional

(8 Reviews)

5 Bedrooms 2 Baths 10 Guests 1797.57 ft²

US $450/Night 7 Nights - US $3,147

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Apartment

Beautiful 1 Bedroom, 1 Bathroom in Medford with WiFi and AC

10.0

Exceptional

(6 Reviews)

1 Bedroom 1 Bath 2 Guests 300 ft²

US $187/Night 7 Nights - US $1,308

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More Top-Rated Ski Chalets in Medford Area

Why Choose Rent By Owner for your Medford 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.

Popular Areas for Medford Ski Chalets

Where are the best neighborhoods to stay in Medford?

When choosing a neighborhood in Medford, Massachusetts, you can enjoy a convenient location with easy access to outdoor activities and local amenities that enhance your stay. This area offers a peaceful setting ideal for relaxing after hitting the nearby slopes or exploring the beautiful surroundings. Whether you're seeking a quiet retreat or a lively community, Medford provides options that cater to your needs for an enjoyable and comfortable visit.

West Medford

In West Medford, you'll find a welcoming community that offers convenient access to outdoor activities and cozy accommodations perfect for your stay near the region's winter sports. This neighborhood provides a peaceful retreat while remaining close to key attractions for easy exploration.

View 390+ Rentals in West Medford

South Medford

South Medford is ideal for visitors seeking comfortable and accessible lodging options within a vibrant area known for its friendly atmosphere. It serves as an excellent base for those looking to enjoy nearby outdoor adventures and scenic landscapes.

View 25+ Rentals in South Medford

Magoun Square

Magoun Square offers a lively neighborhood setting filled with local charm and easy access to transportation routes leading to prime outdoor destinations. You'll appreciate the dynamic vibe while staying in this area on your journey to explore the region's winter wonderlands.

View 1627+ Rentals in Magoun Square

Winter Hill

Winter Hill features a historic ambiance combined with modern conveniences, making it a great choice for travelers looking for comfortable, well-located accommodations. Its proximity to outdoor recreation spots ensures you'll be well-positioned for your winter adventures here.

View 53+ Rentals in Winter Hill

Best Times to Visit Medford

When should you plan your Ski Chalets stay?

Choosing the optimal time to visit here ensures you can fully enjoy the region's winter sports scene, making your stay in these sought-after ski chalets both memorable and hassle-free.

Peak Season Highlights

Winter (December to February)

During the winter months, the region becomes a popular destination for winter sports enthusiasts seeking reliable ski chalets near Boston and beyond.

Average Temperature Daytime: 32°F (0°C) - Nighttime: 20°F (-6°C)

Spring Break (March to April)

Spring offers an ideal time for visitors looking to enjoy the last of the winter snow with access to well-maintained ski chalets in the area while avoiding peak crowds.

Average Temperature Daytime: 45°F (7°C) - Nighttime: 30°F (-1°C)

Off-Season Highlights

Late Fall (October to November)

As the foliage season winds down, fewer travelers visit, making it a peaceful time to explore ski chalets without the busy winter crowds.

Average Temperature Daytime: 50°F (10°C) - Nighttime: 40°F (4°C)

Early Spring (April to May)

The region experiences milder weather with less snowfall, offering a quieter atmosphere for those interested in the area’s scenic beauty and nearby outdoor activities.

Average Temperature Daytime: 55°F (13°C) - Nighttime: 43°F (6°C)

Weekly Weather Forecast for Medford

How to Book Your Medford 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

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Medford

More Top-Rated Ski Chalets in Medford Area

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 a private outdoor space with a patio or deck perfect for relaxing after a day on the nearby ski slopes.
Take advantage of spacious yards ideal for outdoor activities or simply soaking in the scenic views surrounding the area.
Many rentals offer outdoor grilling areas, making it easy to host cookouts during your stay.
Look for properties featuring fire pits, providing a cozy spot to gather with friends or family during cool evenings.
Some accommodations include access to outdoor recreational equipment such as bicycles or snowshoeing gear.
Benefit from well-maintained walkways and garden spaces that enhance your outdoor experience here.
Seek out units with panoramic outdoor views that showcase the natural beauty of this destination in all seasons.

Top Attractions Around Medford

What attractions are nearby?

Within this area, you'll find a variety of outdoor activities and cultural attractions to enjoy during your stay, making it an ideal destination for those seeking adventure and exploration near your ski chalets.

Family Activities

Medford Family Park Enjoy a relaxing day outdoors with your loved ones exploring the play areas and picnic spots designed for families here.
Castle Island Venture to this scenic coastal spot perfect for family walks, beach activities, and taking in beautiful harbor views within the region.
Baldwin Tree Farm Experience seasonal outdoor fun by visiting this local farm for apple picking, hayrides, and family-friendly events during peak seasons.
Fells Reservation Discover outdoor adventures with hiking trails, open spaces, and scenic views suitable for all ages in this popular natural area nearby.

Adult Activities

Visit the Middlesex Fells Reservation: Explore miles of scenic hiking and trail running paths in this expansive natural area nearby, perfect for outdoor enthusiasts staying in Medford.
Discover local history at the Jackson Homestead and Museum: Gain insights into the region’s past through engaging exhibits that highlight the area's rich cultural heritage.
Enjoy a leisurely day at Wright's Pond: Relax or engage in water activities at this popular spot, offering tranquil views just a short drive from your accommodation.
Experience the vibrant food scene: Savor diverse culinary offerings at local eateries known for their regional flavors, making your stay in Medford both delicious and memorable.

Other Places to Stay in Medford, MA

Rogue Valley Mall

Explore 900 Properties

Tufts University

Explore 789 Properties

Magoun Park

Explore 775 Properties

Royall Park

Explore 771 Properties

Old Ship Street Historic District

Explore 729 Properties

Logan Park

Explore 716 Properties

Medford Square

Explore 676 Properties

Mystic River Reservation

Explore 534 Properties

Lawrence Memorial Hospital of Medford

Explore 514 Properties

Hallmark Health System - Lawrence Memorial Hospital Campus

Explore 513 Properties

West Medford

Explore 390 Properties

South Medford

Explore 25 Properties

More Places to Stay Near Medford

Medford Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Dining Options: Take advantage of the area's diverse culinary scene to enjoy authentic flavors after a day on the slopes or sightseeing.
Plan Outdoor Activities: Incorporate nearby outdoor pursuits such as snowshoeing or winter hikes to make the most of your stay during colder months.
Visit Convenient Shopping Spots: Discover local shops and markets for essentials or souvenirs, ensuring you’re well-prepared throughout your visit.
Utilize Public Transportation: Use available transit options within the region to easily access key attractions and minimize travel hassle during your trip.

Transportation Options

Boston Logan International Airport This major airport offers convenient access for travelers arriving from various locations, making it easy to reach your ski adventure in the area.
Public Transit - MBTA Commuter Rail The regional rail service connects Medford to downtown Boston and other key destinations, providing an affordable transportation option for exploring the region.
Local Bus Services Local bus routes serve the area, offering flexible and budget-friendly ways to navigate around Medford and nearby attractions.
Car Rentals and Taxis Renting a vehicle or booking a taxi ensures you have the freedom to explore the region at your own pace, especially when heading to nearby outdoor activities and scenic spots.

Local Customs Options

Thanksgiving Celebrations: The local community in the area observes traditional American Thanksgiving festivities, which often include communal gatherings and shared meals.
Preserving Historical Traditions: Visitors will notice a strong emphasis on maintaining historical customs, reflected through local museums and cultural events that honor this region’s rich history.
Ice Skating and Winter Sports: During the winter season, engaging in ice skating and other cold-weather activities is customary among residents and travelers alike here.
Farmers Markets: Supporting local producers by visiting farmers markets is a common practice, providing fresh, regional produce and artisanal goods to visitors staying in cozy accommodations nearby.

Medford Ski Chalets Frequently Asked Questions

1. What are the top Ski Chalets in Medford?

There are a lot of options in Medford. If you plan on staying in the Medford area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Medford:

2. How many Ski Chalets are available in Medford?

Currently, the total number of properties listed by RBO in 2026 is over 114 in the Medford area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Medford. 

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

Cancellation policies vary depending on the individual listing. You should review the specific property's cancellation terms on the listing page or contact the owner directly to understand the options available before confirming your reservation.

4. Are there any additional fees or charges when staying at a ski chalet in this destination?

Additional fees such as cleaning, service charges, or security deposits may apply depending on the property. Please check the detailed listing information or reach out to the host for clarity on any extra costs.

5. What amenities are typically included with ski chalets here?

Most properties offer amenities like fully equipped kitchens, Wi-Fi, heating, and outdoor spaces. To confirm what’s included, review the amenities list on each listing or contact the owner directly.

6. How do I ensure my stay is flexible if my travel plans change?

Many listings provide options for flexible booking or refundable reservations. It’s best to verify these options during the booking process or communicate with the owner to accommodate potential schedule changes.

7. What safety measures are in place at ski chalets in this region?

Safety features such as fire alarms, secure locks, and adherence to local health guidelines are commonly available. For specific safety protocols, consult the listing details or contact the property owner before making your reservation.