Medford Winter Rental

10.0
Exceptional
(55 Reviews)
900 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
US $264/Night For 7 Nights US $1,845
7.0
Very Good
(3 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Apartment
  • Fireplace/Heating
  • Parking
  • Air Conditioner
US $196/Night For 7 Nights US $1,372
9.4
Exceptional
(83 Reviews)
1350 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $611/Night For 7 Nights US $4,277
New
1496.18 ft² 5 Guests 2 Bedrooms 1 Bathroom
Apartment
  • Fireplace/Heating
  • Parking
  • Internet
US $262/Night For 7 Nights US $1,833
9.4
Exceptional
(3 Reviews)
909 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $414/Night For 7 Nights US $2,896
9.0
Exceptional
(103 Reviews)
1350 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $602/Night For 7 Nights US $4,214
New
1500 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
US $294/Night For 7 Nights US $2,059
New
4 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $287/Night For 7 Nights US $2,009
10.0
Exceptional
(27 Reviews)
9 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $1,090/Night For 7 Nights US $7,629
New
3225 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,140/Night For 7 Nights US $7,978
New
8 Guests 3 Bedrooms 2 Bathrooms
Group Friendly Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $570/Night For 7 Nights US $3,990
New
2050 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $413/Night For 7 Nights US $2,889

Why Choose Rent By Owner for your Medford Winter Rental?

What makes our Winter Rental 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 Medford

When should you plan your Winter Rental stay?

To make the most of your winter getaway, consider visiting during the shoulder seasons when the region offers a cozy, authentic atmosphere ideal for enjoying your stay in the area’s charming winter rentals.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience warm weather ideal for outdoor activities and exploring the region's scenic beauty. This is a popular time for visitors seeking comfortable winter rentals in Medford, Massachusetts, USA, to enjoy longer daylight hours.

Average Temperature Daytime: around 78°F - Nighttime: about 60°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and crisp air, making it an excellent season to appreciate the area's natural charm. Booking winter rentals during this time ensures an authentic seasonal experience with cooler temperatures and stunning landscapes.

Average Temperature Daytime: roughly 70°F - Nighttime: approximately 50°F

Off-Season Highlights

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Winter (December to February)

While it's the coldest period here, winter offers peaceful surroundings and fewer crowds. It's an ideal time to secure winter rentals for cozy stays, especially if you prefer quieter accommodations and are prepared for lower temperatures.

Average Temperature Daytime: around 35°F - Nighttime: near 20°F
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Spring (March to May)

In early spring, the region begins to thaw, and the natural scenery starts to bloom. This off-peak period provides a quiet and affordable option for those looking to rent winter accommodations before the busy summer season kicks in.

Average Temperature Daytime: about 55°F - Nighttime: roughly 40°F

Weekly Weather Forecast for Medford

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, perfect for relaxing after a day of exploring the area.
  • Take advantage of landscaped gardens or yard space to unwind in the fresh air.
  • Benefit from convenient outdoor parking options to easily access your winter rental.
  • Make use of communal outdoor spaces like courtyards or picnic areas if available.
  • Savor outdoor dining with available patio furniture and barbecue grills.
  • Utilize covered porches or verandas to enjoy the outdoors regardless of weather conditions.
  • Look for properties with nearby walking paths or parks, ideal for outdoor winter strolls around this destination.
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Family Activities

  • Medford Family Playground Visit Enjoy quality outdoor fun at a local playground perfect for children of all ages, complete with age-appropriate equipment and shaded areas.
  • Museum Exploration Discover the region’s rich history and engaging exhibits that captivate young minds while offering educational experiences for the entire family.
  • Community Park Activities Participate in seasonal outdoor activities such as skating or cross-country skiing during winter months at a nearby community park.
  • Local Arts and Crafts Events Attend family-friendly arts and craft workshops or seasonal events that foster creativity and lasting memories for visitors here.
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Adult Activities

  • Cultural Visits at the Medford Historical Society: Dive into local history and explore exhibits that highlight the area's rich past, offering a meaningful daytime activity during your stay.
  • Strolling Through Wright's Park: Enjoy peaceful walks in this scenic park, perfect for unwinding and experiencing the natural beauty of the region.
  • Dining at Local Restaurants: Savor diverse culinary options within the city, making it easy to indulge in delicious meals without leaving your winter rental base.
  • Shopping in Downtown Medford: Discover unique shops and boutiques, providing a relaxing way to spend your afternoons exploring the local scene.

Other Places to Stay in Medford, MA

Rogue Valley Mall
Tufts University
Old Ship Street Historic District
Mystic River Reservation
Lawrence Memorial Hospital of Medford
Hallmark Health System - Lawrence Memorial Hospital Campus

Medford Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of dining establishments that offer authentic regional flavors, enriching your stay with a taste of the area’s culinary scene.
  • Visit Seasonal Events and Markets: Check out seasonal events or local markets to experience the vibrant community spirit and unique traditions during your visit.
  • Utilize Public Transportation: Make use of available public transit options to easily navigate around the region without the hassle of parking or traffic.
  • Plan Outdoor Activities: Enjoy outdoor activities suited for winter weather, such as scenic walks or parks, to fully appreciate the natural beauty of this destination.

Transportation Options

  • Medford Transit System: The local transit system offers convenient bus routes that connect you to nearby areas and transportation hubs within the region.
  • Commuter Rail: The commuter rail provides efficient access to Boston and other parts of the greater Boston Metropolitan Area, making it ideal for day trips or commuting.
  • Taxis and Rideshare Services: Taxis and popular rideshare options like Uber and Lyft are readily available, offering flexible transportation around this destination and beyond.
  • Car Rentals: Renting a car here gives you the freedom to explore the region at your own pace, with multiple rental agencies conveniently located nearby.

Local Customs Options

  • Irish-American Heritage: The area has a rich Irish-American tradition, often celebrated through local festivals and community gatherings that honor this cultural legacy.
  • Respect for Historic Preservation: Locals deeply value maintaining historic architecture and landmarks, reflecting their pride in preserving the area's historical roots.
  • Community Engagement: Engaging in neighborhood events and town meetings is common here, showcasing residents’ commitment to fostering a close-knit community environment.
  • Seasonal Celebrations: Embracing winter festivities with traditional activities and holiday parades highlights the region’s joyful approach to seasonal customs during your stay.

Medford Winter Rental Frequently Asked Questions

1. How many Winter Rentals are available in Medford?

Currently, the total number of properties listed by RBO in 2026 is over 19 in the Medford area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Medford. 

2. What is the cancellation policy for winter rentals in Medford, Massachusetts?

Cancellation policies vary by listing; it is important to review the specific policy outlined in the property details or contact the host directly before booking your stay.

3. Are there any house rules or additional fees I should be aware of when booking winter accommodations here?

Yes, each listing may have its own house rules and potential extra charges such as cleaning fees or security deposits. Please read the property description carefully or reach out to the owner for clarification.

4. How do I ensure my winter rental booking in Medford is confirmed and secure?

Booking confirmation typically occurs once you complete the reservation process and receive a confirmation email. For added security, verify the listing's reviews and communicate with the host if needed.

5. Is there a minimum stay requirement for this destination during the winter season?

Minimum stay requirements are set by individual hosts and may vary depending on the dates and property availability. Check the listing details or contact the owner to confirm.

6. What amenities are included in winter rentals in the region to ensure a comfortable stay?

Most properties offer essential amenities such as heating, Wi-Fi, and kitchen facilities. However, it's best to review each listing's amenities list or contact the host directly for specific details.

More Rentals You May Like Near Medford

New
3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $162/Night For 7 Nights US $1,134
New
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $162/Night For 7 Nights US $1,134
10.0
Exceptional
(2 Reviews)
9 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $989/Night For 7 Nights US $6,924
9.8
Exceptional
(14 Reviews)
1600 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
US $296/Night For 7 Nights US $2,072
New
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $476/Night For 7 Nights US $3,333
5.0
Average
(4 Reviews)
1800 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Air Conditioner
US $695/Night For 7 Nights US $4,865
New
2000 ft² 4 Guests 2 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Air Conditioner
US $457/Night For 7 Nights US $3,199