1. USA
  2. Massachusetts
  3. Boston
  4. Wenham
  5. Rentals by Owner

Wenham Rentals by Owner

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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10.0 (1 Review)
House
  • Parking
  • Sports/Activities
  • Fireplace/Heating
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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Wenham vacation rental?

What makes our Rentals by Owner 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 Wenham

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, allowing you to enjoy the region’s unique atmosphere and make the most of your Rent By Owner rental in Wenham, Massachusetts, USA.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this period, you'll experience warm temperatures ideal for exploring the scenic outdoors and enjoying pleasant weather.

Average Temperature Daytime: 70-80°F (21-27°C) - Nighttime: 50-60°F (10-16°C)
autumn
Early Fall (September - October)

This is a popular time to visit when the area boasts colorful foliage and comfortable weather, perfect for outdoor activities and sightseeing.

Average Temperature Daytime: 65-75°F (18-24°C) - Nighttime: 45-55°F (7-13°C)

Off-Season Highlights

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Winter (January - February)

The quiet winter months offer a peaceful retreat with cooler temperatures, making it an ideal time for cozy stays and winter scenery appreciation.

Average Temperature Daytime: 30-40°F (-1 to 4°C) - Nighttime: 20-30°F (-6 to -1°C)
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Mid to Late Spring (April)

Before the summer rush, this transitional season provides milder weather and fewer tourists, allowing for a more relaxed experience.

Average Temperature Daytime: 55-65°F (13-18°C) - Nighttime: 40-50°F (4-10°C)

Weekly Weather Forecast for Wenham

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 access to a private or shared outdoor patio or deck for relaxing and entertaining.
  • Take advantage of a spacious backyard ideal for outdoor activities or barbecues.
  • Relax by an outdoor fire pit, perfect for cozy evenings under the stars.
  • Utilize well-maintained gardens and lush landscaping that enhance the outdoor ambiance.
  • Make use of outdoor dining furniture for al fresco meals with family and friends.
  • Benefit from on-site parking options conveniently located near the outdoor spaces.
  • Access nearby walking trails or scenic outdoor areas just minutes from your rental here in the region.
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Family Activities

  • Long Hill Reservation: Explore scenic hiking trails and enjoy a family picnic at this beautiful natural area near the region, perfect for outdoor adventures.
  • Wenham Museum: Discover local history through engaging exhibits and interactive activities that make visiting here both fun and educational for all ages.
  • Crane Beach: Spend a relaxing day on the pristine sands and take in the breathtaking ocean views, ideal for family beach outings close to the destination.
  • Appleton Farms: Experience farm activities like hayrides and nature walks at this historic farm, offering an authentic countryside experience for families visiting the area.
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Adult Activities

  • Exploring the Wenham Museum: Delve into local history and culture through engaging exhibits that showcase the area's rich heritage.
  • Wildlife Watching at Salem Woods: Enjoy a peaceful day observing native flora and fauna in this scenic natural area nearby, perfect for nature enthusiasts.
  • Shopping at the Local Boutiques: Discover unique handmade goods and artisanal products at charming shops within the region's quaint downtown.
  • Dining Experience in Historic Settings: Savor delicious cuisine at restaurants housed in historic buildings, offering a taste of local flavor and hospitality.

Other Places to Stay in Wenham, MA

Wenham Museum
Pine and Hemlock Knoll

Wenham Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoors: Take advantage of the region's scenic parks and outdoor spaces to enjoy nature and relax during your stay.
  • Connect with Community Events: Check out nearby community happenings and seasonal events that can enrich your visit and provide authentic local experiences.
  • Plan Your Dining Ahead: Discover local eateries and dining options in the area to ensure you taste the region's culinary offerings without last-minute planning.
  • Utilize Trusted Rental Listings: Book your accommodation through Rent By Owner to find reliable, well-reviewed rentals that suit your needs for a seamless stay here.

Transportation Options

  • Wenham Municipal Airport: This regional airport offers convenient domestic flights and easy access for travelers arriving from across the country.
  • Amtrak Train Station in nearby Salem: A reliable rail option that connects you to major cities along the Massachusetts coast, making exploring the region straightforward.
  • Local Taxi and Ride-Sharing Services: Available throughout the area, these services provide flexible transportation to your rental or local attractions within Wenham and beyond.
  • Car Rentals at regional airports: Several rental agencies operate at nearby airports, giving you the freedom to explore the picturesque region at your own pace.

Local Customs Options

  • Respect for Local Green Spaces: You’ll find that preserving the area's natural beauty is a common custom, with residents taking pride in maintaining the cleanliness and serenity of local parks and conservation areas.
  • Historic Preservation Etiquette: When visiting here, it's important to honor the region’s historical sites by respecting guidelines and refraining from disruptive behavior to support ongoing preservation efforts.
  • Community Engagement: Engaging politely with neighbors and participating in local events reflects the welcoming spirit of this destination, enhancing your experience while respecting local customs.
  • Environmental Responsibility: Practicing eco-friendly habits, such as recycling and conserving energy, aligns with the region’s commitment to sustainability and helps preserve its scenic charm for future visitors.

Frequently Asked Questions About Wenham Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Wenham?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 285 in the Wenham area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Wenham. 

3. What is the cancellation policy for rental properties in this area?

Cancellation policies vary by listing, so it is important to review the specific terms provided by the owner when booking your accommodation in the region.

4. How can I contact the property owner for additional questions about my stay?

You can reach out directly to the rental owner through the messaging system on the booking platform to clarify any details or request further information about your reservation here.

5. Are pets allowed in rental homes located in this destination?

Pet policies differ among hosts, so be sure to check the specific listing details or contact the owner to confirm whether pets are permitted during your stay.

6. What amenities are usually included in rentals by owner in this area?

Amenities vary by property, but many offers common features such as Wi-Fi, kitchen facilities, and parking. Verify the amenities listed on your chosen property to ensure it meets your needs.

7. Is there a minimum stay requirement for booking a vacation rental in this part of the region?

Minimum stay requirements depend on the individual listing; please review the details on the property page or contact the owner directly for clarification before completing your reservation.

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