Best Vacation Homes in Wenham
Apartment
10.0(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
Fireplace/Heating
Kitchen
Parking
Air Conditioner
US $586/Night
7 Nights - US $4,105
Apartment
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
699.65 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $442/Night
7 Nights - US $3,094
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $387/Night
7 Nights - US $2,709
House
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
1260 ft²
- Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $591/Night
7 Nights - US $4,139
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
8072.93 ft²
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
US $376/Night
7 Nights - US $2,630
New
Apartment
9.6(8 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $416/Night
7 Nights - US $2,912
New
Apartment
8.8(6 Reviews)
1 Bedroom
1 Bath
3 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $512/Night
7 Nights - US $3,582
Apartment
8.8(5 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $408/Night
7 Nights - US $2,855
Wenham Luxury Rentals
Apartment
1 Bedroom
2 Baths
17 Guests
2497.23 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $4,333/Night
7 Nights - US $30,333
New
Apartment
1 Bedroom
3 Baths
21 Guests
3003.13 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $2,500/Night
7 Nights - US $17,500
Apartment
6 Bedrooms
2 Baths
16 Guests
32292 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
US $2,240/Night
7 Nights - US $15,680
Apartment
3 Bedrooms
2 Baths
12 Guests
2497.23 ft²
Pool- Kitchen
- Parking
- Child Friendly
US $2,000/Night
7 Nights - US $14,000
House
10.0(66 Reviews)
6 Bedrooms
3 Baths
12 Guests
6000 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,932/Night
7 Nights - US $13,524
House
10.0(6 Reviews)
5 Bedrooms
3 Baths
10 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
US $1,720/Night
7 Nights - US $12,041
House
9.8(17 Reviews)
2 Bedrooms
2 Baths
4 Guests
1550 ft²
Oceanfront- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,691/Night
7 Nights - US $11,834
Villa
10.0(2 Reviews)
10 Bedrooms
3 Baths
14 Guests
6500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,649/Night
7 Nights - US $11,541
Wenham Pet Friendly Vacation Rentals
Apartment
10.0(22 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $304/Night
7 Nights - US $2,127
Apartment
10.0(1 Review)
4 Bedrooms
1 Bath
10 Guests
10763.91 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $554/Night
7 Nights - US $3,876
Apartment
8.0(48 Reviews)
1 Bedroom
1 Bath
6 Guests
- Pet Friendly
- Kitchen
- Parking
- Air Conditioner
US $448/Night
7 Nights - US $3,133
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
2 Guests
850 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $292/Night
7 Nights - US $2,041
Apartment
9.2(28 Reviews)
3 Bedrooms
2 Baths
14 Guests
2195.84 ft²
- View
- Pet Friendly
- Parking
- Air Conditioner
US $882/Night
7 Nights - US $6,175
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $419/Night
7 Nights - US $2,933
Apartment
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $291/Night
7 Nights - US $2,038
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,031
Wenham Large Vacation Homes
House
10.0(259 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $753/Night
7 Nights - US $5,270
Bed & Breakfast
9.2(36 Reviews)
3 Bedrooms
3 Baths
10 Guests
261.92 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Breakfast
US $363/Night
7 Nights - US $2,539
House
10.0(50 Reviews)
5 Bedrooms
4 Baths
12 Guests
6000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $883/Night
7 Nights - US $6,182
House
9.0(23 Reviews)
3 Bedrooms
3 Baths
10 Guests
3003.13 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
US $1,172/Night
7 Nights - US $8,207
Cabin
10.0(22 Reviews)
5 Bedrooms
2 Baths
10 Guests
2839 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $744/Night
7 Nights - US $5,210
House
10.0(1 Review)
5 Bedrooms
3 Baths
9 Guests
3400 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,002/Night
7 Nights - US $7,011
New
House
9.8(51 Reviews)
5 Bedrooms
4 Baths
14 Guests
4950 ft²
Spa- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $992/Night
7 Nights - US $6,943
House
9.8(8 Reviews)
4 Bedrooms
3 Baths
10 Guests
2750 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $609/Night
7 Nights - US $4,261
Why Choose Rent By Owner for your Wenham Vacation Rental Homes?
What makes our Vacation Rentals 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.
Best Times to Visit Wenham
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here ensures you experience the region's charm at its best, whether you prefer the vibrant summer months or the peaceful off-season in Wenham, Massachusetts.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, you'll enjoy pleasant weather ideal for outdoor activities and exploring the area's natural beauty. It’s a popular time to visit for those seeking warm days and vibrant local scenery.
Average Temperature Daytime: around 70-75°F - Nighttime: around 50-55°F
Early Fall (September - October)
This season offers mild temperatures and colorful foliage, making it an excellent choice for outdoor adventures and scenic drives in the region. Visitors often choose this time for its comfortable climate and picturesque landscapes.
Average Temperature Daytime: around 65-70°F - Nighttime: around 45-50°F
Off-Season Highlights
Winter (January - February)
The quiet winter months present a peaceful atmosphere, perfect for cozy stays and enjoying indoor leisure activities. The area experiences cooler temperatures, providing a different perspective of this destination.
Average Temperature Daytime: around 30-40°F - Nighttime: around 20-25°F
Late Fall (November - December)
As the region transitions into winter, fewer visitors mean more tranquility. It's an ideal time for those looking to avoid crowds while experiencing the serene beauty of this locale.
Average Temperature Daytime: around 40-50°F - Nighttime: around 30-35°F
Weekly Weather Forecast for Wenham
How to Book Your Wenham Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Wenham
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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 outdoor dining with a fully equipped patio or gazebo for gatherings in the fresh air.
- Relax by the private pool, perfect for cooling off during warm summer days in the region.
- Take advantage of well-maintained gardens and landscaped yards to explore or unwind.
- Utilize outdoor grills or barbecue stations to prepare meals while enjoying the scenic surroundings.
- Explore walking trails or scenic paths that meander through the property or connect to nearby parks.
- Benefit from spacious lawns ideal for outdoor activities or family games in this destination’s peaceful environment.
- Use outdoor fire pits or fireplaces to cozy up and enjoy evening conversations under the stars.
Top Attractions Around Wenham
What attractions are nearby?
Within this charming region, you can explore scenic outdoor activities, enjoy local dining experiences, or visit nearby parks and cultural sites, all offering a delightful way to make the most of your stay in Wenham, Massachusetts.
Family Activities
- Wenham Open Space:** Explore this expansive area for family-friendly hiking, picnicking, and nature walks that showcase the natural beauty of the region.
- The Wenham Museum:** Discover engaging exhibits and hands-on activities perfect for children to learn about local history and culture in a family-oriented setting.
- Long Hill:** Visit this historic estate with scenic gardens and outdoor spaces, offering a delightful environment for family strolls and outdoor exploration.
- Local Farm Visits:** Experience farm tours and fresh produce pickups at nearby farms, ideal for families seeking an authentic taste of the area's rural charm.
Adult Activities
- Visit the Wenham Museum: Discover local history and art through engaging exhibits, offering a cultural experience in this charming area.
- Explore the Bradley Palmer State Park: Enjoy outdoor activities like hiking, biking, and picnicking amid scenic landscapes just minutes from your vacation rental.
- Attend a wine tasting at local vineyards: Savor regional wines and learn about local viticulture, making for an enjoyable adult outing in the region.
- Discover the community farms and farmers markets: Sample fresh produce and artisanal goods, connecting with local producers during your stay here.
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 Green Spaces: Take advantage of the area's scenic parks and natural reserves to enjoy outdoor activities and unwind amidst tranquil surroundings.
- Visit Nearby Historic Sites: Delve into the region’s rich history by exploring accessible historic landmarks that offer enriching experiences during your stay.
- Sample Regional Cuisine: Savor the flavors unique to this destination by dining at local eateries, giving you a taste of the area's culinary culture.
- Plan Your Activities Ahead: Book popular outdoor adventures and cultural tours early to make the most of your time in this inviting destination.
Transportation Options
- Wenham Town Transit: Provides local bus services connecting you to nearby areas and major transportation hubs in the region.
- Massachusetts Bay Transportation Authority (MBTA): Offers commuter rail and subway options accessible from nearby stations, making regional travel convenient.
- Rental Cars: Available at major airports and local agencies for flexible exploration of the area and its surroundings at your own pace.
- Taxi and Rideshare Services: Widely available in the vicinity, providing reliable and direct transportation to popular destinations within and outside the region.
Local Customs Options
- Community Gatherings: You’ll find that local events in the area often serve as a cornerstone of social life, reflecting the region’s close-knit community spirit.
- Historical Preservation: Respect for history is evident here, with residents valuing traditional architecture and local landmarks that tell the story of this destination’s past.
- Farmers’ Markets: Visiting the weekly farmers’ markets allows you to experience the region's agricultural heritage while enjoying fresh, locally sourced produce.
- Environmental Respect: The area’s residents take pride in sustainable practices and conservation efforts that protect the natural beauty of this destination.
Wenham Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Wenham?
There are a lot of options in Wenham. If you plan on staying in the Wenham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Wenham:
- Leslie's Retreat: Spacious home ideally located to everything
- Marblehead. Cottage on Whittier, new construction
- Modern Downtown Salem 3 Bedroom - Park & Play
- Historic Federal Period brick mansion on fabled Chestnut Street, Salem, MA
- Luxury and Modern Apt near Mall/Hospital
- Large, Comfortable & Conveniently located Home
- Spacious 1790 Captain's estate, large pool, near beautiful beach
- Beautiful Victorian with Modern Flare close to Town, Train & Beach
- Danvers spacious apt near Salem historic witch town Mall/Hospital
- Family-Friendly Salem Apt: Near Dtwn Sites!
2. How many vacation rentals have private pools in Wenham?
There are 4 vacation rentals with private pools near Wenham. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Wenham are best for families?
If you are looking for a family-friendly vacation home in Wenham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wenham:
4. How many Rentbyowner vacation rentals are available in Wenham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 441 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.
5. What is the cancellation policy for vacation rentals in this area?
The cancellation policies vary depending on the individual property listing. To understand the specific terms, including any fees or deadlines, please review the cancellation details provided in the listing or contact the property owner directly.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges, security deposits, or service fees may apply. These details are typically outlined in the listing, so it’s best to read through the description carefully or reach out to the host for clarification.
7. How do I find the most suitable vacation rental in this region?
You can filter your search based on your preferred dates, budget, and amenities. Reading guest reviews and viewing multiple listings will help ensure you select a vacation rental that meets your needs for a comfortable stay in the area.
8. What amenities are commonly available in vacation rentals here?
Most vacation rentals offer amenities like Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. For specific amenities, always check the property description or contact the owner to confirm what is included during your stay.
9. Is there a secure process for booking and paying for my vacation rental in this destination?
Yes, the booking process is designed to be safe and reliable. Payments are usually handled through a secure platform, and you can communicate with the owner through the site to clarify any questions before completing your reservation.
Wenham Top Rated Vacation Rentals
Apartment
10.0(38 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $230/Night
7 Nights - US $1,613
House
9.6(54 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pool
- Ocean View
- View
US $317/Night
7 Nights - US $2,217
US $293/Night
7 Nights - US $2,050
Hotel
9.2(1011 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $233/Night
7 Nights - US $1,634
Hotel
9.2(664 Reviews)
8 Baths
353.86 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $529/Night
7 Nights - US $3,703
Hotel
9.0(1006 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $166/Night
7 Nights - US $1,163
Hotel
9.0(728 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $256/Night
7 Nights - US $1,791
Hotel
8.8(1132 Reviews)
1 Bath
328.3 ft²
- Private Pool
- Pool
- Pet Friendly
- Kitchen
US $432/Night
7 Nights - US $3,027
