Middleton vacation rentals

We found 420 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Middleton to find one that's perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer. You'll be able to choose a rental to meet everyone's needs, including places that are non-smoking or accessible.
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Find out more about Middleton

Find out more about Middleton

Why visit Middleton

  1. Family-friendly activities: Middleton offers a range of fun-filled adventures suitable for all ages, ensuring a memorable experience for families.
  2. Historic charm: Discover the rich history of Middleton through its beautiful historic homes and cultural sites.
  3. Outdoor recreation: Enjoy various outdoor activities at Middleton Recreation, perfect for adventure enthusiasts.
  4. Scenic North Shore: Explore the picturesque landscapes of the North Shore, ideal for relaxation and sightseeing.
  5. Diverse accommodation options: Choose from a variety of vacation rentals, ensuring a comfortable stay in this charming town.

Popular types of accommodation in Middleton

Planning a getaway to Middleton? Discover the charm of this delightful destination with a variety of vacation rentals to suit your needs. From houses to modern apartments and cozy condos, you'll find the perfect spot to unwind. Whether you're seeking monthly rentals or a short stay, Middleton offers an array of options to make your visit memorable. Start exploring your ideal home rental today!

  • Houses: The top choice for visitors in Middleton, offering spacious and comfortable accommodations perfect for families or groups.
  • Apartments: A popular option for couples or solo travellers seeking a convenient and home-like atmosphere during their stay.
  • Condos: A great alternative for those looking for upscale living with various amenities in a community setting.
  • Cottages: Ideal for a quaint and cozy getaway, providing a charming retreat in a serene environment.
  • House Boats: A unique lodging experience for adventurous travellers, allowing guests to stay on the water.**

Top attractions in Middleton

Middleton, Massachusetts, offers a delightful mix of family-friendly and adventure-themed activities, making it an ideal vacation spot. Visitors can explore beautiful beaches, historic homes, and modern colleges, all while enjoying rich cultural experiences and outdoor adventures. Whether you're seeking relaxation or excitement, Middleton has something for everyone to enjoy during their stay.

  1. Salem Witch Museum: Located 12.9km from Middleton, this museum offers a captivating insight into the infamous witch trials of 1692. Through engaging exhibits and live presentations, visitors can explore the cultural significance and historical context of this dark chapter in American history.
  2. Merrimack College: Situated 11.3km away, this modern university boasts a vibrant campus with city vibes. Visitors can enjoy its beautiful grounds, contemporary architecture, and various events that showcase student talent and community engagement.
  3. Peabody Essex Museum: Also 12.9km from Middleton, this art museum features a diverse collection of American and Asian art, along with engaging exhibitions that celebrate culture and creativity, making it a must-visit for art enthusiasts.

Things to do recommended for couples

For a romantic getaway in Middleton, explore the lively Lynn Auditorium for a concert experience, indulge in luxury at the Andover Country Club, or enjoy some thrilling moments together at Ski Bradford. Each venue offers a unique atmosphere perfect for couples to create lasting memories.

Things to do recommended for families

Your family will have a blast at the Water Park of New England, enjoy thrilling sports at Tsongas Arena just 25.7km away, and explore creativity at LEGOLAND® Discovery Center, located 22.5km from Middleton. A perfect mix of fun and adventure awaits!

Things to do recommended for groups

Explore Harvard Square for shopping and entertainment, tee off at the nearby Sagamore Spring Golf Club, or enjoy the scenic Independence Greenway Bike Route for an adventurous group outing. These experiences in Middleton promise a blend of fun, outdoor activities, and local charm.

What do I need to keep in mind when booking a vacation in Middleton

When planning your trip—whether you're travelling with a group, family, pets, or seeking longer accommodations—be sure to apply the appropriate filters to reflect your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Middleton with a group: Think about how many bedrooms you require and any additional amenities, like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Middleton with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can greatly enhance your experience.
  • Taking your pets with you to Middleton: For many families, a vacation wouldn't feel complete without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Middleton: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Middleton

Middleton, Massachusetts, offers a delightful blend of family-friendly adventures and historical charm. Explore the scenic North Shore, engage in outdoor fun at Middleton Recreation, and enjoy the welcoming atmosphere of the town. Nearby cities enhance your experience with romantic spots and friendly locals, making it a perfect destination for families and couples alike. Embrace the rich history and vibrant community of Middleton during your unforgettable vacation.

  • North Reading: Located 4.8km from Middleton, North Reading is an inviting city renowned for its beautiful outdoor spaces and scenic views. Visitors can engage in a variety of activities, including music concerts and educational events. The area's landscape features picturesque beaches and serene lakes, making it a perfect spot for romantic getaways or family outings. Families can enjoy leisurely days at the local beaches or explore the ski fields during winter, offering a delightful blend of relaxation and adventure.
  • Danvers: Situated 8.0km away from Middleton, Danvers is a vibrant city that caters to families and sports enthusiasts. The city boasts a rich cultural scene with various attractions, including historic sports stadiums and lively event venues. Visitors can enjoy a fun-filled day at the local water park or catch a thrilling music concert. Danvers is a great destination for those seeking family-friendly activities while immersing themselves in the local culture and community spirit.
  • Lynnfield: Just 6.4km from Middleton, Lynnfield is a bustling city that offers an exciting blend of family activities, shopping, and business opportunities. The city is home to several shopping centres and malls, ideal for those looking to indulge in retail therapy. Families can spend time at the local beaches or explore the lively tourist precinct. Whether you’re visiting for leisure or business, Lynnfield provides a welcoming atmosphere with a variety of attractions to explore.

Best time to go to Middleton

If you're planning a trip to Middleton, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March, July and September, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low
February30.6°F (-0.8°C)Light RainMostly SunnySlightly LowSlightly Low
March36.7°F (2.6°C)Light RainMostly SunnySlightly HighSlightly Low
April46.8°F (8.2°C)Light RainMostly SunnyAverageAverage
May56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyAverageSlightly High
July72.0°F (22.2°C)Light RainMostly SunnySlightly HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High
September64.8°F (18.2°C)Light RainMostly SunnySlightly HighAverage
October54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
November43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
December35.8°F (2.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock substantial savings. To discover a Vrbo property that suits your budget, utilize our filters to narrow down options by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform where you can easily create new travel plans, resume from where you last stopped, or organize your existing arrangements. You'll find your saved or booked properties neatly categorized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Take in the natural beauty of Middleton

The wildlife and parks create a pretty picture of Middleton. This city's restaurants, theme park and shopping draw many visitors. TD Garden and Fenway Park are just a couple of the must-sees in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Middleton

Are you searching for attractions to see while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Middleton a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Encore Boston Harbor (14.1 mi / 22.7 km)
  • New England Aquarium (16.4 mi / 26.4 km)
  • Water Park of New England (2.3 mi / 3.8 km)
  • Salem Willows Park (8.5 mi / 13.7 km)
  • Harpoon Brewery (17.2 mi / 27.6 km)
  • Boston Marathon Finish Line (17.2 mi / 27.8 km)

Exploring the natural features in Middleton

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Middleton is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Boston Common (16.8 mi / 27 km)
  • Copley Square (17.2 mi / 27.7 km)
  • Glen Magna Farms (2.9 mi / 4.6 km)
  • Breakheart Reservation (7.4 mi / 11.9 km)
  • Salem Harbor (9.3 mi / 15 km)
  • Nahant Beach - Lynn Shore Reservations (10.5 mi / 16.9 km)

Transportation options to and around Middleton

Fly into Beverly, MA (BVY-Beverly Municipal), the closest airport, located 5.3 mi (8.5 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 9.8 mi (15.8 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Middleton?
The average price for a vacation rental in Middleton is based on several factors, including season, property type and length of stay. Whether you’re thinking about a villa with space for extended family or a quaint cottage just enough for two, just add your travel dates to view stays with great value.
How much does it cost to rent a beach house in Middleton?
When you travel and the size and style of the property will determine the cost of your beachside escape. Click on your Middleton travel dates to view your options on Vrbo. Did someone just say “private pool”? Use our filters to pick the features and amenities you want in your beach house.
What are the top attractions for families in Middleton?
Keep your kids occupied at these popular family-friendly attractions in Middleton:

  • CoCo Key Water Resort - Boston
  • Salem Museum
  • Salem Wax Museum

How old do you have to be to rent a vacation rental in Middleton?
The minimum age is generally 16, 18 or 21. It can differ between properties on Vrbo, so look at the rules of your chosen Middleton vacation rental before booking.
How long can I rent a vacation rental in Middleton for?
The length of time you can book a vacation rental in Middleton varies according to the property. Just enter your chosen travel dates to look at a list of options offering extended stays. With plenty of amenities like washing machines and kitchens, as well as some offering weekly or monthly discounts, you’re sure to find someplace just right to call your home away from home in Middleton.

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