Vacation rentals in Middleton, MA

12 available vacation rental offers

7 nights
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Middleton, MA vacation rentals
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Best Vacation rentals and Airbnb offers in Middleton, MA

Choose the Right Family-Friendly Vacation Rentals in Middleton, MA

Make family travel to Middleton, MA seamless with spacious vacation rentals located just minutes from top city attractions.

The Upham House In Salem's Historic North Fields - Middleton, MA
9.8 36 reviews
Middleton, MA
10/06 – 10/09
$1178/nighttotal: $3534 (3 )

The Upham House In Salem's Historic North Fields

3 1
apartment , Salem
This charming 1900s house is located in Salem's North Fields area, just a short walk from the train station and downtown Salem's attractions. This property has received excellent user ratings, making it a popular choice for travelers.
The house has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. Enjoy a relaxing stay with modern amenities like air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking for up to eight vehicles.
5-bedroom House. Close To Airport, Bus & Train. 10 Min From Boston. Sleeps 10. - Middleton, MA
10 144 reviews
Middleton, MA
10/06 – 10/09
$755/nighttotal: $2265 (3 )

5-bedroom House. Close To Airport, Bus & Train. 10 Min From Boston. Sleeps 10.

5 1
apartment , Melrose
This family-friendly vacation home is located in Melrose, just a short distance from both Encore Boston Harbor and Tufts University. The property has consistently received excellent user ratings, indicating a positive experience for previous guests.
This 5-bedroom, 2-bathroom home comfortably accommodates up to 8 guests, offering a spacious 2400 square feet of living space. Enjoy modern amenities, a private fenced yard with a gas grill, and easy access to public transportation.
Best Location In Old Town Home, 5 Minutes To Everything, Enjoy The Difference! - Middleton, MA
8.6 8 reviews
Middleton, MA
10/06 – 10/09
$1143/nighttotal: $3429 (3 )

Best Location In Old Town Home, 5 Minutes To Everything, Enjoy The Difference!

4 1
apartment , Marblehead
This Marblehead apartment rental is located in Old Town, steps from restaurants and shops, a mile from Marblehead Beach, and a ten-minute Uber ride from Salem.
The 1,850-square-foot home features four bedrooms, two bathrooms, a playroom, themed rooms, and accommodates up to eight guests, boasting amenities such as a dishwasher, in-wall fireplace, and a garden.
Whole House Rental. 12 Min To Amazing Crane Beach - Middleton, MA
10 14 reviews
Middleton, MA
10/06 – 10/09
$766/nighttotal: $2298 (3 )

Whole House Rental. 12 Min To Amazing Crane Beach

3 1
apartment , Ipswich
This vacation home in Ipswich is conveniently located just 12 minutes from Crane Beach and the Crane Estate Castle, offering easy access to both natural beauty and historical landmarks. With an excellent user rating, this property is a popular choice for travelers seeking a comfortable and enjoyable stay.
This 3-bedroom, 2-bathroom house comfortably accommodates up to 9 guests, making it ideal for families or groups of friends. Enjoy modern amenities like air conditioning, a fully equipped kitchen, and a relaxing terrace or balcony, perfect for enjoying the beautiful Ipswich weather while taking advantage of nearby activities like kayaking, hiking, and exploring the town's vibrant cultural attractions.

Best Middleton, MA vacation rentals with parking

Jason - Middleton, MA
Middleton, MA
10/06 – 10/09
$189/nighttotal: $567 (3 )

Jason

1 1
apartment , Danvers
This Danvers apartment is located 6.2 miles from the Peabody Essex Museum and 6.6 miles from The House of the Seven Gables, offering a convenient base for exploring local attractions.
This 1-bedroom, 1-bathroom unit accommodates up to 2 guests and features air conditioning, a full kitchenette, complimentary WiFi, and free private parking.
Hocus Pocus Season Is Here! Dont Miss It! - Middleton, MA
10 11 reviews
Middleton, MA
10/06 – 10/09
$815/nighttotal: $2445 (3 )

Hocus Pocus Season Is Here! Dont Miss It!

2 1
apartment , Salem
This Salem apartment rental is conveniently located an 8-minute walk from the 1630 Pioneer Village and a 12-minute walk from Salem Harbor.
The 900-square-foot unit features two bedrooms, one bathroom, on-site parking, and amenities including a full kitchen, in-unit laundry, air conditioning, and free Wi-Fi, comfortably accommodating four guests.
Spacious 1br On Salem Common L Steps To Downtown L Fenced In Yard + Parking - Middleton, MA
10 17 reviews
Middleton, MA
10/06 – 10/09
$993/nighttotal: $2979 (3 )

Spacious 1br On Salem Common L Steps To Downtown L Fenced In Yard + Parking

1 1
apartment , Salem
This Salem apartment rental is centrally located on the Common, a five-minute drive from Salem's train station and within a 5-10 minute walk of the Witch Museum, the House of the Seven Gables, and various ghost tours.
This one-bedroom, one-bathroom unit sleeps four, boasts a fully equipped kitchen with complimentary K-cups, in-unit laundry, a shared fenced backyard, high-speed WiFi, a smart TV, central AC, and a reserved parking spot—a rare find in Salem's central area.
Beautiful Victorian With Modern Flare Close To Town, Train & Beach - Middleton, MA
9.9 379 reviews
Middleton, MA
10/06 – 10/09
$326/nighttotal: $978 (3 )

Beautiful Victorian With Modern Flare Close To Town, Train & Beach

2 1
apartment , Ipswich
This Ipswich apartment is conveniently located within walking distance of the Ipswich Museum, Ipswich River, and other attractions. The area is peaceful and offers easy access to local amenities. This apartment has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment features two bedrooms and one bathroom, providing comfortable accommodations for up to four guests. Enjoy a fully equipped kitchen, a private patio, a fireplace, free Wi-Fi, a garden area, and limited housekeeping services.

Frequently Asked Questions about vacation rentals in Middleton, MA

  • What sports or outdoor activites can visitors enjoy in and around Middleton, MA?

    Middleton is a great place for outdoor enthusiasts. The town has a few parks with playgrounds, picnic areas, and sports fields. You can also enjoy hiking and biking on the Danvers Rail Trail. For water activities, you can visit the nearby beaches of Salem or the Ipswich River.
  • What are the best Airbnb and vacation rentals in Middleton, MA?

    Boston北部豪华公寓独立单间(独享整个卫生间客厅,含厨房) is among the best Airbnb and vacation rentals in Middleton, MA.

  • What other towns or cities can be easily accessed from Middleton, MA?

    Middleton is conveniently located near several other towns and cities. Salem, with its historic attractions, is just a short drive away. You can also easily reach Boston, the state capital, in about 30 minutes. Other nearby towns include Danvers, Beverly, and Ipswich, each offering their own unique charm.
  • What are the most popular Airbnbs in Middleton, MA?

    Among the Airbnbs in Middleton, MA, Boston北部豪华公寓独立单间(独享整个卫生间客厅,含厨房) is the most popular one.

  • What amenities are commonly available in vacation rentals in Middleton, MA?

    Vacation rentals in Middleton typically offer a range of amenities, depending on the property. You can find rentals with kitchens, laundry facilities, Wi-Fi, and even private yards or decks. Some rentals might also have fireplaces, hot tubs, or swimming pools.
  • What are the best vacation rentals with a pool in Middleton, MA?

    The best vacation rental with a pool in Middleton, MA is Boston北部豪华公寓独立单间(独享整个卫生间客厅,含厨房).

  • What time of year is best to rent a vacation rental Middleton, MA?

    The best time to visit Middleton depends on your preferences. Summer is ideal for enjoying the outdoors, while fall offers beautiful foliage. Spring brings blooming flowers, and winter offers a chance to experience the town's cozy charm. The shoulder seasons, spring and fall, are often less crowded and more affordable.
  • What are the best rentals or Airbnbs with a jacuzzi in Middleton, MA?

    The best vacation rental or Airbnb with a jacuzzi in Middleton, MA is Boston北部豪华公寓独立单间(独享整个卫生间客厅,含厨房).

  • What are the local dishes in Middleton, MA region?

    The region around Middleton is known for its fresh seafood, particularly lobster. You can find many restaurants serving classic New England dishes like clam chowder, lobster rolls, and baked haddock. If you're looking for something a bit different, you can also try some of the local craft breweries and wineries.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Middleton, MA

Elevate your stay in Middleton, MA with a vacation rental featuring a private balcony and stunning city skyline views.

Family-friendly Salem Apt: Near Dtwn Sites! - Middleton, MA
10 37 reviews
Middleton, MA
10/06 – 10/09
$1013/nighttotal: $3039 (3 )

Family-friendly Salem Apt: Near Dtwn Sites!

3 1
apartment , Salem
This Salem condo, located less than a mile from the Pickering House and Salem Witch Museum, offers easy access to Salem's historic attractions, including Hamilton Hall and the Witch House, all within a short drive or walk.
This 1350-square-foot apartment features three bedrooms, one bathroom, and accommodates up to six guests, boasting a fully equipped kitchen, in-unit laundry, a private balcony, and a tranquil garden setting.
Ipswich Riverfront Lodge / Horse Friendly Barn+paddocks / Kayak+canoe/ Sleeps 10 - Middleton, MA
10 22 reviews
Middleton, MA
10/06 – 10/09
$880/nighttotal: $2640 (3 )

Ipswich Riverfront Lodge / Horse Friendly Barn+paddocks / Kayak+canoe/ Sleeps 10

5 1
chalet , Ipswich
This waterfront lodge near Ipswich, Massachusetts, is located within one mile of the Ipswich River and Ipswich Museum, and 2.5 miles from Appleton Farms Grass Rides.
This 2,840-square-foot, five-bedroom, three-bathroom house sleeps ten, boasting a fully equipped kitchen, air conditioning, a terrace, a garden, parking, and barbecue grills; housekeeping is available upon request.
3 Bedroom Condo Nestled In Historic Fishing Village - Dog Friendly - Middleton, MA
9.8 82 reviews
Middleton, MA
10/06 – 10/09
$456/nighttotal: $1368 (3 )

3 Bedroom Condo Nestled In Historic Fishing Village - Dog Friendly

3 1
apartment , Swampscott
This family-friendly apartment building is located in Swampscott, a short distance from Nahant Beach and The Lynn Auditorium, and within easy reach of Revere Beach and the Salem Witch Museum. It has received excellent user ratings.
The apartment has three bedrooms, two bathrooms, and a total floor area of 1190 square feet, comfortably accommodating up to seven guests. The apartment includes a fully equipped kitchen, a terrace or balcony, a garden, a spa, parking, and internet access.
2b Apt Loft Downtown Ipswich - Middleton, MA
9.2 43 reviews
Middleton, MA
10/06 – 10/09
$222/nighttotal: $666 (3 )

2b Apt Loft Downtown Ipswich

2 1
apartment , Ipswich
This apartment is located in downtown Ipswich, offering easy access to shops, restaurants, and attractions. It's highly rated for its comfortable and cozy interior and beautiful sunset views.
The apartment features two bedrooms and one bathroom, perfect for families or groups of friends. It comes equipped with amenities such as air conditioning, a terrace, a garden, and parking, making it a comfortable and convenient place to stay.

Neighborhoods and points of interest in Middleton, MA

Top-Rated Pet-Friendly Vacation Rentals in Middleton, MA

Experience a pet-friendly stay in Middleton, MA with vacation rentals located steps away from city dog parks and walking trails.

Stylish Apartment Near Downtown & Major Highways - Middleton, MA
9.6 15 reviews
Middleton, MA
10/06 – 10/09
$545/nighttotal: $1635 (3 )

Stylish Apartment Near Downtown & Major Highways

3 1
apartment , North Andover
This North Andover apartment rental is conveniently located within two miles of Lawrence Heritage State Park, Lawrence General Hospital, and SMG Primary Care of Lawrence, and within three miles of American Legion Beach and the Lawrence Public Library.
This 1,230-square-foot three-bedroom, one-bathroom unit sleeps seven and includes a fully equipped kitchen, in-unit laundry, a balcony, and free nearby parking.
Whole House Steps From Pleasant Pond - Middleton, MA
9.4 52 reviews
Middleton, MA
10/06 – 10/09
$319/nighttotal: $957 (3 )

Whole House Steps From Pleasant Pond

2 1
apartment , Wenham
This charming vacation rental is located in Wenham, just a short drive from the Wenham Museum, North Shore Music Theatre, and other local attractions. The house is situated in a peaceful, residential neighborhood, offering a tranquil escape from the hustle and bustle. Guests consistently rate this property as excellent, praising its comfortable accommodations and convenient location.
The home features one bedroom and two bathrooms, comfortably accommodating up to four guests. The property boasts a fully equipped kitchen, a spacious living area, a private terrace, a swimming pool, and a beautiful garden, perfect for relaxing and enjoying the outdoors.
Stylish Stoneham Getaway  Playground  Game Room - Middleton, MA
10 3 reviews
Middleton, MA
10/06 – 10/09
$1349/nighttotal: $4047 (3 )

Stylish Stoneham Getaway Playground Game Room

5 1
apartment , Stoneham
This Stoneham rental condo offers convenient access to cultural attractions such as the Museum of Science and the Boston Museum of Fine Arts, as well as shopping areas like Harvard Square and Faneuil Hall Marketplace, all within a few miles.
This family-friendly apartment features air conditioning, a fully equipped kitchen with a microwave and dishwasher, a private balcony, and on-site amenities including a garden and barbecue area, with jogging and cycling opportunities nearby.
Historic Salem Retreat. Near Waterfront + Downtown - Middleton, MA
9.8 14 reviews
Middleton, MA
10/06 – 10/09
$815/nighttotal: $2445 (3 )

Historic Salem Retreat. Near Waterfront + Downtown

2 1
apartment , Salem
This 2-bedroom Salem apartment is located in a historic residential neighborhood, just a short walk from downtown, the Witch House (1.2 miles), and the Hocus Pocus House (0.3 miles).
The 1,190 square foot apartment features a well-equipped kitchen, a washer and dryer, free on-street parking, and can accommodate up to 5 guests.
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