Family-friendly vacation rentals in Ipswich

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Ipswich

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite
A serene sunset is captured over the horizon, casting warm hues of orange and pink across the sky. The silhouette of a distant landscape is visible along with the calm waters reflecting the evening light.
Home in Ipswich
4.89 out of 5 average rating, 111 reviews

Incredible Views of Ocean, River, Sunrise & Sunset

1 bedroom home with sun filled rooms and vista views of the ocean, river and beach's. The house is located on a private road with Spectacular sunrise and sunset views. Open concept with a dining area, living room, family room that opens to a perennial garden with a grape arbor to enjoy a read under. Savor the steam room after a hike or a cross country ski at the state parks only 5 miles away. Whether traveling with family, friends, or solo, the seaside town of Ipswich has some great attractions

Top guest favourite
A charming Victorian home is presented in a soft blue exterior, featuring large windows and decorative trim. Lush greenery surrounds the entrance, while a gravel pathway leads to the porch with inviting steps. A welcoming wreath adorns the front door, enhancing its friendly appeal.
Apartment in Ipswich
4.95 out of 5 average rating, 111 reviews

Unit 1~Victorian Getaway Close to Beach & Downtown

Holly House is a Victorian home within walking distance to Downtown Ipswich shops, restaurants, Historic High St & MBTA as well as Bialek Park, Willowdale State Forest, CSA Farms and many other amenities. Walk next door to the Historic 1640 Hart House for dinner or spend the day visiting the Crane Estate & Crane Beach! Unit 1 is on the first floor where you will enjoy minimal stairs (only to get in) & the convenience of 2 bedrooms, living room & fully equipped kitchen with sunny breakfast nook.

Top guest favourite
The exterior of the historic John Brewer house is shown, featuring a red wooden façade with multiple windows and flower boxes. An American flag is displayed prominently, and decorative elements like corn husks and seasonal flowers enhance the welcoming appearance. Sidewalks and roadways are visible in the foreground.
Apartment in Ipswich
4.99 out of 5 average rating, 180 reviews

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Top guest favourite
A stone pathway leads to a charming gray house framed by lush greenery. The entrance is enhanced by a decorative wreath on the door, and bright sunlight illuminates the inviting front yard. Clear blue skies complement the home’s welcoming facade.
Guest suite in Gloucester
4.94 out of 5 average rating, 118 reviews

Live Like a Local, Just Steps From The Beach

Beautiful and private 2 bedroom suite, located on the upper floor of stylish 19th century beach house. Steps (literally steps) from Plum Cove Beach and Lanes Cove you'll have choices of where to swim or watch the sunset over the water. Guests will have the entire 2nd floor, with a private entrance and is western facing for beautiful sunset views. Located within a 15 minute drive to downtown Rockport, Gloucester, Wingaersheek and Good Harbor Beaches. 30 minutes from Salem for Halloween fun!

Guest favourite
The exterior of a two-story home is shown, featuring beige siding and multi-pane windows. A well-maintained front yard includes patches of grass and decorative bushes. A staircase leads to the front porch, with a fenced yard visible in the background, surrounded by trees for added privacy.
Home in Georgetown
4.83 out of 5 average rating, 212 reviews

Nothing Fancy Older Pet Friendly Home – near I-95

Enjoy your very own country living retreat! Our pet friendly home sleeps 8 with a large fenced in yard, so bring the kids & furry friends. There is a big backyard and lots of trees providing privacy. The fence is older but secure enough for your pets. Guests please know this is an older house inside. The finishes are older and cheaper. We are 1 min from I-95 & within 15 minutes of restaurants, golf course, & wedding venues. Guests that are very sensitive to smell should not book this place

Top guest favourite
The exterior of the cottage is shown, featuring grey siding and white trim. A set of steps leads to the entrance, with a railing and a shaded porch. Colorful flowers frame the front yard, enhancing the welcoming appearance of the property.
Guesthouse in Hamilton
4.88 out of 5 average rating, 231 reviews

Lake View New England Cottage in Hamilton, MA

The Cottage is in rural Hamilton on the North Shore, just 40 mins from Boston. The property is set in grounds beside Lake Chebacco, with lovely waterfront views of the lake. The Cottage is a tranquil retreat, just a few minutes drive away from Cranes Beach, Ipswich, Cape Ann and many beaches and walking trails. Both Gordon College and Gordon Conwell are under 10 minutes drive away. Popular Salem is just 20 minutes drive away. Off street parking for 1 car. No children <15 due to safety

Top guest favourite
The exterior of the apartment is framed by lush greenery, showcasing a well-maintained lawn. A winding pathway leads to a red door framed by a white porch. Surrounding flowers add color amidst the soft shade of nearby trees, creating a serene atmosphere.
Apartment in Beverly
4.94 out of 5 average rating, 721 reviews

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and is nearby “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths with essential amenities and guest parking. The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston, saving time and expense of driving.

Top guest favourite
The historic colonial house is framed by blooming trees, showcasing a classic exterior in dark blue with white accents. A stone walkway leads to the grand entrance, featuring large windows and an inviting front door. The surrounding greenery enhances the home's stately appearance.
Apartment in Salem
4.99 out of 5 average rating, 168 reviews

The Salem House | First floor 2 bedroom apartment

Historic 1850 built colonial house with restored exterior and interior odes to Doric order architecture. Originally built for a leather factory owner named Thomas Looby, The Salem house is now a beautiful opportunity to visit Salem in a distinguished space. Exactly one mile from downtown with off street parking, staying here allows being away from the craziness of the city center while intimately experiencing Salem by staying in a historic colonial home.

Top guest favourite
A well-lit bedroom features large windows with scenic water views. A spacious bed is dressed in soft linens, accompanied by a cozy throw. A small seating area includes two chairs and a lamp, enhancing the relaxing atmosphere of the room.
Home in Ipswich
4.98 out of 5 average rating, 121 reviews

Hillside

Perfectly situated within steps of Pavilion Beach and Pirate Park Playground. Makes for a great family getaway! Highchair and pack & play available! Wake up to this sun-filled home with water views from almost every window in the house! Enjoy the wraparound deck with lots of space for outdoor entertaining while taking in the spectacular views! The kitchen is well equipped with all new appliances, including a Viking range for those who love to cook.

Top guest favourite
A charming log cabin is surrounded by lush greenery. Two miniature horses graze leisurely on the grass in front of the cabin, which features a covered porch and simple landscaping with flowers. Sunlight filters through the trees, highlighting the serene woodland setting.
Cabin in Rockport
4.97 out of 5 average rating, 479 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Guest favourite
A dining table is set with white dishware and clear glassware, accompanied by a vase filled with yellow tulips. Natural light filters through a window, illuminating the greenery outside.
Apartment in Ipswich
4.81 out of 5 average rating, 282 reviews

Charming apt-2 Bedroom -Close to Beach/Sleeps 6

Our home is in the oldest neigborhood of New englad , surrounded by restaurants, art galleries and shopping. A short walk to the river and train station. This spacious apt has dramatic views of the Ipswich River thats is just across st . You will enjoy the whole place for yourself and the living room have 65" screen tv . A kitchen includes what you will need for your stay when you aren't enjoying various neighborhood restaurants.

Guest favourite
The outdoor patio features a dining table with four chairs and a grill. A large umbrella provides shade, while greenery is visible in the background. The deck is furnished with light-colored flooring, offering an inviting space for outdoor gatherings.
Apartment in Ipswich
4.82 out of 5 average rating, 190 reviews

2b apt loft downtown Ipswich

When you get in to this apt/loft you will be amazed by the comfort and cozy set up. This unit is located downtown Ipswich on the third floor with a beautiful view where you can enjoy sunsets and have a place to hang out. NOT RECOMMENDED for elderly people because of the stairs. there are three sets of stairs, also if you are traveling with young children or toddlers need to be aware of the height and the whereabouts.

Popular amenities for Ipswich family-friendly rentals

When is the best time to visit Ipswich?

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Avg. price$205 CAD$176 CAD$191 CAD$231 CAD$289 CAD$365 CAD$420 CAD$378 CAD$309 CAD$425 CAD$241 CAD$220 CAD
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Quick stats about vacation rentals that are family-friendly in Ipswich

  • Total vacation rentals

    Explore 60 vacation rentals in Ipswich

  • Nightly prices starting at

    Ipswich vacation rentals start at $151 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,980 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Ipswich vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Ipswich rentals

  • 4.9 Average rating

    Ipswich stays are highly rated by guests—averaging 4.9 out of 5!