
Family-friendly holiday rentals in Ipswich
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Top-rated family-friendly rentals in Ipswich
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Incredible Views of Ocean, River, Sunrise & Sunset
1 bedroom home that can sleep 4. The house has sun filled rooms and vista scenery of the ocean, river and beach's. Located on a private road with Spectacular sunrises over the ocean with sunsets overlooking the river. Savor the steam room after a cross country ski or hike through the 100s of acres of manicured and marked trails only 5 miles away. The house has a large fireplace for you to enjoy Whether traveling with family friends or solo the seaside town of Ipswich has some great attractions

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.

Victorian Near Beaches, 2nd Floor of 2 Family Home
Great location for visiting Boston and the Northshore of MA. Close to Endicott & Gordon Colleges. Very safe residential neighborhood, only a short walk to 3 beaches, seaside park, quick market, steps to coffee shop. 4 miles from downtown Salem, MA, USA. Close to commuter rail inbound to Boston or out to Rockport/Gloucester. Sleeps 4, 2 bedrooms, 1 1/2 baths, fully equipped kitchen, dining rm, living rm, attic loft with platform bed, W/D, front porch for relaxing with private entrance & parking.

The Hideaway | Fireplace | Downtown | Theater
The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, walk downtown, catch a show at the theater, or discover Boston, Salem (2 miles away), or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
Unwind in the modern 1BR 1Bath apt in the heart of downtown Amesbury, just a stone's throw away from tasty local restaurants and attractions. This charming oasis is perfect for leisure guests looking to explore nearby beaches and towns while also being close to hospitals and colleges, catering to traveling nurses and professionals. ✔ Comfortable King Bedroom ✔ Cozy Living Room ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ Washer/Dryer ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

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!

Stagehill Beach House
Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

Pretty Cottage on Plum Island, Newbury MA
It's steps to the beach and the reservation. It's private, cozy and clean a great little apartment for relaxing by the sea or touring the area. It's also a quick trip to Maine, New Hampshire and Boston. Fall asleep to the sounds of the waves and wake up to chirping birds. Located next to the Blue Inn. My place is good for couples, solo adventurers, business travelers, and pet friendly (upon approval). Holiday rates are extra please inquire. There is a pet fee.

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.

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.

Comfortable house, close to beach and downton IPSW
This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this will be your home away from home. The Kitchen is fully equipped and you will have the entire place for yourself . You will be in walking distance to the train station in dowtown Ipswich and biking distance to the beach and Crane's Castle. Also you can explore Cannoing or paddling on the nearby Ipswich River.

Ipswich Apartment
This apartment has a private entrance in downtown Ipswich, close to restaurants and the commuter rail for Salem and Boston. From May to September, the nearby CATA shuttle makes it easy to reach Crane Beach and the town of Essex, known for its clams and antique shops. Ipswich also offers river cruises, kayaking, canoeing, and fishing. Enjoy the local attractions!
Popular amenities for Ipswich family-friendly rentals
Family-friendly home rentals with a hot tub

Little Lakehouse, the Lookout

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

Hot Tub! Nothing beats it on a winter night!

Haven by the Lake

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

Lakeside apartment, patio, hot tub, outside shower

Cozy Cabin with hot tub, walk to beach, rock cove
Family- and pet-friendly home rentals

Newly Built En Suite

The Word Barn, Exeter, NH

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

Winnie's Place - Freshly Renovated 1800s Farmhouse

Ocean Park Retreat

Hidden Gem! Short term rental steps from 2 beaches

Quirky room above convenience store, near water.

Large, Comfortable & Conveniently located Home
Family-friendly home rentals with a pool

The Haven at Doherty Homestead

Spacious vacation unit in premium suburban town

Luxury suite with room divider near downtown

Cozy Private Suite halfway between Cape & Boston

Stylish and Cozy at Revere Beach

Country Cottage in the City

Cozy Private Studio Unit w/ Laundry and Parking!

Sunset Waterfront Privacy Beach
When is the best time to visit Ipswich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $188 SGD | $162 SGD | $175 SGD | $212 SGD | $265 SGD | $335 SGD | $385 SGD | $347 SGD | $284 SGD | $326 SGD | $208 SGD | $202 SGD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about holiday rentals that are family-friendly in Ipswich

Total holiday rentals
Explore 60 holiday rentals in Ipswich

Nightly prices starting at
Ipswich holiday rentals start at $101 SGD per night before taxes and fees

Verified guest reviews
Over 4,160 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Ipswich holiday 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!
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- Family-friendly rentals Essex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Freedom Trail
- New England Aquarium
- Long Sands Beach
- MIT Museum
- Boston University
- Boston Seaport
- Canobie Lake Park
- York Harbor Beach
- Crane Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Gillette Stadium
- North Hampton Beach
- Prudential Center




