
Family-friendly holiday 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.

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

The Mason Suite of Salem
*We have THE BEST location in all of Salem! Take a look at our reviews!* The Mason Suite is a boutique lodging experience with all the comforts of home! Built in 1844 and nestled among Salem's most prized architecture, the Suite is just steps from the Witch Museum, bustle of the pedestrian mall, and Salem Common! Recently renovated from top to bottom! You'll be surrounded by fine furnishings, culture and history! The location is 10/10! We strive to provide you with the ideal Salem experience!

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!

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!

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

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!

Unit 2~Garden Getaway Close to Beach & Downtown
Holly House 2 is our 2nd floor Victorian vacation rental within close proximity to downtown, beaches, train, hiking, kayaking, biking, restaurants & shopping! Enjoy a stylish experience in this lovely home away from home with dedicated work space, comfy bedrooms/living room, in unit laundry & well stocked kitchen. A great retreat for couples, families, remote working/learning, nature enthusiasts, beach lovers, corporate stays, girl's weekends, holidays stays & more!

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.

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.

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.

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Long Beach Suites: Steps Away From Surf!
Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in one of our two bedroom apartment suites. Expertly built with summer visitors in mind. Long Beach Suites is just steps away from Long Beach in Rockport and only ten minutes to Good Harbor. You will be staying one of four similar apartments, photos may not be of exact unit.
Popular amenities for Ipswich family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

Hot Tub! Nothing beats it on a winter night!

Luxurious Oceanfront Property

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

Little Lake House, the Bungalow

Lakeside apartment, patio, hot tub, outside shower

Romantic Mirror cabin in the woods
Family- and pet-friendly home rentals

New Construction En Suite

The Word Barn, Exeter, NH

Hillside Ocean View 2BR with Private Beach Access

Ocean Park Retreat

Hidden Gem! Short term rental steps from 2 beaches

Quirky room above convenience store, near water.

Modern Space With Pool Close To Singing Beach

New Super Modern 2 bed in Waltham
Family-friendly home rentals with a pool

Peaceful suite in Boston with city views

The Haven at Doherty Homestead

Sanctum by the Lake

Cozy Private Suite halfway between Cape & Boston

Stylish and Cozy at Revere Beach

Country Cottage in the City

Beautiful Beach Studio

Cozy Private Studio Unit w/ Laundry and Parking!
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 | $176 SGD | $212 SGD | $265 SGD | $335 SGD | $386 SGD | $348 SGD | $284 SGD | $326 SGD | $209 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Flat rentals Ipswich
- Rentals with a firepit Ipswich
- House rentals Ipswich
- Rentals with beach access Ipswich
- Rentals with a fireplace Ipswich
- Rentals with outdoor seating Ipswich
- Rentals with a patio Ipswich
- Beachfront rentals Ipswich
- Waterfront rentals Ipswich
- Pet-friendly rentals Ipswich
- Rentals with a washing machine and dryer Ipswich
- 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
- Boston University
- New England Aquarium
- Long Sands Beach
- MIT Museum
- Boston Seaport
- Canobie Lake Park
- Boston Convention and Exhibition Center
- York Harbor Beach
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Gillette Stadium
- Quincy Market
- North Hampton Beach
- Prudential Center




