Family-friendly holiday rentals in Ipswich

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Ipswich family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars3 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars1 week ago
Brad was very friendly and helpful. Beautiful home!
Guest favourite
Guest suite in Kittery Point
4.95 out of 5 average rating, 294 reviews

Coastal Maine & 10 Min to Portsmouth+ Hot Tub Too!

KyleRating, 5 stars2 weeks ago
This is one of the best Air B&B experiences that we’ve had…beautiful place and surroundings, great amenities and personal touches, wonderful recommendations. Couldn’t have had a better time.
Superhost
Flat in Hampton Beach
5 out of 5 average rating, 5 reviews

Condo with pool sleeps 4

ChristopherRating, 5 stars11 months ago
Great stay. Nice clean place. Good view of fireworks from the balcony.
Guest favourite
Home in Brighton
4.96 out of 5 average rating, 266 reviews

Spacious 3 bed, in unit laundry, central Air

BillRating, 5 stars3 weeks ago
We had a great stay! This house was in a great location, and very nice/spacious. We also appreciated the very thorough and clear communication regarding check-in etc, before the stay. I highly recommend Joel as a host!
Guest favourite
Home in Dunbarton
4.91 out of 5 average rating, 33 reviews

Home On The Hill

JulieRating, 5 stars1 month ago
Beautiful home! Thank you for sharing it with my family. We were in town for my daughter’s college graduation. This location was perfect for my family. Cozy. Family oriented. Clean. Well equipped. Highly recommend!
Guest favourite
Guest suite in Canton
4.71 out of 5 average rating, 108 reviews

Newly renovated, close to Foxboro and Boston

StacyRating, 5 stars1 day ago
Smaranda was outside when we arrived, she greeted us and since it was around dinner time she offered some recommendations for dinner. It had been quite windy that day so the pool and hot tub had some leaves and debris in them. She was very apologetic (obviously not her fault, we can't control Mother Nature) and was very attentive and worked hard to get both the pool and hot tub ready for us to use. She showed us how everything worked and the instructions were clear and easy to follow. We used both the pool and hot tub after we got back to the space after dinner and they were both very nice and relaxing. We enjoyed our stay and everything went as planned. We would definitely stay again if Smaranda would have us! Stacy and Ray
Guest favourite
Place to stay in Hampstead
4.88 out of 5 average rating, 93 reviews

Sunrise Sunset Lakefront Suite

LizRating, 5 stars1 week ago
So lovely at this awesome house right on the lake. The view is amazing, the place was spotlessly clean, and Tom and Donna are gracious hosts. I highly recommend this Airbnb, this was our second stay and we will be back. Highlights were enjoying the hot tub, a lovely sunset cruise with Tom and Donna and of course, hearing the loons on the lake at night.

Family- and pet-friendly home rentals

Guest favourite
Flat in Lakeside Marblehead
4.94 out of 5 average rating, 197 reviews

Two bedroom Apt with a deck

AndrewRating, 5 stars1 day ago
Apartment was clean, comfortable and priced well. It was the perfect size for family of three. Loved the outdoor space and great location. Marblehead is stunning. Host is excellent
Top guest favourite
Home in Wakefield
4.96 out of 5 average rating, 265 reviews

Welcoming 7-room house <15 miles to Boston & Salem

NancyRating, 5 stars3 weeks ago
We enjoyed staying at Karen’s! It was a super clean space which we really, really appreciated. The neighborhood is peaceful and quiet. Super easy to check-in and check-out. Karen is also super responsive and proactive which was great! Only bump in the road was that we unfortunately had to deal with a water leak issue which was stressful but Karen did what she could to be as helpful as possible. It was fixed shortly after reporting. We appreciated that Karen coordinated maintenance so quickly in a way that was accommodating to our schedule. Overall we are very pleased and would definitely recommend!
Top guest favourite
Home in Kittery
4.96 out of 5 average rating, 105 reviews

Spacious 2 BR Kittery Home - Walk to Portsmouth!

CathyRating, 5 stars1 month ago
We instantly felt at home! Everything we needed was there, including things that I often bring with me because they aren't usually provided. Erin has set up this house the way you would if you lived there yourself--extra pillows, blankets, bathroom and kitchen towels, kitchen and laundry detergent. Basic spices, coffee and tea, sugar and creamer, every kitchen gadget and utensil. Bath products, night lights, beach chairs and towels. Even a bluetooth speaker and use of their Netflix account! All we needed were a few groceries and some sunshine to enjoy the outdoor spaces and seasonal game room. The house is spacious and charming! Their check-in and check-out methods are easy and they left ample info on how things work in the house and local restaurant and activity recommendations. This is a great location and home. I almost wish we had brought the kids...
Top guest favourite
Flat in Concord
4.96 out of 5 average rating, 214 reviews

Mema's Place --Lovely apartment in private home

MiebethRating, 5 stars5 days ago
We loved Ellen's place from the minute we walked in. It was warm, welcoming and had everything that we needed for a week's stay. The house/apartment is set on a quiet street set in the woods but a very close drive to Concord where we spend most of our time sightseeing. Helen's is the best restaurant to try in town. Ellen and her husband Kevin were there to welcome us and answered any concerns we had about the place. Her place is very comfortable with a large living room to relax in, a kitchen to cook in and a very comfortable bed to sleep in. I give her place 10 stars and more and I recommend it to anyone who is staying in Concord. Thank you Ellen for the wonderful stay and we look forward to seeing you again
Guest favourite
Home in Salem
4.95 out of 5 average rating, 153 reviews

Quaint Little New Hampshire Lake House Getaway!

KevinRating, 5 stars1 month ago
We really enjiyed our stay and would recommend to anybody else.
Guest favourite
Cabin in Cohasset
4.92 out of 5 average rating, 336 reviews

Lionsgate at Cohasset

TerriRating, 5 stars2 weeks ago
Kao’s home worked great for us. His garden is absolutely beautiful and the area is quite serene. Would definitely stay there again.
Guest favourite
Home in Beverly
4.95 out of 5 average rating, 156 reviews

Lovely 2 Bedroom Victorian 1.5 Blocks To Ocean!!!

TomRating, 5 stars4 weeks ago
Wonderful experience at Johanna’s house. We had the whole first floor and it was everything we had hoped it to be. Accommodations were generous and available. The home is located right in Beverly Mass and also walkable to the water. We will be back.
Guest favourite
Flat in Salisbury
4.83 out of 5 average rating, 128 reviews

2BD Apt Steps to Ocean| Pet Friendly-Wkly Discount

KatieRating, 5 stars3 weeks ago
Michael was such a gracious host and was extremely responsive! He gave great recommendations and made sure we had everything we needed!

Family-friendly home rentals with a pool

Home in West Roxbury
4.71 out of 5 average rating, 7 reviews

Luxury Ultra Modern House in Newton ; Boston

Ryan MRating, 5 stars42 months ago
Excellent location! Great stay for a family away from home! House was magnificent and modern. Beautiful upstairs with an open layout and a downstairs living room. Plenty of space to relax and enjoy each other’s company. Close to the Newton center to access the (T)rain so Boston is easily accessible. Great communication with Amir! He responded quickly with any questions I had! Would definitely come back for another family vacation!
Apartment in Hampton Beach
4.85 out of 5 average rating, 27 reviews

Slice of Paradise at Hampton Beach!!

JohnRating, 5 stars12 months ago
Second time staying at Micheal’s place and it’s always a great time. Will be back
Guest favourite
Cottage in Rye
4.91 out of 5 average rating, 78 reviews

Seaside Cottage in Rye NH

HeidiRating, 5 stars10 months ago
We love coming here. The beach is right across the street for me to look for rocks and sea glass and then right down the road is the beach for swimming. Perfect little getaway. Rachel is an amazing hostess.
Guest favourite
Apartment in Wells
4.85 out of 5 average rating, 187 reviews

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars2 weeks ago
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones
Guest favourite
Home in Kittery
5 out of 5 average rating, 23 reviews

Summer Hill: Sweet New Englander on Maine Coast

ElizabethRating, 5 stars12 months ago
This was the perfect place for a girl's weekend. Very close to Kittery and Portsmouth shops, great seafood restaurants and State Park beaches. We were lucky the temperature was cool, as a lot of the windows didn't have screens and were too hard to open. I assumed maybe the owners haven’t fully switched over to summer mode as it's been cold up till recently. Wonderful decor, very whimsical.
Top guest favourite
Guest house in West Roxbury
4.95 out of 5 average rating, 196 reviews

Country Cottage in the City

JulieRating, 5 stars2 weeks ago
Beautiful setting in the woods, incredibly peaceful- yet minutes away from a lovely New England village with shops and cafes.
Superhost
Flat in Hampton Beach
4.74 out of 5 average rating, 122 reviews

Beautiful Beach Studio

AlexRating, 5 stars4 weeks ago
Good place to stay for Hampton Beach. Short walk to the water.
Superhost
Home in Derry
4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars9 months ago
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.

Quick stats about holiday rentals that are family-friendly in Ipswich

  • Total rentals

    60 properties

  • Nightly prices starting at

    $103 SGD before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore