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Family-friendly holiday rentals in Plum Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Plum Island family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Gloucester
4.9 out of 5 average rating, 10 reviews

Steps to Good Harbor Beach

MichaelRating, 5 stars71 months ago
Kate's house in Gloucester is an ideal place to experience one of the best beaches on the North Shore. Kate's home accommodated the eight of us very comfortably; the proximity to the beach was second to none and Kate and Michelle's response to a couple of minor issues we had was expeditious and friendly. There aren't enough superlatives I could use to recommend Kate's place.
Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars2 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
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 stars1 week 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.
Guest favourite
Apartment in Hampton
4.89 out of 5 average rating, 36 reviews

Hampton 100 yards to beach

KrystinaRating, 5 stars10 months ago
Clean and good storage for a small space. Good location
Top guest favourite
Home in Newbury
4.98 out of 5 average rating, 51 reviews

Plum Island - Luxury Beach House

TracyRating, 5 stars9 months ago
We rent a house on PI every year and this house was perfect for us. We could walk to the basin with our SUP’s, easy walk to beach and stores and ice cream! We loved the double outdoor shower option for the kids after a long sandy day at the beach and they supplied all the beach toys, umbrellas and chairs! The rooftop deck was our favorite part we watched the sunset every night. We would rent this house again if the dates line up!
Superhost
Flat in Hampton
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
Place to stay in Hampstead
4.88 out of 5 average rating, 92 reviews

Sunrise Sunset Lakefront Suite

AngelaRating, 5 stars3 weeks ago
This was my second time staying here, and it will not be my last. This little peaceful place is beautiful, and the view is gorgeous. The hosts are very kind and responsive.
Top guest favourite
Farm stay in Eliot
4.98 out of 5 average rating, 134 reviews

Shilo Farmhouse: Goats & Hot Tub! Near Portsmouth

LoreenRating, 5 stars3 weeks ago
A beautiful accommodation with very warm hosts. The hosts, grounds, goats and chickens were all a pleasure to be around for a nice peaceful get away.

Family- and pet-friendly home rentals

Top guest favourite
Home in Wakefield
4.96 out of 5 average rating, 264 reviews

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

NancyRating, 5 stars2 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
Flat in Lakeside Marblehead
4.94 out of 5 average rating, 195 reviews

Two bedroom Apt with a deck

CindieRating, 5 stars3 weeks ago
This was the cutest place! We all loved the garden space. The deck was very inviting. Rhona was kind enough to leave English muffins and butter for us. The selection of tea was fabulous! The bouquet and house plants made it feel very homey. There was an area close by that had a convenience store, a Dunkin Donuts, and a few decent restaurants. We would stay here again if we come back.
Superhost
Barn in Essex
4.9 out of 5 average rating, 139 reviews

The Salt March Loft/Downtown Location/Views

JeriRating, 5 stars10 months ago
This was absolutely perfect for our needs. The location was central to Salem, Gloucester, and not too far from Boston. Very close to wonderful local restaurants and Marla was very attentive to our requests.
Top guest favourite
Tiny home in Kittery
4.95 out of 5 average rating, 513 reviews

water view property "The Little House"

AustinRating, 5 stars1 week ago
We absolutely loved our stay here!! Definitely little as the title says, but a lovely, quiet little home with a beautiful yard and lots of wildlife surrounding! Wendy was very responsive to any questions we had and even left us a little gift at our arrival. Would recommend this if you’re visiting kittery or even Portsmouth as both are less than 5 minutes away, but not too close for you to hear the hustle and bustle of downtown. Nearly silent little neighborhood. Thank you for the wonderful stay! This was the perfect getaway!
Guest favourite
Townhouse in Boston
4.93 out of 5 average rating, 188 reviews

Sparkling Condo With Modern Amenities

MelissaRating, 5 stars1 week ago
Had a wonderful stay with my friends in Boston. The rooms and living spaces were very comfortable and clean. Michelle was very reachable and responded quickly. Would recommend this home to anyone.
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 stars4 weeks 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...
Guest favourite
Home in Salem
4.95 out of 5 average rating, 153 reviews

Quaint Little New Hampshire Lake House Getaway!

KevinRating, 5 stars3 weeks ago
We really enjiyed our stay and would recommend to anybody else.
Guest favourite
Home in Kittery
4.98 out of 5 average rating, 293 reviews

Family Friendly 2BR 1 BA Coastal Kittery Home

LuigiRating, 5 stars2 weeks ago
we loved staying here! Our 5 yr old did not want to leave! It had everything you need for a perfect family getaway and dog friendly. Tons of toys to pick from and a great completely fenced in yard.. Beautiful location and you can walk 15 min to a super library and a little downtown area with great places to eat!

Family-friendly home rentals with a pool

Guest favourite
Cottage in Rye
4.91 out of 5 average rating, 78 reviews

Seaside Cottage in Rye NH

HeidiRating, 5 stars9 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.
Apartment in Hampton
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
Superhost
Apartment in Hampton
4.89 out of 5 average rating, 18 reviews

100 yds/Hampton Beach Pool-4 guest

AndreaRating, 5 stars23 months ago
This was our first time at Hampton Beach and we couldn’t ask for a better host or place to stay. If felt like our home away from home. The location was perfect to everything and we didn’t need to use our car. The place was nice, clean and exactly as described and our host was so responsive and helpful! Thank you for making our first experience to the area a great one!!
Apartment in Hampton

Another Slice of Paradise

KatieRating, 5 stars11 months ago
Easy parking, clean, large balcony, view of the ocean and sunsets, lots of storage for clothes, easy quick communication with Michael. Ac units worked Amazing and very quiet. Tv in each room with a door for master bedroom privacy. Large public parking lot beside condo for family to park for the day. Quick mart with essentials and ice directly under rental. About 500 feet from condo to casino ballroom entrance. Great open clean space to make memories. Perfectly located between ocean, stores, shops and restaurants. Directly above busy street ( suggest ear plugs and eye mask if you are a light sleeper)
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.
Superhost
Flat in Hampton
4.74 out of 5 average rating, 122 reviews

Beautiful Beach Studio

AlexRating, 5 stars2 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.
Guest favourite
Apartment in Hampton
4.8 out of 5 average rating, 56 reviews

Beachn' and North Beach

SharonRating, 5 stars9 months ago
We had a great stay at the beach condo. Just close enough to the beach in a quiet neighborhood. The condo was as described. It was clean, comfortable, had everything needed to make our stay easy. Holly was proactive in communication and easy to work with. So happy to stay somewhere that was kept clean, no heavy fragrances, and has covered pillows and mattresses. So helpful for people with allergies.

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