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Family-friendly holiday rentals in Marblehead

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Marblehead family-friendly rentals

Family-friendly home rentals with a hot tub

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!
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
Apartment in South Boston
4.91 out of 5 average rating, 66 reviews

South Boston. Minutes away from Convention Center

LeeRating, 5 stars1 week ago
The apartment was exactly like described in an amazing location. I was attending a conference at the EXPO center, and it was an easy 25 minute walk there and back. Area is safe and clean. The best feature is the is less than a minute walk from a beautiful park and beach. Multiple Restaurants within walking distance and had no trouble getting items delivered. Would definitely stay again. Thank you so much Tanya!
Guest favourite
Condo in Hampton Beach
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
Apartment 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.
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
Guest suite in Canton
4.72 out of 5 average rating, 106 reviews

Newly renovated, close to Foxboro and Boston

MeganRating, 5 stars8 months ago
The host communicated well and was very thoughtful. The bed wasn't very comfortable and the heating unit was a bit tricky to figure out, but overall, we had a great stay.

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!
Guest favourite
Condo in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Guest favourite
Home in Everett
4.91 out of 5 average rating, 253 reviews

#9 Modern Home 15 min to Boston. Relax in Style!

DawnRating, 5 stars1 week ago
Great place. We loved the location and the surroundings. Wally was you receptive and proactive. Everything we needed was available. The instructions and local information was great and even though we had a plan of things to do, it provided us a couple of awesome ideas for our down time. Would definitely stay there again and would recommend. Thanks Wally.
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.
Guest favourite
Home in Ipswich
4.89 out of 5 average rating, 109 reviews

Hillside Ocean View 2BR with Private Beach Access

NancyRating, 5 stars2 weeks ago
Great location to getaway. Short walk to two different beaches as well as parking pass for great neck beach. Lots of room for two people to spread out. Lots of games to play. Living room was very comfortable, kitchen well stocked. Easy check-in and checkout
Top Guest favourite
Apartment in Concord
4.96 out of 5 average rating, 213 reviews

Mema's Place --Lovely apartment in private home

RebeccaRating, 5 stars2 weeks ago
This is our second stay with our pup and we all loved every minute of it. Ellen is a gracious and welcoming host. Highly recommend!
Guest favourite
Guest suite in Salem
4.84 out of 5 average rating, 655 reviews

Salem House

MelissaRating, 5 stars1 week ago
Melissa was a fantastic host and made us feel right at home! She was always responsive and reached out to make sure there wasn't anything additional she could do to make our stay perfect. I stayed at her place with my boyfriend and our son, and it was perfect for a couple nights in Salem. There is a drive to the downtown area (as listed in the description), but it was no more than 5-8 minutes to get there and very easy to navigate! I would recommend Melissa's place to anyone looking for an affordable, private, and safe place to stay in Salem!
Superhost
Home in Medford
4.85 out of 5 average rating, 142 reviews

Sunny home minutes from Boston. Free parking.

NanditaRating, 5 stars2 weeks ago
We really enjoyed our stay. Such a Warm and cozy home. Elizabeth was easily reachable whenever we had a question. Would highly recommend her cozy home. Thanks Elizabeth

Family-friendly home rentals with a pool

Condo in Hampton Beach
4.85 out of 5 average rating, 27 reviews

Slice of Paradise at Hampton Beach!!

NicoleRating, 5 stars10 months ago
Ça fait 4 fois que nous allons chez Michael et nous sommes tjrs satisfaits et nous y retournerons l’an prochain.
Superhost
Condo in Hampton Beach
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!!
Condo in Hampton Beach

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)
Top Guest favourite
Guesthouse 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
Apartment in Hampton Beach
4.74 out of 5 average rating, 122 reviews

Beautiful Beach Studio

AlexRating, 5 stars3 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
Condo in Hampton
4.8 out of 5 average rating, 56 reviews

Beachn' at 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.
Guest favourite
Apartment in Winthrop
4.96 out of 5 average rating, 313 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

BethRating, 5 stars1 week ago
We had a wonderful stay! It's very close to Boston, and other area attractions like Salem and beaches, but still peaceful. We enjoyed sitting at the pool. Kathy was very responsive and checked in with us to make sure we had everything we needed. They provided clear instructions for getting into the space and I had no issues navigating in and out of the neighborhood or to the basement apartment. I would definitely stay again if I'm needing a place in the area!

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

  • Total rentals

    200 properties

  • Nightly prices starting at

    $133 NZD before taxes and fees

  • Total number of reviews

    11K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wi-Fi availability

    200 properties include access to Wi-Fi

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