
Family-friendly holiday rentals in Plum Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Plum Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Former Carriage House - Plum Island
Enjoy this renovated former carriage house tucked away off a quaint residential side street on Plum Island, Massachusetts. Relax on the private deck to read a book, enjoy sunbathing at the gazebo or toast some marshmallows in the back yard. Just a short walk from the beach or the calm waters of the basin, a small inlet of water off the mouth of the Merrimac River. Some of our Amenities include: - 2 Bedrooms (1 Queen, 1 Double) equipped with memory gel foam mattresses. - 1 Full Bathroom w/ walk-in shower & heated floor - Smart TV - Free Wireless Internet - Air Conditioned - Full Kitchen - Washer / Dryer - Gas Fireplace - Off Street Parking for two cars. - Private Deck & Yard - Linens, Towels, Beach Essentials, Hair Dryer, Iron and more.. Please feel free to call or email with any other questions. We want your stay to be as comfortable as possible. Checki-In: 4PM Check-out: 11AM

“Salty Girl” Plum Island, MA
We Love our little “Salty Girl!”. She is a 2 bedrooms 1 bath family friendly open concept single family home with parking for 2 cars. The spacious deck off the back of the house has a table and a sectional outdoor sofa for enjoying the breeze and the sun! 3-5 minute walk to the beach or a 1 minute walk over the The Basin for the most unbelievable sunsets. Downtown Newburyport is a 10 minute drive or a 20 minute bike ride. We are licensed and inspected by the city of Newburyport as a legal STR.

Dog Daze South End
Welcome to “Dog Daze”! A dog-friendly rental in Newburyport’s historic South End, just steps from the waterfront, State Street, the Rail Trail, and top shopping & dining. • 2-bedroom, 1-bath (800 sq. ft.) 2nd-floor apartment • Sleeps up to 4 with 2 queen beds • Fully furnished with window A/C plus mini • Non-smoking Perfect for exploring Newburyport & Plum Island! Pet Care • Doggie daycare & pet sitting available if needed • If your dog has separation anxiety, we’ll help arrange care

Brivera by the Sea, a Beautiful Plum Island Escape
Coveted South Island location for your New England beach vacation. Ample yard space for beach and ocean views! 3 min walk to sand, 5 min walk to restaurants & stores at the Island center; 3 min to Parker River Wildlife Refuge; 10 min drive to historic Newburyport. There are enough beds for the whole family to comfortably sleep up to 10 people. Fish from the sand, walk or bike the island, visit the Parker River Reserve, or enjoy the fantastic Newbury/Newburyport area with many dining options!

Sunset Bliss- stylishly renovated, 3 min to beach
Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

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!

My Dream house with views of the marsh and sunset
Our rental space has two bedrooms, living room, full bath and a mini kitchen. There is a full deck across the front of the house and a large patio off the bedrooms which is accessed though the sliders in each bedroom. This is all private space for our guests. The views from the front deck are of the great marsh along with the beautiful sunsets. With the Two bedrooms one with a queen size bed and the other with full size bed the house can have 2 to 4 people depending on sleeping arrangements.

Plum Perch: Professionally Cleaned, Close to Beach
Enjoy the best of Plum Island at this getaway walking distance from the beach and town center. 5 min walk to Newbury Beach. Central A/C. 3 full bedrooms and a private loft w/ king size bed. 2 full baths. Expansive private deck w/seating. Ample parking for 4-5 vehicles, including garage parking. Dry basement with addl rec space. Full washer dryer. Stocked kitchen with major appliances: stove, dishwasher, refrigerator, Vitamix, and pod coffee maker. Sheets and bath linens provided.

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.

Plum Island renovated cottage
Updated Plum Island Cottage with a Caribbean flair. Two bedrooms each with a full size bed. Eat in open concept partial kitchen/LR/DR features a small mini- refrigerator microwave and portable combo toaster convection oven, hot plate and electric frying pan. With a full private bath. Entire home has been traditionally renovated inside and out. All walking distance to beaches and local Plum Island restaurants and stores. Witness amazing sunrises and sunsets.

Sunset Waterfront Privacy Beach
Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

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.
Popular amenities for Plum Island family-friendly rentals
Family-friendly home rentals with a hot tub

Little Lakehouse, the Lookout

Nana-tucket Inn

Hot Tub! Nothing beats it on a winter night!

Your Cozy 1 BR Apt & Relaxing Retreat

Sanctum by the Lake

Oceanfront Pool. Close to Boston. Free Parking.

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

Winery Studio w/ Private Hot Tub+Fireplace+Tasting
Family- and pet-friendly home rentals

The Word Barn, Exeter, NH

water view property "The Little House"

Winnie's Place - Freshly Renovated 1800s Farmhouse

Ocean Park Retreat

Quirky room above convenience store, near water.

Incredible Views of Ocean, River, Sunrise & Sunset

Beach House

The Bookstore|King Beds|Walk2Beach|Private Parking
Family-friendly home rentals with a pool

Beach Getaway Minutes from the Ocean!

Serenity by the Sea

Steps from Beach | Pool | Parking | Large Deck

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Stylish and Cozy at Revere Beach

Headers’ Haven

Antique Home - Steps from Harbor - Private Pool
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Rentals with a firepit Plum Island
- Pet-friendly rentals Plum Island
- Waterfront rentals Plum Island
- Rentals with outdoor seating Plum Island
- Rentals with a washing machine and dryer Plum Island
- Rentals with a fireplace Plum Island
- House rentals Plum Island
- Rentals with a patio Plum Island
- Rentals with beach access Plum Island
- Beachfront rentals Plum Island
- 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
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station




