Family-friendly holiday rentals in Plum Island

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Top-rated family-friendly rentals in Plum Island

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
An outdoor space is framed by a wooden pergola, featuring a gravel patio surrounded by greenery. Two lounge chairs are positioned for relaxation, alongside a dining table set with a decorative bowl. The vibrant yellow cottage is visible in the background, complemented by the blue sky and white clouds.
Cottage in Newburyport
5 out of 5 average rating, 101 reviews

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

Top Guest favourite
A modern living area features vaulted ceilings and wooden accents, creating an open atmosphere. A large flat-screen television is mounted on a white media console. Comfortable seating is provided on a dark sectional sofa, complemented by natural light from skylights and windows.
Home in Newburyport
4.99 out of 5 average rating, 171 reviews

“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.

Guest favourite
An open living area is presented with a cozy navy sofa and a light-colored area rug. A coffee table sits in front of a stylish fireplace, complemented by light woven chairs around a dining table. Large windows offer views of the outdoors.
Cottage in Newbury
4.95 out of 5 average rating, 124 reviews

Plum Island Sunset Cottage

Come to PI to stay at our renovated beach house! Enjoy daily sunsets, a short walk to the beach, ice cream, restaurants, convenience, and wild life! The house sleeps 8, with 2 queen bedrooms & 1 bunk room that sleeps 4. The perfect spot to stay to be close to Newburyport, the surf, bird watching, running, cycling, and scenic walks through the peaceful Wildlife Refuge. Please note: this is NOT a party house. It's a cottage to be enjoyed by friends & family, in respect to neighbors and our home.

Top Guest favourite
The exterior of the house showcases a spacious design with a light-colored facade and large windows. A spiral staircase leads to an upper deck, offering additional outdoor space. Natural grasses and shrubs surround the property, enhancing the connection to the beach environment.
Home in Newbury
4.92 out of 5 average rating, 174 reviews

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!

Top Guest favourite
A bright living room features a vaulted ceiling with exposed wooden beams. A stone fireplace is centered against a soft blue wall. Comfortable seating includes light-colored sofas and armchairs. A glass coffee table sits atop a patterned rug, with a contemporary chandelier providing overhead lighting.
Cottage in Newbury
4.85 out of 5 average rating, 123 reviews

20 min from Salem & topsfield fair awesomeness

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!

Top Guest favourite
The exterior of the house features a spacious deck with white railings and steps leading to the ground level. The lower terrace is adorned with decorative pots and greenery, while a gravel pathway provides access to the entryway.
Apartment in Newbury
4.98 out of 5 average rating, 415 reviews

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.

Top Guest favourite
A stone pathway leads to a charming gray house framed by lush greenery. The entrance is enhanced by a decorative wreath on the door, and bright sunlight illuminates the inviting front yard. Clear blue skies complement the home’s welcoming facade.
Guest suite in Gloucester
4.94 out of 5 average rating, 116 reviews

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!

Guest favourite
A bright living area features a comfortable gray couch and a light wood coffee table, complemented by a vibrant area rug. The open kitchen area showcases modern appliances and a breakfast bar with three stools. Warm yellow walls enhance the inviting atmosphere.
Apartment in Newburyport
4.89 out of 5 average rating, 176 reviews

Walk to Beach | Playground | Lighthouse |North End

Welcome to this charming 3-bedroom, 1.5-bath cottage on the island's northern tip. Just steps from the beach, boardwalk, Merrimack River, playground, and Plum Island Lighthouse, this cozy retreat sleeps up to 6 guests. Discover your perfect island getaway and enjoy your morning coffee or dinner in the spacious outdoor area while taking in the sea breeze. Only a 10-minute drive from downtown Newburyport's top dining, shopping, and entertainment. Your perfect New England getaway begins here!

Top Guest favourite
A bright living area features a cozy seating arrangement with a brown sofa and a patterned rug. A large television sits beside a white brick fireplace with decorative elements. Natural light fills the space through expansive windows, while a dining table with soft chairs is visible in the foreground.
Home in Newbury
5 out of 5 average rating, 132 reviews

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.

Guest favourite
A spacious living area features a comfortable sectional sofa with patterned upholstery, situated alongside large windows offering expansive views of the waterfront. Natural light floods the room, complemented by warm wooden accents on the ceiling and floor. A dining table for four is placed near the windows.
Cottage in Newburyport
4.92 out of 5 average rating, 127 reviews

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.

Top Guest favourite
A charming log cabin is surrounded by lush greenery. Two miniature horses graze leisurely on the grass in front of the cabin, which features a covered porch and simple landscaping with flowers. Sunlight filters through the trees, highlighting the serene woodland setting.
Cabin in Rockport
4.97 out of 5 average rating, 474 reviews

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.

Guest favourite
The backyard features a patio area with a propane grill and seating arrangement, including wicker chairs and a loveseat. A gas-powered fire pit is at the center, surrounded by two chaise lounges. Lush greenery and a fence enhance the outdoor space.
Home in Newburyport
4.92 out of 5 average rating, 134 reviews

Walk to Beach, Dog Friendly, Near train to Salem

Welcome to our dog friendly beach cottage stocked with all your kitchen needs, beach essentials and fully fenced in yard. Only a 3 minute walk to the beach! 3 bedrooms and a large living room. The fully fenced in yard is a true oasis with plenty of room to tan, grill and sit around the fire pit. Parking for 4 cars. Downtown Newburyport is only 3 miles away. Beach essentials include beach chairs, towels, an umbrella, cooler and cart.

Popular amenities for Plum Island family-friendly rentals