
Family-friendly holiday rentals in Plum Island
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Top-rated family-friendly rentals in Plum Island
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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.

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!

Springtime waterviews in downtown Rockport
Come to Rockport this spring and stay at this renovated waterfront apartment in a historic home with onsite parking, yard and a private entrance. Our prime downtown location is steps from beaches, restaurants, coffee shops, live music, and shopping on Bearskin Neck. Features full kitchen and bathroom with new applicances and fixtures. Living room has a loveseat, swivel chair, dining table, coffee table, roku TV, games, puzzles & books. Kitchen has a fridge, stove, oven, microwave and Keurig.

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.

Quick walk to the beach, dog friendly w/ full yard
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
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

Plum Island - Luxury Beach House

Haven by the Lake

Oceanfront Pool. Close to Boston. Free Parking.

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower
Family- and pet-friendly home rentals

The Word Barn, Exeter, NH

Hillside Ocean View 2BR with Private Beach Access

Winnie's Place - Freshly Renovated 1800s Farmhouse

Ocean Park Retreat

Quirky room above convenience store, near water.

Hidden Gem! Short term rental steps from 2 beaches

Dog Daze ONE-South End

Incredible Views of Ocean, River, Sunrise & Sunset
Family-friendly home rentals with a pool

Beach Getaway Minutes from the Ocean!

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Stylish and Cozy at Revere Beach

Headers’ Haven

Cozy Private Studio Unit w/ Laundry and Parking!

Antique Home - Steps from Harbor - Private Pool

Lux 2BR Apt w/ Pool and Gym
Destinations to explore
- Plainview Holiday rentals
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- 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




