
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.

Annisquam Village Bunny Cottage
This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

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!

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.

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

The Bungalow Luxe & Cozy Retreat by the Sea
The Bungalow is a coastal chic dream built for two! A newly updated & thoughtfully designed gem, nestled at the northern-most point of Plum Island, Newburyport, MA (not more than 100 paces from the ever watchful beacon of the famous Plum Island Lighthouse). Whether relaxing at the beach, paddling around the Basin, biking to one of the island stores or restaurants , or simply exploring the pristine Federal Wildlife Refuge, a special experience & adventure awaits you at The Bungalow!

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.

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

Nana-tucket Inn

Hot Tub! Nothing beats it on a cool spring nite!

Romantic Getaway w/private Jacuzzi• Fire Pit•

Plum Island - Luxury Beach House

Sanctum by the Lake

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

Lakeside apartment, patio, hot tub, outside shower

Little Lake House, the Bungalow
Family- and pet-friendly home rentals

The Word Barn, Exeter, NH

3 Bedroom Apartment with parking on Bearskin Neck

Winnie's Place - Freshly Renovated 1800s Farmhouse

Sunny & private cottage in Lanesville Village

Quaint Little New Hampshire Lake House Getaway!

Family Friendly 2BR 1 BA Coastal Kittery Home

Harbor View Suite

Ocean view studio with hot tub & access to Boston
Family-friendly home rentals with a pool

Dog-Friendly, 4-Bed Home w/Pool, Walking Trails

Ocean View - Steps to the Beach!

Hampton Beach Bailey's Resort

Private Pool Retreat w/Fire Pit Near Singing Beach

Beautiful Beach Studio

Headers’ Haven

Steps from Harbor, Pool, Backyard Garden, Parking

Rye Poolhouse Oasis
Destinations to explore
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- Rentals with beach access Plum Island
- Rentals with a firepit Plum Island
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- Rentals with a patio Plum Island
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- Rentals with a washing machine and dryer Plum Island
- Family-friendly rentals Essex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Long Sands Beach
- Boston Convention and Exhibition Center
- Duxbury Beach
- Canobie Lake Park
- Crane Beach
- Quincy Market
- York Harbor Beach
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station




