
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.

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!

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.

Welcome to the Beach Escape! Seabrook, NH
Come stay in the BEACH ESCAPE! Walk 1,000 feet to Seabrook Beach in New Hampshire. After a day at the beach, come back to relax on the balcony overlooking the marsh, watch the sunsets and fireworks. The condo sleeps up to 3-4 people with a full sized bed and full sleeper sofa, TV, WiFi, kitchenette, central AC, and 2 chairs. Walk to amazing restaurants steps away. Our goal is for you to have an amazing time on the New Hampshire Seacoast! We have a check in time of 2PM.

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

Nana-tucket Inn

Hot Tub! Nothing beats it on a winter night!

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

Hillside Ocean View 2BR with Private Beach Access

Winnie's Place - Freshly Renovated 1800s Farmhouse

Sunny & private cottage in Lanesville Village

Quaint Little New Hampshire Lake House Getaway!

Charming apt-2 Bedroom -Close to Beach/Sleeps 6

Family Friendly 2BR 1 BA Coastal Kittery Home
Family-friendly home rentals with a pool

Fantastic Kittery Home with Pool

Bauhaus Retreat in Nature Preserve w/ Pool

Ocean View - Steps to the Beach!

Hampton Beach Bailey's Resort

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Private Pool Retreat w/Fire Pit Near Singing Beach

Beautiful Beach Studio

Headers’ Haven
Destinations to explore
- Plainview Holiday rentals
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- Beachfront rentals Plum Island
- Rentals with a patio Plum Island
- Rentals with outdoor seating Plum Island
- Rentals with a fireplace Plum Island
- Pet-friendly rentals Plum Island
- Rentals with a firepit Plum Island
- Rentals with a washing machine and dryer Plum Island
- Rentals with beach access Plum Island
- Waterfront rentals Plum Island
- House rentals 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
- Boston Seaport
- Boston University
- Freedom Trail
- New England Aquarium
- MIT Museum
- Long Sands Beach
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Quincy Market
- York Harbor Beach
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center




