
Pet-friendly holiday rentals in Plum Island
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Top-rated pet-friendly home rentals in Plum Island
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Incredible Views of Ocean, River, Sunrise & Sunset
1 bedroom home that can sleep 4. The house has sun filled rooms and vista scenery of the ocean, river and beach's. Located on a private road with Spectacular sunrises over the ocean with sunsets overlooking the river. Savor the steam room after a cross country ski or hike through the 100s of acres of manicured and marked trails only 5 miles away. The house has a large fireplace for you to enjoy Whether traveling with family friends or solo the seaside town of Ipswich has some great attractions

The Word Barn, Exeter, NH
Charming open apartment with a loft bedroom. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath, vaulted ceilings - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

4 Bed Water View w/ Parking
Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

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!

Pirates Hideaway - Sanctuary on the Marsh
Ahoy, adventurers! Discover our exceptional hideaway, a true marvel nestled on the edge of the serene marshland, a sanctuary for bird enthusiasts. Hosted by seasoned Superhosts with a consistent 5-star rating, our luxurious, modern home promises an unforgettable retreat. Despite its tranquil location, you're merely a leisurely 15-minute stroll from the vibrant heart of Salisbury Beach, a sought-after summer haven. Yet, the world you return to is one of unparalleled peace, beauty, and comfort.

Winery Bungalow w/ Vineyard Views & Wine Tasting
Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.

Gingerbread House | Hot Tub | Dog Friendly
Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

Newly Restored 1850’s farm house 3 bedroom 2 bath
This farmhouse is newly renovated, featuring reclaimed antique furnishings salvaged from the property and our neighboring farm. It sits on 2 acres with plenty of open space, a modern gourmet kitchen, a claw foot soaking tub, and serene spaces to unwind and refresh. 10 minutes to the beach and downtown Portsmouth, 60 minutes to Boston, and 90 min to the mountains makes this beautiful and private home an ideal space to set up home base whole enjoying the beautiful New Hampshire seacoast.

Hillside Ocean View 2BR with Private Beach Access
Cozy, light-filled home just a 10-min walk to Pavilion Beach with access to private Clark Beach too. Open living space with ocean views, comfy seating, fast WiFi, and streaming. Enjoy sunrises from the queen bed in the main bedroom; second bedroom also has a queen. Fully equipped kitchen with lobster pot and dishwasher. Relax in the ocean-facing sunroom or grill on the balcony with stunning views. Perfect for families or small groups seeking a relaxing beach escape.

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.

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.

Walk to Waterfront & Downtown, South End, Dogs Ok
Welcome to “Dog Daze”! Perfect for exploring Newburyport & Plum Island! Stay in the heart of it all: • Steps to the waterfront boardwalk • Walk to downtown restaurants & boutiques • Easy access to the Rail Trail • Short drive to Plum Island beaches Everything is within reach — no car needed for downtown exploring. Pet Care • Doggie daycare & pet sitting available if needed • If your dog has separation anxiety, we’ll help arrange care
Popular amenities for Plum Island pet-friendly home rentals
Pet-friendly house rentals

Winnie's Place - Freshly Renovated 1800s Farmhouse

Hidden Gem

The Birdhouse—Sunny Plum Island Home, Pet-Friendly

Large, Comfortable & Conveniently located Home

Oceanfront 3BR/3BA near Salem + Boston w/ Views

Private Sunny Apartment in hip Portsmouth West End

Quaint House w/parking in the Heart of Downtown

Ocean views! Welcome to Sea Breeze! Winter rates!
Pet-friendly home rentals with a pool

Fantastic Kittery Home with Pool

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

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

Private Pool Retreat w/Fire Pit Near Singing Beach

Haskell Grove Estate

Family friendly home w/pool & outdoor fireplace

World Cup Rental - 5 Bedroom Home

Cozy Private Studio w/ Pool •Near Boston
Private, pet-friendly home rentals

The Pearl, Apt. #2

Family Cottage Near Beach & Downtown Newburyport

Waterfront Boat slip Pet-Friendly Large Space

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Blue Wave North

Adorable spacious renovated private home on beach

Luxury Retreat/2 Kings/Steps to Beach/PetFriendly

William Haskell House First Period Colonial Home
Destinations to explore
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- Rentals with a fire pit Plum Island
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- Rentals with outdoor seating Plum Island
- Rentals with a patio Plum Island
- Rentals with a fireplace Plum Island
- Family-friendly rentals Plum Island
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- Pet-friendly rentals Essex County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Ogunquit Beach
- Wells Beach
- New England Aquarium
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Long Sands Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Quincy Market
- York Harbor Beach
- Roxbury Crossing Station
- Museum of Fine Arts
- Good Harbor Beach





