
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
4.9 out of 5 average rating, 120 reviews
Plum Island Cottage
Welcome to 'The Little House' on Plum Island. This cozy cottage is situated on the basin side of the island and is just a short 5 minute walk from the beach. While offering a peaceful setting for a relaxing getaway, The Little House is just a mile from Plum Island restaurants and a 10 minute drive from downtown Newburyport. The space is well appointed with 2 bedrooms, a kitchen, living room and a great patio set up for dining and entertainment. Come unwind and enjoy the beauty of Plum Island.
4.93 out of 5 average rating, 101 reviews
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!
4.86 out of 5 average rating, 131 reviews
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.
4.99 out of 5 average rating, 173 reviews
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.
5.0 out of 5 average rating, 121 reviews
3 Bedroom Apartment with parking on Bearskin Neck
Built in 1822, the Sound House is conveniently located on Bearskin Neck. The upstairs apartment is renovated with brand new oak floors, new bathrooms, and updated living area. The unit features 3 bedrooms and 2 full bathrooms, with laundry as well as 3 parking spaces in the back of the building. The kitchen includes cooking utensils, with an electric grill and butane burner for outdoor cooking on the new deck overlooking Cape Ann. Enjoy Rockport while creating new memories at the Sound House!
4.99 out of 5 average rating, 162 reviews
Historic Carriage House | Dog Friendly | Hot Tub
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, kitchen, queen sized bed with en-suite bathroom and sun room that converts to an extra sleeping space perfect for kids. A short walk to the train for day trips to Salem, Gloucester, and Boston!
4.99 out of 5 average rating, 169 reviews
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 at a extra fee • If your dog has separation anxiety, we’ll help arrange care for an extra fee
4.89 out of 5 average rating, 121 reviews
Winery Farmhouse w/ Private Hot Tub & Wine Tasting
Vineyard Retreat. Stay at the newly remodeled Ice House, a luxury farmhouse at historic Marble Ridge Farm (est. 1680). This light-filled 3-bedroom home is perfect for bachelorette weekends, bridal party get-ready, or group getaways. Enjoy the private hot tub, beautiful natural light, and a peaceful winery setting just minutes from top-rated restaurants, shopping, and major highways. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases.
4.97 out of 5 average rating, 132 reviews
Sea Vagabond - Watch the waves, stroll to the sand
"The Sea Vagabond House is an expanded 1932 summer cottage, with spectacular views of the ocean waves, with the tidal Saratoga Creek offering a mesmerizing and changing scenes from inside and outside this charming vacation home. The home sleeps eight comfortably in beds. Each level offers a full bathroom with a bathtub/shower. There are plenty of bath towels and beach towels for each guest. "Comfortable, clean and close to the beach, we will return."
4.81 out of 5 average rating, 101 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.
4.97 out of 5 average rating, 500 reviews
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.
4.92 out of 5 average rating, 140 reviewsPopular amenities for Plum Island pet-friendly home rentals
Pet-friendly house rentals

Ocean views! Welcome to Sea Breeze! Winter rates!
4.98 out of 5 average rating, 112 reviewsWonderful Rocky Neck home on Gloucester harbor
4.93 out of 5 average rating, 191 reviews
“The Anchor” | Sunset Views | Private Deck
4.81 out of 5 average rating, 103 reviews
Walk2DNTN•Beach•Beauport•Boat Island•Close2Salem
4.98 out of 5 average rating, 103 reviews
Newly Restored 1850’s farm house 3 bedroom 2 bath
5.0 out of 5 average rating, 117 reviews
Large, Comfortable & Conveniently located Home
4.99 out of 5 average rating, 135 reviews
Beverly Beach House- Upper Deck
4.86 out of 5 average rating, 220 reviews
Oceanfront stunning views, train to Salem & Boston
4.93 out of 5 average rating, 140 reviewsPet-friendly home rentals with a pool

Private Pool Retreat w/Fire Pit Near Singing Beach
4.91 out of 5 average rating, 198 reviews
Heated Pool Firepit Huge Screen Porch King bed
5.0 out of 5 average rating, 26 reviews
Luxury Salem 2BR Apartment | Pool • Gym • Parking
4.9 out of 5 average rating, 21 reviews
Pool is Open in Sept.+Walking Trails+Dead End St.
4.91 out of 5 average rating, 53 reviews
Portsmouth Landing | 4BDRM, Modern Escape, Central
5.0 out of 5 average rating, 23 reviews
Fantastic Kittery Home with Pool
4.96 out of 5 average rating, 68 reviews
Beautiful Spacious 4BRM House!
4.93 out of 5 average rating, 57 reviews
Luxury Modern Getaway (Near Salem/Boston)
5.0 out of 5 average rating, 8 reviewsPrivate, pet-friendly home rentals

Ipswich Apartment
4.89 out of 5 average rating, 365 reviews
Harbor View Suite
4.99 out of 5 average rating, 262 reviews
Parker River House! Riverfront Pet Friendly
4.89 out of 5 average rating, 9 reviews
The Beacon | Plum Island Oasis Steps to Beach/Town
5.0 out of 5 average rating, 29 reviews
The Birdhouse—Sunny Plum Island Home, Pet-Friendly
4.96 out of 5 average rating, 49 reviews
*NEW* Sea-Point Getaway | 4BD, 2B
5.0 out of 5 average rating, 77 reviews
Luxury Retreat/2 Kings/Steps to Beach/PetFriendly
4.97 out of 5 average rating, 32 reviews
Blue Wave North
4.97 out of 5 average rating, 61 reviewsDestinations to explore
- Fenway Park
- Ogunquit Beach
- Hampton Beach
- Harvard University
- Wells Beach
- TD Garden
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Short Sands Beach
- Canobie Lake Park
- Boston College
- York Harbor Beach
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Cape Neddick Beach
- Footbridge Beach





