
Pet-friendly holiday rentals in Essex
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Essex
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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
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
Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.
4.94 out of 5 average rating, 194 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
Private Pool Retreat w/Fire Pit Near Singing Beach
Relax in a private coastal retreat with a pool and fire pit, minutes from Singing Beach. This updated suite features a modern layout, fireplace, and two queen beds—one in a private sleeping area. Ideal for relaxing or remote work, with a secluded backyard, private entrance, free parking, and fast Wi-Fi. Near downtown Manchester-by-the-Sea, dining, and coastal views. Seasonal pool: 5/20–9/8. Walk to local shops, restaurants, and the harbor, all from this peaceful setting.
4.91 out of 5 average rating, 198 reviews
Ocean Park Retreat
Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.
4.91 out of 5 average rating, 316 reviews
Large, Comfortable & Conveniently located Home
You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.
4.99 out of 5 average rating, 135 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, 501 reviews
Harbor View Suite
Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends. One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only
4.99 out of 5 average rating, 262 reviews
Ocean views! Welcome to Sea Breeze! Winter rates!
Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.
4.98 out of 5 average rating, 112 reviews
Beverly Beach House- Upper Deck
Half block from the beach in the scenic North Shore. Get away from it all in this beach bungalow. Close to downtown restaurants and shops, Historic Cabot theater and more. Large historic colonial home with 3 bedrooms and 2 bath with ocean views and off street parking. Large deck and full kitchen. 30 min train to Boston. Easy quick access to popular destinations such as Marblehead, Rockport, Newburyport, Gloucester and more.
4.86 out of 5 average rating, 220 reviewsPopular amenities for Essex pet-friendly home rentals
Pet-friendly house rentals
Wonderful Rocky Neck home on Gloucester harbor
4.93 out of 5 average rating, 191 reviews
Oceanfront stunning views, train to Salem & Boston
4.93 out of 5 average rating, 141 reviews
Walk2DNTN•Beach•Beauport•Boat Island•Close2Salem
WalkabilityHospitalityParking
4.98 out of 5 average rating, 103 reviews
Hillside Ocean View 2BR with Private Beach Access
4.9 out of 5 average rating, 133 reviews
Newly renovated, spacious, clean, 3 bedroom home.
5.0 out of 5 average rating, 259 reviews
Walk to Everything Great about Marblehead!
4.77 out of 5 average rating, 190 reviews
Newly Restored 1850’s farm house 3 bedroom 2 bath
5.0 out of 5 average rating, 117 reviews
Incredible Views of Ocean, River, Sunrise & Sunset
4.9 out of 5 average rating, 120 reviewsPet-friendly home rentals with a pool

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
4.92 out of 5 average rating, 126 reviews
Charming 2-story private Guesthouse
4.94 out of 5 average rating, 254 reviews
Cozy Private Suite halfway between Cape & Boston
4.87 out of 5 average rating, 114 reviews
Heated Pool Firepit Huge Screen Porch King bed
Indoor spacesComfortPool
5.0 out of 5 average rating, 26 reviews
Pool is Open in Sept.+Walking Trails+Dead End St.
4.91 out of 5 average rating, 53 reviews
Luxury Modern Getaway (Near Salem/Boston)
5.0 out of 5 average rating, 8 reviews
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
4.84 out of 5 average rating, 55 reviews
Portsmouth Landing | 4BDRM, Modern Escape, Central
5.0 out of 5 average rating, 23 reviewsPrivate, pet-friendly home rentals

Ipswich Apartment
4.89 out of 5 average rating, 365 reviews
Danvers 1800's Home Apartment
4.87 out of 5 average rating, 115 reviews
Retreat in the Trees- walk to Cape Hedge Beach
4.82 out of 5 average rating, 136 reviews
Hidden Gem! Short term rental steps from 2 beaches
4.94 out of 5 average rating, 203 reviews
2-Bedroom Ocean View Walk to Beach and Downtown
5.0 out of 5 average rating, 156 reviews
Spacious Lakefront Escape w/ 3 Baths + Bonus Bed
4.93 out of 5 average rating, 45 reviews
William Haskell House First Period Colonial Home
5.0 out of 5 average rating, 34 reviews
Oceanfront Retreat w/ Deck & Parking
4.99 out of 5 average rating, 90 reviewsDestinations to explore
- Fenway Park
- Ogunquit Beach
- Hampton Beach
- Harvard University
- Wells Beach
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- New England Aquarium
- Short Sands Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- York Harbor Beach
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Cape Neddick Beach





