Pet-friendly holiday rentals in Chelsea

Find and book unique pet-friendly homes on Airbnb

Quick stats about holiday rentals that are pet-friendly in Chelsea

Total holiday rentals
Explore 60 holiday rentals in Chelsea
Nightly prices starting at
Chelsea holiday rentals start at €52 per night before taxes and fees
Verified guest reviews
Over 3,830 verified reviews to help you choose
Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 of Chelsea holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chelsea rentals
4.7 Average rating
Chelsea stays receive an average rating of 4.7 out of 5 from guests

Top-rated pet-friendly home rentals in Chelsea

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Flat in Nahant

Ocean view studio with hot tub & access to Boston

All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

PetsOutdoor spacesGetting around

4.95 out of 5 average rating, 182 reviews

Top guest favourite

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Apartment in Winthrop

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. An historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two condos and renovated).

Outdoor spacesPetsHospitality

4.98 out of 5 average rating, 123 reviews

Guest favourite

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Outdoor spacesWalkabilityQuiet

4.78 out of 5 average rating, 246 reviews

Top guest favourite

Flat in Woburn

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

WalkabilityPetsBathroom

4.89 out of 5 average rating, 170 reviews

Superhost

A bright dining area features a wooden table surrounded by six mint green chairs. Natural light enters through large windows, highlighting a colorful artwork on the wall. Light wood flooring leads to a welcoming hallway and a cozy seating area with plants.

Flat in Everett

Luke 1 House | Safe | Parking | Stylish | MBTA

Welcome to Memory Place, where we host beautiful and unforgettable memories. Are you looking for a spacious & comfortable home near Boston & the Airport? Perfect! Look no further, we are best choice for you. MAKE YOUR RESERVATION TODAY!!! Are you looking for a home where you want your family to be comfortable, and a nearby park for the kids? Great! Look no further, we have a massive park right behind the property. MAKE YOUR RESERVATION TODAY!!! This unit has everything close by!!!

PetsOutdoor spacesBathroom

4.78 out of 5 average rating, 225 reviews

Guest favourite

A well-lit dining area features a wooden table surrounded by chairs, complemented by a decorative chandelier overhead. The open layout allows for a view into the comfortable living area, where soft seating and natural light create a relaxed ambiance.

Flat in Winthrop

Sunny 3 bedroom on beach

Welcome to our beautiful 3 bedroom apartment on the beach! Enjoy stunning ocean views and easy access to Winthrop Beach, only 2 minutes away. Accommodations for up to 8 guests, making it perfect for families or groups of friends. Located on the 2nd floor of a historic building, this home offers a bright and airy living area with plenty of natural light and a cozy seating area, perfect for relaxing after a long day at the beach. The dining area, kitchen and private deck with ocean views.

Outdoor spacesWalkabilityGetting around

4.84 out of 5 average rating, 133 reviews

Top guest favourite

A welcoming living area features a marble-topped coffee table surrounded by comfortable seating. A decorative fireplace with a herringbone pattern adds warmth. Natural light filters through the space, highlighting a large mirror and a simple bouquet on the table. The kitchen is visible in the background.

Flat in Charlestown

Designer 3-BR Apt in Historic Charlestown, Boston

Enjoy this beautifully appointed home in the historic Boston neighborhood of Charlestown. The space was designed and renovated to highlight historic details while incorporating modern finishes & amenities. The unit is conveniently located near shops, restaurants, the MBTA, Whole Foods, Freedom Trail, and USS Constitution. We are a family who prioritizes wellness, is passionate about our community, and loves traveling. Our hope is that we incorporate pieces of these into your stay.

WalkabilityPetsNearby

4.98 out of 5 average rating, 106 reviews

Top guest favourite

Townhouse in Everett

#9 Modern Home 15 min to Boston w/ Yard & Parking

Discover comfort & convenience minutes from Boston, Cambridge, & Salem. Whether you're here for work, family, or fun, this stylish 2-story home has everything you need for a relaxing & memorable stay, plus we are experienced Superhosts! 🛏 3 Comfy Bedrooms + 1.5 Baths 🍳 Fully Equipped Kitchen 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🔥 Backyard BBQ + Fire Pit + Outdoor Seating for 4 🌆 Easy Access to Local Attractions 5⭐ Reviews 🐾 Dogs

PetsWalkabilityNearby

4.92 out of 5 average rating, 301 reviews

Superhost

A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.

Home in Chelsea

10 minutes to Airport-Boston-Casino (2G)

(2G)=Your place is on the 2nd floor and your color code is Green. Do Not include it to the address when you navigate to us. We have a beautiful victorian house built in 1858, owned by our family in 1911, big spaces and high ceilings are a blessing! You can stay here with your family and kids, we have a play room with some toys for fun, a living room, a bedroom and a private full bathroom with a pressure shower. Chelsea is a nice quiet place with a lot to offer.

WalkabilityOutdoor spacesLong stay

4.83 out of 5 average rating, 427 reviews

Top guest favourite

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Apartment in East Boston

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

PetsWalkabilityLayout

4.94 out of 5 average rating, 260 reviews

Superhost

Flat in Everett

Private Luxury Retreat | Pool · Gym · Parking

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

Outdoor spacesWalkabilityValue

4.93 out of 5 average rating, 122 reviews

Guest favourite

The living area includes a dark sofa and a comfortable armchair, complemented by a wooden coffee table featuring an assortment of items. A map hangs on the wall, and a fireplace adds character. Light from nearby windows illuminates the space.

Flat in Revere

Private apartment near Boston/Airport/Beach/Train

Very private, spacious one bedroom apartment, lots of light, full kitchen, large bathroom, queen size bed in bedroom. Apartment located in the heart of Revere close to the beach . Short walk to train and local fare. Just a short ride to Boston by Bus or train. 10 minutes to the new Encore Casino. Private Entrance. Street parking available with online permit/no parties or extra guests. WiFi available. Please see rules.

WalkabilityPetsKitchen

4.8 out of 5 average rating, 145 reviews