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

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. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

4.98 out of 5 average rating, 120 reviews

Guest favourite

The spacious living area showcases a comfortable grey sofa paired with a wooden coffee table. A well-equipped kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Bright lighting enhances the inviting atmosphere, complemented by a Smart TV for streaming in the corner.

Flat in Malden

3bed, 1 bath - Near Boston - Free parking

Welcome to your Malden Getaway House! Nestled in Malden, we offer convenience with Oak Grove and Malden Station nearby, plus easy access to Boston via MBTA. Explore Encore (15 min drive), enjoy nature at secluded Spot Pond(15 min walk) or Fellsmere Pond (10 min walk), and access a nearby park with everything - ideal for a memorable retreat! Our Malden Getaway House has something for everyone, whether you seek relaxation, city exploration, or peaceful nature experiences. NO PARTIES 3 beds only

4.9 out of 5 average rating, 136 reviews

Top guest favourite

Apartment in Winthrop

Truly Oceanfront! Spacious Family Petfriendly Home

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

4.99 out of 5 average rating, 241 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.

4.78 out of 5 average rating, 242 reviews

Guest favourite

A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.

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!

4.88 out of 5 average rating, 159 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.

Home 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 six guests, making it perfect for families or groups of friends. 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 offers ample seating, and the fully equipped kitchen, private deck with breathtaking views of the ocean.

4.85 out of 5 average rating, 130 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

4.92 out of 5 average rating, 298 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.

4.83 out of 5 average rating, 425 reviews

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!

4.94 out of 5 average rating, 257 reviews

Guest favourite

Flat in East Boston

Boston Country Landing / Logan Airport/Train 3Bed

Welcome to Boston Country Landing — a stylish, retreat just few minutes from Logan Airport and 6 blocks to the Blue Line. With cozy beds, boho décor, custom farm doors, hardwood floors, live plants, and a fully equipped kitchen, it’s perfect for families, business trips, or a friends’ getaway. Kid-friendly touches, self check-in, and central A/C make your stay easy and comfortable. This is home away from Home. Not suitable for parties .

4.89 out of 5 average rating, 489 reviews

Guest favourite

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

4.93 out of 5 average rating, 120 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.

4.8 out of 5 average rating, 144 reviews