
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.

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).

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

Boston Rooftop Retreat-Logan Airport & Train
🌿 Home Away from Home near Logan Airport | Private Roof Terrace Welcome to your cozy East Boston retreat! Just minutes from Logan Airport and downtown, this farmhouse-inspired Boho decor apartment offers comfort, convenience, and charm. Perfect for families, friends, or business travelers who want to enjoy Boston while feeling right at home. Not suitable for parties or events Quiet, family-friendly atmosphere Two flights of stairs to access the unit Please review all photos before booking

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.

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.

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!

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.

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.

#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

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.

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
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

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.
Popular amenities for Chelsea pet-friendly home rentals
Pet-friendly house rentals

Tribeca chic | 2 BR w/private patio

The Brickhouz at Arlington !

Oceanfront stunning views, train to Salem & Boston

Sunny home minutes from Boston. Free parking.

Spacious & Pet-Friendly Modern Home in Charlestown

Upscale 5BR Family Home Near Boston

Cozy Large House close to TUFTS/Harvard/MIT 4BR

Cozy, Spacious Home in the Heart of Cambridge
Pet-friendly home rentals with a pool

Charming 2-story private Guesthouse

Private Pool Retreat w/Fire Pit Near Singing Beach

Cozy Private Suite halfway between Cape & Boston

Entire one bedroom apartment

Brand New Luxury Retreat w/ Pool & Fitness Center

the house of id; vintage shop, accessible space

Beautiful Spacious 4BRM House!

Pool is Open in Sept.+Walking Trails+Dead End St.
Private, pet-friendly home rentals

Family Home + Near Downtown + Cool Backyard!

Luke 1 House | Safe | Parking | Stylish | MBTA

Spacious 3 Bedroom Apartment with King Bed

Licensed Boston airport studio 5 stars, subway

Ocean view studio with hot tub & access to Boston

Dixie’s House, 1BD in Arlington

Spacious Home Near Boston & Airport | Free Parking

Modern, Brand New, furnished, with Parking
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €120 | €122 | €131 | €150 | €166 | €179 | €128 | €127 | €128 | €162 | €133 | €134 |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- Boston College
- Northeastern University
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Roger Williams Park Zoo





