
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 £45 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).

Licensed Boston airport studio 5 stars, subway
We are a licensed & permitted Airbnb in the Boston area, ensuring a safe, reliable experience for all our guests, meeting safety & inspectional standards. Flexible early/late check in/out, please advise us of your expected check in and check out times so we can better accommodate you & your travel plans. Normal check in 3pm, normal check out 11am. Please let us know if you need parking, we provide free off street parking during your stay. Window AC in the summer. Looking forward to hosting you.

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.

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.

Spacious 3 Bedroom Apartment with King Bed
Family friendly, walk-out basement style apartment close to everything! Clean and safe neighborhood. A 10 minute walk to two beaches: Revere Beach - America's first public beach & Short Beach - a neighborhood favorite. 5 minute walk to Beachmont T station and bus lines - 15 minutes to Downtown Boston! 10 minute drive to Logan or 20 minute drive to the Casino. 25 minute drive to Salem. Walkable to an Italian Bakery, Dunkin Donuts and Starbucks as well as a number of restaurants and eateries.

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!

#5 Modern Suite w/ King Bed & Jacuzzi near Boston
Stay in this fully renovated suite featuring a King-size memory foam bed designed for your comfort. 🚗 Private driveway & entry for easy, stress-free parking. 🍳 Fully equipped kitchen with modern stainless steel appliances, including a gas stove, microwave & dishwasher. 🛁 Private bathroom with relaxing Jacuzzi tub. 🍽️ Dining area, work desk, high-speed Wi-Fi, and Smart TV for your convenience. 🌟 Relax in comfort near Boston, read our glowing 5-star reviews!

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.
Queen Anne Victorian in Excellent Location
3BR/2FB Queen Anne Victorian in Medford Sq/Lawrence Estates. 3 fireplaces & hardwood throughout. Open kitchen, island w/hood, marble counters & SS chef’s kitchen appliances. Mahogany deck and professionally landscaped yard. Primary BR with fireplace, primary bath;marble flrs. Location location location. Steps away from Medford Square including the Chevalier Theater; Minutes away from downtown Boston, Tufts University, Davis Square and Cambridge.

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.

The Brickhouz at Arlington !
Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.
Popular amenities for Chelsea pet-friendly home rentals
Pet-friendly house rentals

Sunny 3 bedroom on beach

Pretzel Factory Loft w/Peloton

Large, Comfortable & Conveniently located Home

Oceanfront w/ views, 3BA, train to Salem & Boston

Cozy, historic 3 bedroom home close to Boston!

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

Modern Smart Home/EVCharge/Boston/Harvard/MBTA

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St
Pet-friendly home rentals with a pool

Brand New Luxury Retreat w/ Pool & Fitness Center

Pool Is Open! 4-Bed Home w/Pool + Walking Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Pool View 2BR Assembly Row w/Gym, washer & dryer

Beautiful Spacious 4BRM House!

Luxury Modern Getaway (Near Salem/Boston)

the house of id; vintage shop, accessible space

Cozy Private Suite halfway between Cape & Boston
Private, pet-friendly home rentals

Modern, Brand New, furnished, with Parking

Cozy Apt, minutes from Boston!

Private Suite in Antique Home

Ocean Park Retreat

New England Charm - Minutes From Boston

Spacious& Convenient 1BR unit-20min to Boston

Perfect Retreat!

Luke 2 House | Stylish, Boston, Parking, Clean
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £104 | £106 | £113 | £90 | £111 | £100 | £111 | £110 | £111 | £140 | £115 | £116 |
| 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
- New York City Holiday rentals
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- House rentals Chelsea
- Apartment rentals Chelsea
- Rentals with a patio Chelsea
- Fitness-friendly rentals Chelsea
- Rentals with pools Chelsea
- Family-friendly rentals Chelsea
- Rentals with a fireplace Chelsea
- Flat rentals Chelsea
- Rentals with outdoor seating Chelsea
- Rentals with a washing machine and dryer Chelsea
- Pet-friendly rentals Suffolk County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Harvard Square





