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

Luxury Penthouse w/ Private Roof Deck By The Ocean
Take in the beautiful skyline view as you have your morning beverage of choice, then take a relaxing stroll along the harbor walk 1 minute to the harbor 5 minute uber / 10 minute walk to airport 15 minutes to downtown Boston (by MBTA or uber) ON STREET PARKING: Only free 6P-8A and on the weekend. There is a $2.50 toll to drive into the city. Spot hero is a parking app that works great in Boston also. PARTIES: Not allowed. This is a family neighborhood. No loud music. Quiet hours after 9pm.

Lakeside apartment, patio, hot tub, outside shower
Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

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.

10 min Logan Airport- 2 Bed/2 Bath, Sleep 5
Welcome to our charming townhouse in the heart of Chelsea. An ideal retreat for your stay near Boston. Conveniently located just a few miles away from all the Bostons attractions, our townhouse offers easy access to the best that Boston has to offer. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay right at your fingertips. Book your stay at our townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

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.

AKBrownstone: cozy private studio by T
🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Luxury apt w/ sauna & deck | by airport, downtown
Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

#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.

2-Bedroom Unit w/ Private Parking & Walk to MBTA
Welcome and enjoy this entire first floor unit. Located at west end Malden with only few blocks away from the heart of downtown Malden, there’s so many local restaurants and a supermarket. 5 minutes walk to Oak Grove orange line T-station, 15 minutes driving to downtown Boston, Cambridge Harvard MIT, and Encore casino resort, 25 minutes driving to town Salem, 20 minutes from Logan Airport.

Historic Salem Retreat. Near Waterfront + Downtown
Welcome to Willow Bay – Your Salem Getaway! Step into a piece of Salem’s history at this 1914 New England triplex. This cozy 2-bedroom, 1-bath first-floor apartment blends old-world charm with modern comfort — perfect for families, couples, or friends exploring the Hocus Pocus city during the magical fall season. 🍁 This is our other listing airbnb.com/h/willowbayapt3

Modern Suite Near Boston, Airport & Downtown
Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.
Popular amenities for Chelsea pet-friendly home rentals
Pet-friendly house rentals

Home w/Yard+Parking & <15 Miles to Boston & Salem

Salem close to T entire house! Parking Galore!

Beautiful renovated 3 bedroom apt near Boston.

Pretzel Factory Loft w/Peloton

Family Friendly City Oasis! Free Parking, King Bed

Cheerful 1-bedroom New England Ranch

Ocean Views at Casa de Mar near Salem & Boston

Cozy, historic 3 bedroom home close to Boston!
Pet-friendly home rentals with a pool

Pet-friendly 4-Bed Home w/Pool, Nature Trails

Luxury 2BR 2BA Condo Fenway Boston Washer&Dryer in

Bauhaus Retreat in Nature Preserve w/ Pool

Boston Family Suite: Pool, Gym & Paid Parking

Ink Block 2BR 2BA Apartment with beautiful views

Beautiful Spacious 4BRM House!

Cozy Private Suite halfway between Cape & Boston

Modern Space With Pool Close To Singing Beach
Private, pet-friendly home rentals

Spacious & Pet-Friendly Modern Home in Charlestown

Gorgeous Apt with Kitchen

Designer 3-BR Apt in Historic Charlestown, Boston

New England Charm - Minutes From Boston

Captain’s Quarters

Free parking spot – In front of Subway - Location

The Day-Burrill-Wadsworth-La Voix House

200mbps speeds - Laundry - Discounted Long Stays
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £87 | £87 | £85 | £90 | £111 | £100 | £111 | £110 | £111 | £104 | £104 | £90 |
| 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 |
Quick stats about holiday rentals that are pet-friendly in Chelsea

Total holiday rentals
Explore 50 holiday rentals in Chelsea

Nightly prices starting at
Chelsea holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Family-friendly rentals Chelsea
- Flat rentals Chelsea
- Apartment rentals Chelsea
- Rentals with a patio Chelsea
- Rentals with a fireplace Chelsea
- Rentals with pools Chelsea
- Rentals with outdoor seating Chelsea
- Rentals with a washing machine and dryer Chelsea
- House rentals Chelsea
- Fitness-friendly rentals Chelsea
- Pet-friendly rentals Suffolk County
- Pet-friendly rentals Massachusetts
- Pet-friendly rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- New England Aquarium
- MIT Museum
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Prudential Center
- North Hampton Beach
- Roger Williams Park Zoo
- Boston Children's Museum
- Roxbury Crossing Station
- Salem Willows Park
- Franklin Park Zoo
- Bunker Hill Monument




