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Pet-friendly vacation rentals in Chelsea

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Top-rated pet-friendly home rentals in Chelsea

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

Superhost
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. [We have self check-in process]
Jan. 11 – 18
$423 CAD per night
Guest favourite
Home in Everett
⭐️ Modern Home 15 min to Boston. Relax in Style!
Stay in comfort & style in this beautiful & well-appointed home! Located just steps away from public transport and very close with easy quick access to Boston, Cambridge, Salem & surrounding cities & attractions. This listing includes free driveway parking for up to 2 cars, a living room w/ LED flat-screen TV, a dining room, a full kitchen with a dishwasher, laundry-in-unit, & more! Enjoy high-speed Wi-Fi, memory foam mattresses & a back deck/yard with a BBQ Grill! Read our many great reviews.
Jun. 22 – 29
$506 CAD per night
Guest favourite
Cabin in Cohasset
Lionsgate at Cohasset
Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.
Mar. 9 – 16
$182 CAD per night

Popular amenities for Chelsea pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Malden
Beautiful renovated 3 bedroom apt near Boston.
Jan. 29 – Feb. 5
$367 CAD per night
Guest favourite
Home in Wakefield
Welcoming 7-room house <15 miles to Boston & Salem
Jan. 11 – 18
$546 CAD per night
Superhost
Home in Hull
Homey getaway by the beach
Feb. 12 – 19
$382 CAD per night
Guest favourite
Home in Dedham
Cozy, historic 3 bedroom home close to Boston!
Sep. 12 – 19
$600 CAD per night
Guest favourite
Home in Medford
Single family home near Tufts,DT Boston,w/ parking
May 7 – 14
$1,232 CAD per night
Guest favourite
Home in Newton
Modern, warm & inviting home!
Nov. 5 – 12
$840 CAD per night
Guest favourite
Home in Boston
Sanitized Modern 3BD private home-near BCEC
Dec. 1 – 8
$473 CAD per night
Guest favourite
Home in Boston
Family Friendly City Oasis! Free Parking, King Bed
Dec. 22 – 29
$922 CAD per night
Guest favourite
Home in Marblehead
Modern 4 Bed 2 Bath home W/ Private outdoor space
Feb. 14 – 21
$1,022 CAD per night
Superhost
Home in Boston
~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
Jul. 11 – 18
$426 CAD per night
Superhost
Home in Medford
Sunny home minutes from Boston. Free parking.
Nov. 25 – Dec. 2
$561 CAD per night
Superhost
Home in Gloucester
Wonderful Rocky Neck home on Gloucester harbor
Apr. 3 – 10
$620 CAD per night

Pet-friendly home rentals with a pool

Guest favourite
Guest suite in Manchester-by-the-Sea
Modern Space With Pool Close To Singing Beach
Apr. 8 – 15
$206 CAD per night
Guest favourite
Guesthouse in North Andover
Spacious Studio Guesthouse at Winery w/ Tasting
Oct. 4 – 11
$765 CAD per night
Guest favourite
Home in Revere
Seaside Serenity Boston -Pet Frndly+Htd Pool
Feb. 8 – 15
$1,233 CAD per night
Superhost
Apartment in Malden
Luxe Serene 1BR 15 min from Boston with Gym & More
Jun. 8 – 15
$432 CAD per night
Guest favourite
Guest suite in Rockland
Cozy Private Suite halfway between Cape & Boston
Jul. 15 – 22
$176 CAD per night
Guest favourite
Home in Norwood
Norwood Luxe Suite/Commuter friendly mins to shops
Aug. 20 – 27
$821 CAD per night
Guest favourite
Cottage in Rockport
In-town 2 bedroom beach cottage with a pool
Sep. 16 – 23
$535 CAD per night
Superhost
Apartment in Malden
Blue King & Queen Near Train.
Aug. 11 – 18
$323 CAD per night
Guest favourite
Apartment in Cambridge
Stylish Luxe apartment Cambridge
Apr. 6 – 13
$490 CAD per night
Home in Arlington
Beautiful Spacious 4BRM House!
Oct. 25 – Nov. 1
$700 CAD per night
Apartment in Cambridge
Luxurious 2BR 2BA Condo in Cambridge King Bed
Mar. 13 – 20
$562 CAD per night
Home in Norwood
the house of id; vintage shop in accessible spaces
Apr. 19 – 26
$680 CAD per night

Private, pet-friendly home rentals

Guest favourite
Guest suite in Weston
FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON
Nov. 4 – 11
$325 CAD per night
Superhost
Apartment in Everett
Luke 1 House | Safe | Parking | Stylish | MBTA
Jul. 10 – 17
$429 CAD per night
Guest favourite
Apartment in Newton
Conveniently Located Private Garden Apartment
May 30 – Jun. 6
$260 CAD per night
Guest favourite
Guest suite in Salem
Salem House
Mar. 20 – 27
$140 CAD per night
Guest favourite
Apartment in Natick
Scandi-Modern Apartment
Aug. 15 – 22
$200 CAD per night
Guest favourite
Condo in Malden
Quiet and clean 2 floor 3-bedroom condo w/ parking
Dec. 26 – Jan. 2
$373 CAD per night
Guest favourite
Apartment in Boston
Apartment 1BR mins from JFK/UMASS on Red Line
Oct. 26 – Nov. 2
$309 CAD per night
Guest favourite
Apartment in Salem
The Forsythia Apartment
Mar. 14 – 21
$217 CAD per night
Guest favourite
Guest suite in Marblehead
Ocean Park Retreat
Nov. 7 – 14
$216 CAD per night
Guest favourite
Condo in Winthrop
Beachfront Boston: Large, Cozy, Relaxed + Pets
Dec. 28 – Jan. 4
$568 CAD per night
Superhost
Barn in Carlisle
✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Nov. 11 – 18
$184 CAD per night
Superhost
Loft in Boston
BOSTON LOFT FARM HOUSE /LOGAN AIRPORT&TRAIN
Nov. 6 – 13
$463 CAD per night

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

Total rentals

70 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

2.6K reviews

Nightly prices starting at

$81 CAD before taxes and fees

Destinations to explore