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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.

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Home in Chelsea

4.83 out of 5 average rating, 368 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. [We have self check-in process]

Guest suite in Weston

5 out of 5 average rating, 140 reviews

FLOWER FARM GETAWAY 2BR 15MIN TO BOSTON

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Cabin in Cohasset

4.92 out of 5 average rating, 315 reviews

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.

Rental unit in Arlington

4.98 out of 5 average rating, 186 reviews

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.

Rental unit in Beachmont

4.96 out of 5 average rating, 113 reviews

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.

Home in Cambridge

5 out of 5 average rating, 103 reviews

Cozy, Spacious Home in the Heart of Cambridge

Welcome to your home away from home in the heart of Cambridge! This spacious 4bd/2ba home is perfect for family visits, getaways with friends, and long-term stays. Furry friends are also welcome! We are very conveniently located in Central Square: <5 min walk from H Mart, Target, CVS, Walgreens, restaurants, cafes <5 min walk from the Central T station 1 stop/15 min walk from MIT/Kendall Square 1 stop/20 min walk from Harvard University 3 stops/15 min ride from Boston Common/Downtown Boston

Rental unit in Chelsea

4.82 out of 5 average rating, 367 reviews

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!

Guest suite in Melrose

4.84 out of 5 average rating, 279 reviews

Guest Suite with separate entrance

Guest Suite with open floor plan (kitchen with stove/oven, refrigerator, microwave, bottled water dispenser); living area (pullout couch, loveseat, 50" TV with Roku and Netflix); sleeping area, bathroom with shower, separate entrance, 1 off-street parking space. Convenient to public transportation (commuter rail - 5 min walk, 12 min ride to Boston/45 min ride to N Shore; subway - 2 min walk to bus/subway (25-40 min ride to Boston) or drive (25-45m to Boston or 45-60m to N Shore).

Home in Everett

4.89 out of 5 average rating, 287 reviews

#7 Comfortable Spacious Home Near Boston + Parking

Beautiful and well-appointed two-story home! Enjoy your stay in this private home with amenities, a well-equipped kitchen, & private parking for up to 2 cars. Easy and quick access to the best of Boston, Cambridge, Salem, & surrounding areas. Living room with LED flat-screen TV with Chromecast, dining room, full kitchen with dishwasher, laundry, and more! Enjoy high-speed Wi-Fi, memory foam mattresses & a small deck, and a backyard! Close to the airport, downtown, and colleges!

Rental unit in Nahant

4.93 out of 5 average rating, 113 reviews

Modern Studio with Large Deck, Ocean Views, Beach

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, flat screen TV, & internet. Large granite kitchen, comfy couches, espresso / cappuccino maker, bbq, and Sealy queen bed and overlooking the ocean. 1 off-street parking space. 5-10 min walk to beaches. Space described is private. 2 steep sets of stairs to access private entry.

Guest suite in Marblehead

4.9 out of 5 average rating, 263 reviews

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

Condo in East Boston

4.95 out of 5 average rating, 186 reviews

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!

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Popular amenities for Chelsea pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Hyde Park

4.84 out of 5 average rating, 286 reviews

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Home in Somerville

4.9 out of 5 average rating, 102 reviews

Newly Renovated 4br3ba 3mins to Somerville Subway

Home in South Boston

4.99 out of 5 average rating, 158 reviews

Family Friendly City Oasis! Free Parking, King Bed

Home in Brookline

4.91 out of 5 average rating, 103 reviews

Pretzel Factory Loft w/Peloton

Home in North Chelmsford

5 out of 5 average rating, 167 reviews

Newly renovated, spacious, clean, 3 bedroom home.

Home in Brighton

4.84 out of 5 average rating, 176 reviews

Comfortable house w garden and parking, close to T

Home in Dedham

4.98 out of 5 average rating, 220 reviews

Cozy, historic 3 bedroom home close to Boston!

Home in South Boston

4.91 out of 5 average rating, 1,041 reviews

Sanitized Modern 3BD private home-near BCEC

Pet-friendly home rentals with a pool

Rental unit in Woburn

4.72 out of 5 average rating, 18 reviews

Comfortable Apartment with Pool Gym & other Amenit

Home in Arlington

4.91 out of 5 average rating, 23 reviews

Beautiful Spacious 4BRM House!

Rental unit in Malden

4.5 out of 5 average rating, 10 reviews

Home near Airport & City

Home in Norwood

4.96 out of 5 average rating, 26 reviews

the house of id; vintage shop, accessible space

Home in Weston

4.98 out of 5 average rating, 87 reviews

Spacious vacation unit in premium suburban town

Guest suite in Rockland

4.89 out of 5 average rating, 70 reviews

Cozy Private Suite halfway between Cape & Boston

Guest suite in Manchester-by-the-Sea

4.92 out of 5 average rating, 146 reviews

Modern Space With Pool Close To Singing Beach

Rental unit in Chelsea

4.67 out of 5 average rating, 3 reviews

Entire one bedroom apartment

Private, pet-friendly home rentals

Condo in Somerville

4.82 out of 5 average rating, 164 reviews

Quiet Low-Key Boston Get Away

Rental unit in Allston

4.86 out of 5 average rating, 169 reviews

Studio - 1 Free parking spot - First floor!

Rental unit in Medford

4.83 out of 5 average rating, 187 reviews

Modern cozy 3 br apartment! Minutes to downtown!

Farm stay in North Andover

4.98 out of 5 average rating, 226 reviews

Spacious Studio Guesthouse at Winery w/ Tasting

Guest suite in Salem

4.84 out of 5 average rating, 638 reviews

Salem House

Home in Chelsea

4.85 out of 5 average rating, 99 reviews

Close to Boston and near airport w.free parking

Guest suite in Brighton

4.79 out of 5 average rating, 263 reviews

Large Studio Apt w/ Full Kitchen & Bath + Parking!

Rental unit in Avon

4.86 out of 5 average rating, 129 reviews

Welcoming and Sunny

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

Total rentals
50 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

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