Pet-friendly vacation rentals in Chelsea

4.98 out of 5 average rating, 112 reviews

The exterior of a historic two-story building is shown, featuring blue siding and white trim. A tall tree stands at the front, providing shade, while a decorative fence encloses the property. Steps lead up to the entrance, enhancing the welcoming appeal of the home.

Condo in Winthrop

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).

4.94 out of 5 average rating, 125 reviews

A spacious living room features a large gray sectional couch complemented by a sleek wooden coffee table. An accent chair provides additional seating. Striped rug adds a touch of pattern to the hardwood floors. A gallery wall displays various posters, and a flat-screen TV is mounted nearby.

Home in Lynn

Private Cozy Third Floor Space

This was formerly a servant's quarters in a large colonial home on the third floor and accessed by a private stairway that leads from the first floor to the third floor. The living room and bedroom are both large with original wood floors and are appointed with a comfortable couch, chairs, full-sized bed, books, wall decorations, a big flat screen TV, private bathroom with tub and shower with all newer fixtures and there is also a small refrigerator and micro-wave. It is a totally private space.

4.92 out of 5 average rating, 1,381 reviews

A cozy living area showcases a light-colored sofa adjacent to a white coffee table with a puzzle setup. A small dining table with two wooden chairs is positioned nearby. A bright entrance door provides natural light, and shelves display maritime-themed decor.

Guest suite in Winthrop

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.

4.95 out of 5 average rating, 139 reviews

An open-concept living area showcases a modern kitchen with white cabinets and stainless steel appliances. A dining table is positioned adjacent, with seating for four. Comfortable seating is provided by a light-colored sofa and stylish chairs, complemented by a textured area rug.

Condo in East Boston

Modern Luxury | Free Parking, Near T | Home Cinema

Welcome to our stylish East Boston condo! Just a 5-minute walk to the Blue Line and 11-minute drive (or 25-min walk) to Logan Airport. Only two blocks from the waterfront with stunning Boston skyline views. This modern farmhouse retreat features two cozy bedrooms plus two more beds downstairs. The sleek kitchen and dining area are great for meals or morning coffee. Relax in the comfy living room or enjoy movie nights on the 135-inch home theater. Includes in-unit laundry and off-street parking.

4.95 out of 5 average rating, 167 reviews

A private deck features comfortable green seating and a glass table, surrounded by colorful potted flowers. Ocean views extend beyond the railing, with trees visible in the background, creating a peaceful outdoor space for relaxation.

Apartment in Nahant

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.

4.99 out of 5 average rating, 231 reviews

Condo in Winthrop

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.

4.81 out of 5 average rating, 503 reviews

A wooden tray is displayed on a light-colored table, featuring a bottle of white wine and two clear wine glasses. A small potted orchid adds a touch of elegance, complemented by a simple mirror in the background.

Apartment in Chelsea

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!

4.78 out of 5 average rating, 234 reviews

A stone sign marked 'BEACHMONT' stands prominently at the entrance of a landscaped area. Surrounding features include a stone-paved pathway, a bench, and several tables. Lush greenery lines the background, providing a natural backdrop to the welcoming space.

Home in East Boston

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.

4.87 out of 5 average rating, 139 reviews

A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.

Apartment in Woburn

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!

4.78 out of 5 average rating, 223 reviews

A bright dining area features a wooden table surrounded by six mint green chairs. Natural light enters through large windows, highlighting a colorful artwork on the wall. Light wood flooring leads to a welcoming hallway and a cozy seating area with plants.

Apartment in Everett

Luke 1 House | Safe | Parking | Stylish | MBTA

Welcome to Memory Place, where we host beautiful and unforgettable memories. Are you looking for a spacious & comfortable home near Boston & the Airport? Perfect! Look no further, we are best choice for you. MAKE YOUR RESERVATION TODAY!!! Are you looking for a home where you want your family to be comfortable, and a nearby park for the kids? Great! Look no further, we have a massive park right behind the property. MAKE YOUR RESERVATION TODAY!!! This unit has everything close by!!!

4.93 out of 5 average rating, 403 reviews

A cozy living area is presented with a comfortable gray sofa and a dark wooden coffee table. A small dining table with two chairs is positioned near the patio doors, which are flanked by light curtains. A patterned area rug adds warmth to the hardwood floor.

Apartment in Newton

Conveniently Located Private Garden Apartment

Garden-level apartment next to public park, yet convenient to Newton Centre, Chestnut Hill, Boston College, Longwood Medical Area, and public transit. Easy access to Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or enjoy the outdoors sitting on the patio. Come and go as you please with a private entry. Great for quick visits or extended stay. Newton Short Term Rental - STRA-23

4.87 out of 5 average rating, 313 reviews

Apartment in Everett

#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!

Popular amenities for Chelsea pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 346 reviews

The dining area features a wooden table with six chairs, complemented by a striped table runner. A stylish vase with dried stems is placed at the center. A cozy couch, adorned in rich upholstery, is located beside the table, with a cityscape wall art piece above a dark cabinet.

Home in Hyde Park

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

4.85 out of 5 average rating, 118 reviews

A well-lit dining area features a wooden table surrounded by chairs, complemented by a decorative chandelier overhead. The open layout allows for a view into the comfortable living area, where soft seating and natural light create a relaxed ambiance.

Home in Winthrop

Sunny 3 bedroom on beach

4.98 out of 5 average rating, 129 reviews

A large tree with a broad canopy dominates the lush backyard, surrounded by greenery. The area features a stone border outlining a patch of grass, with glimpses of the landscape beyond, including wooded areas and a play structure in the distance.

Home in Danvers

Large, Comfortable & Conveniently located Home

5 out of 5 average rating, 250 reviews

A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.

Home in Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

4.92 out of 5 average rating, 130 reviews

Home in Swampscott

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

4.98 out of 5 average rating, 292 reviews

A two-story white house features a welcoming front porch and black shutters. Lush greenery surrounds the property, with a well-kept lawn and flower beds. A pathway leads from the road to the entrance, and a driveway is visible beside the house.

Home in Dedham

Cozy, historic 3 bedroom home close to Boston!

4.87 out of 5 average rating, 257 reviews

A modern living area features a light-colored sectional sofa and two patterned chairs arranged around a small table. A wall-mounted television is positioned above a sleek fireplace, surrounded by built-in shelving displaying decorative items. Natural light filters through sheer curtains.

Home in East Boston

Tribeca chic | 2 BR w/private patio

4.8 out of 5 average rating, 106 reviews

The living area showcases a dark wooden coffee table, accompanied by a comfortable sofa and a desk with an office chair. A flat-screen TV sits on a low cabinet, with a decorative bowl on the table. The walls feature a fresh green accent, adding warmth to the space.

Home in Medford

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

Pet-friendly home rentals with a pool

An open-concept living area features large windows with city and water views. A modern kitchen island with a stainless steel sink is paired with blue cabinetry. A light blue area rug complements the spacious couch and coffee table, enhancing the area’s bright and airy feel.

Apartment in Somerville

4.85 out of 5 average rating, 52 reviews

3BR 2BA Condo Spectacular Views in Every Direction

4.93 out of 5 average rating, 44 reviews

Home in Marblehead

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

4.94 out of 5 average rating, 53 reviews

A well-maintained swimming pool is featured in the backyard, surrounded by a patio. Lush greenery and mature trees offer privacy. The two-story house is visible in the background, with large windows allowing light to enter. A basketball hoop is positioned adjacent to the pool area.

Home in Arlington

Beautiful Spacious 4BRM House!

4.97 out of 5 average rating, 71 reviews

An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.

Home in Norwood

the house of id; vintage shop, accessible space

Apartment in Manchester-by-the-Sea

A spacious living area features a large, sectional sofa with neutral upholstery, oriented towards a wooden coffee table. Bright light filters through multiple windows, illuminating the room. A dining area with wooden chairs is visible in the background, along with built-in storage cabinets.

4.91 out of 5 average rating, 190 reviews

Private Pool Retreat w/Fire Pit Near Singing Beach

4.86 out of 5 average rating, 107 reviews

A spacious room features a full-sized bed with light bedding. A euro lounger is positioned in front, decorated with a soft throw. Mirrors on the opposite wall reflect the room's layout, and a window offers natural light, contributing to the overall bright atmosphere.

Guest suite in Rockland

Cozy Private Suite halfway between Cape & Boston

4.61 out of 5 average rating, 23 reviews

Place to stay in Essex

Forest Lodge at Haskell Gove Farm

4.89 out of 5 average rating, 9 reviews

A modern apartment building is illuminated at dusk, showcasing multiple stories with numerous windows. A well-lit parking area is visible in the foreground, filled with vehicles. The surrounding landscape includes greenery and a distant hill, enhancing the suburban setting.

Apartment in Chelsea

Entire one bedroom apartment

Private, pet-friendly home rentals

Apartment in South Boston

A light-filled living area features large windows with leafy views. A beige sofa and a yellow armchair offer comfortable seating, while a wooden coffee table rests centrally on a soft area rug. A dining table for two is positioned beside the windows, showcasing a world map on the wall.

4.85 out of 5 average rating, 106 reviews

Quiet 1BR retreat w/ private patio

4.86 out of 5 average rating, 37 reviews

A modern kitchen is visible through an open layout, featuring stainless steel appliances, including a refrigerator and microwave. A small dining area with two black bar stools is positioned near the counter. A colorful area rug adds warmth to the hardwood flooring.

Apartment in Malden

Modern, Brand New, furnished, with Parking

4.9 out of 5 average rating, 129 reviews

The spacious living area showcases a comfortable grey sofa paired with a wooden coffee table. A well-equipped kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Bright lighting enhances the inviting atmosphere, complemented by a Smart TV for streaming in the corner.

Apartment in Malden

3bed, 1 bath - Near Boston - Free parking

Guest suite in Marblehead

A light-filled living area features a pull-out sofa adorned with striped cushions and a coffee table with a decorative book and lamp. A sliding glass door opens to a sleeping area with a spacious bed, while bright curtains frame the window, offering a view of the exterior.

4.91 out of 5 average rating, 303 reviews

Ocean Park Retreat

4.92 out of 5 average rating, 84 reviews

A bright living area showcases a navy blue sofa, flanked by two armchairs featuring decorative pillows. A wooden coffee table sits center stage on a patterned rug. Wall art in warm tones adds a pop of color, complemented by two table lamps on either side.

Apartment in Revere

New England Charm - Minutes From Boston

4.95 out of 5 average rating, 124 reviews

A spacious living area is shown, featuring a light-colored sectional sofa, an accent chair, and a wooden coffee table. Natural light filters through large sliding doors, which open to a private deck. A soft area rug lies beneath the furniture, enhancing the cozy atmosphere.

Condo in South Boston

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

4.88 out of 5 average rating, 102 reviews

A cozy living area features a light-colored rug beneath a dark coffee table, surrounded by a gray sofa. A flat-screen television is mounted above a classic fireplace, while soft lighting from pendant fixtures creates a warm ambiance in the space.

Guest suite in Melrose

Peaceful 2BR near US Route 1 and Boston.