Pet-friendly holiday rentals in Chelsea

4.95 out of 5 average rating, 151 reviews

A modern living area features a spacious sectional sofa with decorative pillows, facing an open kitchen fitted with sleek cabinetry and bar seating. Large windows provide natural light, while plants are displayed on shelves, enhancing the contemporary design.

Flat in East Boston

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.

4.92 out of 5 average rating, 353 reviews

A newly remodeled kitchen features modern stainless steel appliances and ample counter space. White cabinetry contrasts with warm wood paneling and flooring. A dining area with a wooden table and chairs is visible, along with soft lighting from pendant fixtures above.

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.

4.89 out of 5 average rating, 103 reviews

An aerial view captures a landscaped pool area featuring a long, rectangular plunge pool surrounded by a spacious deck. Multiple lounge chairs are arranged neatly along the water's edge, while shaded seating areas are provided by large umbrellas, promoting relaxation in a vibrant outdoor setting.

Flat in Charlestown

Lux 2BR Apt w/ Pool and Gym

Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home

4.82 out of 5 average rating, 459 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.

Flat 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!

4.77 out of 5 average rating, 218 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, 293 reviews

Flat 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!

4.83 out of 5 average rating, 403 reviews

A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.

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.

4.89 out of 5 average rating, 118 reviews

A bright bedroom features a spacious bed with soft linens. Nightstands with lamps are positioned on either side. Large windows allow natural light to fill the room, which is adorned with neutral-toned walls and a simple wall art piece above the bed.

Flat in Malden

Luxe Serene 1BR 15 min from Boston with Gym & More

You will love this beautifully designed 1 Bedroom 1 Bath luxury unit that is in a central location between many great cities! You will be staying in a gorgeous private community with a gym, dog park, kids playground, tennis court, and tons of outdoor space. Have peace of mind knowing you’re in a safe space. Our luxury suite has a Queen Medium Firm bed along with a Queen Air Mattress for any additional guests. Check out more of our amenity spaces below!

4.93 out of 5 average rating, 422 reviews

A spacious living area is furnished with a dark sofa, a decorative wall art piece, and a round coffee table. Bar stools are positioned near the kitchen, which is visible in the background. Natural light enters through windows covered by green curtains.

Flat in Dorchester

Apartment 1BR mins from JFK/UMASS free parking

Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

4.78 out of 5 average rating, 132 reviews

The living area includes a dark sofa and a comfortable armchair, complemented by a wooden coffee table featuring an assortment of items. A map hangs on the wall, and a fireplace adds character. Light from nearby windows illuminates the space.

Flat in Revere

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.

Guest suite in Admirals Hill

The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.

4.97 out of 5 average rating, 145 reviews

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.

4.89 out of 5 average rating, 100 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.

Welcome to this brand-new cozy apartment to unwind and relax after a busy day whether it be work or leisure. This apartment features 2 bedrooms, 1 bathroom, a fireplace, patio. Kitchen features granite countertops and a suite of stainless steel appliances. Drift to sleep in the queen bed with quality linens. Wake each morning to refresh in the full bathroom.

Popular amenities for Chelsea pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 281 reviews

A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.

Home in Wakefield

Welcoming 7-room house <15 miles to Boston & Salem

4.92 out of 5 average rating, 420 reviews

A modern kitchen features sleek white cabinets and stainless steel appliances. A spacious island with a cooktop is surrounded by red metal stools. Natural light fills the area through a nearby window, complementing the contemporary design and providing a warm, inviting atmosphere.

Home in South Boston

3 BR Private Family Home, S. Boston/Seaport/BCEC

4.89 out of 5 average rating, 208 reviews

A modern living area features a spacious sectional sofa adorned with decorative pillows, positioned in front of a wall-mounted television. A light-colored table with intricate design sits on a soft area rug, while kitchen cabinets and a dining area are visible in the background.

Home in Malden

Beautiful renovated 3 bedroom apt near Boston.

Home in Brookline Village

A spacious living area features a mix of comfortable seating, including a large sofa and a cozy armchair. Natural light streams through multiple windows covered with woven shades. Shelves filled with books and decorative items line one wall, while a light-colored rug adds warmth to the concrete floor.

4.92 out of 5 average rating, 147 reviews

Pretzel Factory Loft w/Peloton

4.99 out of 5 average rating, 203 reviews

The kitchen features white cabinetry and stainless steel appliances, with a spacious layout for cooking. A game table is shown with a pool table in the background. A cozy living area includes a light blue accent wall and comfortable seating. The backyard displays a grassy area with a slide and a playset.

Home in South Boston

Family Friendly City Oasis! Free Parking, King Bed

4.86 out of 5 average rating, 122 reviews

A spacious living and dining area features a dark grey sofa complemented by a textured area rug. A modern chandelier hangs above a wooden dining table surrounded by chairs. Natural light enters through sliding glass doors, leading to an outdoor space, while a wall clock and air conditioning unit are visible.

Home in Woburn

Cheerful 1-bedroom New England Ranch

5 out of 5 average rating, 229 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 North Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

4.86 out of 5 average rating, 213 reviews

The kitchen area features a modern design with a sleek, round dining table surrounded by four transparent chairs. Stainless steel appliances, including a refrigerator and stove, are present, complemented by wooden cabinetry. Natural light enters through a window, illuminating the polished hardwood floor.

Home in Brighton

Comfortable house w garden and parking, close to T

Pet-friendly home rentals with a pool

4.85 out of 5 average rating, 48 reviews

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.

Flat in Mystic River

3BR 2BA Condo Spectacular Views in Every Direction

Home in Lakeside Marblehead

A cozy living area is highlighted by a light grey sofa adorned with soft pillows in neutral tones. A round, woven coffee table sits at the center, accompanied by decorative accents. Two lamps provide soft lighting, complemented by exposed wooden beams overhead.

4.91 out of 5 average rating, 35 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

5 out of 5 average rating, 15 reviews

Home in Bedford

Bauhaus Retreat in Nature Preserve

A light-filled living area displays a spacious sectional couch adorned with a soft throw. Two elegant chairs are positioned nearby, while large windows offer expansive city views. A round coffee table sits at the center, showcasing a few decorative items. Lush plants add a touch of nature to the space.

Flat in South End

4.63 out of 5 average rating, 8 reviews

Boston Family Suite: Pool, Gym & Paid Parking

4.95 out of 5 average rating, 44 reviews

The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.

Home in Arlington

Beautiful Spacious 4BRM House!

4.88 out of 5 average rating, 98 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

Flat 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, 179 reviews

Modern Space With Pool Close To Singing Beach

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.

Flat in Chelsea

4.86 out of 5 average rating, 7 reviews

Entire one bedroom apartment

Private, pet-friendly home rentals

4.96 out of 5 average rating, 73 reviews

The modern two-story home features a blue exterior with white trim and three windows on the ground level, complemented by decorative planters. A bold red front door is centrally positioned, enhancing the welcoming entrance.

Home in Charlestown

Spacious & Pet-Friendly Modern Home in Charlestown

4.93 out of 5 average rating, 219 reviews

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Apartment in East Boston

Family Home + Near Downtown + Cool Backyard!

4.91 out of 5 average rating, 43 reviews

A compact dining area features a round blue table with two matching chairs. A small vase with flowers sits on the table. The background reveals a well-equipped kitchen, with cabinets and modern appliances visible, all set against neutral-toned walls and a light-colored floor.

Guest suite in Lynn

In-law unit/Private guest quarters

5 out of 5 average rating, 23 reviews

A spacious living area features a large gray sectional sofa adorned with decorative pillows. A vintage-style coffee table is positioned in front, complemented by a plant. Gallery wall displays various framed artworks against a backdrop of exposed brick and large windows that invite natural light.

Flat in Somerville

3BR3Bth Penthouse 2 Parking Spaces/TD/MIT/Harvard

4.96 out of 5 average rating, 27 reviews

A modern kitchen is displayed, featuring sleek grey cabinetry and stainless steel appliances. A refrigerator, oven, and dishwasher are present, along with a window providing natural light. A small rug adds a touch of comfort beneath the kitchen area, while a potted plant peeks from the adjacent room.

Flat in Quincy

Cozy 3-Bed in 2-Bedroom Apartment Near QuincyAdams

4.93 out of 5 average rating, 61 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.

Flat in Revere

New England Charm - Minutes From Boston

5 out of 5 average rating, 16 reviews

A spacious living area is designed with large windows providing expansive views of the ocean. A comfortable white sofa faces a wooden coffee table, complemented by a cozy throw. Natural light fills the room, accentuating the warm wooden floors and tasteful decor.

Home in Nahant

Sea Forever - Oceanfront Home in Nahant!