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Pet-friendly vacation rentals in Middlesex County

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Top-rated pet-friendly home rentals in Middlesex County

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

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Top guest favorite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham

Cozy en suite w/ high ceilings

 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood

WalkabilityPetsBackyard

4.98 out of 5 average rating, 147 reviews
Superhost
A spacious living room features a large flat-screen TV mounted on the wall, set against light-colored walls. A glass-top coffee table sits on a decorative rug, and a white leather sofa is positioned nearby. Soft natural light enters through large windows, enhancing the inviting atmosphere.
Home in Framingham

Newly Renovated 3 Bed 2 Bath Easy Access Boston

Welcome to our newly renovated beautiful home in Greater Boston Designed for comfort and convenience, this home is perfect for families, business travelers and groups looking for a retreat ✔Sleeps 8 : 3 Queens + 2 Sofa beds (correct # of people & pets are enforced） ✔5m Stop & Shop + LifeTime Fitness ✔15m Wellesley College ✔25m --> Downtown ✔10 m--> Remote Logan Terminal ✔27 m--> BOS Airport ✔New appliances + smart TV, bluetooth speaker ✔Private patio ✔Garden ✔Driveway parking ✔Pet friendly

PetsWalkabilityLocation

4.79 out of 5 average rating, 105 reviews
Top guest favorite
Cottage in Stow

White Pine Cottage – Cozy 3BR w/ Fireplace

Welcome to White Pine Cottage - a cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are coming to the area to visit family, work or a weekend getaway. Located in quiet wooded neighborhood with very little traffic. Relax by the fireplace and enjoy a soak in the whirlpool tub. Convenient to local farms, orchards, golfing, wooded trails and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Outdoor spacesWalkabilityAccuracy

4.97 out of 5 average rating, 253 reviews
Top guest favorite
The charming exterior of a two-story house is showcased, featuring a gray façade with white trim and an inviting front porch. American flags adorn the porch, while well-maintained shrubs and a grassy area complement the space. A brick pathway leads toward the entrance.
Home in Worcester

Charming Large Entire Home Spacious 3 Bed 2.5 Bath

Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.

PetsOutdoor spacesCheckout

5.0 out of 5 average rating, 117 reviews
Top guest favorite
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.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

PetsWalkabilityLocation

5.0 out of 5 average rating, 263 reviews
Guest favorite
Home in Wayland

Spacious 4 bedroom home with large yard

Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.

WalkabilityOutdoor spacesIndoor spaces

4.89 out of 5 average rating, 133 reviews
Guest favorite
Apartment in Woburn

Newly Finished Guest Haven in Woburn

Newly finished private 1BR guest suite in Woburn, conveniently located near Boston. Enjoy a comfortable king bed, bath, separate living room with kitchenette, private entrance, and free off-street parking. Relax in a quiet residential setting after exploring Boston or the surrounding area. Ideal for couples, solo travelers, business trips, or longer stays. Located on the lower level of our home, the suite offers a private and peaceful stay.

Outdoor spacesPetsGetting around

4.88 out of 5 average rating, 172 reviews
Guest favorite
Apartment in Everett

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

WalkabilityOutdoor spacesSleep quality

4.92 out of 5 average rating, 130 reviews
Top guest favorite
A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.
Home in Arlington

The Brickhouz at Arlington !

Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.

WalkabilityPetsQuiet

4.99 out of 5 average rating, 120 reviews
Top guest favorite
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!

Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.

Outdoor spacesPetsCheckout

4.98 out of 5 average rating, 306 reviews
Guest favorite
Barn in Carlisle

Private Studio w/ Loft Center Historic Carlisle

Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.

WalkabilityOutdoor spacesLocation

4.89 out of 5 average rating, 485 reviews
Guest favorite
The image displays a modern, two-story home with a brown exterior featuring horizontal siding. A unique sculpture is situated on the front lawn, surrounded by landscaped greenery. A stone pathway leads to the entrance, which is framed by tall trees and shrubs.
Guesthouse in Lexington

Unique Loft/ Studio Guesthouse (super convenient)

Unique, double-height loft / studio - with 1 queen bed, and one sleeping/pull-out couch; Super convenient to Lexington town center - 3 min walk to restaurants, Starbucks, all the historical attractions and buses to Alewife (last stop of subway to Boston). Minutes to Rt 2 and Hwy 95 for business travelers to get to other parts of metro Boston

PetsWalkabilityHeating

4.74 out of 5 average rating, 275 reviews

Popular amenities for Middlesex County pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Guest favorite
A spacious dining area is highlighted by a wooden table set for six, featuring elegant place settings. Soft drapes frame the windows, allowing natural light to illuminate the space. A decorative plant adds a touch of greenery, complementing the light-colored walls.
Home in Worcester

COMFORTABLE 2ND FLOOR, FULL EQUIPPED&PET FRIENDLY

PetsOutdoor spacesGetting around

4.86 out of 5 average rating, 176 reviews
Guest favorite
A lakefront cottage is positioned among trees, with a spacious lawn leading down to the water. A newly installed dock extends into the lake, while various colorful kayaks and paddle boards are neatly arranged on the grass. The sun sets, casting a warm glow over the scene.
Home in Westminster

Lakefront, view of ski mtn, fireplace, sauna

PetsWalkabilityAccuracy

4.89 out of 5 average rating, 240 reviews
Top guest favorite
Home in Cambridge

Cozy, Spacious Home in the Heart of Cambridge

PetsWalkabilityQuiet

5.0 out of 5 average rating, 235 reviews
Guest favorite
Home in Malden

Across the Subway · TD Garden · Concerts · Games F

WalkabilityOutdoor spacesGrill

4.89 out of 5 average rating, 104 reviews
Superhost
The exterior of a charming brick house is presented, featuring rounded corners and a dark front door. Large windows allow natural light to enter, while greenery adorns the adjacent wall. The inviting entrance is complemented by stone steps leading to the doorway.
Home in South End

Charming South End Farmhouse - Near Northeastern!

WalkabilityOutdoor spacesLaundry

4.93 out of 5 average rating, 206 reviews
Guest favorite
Home in Worcester

LuxuryHaven: Cosy Palace

PetsWalkabilityTV

4.94 out of 5 average rating, 124 reviews
Guest favorite
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

PetsWalkabilityCleanliness

4.87 out of 5 average rating, 130 reviews
Guest favorite
The exterior of a Victorian-era home is surrounded by lush greenery, with vibrant flowers lining the pathway. A spacious porch is visible, framed by tall trees, inviting guests to enjoy the natural setting. A gravel driveway leads to the welcoming entrance.
Home in Waltham

Harvard House-The Gathering Place.

PetsOutdoor spacesAir conditioning

4.94 out of 5 average rating, 111 reviews

Pet-friendly home rentals with a pool

Top guest favorite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton

Charming 2-story private Guesthouse

WalkabilityOutdoor spacesShared spaces

4.94 out of 5 average rating, 257 reviews
Guest favorite
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!

PetsWalkabilityLaundry

4.93 out of 5 average rating, 59 reviews
Top guest favorite
Condo in Cambridge

“Luxury 2BR Cambridge | Pool + Parking”

WalkabilityPoolBathroom

4.93 out of 5 average rating, 27 reviews
Superhost
Apartment in Somerville

Lux 2BR w Gym Pool sleep 7 in Assembly Square

WalkabilityCheck-inParking

4.67 out of 5 average rating, 12 reviews
Superhost
Apartment in Somerville

Central 2BR Condo in Assembly with Pool, Row Gym,

PoolCleanlinessAccuracy

5.0 out of 5 average rating, 3 reviews
Guest favorite
A bright living area features two mustard-colored sofas arranged around a marble-top coffee table. Large windows provide a view of the city, allowing natural light to illuminate the space. A modern lamp and a wooden floor lamp complement the contemporary design.
Apartment in Fenway-Kenmore

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

PetsOutdoor spacesComfort

4.85 out of 5 average rating, 34 reviews
Guest favorite
Apartment in Somerville

Luxury 2BR in Assembly |Stunning Mystic River View

WalkabilityQuietNearby

5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Billerica

Billerica Colonial - 5 Bedroom Home

PetsOutdoor spacesNearby

5.0 out of 5 average rating, 6 reviews

Private, pet-friendly home rentals

Guest favorite
A contemporary living area is showcased with a large flat-screen TV positioned on a wooden console. A cozy armchair and a plush area rug complement the warm hardwood flooring, while a framed artwork decorates the wall above. A decorative item is displayed on the console.
Apartment in Belmont

Modern Cozy 2 Bed Near Cambridge

PetsWalkabilityAccess

4.93 out of 5 average rating, 106 reviews
Top guest favorite
The home is nestled among trees in a wooded setting, with a deck visible in the distance. Sunlight filters through the foliage, casting dappled light on the ground, while an array of green leaves and flowering plants create a natural frame around the structure.
Guest suite in Bolton

Vaughn Hill Hideaway & Sauna

WalkabilityOutdoor spacesQuiet

4.97 out of 5 average rating, 209 reviews
Top guest favorite
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.
Condo in East Boston

Family Home + Near Downtown + Cool Backyard!

PetsOutdoor spacesBathroom

4.94 out of 5 average rating, 262 reviews
Superhost
The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.
Apartment in Arlington

Dixie’s House, 1BD in Arlington

PetsOutdoor spacesNearby

4.89 out of 5 average rating, 236 reviews
Guest favorite
A spacious bedroom features a large bed with a quilted taupe cover and decorative pillows. Framed artwork hangs on the walls alongside window treatments, while warm table lamps provide gentle lighting on both sides of the bed. Soft textiles create a calming atmosphere.
Condo in Shrewsbury

Luxury Spacious 2BR • King & Queen Beds • 2 Baths

Outdoor spacesPetsLocation

4.81 out of 5 average rating, 121 reviews
Top guest favorite
A spacious living area highlights a comfortable gray sofa, complemented by a wooden coffee table at the center. A large television is mounted on the wall, and natural light enters through multiple windows adorned with white trim.
Apartment in Worcester

Centrally Located Apartment in Worcester

PetsOutdoor spacesValue

4.96 out of 5 average rating, 114 reviews
Top guest favorite
A welcoming living area features a marble-topped coffee table surrounded by comfortable seating. A decorative fireplace with a herringbone pattern adds warmth. Natural light filters through the space, highlighting a large mirror and a simple bouquet on the table. The kitchen is visible in the background.
Apartment in Charlestown

Designer 3-BR Apt in Historic Charlestown, Boston

WalkabilityPetsFamily

4.98 out of 5 average rating, 106 reviews
Top guest favorite
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

WalkabilityPetsValue

4.92 out of 5 average rating, 420 reviews

Destinations to explore