Pet-friendly vacation rentals in Middlesex County

4.98 out of 5 average rating, 132 reviews

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

WalkabilityOutdoor spacesQuiet

4.97 out of 5 average rating, 247 reviews

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.

WalkabilityPetsAir conditioning

4.84 out of 5 average rating, 193 reviews

A charming lake house is depicted by the water, showcasing a light blue exterior and a welcoming front porch. The reflection in the calm lake adds depth to the scene, surrounded by lush greenery and hints of fall colors in the trees.

Home in Westminster

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Outdoor spacesPetsHospitality

4.82 out of 5 average rating, 118 reviews

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

Family-Friendly 2BR Getaway! Spacious stay with a 🛏️ King & Queen bed, ☀️ outdoor patio, 👶 baby crib! 🐶 pet-friendly neighborhood! Great for 🩺 travel nurses & 💼 professionals with ⚡ high-speed WiFi, 📺 Roku TV & 🎬 Netflix. Easy access to UMASS and St Vincent Hospitals 🏥 for work or care for loved ones. Close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Close to beautiful Dean Park—perfect for walks, playtime, or just soaking up nature. We’d love to host you!

WalkabilityOutdoor spacesBathroom

4.88 out of 5 average rating, 149 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!

PetsOutdoor spacesLocation

4.97 out of 5 average rating, 206 reviews

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

Tucked into the slope of Vaughn Hill on 3 wooded acres, the entire lower level of our home is yours to enjoy. Cozy 2-bedroom unit with “the BEST BEDS at an Air BNB ever!" to quote a guest. Visit Nashoba Valley Winery, get coffee at Harvard General Store, go apple-picking at a local orchard, or hike Vaughn Hill trails. *Wood-fired backyard sauna available by request with $20 firing fee *Well-behaved dogs (non-destructive, house-broken) welcome! Sorry - no cats, due to prior experiences.

WalkabilityOutdoor spacesComfort

Farm stay in North Andover

The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.

4.93 out of 5 average rating, 301 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

WalkabilityPetsCleanliness

5.0 out of 5 average rating, 256 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.

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.

WalkabilityOutdoor spacesWifi

4.9 out of 5 average rating, 132 reviews

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.

Outdoor spacesPetsCondition

4.82 out of 5 average rating, 109 reviews

A spacious bedroom features a large bed adorned with a patterned green and white quilt. Natural light floods the room through multiple windows, highlighting a small desk and ergonomic chair. Soft lighting is provided by sconces on the walls.

Guesthouse in Worcester

Quiet Oasis In The City

Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.

Outdoor spacesPetsGetting around

4.97 out of 5 average rating, 121 reviews

A bedside table with a wooden surface and black drawer is positioned next to a spacious bed. A lamp with a white shade and a black base features golden accents, providing a soft glow in the room. Neutral-colored bedding adds to the calming atmosphere.

Apartment in Woburn

New Construction En Suite

Discover a stylish en-suite apartment in Woburn, MA, managed by experienced hosts. This property features a private entrance, a spacious layout with high ceilings, and a private patio. Enjoy easy access to local attractions and the convenience of a well-equipped space. Perfect for a relaxing getaway with your furry friend, this apartment offers a blend of comfort and accessibility.

PetsOutdoor spacesIndoor spaces

4.88 out of 5 average rating, 478 reviews

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.

WalkabilityPetsHospitality

Popular amenities for Middlesex County pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5.0 out of 5 average rating, 111 reviews

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

HospitalityLocationComfortCleanlinessIndoor spacesFamilyPetsBackyardAmenitiesOutdoor spacesKitchenQuietNearbySleep qualityDecorGetting aroundAccuracyWalkabilityConditionCheck-inBathroomLong stayViewGrillParksParkingAccessValueTVHikingLayoutHeatingWifiHot tubCheckoutAir conditioning

4.98 out of 5 average rating, 298 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!

HospitalityComfortCleanlinessLocationPetsFamilyBackyardKitchenAmenitiesSleep qualityOutdoor spacesIndoor spacesQuietNearbyGetting aroundBathroomDecorWalkabilityAccuracyCheck-inConditionAccessAir conditioningCheckoutGrillLaundryLong stayValueTVHeatingWifiNoiseLayoutParkingBreakfast

4.86 out of 5 average rating, 170 reviews

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

HospitalityCleanlinessComfortLocationFamilyQuietKitchenAccessIndoor spacesSleep qualityCheck-inAmenitiesAccuracyParkingBathroomNearbyPetsGetting aroundConditionValueDecorLaundryCheckoutGrillWalkabilityAir conditioningTVOutdoor spacesHeatingLong stayViewNoiseShared spaces

4.94 out of 5 average rating, 196 reviews

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!

HospitalityLocationComfortCleanlinessGetting aroundWalkabilitySleep qualityFamilyIndoor spacesNearbyBathroomKitchenDecorAccuracyParkingAmenitiesQuietCheck-inPetsConditionValueAccessCheckoutAir conditioningOutdoor spacesHeatingNoiseLaundryLong stayBackyardShared spaces

4.99 out of 5 average rating, 113 reviews

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 !

HospitalityCleanlinessFamilyLocationComfortNearbyIndoor spacesWalkabilityDecorAmenitiesGetting aroundKitchenSleep qualityAccuracyQuietCheck-inBathroomCheckoutParkingLayoutConditionParksHeatingBackyardAccessPetsTVGrillWifiLong stayNoiseShared spacesAir conditioningBiking

4.93 out of 5 average rating, 107 reviews

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.

HospitalityFamilyIndoor spacesLocationOutdoor spacesComfortKitchenCleanlinessSleep qualityBathroomGetting aroundAmenitiesNearbyDecorAccuracyQuietLayoutAccessCheck-inPetsConditionCheckoutAir conditioningGrillValueHikingParkingWalkabilityRiverBiking

4.92 out of 5 average rating, 173 reviews

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.

Home in Brookline

Pretzel Factory Loft w/Peloton

LocationFamilyHospitalityIndoor spacesNearbyGetting aroundWalkabilityComfortNoiseDecorParksCleanlinessParkingKitchenSleep qualityLayoutBathroomAmenitiesQuietCheckoutLong stayTVPetsAccessCheck-inAccuracyOutdoor spacesValueAir conditioningLaundryCondition

4.87 out of 5 average rating, 264 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

HospitalityLocationCleanlinessGetting aroundComfortNearbyParkingWalkabilityIndoor spacesAmenitiesAccuracySleep qualityDecorCheck-inBathroomFamilyKitchenValueQuietConditionCheckoutNoiseLaundryAccessPetsLayoutWifiAir conditioningHeatingLong stayViewBeachOutdoor spacesParksSolo travel

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 252 reviews

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

Outdoor spacesPetsParking

4.97 out of 5 average rating, 78 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

PetsWalkabilityDecor

4.85 out of 5 average rating, 41 reviews

Apartment in Everett

Sterling 1BR at Everett | Pool & Gym

Outdoor spacesLocationAmenities

4.75 out of 5 average rating, 4 reviews

Apartment in Dorchester

Brand New Luxury Retreat w/ Pool & Fitness Center

AccuracyParkingAccess

4.95 out of 5 average rating, 55 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!

PetsWalkabilityAmenities

Apartment in North Andover

The exterior of the two-story apartment showcases a light grey façade with a pitched roof. Multiple front-facing windows allow natural light to enter, while flowering plants are placed near the entrance. A set of stairs leads to the private entrance, with a pathway bordered by gravel.

4.76 out of 5 average rating, 34 reviews

Cozy 2-BR Apt at North Andover with Pool & Parking

WalkabilityLaundryParking

5.0 out of 5 average rating, 3 reviews

Home in Billerica

Billerica Colonial - 5 Bedroom Home

Outdoor spacesPetsFamily

4.86 out of 5 average rating, 57 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.

Apartment in Somerville

3BR 2BA Condo Spectacular Views in Every Direction

WalkabilityAccuracyNearby

Private, pet-friendly home rentals

4.99 out of 5 average rating, 186 reviews

A spacious living area features a comfortable grey sectional sofa adorned with blue accent pillows. A dark wooden coffee table sits on a decorative area rug with floral patterns. A flat-screen TV is mounted on the wall, and natural light streams in through large windows.

Townhouse in Watertown

Recently Renovated 2 BR Close to Boston w/Parking!

CleanlinessHospitalityComfortLocationQuietSleep qualityDecorAccuracyNearbyKitchenFamilyParkingAmenitiesGetting aroundIndoor spacesConditionCheck-inWalkabilityBathroomGrillLaundryOutdoor spacesCheckoutValueTVWifiPetsParksAir conditioningBackyardAccessLong stayBreakfastRiverNoise

4.89 out of 5 average rating, 230 reviews

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

HospitalityCleanlinessLocationComfortFamilySleep qualityIndoor spacesGetting aroundBathroomQuietAccuracyAmenitiesNoisePetsKitchenParkingConditionAccessValueNearbyCheck-inLaundryWalkabilityDecorTVParksOutdoor spacesBackyardAir conditioningHeatingWifiCheckoutGrillLong stay

5.0 out of 5 average rating, 206 reviews

A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.

Guest suite in Weston

Flower Farm Getaway 2BR, 20 Min To Boston

HospitalityLocationOutdoor spacesComfortDecorIndoor spacesCleanlinessFamilySleep qualityGetting aroundViewPetsQuietKitchenAmenitiesNearbyAccuracyBathroomCheck-inHikingNoiseWalkabilityBreakfastBackyardConditionAccessValueLayoutHeatingWifiParkingCheckoutSkiingTVSolo travelLong stayAir conditioning

4.97 out of 5 average rating, 117 reviews

A living area features a comfortable sofa with cushions, a glass coffee table, and a flat-screen TV on a stand. A round dining table with wooden stools is visible, along with a large mirror reflecting the space. Sunlight enters through sheer curtains.

Apartment in Waltham

Just Renovated, Private & Quiet 2 Bedroom Condo

HospitalityCleanlinessLocationComfortQuietSleep qualityKitchenNearbyAmenitiesFamilyGetting aroundAccuracyIndoor spacesParkingLaundryDecorBathroomConditionWalkabilityCheck-inPetsLong stayValueOutdoor spacesParksAccessCheckoutTVHikingWifiBackyardViewAir conditioning

4.92 out of 5 average rating, 296 reviews

Townhouse in Everett

#9 Modern Home 15 min to Boston w/ Yard & Parking

HospitalityCleanlinessLocationComfortGetting aroundFamilyAccuracyParkingAmenitiesNearbyIndoor spacesSleep qualityQuietDecorCheck-inKitchenBackyardWalkabilityConditionCheckoutBathroomAir conditioningTVValueLaundryPetsLayoutGrillHeatingWifiAccessOutdoor spacesLong stayNoise

4.92 out of 5 average rating, 411 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

LocationCleanlinessHospitalityComfortQuietGetting aroundNearbyIndoor spacesPetsWalkabilityAccuracySleep qualityParkingDecorParksAccessKitchenConditionCheck-inAmenitiesBathroomBackyardCheckoutFamilyNoiseViewValueOutdoor spacesHeatingTVWifiAir conditioningSolo travelGrillLayoutEV charging

4.83 out of 5 average rating, 271 reviews

A private patio features two hanging egg chairs adorned with green patterned cushions, positioned on a wooden deck. A small round planter sits in the center, adding a touch of greenery. The backdrop showcases urban buildings with a clear blue sky above.

Apartment in Back Bay

(N2R) Private Deck, Styled Studio, Prime Location!

LocationHospitalityCleanlinessNearbyWalkabilityComfortIndoor spacesAccuracySleep qualityGetting aroundOutdoor spacesKitchenCheck-inBathroomQuietConditionNoiseWifiParkingAccessDecorValueAir conditioningHeatingCheckoutAmenitiesTVFamilyViewParksSolo travelLong stayPetsRiverBiking