Pet-friendly vacation rentals in Milford

5 out of 5 average rating, 214 reviews

The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.

Farm stay in Thompson

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

4.99 out of 5 average rating, 179 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

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.

4.96 out of 5 average rating, 203 reviews

A cozy living area features two upholstered chairs in a warm floral pattern, facing a wooden coffee table. Natural light filters through sheer curtains covering the windows. Shelving holds glasses, and a wooden console with a lamp is visible against the wall.

Cottage in Stow

White Pine Cottage - Cozy 3BR w/Fireplace in Woods

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.

4.97 out of 5 average rating, 207 reviews

The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.

Guest suite in Sharon

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

4.95 out of 5 average rating, 115 reviews

An outdoor seating area features a round table set with fruit and beverages, surrounded by four chairs. A fire pit with seating is positioned nearby, offering views of the lake under a clear blue sky with scattered clouds.

Cottage in Mendon

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

4.97 out of 5 average rating, 748 reviews

The exterior of the cottage is visible, featuring a blue door with a sign that reads 'THE COTTAGE.' A small deck offers a table and chairs, surrounded by colorful planters. A blue umbrella provides shade, with a scenic view of the lake and trees in the background.

Tiny home in Smithfield

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

4.82 out of 5 average rating, 161 reviews

A spacious living area is characterized by exposed wooden beams and polished hardwood floors. Two cozy couches are placed around a low coffee table, accompanied by a decorative rug. Natural light streams in through large windows, and a tasteful staircase leads to the upper level.

Home in Holliston

Spacious, cozy and quiet Cabin style house!

Spacious, cabin style house. Perfect for large families or big groups. Exposed wooden beams and ceiling gives it a warm cozy cabin like feel. Big kitchen with lots of counter space. Stretch dining table that’s great for big dinners. 2 open concept loft style living room spaces. 3 bedrooms and 3 baths. Located in the suburbs right next to Pinecrest Golf Club. Great place to get away from the city. This is not a cabin, its a cabin style home. Mass Certificate Number: C0124661360

Guest suite in Shrewsbury

The bright bedroom features a spacious bed adorned with a patterned duvet. Natural light enters through a window, illuminating the soft, neutral walls. A plush rug covers the wood floor, and decorative accents, including wall art and a plant stand, enhance the overall decor.

4.79 out of 5 average rating, 211 reviews

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Cozy, Beautiful & Private 2nd floor unit in a quiet Shrewsbury neighborhood! Perfect for family getaway or work! Unit has electric cooktop. 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. Conveniently close to 👵 Southgate Shrewsbury—perfect for visiting Grandma & Grandpa! Beautiful Dean Park— great for outdoor lovers! We’d love to host you!

4.99 out of 5 average rating, 211 reviews

The exterior of a red, two-story building is surrounded by a well-maintained lawn featuring trees and landscaped flower beds. A large window above the entrance and additional windows enhance the farmhouse aesthetic. Cloudy skies and natural light create a serene atmosphere.

Farm stay in Woodstock

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

4.93 out of 5 average rating, 107 reviews

The living area features a light gray sectional sofa adorned with decorative cushions, positioned next to a soft ottoman. A blue area rug covers the hardwood floor, while large windows are draped with sheer curtains, allowing light to fill the space. A desk is visible in the background.

Apartment in Shrewsbury

Clean & Cozy 2BR Across from Quinsigamond Lake

Unwind in our comfy 2-bedroom apartment with all the essentials for a comfortable stay. Work remotely while facing the lakeview. Super close to UMass Memorial, UMass campus, and just minutes away from Starbucks, Whole Foods, TraderJoe's and many more. Surrounded by many restaurants with great variety of taste. Easy access to the highway. Escape the ordinary and make this homy lakeview apartment your home away from home. Book now for a delightful experience!

Apartment in East Providence

A well-appointed kitchen area features wood cabinetry and modern appliances, including a stove and refrigerator. A dining table with decorative chairs occupies an inviting space alongside a colorful area rug, adding vibrancy to the room. Natural light filters through a window with a view of the outdoors.

4.92 out of 5 average rating, 401 reviews

Comfortable and cozy 2nd floor apt.

This is a second floor apt. There are 2 bedrooms with a private entrance/exit for each. The rooms are not huge but the apt. is cozy and comfortable. Kitchen is spacious with coffee maker, frig, stove, microwave, air fryer. Bathroom is unique, it has a shower and separate bath tub. Also, this apt is for 2 adults and 1 child or 3 adults. Wifi included. Parking, garden, pets allowed. Extra fee for pets.

4.98 out of 5 average rating, 164 reviews

A modern kitchen design features white cabinetry and sleek countertops, with a large island providing seating for four. Pendant lights hang above, illuminating the space. Stainless steel appliances are complemented by a vase of fresh flowers, adding a touch of color to the neutral palette.

Home in Smithfield

Luxury Home | Fire Pit | Beach | Grill | 2 Decks

Welcome to Stillwater.House - a custom built Airbnb. Our premier luxury home is situated overlooking a picturesque running river and 92 acre pond. Built in 2020, this beautiful 2,600 sq ft, five bedroom, four bath home boasts breathtaking views, nestled in the picturesque Georgiaville Village. Enjoy the views on TWO decks with plenty of outdoor seating, couches and a brand new gas grill! RE.02492-STR

Popular amenities for Milford pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.85 out of 5 average rating, 321 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, 125 reviews

The exterior of a charming green house is framed by vibrant flowering shrubs and manicured lawn. A prominent brick chimney rises from the roof, surrounded by lush greenery that enhances the home's inviting presence.

Home in Woodstock

Secluded 2 Acre Lake Front Home!

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

4.96 out of 5 average rating, 134 reviews

A modern living area is furnished with a sectional couch and a vibrant red chair. A large television is mounted on the wall above a dark wood entertainment unit, which holds decorative items. Wooden floors and recessed lighting contribute to a bright and welcoming environment.

Home in Watertown

Absolutely Gorgeous 3 Bedroom Close to Boston

4.9 out of 5 average rating, 259 reviews

The front exterior of a single-family home features a welcoming entrance with a white door. A wooden railing surrounds the small porch, which is adorned with latticework underneath. Large windows allow natural light to illuminate the interior, with a landscaped area in front.

Home in Oakland Beach

Home Sweet Home

5 out of 5 average rating, 228 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.

4.92 out of 5 average rating, 110 reviews

The great room is highlighted by 25-foot ceilings and panoramic windows offering views of the ocean. A large sectional sofa surrounds a coffee table, while a flat-screen TV is mounted above the fireplace. Sliding glass doors lead to an outdoor space, enhancing the airy feel.

Home in Swampscott

Ocean Views at Casa de Mar near Salem & Boston

4.85 out of 5 average rating, 144 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

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 206 reviews

A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.

Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

4.97 out of 5 average rating, 62 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

4.95 out of 5 average rating, 169 reviews

A majestic moose stands partially submerged in the calm waters of a pond, showcasing its prominent antlers. Lush greenery surrounds the area, creating a serene and natural atmosphere.

Cabin in Hubbardston

Triggers Cabin

4.92 out of 5 average rating, 39 reviews

The spacious living area features wooden walls and high vaulted ceilings, showcasing a comfortable leather sofa facing a rustic coffee table. Large windows allow natural light to fill the space, with a view of the kitchenette and dining area in the background.

Cabin in Bellingham

Rustic Cabin in Campground

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.

4.9 out of 5 average rating, 177 reviews

Modern Space With Pool Close To Singing Beach

4.98 out of 5 average rating, 50 reviews

A charming yellow exterior of a house is framed by leafy green trees and well-maintained shrubs. The entrance features a wooden door with a decorative lantern, complemented by vertical bamboo accents positioned alongside the driveway.

Cottage in Edgewood

The Denison Markham Carriage House

4.89 out of 5 average rating, 109 reviews

A rustic cabin with a stone chimney is set against a backdrop of lush trees and a warm sunset. The wraparound porch features wooden railings and is complemented by neatly landscaped areas. A stone wall borders the driveway, leading to the cabin's entrance.

Cabin in Glocester

Get comfy in the country!

4.97 out of 5 average rating, 152 reviews

An expansive aerial view reveals a private pool surrounded by lush green grass and trees. A small pond is visible nearby, with vibrant foliage framing the scene. Open fields stretch into the distance, highlighting the rural setting on the property.

Home in Windham

mid century ranch style house on farmland

Private, pet-friendly home rentals

5 out of 5 average rating, 27 reviews

The kitchen features white cabinetry and stainless steel appliances, complementing the open layout. A central island with seating for three is present, along with a dining table set for six. Natural light fills the space through large windows, enhancing the warm wood flooring.

Home in Worcester

Central Location, 3 Bedroom Luxury Townhouse

4.94 out of 5 average rating, 52 reviews

A modern living space features light-colored walls and wooden flooring. A circular dining table is surrounded by four sleek chairs, while a stylish couch sits nearby. Natural light enters through large windows, highlighting the minimalist decor and green plants placed throughout the room.

Apartment in Hope

Modern New Apartment, East Side

4.94 out of 5 average rating, 18 reviews

A comfortable living area features two dark sofas adorned with patterned throw pillows. A light-colored coffee table is positioned in the center, and a large flat-screen television is mounted on the wall. A ceiling fan provides airflow while natural light enters through nearby windows.

Apartment in Woonsocket

Warm and Welcoming Apartment!

5 out of 5 average rating, 3 reviews

Apartment in Milford

The Outlaw's In-Law

4.96 out of 5 average rating, 137 reviews

A wooden dock extends over calm waters, reflecting lights from nearby shorelines. Fireworks burst in vibrant colors above the water, illuminated against a cloudy evening sky. Soft lights from distant buildings create a serene atmosphere, enhancing the tranquil setting of the cove.

Cottage in Portsmouth

Waterfront, Dog-Friendly Cottage on the Cove

4.93 out of 5 average rating, 71 reviews

A spacious living room features two brown leather sofas adorned with colorful cushions. A decorative area rug covers the hardwood floor, and a coffee table sits in the center. A vibrant wall tapestry adds a pop of color, while natural light filters through the nearby windows.

Home in Marlborough

Relaxing Getaway: Entire 3 Bedroom House

5 out of 5 average rating, 43 reviews

Guest suite in Hopkinton

Quiet Studio W/ King Bed - Home of Boston Marathon