Pet-friendly holiday rentals in Shrewsbury

4.98 out of 5 average rating, 99 reviews

Cottage in Brimfield

Cheerful cottage by Little Alum Lake & Sturbridge

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

WalkabilityPetsNearby

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

PetsWalkabilityLocation

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.

Outdoor spacesPetsHot tub

4.82 out of 5 average rating, 331 reviews

A welcoming living room features light-colored sofas adorned with decorative pillows. Natural light filters through two windows, illuminating a cozy atmosphere. A lamp and a dresser add functionality, while a neutral carpet completes the space. Greeting from the entrance can be seen in the background.

Guesthouse in Worcester

Carriage house apartment

We have a one bedroom apartment at our historic home, Liberty Farm, which is the 2nd oldest house in Worcester Massachusetts and known as the Abby Kelley Foster house to the locals. Recent furniture upgrade in living room, see pictures. Kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer/dryer. Guests may enjoy the grounds in the quiet Tatnuck Square neighborhood, minutes from the Worcester Airport, restaurants, and hiking. House tours upon request.

PetsOutdoor spacesQuiet

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!

PetsOutdoor spacesValue

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!

PetsOutdoor spacesValue

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!

WalkabilityPetsHospitality

4.95 out of 5 average rating, 153 reviews

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!

PetsWalkabilityGetting around

4.97 out of 5 average rating, 832 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.

WalkabilityOutdoor spacesSleep quality

5 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

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.

WalkabilityPetsIndoor spaces

4.96 out of 5 average rating, 112 reviews

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

This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

WalkabilityPetsAccuracy

4.94 out of 5 average rating, 259 reviews

A feature wall is adorned with various steampunk elements, including gears, clocks, and unique decorative items. An intricately designed aircraft model is suspended from the ceiling, while a small table with a glass sits nearby, adding to the eclectic ambiance.

Farm stay in Thompson

SteamPunk Bunk House and Intergalactic Way Station

A farm stay like no other! The future is the past and the past is the future with STEAMPUNK details that delight at every turn. Feed the goats, walk the trails, meet an alien. A complete apartment great for longer stays. Enjoy the imagined history of this 1825 farm house. Enjoy New England without spending days driving. Come visit a simpler time where nature is just outside your door and ET is sharing the kitchen. Cook s'mores fireside or say hi to "blue" our resident heron.

PetsOutdoor spacesBackyard

Popular amenities for Shrewsbury pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.95 out of 5 average rating, 113 reviews

A spacious living area is presented with a comfortable sectional sofa and a coffee table. A brick fireplace serves as a central feature, while a wall-mounted television is visible. Light streams in through nearby windows, enhancing the warm ambiance of the room.

Home in Worcester

Luxury Haven: Cozy Palace

WalkabilityOutdoor spacesQuiet

4.88 out of 5 average rating, 138 reviews

A bright and inviting open-concept living area features two vibrant blue armchairs adorned with floral patterns. A wooden dining table is visible in the background, with a fully equipped kitchen displaying colorful cabinetry and modern appliances. Soft light enhances a welcoming atmosphere.

Home in Ashford

Lake - King - Gym - Kayak - Fire Pit - Pets Allowed - WD

PetsOutdoor spacesBarbecue

4.9 out of 5 average rating, 132 reviews

Home in Wayland

Spacious 4 bedroom home with large yard

PetsOutdoor spacesAmenities

4.86 out of 5 average rating, 310 reviews

The image showcases a spacious green yard surrounding a charming gazebo. In the foreground, assorted seating arrangements invite relaxation. The background features trees in full bloom, enhancing the natural setting and providing a peaceful atmosphere.

Home in Brimfield

Little House Inn - Brimmy - Private Home

PetsOutdoor spacesBreakfast

5 out of 5 average rating, 257 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.

Outdoor spacesPetsFamily

4.98 out of 5 average rating, 299 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!

WalkabilityPetsWi-Fi

4.83 out of 5 average rating, 162 reviews

A wooden deck offers high-top chairs facing a tranquil lake surrounded by trees. The scene includes a spacious grassy area leading to the water, with a gazebo visible in the distance. A gentle mist adds a serene quality to the landscape.

Home in Union

Antique Home w Private Pond, Sturbridge /Brimfield

PetsWalkabilityAmenities

4.82 out of 5 average rating, 131 reviews

Home in Framingham

Near Boston Beautiful 3 Bedroom in Framingham, MA

WalkabilityOutdoor spacesLaundry

Pet-friendly home rentals with a pool

Guest suite in North Smithfield

The exterior of the property features a well-maintained two-story house with multiple windows. A spacious patio area includes seating, a small fountain, and direct access to the lush green yard. A privacy fence surrounds the yard, providing an enclosed outdoor space.

4.89 out of 5 average rating, 167 reviews

*Country style 2 Bedroom Pet Friendly Guest Suite*

WalkabilityPetsBeach

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

WalkabilityViewValue

Apartment in Somerville

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

AccessPoolHospitality

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!

WalkabilityPetsCondition

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

Outdoor spacesWalkabilityLong stay

4.94 out of 5 average rating, 184 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

PetsWalkabilityGetting around

4.95 out of 5 average rating, 421 reviews

A spacious yard is surrounded by tall trees, showcasing a playground with a slide and swings. A garden area is interspersed with colorful flowers and is set against the backdrop of lush greenery. A trampoline is visible in the distance, along with a greenhouse.

Farm stay in Rutland

Farm Living

PetsOutdoor spacesSolo travel

4.92 out of 5 average rating, 75 reviews

Cabin in Bellingham

Rustic Cabin | 25 Min (16 Mi) to Gillette Stadium

Outdoor spacesPetsBiking

Private, pet-friendly home rentals

4.83 out of 5 average rating, 41 reviews

A spacious living area features a dark sofa and a black coffee table with a decorative plant. A kitchenette is visible in the background, equipped with essential appliances. Soft lighting enhances the clean, minimal aesthetic, while an adjacent sleeping area is partially seen.

Guesthouse in Shrewsbury

New Private Apartment

WalkabilityPetsDecor

5 out of 5 average rating, 20 reviews

Apartment in Marlborough

Modern Comfort

Outdoor spacesWalkabilityKitchen

5 out of 5 average rating, 22 reviews

Home in Marlborough

Garden Paradise Retreat in Marlboro

PetsWalkabilityKitchen

4.96 out of 5 average rating, 228 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

Outdoor spacesPetsLocation

4.89 out of 5 average rating, 434 reviews

The cozy cottage is nestled among trees, featuring a welcoming wooden deck. Reflections of the structure can be seen in the calm water of the pond, surrounded by lush greenery. A kayak is positioned in the foreground, pointing towards the entrance.

Tiny home in Orange

The Writer's Retreat: A Sweetwater Stay

PetsWalkabilityView

4.8 out of 5 average rating, 50 reviews

A calm lake scene is depicted, featuring still waters reflecting autumn foliage and a nearby shoreline. A boat is secured at a dock, surrounded by trees, while a clear blue sky enhances the serene atmosphere.

Home in Shrewsbury

Lake House near Boston 1

Outdoor spacesPetsKitchen

4.87 out of 5 average rating, 38 reviews

The spacious living room features a large sectional sofa in dark leather, complemented by a wooden coffee table with two drawers. Three abstract art pieces adorn the wall, and natural light filters in through a large window, offering a view of the greenery outside.

Home in Northborough

Cozy 3B2Ba Home with huge backyard

PetsOutdoor spacesHospitality