Pet-friendly holiday rentals in Hadley

Apartment in Williamsburg

The spacious studio apartment features a well-equipped kitchen with a countertop and bar seating. Natural light filters through the windows, highlighting wooden cabinetry and modern appliances. The open layout includes a cozy seating area, creating a functional living space beneath sloped ceilings.

The cozy clubhouse

Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.

WalkabilityOutdoor spacesGetting around

4.97 out of 5 average rating, 184 reviews

4.98 out of 5 average rating, 169 reviews

The kitchen features custom wooden cabinets and countertops, illuminated by natural light from a nearby window. A coffee maker and dishware are visible, creating a functional cooking space. A cozy chair sits nearby, providing a comfortable spot to relax.

Apartment in Leeds

Private Studio for a Sweet Getaway!

A cozy, comfortable, studio flat with ready access to local music venues and restaurants. Downtown Northampton is 15 mins by car or a 1/2 hr bike ride. We abut the bike path and there's a Valley Bike Share kiosk nearby. Ideal overnight spot for visiting Smith and other area colleges or for attending workshops at Snow farm. Easy day trips the Berkshires. Plenty of area hiking! Perfect personal retreat spot! I accept dogs on a case by case basis, small dogs preferred and I cannot accept cats.

WalkabilityPetsCondition

Guesthouse in Northampton

The entrance features a white door with a windowpane design, framed by light blue siding. A decorative lantern hangs beside the door. A small potted plant rests on a blue chair, while a welcome mat adorned with black dogs is placed at the threshold.

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Outdoor spacesWalkabilityEV charging

5.0 out of 5 average rating, 437 reviews

4.96 out of 5 average rating, 168 reviews

A spacious porch is presented with a sectional outdoor sofa and a glass coffee table. Potted plants add a touch of color. Scenic views of green fields and distant mountains are visible, under a bright sky adorned with fluffy clouds.

Guest suite in Hadley

Hadley Hay House | No Cleaning fees!

Rest easy in this picturesque, very spacious tranquil home ready for you for a relaxing stay. Minutes from umass, 10min to either Amherst or Noho. Not only will you have access to the hot tub and walk in the hay fields behind the house but we are directly across from the Connecticut River. Perfect spot for swimming or kayaking. Enjoy a beautiful view of the mountains/hay and corn fields from multiple rooms in the house. This space is above an all female wood working shop, happy to give tour!

Outdoor spacesPetsCleanliness

4.98 out of 5 average rating, 304 reviews

A panoramic view of the expansive farmland stretches towards a distant mountain range under a colorful twilight sky. Two wooden chairs are positioned on the grassy area, providing a serene spot to enjoy the landscape.

Tiny home in Northampton

Tiny House Farm Retreat: Mountain Views, Fire pit

The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

WalkabilityOutdoor spacesKitchen

A bright living area features wooden flooring and a blend of seating options, including a yellow sofa and patterned armchairs. A glass coffee table sits atop a decorative rug, complemented by artwork on the walls and natural light streaming through the window.

4.97 out of 5 average rating, 490 reviews

Light filled three bedroom apartment DT Florence!

Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.

WalkabilityOutdoor spacesComfort

5.0 out of 5 average rating, 181 reviews

A well-maintained home is situated on a gentle slope, featuring a neatly landscaped front yard with flowering plants and shrubs. An American flag is displayed by the entrance, and a gravel driveway leads to the garage below, surrounded by lush greenery.

Home in Amherst

The Suprenant House

Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

WalkabilityOutdoor spacesLaundry

A spacious bed is prominently featured, with a plush, textured blanket draped over it. Warm lighting from bedside lamps creates a cozy ambiance. Light filters through sheer curtains, illuminating the room's soft neutral tones and adding a touch of warmth.

4.99 out of 5 average rating, 146 reviews

Garden Apartment in Northampton

Serene garden apartment in our two-family home, private entrance. A short 7-minute walk from vibrant downtown Northampton and its rich selection of eateries, shops and culture. Ideal for visiting local colleges. Seeking outdoor activity? You will be two short blocks from an access point to the Northampton Rail Trail Network, and the Pioneer Valley's natural beauty is easily accessible by car for walking and hiking. We offer off street parking for two cars in our driveway.

PetsWalkabilityBackyard

4.93 out of 5 average rating, 109 reviews

The entrance features a covered porch with white railings, providing a welcoming pathway to the door. A potted plant with pink flowers is situated near the base of the stairs, adding a touch of greenery to the inviting entrance.

Home in Northampton

The Walnut Apartment

This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.

Outdoor spacesPetsLong stay

4.86 out of 5 average rating, 367 reviews

An outdoor deck features a hot tub, providing a relaxing space. Comfortable seating is arranged with turquoise cushions around a central fire pit. A gas grill is positioned nearby, and a shade sail provides coverage from sunlight. The surrounding neighborhood is also visible.

Townhouse in Easthampton

In style row house with private hot tub/pool table

You must be thoughtful of the neighbors no loud music!!! Amazing, fully remodeled home with a huge deck, hot tub (365), pool table and sun porch with electric fireplace. Three large bedrooms with plenty of sleeping space. Chef's kitchen with ample counter-space, gas range and breakfast bar. Conveniently located, the house sits 1/2 block from the beautiful pond, steps from the E bikes and rail trail, dozens of bars/restaurants, across the street from Williston campus.

Outdoor spacesPetsAir conditioning

4.96 out of 5 average rating, 223 reviews

A spacious, two-story dark wooden building is nestled among trees, showcasing a welcoming entrance with a large front porch. Lush green grass surrounds the structure, enhancing its serene setting. Bright blue skies and scattered clouds further complement the inviting atmosphere.

Apartment in Conway

A Country Retreat-Enhanced Studio Apartment

Welcome to our lovely apartment, located in the beautiful, quiet Western MA hill-town of Conway. This is our second time as Airbnb hosts, having hosted almost 150 reservations and achieved Superhost status there. We built again and downsized but included this spacious studio apartment with a bedroom alcove. Wooded and quiet yet just 3 miles from the charming tourist town of Shelburne Falls, and not far off RT91 and the cities of Amherst, Northampton and Greenfield.

Outdoor spacesPetsGetting around

A dining area features a wooden table surrounded by six chairs, complemented by a vibrant fruit bowl at the center. A bookshelf filled with various books stands nearby, while a wooden cabinet adds warmth to the room. Bright natural light filters through the windows.

5.0 out of 5 average rating, 155 reviews

Charming retro retreat with vintage soaking tub

Pet-friendly 2-bedroom apartment at the end of a quiet dead-end street close to the bike path. Stroll into downtown Northampton in just 15 minutes. Or take a 1 mile drive or bike ride to Smith College. Thoughtfully decorated with retro & contemporary details, local artwork, and a full kitchen, featuring two comfortable queen beds and a deep clawfoot tub for relaxation. A safe and serene retreat with quick access to everything.

Outdoor spacesWalkabilityCheckout

Popular amenities for Hadley pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 308 reviews

The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.

Home in Russell

South Quarter House

PetsOutdoor spacesParks

4.9 out of 5 average rating, 252 reviews

A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.

Home in New Salem

Stone n' Sky Lodge

WalkabilityOutdoor spacesFamily

4.86 out of 5 average rating, 108 reviews

A charming three-story home features rich red siding and distinct architectural details. Large windows allow natural light to illuminate the front porch, which includes a cozy swing. Lush greenery and flowering shrubs surround the home, enhancing its welcoming presence.

Home in Greenfield

Family Home | Flexible Layout | Walkable Town

WalkabilityPetsCondition

5.0 out of 5 average rating, 116 reviews

A quaint lakeside cottage features large windows for scenic views and a deck with outdoor seating. A grill is positioned nearby for easy outdoor cooking. The property is framed by lush greenery, enhancing the natural setting by the water's edge.

Home in Becket

Cozy lakehouse

Outdoor spacesPetsFamily

4.95 out of 5 average rating, 106 reviews

A serene farmhouse sits amidst lush greenery, featuring a light green exterior and a charming porch. The surrounding landscape includes tall trees and dense foliage, creating a natural and tranquil setting. A chimney is visible, indicating a cozy interior.

Home in Ashfield

Magical, Rural Getaway in the Berkshires

WalkabilityPetsCleanliness

4.94 out of 5 average rating, 108 reviews

The exterior of the house is shown, featuring light grey siding and a welcoming front porch with a wooden railing. A well-maintained lawn surrounds the property, with trees providing shade. A fenced-in area is visible to the side, enhancing the outdoor space.

Home in Springfield

Clean/Spacious 1 bedroom house! (w/parking & yard)

Outdoor spacesWalkabilityAccuracy

4.87 out of 5 average rating, 113 reviews

A spacious living area features a large, patterned area rug and a hammock suspended between wooden beams. Soft seating options include a dark chair and several cushioned couches, with shelves displaying books in the background. Large windows provide views of the outdoors.

Home in Shelburne Falls

Tulsi Rose Healing Retreat

WalkabilityPetsComfort

4.89 out of 5 average rating, 1054 reviews

A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.

Home in Feeding Hills

Farm Fresh Feeding Hills

PetsOutdoor spacesGetting around

Pet-friendly home rentals with a pool

4.93 out of 5 average rating, 581 reviews

A charming property is illuminated with colorful lights during the evening. The spacious deck is adorned with festive decorations, and a Christmas tree can be seen through large windows. The surrounding area is dark, emphasizing the warm glow of the lights.

Bungalow in Easthampton

The Creation Station

PetsWalkabilityHeating

4.9 out of 5 average rating, 143 reviews

Home in Colrain

The 1770 House

WalkabilityOutdoor spacesHospitality

4.96 out of 5 average rating, 132 reviews

A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.

Apartment in Otis

Enjoy every season the Berkshires have to offer.

Outdoor spacesWalkabilitySleep quality

4.95 out of 5 average rating, 60 reviews

A vibrant sunset is captured over a distant horizon, with hues of purple, orange, and pink filling the sky. Silhouetted trees frame the scene, enhancing the tranquil atmosphere of the natural landscape.

Apartment in Belchertown

Sunset Ridge

PetsOutdoor spacesComfort

Superhost

Home in Amherst

Sweet cape near U Mass

Outdoor spacesComfortBackyard

4.87 out of 5 average rating, 38 reviews

Superhost

The cabin is nestled within a vibrant forest, showcasing a blend of warm wooden tones and autumn foliage. Surrounding trees feature hues of orange and yellow, complementing the rustic architecture of the home, which includes multiple gabled roofs and a welcoming porch area.

Cabin in Sandisfield

Iconic Lodge in the Berkshires

WalkabilityOutdoor spacesCheck-in

4.83 out of 5 average rating, 64 reviews

Superhost

A welcoming living space features a rich brown leather sofa facing a flat-screen TV. A round table sits at the center on a patterned area rug. Natural light enters through a large bay window, and comfortable dining chairs are positioned in the background.

Home in East Windsor

Luxury Getaway w/ private Pool

4.82 out of 5 average rating, 265 reviews

A spacious living area is highlighted by a curved sectional sofa facing a media console, featuring a variety of television options. Large windows invite natural light, while warm wooden beams add structural interest to the ceiling.

Home in Deerfield

Perfectly Polished Deerfield Home 5 min to I-91

Outdoor spacesWalkabilityParking

Private, pet-friendly home rentals

Guest suite in Belchertown

Serene 1-br suite on 75 acre horse property

PetsOutdoor spacesWi-Fi

4.98 out of 5 average rating, 174 reviews

Guest suite in Northampton

A cozy living area is presented, featuring a contemporary gray sofa and a yellow accent chair. A minimalist coffee table is centered on a colorful patterned rug. A black fireplace with a mirror above it adds a focal point, while natural light fills the space through nearby windows.

Bright Private Studio | Walk to Smith & Downtown

PetsOutdoor spacesIndoor spaces

4.93 out of 5 average rating, 132 reviews

4.96 out of 5 average rating, 145 reviews

The living room features a spacious sectional couch adorned with decorative pillows, complemented by a coffee table at its center. A cozy armchair with a contrasting cushion sits nearby. Natural light streams through two large windows, enhancing the warmth of the space.

Apartment in Chicopee

Cozy Brick House in Chicopee

PetsWalkabilityAmenities

An exterior view of the apartment highlights a wooden facade with large reflective windows. A patio area with picnic tables is visible alongside lush greenery and scattered leaves, emphasizing the natural surroundings. The scene is set against vibrant autumn foliage in the background.

4.93 out of 5 average rating, 140 reviews

Mt. View Wood-burning Fireplace

Outdoor spacesWalkabilityQuiet

4.97 out of 5 average rating, 699 reviews

A vibrant red and orange tree stands beside a deep red building, showcasing the beauty of autumn foliage. The tree's colorful leaves contrast with the clear blue sky, while a parked car is visible in the foreground, adding to the peaceful residential atmosphere.

Barn in Northampton

Brookside Carriage House. Private, Great Location.

PetsWalkabilityCheck-in

4.99 out of 5 average rating, 220 reviews

Guesthouse in Cummington

Cozy Hilltown Cottage

Outdoor spacesPetsAmenities

4.88 out of 5 average rating, 295 reviews

An inviting living area is showcased, featuring exposed wooden beams and a brick fireplace. Cozy seating options include a red armchair and patterned rug. A wooden table complements the space, while shelves hold books and decorative items. A bar area is also visible in the background.

Apartment in Ashfield

Zachariah House Main St. Ashfield

PetsWalkabilityBackyard