Pet-friendly vacation rentals in Holyoke

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Top-rated pet-friendly home rentals in Holyoke

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

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Guest favorite

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

4.92 out of 5 average rating, 523 reviews

The Creation Station

Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Update! We just installed an 8 person hot tub! Plus our pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

Top guest favorite

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.

Guesthouse in Northampton

4.99 out of 5 average rating, 369 reviews

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!

Top guest favorite

A charming cottage is nestled among trees, featuring a large window and a distinctive orange door. A spiral garden pathway made of stones and gravel winds through lush greenery, leading to the cottage entrance while the main house is seen to the right.

Guesthouse in Cummington

5 out of 5 average rating, 121 reviews

Clark Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Top guest favorite

The exterior of a two-story red building is shown, surrounded by vibrant autumn foliage. Trees with orange and yellow leaves frame the structure, which features a private entrance and a balcony on the upper level. A paved driveway leads up to the building.

Barn in Northampton

4.95 out of 5 average rating, 661 reviews

E. Slate Carriage House

A comfortable studio in a converted 1890's Carriage House. Five minute walk to the center of "Noho." Close to cafes, events, public transportation, shops, Smith College. Reserved parking, private entrance. Efficient kitchen, laundry, large shower, AC/Heat. Wifi, coffee/tea provided. No shared walls. You may hear footsteps if there is a guest on the 2nd floor above. No road or pedestrian noise. 1-Queen bed. Studio is 430 sq. +/-. No TV. No smoking, vaping, burning incense/candles. Thank you.

Top guest favorite

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.

Apartment in Williamsburg

4.95 out of 5 average rating, 108 reviews

The cozy clubhouse

Take a break and unwind at this peaceful 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.

Top guest favorite

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

4.98 out of 5 average rating, 229 reviews

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.

Top guest favorite

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.

Apartment in Northampton

4.97 out of 5 average rating, 393 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.

Top guest favorite

A serene scene depicts several horses grazing in a fenced area, surrounded by vibrant autumn foliage. A charming white house is visible in the background, framed by trees under a clear blue sky. Natural light enhances the tranquil setting.

Guest suite in Belchertown

4.98 out of 5 average rating, 148 reviews

Serene 1-br suite on 65 acre horse property

Enjoy nature while staying in a quiet 1 bedroom attached suite on a 65 acre horse property with it's own nature trails. It includes a private entrance with a dedicated workspace with free high-speed WiFi. Remote workers are welcome! We have up to 20 horses on the property. You will have front row viewing to several right out your windows! It's set back in the woods about a 1/3 of a mile, however it is a convenient location close to Amherst, Hampshire, UMass, Smith and Mt. Holyoke.

Guest favorite

The updated kitchen features modern appliances, including a black microwave and oven. Light-colored cabinetry contrasts with the granite countertops. A coffee maker sits on the counter, and a dining table is visible, providing a space for meals. The floor is covered with wood-like laminate.

Apartment in Holyoke

4.85 out of 5 average rating, 146 reviews

Quiet bright & sunny 2 bedroom apartment w/ porch

Enjoy your stay at my family orientated quiet and clean 2nd floor unit in the beautiful highlands of Holyoke. Great neighborhood with big beautiful old homes full of charm. 3 minutes to interstate 91 and a grocery. Close to Six Flags and all the colleges, Northampton and Amherst. Private second floor porch and parking on the street directly in front of the home. The host lives in the home in another unit. The neighborhood is very quiet and safe with many conveniences nearby.

Top guest favorite

The living area features sloped ceilings with dormer windows, allowing natural light to fill the space. A comfortable seating area includes two gray sofas and a small dining table. A smart TV is mounted on the wall, and a kitchenette is visible in the background.

Apartment in Northampton

4.98 out of 5 average rating, 728 reviews

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

Guest favorite

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

4.89 out of 5 average rating, 993 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Top guest favorite

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

4.96 out of 5 average rating, 274 reviews

South Quarter House

Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)