
Pet-friendly holiday rentals in Hampden County
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Top-rated pet-friendly home rentals in Hampden County
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Pet-friendly house rentals

Beautiful, quiet and cozy home in Becket!
A beautiful serene home set up with everything you need. We loved the space, both inside and out. There was a country store right down the road that had amazing food. Enjoyed relaxing on the deck after a great day of hiking. With so much hiking in the surrounding area, we are already looking forward to booking again.

Entire 1-st Floor Apt & Specials for 3+ Stays
Great location, restaurants and supermarket within walking distance. Immaculate! Thoughtful snacks, coffee, tea, water, cereal, and creamers. And our hosts were especially accommodating for parking our motorcycle. Hope to come again! Thanks for everything.

Moonstone Lake House – romantic, serene, fun!
Had a wonderful stay at Mighty’s house on the lake. It was such a peaceful and beautiful area. The house was clean and tidy with a spacious bathroom and comfortable bed. It was reassuring to have our hosts right next door but there was a good amount of privacy. We enjoyed the fire pit in the evenings, taking the canoe out on the beautiful lake and having some space and time to wind down. I highly recommend this home for anyone looking to step away from life for a little while.

Berkshires hideaway! Hikes & serenity near lake
Niki and Adam’s place was wonderful! Space for everyone, well equipped, comfortable and clean. Communication responses were quick and clear. All 3 generations of my family thoroughly enjoyed their home and its surroundings. Highly recommend!

Little House Inn - Brimmy - Private Home
We were on the way back home from Acadia and were highly pleased with our decision to split up the drive with a night at Cheryl’s place. Perfect landing place for families with kids, as ours instantly went to town playing in the bedroom, which was packed with all sorts of fun options. It is cozy and feels very much like home. Old Sturbridge Village was a short drive the next day and fascinating itself. Very welcoming and affordable option for families!

Clean/Spacious 1 bedroom house. Kitchen, LR, DR.
We really enjoyed our stay here. House was comfy and clean on a beautiful quiet street. Plenty of off road parking. There were little extras throughout the house that was very convenient, although we didn't need it, there were plenty of toiletries and snacks! Maria was an excellent host very attentive to making our stay comfortable as possible.

Cozy First Floor Living Nestled in the Woods
We loved our stay in Stacy’s cozy, clean, and pet-friendly home! Our furbaby felt right at home and enjoyed the dog toys. Host was responsive and accommodating. Peaceful, and very beautiful home in a nice area. Highly recommend!

Antique Home w Private Pond, Sturbridge /Brimfield
Wonderful place! Exactly what we needed! Super cute, nice yard for dogs to run around! Dave was super responsive and helpful. Great place to eat just a min away from the house. Super convenient location. Highly recommended ! 😊🙏
Pet-friendly home rentals with a pool

Whitetail Ridge Acres of The Berkshires
My family and I needed to unplug and get away. For me, that means floating in a pool. I searched for houses with pools in NY, CT, PA and MA, when I found this one. We drove up in the pouring rain, but when we woke up the next day there wasn’t a cloud in the sky. The kitchen had everything we needed including spices and flour ( I baked bread as soon as we arrived). Once we bought groceries, we never left the house again. Used the grill, at outside, floated in the pool and even got to watch a meteor shower. Susan was incredibly responsive. We had a great time.

Sunset Ridge
Deborah was the perfect host! Always responsive and super friendly. The place was beautiful with an absolutely gorgeous view. We got to see some stunning sunrises (not normally our thing, but we had to be up early and that more than made up for it). There were lots of thoughtful touches like charging cables for all types of phones on both sides of the bed - not always easy to handle on travel, so this was most welcome The bed linens were wonderfully soft and warm, made for delightful sleep. Additionally when I caused problems with their plumbing, she was super chill and nice about it - I'm still so very sorry for that, Deborah! Thank you for an absolutely delightful stay!

Dog friendly, 2 fireplaces,Pool, Pickleball, 3 bd
This was exactly what we needed for a trip out to see our son at school. Not only did it have what we needed but so much we didn't know we wanted. An excellent kitchen, plenty of space, dog friendly, a pool and pickleball! We had a couple of big battles with the kids while they were at the house for some much needed home cooking. The bed was very comfortable and Mary was very helpful if needed. I look forward to many future stays at Mary's home

NE Historical Mansion-pets and pet lovers welcome
It's not a private space with a door that locks behind you, but it felt pretty private up on the top floor of that huge old house. The main room is enormous, with plenty of open space if you wanted to do yoga or whatever. The bedrooms are also a good size, and there was lots of space for my dog. It took a moment to get use to not having a sink in the "kitchen" area, but the bathroom sink is kitchen sink sized, and had everything you'd need to clean up breakfast dishes. All in all it was a good value for a place that was virtually private and had 2 bedrooms, AND allowed me to bring my dog.
Private, pet-friendly home rentals

Beautiful Downtown 1BR Victorian Brownstone
Beautiful home with everything you will need. Comfy and, for the most part, relaxing. The host is quick and responsive. Parking was easy to find within the neighborhood and safe. Would definitely stay again if I needed to be in the area. This apartment is on the 2nd story. It has gorgeous stain glass windows in the bedroom and the host has done a great job with furniture that is comfy. However, this apartment is also in downtown Springfield, which means there will be loud sounds, not only by cars, but people as well. Having lived in numerous large cities, I felt this was on the quieter side for a city. I, a single female, felt safe walking my dog late in the evening and early in the morning (5-6am). Is this my preferred living situation? No. But would I stay here again if I needed to be in the area again? Yes. Per another guest's review, I also reached out to the host regarding the thermostat. He was quick to respond and even rectified my concerns.

Nerd Preservation Sanctuary
My husband and I loved our stay at this house. It checked all our boxes. It was clean, spacious, had a comfortable bed, plenty of hot water and a barbecue grill. It also came with lots of personality. We ate breakfast at the local country store/cafe called Sherwood Forest most days. It was a great place to relax and enjoy the peaceful surroundings.

My Lake House w/dock and kayaks
Spent a wonderful week during Christmas here with my adult son whom I hadn’t seen in years. Launa went above and beyond with making the home cozy and comfortable and the Christmas decor was more than I could have imagined. Launa allowed an early check in although I had an emergency which did not allow me to check in early but she offered me the option. Launa also allowed us a late check out which was very much appreciated. The only thing I wished was that the beds were a little less firm as I found them to be too firm but that’s just my preference. Very tranquil place and many memories were made. I would love to stay again perhaps during warmer months to enjoy the lake and outdoors but all in all it’s a beautiful home.

Duplex 2 home away from home
It was wonderful. It was spotless and spacious. Just enough but not too much! I loved that they had extra toiletries in case you forgot to travel with yours! I would highly recommend it!

Whispering Woods Cabin | Sauna/Fireplace/Serenity
amazing! both the host and the house. secluded feeling. magical!

Cheerful 2 bedroom cottage with lake access.
This was the perfect spot for our mini vacation with our adult son and dog. The house was adorable and comfortable...the beds were especially comfy. The fenced in patio area and sun porch was so relaxing and although no one actually slept on it, the daybed was very comfortable as well. We enjoyed our day trip to Boston and multiple trips to Treehouse Brewery. Gwen's communication was awesome...such a terrific host! Hoping to stay again.

Lux on the River near Tanglewood w/220v EV charge
This is a great stay! Peaceful and you feel as if You are one with nature. Very clean. Arthur and Julie are quick to respond. Kitchen and bath have everything you need, including starter and wood for the wood stove. Cozy place right on the river where you can listen to the rolling sound of the river. Close to CT where we had a nice dinner at an old Inn with delicious blueberry cobbler. Beautiful Drive to norman rockwell museum, great Barrington and other Berkshire towns. We would most definitely stay at this home again.

Park Street Flat
Really liked our stay in Easthampton. Lindsey was responsive when I had a question, the space was easy to get in and the instructions were clear. Location exactly as described. Was great for our girls weekend, and we really like Easthampton. So charming!
Destinations to explore
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- Six Flags New England
- TPC River Highlands
- Bushnell Park
- Jiminy Peak Mountain Resort
- Taconic State Park
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Kent Falls State Park
- Bash Bish Falls State Park
- Brownstone Adventure Sports Park
- Mount Greylock Ski Club
- Brimfield State Forest
- Norman Rockwell Museum
- Sleeping Giant State Park
- Dinosaur State Park
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hartford Golf Club
- Douglas State Forest
- Bigelow Hollow State Park
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Naumkeag