Holiday rentals with breakfast in Western Massachusetts

Helen was super helpful providing clear instructions for checking in and out & communicating fast and efficiently! The place was clean and peaceful to stay at. Would definitely recommend to friends and family!

Great cozy place! Very cute & comfortable! Close drive to Saratoga Race track! Great host! Definitely recommend!

Diana’s house was absolutely perfect! Pristinely clean, very comfortable and super convenient to everything in the area! Diana was such a great host, was so easy to communicate with, really helpful in giving suggestions for the area and checked in to make sure everything was perfect once we got there! I would highly recommend staying at her home! If I could give more than 5 stars, I would 🙂

I worked hard to feel like I was a good guest. Sarah told me I went above and beyond by the many cleaning tasks I undertook, triggered by my boyfriend getting cut by glass on his foot trying to fold towels. That does not take away from Sarah or the property as a whole, because I believe these were overlooked tasks by the cleaning crew and therefore maintenance staff were unaware of it. It was almost immaculate until I started realizing that it was not as as tip top as the standards of cleanliness at “Top down housekeeping”, who’s owner and staff are thorough, honest & flexible with pricing.

Christine went above and beyond in welcoming us to her place. The fridge was stocked and she gifted us with homemade treats at the beginning and in the middle of our stay. Her place is spacious, clean, and comfortable. We enjoyed adventuring on the walking paths behind the house and her guestbook offered wonderful tips for Brattleboro and the surrounding area. We had a wonderful time!

Kira’s place felt just like home - comfortable, clean, warm, and lovely. Kira was also very responsive and kind in all her communications with us. We would absolutely stay again, without a doubt!

Madeline is a true professional as a host. This was our third time returning to her place because it has been a great experience every time in all ways. She is responsive and clear about what she offers and what she expects. Strongly recommend her and her beautiful place with great views

We had a fantastic stay at Shannon’s lake house! From the start, Shannon’s communication was excellent, making check-in and getting settled a breeze. The house itself is full of charm and offers a stunning view of the lake. It was impeccably clean, and the beds were very comfortable — a perfect retreat for our family. We were visiting my son's school and chose this property because of its convenient location and the opportunity for him to fish — one of his favorite activities. Shannon went above and beyond by charging the boat battery, ensuring everything was ready when the weather improved. Thanks to her, my son was able to catch several fish, including his first trout and smallmouth bass — a memory he won’t forget! Shannon lives next door and strikes the perfect balance between being available if needed while giving you complete privacy to enjoy the property. We would absolutely recommend this place to others and look forward to booking again in the future.

Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack

We have a wonderful stay at Diane’s. Whenever we travel to Athens to kayak the Hudson River, we stay at Diane’s. It’s clean, cozy and close to all. Diane, thanks for a lovely stay. Mary and Rob

We have family in Springfield so staying at Whitney and Alex’s place is perfect for us. It’s spacious and comfortable. This was our second stay and we will definitely be returning.

Susan's place is exactly as advertised and more. Very comfortable and well-equipped space with nice extras - coffee, tea, snacks, firewood and a grill with grill spatula, etc. Quiet, country setting that is a great value compared to hotels in the area. Would recommend and stay again.

Great hosts that make you feel right at home. We were greeted with some extra special touches that we were not expecting during our stay, that was very thoughtful. The space is exactly as pictured and very comfortable. We would definitely come back

We loved our weekend ! The apartment is very clean and calm. Thank you Mary & Lance.

The stay was amazing. Great hospitality and apartment. I would definitely recommend for quiet time or a romantic weekend. Anna and Sean went above and beyond to make sure you had everything you need.

Friendly and helpful, perfect place for me, plenty of space for several people. This is the top of an old house, with all of the character that goes with that. Don't expect this to be modern, window A/C for example, and I like that. I have no concerns about the location or any of the amenities. I can easily recommend this place and will likely return.

Karl and Jane are really nice and friendly host! They provided delicious breakfast for us and gave us clear instructions for our stay at their house. The room is clean and cozy to stay. We will definitely choose to stay next time! Sally

I am so honored to have been one of the last guests who had the privilege of staying in this beautiful home. Thank you, Chris and Fran, for the wonderful conversation, the magic tricks, delicious local breakfasts, recommendations, and opening your charming historic home to our travels!

Susan was lovely, kindly offered to cook us breakfast and watch our dog while we went to dinner! The location of this bnb is hard to beat, amidst a charming town, accompanied by the sounds of birds chirping and the sights of fireflies and rolling hills. Was a welcome reprieve from our normal city life!

We were all staying at High Grass Farm so we could attend the Brimfield flea market and the location of this place was perfect! The house itself was very nice and cozy. When we arrived, there were fruits, granola bars, and even a cake made for us to enjoy. The host, Karen, was quick to respond to our messages and even helped us out with our dog while we were out. Overall, an amazing stay and we hope to be back again!

We had a great time staying at the Lacey Rose! I appreciated the direction communication from Denise and being in a space that was so thoughtfully decorated and cared for. Breakfast made for us at the time we requested was a huge bonus as well!

Felt like we were nestled in the range of Mount Toby. The property and studio were super quiet, super non scented and clean with plentiful views to awe at. We needed ths peaceful trip while watching our son graduate. We are huge fans of Pioneer Valley. We know this area well so we took advantage of all great foodie places and all nature locations we could pack in. We would love to visit your place again! A slice of heaven for us

Wonderful stay; beautifully landscaped gardens provided a bucolic and restful stay. Repeat patrons that truly appreciate and value the hospitality and amenities provided by the hosts - thank you Nicole and Rom 🌞

Gene was friendly and low-key to go along with his meticulous instructions and clear notes about locking doors, kitchen use, etc. His home has an amazing history and it's clear he cares deeply about it. Thanks Gene we had a delightful stay.