
Vacation rentals with breakfast in Pioneer Valley
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Top-rated breakfast rentals in Pioneer Valley
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House rentals with breakfast

All-Season Berkshires Escape: Ski, Hike, Swim
The house is great for a family or group, with ample bedrooms and spacious common areas to hang out. The location is serene and peaceful, and Josh and Emily were attentive and responsive hosts. Highly recommend!

Lake Escape
I’ve stayed here multiple times! Steve is always a great host. Easy to communicate with and always there when you need him. Place is a little gem, always clean with full amenities. It’s always my go to spot.

Eclectic Victorian Charm
Chris and Fran were great hosts. they made me feel right at home, with coffee, a light breakfast, and great conversation. the room was large and comfortable, inside a grande, historic house.

Farm Fresh Feeding Hills
We enjoyed staying at Nancy’s place, it was super comfortable and our dog loved it too! There was plenty of space to walk our dog and we really enjoyed watching the animals from the back porch!

BigSkyHilltop: Queen & single bed, full breakfast
Loved our stay! Just a quick weekend getaway for a friend and me and it was perfect for that. The yard is incredibly peaceful, filled with birds and a gorgeous view. The beds were very comfortable, and Josette’s breakfast was a delicious start to the day. We would love to come back again.

Great/Ideal place near UMass for Graduation
Raphael was such an amazing host! Ver responsive and always going the extra mile. My family and I enjoyed our stay here and it is basically on the UMass campus! So getting to graduation was extremely easy :)

Whistler's Inn/The Garden Room (#9)
Gorgeous place in a great, walkable location. Our room was very clean & comfortable. Breakfast was excellent. Our host filled us in on the history of the inn and what's going on in Lenox. Hope to stay again soon!

★Unique Suburban Retreat Cozy Comfy Pet Friendly★
I really liked staying in this Airbnb and it’s prime location in Longmeadow, Massachusetts. It was convenient to my parents home, who I was visiting. There was a polar vortex and the home was so toasty warm and cozy! I really enjoyed getting back there at the end of my day. This AirBnB is one of the better stocked properties I’ve stayed at. They had plenty of towels, sheets, extra fleece blankets, and kitchen items. Many times when I stay at a place I will run out of things such as garbage bags and paper towels, and there aren’t any extra there. That wasn’t the case at Robert’s property. He was very, very thoughtful in setting up this home for guests! I’ll be back! Thank you.
Apartment rentals with breakfast

Rural retreat in Colebrook CT
Marge was an amazing host who went to effort to ensure we were comfortable and taken care of. For example, in advance of our arrival she asked what type of bread and juice we preferred and if we wanted milk or cream for our coffee. She providd fresh eggs and even sent a dozen to our daughter who lives down the street. The apartment was welcoming, clean and cozy. The kitchen and pantry were well-supplied to meet our needs. We will definitely stay at Marge's next time we visit our daughter.

Nestled Inn
Enjoyed our stay. Frank and Manon greeted us and were very friendly. The place was clean, quiet and very comfortable. The refrigerator was very well stocked!! Highly recommend!!

Suite 23 - Spacious Sunny 2-BR with Mountain view
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!

Button’s Modern Luxury Walkup DT
Jacqueline's place is perfection!! Comfortable, clean, tastefully decorated, and the location couldn't be better. We were in town for a comedy show and the venue was a short walk from the apartment. Jacqueline is better than any other Airbnb host I've ever encountered. Not only does she communicate clearly, she goes out of her way to welcome you by providing tailored extras -- cookies, milk, sparkling water, even wine. If you stay with her, you'll be so glad you did!

Beautiful apartment in Scenic Shelburne Falls
We stayed for a month in Karen's apartment in Shelburne Falls. The bedroom is enormous, with an extremely comfortable bed and great air conditioning for summer months. The living room is cozy, with a big-screen TV, lots of books, and a dining room table. There is a well-stocked kitchen for folks who want to cook at home. The house is also a ten minute walk to Shelburne Falls' serene downtown area, where there are a few great restaurants and coffee shops. It's also extremely close to a lot of good hiking trails. Karen herself is one of the best hosts that we've stayed with. She took the initiative to check in on us throughout the trip, and met us ahead of time to talk about expectations. We really enjoyed our stay!

Maple House, Oak Room
The reviews don’t lie! When you stay at Bill and Pamela’s, you feel like friends, not strangers! Never before had we had such friendly and caring hosts. They had fantastic recommendations, created a beautiful breakfast spread, and were just lovely to chat with. We will be spreading the word about this gem for sure!

Spacious 1500 sqft apartment next to Smith College
Thank you for the stay. So much character in this space.

Studio In Town, By the Water, Walk to Shops/Campus
What an adorable spot! Had everything I needed, was immaculately clean. Loved the river in the background and the fact that I was near town. Great spot to eat across the street (nice after a full day of driving around). Here's a weird thing that everyone might not appreciate, but there were plenty of electrical outlets! Unusual in an older home. And while it was in town on what would seem a major street, it was very quiet. I had the window open at night and it was very peaceful.
Bed and breakfast rentals with breakfast

Norton Hill BnB
Wonderful place to host our party. Comfortable historic home and lovely attention to detail- the fresh cut flowers were beautiful! Yohah was kind and welcoming. We slept deeply and had the perfect New England getaway.

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
We had a really enjoyable stay with Ernie and Eric! Ernie made us a delicious breakfast every day and made us feel right at home. The bed was very comfortable and the hot tub was a nice addition! Highly recommend staying here.

OrchardSlope
We really enjoyed our visit and the house was welcoming, charming, very clean, and comfortable. The hosts were very friendly and flexible about our late arrival time. There was also delicious coffee for us in the morning!

Private 2nd Floor Studio Apartment With a View!
I can’t say enough about the beauty and isolation of this spot. Within a 10 minute drive there are a variety of good restaurants and shops, and Northampton isn’t far. But for walks in the woods, biking or looking at the mountains through the 270 degree window panorama, this spot is extraordinarily spacious and cozy. There are a number of famous rock climbing sites nearby. The bathtub is the largest I’ve used, not a jacuzzi, but bigger than most hotel jacuzzis. Plenty of hot water.

New England Escape
We stayed at Nicole’s for a wedding in Sturbridge. They had no issue letting us check in early, easy check in and a lovely property. Lots of Halloween movies were on cable which reminded us of being kids :) Easy drive to Sturbridge, I’m so glad we chose her place because it was spacious and private and probably 1/5 the cost of staying in town. She has everything you need for a short stay! Plus the goats and chickens are very sweet. Thanks very much.

The Lily House - The Stargazer Master Suite
Definitely a great spot if you ever need to stay the night in Suffield, CT! We enjoyed the homey feeling and spacious sized rooms. We stayed in the Stargazer Master Suite which was perfect for 2 adults and a child. It was near the common area that had plenty of coffee options, snacks, a microwave and refrigerator. It was exactly what we were looking for!

The Purple Chef's House
Beautiful house and amazing hostess! We both had a great time. Sharon is super friendly and very helpful. Can't wait to come again ❤️

Hospitality in the Berkshire Woods
We had such a lovely time staying at George and Annalee’s! The breakfast was excellent, including catering for us being vegan, and they gave us great local recommendations. They were really hospitable and friendly including picking us up from the bus stop in town! We really enjoyed our stay and would definitely stay there again.
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Monadnock State Park
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- Otis Ridge
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- Naumkeag
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