Holiday rentals with breakfast in Pioneer Valley

Find and book unique rentals with breakfast on Airbnb

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Popular amenities for rentals with breakfast in Pioneer Valley

House rentals with breakfast

Top guest favourite
Home in Manchester
4.99 out of 5 average rating, 74 reviews

Very Private Country Home, Minutes from Hartford

AnneRating, 5 stars6 months ago
This home was was the perfect place to call home during our stay. Absolutely beautiful, comfortable with the most amazing back yard and enclosed patio. Great place to enjoy coffee, tea and conversation. The piano was a treat as we had musicians with us. Here for a family reunion with just about everyone born and raised in Manchester before jetting off to different parts of the globe, it provided a central place to visit, relax and connect. The highline trail is a hop skip and a jump away! Beautiful area to explore. Virginia was a fabulous host. You feel love here.
Top guest favourite
Home in Goshen
4.96 out of 5 average rating, 139 reviews

Lake Escape

PhillipRating, 5 stars7 months ago
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.
Guest favourite
Home in Feeding Hills
4.89 out of 5 average rating, 969 reviews

Farm Fresh Feeding Hills

MelissaRating, 5 stars1 week ago
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!
Guest favourite
Home in Bennington
5 out of 5 average rating, 48 reviews

The Henry House & Authentic Red Covered Bridge

JacquelineRating, 5 stars9 months ago
We had an excellent stay at Henry House. The interior was cozy and well decorated - with so many extra touches. Our favorite activity was sitting on the lovely front porch, looking out at the spectacular landscaping and watching the world pass by on the quiet country road. We highly recommend this rental for a large party.
Top guest favourite
Home in West Brattleboro
4.93 out of 5 average rating, 117 reviews

Modern Spacious Home with Mountain Views

JoannaRating, 5 stars1 month ago
My family of four loved Christine’s place! She is so thoughtful, leaving yummy snacks plus necessities as well. She’s a great baker and provided us with some yummy treats! The beds were super comfy and cozy, bathrooms were clean and well-equipped and we loved being both close to downtown but also could go hiking out the back door. We feel so grateful to have had such a lovely and relaxing place to stay. Thank you, Christine! ❤️
Superhost
Home in Amherst
4.81 out of 5 average rating, 16 reviews

Great/Ideal place near UMass for Graduation

FayobomiRating, 5 stars11 months ago
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 :)
Superhost
Home in Lenox
4.88 out of 5 average rating, 8 reviews

Whistler's Inn/The Garden Room (#9)

Mary EllenRating, 5 stars7 months ago
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!

Apartment rentals with breakfast

Flat in Shaftsbury
4.47 out of 5 average rating, 73 reviews

Bungalow Apt Farm Stay

JamesRating, 5 stars14 months ago
This is a great spot to stay in Shaftesbury! Clean and well appointed.
Guest favourite
Flat in Dummerston
4.92 out of 5 average rating, 403 reviews

~Serene Barn Retreat~

LisaRating, 5 stars5 months ago
Charming and very comfortable living space. As listed and in pictures. Brianna was wonderful with instructions and recommendations in the area. Much to do in the area, convenient access. Thank you, Brianna!!
Flat in Colebrook
5 out of 5 average rating, 25 reviews

Rural retreat in Colebrook CT

CarrieRating, 5 stars26 months ago
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.
Guest favourite
Flat in Deerfield
4.93 out of 5 average rating, 59 reviews

Nestled Inn

LorraineRating, 5 stars8 months ago
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!!
Top guest favourite
Flat in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month ago
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!
Guest favourite
Flat in Stephentown
4.95 out of 5 average rating, 39 reviews

2 Bed Berkshire Getaway @ Stephentown Hotel

GianninaRating, 5 stars3 weeks ago
We booked a quick in and out mini trip from Long Island. It was so easy to get there, perfect location if you’re looking to get away from the hustle and bustle and need to unplug for a bit. We booked one of the larger apartments since we were traveling with 3 kids and our dog. We felt right at home, the design and decor allowed us to cozy up quickly. They put effort into the small details that provide the comfort you’re looking for when being away from home. Tons of games to play with the family, comfortable mattresses, perfect lighting, stocked kitchen. Everything you need to start a fire outside along with s’mores kits. The boys played ball and with a few other things that were provided in the outdoor bins. The kids were also very interested learning about the history of the actual hotel and location, and how the history of it has been preserved while creating something beautiful and cozy for families. The place smelled great and was spotless.
Top guest favourite
Flat in Northampton
5 out of 5 average rating, 49 reviews

Button’s Modern Luxury Walkup DT

JohnRating, 5 stars4 days ago
Jacqueline's place is terrific -- perfect downtown location, bright, well-appointed, and comfortable, with nice design touches everywhere. She was a great host as well. Highly recommend.
Guest favourite
Flat in Shelburne Falls
5 out of 5 average rating, 17 reviews

Beautiful apartment in Scenic Shelburne Falls

JeremiahRating, 5 stars8 months ago
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!

Bed and breakfast rentals with breakfast

Guest favourite
Private room in Litchfield County
4.92 out of 5 average rating, 12 reviews

Private en-suite Bedroom in Historic Inn

KarleneRating, 5 stars8 months ago
We totally loved our stay! The town of Norfolk is so quaint. But Airbnb bed-and-breakfast, we felt right at home really loved the breakfast in the morning when we all sat around the table and had conversations with all the guests that were staying. I would definitely stay there if we return to the area.
Guest favourite
Private room in Windsor
4.86 out of 5 average rating, 21 reviews

Calling all foodies who seek an amazing breakfast!

LisaRating, 5 stars3 weeks ago
I needed a place to stay the evening I arrived at the Bradley Airport and I didn’t want to stay in a hotel. I’d never been to the area and wished I had a friend to stay with. Alas, I did! Only I didn’t know at the time that Sandra and Tom would fill that role. I literally felt like I’d gone to visit friends from the moment I arrived until I departed. The bedroom upstairs was cozy and the gourmet breakfast the next morning made it very much worth not staying in a hotel! I wasn’t hungry until mid afternoon, which turned out to be convenient because I had meetings until then. If I ever return to the area, I will stay with my friends Sandra and Tom again!
Private room in Worthington
4.97 out of 5 average rating, 120 reviews

Country Luxury in the Heart of the Berkshires

RyanRating, 5 stars11 months ago
Jim and Michelle were such welcoming and accommodating hosts. Their home is the perfect location tucked away in the countryside. Enjoying coffee and breakfast with Michelle on Sunday and their super friendly dog, Darby, was such a pleasant treat. Would love to come back more and explore the area. One thing to note, if you have Verizon you'll be off the grid here because cell service is sparse - but that's probably the best way to fully immerse yourself in the property and truly enjoy it!
Top guest favourite
Private room in Amherst
4.91 out of 5 average rating, 211 reviews

OrchardSlope

NancyRating, 5 stars3 weeks ago
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!
Superhost
Private room in Dover
4.97 out of 5 average rating, 38 reviews

Deluxe King, kitchenette,fireplace- Cider House 1

Rebecca ARating, 5 stars5 months ago
My boyfriend and I spent two wonderful nights in Cider House 1. We had a fabulous time. Peaceful and relaxing with beautiful fireplace.
Guest favourite
Private room in Sunderland
4.94 out of 5 average rating, 197 reviews

Private 2nd Floor Studio Apartment With a View!

PhillipRating, 5 stars4 months ago
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.
Guest favourite
Private room in Suffield
4.79 out of 5 average rating, 39 reviews

The Lily House - The Stargazer Master Suite

AlexisRating, 5 stars1 month ago
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!
Cabin in Sheffield
4.77 out of 5 average rating, 71 reviews

The Brook House at Race Brook Lodge

DianeRating, 5 stars10 months ago
Only my husband and I stayed in Casey's place, Race Brook Place at Race Brook Lodge. The king size bed was very comfortable, the house very clean, including the refrigerator. The couch and chairs were comfortable and the Wifi easy to connect to. We appreciated the ice cube tray in the freezer part of the refrigerator. We checked in before going to see James Taylor perform at Tanglewood on July 4th. We stayed 2 nights in Casey's place, the nights of the 4th and 5th of July. On the 5th we rode our bikes on the the portion of the Ashuwillticook Rail Trail that is beside a lake. On the 6th after we checked out we drove to nearby Umpachene Falls Park to see the falls. It was a very enjoyable mini vacation for us. Diane Mather

Destinations to explore