Holiday rentals with breakfast in Pioneer Valley

Find and book unique rentals with breakfast on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for rentals with breakfast in Pioneer Valley

House rentals with breakfast

Top guest favourite
Home in West Brattleboro
4.93 out of 5 average rating, 118 reviews

Modern Spacious Home with Mountain Views

AmyRating, 5 stars1 month ago
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!
Superhost
Home in Amherst
4.82 out of 5 average rating, 17 reviews

Great/Ideal place near UMass for Graduation

DianeRating, 5 stars1 month ago
We enjoyed our stay — perfect location for visiting UMass! Raphael was a terrific host, friendly and helpful. Beds were super comfortable, pretty linens, and the kitchen had everything we needed. We hope to stay again next time we visit Amherst.
Top guest favourite
Home in Salisbury
4.98 out of 5 average rating, 129 reviews

Upland Meadow Retreat - 3 bedrooms/2 baths

NazRating, 5 stars1 month ago
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
Top guest favourite
Home in Brimfield
4.93 out of 5 average rating, 167 reviews

Brimfield Lakeside Home Away from Home

JeffreyRating, 5 stars1 month ago
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.
Superhost
Home in Lenox
4.88 out of 5 average rating, 8 reviews

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

Mary EllenRating, 5 stars9 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!
Top guest favourite
Home in Manchester
5 out of 5 average rating, 20 reviews

Perfect Spot for a Getaway, Spacious 2 BR

HeleneRating, 5 stars1 month ago
My husband and I enjoyed our two-week stay at Virginia's house. We felt instantly at home there. It was spacious, had everything we needed and then some, felt rural and secluded, yet was just a short drive to stores and the turnpike. The three-season porch and the library were especially cozy rooms. We had a small glitch when we couldn't access the internet, but within half an hour of notifying Virginia, it was up and running again. It would be difficult to do better than that. Thank you, Virginia.
Guest favourite
Home in Longmeadow
4.96 out of 5 average rating, 81 reviews

★Unique Suburban Retreat Cozy Comfy Pet Friendly★

Kristen AnneRating, 5 stars5 months ago
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.
Guest favourite
Home in Simsbury
5 out of 5 average rating, 12 reviews

Charming Cottage next to Flamig Farm

JoeRating, 5 stars2 days ago
Julia's place was as advertised. It was clean and well maintained. We were in the area for a family wedding. It was myself, my wife and two young adults -space was fine for four. Home was spotless with a fully appointed kitchen. We only used it for breakfast ...but you can prepare a full meal. The fresh eggs from the little farm across the street was a nice touch.

Apartment rentals with breakfast

Guest favourite
Flat in Dummerston
4.92 out of 5 average rating, 411 reviews

~Serene Barn Retreat~

AshaRating, 5 stars2 weeks ago
We had a wonderful stay in this peaceful airbnb. We loved the layout and the views of the forest. The king size bed was super comfortable and Brianna was accommodating of my husband's need for down-free bedding. The exposed beams from the original barn and the natural wood made the apartment warm and cozy, especially during a powerful rainstorm. Highly recommend visiting the tiny cemetery down the road!
Guest favourite
Flat in Deerfield
4.93 out of 5 average rating, 60 reviews

Nestled Inn

CatherineRating, 5 stars1 month ago
Great stay, had everything we needed. Host was very accommodating!
Guest favourite
Flat in Stephentown
4.95 out of 5 average rating, 39 reviews

2 Bed Berkshire Getaway @ Stephentown Hotel

GianninaRating, 5 stars2 months 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 Brattleboro
4.99 out of 5 average rating, 141 reviews

River View apartment

JohnRating, 5 stars4 days ago
If you are in the Brattleboro area, I highly recommend this listing. It was clean, comfortable, and quiet. We were there for just one night, but were very pleased with these accomodations.
Guest favourite
Flat in Brattleboro
4.89 out of 5 average rating, 567 reviews

Cozy, Private & Great location for exploring VT !

VincentRating, 5 stars2 weeks ago
Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.
Superhost
Flat in New Lebanon
4.78 out of 5 average rating, 18 reviews

A Sacred Place

LauraRating, 5 stars1 month ago
Our favorite Airbnb upstate so far! Incredibly homey and cozy space, beautiful decor, very clean, comfortable beds, fully equipped kitchen, so quiet and private. Erica left fruit and eggs for us which was very thoughtful. WiFi signal was pretty weak, but it was a good opportunity to disconnect. Loved the place overall.
Top guest favourite
Flat in Pownal
4.94 out of 5 average rating, 199 reviews

The Shepherd's Retreat

BetsyRating, 5 stars1 day ago
We were very happy with the place. It was well stocked for whatever you needed. We asked about breakfast places because we needed to eat out one morning and they responded that they supplied eggs, bread, English muffins, and coffee. Everything was super clean and updated. We loved sitting on the front porch swing and looking at the beautiful flowers. Bennington, VT (groceries, restaurants, and a great toy store) was about 15 minutes away and Williamstown was 22 minutes away. Would highly recommend if you need a place to stay in the area.
Guest favourite
Flat in Nelson
4.89 out of 5 average rating, 94 reviews

Swiss Chalet Family Retreat!

JulietteRating, 5 stars1 week ago
We had a lovely stay and the place was cute beyond our expectations. The area is beautiful and we felt right at home for a week.

Bed and breakfast rentals with breakfast

Top guest favourite
Private room in Deerfield
4.99 out of 5 average rating, 184 reviews

Queen bed suite, full breakfast, five stars

Cristiany and ToddRating, 5 stars3 weeks ago
Yet another wonderful 5-star stay at Jane & Karl's lovely home in Deerfield. Delicious homemade breakfasts, spacious and clean rooms, and always a warm welcome from Jane & Karl. Have stayed over 10 times across 3 years, and every time has been great - and there's always an improvement each time!
Place to stay in Ashfield
5 out of 5 average rating, 14 reviews

Norton Hill BnB

JohnRating, 5 stars4 weeks ago
We had a graduation in Northampton and needed to accommodate many family members. Yohah’s lovely house was the perfect solution. It was homey and nicely decorated with lovely art. It was just a half hour away from Northampton, which was very convenient for us. Yohah was a great host, who was up the challenge of supporting our shifting schedule and plans. Flexible, thoughtful and an excellent cook! He also has a beautiful yard and croquet set! Truly, we could not have asked for a better experience!
Top guest favourite
Private room in Amherst
4.91 out of 5 average rating, 212 reviews

OrchardSlope

StephenRating, 5 stars1 week ago
We had a lovely and very comfortable stay at Michele’s place. They made the trip a wonderful and memorable weekend.
Guest favourite
Farm stay in Southbridge
4.97 out of 5 average rating, 196 reviews

High Grass Farm (old listing)

ChristopherRating, 5 stars1 month ago
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!
Guest favourite
Private room in Sunderland
4.94 out of 5 average rating, 198 reviews

Private 2nd Floor Studio Apartment With a View!

GayleRating, 5 stars1 month ago
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
Top guest favourite
Private room in Amherst
4.93 out of 5 average rating, 208 reviews

BigSkyHilltop: Queen & single bed, full breakfast

PatriciaRating, 5 stars8 months ago
I spent a wonderful 24 hours in Josette’s home. It was one of the best Airbnbs I ever stayed in. Beautiful surroundings, an amazing breakfast and a super comfortable bed. I hope to be back.
Top guest favourite
Private room in Brimfield
4.95 out of 5 average rating, 412 reviews

New England Escape

EmilyRating, 5 stars3 weeks ago
I was thrilled with my stay at this beautiful Airbnb, it met and exceeded all my expectations. The place was clean, quiet, private, and equipped with everything I needed to be perfectly comfortable. I would definitely stay again, and highly recommend to anyone who needs a place to stay!
Superhost
Private room in Sandisfield
4.92 out of 5 average rating, 137 reviews

Hospitality in the Berkshire Woods

FairlieRating, 5 stars8 months ago
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.

Destinations to explore