Holiday rentals with breakfast in Hampshire County

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Popular amenities for Hampshire County Holiday Accommodation with Breakfast

Holiday House Rentals with breakfast

Home in Amherst
4.86 out of 5 average rating, 237 reviews

Kimball downstairs

AnnaRating, 5 stars3 months ago
My family stayed here over the holidays and reported an easy and great experience!
Top Guest favourite
Private room in South Hadley
4.96 out of 5 average rating, 173 reviews

Beautiful bright bedroom with bath

SaraRating, 5 stars2 weeks ago
Selene’s place is a special bargain. The room is roomy, clean, and comfortable. Selene and her family are friendly, but not intrusive. The neighborhood is lovely and quiet, and an easy walk to restaurants and shops. This is my second time staying, and I hope not my last.
Guest favourite
Private room in Williamsburg
4.96 out of 5 average rating, 45 reviews

A Place for Peace - suite w/full bath

JuliaRating, 5 stars5 months ago
My sister and I spent our birthdays here and enjoyed a week of peace, reflection, and adventure together. Jill was so friendly, responsive, and welcoming and we found ourselves chatting with her over coffee each morning and walking around the property together. Jill is a wonderful person and we count ourselves so lucky that we got to meet her. Looking forward (so much!) to coming back soon and showing up, engaging fully, and letting go🍂🍁 Jill is the best!!!
Private room in Leverett
4.8 out of 5 average rating, 10 reviews

Airy room with hiking, breakfast

NatalieRating, 5 stars5 months ago
This place is a gem! I was looking for an area in a quiet area and this Airbnb was the perfect little nook to crash in. The bed was SO comfy and the Host was very friendly and responsive! She had a wonderful assortment of teas and fresh eggs that you can cook with. I went kayaking in the lake close to their home and it was so beautiful out there. I would say this is the perfect room for someone looking for a quiet nook in the woods!!
Guest favourite
Private room in Leverett
4.98 out of 5 average rating, 41 reviews

River View Bedroom in 1850s Grist Mill

AlyssaRating, 5 stars4 months ago
Gregory is a friendly host who is very welcoming and keeps a beautiful home.
Top Guest favourite
Home in Goshen
5 out of 5 average rating, 30 reviews

Light-filled Lake House in Goshen

BrianRating, 5 stars10 months ago
We had a wonderful stay at Carol and Robin’s home on the lake. Anyone looking for a serene and peaceful setting would be thrilled with this rental. Our hosts communication both prior to and during our stay was top notch. We certainly hope to return someday.
Top Guest favourite
Private room in Amherst
4.98 out of 5 average rating, 101 reviews

BigSkyHilltop: private suite & bath/full breakfast

BrianRating, 5 stars5 months ago
The location is beautiful up on a hill with beautiful fall foliage, gardens and wildlife abound! Definitely a world away from urban living. Josette has great recommendations of things to do in the area. Includes freshly made items with included breakfast! A great find if you like to wake up early and take in the surrounding area.

Apartment rentals with breakfast

Guest favourite
Apartment in Deerfield
4.93 out of 5 average rating, 59 reviews

Nestled Inn

LorraineRating, 5 stars7 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!!
Apartment in Northampton
4.68 out of 5 average rating, 249 reviews

Spacious 1500 sqft apartment next to Smith College

DavidRating, 5 stars1 month ago
Delia's place was wonderful and the location was close to all of the amenities of the Northampton area.
Top Guest favourite
Apartment in Northampton
5 out of 5 average rating, 44 reviews

Button’s Modern Luxury Walkup DT

AlisonRating, 5 stars4 months ago
WOW~ what a beautiful and inviting space! Walking into the apartment took our breath away. The decor, ambiance, cleanliness, and attention to detail was truly exceptional~ just like the pictures but even better in person! What a treat to experience the warmth and charm of this upscale and cozy space for the weekend. The love and care poured into every aspect did not go unnoticed. Jacqueline was a phenomenal host, and made everything so easy, from check in, to check out. Not to mention the special treats laid out upon our arrival. And you can’t beat the location, it was just perfect! 5 STARS across the board in all categories!!! This is undoubtedly one of the best spots in town if not thee best!!! Do yourself a favor and check it out!!!
Top Guest favourite
Apartment in Deerfield
5 out of 5 average rating, 33 reviews

New, Tranquil Apartment w/views of Mt. Sugarloaf

NaveenRating, 5 stars3 weeks ago
We had an excellent stay at Jennifer’s. It’s been the best so far! The arrangements in the kitchen and all the provisions were excellent. Very generous I would add. The washer / dryer set up really took care of all our needs. The kicker of course was the coffee bar! We enjoyed our stay. Thank you!

Bed and breakfast rentals with breakfast

Top Guest favourite
Private room in Deerfield
4.99 out of 5 average rating, 179 reviews

Queen bed suite, full breakfast, five stars

ChrisRating, 5 stars1 month ago
Jane and Carl are quite possibly the best hosts I've ever had. They were innkeepers for a long stretch and it shows. Their place is so cozy and clean and it's set in a beautiful location. Deerfield is a lovely place with lots of farmland and as it suggests, fields :) They made me breakfast in the morning and it was so delicious. An omelette and a bowl of fresh fruit with a muffin and some orange juice. There's a coffee maker in the space with lots of tea and coffee to choose from. The bathtub is generously sized so great for soaking. They both communicated very well and are very respectful boundaries. I highly recommend to stay with Jane and Karl!
Top Guest favourite
Private room in Belchertown
4.98 out of 5 average rating, 193 reviews

Eclectic Victorian Charm

MatheauRating, 5 stars5 months ago
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.
Top Guest favourite
Private room in Belchertown
4.95 out of 5 average rating, 460 reviews

Laid Back Victorian, private BR, LR and bath

TammyRating, 5 stars3 weeks ago
Chris and Fran are wonderful hosts. Chris was extremely responsive and proactive providing necessary information ahead of our check-in. The rooms were warm and cozy and the breakfast was only overshadowed by the warm hospitality Chris and Fran shared over coffee. We have so many connections. What an absolute pleasure. Tammy and Deni
Top Guest favourite
Private room in Worthington
5 out of 5 average rating, 119 reviews

Country Luxury in the Heart of the Berkshires

RyanRating, 5 stars10 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
4.9 out of 5 average rating, 208 reviews

OrchardSlope

DanielleRating, 5 stars3 weeks ago
The place was exactly what we were looking for, Michele and Thomas were wonderful hosts - even laid out a breakfast spread! We’d be happy to come back.
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 stars3 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.
Top Guest favourite
Private room in Northampton
4.94 out of 5 average rating, 206 reviews

Enjoy the River & Downtown Noho!

HelenRating, 5 stars7 months ago
No wonder Nancy is a super host. She has combined all those roles into one, a sister, a mother, even a nana. Sitting on the deck, enjoying breezes from the early fall; the waves from Connecticut river and the splashing sounds sooth and rock you like a baby in a mother’s arms. If you seek a home away from your home; if you love nature, then, Riverbank is for you!! Nancy, I wish I could thank you more!

Destinations to explore