Holiday rentals with breakfast in Lenox

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Popular amenities for Lenox Holiday Accommodation with Breakfast

Holiday 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 stars7 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.
Guest favourite
Home in Coxsackie
5 out of 5 average rating, 54 reviews

Explore the Woodland Areas at Circa 1804 Farmhouse

CindyRating, 5 stars9 months ago
Kerri's 3 houses we rented for my daughters wedding and they were all spotless and beautiful. So much character inside and out that everyone had their space to relax and also hang out together. Beds was very comfortable and bathrooms were all updated and new. We loved being so close to the venue and Kerri was so accommodating to all of us staying there. Cannot recommend enough!!!
Guest favourite
Home in Ballston Spa
5 out of 5 average rating, 14 reviews

Sunflower Tower

MelissaRating, 5 stars5 days ago
Great cozy place! Very cute & comfortable! Close drive to Saratoga Race track! Great host! Definitely recommend!
Guest favourite
Home in Hudson
5 out of 5 average rating, 19 reviews

Hudson Restored Farmhouse with Fire Pit

KellyRating, 5 stars4 months ago
We had a great stay. Exactly what we wanted in a cozy weekend getaway!
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!
Top Guest favourite
Home in Hudson
5 out of 5 average rating, 42 reviews

Little Joe Cottage in Hudson

KatRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Kinderhook
4.88 out of 5 average rating, 128 reviews

Jenny’s Folk Art Museum

NoelleRating, 5 stars6 months ago
My friends and I loved Jenny’s home. Every corner there was something else to look at. It was spotless and we felt right at home. What a beautiful weekend in Kinderhook, felt like an escape. Cute town too!
Top Guest favourite
Home in Goshen
5 out of 5 average rating, 30 reviews

Light-filled Lake House in Goshen

BrianRating, 5 stars12 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.

Apartment rentals with breakfast

Guest favourite
Apartment in Dummerston
4.92 out of 5 average rating, 410 reviews

~Serene Barn Retreat~

SusanRating, 5 stars2 weeks ago
Very quiet. Brianna's beautiful light sculptures add so much to the visual beauty of the place. Echoing other reviews: the mattresses and pillows are super terrific. One challenge for us as an older couple -- the bathroom is on the first floor and the beds are upstairs. There are many well placed nightlights but it's still something to get used to if you have to get up in the night. A hummingbird came to visit!
Guest favourite
Apartment in Tivoli
4.85 out of 5 average rating, 227 reviews

Ground Floor Apartment on Hudson River

JenniferRating, 5 stars2 weeks ago
Tim! Our stay was Beyond my expectations! Many many thanks, appreciation and affection. Be well~ Jen, Lucia and Jack
Guest favourite
Apartment in Athens
4.93 out of 5 average rating, 212 reviews

1 bdrm apt in Athens on the Hudson

HeidiRating, 5 stars2 months ago
Diane’s place is lovely! Spacious, clean, quiet, well equipped kitchen -has it all! Stayed here a few times and will definitely be back. Thank you Diane!
Guest favourite
Apartment in Downtown Albany
4.88 out of 5 average rating, 168 reviews

Downtown Albany 1 Bed + Workstation @ Maiden Lane

LuzRating, 5 stars1 month ago
I had a great stay at this apartment while attending a conference in Albany. The space was clean and exactly as described. Check-in and check-out were super easy, which made the whole experience smooth and stress-free. The location couldn’t have been better—just a 2-minute walk from my conference venue. The host was also very communicative and responsive, which I really appreciated. Would definitely stay here again!
Top Guest favourite
Apartment in Hudson
4.98 out of 5 average rating, 108 reviews

Private Hudson pied-à-terre; blocks from Amtrak

JaclynRating, 5 stars5 days ago
We were in town for a wedding and loved our quick little getaway at David and Peg’s place! They were so communicative and helpful for anything we needed throughout our stay. Getting coffee and breakfast in morning was so nice and made us feel right at home! Thanks so much David and Peg for a great stay!
Top Guest favourite
Apartment in Brattleboro
4.99 out of 5 average rating, 139 reviews

River View apartment

SophieRating, 5 stars1 week ago
was communicative and friendly! Cute place and comfortable bed :)
Guest favourite
Apartment in Hudson
4.96 out of 5 average rating, 234 reviews

Bright, Charming 3-BR with Garden in Heart of Town

AnnaRating, 5 stars3 weeks ago
Had a lovely stay at Ellen's with a couple friends. Will definitely be returning to the house when in Hudson next! The apartment was very comfortable, well equipped, and is very walkable to town. Ellen is one of the friendliest hosts I've encountered on Airbnb. She made sure we had all we needed and was very responsive, checking in to make sure all was well throughout the stay. Would highly recommend a stay at her apartment!
Guest favourite
Apartment 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.

Bed and breakfast rentals with breakfast

Top Guest favourite
Private room in Hyde Park
4.95 out of 5 average rating, 589 reviews

Scandinavian Designed Dutchess County Room

AdrienneRating, 5 stars3 days ago
Tory is a wonderful human being, who put his heart into my stay. He was thorough and thoughtful, from the moment I arrived, until the moment I left (with a goodie bag for my 4.5 hour drive home). My room was fantastic; wonderful lighting, comfy bed, a desk, extra heating/cooling, fantastically clean, and inviting. Details from the shower head to the bathrobes in the closet, meticulously considered and supplied. Breakfast is a royal treat, worth savoring every single bite. I enjoyed delightful conversation, fires in the fireplace, robust indoor and outdoor plants, lovely artwork and pictures, all a joyous compliment to the beauty of tranquil surroundings; peepers at night (June), and bird song in the morning. I’ll be returning, to Tory’s Airbnb. He is a gracious host, and his home, nestled within the greater Hudson Valley, is simply a gift.
Top Guest favourite
Private room in North Chatham
4.96 out of 5 average rating, 536 reviews

Charming Eyebrow Colonial North Chatham, NY

PétronilleRating, 5 stars6 days ago
Very beautiful and quiet house in the nature. The room is large and the bed very comfortable. Thank you Susan for the warm welcome, great breakfast and nice conversation! Recommendation for diner for future guests : Bimi’s canteen and bar in Chatham !
Place to stay in Ashfield
5 out of 5 average rating, 14 reviews

Norton Hill BnB

JohnRating, 5 stars3 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 Athens
4.96 out of 5 average rating, 385 reviews

Brick Row House in the Woods, private 2nd floor

ScottRating, 5 stars1 week ago
Tina’s place was charming and peaceful. If you’re looking for a spot to relax and enjoy a quiet getaway this is the place. We could have spent days perusing the library of books available in this lovely loft. Tina was gracious and accommodating during our visit and we will definitely return again soon.
Top Guest favourite
Apartment in Rexford
4.96 out of 5 average rating, 359 reviews

Need a Getaway??

CindyRating, 5 stars6 months ago
Leo and Michelle were very responsive with any questions we had, and even reached out to offer us an early check in. The location was close enough to our places of interest, while still being slightly rural. The place looked just like the pictures and we felt right at home. We will stay there again when we return!
Guest favourite
Private room in Troy
4.97 out of 5 average rating, 357 reviews

The Sara Tracy House, Eliot Room

MicheleRating, 5 stars1 week ago
The inn was beautiful inside, the door to enter is down a little brick paved alley so it is set back from the street, which is very nice. The street itself is still a work in progress. There is still a lot of fixing up going on so it may seem a bit disconcerting, but step inside the inn and all your worries will melt away. It was quiet (because it is set back from the street) and very clean, beautiful and comfortable. We had a great night's sleep and a lovely breakfast the next morning: nice yogurts, fresh fruit and granola, juice and tea and coffee and muffins, fresh from a bakery that morning! We will certainly stay there again when we visit our son at RPI!
Top Guest favourite
Guest suite in Agawam
4.96 out of 5 average rating, 186 reviews

The Waters Edge

CoynaRating, 5 stars2 weeks ago
This place was absolutely enchanting. The view of the river stretched out before us, shimmering like a ribbon of silver as it wound through the landscape, creating a breathtaking backdrop. It’s the perfect haven for couples seeking a tranquil escape, offering an ideal setting for relaxation and nurturing self-care. Whether sipping tea on the patio or taking a leisurely stroll along the water’s edge, every moment here feels like a soothing embrace from nature.
Superhost
Private room in Sandisfield
4.92 out of 5 average rating, 137 reviews

Hospitality in the Berkshire Woods

FairlieRating, 5 stars7 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.

Quick stats about holiday rentals with breakfast included in Lenox

  • Total rentals

    70 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    490 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore