
Holiday rentals with breakfast in Litchfield County
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Top-rated Holiday Accommodation with Breakfast in Litchfield County
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.
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Holiday 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!

Casa al Mare Beachfront Retreat Oceanview
Great location, home was perfect for the occasion and the view/beach was beautiful.

Historical Registry House, 1800
Great stay in the whole bottom floor of an older home! Reza was friendly and accommodating and stocks the rental with a great kitchen and decorations. It is on a fairly busy road, so location isn't great but worked well for us as a home base to visit family and return at night.

Carriage House in two acres of Eden
Wonderful place to stay, this was our home base for a Christmas visit with family and it was a great and cozy spot to come home to each night. Beautiful back yard!

The Shades of Grey Lake house
This was our second week long stay at Chee-Chee’s place. He is a great host and the house is spacious and comfortable. Views of Putnam Lake are beautiful and our dogs enjoyed the yard! Thank you!

Hudson Restored Farmhouse with Fire Pit
We had a great stay. Exactly what we wanted in a cozy weekend getaway!

The Red Hill Retreat - Woods Water History Privacy
This place had such warmth and brightness! There were so many cozy spots to get comfortable in, and the surroundings were equally beautiful! I’m looking forward to staying there as often as I can, since my kids and grandkids live in the area and it was a great spot for us all to gather! I was there during the winter, so I wasn’t able to use the pool, but even in this season it looked well groomed and inviting. I can’t wait for a stay there in the summer! And Gary was so available and easy to communicate with - he made me feel more like a friend than a client!

Little Joe Cottage in Hudson
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!
Apartment rentals with breakfast

On the Park: 3 RM Apt. w/kit. in historic house
Noel’s third floor apartment is light-filled, spacious, has a cute rustic vibe and is perfectly located. It’s across the street from East Rock Park (great for walks and runs) and walking distance to restaurants and an ice cream shop. The entrance to the apartment is through Noel‘s home – – no private entrance. Parking was incredibly easy—right on the street in front of the house! We enjoyed our stay very much, especially thoughtful touches like breakfast muffins and coffee. The apartment is full of interesting books and games and is very comfortable. Noel is a helpful host.

1 bdrm apt in Athens on the Hudson
We have a wonderful stay at Diane’s. Whenever we travel to Athens to kayak the Hudson River, we stay at Diane’s. It’s clean, cozy and close to all. Diane, thanks for a lovely stay. Mary and Rob

Signature Bloom #54
Nancy was an excellent host! She was very responsive and kind. The apartment was clean and beautifully decorated. Love the plants and decor. The breakfast treats and chocolates were a nice, unique touch :) Recommend if you’re staying in Hartford.

Lakefront Country Oasis
Margie’s place is an amazing hidden gem. The inside is very clean and comfortable. The outside is an experience of its own. The lake will drop your blood pressure immediately. Gorgeous surroundings. The dogs are friendly and lovable. We will be back! 👍🏼

Private Hudson pied-à-terre; blocks from Amtrak
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!

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

The House By The Pond
Doris was an amazing host who went above and beyond in making the stay both comfortable and convenient! I would highly recommend her to anyone staying in the area!

Convenient, Private & Quiet apartment downtown
The three of us (including an infant) have spent 7 months in Truman’s apartment. The place is exactly as described in the offer - has everything you would need for either shorter or longer stay. Apartment is located close to the Wooster Square and Yale campus, so is very convenient both for work and outdoor activities. On top of that Truman was a superb host! Whenever we had an issue it took him no time to resolve it and he always went an extra mile to make sure we feel like at home. We really enjoyed meeting Truman and his family and staying at their place!
Bed and breakfast rentals with breakfast

Connors Colonial Inn
a wonderful cabin with a great ambience and very welcoming hosts. the fire, record player, breakfasts, birds in the morning, and more all make for a perfect stay.

Mine Hill Getaway West Room
Renee was a very nice host. The room was clean and the bed comfortable!

Location & Charm! minutes to Yale/New Haven/QU
Sue's place was very comfortable and she was welcoming. Her communication was Top 10 in response time and clarity. Convenient location for me as I wanted to be close to New Haven and Hamden to visit family. I liked the cozy guest lounge for reading.

Brick Row House in the Woods, private 2nd floor
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.
Carriage House "Rembrandt"
Remy was always responsive to our questions and requests, and regularly checked in to see how we were doing. The location is excellent and very safe. It’s especially convenient for anyone visiting Yale, as you can easily reach any of the campuses from the nearby bus stop. I would love to stay here again if I have the chance.😊

The Waters Edge
I stayed at Barbara’s place during a recent business trip to visit a supplier nearby, and the experience was excellent. The home was clean, quiet, and well-appointed—exactly what I needed after long workdays. Check-in was seamless, and Barbara was a responsive and thoughtful host throughout my stay. I appreciated the small touches that made the space feel welcoming and functional for a business traveler. Would absolutely stay here again next time I’m in the area.

Abel Buell Home B&B- Queen Bedroom
Kathy was welcoming and friendly. The house and grounds were well kept. The room was exceptionally clean, with fresh robes and nice linens. Kathy provided a continental breakfast. This is a very good location for beach and downtown and is quiet. Overall, we had a good experience. Note this is a B&B, so you have a room, but the house including bathroom is shared space with Kathy and other guests.

Hudson Pond · Hideaway King Suite
Loved every second of it! My cat and I went here for a time away from the city and was one of the best stays I’ve ever had. Breakfast was scrumptious, the room was even more beautiful in person, and the backyard was the highlight of the trip. Easy trip using the Metro-North, big thanks to Nicole for being flexible and lovely. Definitely will come back!
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- Fairfield Beach
- Yale University
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Woodmont Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Calf Pasture Beach
- Kent Falls State Park
- Wildemere Beach
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Sherwood Island State Park
- Bayview Beach
- Hudson Highlands State Park
- Brownstone Adventure Sports Park
- Anchor Beach
- South Pine Creek Beach