
Vacation rentals with breakfast in Philipstown
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Top-rated breakfast rentals in Philipstown
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House rentals with breakfast

Large Lakefront HOUSE-1 HR NYC-Arcade-Board Games!
We had a wonderful stay, even though our visit wasn’t for the happiest of reasons. Rick was fantastic—very responsive and kind, offering great local recommendations that made things easier during a tough time. The house itself was lovely, peaceful, and had a stunning view of the lake. Our kids especially loved the arcade games. Coming back to this serene space each day was a comforting break from everything else. We’d definitely love to return under happier circumstances.

Private Island + Lakefront Home
This was our second time staying at the lake house, and everything was just as wonderful as the first time. Joe and Izzy were the perfect hosts, always there to help and provide any information needed. The house and property continue to be drop-dead gorgeous, but it remains an extremely comfortable and livable home to stay in. This is by far the best Airbnb or VRBO that we have ever stayed at, and we would highly recommend it without hesitation. Definitely a 10 out of 10. Many thanks to Joe and Izzy for creating such a special place.

The Nest at Minnewaska
Kristin is truly the best host I’ve ever encountered! It is clear that she is doing this not as just a business but because she genuinely wants to create a sacred place rooted in care. We were welcomed with a delicious loaf of bread and she was readily available whenever we needed anything. She always ensured we were comfortable and would even come to shovel periodically when there was a winter storm. Anytime she stopped by she would ask if we needed her to pick up anything and would bring us a treat. The energy of the house is very special, it feels like you are in an extension of nature. There are relics from India, sound bowls, and stones from around the world under the floor that all contribute to the house’s magic. It completely surpassed my expectations.

Spacious Staycation near HITS & the Hudson
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!

Cozy Casa Oasis (Entire home for groups/families!)
I was overly pleased with this house. They provide small things that you may have forgotten. Like shampoo and toothbrushes. Each bedroom has an extra heater, fan, extra blankets, and a little beverage refrigerator. The top floor space is like a cute little apartment.They really tried to think of anything you may or may not need. So it was easy to be comfortable there.Perfect place for medium to extra large size families. Enjoyed sitting on porch. A beautiful cherry blossom tree lives in the front yard. Great neighborhood vibes. Close to NYC. 30 minutes from Central Park. If you have a vehicle, free parking in the driveway is super convenient. The hosts are sweet. You are not bothered by the apartment below. We would definitely book again.

Δ Scenic Hiking Paradise with Deck and Fire Pit!
Three of my friends, and I were traveling to NY for the weekend. Even though this place is old, it has a lot of beds and plenty of space and amenities. We were comfortable and it was a great place to stay for our group or even larger. But the host, Brandon, made for the best experience. He had clear communication, and it was always accurate. I felt like he wanted us to have a good time and was supportive. I would definitely stay in one of Brandon’s units again. I highly recommend.

Upland Meadow Retreat - 3 bedrooms/2 baths
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

Peaceful Palette: 35 mins to NYC
An amazing stay - this was truly a home away from home. It was equipped with everything you can think of and it was so well thought out. Each of us felt so comfortable and would stay here again and again! We had a small issue with the heating and the owner of the home swiftly made their way to us to assist us and they were such amazing people. Love the house, you won’t regret staying here and having peace of mind.
Apartment rentals with breakfast

Foxglove Farm
This is exactly what we needed. A place to have a respite from the city, nestled in nature, dog friendly, close to everything, knowlegable and accommodating host and so friendly. Trisha was just wonderful. We are planning to make this place a destination to come back to every once in a while. It is close to NYC and yet immediately transforms you to serenity. Highly recommended.

Dove House on Trannery Brook in Woodstock
I absolutely love this little cottage. This is our second time staying. It is very cozy, perfect for a couple for the weekend. The property is very quiet and peaceful with the brook running right past the back of the cottage. It is an easy walk into the center of town and the strip with various stores, restaurants, and bars. The cottage was clean, neat, and had all basic necessities. Panxi and Diana are great hosts, available for questions. I would definitely stay again and highly recommend this booking.

Perfect for Tourism, Near Times Sq, Metro Sleeps 5
The apartment was perfect for our family of five. Our host was very easy to communicate with. Subway entry is only 2 block away.

2 bedroom / Office - HEPA Air Purifier
Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

Cozy, functional, soothing
Hi! I had a great experience staying at this airbnb. I highly recommend staying here

Spacious apartment in Hastings-on-Hudson near NYC
Hastings is a sweet little town and the apartment is conveniently located near station and shops. It was good value for two bedrooms in the New York area. Place was clean with good light and character. I enjoyed climbing the hills and there were some steps to negotiate. There was some noise but nothing more than you would expect from a family living above.

Modena Mad House
This is a delightful place! The location is peaceful, the decor gorgeous and the hosts easy to work with. I enjoyed my stay so much, feeling instantly right at home. And the fresh eggs that are right there in the frig (wow), well, I was happier to have them than I had anticipated! It's just minutes away from New Paltz.

NYC,apt 10 minutes away! 2 Bedrooms
One of the best Airbnbs we have stayed in. The place had everything we needed, with so many beautiful thoughtful touches, like eggs, bread, jam etc when we arrived. It took us 20 minutes to get into Times Sq via the bus and we never waited more than 5 mins for a bus. The owners are just really nice people and we can't recommend them, and their Airbnbs, more highly.
Bed and breakfast rentals with breakfast

Room for 2 Shared Bath Double Bed
I can't recommend this enough. Susan is really great. Free to site see , meditate, write or read. The perfect environment. You'll feel right at home in the country.

Arts Inn - The Matisse Room
Heidi goes above and beyond for her guests. Her home is warm and welcoming making you feel right at home. The complimentary breakfast is a nice touch. we had the pleasure of meeting Heidi and it was such a pleasure getting to know her. She also gives great recommendations on where to go around town. We will definitely be coming back for another stay. Thank you Heidi, Randy, and of course their pup Satchmo for a wonderful stay. We are grateful you open your home to us all.

Scandinavian Designed Dutchess County Room
This is an excellent choice for anyone visiting the Hyde Park area. Best to rent a car once you’re there, but it’s very close to many great attractions. Troy’s home is beautiful and clean, with a lot of great amenities. He also provides great local information and he prepares a wonderful breakfast. Highly recommend.

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!

VlyHouse - Room 4
Doris and John are such wonderful hosts, really enjoyed my stay. Bed is very comfortable and breakfast was amazing!

Splendid Sunroom in White Barn artist's home
Linda's place is exactly as described. Photos were identical to what you got in real life. Quiet area, 12 minute drive to Calicoon and Bethel Woods, about 20 to Narrowsburg where there are lots of cute shops and restaurants. The sunroom had a beautiful view of the fall foliage. We loved coming back at night and starting a fire to get cozy (much needed since the room was a bit chilly). Linda was very communicative and helpful throughout our stay.

Timless Elegance: Hummingbird Queen Suite
My boyfriend and I loved staying at Borland House; it was comfortable, charming, and the folks who manage the B&B were very helpful and responsive. It's right in town near several restaurants and shops and the history of the home and period details made for a welcoming and enjoyable stay! Get brunch there on the weekends!
Quick stats about vacation rentals with breakfast included in Philipstown
Total rentals
10 properties
Nightly prices starting at
$120 before taxes and fees
Total number of reviews
1.1K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Tenement Museum
- Fairfield Beach
- Riverside Park
- Rye Beach
- Comedy Cellar
- Mountain Creek Resort
- Apollo Theater
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- MetLife Stadium
- Inwood Hill Park
- United Nations Headquarters
- Bronx Zoo
- Rockefeller Center
- The Metropolitan Museum of Art
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