Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails. Reviews, Deals & Photos 2026

Q: Is Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails. pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

Q: How much is parking at Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.?

On-site parking is available at the property.

Q: Where is Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails. located?

This family-friendly Cortlandt holiday home is within 2 mi (3 km) of New York - Presbyterian / Hudson Valley Hospital, Hudson Valley Center for Contemporary Art and NewYork-Presbyterian Hudson Valley Hospital. Paramount Hudson Valley Theater and Blue Mountain Reservation are also within 3 miles (5 km).

10/10 Excellent

Ann K.

2 Oct 2025

Liked: Cleanliness, check-in, location, listing accuracy

The interior of the cottage was beautifully finished with great attention to detail taken!

Stayed 2 nights in Sep 2025

10/10 Excellent

Jim M.

7 Jun 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very clean and nicely appointed, good neighborhood, close to amenities.

Stayed 2 nights in Jun 2025

10/10 Excellent

James B.

21 Aug 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Cottage

Great place to stay. Very accessible to any shopping needs and to West Point. There is limited space for 4 to sit if it’s raining outside. Overall, great spot to stay!

Stayed 2 nights in Aug 2024

10/10 Excellent

Carrie K.

13 Jul 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Would stay here again-perfect!

Clean, organized, wonderful booklet filled with great recommendations on what to do and see in the area. Felt like home away from home!

Stayed 4 nights in Jul 2023

10/10 Excellent

Katherine K.

8 Sept 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Stay was absolutely wonderful, property was lovely and super easy to get to and from sleepy hollow. Definitely recommended.

Stayed 2 nights in Sep 2024

10/10 Excellent

Olena

10 Aug 2024

Liked: Cleanliness, amenities, property conditions & facilities, communication

A wonderful house, cozy and clean. A quiet and safe place where you can relax from the hustle and bustle of the big city. The house has everything you need for a comfortable stay. We had a wonderful rest!

Stayed 3 nights in Aug 2024

8/10 Good

Dan S.

20 Nov 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short getaway

I thought the property was really nice, upgraded, and we had a great time, only issue i had was the wifi was weak so my apps kept buffering, but not a huge deal, the place has everything you need. A small little yard if you bring your dog and a seating area outside. Overall a really nice stay

Stayed 3 nights in Nov 2024

10/10 Excellent

Shaunna

26 Aug 2024

Liked: Cleanliness, amenities, property conditions & facilities

Quiet neighborhood close to local attractions. Plenty of room for our family of four. Very clean. Very nice outdoor space. Everything we needed in the cottage.

Stayed 2 nights in Aug 2024

10/10 Excellent

Donna T.

12 Nov 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable

Homeowner responded promptly to inquiries. Property was well prepared.

Stayed 3 nights in Nov 2024

10/10 Excellent

christy m.

2 Sept 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Army moms and daughters

Loved it!!

Stayed 3 nights in Aug 2024

10/10 Excellent

Jodie R.

8 Jun 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peekskill cottage

My friend and I had a wonderful stay in the cottage! It had everything we needed and was so cozy. I highly recommend it!

Stayed 4 nights in Jun 2022

10/10 Excellent

Taryn B.

6 Jun 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

West Point Graduation

We had a wonderful stay. The property was exactly as advertised and the location was great. Instructions throughout the home were clear and we had no issues with our stay. Thank you for making the weekend smooth and easy!!

Stayed 5 nights in May 2024

10/10 Excellent

Mike R.

28 May 2023

Liked: Cleanliness, check-in, communication, location

Tiny but just enough

We spent 2 nites for graduation weekend at West Point. It turned to be a convenient location. The cottage had everything we needed. 👍

Stayed 2 nights in May 2023

10/10 Excellent

Jessica W.

4 Jun 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent stay at the cabin

The property was clean, excellent condition, and up to date. Had everything we needed for our stay. Including shampoo, soap, plates, snack, and so much more. They thought of all the things someone would need if they forgot anything. It was cute little cottage and was perfect for my families stay!

Stayed 2 nights in Jun 2023

10/10 Excellent

Stacey D.

23 Jun 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Westminster Dog Show

We drove in from Michigan for the Westminster dog show . This listings worked great with stores and restaurants close by and easy access to Hwy for traveling . We plan to return and next year.

Stayed 3 nights in Jun 2022

10/10 Excellent

Rick M.

13 Oct 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Strategic location

Our stay at the cottage filled the bill for a comfortable and convenient home base for exploring the lower Hudson Valley. The hosts were efficient and responsive. The cottage is compact but well laid out for four people. Little touches like ambient lighting in the main room were nice touches.

Stayed 5 nights in Oct 2022

8/10 Good

Kathryn S.

25 Oct 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

West a point visit

The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again.

Stayed 4 nights in Oct 2024

10/10 Excellent

Martina H.

2 Oct 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Worked well for me and my spouse.

All was well. Fast communication response.

Stayed 8 nights in Sep 2023

10/10 Excellent

David H.

6 Aug 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hudson Valley Nest

We enjoyed staying in this neat cottage with many clever custom features. It convenient to West Point, the spectacular Croton Gorge damn, and many amazing views. A very large supermarket is a short drive away as well as many restaurants. The owners provide many thoughtful small amenities. We thought the neighbor's rooster was very charming and not much louder than a crow or other wild birds. You can't hear it over the air conditioning during the day and it is quiet at night.

Stayed 3 nights in Aug 2024

6/10 Okay

Geri W.

10 Jul 2024

Liked: Cleanliness, check-in, communication, listing accuracy

Not the best

The inside lights flicker constantly if water is turned on. Owner was aware. The house is comfortable for 2 people. Amenities have restrictions, just be aware. We had clothes to wash but our 5 day stay did not qualify for us to use it. Many instruction posted throughout the cottage.

Stayed 5 nights in Jul 2024

10/10 Excellent

Marianne M., Rockville, Maryland

24 Jul 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy, clean, and comfy

The cottage was quite new, with a well-appointed kitchen in a compact space. The living area was cozy and comfortable as was the bedroom. We didn’t use the second bedroom upstairs, although we went up there and it was quite roomy. (It would be difficult to bring luggage up the spiral staircase.) The cottage has a cute front porch, and there is a patio seating area just off the porch for sitting or dining. Great location—quiet and also close to shopping, restaurants, Bear Mountain Parkway.

Stayed 4 nights in Jul 2022

6/10 Okay

Sandy S.

21 Aug 2022

Liked: Cleanliness, check-in, communication

Disliked: Location

Short Stay

The property outside of the apartment was an absolute mess. The cottage - needs to be represented that way, was extremely clean inside and well stocked but with 4 adults it was way too small inside. Luckily, we had nice weather so could be outside. It was incredibly expensive and was upset that we were asked to pay $15 PER USE of the grill. I think out of everything that upset me the most. We paid (after fees and taxes) just under $700 for two nights and we didn’t get use of the grill for no extra charge.

Stayed 2 nights in Aug 2022

6/10 Okay

Alyson S.

13 Aug 2022

Liked: Check-in, communication

Disliked: Cleanliness, location, listing accuracy

2 night trip

The property manager could not have been any nicer, communicated effectively, provided her cell phone number, provided a high chair, and even provided a ride on toy for my son. The only reason this wasn’t a 5-star rating is I felt the listing does not appropriately show what you are renting as far as the location. The listing shows a cottage that seems to not be in close distant to any other property, however, the cottage is in the backyard of another house, there’s an active business on the property, people walking around all day, and miscellaneous broken down items and tools throughout the surrounding property. The cottage itself and absolutely beautiful, however, I would have liked to know fully what we were renting as we were really looking for a quiet somewhat private getaway.

Stayed 2 nights in Aug 2022

6/10 Okay

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26 Sept 2022

Liked: Cleanliness, check-in

Disliked: Communication

Beautifully updated cottage

The cottage itself is adorable with a lot of attention to detail. The upstairs is a little tricky—spiral staircase is very steep and not for the faint of heart and ceiling is very low (I’m 5’10” and banged my head several times in search of an extra blanket). The property is in very close proximity to owner’s house as well as neighbors’. Outdoor party going on my second night which I was warned about only after my arrival. Even with windows and bedroom door closed it was noisy (music, party fun, motorcycle engines, etc.) even though music kindly stopped around 10 or so. There is also a rooster (I love roosters) who definitely believes early bird gets the worm by 5:30. Not a problem if you know in advance but I didn’t. Lots of thoughtful notes around to help you navigate house rules and find things. Froze my first night because I didn’t know thermostat could be changed. Could use a note there on how to operate. No bedside lamp for reading, just overhead. No place to walk a dog or stretch your legs. Not at all private, but again, a beautiful cottage. VRBO app wasn’t working properly (not the fault of property owners) which made for some miscommunications by text. I think the pix on VRBO are really nice and accurate about the interior, but the exterior isn’t well represented. The location is great because hiking is easily in reach, but again, you can’t walk anywhere. Road is too busy, no sidewalks, etc. Again, as a fan of tiny houses and architecture I thoroughly appreciated the elegant, simple beauty of the cottage itself.

Stayed 2 nights in Sep 2022

2/10 Terrible

Anila S., Queens NY

29 Aug 2022

Liked: Cleanliness, check-in, communication

Disliked: Location, listing accuracy

Disappointing experience

Review When we arrived on the property we were very horrified and disappointed to find that we were deceived regarding the actual circumstances of the property. The photos were strategically taken and words deceptively used to describe a lone property when in fact it was a tiny guest cottage that was actually located tightly behind the owner’s property snug between parked vehicles and a work shed. The space was cluttered and less than ideal to spend a paid vacation. The shed itself was renovated with modern amenities featuring a two level space equipped with two bedrooms. The upstairs bedroom is only accessible by a narrow unsecured staircase which was was pointed out by the owner as unsafe yet unfixed as we rented the property. The bannister leading upstairs was extremely shaky and I would only advise use at your own risk. Unfortunately we were unable to utilize the upstairs bedroom due to safety concerns The owners were very active on the property leaving us very little privacy and extreme discomfort. They advertised the availability of a grill onsite but later disclosed privately that there was a fee of $15 to utilize the grill. The availability of appropriate grill utensils were also lacking. The area where the grill is located is very close to the owners property and very uncomfortable to hang out if that was the intention of the trip. The owners were also very loud interrupting our stay with loud music in backyard. Bottom line, the cottage is cute and nicely renovated but extremely inconvenient if you plan to have any experience other than sleeping there. I would definitely not recommend this property.

Stayed 2 nights in Aug 2022

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

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