
Apartment holiday rentals in Philipstown
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Top-rated apartment rentals in Philipstown
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Popular amenities for Philipstown apartment rentals
Weekly apartment rentals

Beacon Bird's eye view! Close to Main St & Train
Overall Great experience close to Main Street, and easy walk from the train. Erin was flexible about check-in times, and was very responsive.

Luxury 2bd⭐Comfort+Style⭐
Maria was a great host, super helpful and sweet. Our family really enjoyed staying here!

Private Country Getaway
We really enjoyed our stay as a family at this location. Everything was clean and comfy with lovely, peaceful surroundings. Since the weather cooperated, we were able to enjoy the gazebo and pool area which our children especially enjoyed. The host was extremely responsive and courteous and also offered some excellent recommendations for restaurants and fun things to do in the area. We will definitely plan to stay here again when we visit the area in the future!

Riverview Rowhouse, a vintage modern home
Absolutely loved our stay here. The home is very beautiful and clean! Felt extremely comfortable and at home as soon as we walked in. Amazing hosts as well, they were very accommodating to what ever we needed and very responsive. I personally loved that beacon is only a 12 minute car ride, there is so much to do over there. And the scenery around the area is soo beautiful. Very peaceful and quiet at night. 10/10 definitely recommend, I would definitely book again.

Standalone Cottage surrounded by woods
This cottage is tucked back in the woods. We saw many beautiful deer and other wildlife and birds. It’s a bit off the beaten path, not near shops, but suited us very well. Paul, the host was very responsive and friendly. The place was well stocked with personal items and many snacks. Beautiful towels, pillows etc.

Woodland Neighborhood Retreat
I had an amazing stay at Lisa's place and felt so comfortable that didn't want to leave. but definitely booking again for next catskills adventure. Thank you Lisa for allowing my stay at your wonderful retreat from the norm of life.

Escape To The Gunks! Very close to climbing routes
Carmen's place is an amazing getaway. Set back and quiet, but close to town. Very clean, and with all the amenities you would need. Very responsive to all questions leading up to the trip. 5 stars all the way!

Waterfront Gem: 1BR w/Private Balcony & Serenity
The location was absolutely stunning! The river in the backyard created a very relaxing atmosphere. The bed was comfortable, and the space was clean. At one point, it rained, and I enjoyed sitting on the patio.
Private apartment rentals

Charming Lakeside Retreat
We had the most amazing weekend at Alice’s. She was a beautiful and gracious host. She made us banana nut bread! The rooms were clean and comfortable and we enjoyed the lake. I would recommend staying here and plan to be back!!

Modern Luxury King One-Bedroom
This is our second time staying in the Hummingbird Suites within the last few weeks, that's how much we enjoyed it! We have stayed in both suites and it's hard to say which we liked more as they're both great. This one gives you a separate bedroom which is nice (and Jeff was generous enough to put a TV in there as well) and a beautiful open kitchen. Jeff has thought out everything so that it's always easy to find something (great labeling) and has accounted for everything that you might need during your stay. The location is also perfect! 10 minutes to Cold Spring, 15 to Peekskill, and it's easy to go across the river as well. Tons of hiking all around. It's a great place to stay to explore the area! We felt right at home with the cozy amenities and felt it was a great place to rest in-between our activities.

Riverview @ 22
Chris has a hidden gem in this studio! We have never before rented a studio - usually only full homes - but Chris’s was the model for all future searches we will perform. The location is gorgeous. The views from the room and the balcony are stunning. The studio itself was well furnished, comfortable and very clean. We were so happy when we entered the door and saw that the description matched the accommodations. Chris communicated clearly and responded quickly to the one or two questions we sent him via the app. We used the studio as our launch pad for some local hiking and biking - and the studio added to the amazing experience and memories we made. If we are ever back in the area we’ll be checking availability!

Private Apartment in 1820’s Cottage - New Reno
We had a great stay at Samara's apartment/cottage over Christmas. The location was perfect since we were visiting with family in Cold Spring, and it was wonderful to have a quiet and beautiful spot as home base. We're grateful to have hosts with pet-friendly accommodations, being able to bring our 2 dogs makes travel possible, and this location was perfect for them. The space was clean, quiet and we felt very at home there. It's a thrill to walk into a location and smell nothing - as in, not musty, not smelling like strong cleaning products - just neutral, fresh air. The bed was so cozy and comfy, and the kitchen had everything we needed. Samara was very responsive to a few questions I had before we made our reservation, and was easy to text with when we were staying there. We look forward to our next visit!

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking
We loved staying in Newburgh with Marin! Especially liked the unlock by phone feature, the clean and bright space, and its proximity to local eats/drinks. We also made good use of the projector. Looking forward to a second stay in the future.

Cornwall on Hudson Private Apartment
Very comfortable stay with all the comforts of home. Very conveniently located near hiking trails, Hudson River and great restaurants. Will definitely return!

Cute Cozy Cold Spring Getaway
Such a great stay! Beautiful surroundings (including a barn owl!) with hikes not far away as well as the quaint town of Cold Spring. The apartment is as listed and Marco was very responsive to any questions I had. Couldn’t have asked for a better stay.

Private • Clean • Centrally located + MORE!
Great host, great spot, 10/10 would stay again
Apartment rentals with a hot tub

Top Floor Appalachian/Minerals DayPass Available
We had a wonderful stay at Julia’s place. Julia was very helpful and responsive. She went out of her way to send us a list of restaurants in the area and to give us instructions by phone on how to find everything including the. Coffee. We will definitely recommend to others!

Relaxing Spa Retreat~Gorgeous View~Walk to Village
Ami’s place was great! Stayed for my birthday and was surprised with a delicious tres leche cake upon my arrival! The view was incredible, amenities were amazing, overall it was everything I hoped for and more. Thanks Ami!

Renovated Forest Oasis with Pool & Fire-pit
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!

The Hideaway
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!

Hudson River Views from Jacuzzi!
We had an absolutely amazing stay at John’s Airbnb in Newburgh! From the moment we arrived, John’s warm hospitality and attention to detail were evident. The place itself was spotless, and incredibly cozy—truly a home away from home. Every little detail, from the well-equipped kitchen to the thoughtful local recommendations, showed the care John puts into ensuring his guests have a memorable experience. The location was perfect for exploring the area, and John went above and beyond to make us feel welcome. It’s clear that he genuinely cares about his guests, and it made our trip even more special. We especially loved relaxing in the jacuzzi and taking in the stunning view of the Hudson River. I can’t recommend John and his Airbnb enough! We’ll definitely be returning on our next visit to Newburgh. Thank you, John, for creating such a wonderful space and for being such a fantastic host!

Rustic classic spacious Studio
This rental was perfect for our needs for 2 nights. Comfortable bed, blackout curtains, quiet spot during the off season. Everything was as described or better. It was rainy and cold so we didn’t use the outdoor pool. Underground parking was nice given the rainy weather. Fitness center was well equipped. I would stay here again if we were in the area. Husband is hiking the Appalachian Trail and this was a good meeting spot close to several trail crossings.

Mountain Top Hot Tub Suite Hiking & Falls 5 min
We had a great stay! This was the perfect spot for us, as we were attending a wedding nearby. Everything was as expected from the listing and it was easy to find and easy to get inside. My wife was obsessed with how comfy the bed was, too! All around a great experience and we'd stay here again.

Sweet Victory Suite
Melissa was an amazing host from the minute we booked the reservation. Her home was beautiful and provided a sense of peace. The binder with local activities as well as restaurants was extremely helpful and although it rained our whole weekend we didn't mind because the hot tub area was so nice. Will definitely be back again!
Quick stats about flat rentals in Philipstown
Total rentals
40 properties
Nightly prices starting at
₹6,060 before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Fairfield Beach
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- United Nations Headquarters
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- One World Trade Center
- Walnut Public Beach