
Apartment vacation 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

Amenia Main St Cozy Studio
Cute, cozy, clean, and super close to the bike trail! Perfect stay for a weekend exploring the towns along the trail.

3 beds, Backyard, Front Porch, Central Air
Miryan’s place is the perfect location for exploring Beacon and the surrounding Hudson River Valley. From the front door, you can walk to all that Beacon has to offer including restaurants and shops, but also hiking trails. The apartment is very peaceful and quiet, but just a short walk to the hustle and bustle of Main Street. The apartment itself surpassed our expectations —- especially the kitchen, which is stocked with everything you might need to cook a meal as well as a nice big table to gather round. I would definitely stay here again.

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.

#1, Historic Studio, Newburgh, Beacon, West Point
They were super hospitable, friendly, and gave great recommendations for spots nearby.

Cozy 2nd floor apartment in Beacon
Had an amazing stay at Lynn’s in Beacon. The location was lovely, so quiet and peaceful, and super close to Main Street. Only had to walk a few blocks for everything we needed. The place was sparkling clean with clear instructions for everything, easy check-in/ check-out. Would 100% stay again. Thanks again!

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.

Charming Efficiency
She made our friends graduation so much less stressful ! Great place and perfect space for two people Loved the champagne and waters 🫶🏼 We had a great stay! Would love to visit again

Private space, with yard
We had a great stay here as we explored nearby things (the Chuang Yen Monastery was delightful!) and visited some favorite spots. The weather was a little dreary when we were there, otherwise we would have made good use of the beautiful outdoor space. It was the perfect place for us to relax after our adventures every day—very quiet, very comfortable, clearly-written instructions for everything. We would be very happy to return!
Private apartment rentals

The Lakeside Suite- Hudson Valley Restful Retreat
We enjoyed our stay! It was consistent with all reviews we read. Clear instructions were provided. We appreciated the attention to detail on how the room was setup and organized including phone chargers. Amenities and convenient items were available. The host was also very responsive to any questions. It was very comfortable. Highly recommend!

Beyond Expected-Pet friendly, Hosted by Rochel
Fantastic place, very cozy and comfortable. Rochel was incredibly communicative and generously accommodating before, throughout and after the trip! Lovely place for a weekend away, intimate but spacious enough for a group too.

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!

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!

Lovely 2nd FL Apt Walking Distance to West Point!
I had a great stay! The apartment was very spacious and exactly as described, with plenty of room to relax. The location was perfect, close to everything I needed, with easy access to local attractions, shops, and restaurants. Everything was clean and comfortable, and communication with the host was smooth and easy. Would definitely stay here again!

Sunny 1BR apartment in the heart of Newburgh!
Absolutely loved the care and detail Franco & Daniela have put into this home. They ensured that items possibly needed during a trip were available including but not limited to: Makeup remover wipes, slippers, tylenol, teas, and even a little welcome basket of snacks! The touches in the aesthetics of the home were lovely. The bed was very comfortable. The home interior was nicer and much more spacious in person than in the photos! Pro Tips * Please ensure to do your own research on this area as it may not be suitable for all * This home is very well kept but keep in mind the materials home were made of because this may not be suitable for light/insomnia sleepers. The bedroom is nearest to the street. Train/Misc Street noise is very audible. Earplugs are kindly made available at bedside by airbnb hosts. Overall appreciated the kind details made available for the guests and the care of this home.

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.

1 Bed. apt, private entrance-close to West Point.
I only stayed for a night, but it was perfect. The bed was hella comfortable seriously one of the best night’s sleep I’ve had in a while. Pauline also went the extra mile and provided water and snacks, which was super clutch after a long day. Everything was clean, cozy, and easy. Would definitely stay again if I’m in the area!
Apartment rentals with a hot tub

Top Floor Appalachian/Minerals DayPass Available
We love love our stay!! Julia is a fantastic host, and we would stay here again.

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!

Posh Couple's Suite-Private Patio w/jacuzzi
I will definitely be back ! Such a relaxing space , so clean & beautiful!

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!

Mountain Top Hot Tub Suite Hiking & Falls 5 min
I really enjoyed my stay, and after a day hiking and exploring around it was the perfect little room to come back and relax in! The provided coffee maker was so nice in the mornings as well!

Sweet Victory Suite
Had a great time here! Place was very clean, and the stay matched the description.
Quick stats about apartment rentals in Philipstown
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ257 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
- Mountain Creek Resort
- MetLife Stadium
- Yankee Stadium
- United Nations Headquarters
- Rye Playland Beach
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall
- The Metropolitan Museum of Art
- Minnewaska State Park Preserve
- Astoria Park
- One World Trade Center
- Walnut Public Beach