
Waterfront vacation rentals in Philipstown
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Top-rated waterfront rentals in Philipstown
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Popular amenities for Philipstown waterfront rentals
Waterfront apartment rentals

Lovely 1 bedroom apt. with free parking in Rondout
Chris' place was even more beautiful than in the pictures. Location is perfect, within easy distance of the beautiful Kingston waterfront and nice restaurants. The area is quiet at night and felt very safe. Check-in was smooth and we had everything we needed. We'll definitely be staying there again on our next trip to Kingston.

Top Floor 2BR - Just Renovated!
Adorable apartment which was perfect for a girls weekend. Beds were super comfortable, everything was very clean, and all instructions were clear. Would love to stay again and enjoy the outdoor area!

Charming Lakeside Retreat
Alice is a great host, and her place was absolutely what we were looking for. Beautiful views of the lake, that presented us with an exquisite sunset. The place was cozy, clean, very peaceful, and it met all of our expectations. We look forward to returning during a different time of the year.

C’est La Vie Lakeview W/Optional Boat Slip
We enjoyed our stay and had terrific weather to enjoy the lake thanks to Janice and Anthony's amenities- kayaks and fishing gear. Our apartment was immaculate and had everything we needed. Be prepared to get a great leg workout with the steps. :-) Great price, people, and location.

Lovely 2br Victorian - 5m to train / 3m to main
Great experience overall! Lovely space, close to Main St and the Train, and HsinYi was a great host and communicator. Will be coming back for sure!

Hudson River Peaceful Getaway, Explore from here
If you want to relax and take in a gorgeous view, this is the place! The apartment is huge; you can really spread out. The two living areas have that stunning view over the Hudson. Looking at a map, we think there's a state park opposite the Airbnb, so there's no development, just trees on the hillside. The weather was closing in, so we didn't get the gorgeous sunset we'd hoped for, but you might. We did takeout so that we didn't have to leave the view. Brothers Fish & Chips was a total delight -- the fish was fresh and lightly battered. Very much like you get in England! And the hosts provided breakfast items, a real bonus. Two things to note -- commuter trains run between the property and the river (but below the level of the apartment) and Sing Sing prison is within view. We weren't bothered by either, especially since there aren't many trains at night and you don't see them from the patios. And driving along the prison road to pick up our takeout was more interesting than scary.

Just Around The Corner
Had a great time! Loved the place and especially the surroundings, peaceful and beautiful!

Cozy 1 bedroom apartment in the Rondout Kingston
Really clean and comfortable place
Waterfront house rentals

Lakefront close to ski & shopping
A beautiful home and the views were breathtaking on the lake. Although, it was frozen. All the amenities we needed and more. Close to skiing and tubing. Owner Sara was very attentive to respond quickly. We just wanted a getaway place for a family weekend. The road was narrow and very icy. Would go back but not in the winter. Summer and the Fall I think would be best. Lots more things to do in the nicer weather months. Thank you Sara for your hospitality.

Upstate Waterfront Saugerties Retreat-Near HITS
Wonderful place! Right on the water. Clean, modern and well stocked. Close to town and centrally located to all the other nearby towns and attractions. We had a really nice trip! Highly recommend.

Bungalow near West Point on Hudson River
We enjoyed our short stay. Got to visit friends and family. Loved the Hudson River view along with barges on the river. Watching the freight train on other side of the river. Plus local train on our side View of Bear Mountain. Peace quiet loved the privilege of not having a town, therefore no noise. Short commutes to nearby villages Laura ‘s uncle greeted us upon arrival and was super friendly also pointed out Eagle nest with her2 babies. We would differently visit again.

Lakefront Villa! Sleeps 14, Hot tub, boats!
House was amazing. Plenty of space for activities and had more than enough room for all of us to sleep.

🛶 Lakefront Paradise with Your Own Private Beach🏖
Everything was perfect ! My family and I had a great time. Looking forward to staying here again in the summer.

The Harbor House: Beachfront Home 1 hour from NYC
This was a perfect weekend away! Right on the water with plenty of room. We loved staying at this property and will definitely be back!!

Secluded lakefront home With an EV charger
We had a great time, very cute house. We enjoyed the creek and lake view. We loved spending time by the fire pit. We even got to see a fox a few of the nights there. Really was very relaxing and would recommend.

Hudson Riverfront Mid-Century Modern Home
Great stay at this unique property right on the river. Loved watching the ice float by on the Hudson through the huge windows. Comfortable spaces for socializing. Abigail was quick and easy with all communication. Overall a relaxing stay.
Waterfront condo rentals

First-Floor Hunter Condo < 1 Mi to Slopes!
Great little ski condo right by the slopes

Hunter studio with a view
Perfect place for skiers. Cozy and very clean. Very close to the Hunter mountain. Karoline helped me with places to eat and was very attentive. 100% satisfaction. I will definitely be back!

Courtyard Overlook @ Spa Owners Residential Condo
This is the third time we’ve stayed here and it was great as usual! Joe was responsive and helpful. The room was clean and easily accessible. We will definitely be back at Joe’s place!

Trailside Tranquility at Hunter Mountain
Perfectly set up and spotless. The unit is supplied with everything you could possibly need. By far the best organized, supplied and clean Airbnb we have ever stayed in.

Spacious 2 br 2 bath - pool hot tubs 23M
Gerry & Arlene were great hosts! They helped us find a location that fit our needs (walkable to the ski slopes). (We thought we originally booked a place right at Mountain Creek, but it ended up being across the street - so definitely a bit of a walk, but still not too bad.) We were celebrating our son's 13th birthday and the condo was perfect. The location allowed us to snowboard all day, come back to have pizza and birthday cake, then go right back on the slopes until closing. (We also left two pairs of our snowboard boots there...and they were extremely helpful in getting these back to us!)

Little Getaway at the Black Creek Sanctuary
Always a pleasure to return! My parents stayed this time and enjoyed a “staycation” They were able to relax and enjoy every moment!!!! The number one place to stay in Sussex NJ!!!!

Skiing,snowboarding,mountain view condo
We greatly enjoyed our stay and were right next to Hunter Mountain!

Mountain retreat with fireplace - Hunter Mountain
Wonderful, clean, spacious condo 5 min walking to the slopes. Our family had a great time. Renate is a wonderful host, very responsive and helpful. Would love to stay again!
Quick stats about waterfront rentals in Philipstown
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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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
- Riverside Park
- Mountain Creek Resort
- Comedy Cellar
- Apollo Theater
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- MetLife Stadium
- United Nations Headquarters
- Bronx Zoo
- Astoria Park
- Rockefeller Center
- Minnewaska State Park Preserve
- The Metropolitan Museum of Art
- Central Park Zoo