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Search Holiday Rentals in Philipstown

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Top Holiday Rentals in Philipstown

Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
Property grounds
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
9.6 out of 10, Exceptional, 35 reviews
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Country Cottage with Basketball Court/Spa/Fireplace/Enclosed Yard/Fire Pit
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, 38 reviews
"My husband and I greatly enjoyed our stay! We mentioned that we were traveling for our honeymoon and upon our arrival, the host had left a bottle of wine and some little decorations on the dining room table to celebrate our marriage! It was so thoughtful and sweet!! The Vrbo itself was cozy and tidy. We enjoyed cooking in the kitchen and listening to the music of Motown on the cd player. Our host was prompt to respond to messages and answered all questions clearly. We loved staying close to so...
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, 96 reviews
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is 3 093 kr
per night
25 Jun - 26 Jun
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Property grounds
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, 39 reviews
"Private bath, 1 BR + kitchen, what more could one ask for. Great view of the trees and river from balcony, and double rainbow to boot. Easy check in. Host was very responsive."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Exterior
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
9.0 out of 10, Wonderful, 30 reviews
"Very charming one room apartment with bathroom and kitchen area. Beautiful surrounding you with very pleasant hosts"
Studio near Millbrook, Poughkeepsie. Close to Polo Club w/ mini farm!
Spectacular Log Home Estate North Wing Apt
Property grounds
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, 26 reviews
"Very nice place!"
Spectacular Log Home Estate North Wing Apt
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Fridge, microwave, oven, stovetop
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, 63 reviews
"Stayed for West Point graduation. Beautiful home, scenic views, and everything we needed."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Property grounds
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
10.0 out of 10, Exceptional, 171 reviews
"We would 100% go back to this house. The cabin was immaculate and had all the essential equipment for very successful fishing. We went with a family of four and the cabin was perfectly sized. The host was responsive and attentive. I have no critiques as we had an absolute blast."
Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC!
Serenity Awaits at this Cozy Lakeside Bungalow
View from property
Serenity Awaits at this Cozy Lakeside Bungalow
10.0 out of 10, Exceptional, 18 reviews
"Stayed while attending a local wedding and wished we had had more time to hang out at the house! The lake is beautiful and the house had everything we needed! Hope to come back some day!"
Serenity Awaits at this Cozy Lakeside Bungalow
Renovated Goshen Cottage w/Deck, Grill & Fire Pit
Property grounds
Renovated Goshen Cottage w/Deck, Grill & Fire Pit
9.8 out of 10, Exceptional, 35 reviews
"We had a wonderful stay and the host is very responsive and helpful. The place was clean, beautiful and exceeded our expectations for a good time. Will definitely visit again."
The price is 5 739 kr
per night
3 Jul - 4 Jul
Renovated Goshen Cottage w/Deck, Grill & Fire Pit
Spacious restored Victorian w/ wraparound porch
Fridge, microwave, oven, stovetop
Spacious restored Victorian w/ wraparound porch
9.4 out of 10, Exceptional, 10 reviews
"The property was gorgeous, the house large enough to accommodate our group. The kitchen was well stocked. We used the pool, hot tub, fire pit, and pool table. The indoor and outdoor speakers were a nice touch. I would definitely recommend this home I had to reach out to our host 2 days before check in to find out how to get in- usually that is communicated earlier than that. I had informed the host that we were going to have a luncheon for 10 additional people after the memorial service and was...
Spacious restored Victorian w/ wraparound porch
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
9.6 out of 10, Exceptional, 31 reviews
"This place is wonderful!!!! It was a beautiful stay."
The price is 4 025 kr
per night
24 Jun - 25 Jun
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Beach
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
10.0 out of 10, Exceptional, 35 reviews
"I needed a place in Wallkill NY to stay. This VRBO was perfect!"
The price is 2 514 kr
per night
24 Jun - 25 Jun
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Exterior
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Luxury home filled with books and art, with great access. Sleeps up to thirteen.
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Fridge, microwave, stovetop, dishwasher
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, 22 reviews
"My family and I had a wonderful weekend at the property. It rained most of the time, but we made the best of it. It was all over too fast. It's a nice, relaxing property."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Cozy country efficiency in the Hudson Valley
Fridge, microwave, oven, stovetop
Cozy country efficiency in the Hudson Valley
9.8 out of 10, Exceptional, 42 reviews
"We spent a wonderful night at this apartment. The space is so comfortable and peaceful. It is next to the owners' home but very private and extremely quiet. The neighborhood is a dead end and has few cars. The apartment feels sizable and is well laid out. It was clean and well stocked. The owners were very responsive when we had a question. We would absolutely come back!"
The price is 2 335 kr
per night
8 Jul - 9 Jul
Cozy country efficiency in the Hudson Valley
Renovated 1850's Cottage on Storm King Mountain
Property grounds
Renovated 1850's Cottage on Storm King Mountain
9.8 out of 10, Exceptional, 8 reviews
"It was a beautiful setting with water fall. The home itself needs a little work. It is well used and needs some TLC. Photos look much better then actual home."
Renovated 1850's Cottage on Storm King Mountain
Hudson Valley Newburgh -Remodel Lrg Apt
Exterior
Hudson Valley Newburgh -Remodel Lrg Apt
5.0 out of 10, 2 reviews
"The pictures in this listing completely misrepresented the neighborhood. We only spent about an hour in the VRBO but didn't feel safe there for several reasons. First of all, the room wasn't secure because it was opened up to the neighborhood through the upper floor that let out to the fire escape. Second of all there were large groups of people in the streets having block parties that made us feel like our rental car wasn't safe from vandalism or burglary. The last straw was when we talked to a...
Hudson Valley Newburgh -Remodel Lrg Apt
Cabin in the heart of the Hudson Valley, Cabin 2
Exterior
Cabin in the heart of the Hudson Valley, Cabin 2
9.4 out of 10, Exceptional, 3 reviews
"Great tiny house for a stay upstate. Check in was easy and the place is clean!"
The price is 1 756 kr
per night
24 Jun - 25 Jun
Cabin in the heart of the Hudson Valley, Cabin 2
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Fridge, microwave, oven, stovetop
Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, 12 reviews
"Beautiful property, plenty of room! Clean, plenty of linens and other amenities As described. Would definitely recommend if needed for large family/friends to attend events in this area."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Don't see what you're looking for?
See all available properties in Philipstown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Philipstown you may be interested in

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
1 bedroom, desk, iron/ironing board, travel cot
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
9.8 out of 10, Exceptional, 38 reviews
"My husband and I greatly enjoyed our stay! We mentioned that we were traveling for our honeymoon and upon our arrival, the host had left a bottle of wine and some little decorations on the dining room table to celebrate our marriage! It was so thoughtful and sweet!! The Vrbo itself was cozy and tidy. We enjoyed cooking in the kitchen and listening to the music of Motown on the cd player. Our host was prompt to respond to messages and answered all questions clearly. We loved staying close to so...
Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits
Baymont by Wyndham White Plains - Elmsford
Desk, laptop workspace, blackout curtains, iron/ironing board
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very good, 1,045 reviews
"The hotel was quite good and it was great to be able to open a window, however I wouldn't call it eco friendly. Everything at breakfast is plastic wrapped, even the slices of bread. "
The price is 1 532 kr
per night
4 Jul - 5 Jul
Baymont by Wyndham White Plains - Elmsford
Castle Hotel & Spa
Lobby
Castle Hotel & Spa
4.5 star property
8.8 out of 10, Excellent, 602 reviews
"We thought the grounds and facility were wonderful. We loved the concept. But, it needed some TLC. It has the potential to be fabulous place. It is a shame that it is not kept up as it should be. You should not call it a “….Hotel and Spa”, if you do not have the Spa open for guest. It us so unique, we would love to see it thrive. Thank you!"
The price is 2 782 kr
per night
18 Jul - 19 Jul
Castle Hotel & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find holiday rentals in Philipstown?

Yes, there are holiday rentals in Philipstown close to Stonecrop Gardens, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Philipstown?

Choose from 31 Expedia holiday rentals in Philipstown for a memorable holiday.

What can I see and do in Philipstown?

Enjoy the outdoors at Hudson Highlands State Park and Clarence Fahnestock State Park, or simply take in cultural attractions like Boscobel House and Gardens and Manitoga The Russel Wright Design Center. Other places in town to visit include Hudson River and West Point Foundry Preserve.

What’s a holiday rental in Philipstown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Philipstown. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for families.

Recent reviews of Philipstown properties
Expedia verified reviews

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah

5/5 Excellent
"Convenient "
A verified traveller stayed at Hampton Inn & Suites Mahwah
Posted 1 day ago
Hampton Inn & Suites Mahwah