Phillipsport Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Phillipsport

Trails Head Tiny House

9.0 out of 10, Wonderful, (10)
"Had a great stay at the Tiny House! Surprisingly clean and well appointed with all the basics. Perfect for an escape to the woods while still being able to quickly return to the real world. Proximity to the Neversink trail head is a major plus!"
The price is AU$193
includes taxes & fees
1 Dec - 2 Dec
Trails Head Tiny House

Trails Head Cabin

9.8 out of 10, Exceptional, (73)
"Great property right next to the State trails. Very dog friendly. "
The price is AU$305
includes taxes & fees
2 Dec - 3 Dec
Trails Head Cabin

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

9.6 out of 10, Exceptional, (38)
"The whole family had a great time! We would love to come back!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Beautiful Private Stone Home in the Hudson Valley

10.0 out of 10, Exceptional, (138)
"home and amenities enjoyed by all age groups. the city-slickers were thrilled by the deer, and visiting the chickens and roosters. the location is beautiful and rural. easy drive from nyc and capital district."
Beautiful Private Stone Home in the Hudson Valley

Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

9.6 out of 10, Exceptional, (20)
"Our stay was great! Host was great at communicating. Enough towels were supplied. Beds were very comfortable. Highly recommended!"
Amazing Villa! Indoor Hotub 🌟🌟🌟🌟🌟, Heated Pool, Game Room -Sleeps 25+ Ski

Cozy Loft Cabin high above Bashakill Wildlife Refuge

9.2 out of 10, Wonderful, (15)
"Hikers’ Haven was a beautiful getaway. Vin was a great host and the cabin was cozy and well located"
The price is AU$243
includes taxes & fees
1 Dec - 2 Dec
Cozy Loft Cabin high above Bashakill Wildlife Refuge

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

9.8 out of 10, Exceptional, (43)
"Wonderful rental, clean, modern, and a beautiful location."
The price is AU$550
includes taxes & fees
11 Dec - 12 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Mountain View escape

10.0 out of 10, Exceptional, (43)
"Charming. Peaceful. Beautiful. Well-designed. Well-stocked. I cannot recommend this place enough. It is the ideal getaway for an individual or couple. Hope to have a reason to return soon! "
Mountain View escape

Log Cabin in Catskill NYS

9.8 out of 10, Exceptional, (40)
"Our group of guys loved the cabin. It was spacious and convenient for 12 guys. The cabin was filled with amenities including thermostats in each room, towels, cookware, hot water, and cleaning/hygiene products. Peter and his family responded quickly to all of our messages and requests. This area is quiet and peaceful. The location is about 20-30 minutes from nearby restaurants, trails, and stores. "
Log Cabin in Catskill NYS

Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

9.8 out of 10, Exceptional, (90)
"Very close to hiking and biking trails! Beds were comfortable "
Hiking/Climbing Paradise- walking distance to Mohonk/Gunks/Minnewaska

Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

7.6 out of 10, Good, (14)
"We had a great time for our family getaway. The house was sized for a summer getaway with a large family/group. Plenty of bedrooms and bathrooms and even a second fridge to accommodate our needs. When the game room is available, the house will be even better"
Secluded Family Haven ~ Yard ~ GameRoom ~ Fire Pit

Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park

10.0 out of 10, Exceptional, (14)
"Wonderful home that is clean neat and just perfect for a stay at the foothills of the Catskills! "
The price is AU$454
includes taxes & fees
1 Dec - 2 Dec
Cozy Cabin with Hot Tub, Minutes From Minnewaska State Park

NEW LISTING! Cozy Country Farmhouse with Hot Tub

9.4 out of 10, Exceptional, (3)
"Perfect property for a quiet weekend. Dogs had plenty of room to run free"
NEW LISTING! Cozy Country Farmhouse with Hot Tub

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (32)
"My Husband and I had a lovely time here. It was even more special because we were able to bring our beloved dog who so enjoyed his morning walks visiting the cows across the street and playing in the yard. The property is absolutely beautiful, the Barn is immaculate, everything is new and clean. We just adored the decor, so cozy! The little touches were so appreciated as well, like stocked tea bags and K-cups, clean blankets, towels, park passes and tons of recommendations to near by activities....
Red Barn Retreat - Shawangunk Mountains Getaway

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

10.0 out of 10, Exceptional, (9)
"The property is sensational. The house has everything that you would need for enjoyment of all ages. My forty year old son said this place is “Sick”. Sick meaning absolutely awesome! Great property to rent for a large family or several couples weekend. "
The price is AU$1,287
includes taxes & fees
11 Dec - 12 Dec
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

Cute home in Kerhonkson, NY. This home is minutes to many popular destinations

8.8 out of 10, Excellent, (16)
"Close to the trails. Loved the park with the trails. "
Cute home in Kerhonkson, NY. This home is minutes to many popular destinations

Huge house with amazing kitchen, near great hiking; great for groups!

10.0 out of 10, Exceptional, (44)
"Northeastern's annual Alternative Weekend trips had an amazing stay over Veteran's Day weekend! The group volunteered with the local Woodstock Animal Sanctuary. Students and staff raved about the house!"
Huge house with amazing kitchen, near great hiking; great for groups!

Quaint village, walk to restaurants and shops.

9.8 out of 10, Exceptional, (9)
"Wonderfully quaint place within walking distance of downtown restaurants/pubs. Cant wait to come back"
Quaint village, walk to restaurants and shops.

The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard

9.2 out of 10, Wonderful, (22)
"This property was clean and exactly as described. We were in the area for a family gathering and it allowed us a quiet place to regroup with our dog at night. Highly recommend and are hoping to visit again. "
The Louie II: Accord Farmhouse near Arrowood w/ Hot Tub & Large Yard

Catskills cabin over waterfall with views & hot tub

9.8 out of 10, Exceptional, (64)
"We looked forward to a get away to enjoy the Catskills foliage in October and this cabin checked all the boxes. The owners, Adam and Chrissy, were more than helpful in answering our questions (especially the last minute TV questions before a big game, and how to operate the shower). They welcomed our larger old dog, which was priceless. The inside of the cabin is cozy and nostalgic, but you cannot beat the view! We loved listening to the waterfall below, the layers of colors in the foliage were...
Catskills cabin over waterfall with views & hot tub
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.
Don't see what you're looking for?
See all available properties in Phillipsport
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Phillipsport you may be interested in

The Kartrite Resort & Indoor Waterpark

4.0 star property
7.8 out of 10, Good, (1242)
"Great experience "
The price is AU$388
includes taxes & fees
1 Dec - 2 Dec
The Kartrite Resort & Indoor Waterpark

Resorts World Catskills Casino

4.5 star property
8.6 out of 10, Excellent, (1148)
"No valet and limited dining"
The price is AU$312
includes taxes & fees
2 Dec - 3 Dec
Resorts World Catskills Casino

La Quinta Inn & Suites by Wyndham Middletown

2.5 star property
9.2 out of 10, Wonderful, (566)
"This hotel deserves to be a 4* not a 2* it is exceptionally clean the staff are lovely & attentive The beds are comfortable The WiFi is strong The breakfast is great Fab location Plenty of shops and restaurants around Nice and peaceful Great parking We had a fab stay thank you to the great staff "
The price is AU$168
includes taxes & fees
22 Dec - 23 Dec
La Quinta Inn & Suites by Wyndham Middletown
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find a holiday rental in Phillipsport?

Yes, there are holiday rentals close to the most popular sights in Phillipsport, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Phillipsport has to offer?

Trails Head Tiny House: This holiday home rental outside of Phillipsport is situated on a river, and has a BBQ and WiFi to help you feel content during your stay. Kitchen amenities include a stovetop, kitchenware and an electric kettle.

What can I see and do in Phillipsport?

Explore the area and family-friendly sights such as The Kartrite Resort & Indoor Waterpark, or get out into nature at a spot like Sam's Point Preserve. Roosa Gap State Forest and Shawangunk Ridge State Forest are other places to visit while you're in town.

What are holiday rentals like in Phillipsport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Phillipsport. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a small group gathering.