Photo by Doug Kerr

Holiday Rentals in Philmont

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Holiday Rentals in Philmont

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very good, (4)
"We love our Bartow cabin, it was so cozy and relaxing for us. A perfect getaway from the city life. Will definitely stay again. "
The price is €129
includes taxes & fees
4 Mar - 5 Mar
Postcard Cabins Eastern Catskills

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is €134
includes taxes & fees
3 Mar - 4 Mar
Micosta Leisure Inn

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (16)
"The home was beautiful and it was a gorgeous property too. It had all the right amenities in the kitchen. "
The price is €2,402
includes taxes & fees
19 Feb - 20 Feb
Private Estate, Heated Yearround Outdoor Pool

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

10.0 out of 10, Exceptional, (118)
"Property as described. Great location to towns. Larger interior space than anticipated. Great Kitchen for a group of 5 to cook, chat and enjoy! Overall a warm and spacious home for old college friends to reunite. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Hudson River Way by Woodstock Way Hotel

5.0 star property
The price is €347
includes taxes & fees
3 Mar - 4 Mar
Hudson River Way by Woodstock Way Hotel

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (14)
"Master bath needs a taller toilet for older people Master shower needs an upgrade.."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Remodeled Lakefront retreat!! Come join us for Ski Season!!

9.6 out of 10, Exceptional, (5)
"We skied, we played in the snow and overall just relaxed at this perfect home!"
Remodeled Lakefront retreat!! Come join us for Ski Season!!

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.4 out of 10, Exceptional, (23)
"The host was great with communication! The is such a cute little place but the layout is very nice and everything was updated and very nice! Would book again!! "
The price is €368
includes taxes & fees
20 Feb - 21 Feb
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

10.0 out of 10, Exceptional, (159)
"W had a birthday party for my fiancé this past weekend at Jody’s Hudson Hideaway and we had the best time! The house and property is amazing and everything is top notch. Highly recommend this place!!!"
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

The price is €1,117
includes taxes & fees
4 Mar - 5 Mar
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.6 out of 10, Exceptional, (20)
"David the host was prompt in responses and very helpful and kind. It was a beautiful cabin and we fully intend to come back. Thank you so much David. Please stay with confidence, thst it will be great experience "
The price is €317
includes taxes & fees
19 Feb - 20 Feb
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, LIBRARY, BARN, TRAILS ON 60 ACRES!

9.6 out of 10, Exceptional, (85)
"We had fun! Game room great! Spacious and comfortable. Never got to enjoy outdoors, so maybe another trip in the future!"
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, LIBRARY, BARN, TRAILS ON 60 ACRES!

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

10.0 out of 10, Exceptional, (23)
"We stayed at the house with extended family for a ski trip weekend at Catamount. The drive was 30mins away and the house a wonderful place to relax together after a long day on the mountain. The house is spacious, bright, clean and tastefully decorated. The layout is comfortable and practical. The lovely, open-kitchen was well-equipped and allowed us all to gather and chat pre and post dinner. The sauna is a great perk with gorgeous views! Highly recommend! Would love to come back in the summer...
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna

Wellspring by AvantStay | Indoor Pool + Views

10.0 out of 10, Exceptional, (10)
"We all enjoyed our stay. The house and indoor pool were wonderful. There are plenty of comfortable places to sit and enjoy the gorgeous views. We loved the location which is both close to Lenox restaurants, as well as, the southern Berkshires for food markets and activities for kids. The property manager was attentive, and the owner was very responsive. We loved our week at this family friendly property and highly recommend it. "
Wellspring by AvantStay | Indoor Pool + Views

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (7)
"The pipes were frozen at the original place, but they were kind enough to upgrade our stay. The mountain view was gorgeous, and the staff were extremely nice."
The price is €171
includes taxes & fees
19 Feb - 20 Feb
Country Cottage with beautiful views and easy access to Catskills activities.

Charming Cottage in Private Lake Community (Pet-Friendly!)

9.8 out of 10, Exceptional, (27)
"We enjoyed ourselves,relaxed,visited had a very enjoyable bisit"
Charming Cottage in Private Lake Community (Pet-Friendly!)

Peaceful Retreat Compound 10 Minutes to Great Barrington!

10.0 out of 10, Exceptional, (22)
"This home is located in a beautiful area with plenty of nature surrounding. The amenities included are incredible. A large group of us visited and had so much fun on the pickle ball courts, hanging around the bonfire, and relaxing with the sauna and hot tub. This place can’t be beat!!"
Peaceful Retreat Compound 10 Minutes to Great Barrington!
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.
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Other types of properties in Philmont you may be interested in

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

3.5 star property
9.0 out of 10, Wonderful, (595)
"It was a great little getaway from the city, service was great and helpful nothing to complain about this spot"
The price is €140
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1000)
"Charming and old fashioned. The staff were extremely friendly and professional. Definitely will be going back. "
The price is €173
includes taxes & fees
19 Feb - 20 Feb
The Red Lion Inn

The Little Lion

3.0 star property
8.8 out of 10, Excellent, (472)
"A cozy quiet charming place to stay."
The price is €68
includes taxes & fees
3 Mar - 4 Mar
The Little Lion
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 a holiday rental in Philmont?

Yes, there are holiday rentals close to the most popular sights in Philmont, 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 Philmont has to offer?

Hudson River Way by Woodstock Way Hotel: This holiday home rental outside of Philmont is located in the mountains, and has a terrace, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

What can I see and do in Philmont?

While exploring the area, visit family-friendly sights like Stoddard Corner, or get outside and enjoy nature at High Falls Trail. In the wider area, you’ll find Art Omi International Arts Center - Fields Sculpture Park and Hudson Opera House.

What are holiday rentals like in Philmont?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Philmont. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.