Philmont Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Philmont holiday rentals

Dining

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley

Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Stottville
The price is HK$1,465
HK$2,817 total
includes taxes & fees
22 Jun - 23 Jun
Boho Hot Tub Cottage | Pet-Friendly | Hudson Valley
Property grounds

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.8 out of 10, Exceptional, (6 reviews)
"Mark was very communicative and helpful, answering all questions quickly and accurately"
United States
Jim S.
The price is HK$1,802
HK$2,975 total
includes taxes & fees
20 Jun - 21 Jun
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (248 reviews)
"Really great location and near great area."
United States
Sherwin
The price is HK$1,559
HK$2,023 total
includes taxes & fees
6 Jul - 7 Jul
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (154 reviews)
"The room was cozy. In a very quiet part of town. The check in process was easy. I would definitely stay again while in town."
United States
Kathleen
The price is HK$1,062
HK$1,189 total
includes taxes & fees
22 Jun - 23 Jun
Micosta Leisure Inn
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$769
HK$1,036 total
includes taxes & fees
1 Jul - 2 Jul
All comforts of home
Dining

Charming Yacht on Catskill Creek

Charming Yacht on Catskill Creek
Catskill
9.0 out of 10, Wonderful, (12 reviews)
"Melissa was very welcoming and attentive during my stay. The boat was lovely and well maintained."
United States
Marcello C.
The price is HK$1,023
HK$2,032 total
includes taxes & fees
21 Jun - 22 Jun
Charming Yacht on Catskill Creek
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (16 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is HK$1,050
HK$2,505 total
includes taxes & fees
1 Jul - 2 Jul
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (24 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
The price is HK$1,410
HK$2,773 total
includes taxes & fees
30 Jun - 1 Jul
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

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

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (39 reviews)
"We Absolutely loved our weekend stay here! Beautiful property and just as described!!! Will definitely be back!!!"
United States
Jessica R.
The price is HK$1,269
HK$2,817 total
includes taxes & fees
22 Jun - 23 Jun
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Terrace/patio

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Cairo
10.0 out of 10, Exceptional, (6 reviews)
"Beatiful place "
United States
Benji K.
The price is HK$1,975
HK$5,272 total
includes taxes & fees
21 Jun - 22 Jun
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is HK$1,254
HK$2,708 total
includes taxes & fees
7 Jul - 8 Jul
Modern Luxurious Cabin, Catskills - The Tiny Nook
Outdoor dining

Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
8.8 out of 10, Excellent, (3 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is HK$1,661
HK$3,089 total
includes taxes & fees
22 Jun - 23 Jun
Hudson NY’S Country Serenity Guest Suite.
Terrace/patio

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$1,465
HK$2,835 total
includes taxes & fees
21 Jun - 22 Jun
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is HK$832
HK$1,108 total
includes taxes & fees
30 Jun - 1 Jul
All the comforts of home
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (32 reviews)
"Perfect space for an overnight stay. Very clean and well appointed. Communication from host was great and check in was a breeze. 2 minute drive from downtown Great Barrington."
United States
Anonymous traveller
The price is HK$1,869
HK$2,875 total
includes taxes & fees
22 Jun - 23 Jun
Home in Great Barrington
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
9.0 out of 10, Wonderful, (4 reviews)
"we had a great stay at this house with a group of friends - rooms were comfortable and kitchen had a lot of things we needed for meals. "
United States
raquel p.
Catskill Stay w/ Deck & Fire Pit
TV

Charles Cottage Near Warren St New Renovation

Charles Cottage Near Warren St New Renovation
Hudson
The price is HK$1,171
HK$3,953 total
includes taxes & fees
23 Jun - 24 Jun
Charles Cottage Near Warren St New Renovation
Interior

Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County
Sheffield
10.0 out of 10, Exceptional, (10 reviews)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is HK$3,134
HK$5,505 total
includes taxes & fees
21 Jun - 22 Jun
Guesthouse Cabin vacation rentals in Berkshire County
Terrace/patio

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Catskill
10.0 out of 10, Exceptional, (3 reviews)
"AMAZING HOUSE FOR COUPKES AND 2 couples!!!! Amazing vibes and area. Host responds VERY quickly and is keen to help out all the time"
United States
Michael Z.
The price is HK$1,247
HK$3,217 total
includes taxes & fees
22 Jun - 23 Jun
Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Dining

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,567
HK$2,634 total
includes taxes & fees
21 Jun - 22 Jun
Sugar Shack - 300 square feet of pure sweetness.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Philmont Hotel Reviews

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

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

10/10 Excellent
"Beautiful few days there"
Katherine 2-night trip
Posted 4 hours ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about Philmont

Search for holiday rentals in Philmont on Expedia! You can easily find your home rentals, villas, holiday apartments in Philmont using one of the methods below:

  • View our selection of featured holiday rentals in Philmont
  • Use the map to find apartments and other holiday homes in the Philmont neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Philmont while they last

Look no further and take a look at our great range of rental properties in Philmont!

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?

Cozy Riverside Berkshires Retreat: This holiday home rental outside of Philmont is located on a river, and has a fireplace, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and an electric kettle, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Hudson Opera House and Max and Lillian Katzman Theater.

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.