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Holiday Rentals in Philmont

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Holiday Rentals in Philmont

The Ponds at Foxhollow

3.0 star property
Lenox
8.6 out of 10, Excellent, (134)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The price is €122
includes taxes & fees
5 Dec - 6 Dec
The Ponds at Foxhollow

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown
10.0 out of 10, Exceptional, (4)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is €189
includes taxes & fees
30 Nov - 1 Dec
Charming loft cottage in tranquil Germantown with WiFi, AC

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

Saugerties
10.0 out of 10, Exceptional, (12)
"Great spot!"
United States
Dylan
The price is €158
includes taxes & fees
30 Nov - 1 Dec
Country Cottage with beautiful views and easy access to Catskills activities.

Micosta Leisure Inn

3.0 star property
Hudson
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is €125
includes taxes & fees
29 Dec - 30 Dec
Micosta Leisure Inn

All comforts of home

Hudson
9.8 out of 10, Exceptional, (51)
"Loved the place and would love to come back. "
United States
Georgine
The price is €118
includes taxes & fees
1 Dec - 2 Dec
All comforts of home

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

Catskill
9.8 out of 10, Exceptional, (33)
"Very nice cabin lots of property space "
United States
Martin Z.
The price is €290
includes taxes & fees
1 Dec - 2 Dec
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

All the comforts of home

Hudson
9.2 out of 10, Wonderful, (28)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is €126
includes taxes & fees
30 Nov - 1 Dec
All the comforts of home

Experience Peace in this Cozy country cottage nestled beneath the mountains

Catskill
9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
The price is €295
includes taxes & fees
30 Nov - 1 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains

Pet-Friendly Hudson Escape w/ Hot Tub

2.0 star property
Stottville
The price is €293
includes taxes & fees
3 Dec - 4 Dec
Pet-Friendly Hudson Escape w/ Hot Tub

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (25)
"Enjoyed our stay!!!"
United States
Fred W.
The price is €241
includes taxes & fees
2 Dec - 3 Dec
Home in Great Barrington

The Brooks Motel: Exceptional Suite

Hillsdale
9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is €167
includes taxes & fees
30 Nov - 1 Dec
The Brooks Motel: Exceptional Suite

Hits Adjacent | Pet Friendly | Caraway Cottage

Saugerties
9.8 out of 10, Exceptional, (14)
"Great location, comfortable beds, clean and updated space."
United States
Carolyn S.
The price is €408
includes taxes & fees
5 Dec - 6 Dec
Hits Adjacent | Pet Friendly | Caraway Cottage

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
Chatham
10.0 out of 10, Exceptional, (3)
"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 €331
includes taxes & fees
10 Dec - 11 Dec
Sugar Shack - 300 square feet of pure sweetness.

Catskill Stay w/ Deck & Fire Pit

Catskill
8.0 out of 10, Very good, (2)
"The house was great for a weekend trip with family. We enjoyed cooking in the kitchen, playing games in the cozy living room, and roasting up some s'mores around the bonfire at night. The location was great, close to a grocery store and some nature trails, which was important for us. We all got great sleep in the comfy bedrooms."
United States
Erin S.
Catskill Stay w/ Deck & Fire Pit

Perfect House In Hillsdale, Brings Friends & Fam

Hillsdale
8.4 out of 10, Very good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
The price is €467
includes taxes & fees
6 Dec - 7 Dec
Perfect House In Hillsdale, Brings Friends & Fam

Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic
10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is €214
includes taxes & fees
1 Dec - 2 Dec
Sweet Cozy Victorian in Housatonic. Close to everything.

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
10.0 out of 10, Exceptional, (9)
"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 €632
includes taxes & fees
4 Dec - 5 Dec
Guesthouse Cabin vacation rentals in Berkshire County

Modern Luxurious Cabin, Catskills - The Tiny Nook

Catskill
10.0 out of 10, Exceptional, (7)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is €301
includes taxes & fees
1 Dec - 2 Dec
Modern Luxurious Cabin, Catskills - The Tiny Nook

Hudson Hot Tub & Pet Escape

2.0 star property
Stottville
The price is €250
includes taxes & fees
3 Dec - 4 Dec
Hudson Hot Tub & Pet Escape
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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Top Philmont Hotel Reviews

Find out more about Philmont

Everything you need to know about Philmont holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Philmont holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Philmont holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Philmont holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Philmont. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Philmont holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Philmont holiday rentals we have selected for you start as low as €122 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Philmont rentals

At Expedia, we put the best Philmont holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Philmont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Philmont holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Philmont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Philmont is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. 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.