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Philmont Vacation Rentals

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Vacation Rentals in Philmont

Micosta Leisure Inn
Balcony
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (74)
"Expedia said they have a Sunday buffet, but they didn't."
The price is $125
$141 total
includes taxes & fees
Jun 20 - Jun 21
Micosta Leisure Inn
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Charming Artist's Retreat
Fridge, microwave, oven, stovetop
Charming Artist's Retreat
10.0 out of 10, Exceptional, (115)
"This is our second time staying at the cottage. What beautiful weather in such a beautiful setting. Incredible motorcycle ride through the mountains. Thank you Maureen. Robin & Bruce"
Charming Artist's Retreat
Private Estate, Heated YEARROUND Outdoor Pool
Fridge, microwave, oven, stovetop
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (8)
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, fireplace, DVD player, books
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (39)
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is $159
$335 total
includes taxes & fees
Jun 30 - Jul 1
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Waterview Home in the Berkshires: Near Hiking
Outdoor dining
Waterview Home in the Berkshires: Near Hiking
9.2 out of 10, Wonderful, (14)
"Lovely house and kind owner. We had a great time. The view is amazing."
Waterview Home in the Berkshires: Near Hiking
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
Fridge, microwave, oven, stovetop
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
9.6 out of 10, Exceptional, (80)
"We loved our stay over Memorial Day weekend. We were three families and fit well in the home with 6 adults, 8 teens and 1 child. Kids loved the pool (it's on the cool side with no heater). The landscaping on the property is so gorgeous. The home itself is very comfortable with many places to spend time together - our favorite is the screened in porch. The two master suites is neat with each having two bedroom spaces per suite. It would be great with a family who wants to have young children...
Beautiful 5 star Estate! ASK ABOUT REDUCED RATES for open Summer 2024 dates!
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Shower, hair dryer, towels
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
9.8 out of 10, Exceptional, (10)
"The number of bedrooms and bathrooms was great for the 13 of us. The big kitchen, pantry and long dining tables made for fun interaction. The game room with pool table and ping pong table were perfect for after dinner fun. Beautiful property on the river. We plan to go back. Historic homes are tough to maintain and our hope is that it is as nice in the future as it was this week."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Charming Cottage in Private Lake Community (Pet-Friendly!)
Fridge, microwave, oven, stovetop
Charming Cottage in Private Lake Community (Pet-Friendly!)
9.6 out of 10, Exceptional, (14)
"Clean and comfortable. We had a great time visiting with friends and family at my daughters baby shower!"
Charming Cottage in Private Lake Community (Pet-Friendly!)
Moose Lodge by AvantStay | Luxe Berkshires Escape
Outdoor dining
Moose Lodge by AvantStay | Luxe Berkshires Escape
10.0 out of 10, Exceptional, (12)
"Our family had a wonderful time at this lovely home. The area is quiet yet you are still close to restaurants and shopping. I would definitely stay there again"
Moose Lodge by AvantStay | Luxe Berkshires Escape
Stockbridge Home, Come Experience The Berkshires!
Fridge, microwave, oven, stovetop
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (12)
"we all loved it, especially the screened in porch...& my dog cooper also gives 5 stars"
Stockbridge Home, Come Experience The Berkshires!
Rockspring by AvantStay | Huge Berkshires Estate
Interior
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
River Lodge by AvantStay | 11 BR Historic Estate w/ Pool & Views of Hudson!
Interior
River Lodge by AvantStay | 11 BR Historic Estate w/ Pool & Views of Hudson!
9.6 out of 10, Exceptional, (8)
"River Lodge is perfect for our big family. We stayed for a long weekend. The house is spacious with lots of things to do. Outdoor space is huge with a beautiful view of the Hudson River. Highly recommend!"
River Lodge by AvantStay | 11 BR Historic Estate w/ Pool & Views of Hudson!
Cheerful 3-bedroom cottage with woodstove
Property grounds
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (22)
"This home was "as advertised" - plenty of room. Nice neighborhood setting. Well stocked kitchen & nice outside area in the backyard / deck. We used it as a base camp for section hiking the appalachian trail."
The price is $224
$488 total
includes taxes & fees
Jun 26 - Jun 27
Cheerful 3-bedroom cottage with woodstove
Antique Farmhouse Totally Restored
Exterior
Antique Farmhouse Totally Restored
10.0 out of 10, Exceptional, (80)
"We have 20 years experience renting homes for family gatherings and this is the most interesting and amazing property. Gardens galore, plenty of space to congregate or go off by yourself, fully appointed kitchen, and comfortable space. We were a party of ten and everyone loved the experience."
Antique Farmhouse Totally Restored
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Fridge, oven, stovetop, dishwasher
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
10.0 out of 10, Exceptional, (2)
"The barn was amazing and just perfect for our weekend away. Ricky was really great to communicate with and very responsive. We can’t wait to go again soon!"
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Great Barrington Get Away
Fridge, microwave, oven, stovetop
Great Barrington Get Away
9.6 out of 10, Exceptional, (17)
"Nice, cozy, clean house with character. Great location as we could walk to town. Would stay again for sure."
The price is $342
$592 total
includes taxes & fees
Jul 1 - Jul 2
Great Barrington Get Away
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Aerial view
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.6 out of 10, Exceptional, (7)
"Nice and clean house. Needs a little touch up, you can see stains on the ceiling where roof was leaking. Deck’s rails were rough and it was easy to get splintered. The rest was perfect: clean sheets, towels, plenty of dishes We liked it very much"
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington
7 bedrooms, free WiFi, bed sheets
Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington
10.0 out of 10, Exceptional, (23)
"Interesting and lovely! We had a great time and the hosts were very welcoming and responsive"
Minutes from Ski Butternut, Tanglewood, and Downtown Great Barrington
Don't see what you're looking for?
See all available properties in Philmont
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.

Philmont Vacation Rental Travel Info

Number of vacation rentals
6
Popular accommodation
Philmont apartments
Known landmarks
Max and Lillian Katzman Theater, The Mac-Haydn Theatre and Hudson Chatham Winery
International airports
Pittsfield, MA (PSF-Pittsfield Municipal) and Albany, NY (ALB-Albany Intl.)

Other types of properties in Philmont you may be interested in

The Red Lion Inn
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (901)
"Altogether splendid. Food outstanding "
The price is $162
$204 total
includes taxes & fees
Jul 9 - Jul 10
The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (482)
"We love the proximity to Lee. Had a great dinner at the Salmon Run. Highly recommended!"
The price is $159
$189 total
includes taxes & fees
Jun 24 - Jun 25
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
St. Charles Hotel
Standard Room, 2 Queen Beds, Multiple View | Premium bedding, in-room safe, soundproofing, iron/ironing board
St. Charles Hotel
2.0 star property
6.8 out of 10, (603)
"The place was simple but breakfast is included and the price is good. Staff was friendly."
The price is $161
$180 total
includes taxes & fees
Jun 30 - Jul 1
St. Charles Hotel
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.

Everything you need to know about Philmont vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Philmont vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Philmont vacation 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 low season months. For more hustle and bustle, you may prefer to visit Philmont in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Philmont rentals

At Expedia, we put the best Philmont vacation 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 vacation.

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 vacation rental in Philmont?

Yes, there are vacation rentals close to top local attractions in Philmont, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Philmont has to offer?

Beautiful Getaway - Right on the Lake-Close to Skiing: This vacation home rental outside of Philmont is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like 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 larger area, you’ll find Hudson Opera House and Max and Lillian Katzman Theater.

What are vacation rentals like in Philmont?

Vacation rentals are privately owned properties you can reserve for several days or more in Philmont. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.

Recent reviews of Philmont properties
Expedia verified reviews

The Red Lion Inn

The Red Lion Inn

5/5 Excellent
"Altogether splendid. Food outstanding "
A verified traveler stayed at The Red Lion Inn
Posted 2 days ago
The Red Lion Inn