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Compare 389 Vacation Homes in Philmont with updated reviews, rates, and availability.

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

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

9.6 out of 10, Exceptional, (18)
"Very nice, as expected! "
The price is SAR 710
SAR 1,390 total
includes taxes & fees
25 Nov - 26 Nov
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Large lakeside yard and patio area

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

10.0 out of 10, Exceptional, (49)
"This place is located about 20 mins from downtown Albany and is extremely beautiful and spacious. Highly recommend if you are in the area. The communication with the property manager was excellent as well. "
The price is SAR 1,126
SAR 1,919 total
includes taxes & fees
1 Dec - 2 Dec
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Secluded Family Home in Serene Stockbridge Woods
Living area

Secluded Family Home in Serene Stockbridge Woods

10.0 out of 10, Exceptional, (18)
"We spent a short weekend here in Stockbridge to attend the Naumkeag Pumpkin Show. The kids (2 + 4) were in amazement the entire time. The house was a fantastically creative environment with books, games, toys, and a massive yard with swings. A+ would stay again."
Secluded Family Home in Serene Stockbridge Woods
Spectacular views and close to Great Barrington.
Private kitchen

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (1)
"A beautiful place for our grown family to congregate. Easy commute to Tanglewood, a pool to keep us cool, and a wonderful kitchen to cook in. There are lots of other houses within view but not bothersome. Had a great stay here."
Spectacular views and close to Great Barrington.
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Breakfast Nook - wake up to the best sunshine ever!

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

10.0 out of 10, Exceptional, (116)
"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Hudson River Way by Woodstock Way Hotel
Exterior

Hudson River Way by Woodstock Way Hotel

5.0 star property
Hudson River Way by Woodstock Way Hotel
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Welcome to River House!

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

9.8 out of 10, Exceptional, (12)
"We had a wonderful time in Catskill! The house was lots of fun and had tons of space for everyone. We reached out with some questions before our stay and never received a response, many of the outlets didn’t work and the house could have used an extra cleaning before we arrived but overall we had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Amazing Entertainment Space

Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!

10.0 out of 10, Exceptional, (134)
"Everything about this property makes it a wonderful get-away … gorgeous woodland and trails on property, quiet and remote but with all the comforts of a spacious home. The barn renovation is perfect - the right balance of original charm and modern amenities. The hot tub and sauna, and outdoor fire pit, made it a 100% fun and relaxing weekend for my family. This property truly is a slice of paradise! "
Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!
Modern-Chic Athens Home - Fish, Ski & Swim!
Athens Vacation Rental | 5BR | 2.5BA | 2,800 Sq Ft | 1 Step to Enter

Modern-Chic Athens Home - Fish, Ski & Swim!

9.8 out of 10, Exceptional, (15)
"Nice host and home! The owner was very responsive when i pointed out a minor issue in the bathroom. We took off one star because, as a group, we felt the cleaning fee was too high, especially considering you are required to clean before you leave."
Modern-Chic Athens Home - Fish, Ski & Swim!
Winter Ski House with gym +spa access
Exterior

Winter Ski House with gym +spa access

9.4 out of 10, Exceptional, (10)
"Super convenient to the show grounds which was the #1 draw for the house. We didn't realize there was no washer dryer - but not the end of the world with laundry service close by. House manager was great - very responsive. "
Winter Ski House with gym +spa access
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Exterior

NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE

10.0 out of 10, Exceptional, (31)
"The castle house is fantastic. Spacious, beautifully decorated and equipped. There is no meal you can't craft from this kitchen. The house is super quiet,the beds are comfy, towels plush...close to Great Barrington. I can't say enough good things. Book it."
NEWLY REMODELED 3 BEDROOM COUNTRY CASTLE
Cozy log cabin in Lake Community.
Terrace/patio

Cozy log cabin in Lake Community.

10.0 out of 10, Exceptional, (18)
"It was quiet, cozy, spacious and clean!! So very inviting and we did not want to leave!!"
Cozy log cabin in Lake Community.
Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond
Terrace/patio

Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond

9.4 out of 10, Exceptional, (6)
"Some friends and I wanted to get out into the woods during the fall colors and decided to make it a friends-giving. We had a really lovely time here with lots of room for games, cooking, hot tubing and sitting around the fire. The weekend was perfect with the exception of a little power outage in the area. Nothing the host could do about that, but there was no response to any of the lines available for help. We eventually got help the next morning, but it was too late, as we'd already called...
Botanical Hideaway: Gorgeous Home w/ Hot Tub & Private Pond
Catskill Family Friendly Upstate Main St. Ski Hike
Terrace/patio

Catskill Family Friendly Upstate Main St. Ski Hike

10.0 out of 10, Exceptional, (3)
"Second time we stayed there. Great property in great condition."
Catskill Family Friendly Upstate Main St. Ski Hike
Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!
Private kitchen

Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!

10.0 out of 10, Exceptional, (6)
"The house was very well appointed. The finishes and the appliances were all very upscale IE: Viking Refrigerator. The surrounding grounds were vey attractive and the main house was a pleasure to have as a view Location to Hudson and other attractions were very accessible Would recommend this property to anyone looking to stay in the Hudson area."
Newly Renovated Designer 3-BR / 2-BTH Carriage House in Athens!
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Sunroom

Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!

10.0 out of 10, Exceptional, (2)
"Delightful property, worked well for our needs"
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Lake house with Arcade games near Hudson-Catskills
Game room

Lake house with Arcade games near Hudson-Catskills

10.0 out of 10, Exceptional, (5)
"Good communication with owner, clean house, accurate listing description "
Lake house with Arcade games near Hudson-Catskills
Private Estate, Heated YEARROUND Outdoor Pool

Private Estate, Heated YEARROUND Outdoor Pool

10.0 out of 10, Exceptional, (13)
"The country setting provided a quiet retreat. The home is well equipped: plenty of beds, multiple gathering places, pool with towels (although it was pretty cold until the pool guy came and provided help). The outdoor grill provides additional cooking space. The home is within easy driving to many places of interest. We had a nice week at this home."
Private Estate, Heated YEARROUND Outdoor Pool
Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library
Beautiful Bellavista Country Estate! Create Timeless Memories w/ Family/ Friends

Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library

9.6 out of 10, Exceptional, (84)
"This large home has many comfortable bedrooms, some very large suites. The kitchen is very well stocked. Our family had a wonderful stay. The pool was great, and a center of our enjoyment. Kids also enjoyed the game room."
Beautiful One-of-a Kind Private Estate! Pool, Gym, Arcade, Trails, Pond, Library
Cheerful 3-bedroom cottage with woodstove
great kitchen for cooking in

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (30)
"Delightful home in very quiet neighborhood near hiking trails. House had every amenity you might need (except tissues). Less than 20 minutes drive from Sheffield. Great restaurants in town. We very much enjoyed our stay in this house in the country and would highly recommend it to anyone wanting to stay in the area."
The price is SAR 890
SAR 1,904 total
includes taxes & fees
25 Nov - 26 Nov
Cheerful 3-bedroom cottage with woodstove
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 property types in Philmont

Micosta Leisure Inn
Terrace/patio

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is SAR 434
SAR 468 total
includes taxes & fees
25 Nov - 26 Nov
Micosta Leisure Inn
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Charming Cottage in Private Lake Community (Pet-Friendly!)
Welcome to White Bunny Cottage

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

9.8 out of 10, Exceptional, (24)
"The White Bunny Cottage is a charming place. It is beautifully decorated and spotless! We enjoyed making dinner and using the tableware and baskets. Perfect for entertaining family. The country setting was perfect. Very quiet. Grocery and wine shop near by. Easy access to points of interest along the Hudson River. I would highly recommend the White Bunny Cottsge. "
Charming Cottage in Private Lake Community (Pet-Friendly!)
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.