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Our top choices for Monroe holiday homes

1. Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
9.8 out of 10, Exceptional, (17 reviews)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
United States
Kimberly R.
The price is HK$2,744
HK$5,528 total
includes taxes & fees
20 Nov - 21 Nov
Amazing Home Near West Point, Shopping, Skiing and Legoland

2. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair
Monroe
10.0 out of 10, Exceptional, (5 reviews)
"The combination of an antique, old-style house with a modernized interior featuring all the amenities you could dream of made for an enjoyable and cozy experience. The house is located right at the back of the lake in a quiet neighborhood and comes fully equipped with:- A spacious layout- High-speed Wi-Fi- Useful massage chair - Fun recreational areas- Lovely decorThis house will truly become a staple in the area."
United States
Moshe F.
The price is HK$4,625
HK$9,054 total
includes taxes & fees
8 Nov - 9 Nov
Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

3. Lakefront Paradise Pool + Paddle Boats Sleeps 12

Lakefront Paradise Pool + Paddle Boats Sleeps 12
Monroe
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group and the host was easy to get ahold of. There are 4 official bedroom and 4 bathrooms and a basement and 2 office/den, 2 washer and dryers - one in the top floor and another in the basement which has...
United States
Courtney D.
The price is HK$4,098
HK$11,287 total
includes taxes & fees
16 Nov - 17 Nov
Lakefront Paradise Pool + Paddle Boats Sleeps 12

4. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Chester
9.0 out of 10, Wonderful, (2 reviews)
"Host was very nice and accommodating. The house was clean and comfortable. There is a beautiful tub in the master bath but I was wishing there was a shower there. Master bed was very comfortable but also very tall for a shorter person like myself. Overall very nice."
United States
jolene j.
The price is HK$2,165
HK$5,894 total
includes taxes & fees
12 Nov - 13 Nov
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

5. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (69 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is HK$2,211
HK$4,036 total
includes taxes & fees
8 Nov - 9 Nov
Country House w/Hot Tub, Deck, Grill & Fire Pit

6. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (28 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is HK$699
HK$1,181 total
includes taxes & fees
16 Nov - 17 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

7. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is HK$1,779
HK$3,398 total
includes taxes & fees
9 Nov - 10 Nov
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

8. Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
Goshen
10.0 out of 10, Exceptional, (35 reviews)
"Great house, as advertised!"
United States
Steven K.
The price is HK$3,242
HK$5,466 total
includes taxes & fees
12 Nov - 13 Nov
Renovated 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

9. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (22 reviews)
"Great place, but you can hear red everything going on outside your room with the restaurant downstairs and other people in the common area. But I’d definitely come back here"
United States
Joseph
The price is HK$706
HK$1,153 total
includes taxes & fees
9 Nov - 10 Nov
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

10. Waterfront Home with Hot Tub, Firepit, and Kayaks

Waterfront Home with Hot Tub, Firepit, and Kayaks
Greenwood Lake
10.0 out of 10, Exceptional, (47 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is HK$1,422
HK$3,498 total
includes taxes & fees
9 Nov - 10 Nov
Waterfront Home with Hot Tub, Firepit, and Kayaks

11. 3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.
Goshen
8.0 out of 10, Very good, (1 review)
"The check-in process went smoothly. The property was very clean and comfortable. Location was close to many different small towns. "
United States
Kelly M.
The price is HK$2,156
HK$3,697 total
includes taxes & fees
7 Dec - 8 Dec
3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

12. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is HK$1,090
HK$3,641 total
includes taxes & fees
10 Nov - 11 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed

13. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is HK$1,115
HK$2,070 total
includes taxes & fees
9 Nov - 10 Nov
Perfect 2BR with Free Parking! Walk to West Point!

14. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is HK$1,208
HK$2,274 total
includes taxes & fees
8 Nov - 9 Nov
Fabulous 3bdrm Home w/parking!

15. Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is HK$1,208
HK$2,334 total
includes taxes & fees
8 Nov - 9 Nov
Lovely 3BR Home with parking-Walk to WP Gate!

16. Spectacular Historic Mansion w/Pool&Tennis

Spectacular Historic Mansion w/Pool&Tennis
Goshen
10.0 out of 10, Exceptional, (20 reviews)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
United States
Aditya U.
The price is HK$12,527
HK$20,008 total
includes taxes & fees
8 Nov - 9 Nov
Spectacular Historic Mansion w/Pool&Tennis

17. Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

Panoramic Fall Foliage Escape, Fire Pit, Wood Stove
Greenwood Lake
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home...it is clear that much thought and time went into the decor and functionality....complete with welcomed amenities."
United States
andrea e.
The price is HK$1,625
HK$2,939 total
includes taxes & fees
15 Nov - 16 Nov
Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

18. Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks
Greenwood Lake
10.0 out of 10, Exceptional, (12 reviews)
"We had lovely and relaxing stay at this property! The surrounding area is beautiful and the crowd are amazing!"
United States
Susan R.
The price is HK$3,503
HK$6,614 total
includes taxes & fees
9 Nov - 10 Nov
Entire Lakeview House ~ Hot Tub ~ Firepit ~ Stunning View ~ 2 Decks

19. La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC

La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC
Warwick
9.6 out of 10, Exceptional, (7 reviews)
"Excellent location to explore Warwick and launch for a trip to NYC!"
United States
David K.
The price is HK$2,429
HK$4,318 total
includes taxes & fees
16 Nov - 17 Nov
La Victoria 5-bedroom estate in the heart of Warwick, an Hour away from NYC

20. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
New Windsor
The price is HK$1,607
HK$3,778 total
includes taxes & fees
15 Nov - 16 Nov
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
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.

Learn more about Monroe

Nestled in the Hudson Valley, this charming town invites you to explore its quaint shops and scenic parks. Stroll through the Monroe Federal Plaza for local finds, then unwind at Arrow Park Lake or tee off at Mansion Ridge.

A snow-covered town with historic buildings and a church steeple.