Town of Blooming Grove Rentals
- From $141 per night (USD)
VRBO
Mountain house perfect winter getaway near skilling
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
located just 20 mins from the newly opened Legoland, 15 mins from the famous Woodbury Commons shopping center and on the ...
From $141 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Upstate NY getaway- View, Pool, Close to Woodbury Common
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Please note this rental is located in the basement level of the home. My husband and I live upstairs. It is completely p ...
From $249 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Retreat to Tranquil Cottage 65 Min from NYC - Onsite Parking, Pet-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come escape to this modern cottage, equipped with all essentials and then some! This 2 bedroom, 1 bath located in a quie ...
From $189 per night (USD)VRBO
- From $1334 per night (USD)
Expedia
The Hideaway on 5 acres with heated pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Give your group a trip to remember in this home with an indoor heated pool! This private retreat in the heart of the Hud ...
From $1334 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Cozy Log Cabin in Hudson Valley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Enjoy the Hudson Valley from our newly renovated log cabin in the woods. Located just 65 miles from NYC, the cabin feat ...
From $170 per night (USD)VRBO
- From $487 per night (USD)
VRBO
Cozy Lake Front House w. Pool near Storm King and West Point
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
***We have a 30-night minimum stay (Sorry, town requirement)***(Can be waived for West Point Graduation week 5/16-5/22 2 ...
From $487 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Forest Valley Retreat Hudson
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just 65 miles from New York City, a cozy, artful three-bedroom home on five acres along a babbling brook. Only minutes a ...
From $250 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Unique Scenic home with King suite & Hot tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Looking for a getaway? Let me introduce you to the perfect villa to gather your family and friends, That boasts a spaci ...
From $449 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Peace and Privacy at 5 BDRM Villa Set on Wooded Lot
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Planning a family reunion, getaway with extended family, or a group retreat? Retire to this tranquil villa on a private ...
From $459 per night (USD)VRBO
- From $1500 per night (USD)
Expedia
Spacious Family Oasis ~ Pool ~ GameRoom ~ Backyard
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 22
Have a family vacation of your dreams in the gorgeous 7BR 4Bath getaway close to the charming town of Monroe, NY. The ho ...
From $1500 per night (USD)Expedia
- From $1295 per night (USD)
VRBO
6BR Sanctuary Amidst Nature's Majesty
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Relax with the whole family at this peaceful place to stay. Welcome to our beautiful 5-bedroom, 2-bathroom 2-story hous ...
From $1295 per night (USD)VRBO
- From $465 per night (USD)
VRBO
Comfortable 5BD Near Legoland Bear Mtn, West Point, Wineries, Woodbury Common
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Welcome to our inviting Primrose Shire, a 5-bedroom, 3-bathroom colonial home nestled in a private development in Cheste ...
From $465 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Charming 1 BDRM 18th Century post & beam cottage for monthly\/extended stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Monthly or long term rentals only as per town rules. Will rent for West Point graduation/cadets. Cottage sleeps 2. Sor ...
From $135 per night (USD)VRBO
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Expedia
Luxurious & Tranquil ~ Pool ~ Fire Pit ~ Backyard!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
NEW LISTING! Whether you are friends looking for a weekend retreat or a family needing a family reunion to stay, this bi ...
Click For PricingExpedia
- From $141 per night (USD)
VRBO
3 bedroom country home off hiking trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located just 20 mins from Legoland, 15 mins from Woodbury Commons shopping center, 20mins from west point academy and on ...
From $141 per night (USD)VRBO
- From $850 per night (USD)
Expedia
The Perfect Essential Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Orange County! This is a 4 bedroom, 2.5 bath newly built 2022 private house. Powered by solar. A home away fr ...
From $850 per night (USD)Expedia
- Click For Pricing
Expedia
Secluded, Spacious Home with Pool and Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Prepare to experience a peaceful retreat nestled amidst a serene, woodsy landscape, perfect for large families or groups ...
Click For PricingExpedia
- From $231 per night (USD)
Expedia
Creekside Hudson Valley Retreat ~ 4 Mi to Winery!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this idyllic 2-bedroom, 1-bath vacation rental home in Monroe, also known as 'the lake region' in New York's H ...
From $231 per night (USD)Expedia
- Click For Pricing
Expedia
Secluded, Large Pet-Friendly Home
- Bedrooms:
- 5
- Bathrooms:
- 1
- Sleeps:
- 16
Welcome to this spacious 6 BR property with a pool and a hot tub! This home is perfect for families and large groups, ...
Click For PricingExpedia
- From $339 per night (USD)
Expedia
Luxury in the Woods, Pool, Privacy and Peace
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Crack open a cold one, because this is the house of your dreams. Acres of private, wooded land in the beautiful hills. ...
From $339 per night (USD)Expedia
- From $374 per night (USD)
VRBO
Nature Getaway: Charming Villa Near Trails and Parks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Time to escape the city for a while? Find peace in our beautiful house, tucked away in the forest, the mountains, and ...
From $374 per night (USD)VRBO
- Click For Pricing
Expedia
Epic Cottage with Huge Garden - Sleeps 16!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
There’s room for the whole family - and probably some friends too - at this peaceful and private cottage in the woods. S ...
Click For PricingExpedia
- From $570 per night (USD)
VRBO
Awesome Country Retreat - 4BR - Private and Peaceful
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Just an hour from downtown NYC, my spacious country home is the perfect country retreat for friends or families. Whethe ...
From $570 per night (USD)VRBO
- From $760 per night (USD)
Expedia
4-Acre Hudson Valley Estate with Pool, Sauna, Yard
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Extraordinary 3,000 sqft. 5BR/3BA ranch-style estate on 4 private, pristine acres; heart of Hudson Valley! Massive fenc ...
From $760 per night (USD)Expedia
- From $2200 per night (USD)
VRBO
Mid-Hudson Estate on 11 acres
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 20
Our large house offers the perfect retreat for families & groups seeking a memorable getaway. Nestled on 11 beautiful ac ...
From $2200 per night (USD)VRBO
- From $1517 per night (USD)
Expedia
Indoor heated pool!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Give your group a trip to remember in this lavish home with a year-round indoor pool! This private retreat in the heart ...
From $1517 per night (USD)Expedia
- Click For Pricing
VRBO
Updated 3 to 4 bedroom Cape Cod
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Updated 3 to 4 bedroom Cape Cod on over an acre of property in Washingtonville School District. Two minutes to the villa ...
Click For PricingVRBO
- Click For Pricing
Expedia
Charming 2-Bedroom Home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to 26 Crestwood in Monroe, New York! Charming 2-Bedroom, 1-Office, 1-Bath House in a Peaceful Neighborhood Lea ...
Click For PricingExpedia
- From $999 per night (USD)
VRBO
Sanctuary Amidst Natures Majesty
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Relax with the whole family at this peaceful place to stay. Welcome to our beautiful 5-bedroom, 2-bathroom 2-story hous ...
From $999 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Cozy Cabin with Sauna & Firepit!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Escape to Tranquil Bliss: Cozy Cabin Retreat in Upstate NY. If you're ready to escape the hustle and bustle of ...
From $217 per night (USD)VRBO
- From $275 per night (USD)
VRBO
Amazing Home Near West Point, Shopping, Skiing and Legoland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Prepare for a perfect getaway for your family in this beautiful split level home. You will have full access to the entir ...
From $275 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Private Pond Cozy Home Enjoy!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and spend quality time with the whole family at our peaceful four bedroom pond front home just 20 minutes from Wes ...
From $447 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Newly Renovated and Expanded Former Barn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the seasons in this recently completed 4-BR, 2-BA home amidst farms in the heart of the Hudson Valley. Located jus ...
From $350 per night (USD)VRBO
- From $142 per night (USD)
VRBO
Farmhouse... Updated
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Be among the first to enjoy the seasons in this recently completed home amidst farms in the heart of the Hudson Valley. ...
From $142 per night (USD)VRBO
- From $285 per night (USD)
VRBO
13 miles from West Point Entire Cottage on 1.5 acres 3BR 2BA\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Nestled in 1.5 acres in a lake community relax with the whole family at this peaceful place to stay. House contains 3 b ...
From $285 per night (USD)VRBO
- From $510 per night (USD)
Expedia
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Lose yourself in the luxurious 6BR 3.5Bath retreat nestled in the scenic Hudson Valley. Explore the charming town of Mon ...
From $510 per night (USD)Expedia
- Click For Pricing
VRBO
Gorgeous 5BR lakefront home, private beach & dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
You'll have a great time at this tranquil, charming getaway, located only 1hr outside of the city. Come relax with amazi ...
Click For PricingVRBO
- From $145 per night (USD)
VRBO
Beaverdam Lake Ranch Near West Point, In New Windsor NY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Happy Spring! Enjoy a newly renovated home! Kick back and relax in this calm, stylish space. Newly renovated home in the ...
From $145 per night (USD)VRBO
- Click For Pricing
Expedia
Huge home for huge fun – NY fun!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 17
NEW LISTING! Whether you are friends looking for a weekend retreat or a family needing a family reunion to stay, this b ...
Click For PricingExpedia
- From $438 per night (USD)
Expedia
Incredible Ranch in the Woods - Lake View - Peace and Luxury!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
Time to escape the city for a while? Find peace in this beautiful house, tucked away in the forest, the mountains, and ...
From $438 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Cozy Getaway on a 50 Acre Historic Ranch
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break & enjoy a weekend getaway or long term stay at the Carriage House! Located at Trestle Valley Equestrian, gu ...
From $250 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Lake Front Home a short ride to NYC, West Point, Woodbury Commons and LEGOLAND!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Wake up to breathtaking lake and mountains views. Relax on one of 7 decks or 2 patios. Cool off in the pool, lake or w ...
From $850 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Hudson Valley Mid Century Monroe Bungalow -1 hr from NYC - Gourmet Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Are you looking for a longer stay? We have a 31 night minimum stay requirement. Our stylish and unique home will embra ...
From $186 per night (USD)VRBO