Search Your Destination Now!

Orange Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 496 Rentals

  • A luxurious stay.
    From $177 per night (USD)

    VRBO

    A luxurious stay.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    About this space Get ready to be blown away. You'll feel the way I did when I 1st saw this apartment. You'll immediately ...

    From $177 per night (USD)

    VRBO

    Details
  • Family Fun Getaway near Cascade Lake in Warwick NY
    From $498 per night (USD)

    Expedia

    Family Fun Getaway near Cascade Lake in Warwick NY

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    -Town permit number # 32815- Guests are invited to take a weekend or a longer stay in our newly-remodeled, cozy, and la ...

    From $498 per night (USD)

    Expedia

    Details
  • Spacious Village Gem, Family friendly
    From $549 per night (USD)

    VRBO

    Spacious Village Gem, Family friendly

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This beautiful, newly renovated vacation rental home was built in 1901 it has 3 bedrooms, 2 baths and is perfect for rel ...

    From $549 per night (USD)

    VRBO

    Details
  • Spacious Farm House on the Lake - 1 Hour from NYC
    From $964 per night (USD)

    Expedia

    Spacious Farm House on the Lake - 1 Hour from NYC

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Beautiful cottage/farm home on 5+ acres overlooking a private 20 acre pond just minutes outside of historic downtown War ...

    From $964 per night (USD)

    Expedia

    Details
  • 4 Bed House with Hot Tub Near Hiking + Wineries
    From $594 per night (USD)

    VRBO

    4 Bed House with Hot Tub Near Hiking + Wineries

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Come and enjoy the ultimate Hudson Valley retreat and visit nearby MINNEWASKA STATE PARK for hiking and all the fun fami ...

    From $594 per night (USD)

    VRBO

    Details
  • Secluded Spacious NY Getaway, 1 hour from NYC
    From $1160 per night (USD)

    VRBO

    Secluded Spacious NY Getaway, 1 hour from NYC

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    65 mins from NYC, the 5,500 sq ft house sits on a private cul-de-sac on 5.5 quiet acres. Includes chef's kitchen, outdoo ...

    From $1160 per night (USD)

    VRBO

    Details
  • The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
    From $788 per night (USD)

    VRBO

    The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Escape to your home away from home retreat featuring a heated pool, hot tub, and sauna. Enjoy the pool until October 14, ...

    From $788 per night (USD)

    VRBO

    Details
  • Lakefront Getaway - 1 hr fr NYC
    From $239 per night (USD)

    Expedia

    Lakefront Getaway - 1 hr fr NYC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    10 feet from Orange Lake with a 1/4 mile of the Quassaick Creek to yourself. Just renovated, small from the outside, spa ...

    From $239 per night (USD)

    Expedia

    Details
  • Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
    From $647 per night (USD)

    VRBO

    Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    11

    Basement Game Room Now Open!!! Enjoy your very own LAKEFRONT GETAWAY with a host of amenities and loads of space to wor ...

    From $647 per night (USD)

    VRBO

    Details
  • Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery
    From $1303 per night (USD)

    Expedia

    Malkita Aria: Mountainview Escape with Postcard-Perfect Scenery

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Malkita Aria, where the mountains feel close enough to touch and the views are pure poetry. Perched in a peac ...

    From $1303 per night (USD)

    Expedia

    Details
  • Hudson River Valley Gem! Centrally located to Beacon and West Point
    From $312 per night (USD)

    VRBO

    Hudson River Valley Gem! Centrally located to Beacon and West Point

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy your visit to the beautiful Hudson River Valley in this updated two bdrm, second-floor suite in a charming histori ...

    From $312 per night (USD)

    VRBO

    Details
  • Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!
    From $642 per night (USD)

    Expedia

    Summer Retreat: Amazing Pool, Hot Tub, Game Room, Playground!

    Bedrooms:
    2
    Bathrooms:
    6
    Sleeps:
    12

    Enjoy an incredible house set on 7 acres with every amenity you can think of in an amazing town only 90 minutes from any ...

    From $642 per night (USD)

    Expedia

    Details
  • Storm King Lodge is a country retreat ready for you.
    From $979 per night (USD)

    VRBO

    Storm King Lodge is a country retreat ready for you.

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Storm King Lodge is located in the Lower Hudson River Valley, in Mountainville, New York, within the town of Cornwall, N ...

    From $979 per night (USD)

    VRBO

    Details
  • A hidden creek in Monroe
    Click For Pricing

    Expedia

    A hidden creek in Monroe

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    No other property management company in San Diego or Tijuana has a farther reaching international influence than Hidden ...

    Click For Pricing

    Expedia

    Details
  • The Upstate Getaway: Stunning Catskills & Hudson Valley Retreat
    From $620 per night (USD)

    VRBO

    The Upstate Getaway: Stunning Catskills & Hudson Valley Retreat

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    This luxurious modern farmhouse has been fully outfitted with all the needs of home and then some! This newly built hous ...

    From $620 per night (USD)

    VRBO

    Details
  • Guesthouse 2 bedroom. 25min-West Point
    From $184 per night (USD)

    VRBO

    Guesthouse 2 bedroom. 25min-West Point

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Private two bedroom cottage is a perfect retreat from urban lifestyle. Granite counter top kitchens with dishwasher, fri ...

    From $184 per night (USD)

    VRBO

    Details
  • Grant - A Tranquil One Bedroom Steps from River
    From $166 per night (USD)

    VRBO

    Grant - A Tranquil One Bedroom Steps from River

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Grant - an elegant one bedroom in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendle ...

    From $166 per night (USD)

    VRBO

    Details
  • Beacon Apt w/ Patio + Grill; Walk to Main St!
    Click For Pricing

    Expedia

    Beacon Apt w/ Patio + Grill; Walk to Main St!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Savor the flavor of Beacon's food and art scenes when you call this charming 1-bedroom, 1-bathroom apartment 'home'. Gre ...

    Click For Pricing

    Expedia

    Details
  • Home To Rent For West Point Activities, PCS Moves, and TDY
    From $488 per night (USD)

    VRBO

    Home To Rent For West Point Activities, PCS Moves, and TDY

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Our charming home overlooks the Hudson River in a quiet neighborhood. It is in an excellent location in close proximity ...

    From $488 per night (USD)

    VRBO

    Details
  • Chic, Cozy, Newly-Remodeled Cottage with Deck
    From $121 per night (USD)

    Expedia

    Chic, Cozy, Newly-Remodeled Cottage with Deck

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy, and relax, a stay at this freshly renovated home, in the heart of greenwoodlake. Guests are invited to take a wee ...

    From $121 per night (USD)

    Expedia

    Details
  • Cozy Wallkill Inn family home.
    From $551 per night (USD)

    VRBO

    Cozy Wallkill Inn family home.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    17

    Located just 6 miles from Watchtower Farms, 48 miles to Warwick and 40 miles to Patterson This very cozy & spacious home ...

    From $551 per night (USD)

    VRBO

    Details
  • Cozy 1920’s home in the heart of Pine Bush
    From $260 per night (USD)

    Expedia

    Cozy 1920’s home in the heart of Pine Bush

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Relax and put your feet up in our quaint, cozy and fully-furnished 1920s home in the heart of historic Pine Bush, NY – a ...

    From $260 per night (USD)

    Expedia

    Details
  • Majestic Views Private Guest Suite
    From $182 per night (USD)

    VRBO

    Majestic Views Private Guest Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Come and enjoy one of the best spots in the Hudson Valley-a private guest suite with garden views! You can hike the beau ...

    From $182 per night (USD)

    VRBO

    Details
  • Spectacular Log Home Estate North Wing Apt
    From $172 per night (USD)

    Expedia

    Spectacular Log Home Estate North Wing Apt

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Discover your perfect Hudson Valley getaway in our stunning contemporary log home apartment , nestled for ultimate priva ...

    From $172 per night (USD)

    Expedia

    Details
  • Luxury School House Retreat With Sauna & Pool- 1HR from NYC
    From $1176 per night (USD)

    VRBO

    Luxury School House Retreat With Sauna & Pool- 1HR from NYC

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Ask about our popular retreat package for an additional cost if interested. It includes live music, yoga/meditation work ...

    From $1176 per night (USD)

    VRBO

    Details
  • Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC
    From $2186 per night (USD)

    Expedia

    Simply Unforgettable HotTub, Pool, Pets, <1 Hr NYC

    Bedrooms:
    5
    Bathrooms:
    8
    Sleeps:
    25

    Relax & create lifelong memories at our 7,000 sq ft historic farmhouse mansion. Built 1859, Orchard Hill Estate offers c ...

    From $2186 per night (USD)

    Expedia

    Details
  • Large,Cozy,Bright Apartment, Business Themed.
    From $555 per night (USD)

    VRBO

    Large,Cozy,Bright Apartment, Business Themed.

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Business themed. Accommodates large group Apartment on second floor 5 bedrooms and desks 10 minutes from the waterfront ...

    From $555 per night (USD)

    VRBO

    Details
  • ★Scenic Views & River Access, Cozy River Home ★
    From $206 per night (USD)

    Expedia

    ★Scenic Views & River Access, Cozy River Home ★

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    10

    Close proximity to Tri-state locations such as City of Port Jervis Metro-North NYC rail line (7 mins), Milford, PA (10 m ...

    From $206 per night (USD)

    Expedia

    Details
  • Historic Hudson Valley Farm House
    From $321 per night (USD)

    VRBO

    Historic Hudson Valley Farm House

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    This lovely historic farm house in the heart of the Hudson Valley is the perfect location for your next group get away. ...

    From $321 per night (USD)

    VRBO

    Details
  • Unique Dutch Barn in the Hudson Valley
    From $509 per night (USD)

    VRBO

    Unique Dutch Barn in the Hudson Valley

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    The Unique Dutch Barn, is a magnificent property built in the 1800s and well located in the Hudson Valley on historic We ...

    From $509 per night (USD)

    VRBO

    Details
  • Stone Eco House on 120 acres with a pond, meadows, brook, and hiking trails.
    Click For Pricing

    VRBO

    Stone Eco House on 120 acres with a pond, meadows, brook, and hiking trails.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    16

    A comfortable and spacious stone home set back from the quiet rural road on 120 acre property with gorgeous light and st ...

    Click For Pricing

    VRBO

    Details
  • Cozy Lake Front House w. Pool near Storm King and West Point
    From $856 per night (USD)

    VRBO

    Cozy Lake Front House w. Pool near Storm King and West Point

    Bedrooms:
    2
    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 $856 per night (USD)

    VRBO

    Details
  • Wawayanda House on 62 Acres - Multiple Fireplaces!
    From $744 per night (USD)

    VRBO

    Wawayanda House on 62 Acres - Multiple Fireplaces!

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Escape the hustle and bustle of city life and stay at this secluded Wawayanda vacation rental home! Nestled on 62 privat ...

    From $744 per night (USD)

    VRBO

    Details
  • Port Jervis Home ~ 8 Acres w/ Mountain View!
    From $219 per night (USD)

    Expedia

    Port Jervis Home ~ 8 Acres w/ Mountain View!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Escape the busy rush of the city for a nature-filled getaway in this 3-bedroom, 2-bathroom vacation rental. Offering a w ...

    From $219 per night (USD)

    Expedia

    Details
  • Beautiful Log Cabin Style House
    From $417 per night (USD)

    VRBO

    Beautiful Log Cabin Style House

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    12

    3 bedroom 1 bath log cabin style house with hardwood throughout on quiet private setting minutes from Middletown for maj ...

    From $417 per night (USD)

    VRBO

    Details
  • Brier Hill House
    From $454 per night (USD)

    VRBO

    Brier Hill House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to Brier Hill!!! Up Up Up and away to paradise, as you drive up the long windy blacktop driveway to this beautif ...

    From $454 per night (USD)

    VRBO

    Details
  • Waterfront Showcase Home with Incredible Lake Views
    From $977 per night (USD)

    VRBO

    Waterfront Showcase Home with Incredible Lake Views

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    This extraordinary panoramic waterfront home includes, approximately 40 feet height curtain wall window for an uninterru ...

    From $977 per night (USD)

    VRBO

    Details
  • Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
    From $234 per night (USD)

    Expedia

    Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beautiful furnished apartment with antique bedroom set, private entrance and patio, kitchenette, dining area, full bath, ...

    From $234 per night (USD)

    Expedia

    Details
  • A romantic cottage and artist's retreat looking down over an enchanted lake
    From $175 per night (USD)

    VRBO

    A romantic cottage and artist's retreat looking down over an enchanted lake

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Little House is a 650 square foot cottage ideal for a couple or as a solo artist's/writer's retreat. It is a lovingl ...

    From $175 per night (USD)

    VRBO

    Details
  • Creekside Lodge on the Delaware River with a Seasonal Creek in the side yard
    Click For Pricing

    Expedia

    Creekside Lodge on the Delaware River with a Seasonal Creek in the side yard

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Newly renovated, light and modern design located on the Delaware River. The entire space is for your privacy and enjoyme ...

    Click For Pricing

    Expedia

    Details
  • Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!
    From $763 per night (USD)

    VRBO

    Rocky Point- ABSOLUTELY THE BEST LAKEFRONT location on Greenwood Lake!!!!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Note: July and August settings require 3 night stay. Revise your search for 3 night stay. As we approach summer week ...

    From $763 per night (USD)

    VRBO

    Details
  • Lake View at 622 (permit #21-07687)
    From $171 per night (USD)

    Expedia

    Lake View at 622 (permit #21-07687)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Work from this lakeside retreat and enjoy all that Greenwood Lake has to offer. Walking distance to downtown where can ...

    From $171 per night (USD)

    Expedia

    Details
  • Hudson Valley G.Washington Head Quarter-Largest Historic District
    From $253 per night (USD)

    VRBO

    Hudson Valley G.Washington Head Quarter-Largest Historic District

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Large spacious and mostly new second floor with 1.5 baths ,on same floor, kitchen dining, living , very sunny and airy , ...

    From $253 per night (USD)

    VRBO

    Details
  • Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
    Click For Pricing

    Expedia

    Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Cozy Suite with electric fireplace, majestic and peaceful Hudson River Views nestled in a quiet safe residential well-ma ...

    Click For Pricing

    Expedia

    Details
  • Waterfront, rustic resort like farmhouse with pool
    From $1204 per night (USD)

    VRBO

    Waterfront, rustic resort like farmhouse with pool

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to your own rustic 6 bedroom & 3 bathroom farmhouse which is nestled in Catskills mountain ranges of Upper Delaw ...

    From $1204 per night (USD)

    VRBO

    Details
  • Hudson Valley Massive Dream House
    Click For Pricing

    Expedia

    Hudson Valley Massive Dream House

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    16

    About this space Spacious Hudson Valley perfect for families in an ultimate serene environment surrounded by mountains, ...

    Click For Pricing

    Expedia

    Details
  • Ski, hike or just relax. Historic grist mill sleeps 12. Stay in history!
    From $630 per night (USD)

    VRBO

    Ski, hike or just relax. Historic grist mill sleeps 12. Stay in history!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    Perfectly restored Grist Mill with waterfall and barn setting. Most picturesque place in area. 50 miles from heart of NY ...

    From $630 per night (USD)

    VRBO

    Details
  • cheerful residential home with gorgeous mountain lake view
    From $1044 per night (USD)

    VRBO

    cheerful residential home with gorgeous mountain lake view

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Relax with the whole family at this peaceful place , beautiful view of the Greenwood Lake with all summer and wither act ...

    From $1044 per night (USD)

    VRBO

    Details
  • Updated Home w/ Patio Half Mile to West Point
    From $364 per night (USD)

    VRBO

    Updated Home w/ Patio Half Mile to West Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This Hudson River haven is perfect for your next visit to Highland Falls! Whether you’re here to visit a loved one at We ...

    From $364 per night (USD)

    VRBO

    Details
  • Charming  house surrounded lakes and the fresh air of the mountains
    From $148 per night (USD)

    Expedia

    Charming house surrounded lakes and the fresh air of the mountains

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Beautiful and comfortable within house apartment in the middle of 0.95 acres of land, the place invites you to peace and ...

    From $148 per night (USD)

    Expedia

    Details
  • Modern Villa with private pond near Legoland and Delaware River.
    From $446 per night (USD)

    VRBO

    Modern Villa with private pond near Legoland and Delaware River.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Beautiful house nestled in 3 acres with its private pond and modern characteristics. Owned by an artists family with ver ...

    From $446 per night (USD)

    VRBO

    Details
  • Luxury home with  private golf course and Tennis course is more then home
    From $339 per night (USD)

    Expedia

    Luxury home with private golf course and Tennis course is more then home

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Entire House everything new ALL IN ONE with Private golf, tennis court, Basketball course, handball course, movie theate ...

    From $339 per night (USD)

    Expedia

    Details
  • Elegant Town Home Middletown suburb close to city
    From $472 per night (USD)

    VRBO

    Elegant Town Home Middletown suburb close to city

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Modern, new, comfortable accommodations, close to shopping, vineyards, breweries, hot air ballooning, art museums, hist ...

    From $472 per night (USD)

    VRBO

    Details
  • Cosy lakefront cottage in Hudson Valley
    From $214 per night (USD)

    VRBO

    Cosy lakefront cottage in Hudson Valley

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Rustic cottage directly on lakefront in a quiet residential area. Deck with panoramic view of the lake. Stunning sunris ...

    From $214 per night (USD)

    VRBO

    Details
  • Chateau Montreau On Hudson
    From $4202 per night (USD)

    VRBO

    Chateau Montreau On Hudson

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    16

    Chateau Montreau on Hudson is your fairytale escape in the treasured Hudson Valley. This 7 bedroom, 5 bathroom estate is ...

    From $4202 per night (USD)

    VRBO

    Details
  • Lazy River Cottage on the Delaware River
    From $245 per night (USD)

    Expedia

    Lazy River Cottage on the Delaware River

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Newly renovated cottage right on the Delaware River with direct river access and prime fishing and bird watching spots. ...

    From $245 per night (USD)

    Expedia

    Details
  • Modern Comfort Meets Nature  -Private Dock, Fire Pit & Detached Sleep Cabins
    From $1103 per night (USD)

    VRBO

    Modern Comfort Meets Nature -Private Dock, Fire Pit & Detached Sleep Cabins

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    10

    Stylish Lakeside Treehouse Retreat | Private Dock, Chef’s Kitchen & More Tucked in a private oak forest on a swimmable, ...

    From $1103 per night (USD)

    VRBO

    Details
  • Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!
    From $559 per night (USD)

    Expedia

    Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Experience the quieter side of New York when you stay at this 4-bedroom, 2.5-bathroom vacation rental house in Warwick! ...

    From $559 per night (USD)

    Expedia

    Details
  • Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.
    Click For Pricing

    VRBO

    Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This charming historic home is located only 2 blocks from Thayer Gate at the United States Military Academy at West Poin ...

    Click For Pricing

    VRBO

    Details
  • Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi
    From $336 per night (USD)

    Expedia

    Stylish 2BR Retreat Steps from Thayer gate FREE private parking/WiFi

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Nestled just above charming Main Street, this freshly updated 2-bedroom apartment is the perfect home base for families ...

    From $336 per night (USD)

    Expedia

    Details
  • 🔥Cozy Lakefront Cabin🔥
    Click For Pricing

    VRBO

    🔥Cozy Lakefront Cabin🔥

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    6

    Make wonderful memories on pristine Walton Lake. 1 hr from NYC & 15 min from WEST POINT🇺🇲. This ALL INCLUSIVE Waterfro ...

    Click For Pricing

    VRBO

    Details
  • Cozy Cottage minutes to West Point
    From $621 per night (USD)

    VRBO

    Cozy Cottage minutes to West Point

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Newly renovated 3 bedroom, 2.5 bath home. Sleeps 8, master bedroom with full bath on suite. Central air, radiant floor ...

    From $621 per night (USD)

    VRBO

    Details
  • Stylish 3-Bedroom Home in the Village of Warwick
    From $414 per night (USD)

    VRBO

    Stylish 3-Bedroom Home in the Village of Warwick

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a newly renovated home in the heart of Warwick, NY. This modern and stylish 3 - bedroom is walking distance to dow ...

    From $414 per night (USD)

    VRBO

    Details
  • Lake House, ONE HOUR from NYC
    From $389 per night (USD)

    Expedia

    Lake House, ONE HOUR from NYC

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    LAKE SIDE, like for REAL Private home with huge patio overhanging Orange Lake. Private dock with kayak, two large stan ...

    From $389 per night (USD)

    Expedia

    Details
  • Spacious Colonial with ample space
    From $1677 per night (USD)

    Expedia

    Spacious Colonial with ample space

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Spacious four bedroom colonial located in the Hudson valley 10 miles from the United States Military Academy. Available ...

    From $1677 per night (USD)

    Expedia

    Details
  • Luxury Mountain House: Pool, Theater & Outdoor Kitchen
    From $1209 per night (USD)

    Expedia

    Luxury Mountain House: Pool, Theater & Outdoor Kitchen

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    10

    Permit #P25-0121 Discover the perfect blend of mountain charm and luxury on several acres just minutes from Downtown Wa ...

    From $1209 per night (USD)

    Expedia

    Details
  • Renovated House w/Hot Tub, Deck, Grill & Fire Pit
    From $564 per night (USD)

    VRBO

    Renovated House w/Hot Tub, Deck, Grill & Fire Pit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Country living at its finest. Mint renovated 3 bd/2 bath house with central AC and heat. House sits on 2+ acres and is p ...

    From $564 per night (USD)

    VRBO

    Details
  • Private Country Home
    Click For Pricing

    Expedia

    Private Country Home

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    12

    Beautiful Country Home in the heart of the Hudson Valley. Within 20 minutes of Lego Land, Catskill Casino, 30 minutes fr ...

    Click For Pricing

    Expedia

    Details
  • Bear Mountain House.
    From $736 per night (USD)

    VRBO

    Bear Mountain House.

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to our cozy Garrison cottage steps to Anthony's Nose hiking trail, minutes from the Bear Mountain bridge, 15 min ...

    From $736 per night (USD)

    VRBO

    Details
  • The Philip Johnson Wolfhouse
    From $954 per night (USD)

    VRBO

    The Philip Johnson Wolfhouse

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    2

    Designed by iconic American architect Philip Johnson, this comfortable 4 bedroom, 3 bath house features expansive Hudson ...

    From $954 per night (USD)

    VRBO

    Details
  • Goshe Farmhouse Legoland NY
    Click For Pricing

    VRBO

    Goshe Farmhouse Legoland NY

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Welcome! This gorgeous, JUST built home in Goshen NY is the perfect lively getaway only minutes from all the excitement ...

    Click For Pricing

    VRBO

    Details
  • Amazing  Home Near West Point,  Shopping,  Skiing and Legoland
    From $424 per night (USD)

    Expedia

    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 $424 per night (USD)

    Expedia

    Details
  • Mansion house with a pool and tennis in 5000 sqft
    From $353 per night (USD)

    VRBO

    Mansion house with a pool and tennis in 5000 sqft

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    10

    Mansion house all new with 5000 sqft out door pool, Tennis, Basketball, with extra large living room with playroom kids ...

    From $353 per night (USD)

    VRBO

    Details
  • #1, Studio Apartment in Historic Building
    From $149 per night (USD)

    Expedia

    #1, Studio Apartment in Historic Building

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Quaint apartment in a 200 yr old Historic Building. Rustic Studio Apartment fully equipped with modern amenities. Locate ...

    From $149 per night (USD)

    Expedia

    Details
  • Warwick Life - Leaf Peeping, Apple Picking, Skiing, Wineries, Breweries,Legoland
    Click For Pricing

    VRBO

    Warwick Life - Leaf Peeping, Apple Picking, Skiing, Wineries, Breweries,Legoland

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This is strictly a NO-SMOKING Property. The guests get complete privacy in this very spacious basement apartment with l ...

    Click For Pricing

    VRBO

    Details
  • Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12
    From $1470 per night (USD)

    Expedia

    Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Perfect for family and friends reunions, corporate stays, retreats. We designed Riverhouse for maximum relaxation and fu ...

    From $1470 per night (USD)

    Expedia

    Details
  • Orion - Beautiful Middletown Glamping experience
    From $192 per night (USD)

    VRBO

    Orion - Beautiful Middletown Glamping experience

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    12

    Beautiful glamping experience. All twin size beds come with a fitted sheet, one pillow and pillowcase. All queen size be ...

    From $192 per night (USD)

    VRBO

    Details
  •  Event Venues ,  sleeping, next door
    From $1595 per night (USD)

    VRBO

    Event Venues , sleeping, next door

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    1

    Venue for spring, summer or fall event. Lush grounds, vast magnificent views of the Hudson River and historic gardens. ...

    From $1595 per night (USD)

    VRBO

    Details
  • The Cottage at Bluestone Falls (90 mins from NYC)
    From $367 per night (USD)

    VRBO

    The Cottage at Bluestone Falls (90 mins from NYC)

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    We call this The Cottage. It is one of three houses on 16 park-like acres, nestled into the woods, running along the sce ...

    From $367 per night (USD)

    VRBO

    Details
  • #4 Quaint 1 bedroom apartment in Historic Building
    From $156 per night (USD)

    Expedia

    #4 Quaint 1 bedroom apartment in Historic Building

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This quaint apartment is central to attractions in the Mid-Hudson Valley. Easy access to the highway, close to the Newbu ...

    From $156 per night (USD)

    Expedia

    Details
  • House central Location with Home Gym
    From $237 per night (USD)

    VRBO

    House central Location with Home Gym

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    If you like to be close to Lego Land (4 Miles)- Wineries - Casinos and shopping outlets this is the place for you. Very ...

    From $237 per night (USD)

    VRBO

    Details
  • Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
    From $245 per night (USD)

    Expedia

    Luxe Loft on Main St.- Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to this Brand New Luxury Loft right on Main Street Warwick with parking and an elevator! Walk to restaurants, sh ...

    From $245 per night (USD)

    Expedia

    Details
  • Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
    From $192 per night (USD)

    VRBO

    Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Relax and indulge in our brand new top floor luxury loft right on Main Street in Warwick NY, Home of Applefest, wineries ...

    From $192 per night (USD)

    VRBO

    Details
  • Decked-Out Home: Hot Tub, Pool, Fire Pit & More!
    Click For Pricing

    Expedia

    Decked-Out Home: Hot Tub, Pool, Fire Pit & More!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    8

    Representing the beauty of Monroe, this wooded cottage offers lots of bells and whistles for a treasured getaway. Utiliz ...

    Click For Pricing

    Expedia

    Details
  • Spacious Suite (1 hr to Manhattan)
    From $155 per night (USD)

    VRBO

    Spacious Suite (1 hr to Manhattan)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to our rustic 1800s home located in the heart of New York's beautiful Hudson River Valley. This house was commis ...

    From $155 per night (USD)

    VRBO

    Details
  • Cozy Lakeside Retreat
    From $364 per night (USD)

    Expedia

    Cozy Lakeside Retreat

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Enjoy a cozy two bedroom lakeside home on beautiful lake in Walden NY. With a huge yard and private dock enjoy full acce ...

    From $364 per night (USD)

    Expedia

    Details
  • PRISCILLA'S HOMESTEAD: Authentic Private Estate with Pool Tennis FirePit
    From $1047 per night (USD)

    VRBO

    PRISCILLA'S HOMESTEAD: Authentic Private Estate with Pool Tennis FirePit

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Superhosts Susan and Charlie have delivered on providing a tranquil get-away for friends and families to reconnect in th ...

    From $1047 per night (USD)

    VRBO

    Details
  • Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
    From $198 per night (USD)

    Expedia

    Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Picture this... You escape to a relaxing, picturesque, and peaceful country cottage and enjoy some of your favorite conv ...

    From $198 per night (USD)

    Expedia

    Details
  • West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
    From $331 per night (USD)

    VRBO

    West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to your stylish retreat in the heart of Highland Falls! This charming 2-bedroom apartment boasts breathtaking mo ...

    From $331 per night (USD)

    VRBO

    Details
  • 6 bedroom colonial house
    From $361 per night (USD)

    VRBO

    6 bedroom colonial house

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    16

    It's a nice big colonial house in a very quiet area in Chester close to Legoland ,it has 5 separate bedrooms and a 6th r ...

    From $361 per night (USD)

    VRBO

    Details
  • Country Manor at Millers Rock with Pool-1 Hour from NYC
    Click For Pricing

    VRBO

    Country Manor at Millers Rock with Pool-1 Hour from NYC

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    This lovingly curated 3-acre property is the Perfect Getaway for friends, families, office retreat or wedding party! Fil ...

    Click For Pricing

    VRBO

    Details
  •  Large Lake House Property Your Family And Friends Will Love Staying At!
    From $496 per night (USD)

    VRBO

    Large Lake House Property Your Family And Friends Will Love Staying At!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    9

    Once you arrive at The Lake House, you will be charmed by its stunning scenery. Nestled between the mountains and steps ...

    From $496 per night (USD)

    VRBO

    Details
  • Modern Luxurious Country Retreat w/ Sauna + Hot tub 1hr from NYC
    From $1156 per night (USD)

    VRBO

    Modern Luxurious Country Retreat w/ Sauna + Hot tub 1hr from NYC

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    10

    Escape to a serene modern ranch-style country house and guest cottage nestled on 4 private acres, just 1 hour from NYC. ...

    From $1156 per night (USD)

    VRBO

    Details
  • #3, 3rd Flr Studio Apartment in Historic Building
    From $141 per night (USD)

    Expedia

    #3, 3rd Flr Studio Apartment in Historic Building

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This 3rd floor studio apartment is fully equipped with modern amenities, and features wide board floors, a full kitchen ...

    From $141 per night (USD)

    Expedia

    Details
  • #2, Quaint Private Apartment in Historic Building
    From $156 per night (USD)

    VRBO

    #2, Quaint Private Apartment in Historic Building

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    A one bedroom apartment above the Historic North Plank Road Tavern (circa 1801), this quaint space is updated but retain ...

    From $156 per night (USD)

    VRBO

    Details
  • Secluded and Charming Country House
    From $195 per night (USD)

    VRBO

    Secluded and Charming Country House

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Charming and spacious cedar country house on 5 very private acres with glorious flower gardens, fruit trees, meadows, an ...

    From $195 per night (USD)

    VRBO

    Details
  • Spacious Colonial on 2 plus  Acres
    From $1726 per night (USD)

    VRBO

    Spacious Colonial on 2 plus Acres

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Located in the quite section or Cornwall called Baker Mountain Have Lunch by the stream or sitting on the over sized fr ...

    From $1726 per night (USD)

    VRBO

    Details
  • Marlboro Cottage Oasis with Hudson River Sunrise ☼
    From $237 per night (USD)

    Expedia

    Marlboro Cottage Oasis with Hudson River Sunrise ☼

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Conveniently located in the heart of the Shawangunk Wine Trail but near New Paltz, Poughkeepsie, Newburgh, West Point, a ...

    From $237 per night (USD)

    Expedia

    Details
  • NEW – 2 Side-by-Side Lake Homes  Sleep 17 Pet Friendly 2 Private Docks -1 hr NYC
    From $2414 per night (USD)

    VRBO

    NEW – 2 Side-by-Side Lake Homes Sleep 17 Pet Friendly 2 Private Docks -1 hr NYC

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    17

    Lakeside Retreat for 17 Two Unique Homes, Private Docks, Forest Setting & Room to Gather or Get Away Welcome to your dr ...

    From $2414 per night (USD)

    VRBO

    Details
  • Osseo Lake Lodge  Unique Octagon Home with Sunset Views & Private Waterfront
    From $1044 per night (USD)

    Expedia

    Osseo Lake Lodge Unique Octagon Home with Sunset Views & Private Waterfront

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Modern Octagon Lake Lodge | 200 ft Private Waterfront, Chef’s Kitchen, Spa Baths Welcome to the newly listed Osseo Lake ...

    From $1044 per night (USD)

    Expedia

    Details