Woodbury Vacation Rentals from ￥8,716: Search Short-Term Rentals

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Our top choices for Woodbury vacation rentals

A deck with Adirondack chairs, a fire pit, and a grill.

1. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

Cornwall

Elisabeth

￥66,415 total

includes taxes & fees

Nov 11 - Nov 12

A house with a view of a bridge and mountains.

2. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Jasmine

￥49,671 total

includes taxes & fees

Dec 7 - Dec 8

A historic building with a central tower labeled 'West Point Museum,' featuring a traditional architectural style with multiple windows and a stone facade.

3. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Highland Falls

Andrew L.

￥47,363 total

includes taxes & fees

Nov 9 - Nov 10

A hallway with a wooden door, a black table with a sign, and large green plants.

4. 3BR Near West Point | Coffee Bar | Sleeps 6

Highland Falls

mario b.

￥65,564 total

includes taxes & fees

Nov 9 - Nov 10

A two-story house with a porch, a table, and chairs outside.

5. Historic Horse Barn Apartment in Goshen

Goshen

￥28,363 total

includes taxes & fees

Nov 8 - Nov 9

A blue house with a white porch, a welcome sign, and a mailbox.

6. 3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls

Christine T.

￥73,149 total

includes taxes & fees

Nov 10 - Nov 11

A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

7. Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

Morgan S.

￥65,791 total

includes taxes & fees

Nov 11 - Nov 12

8. Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

Zack C.

￥30,534 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a fireplace, a painting, shelves with decorative items, and a television.

9. Grant - A Tranquil One Bedroom Steps from River

Newburgh

Martha Z.

￥56,477 total

includes taxes & fees

Nov 10 - Nov 11

A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

10. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Highland Falls

Maria L.

￥39,124 total

includes taxes & fees

Nov 8 - Nov 9

A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

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

Monroe

Kimberly R.

￥111,762 total

includes taxes & fees

Nov 8 - Nov 9

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

12. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

￥45,970 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

13. Bright Cornwall-On-Hudson Vacation Rental!

Cornwall-On-Hudson

Betty B.

￥102,587 total

includes taxes & fees

Nov 22 - Nov 23

A spacious living room with a fireplace, a ceiling fan, and a large window.

14. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Monroe

Scott

￥85,489 total

includes taxes & fees

Nov 8 - Nov 9

A patio with stone flooring, a grill, outdoor furniture, and a house with white siding and green trim.

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

Chester

jolene j.

￥119,064 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with wooden cabinets, a stainless steel stove, a microwave, and a toaster. There are stools and a small island with a plant.

16. Walk to WP Gate + Free Parking!

Highland Falls

Jerell T.

￥42,607 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a stone fireplace, large windows, and a cozy seating area.

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

Monroe

"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."

Moshe F.

￥183,041 total

includes taxes & fees

Nov 8 - Nov 9

A room with a wooden floor, a white door with a number, and a window with blinds.

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

Highland Falls

Briana T.

￥46,896 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a sofa, armchairs, a coffee table, and a large window with curtains.

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

New Windsor

￥75,903 total

includes taxes & fees

Nov 15 - Nov 16

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Find vacation rentals that suit your style

Top Woodbury Hotel Reviews

A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

Americas Best Value Inn at Central Valley-Woodbury

Central Valley

10/10 Excellent

MIROSLAV

A large, two-story white house with a wrap-around porch and a small front garden.

The Dominion House Bed & Breakfast

Chester

10/10 Excellent

Cindy

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

The Orange Inn Boutique Hotel

Goshen

10/10 Excellent

Kevin

A brick building with a covered patio area featuring outdoor seating and string lights.

Cromwell Manor Inn

Cornwall

10/10 Excellent

Alice

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Excellent

Jordan

A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

Homewood Suites Stewart Airport

New Windsor

10/10 Excellent

Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.

Anonymous traveler

A dining area with brick flooring, large arched windows, and outdoor seating visible through the windows.

Stagecoach Inn

Goshen

10/10 Excellent

Alissa

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

Candlewood Suites Middletown Goshen by IHG

Middletown

10/10 Excellent

Moraivic

An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

SpringHill Suites by Marriott Fishkill

Fishkill

10/10 Excellent

MICHELLE

A Holiday Inn Express & Suites sign with a bench and flower beds in front.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Peekskill

10/10 Excellent

David Allen

A modern hotel room with a large bed, a sitting area with a sofa, a small table, a TV, and a bathtub.

The Factory

Beacon

10/10 Excellent

JAYANTI

A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.

The Thayer Hotel at West Point

West Point

10/10 Excellent

Amy

Find out more about Woodbury

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Frequently Asked Questions

Can I find vacation rentals in Woodbury?

Yes, you can find vacation rentals close to the most popular attractions in Woodbury, or you can choose a more remote option if you want a relaxing place to stay. Discover why Woodbury is known for its array of shops and mountain landscape. While you're here, grab a bite or have a drink at the coffeehouses.

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

Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views: This vacation home rental near Woodbury is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals will I find in Woodbury?

Expedia has 6 vacation rentals for your stay in Woodbury.

What can I see and do in Woodbury?

Cultural attractions include United States Military Academy, whereas Lake Tiorati Beach is a spot to enjoy nature. While here, Woodbury Common Premium Outlets and Harriman State Park are other places worth a visit.

What are vacation rentals like in Woodbury?

Vacation rentals are privately owned accommodations you can reserve for several days or longer in Woodbury. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.

Woodbury Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woodbury vacation rentals

1. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

2. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

3. Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

4. 3BR Near West Point | Coffee Bar | Sleeps 6

5. Historic Horse Barn Apartment in Goshen

6. 3BR West Point Retreat-3min to Back Gate+ King Bed

7. Local Artist Inspired | Walk to WestPoint + King Bed

8. Cozy 1-bedroom retreat minutes from West Point!

9. Grant - A Tranquil One Bedroom Steps from River

10. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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

12. Fabulous 3bdrm Home w/parking!

13. Bright Cornwall-On-Hudson Vacation Rental!

14. Hudson Valley Retreat w/ Pool Near Greenwood Lake

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

16. Walk to WP Gate + Free Parking!

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

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

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

Find vacation rentals that suit your style

Top Woodbury Hotel Reviews

Americas Best Value Inn at Central Valley-Woodbury

10/10 Excellent

Find out more about Woodbury

Frequently Asked Questions

Can I find vacation rentals in Woodbury?

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

How many vacation rentals will I find in Woodbury?

What can I see and do in Woodbury?

What are vacation rentals like in Woodbury?