Woodbury places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Woodbury

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 418 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Mar 3 – 10

G$26,944 GYD per night

Guest favorite

Guest suite in Chester

4.95 out of 5 average rating, 230 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, and has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, a French door shower, and a kitchenette with sunny breakfast nook. It is freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Mar 7 – 14

G$22,407 GYD per night

Superhost

Apartment in Peekskill

4.84 out of 5 average rating, 115 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Mar 22 – 29

G$27,025 GYD per night

Superhost

Cabin in Greenwood Lake

4.88 out of 5 average rating, 159 reviews

Get some R&R at the Rustic Retreat!

The Rustic Retreat is centrally located, 2 bedroom 1 bath cozy cottage is just what you've been looking for in this lake community. There is a 3-6 car driveway, newly renovated kitchen, open floor plan in the dining & living room, new shed bar/ fire pit, & sleeps 7 (Q in Master, F Sofa Bed Couch, T Bunk Beds, F Air Mattress). Located about 3 mins from Greenwood Lake and 10 mins from Warwick, many activities for your perfect getaway! IG @Rusticretreat22 Short Term Rental Permit # 21-0422

Jun 8 – 15

G$26,251 GYD per night

Guest favorite

Cottage in Newburgh

4.88 out of 5 average rating, 186 reviews

Cozy Lake Cottage

Cozy cottage in residential lake community, adjacent to historic fine dining restaurant. There is an approximate 150 yard walk down to the lake to enjoy the spectacular sunsets . Centrally located in the Hudson Valley near everything there is to experience. Located in our area Many Local Wineries ( Angry Orchard) Orange County Choppers Cafe Woodbury Commons Outlet Mall Historic Newburgh and Waterfront Culinary Institute of America US Military Academy New Paltz and Mohonk Mountain House

Apr 22 – 29

G$26,909 GYD per night

Guest favorite

Cottage in Goshen

4.94 out of 5 average rating, 193 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Dec 15 – 22

G$28,636 GYD per night

Guest favorite

Apartment in Warwick

4.95 out of 5 average rating, 150 reviews

THE GEM: In The Heart Of It All!

Enjoy a COZY, CLEAN and NEWLY RENOVATED apartment with an OUTDOOR BALCONY, located in the heart of Warwick! All the great restaurants and shops within walking distance. SPECIAL PRICING FOR MONTH LONG STAYS DURING THE WINTER SEASON. This wonderful apartment comes with a fully equipped kitchen, queen bed, full bath and tub. This apartment has its own entrance and is very PRIVATE. FREE PARKING LOT within walking distance of apartment and WiFi enabled smart TV with a Netflix subscription.

May 29 – Jun 5

G$28,966 GYD per night

Guest favorite

Guest suite in Warwick

4.95 out of 5 average rating, 267 reviews

Suite on Longhouse Creek

Beautiful one bedroom private suite with comfy queen size bed. The suite includes a sitting room, overlooking the creek, full bath, coffee nook with small refrigerator, microwave and Keurig coffee maker. Coffee is provided. A spiral stair leads you to the private deck with a french door entrance. Enjoy your coffee sitting at the lovely bistro set overlooking the longhouse creek. Feel free to use yard seating by the creek. Town Permit # 32042

Jul 30 – Aug 6

G$27,710 GYD per night

Guest favorite

Apartment in Chester

4.96 out of 5 average rating, 332 reviews

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

This lovely modern space was just built in 2015. The space is located in the quaint Hamlet of Sugar Loaf, New York Artisan Village, which is surrounded by the town of Warwick and Chester with Greenwood Lake just minutes away...and NYC is just 75 minutes. It's a second floor apartment with private front and back entrances. Rear deck overlooks spacious fenced in yard with pond view. Walking distance to 2 restaurants and deli. LEGOLAND just 8 miles!

Feb 27 – Mar 6

G$34,133 GYD per night

Guest favorite

Guest suite in Newburgh

4.92 out of 5 average rating, 165 reviews

Hudson River Views-romantic getaway close to NYC

Cozy suite with fireplace and private deck views of the majestic Hudson River nestled in a quiet safe neighborhood away from the city of Newburgh yet close by. This suite has a full kitchenette and a separate living space with couch, smart TV, queen bed and table. It has its own deck accessible by a sliding glass door where you can enjoy sunrises and soak in the peaceful views. Ask us about our car for rent thru the Turo app.

Jan 18 – 25

G$24,529 GYD per night

Guest favorite

Guest suite in Haverstraw

4.95 out of 5 average rating, 293 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

Oct 17 – 24

G$17,656 GYD per night

Guest favorite

Guesthouse in Suffern

4.91 out of 5 average rating, 112 reviews

Private Studio w/Full Kitchen & Bath

Our place is a private, stand-alone building separate from our house, and is cleaned thoroughly between guests including disinfecting all hard surfaces. Private cottage with full kitchen and bath in Suffern, NY. Quick walk to train & bus to NYC. Right off I-87, I-287 (NY & NJ), & NJ Rt. 17. Close to shopping & local restaurants. Off-Street parking & outdoor picnic area. NO CLEANING FEE!

Apr 28 – May 5

G$19,829 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Woodbury places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Woodbury's top sights

Woodbury Common Premium Outlets424 locals recommend

Harriman State Park91 locals recommend

Walmart Supercenter17 locals recommend

Shake Shack7 locals recommend

Anthony Wayne Recreation Area3 locals recommend

Jay's Deli3 locals recommend

Other great vacation rentals in Woodbury

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 107 reviews

Sunny Lakeview Guesthouse

Sep 6 – 13

G$26,304 GYD per night

Guest favorite

Cottage in Greenwood Lake

4.92 out of 5 average rating, 138 reviews

Cozy home in the Village of Greenwood Lake

Oct 3 – 10

G$27,602 GYD per night

Guest favorite

Loft in Warwick

4.96 out of 5 average rating, 170 reviews

Luxe Loft 2 Warwick on Main St -Steam Shower!

Dec 11 – 18

G$35,458 GYD per night

Guest favorite

Apartment in Newburgh

4.84 out of 5 average rating, 113 reviews

Special Nest w Private Entrance River View Porches

Sep 6 – 13

G$27,403 GYD per night

Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 159 reviews

The Little Cottage in the Woods

Jul 6 – 13

G$30,040 GYD per night

Guest favorite

Home in New Paltz

4.97 out of 5 average rating, 676 reviews

Victorian Haven

Dec 4 – 11

G$27,338 GYD per night

Guest favorite

Apartment in Cold Spring

4.95 out of 5 average rating, 519 reviews

Beautiful loft space

Nov 18 – 25

G$42,515 GYD per night

Superhost

Villa in Monroe

4.93 out of 5 average rating, 107 reviews

MODERN FARMHOUSE, ON 5-ACRE PRIVATE LAND, HOT TUB.

May 10 – 17

G$74,894 GYD per night

Show all

Other great vacation rentals in Woodbury

Guest favorite

Guest suite in Newburgh

4.93 out of 5 average rating, 445 reviews

Glenbrook Country Villa

Jul 4 – 11

G$35,296 GYD per night

Guest favorite

Cottage in Greenwood Lake

4.97 out of 5 average rating, 276 reviews

Luxury Cottage with Spectacular Lake Views

Jan 18 – 25

G$70,273 GYD per night

Guest favorite

Apartment in New Paltz

4.96 out of 5 average rating, 344 reviews

Modena Mad House

Jan 12 – 19

G$23,888 GYD per night

Guest favorite

Loft in Mountainville

4.97 out of 5 average rating, 76 reviews

Lovely, Quiet and Very Private! Entire Loft!

Jul 15 – 22

G$31,689 GYD per night

Guest favorite

Loft in Woodbury

5.0 out of 5 average rating, 31 reviews

Country Loft

Mar 25 – Apr 1

G$30,494 GYD per night

Guest favorite

Guest suite in Haverstraw

5.0 out of 5 average rating, 22 reviews

Unique comfortable guest suite

Aug 27 – Sep 3

G$20,036 GYD per night

Guest favorite

Apartment in Chester

5.0 out of 5 average rating, 12 reviews

Private Country Getaway

Dec 15 – 22

G$27,652 GYD per night

Guest favorite

Home in Woodbury

5.0 out of 5 average rating, 6 reviews

Peaceful home 1 mile from Woodbury Outlets

May 7 – 14

G$61,532 GYD per night

Show all

Quick stats about vacation rentals in Woodbury

Total rentals
50 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.3K reviews
Nightly prices starting at
G$10,445 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Woodbury?
Experience the best of Woodbury with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Woodbury?
Make yourself at home in Woodbury by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Central Valley, over 110 vacation rentals in Highland Mills, and over 40 vacation rentals in Lebanon.
Are there house rentals with a dedicated workspace in Woodbury?
Yes! Work meets play with ease at over 10 house rentals in Woodbury featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Woodbury vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Woodbury, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Woodbury have wireless internet?
Absolutely! We offer over 30 house rentals with wireless internet in Woodbury. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Woodbury?
Four-legged friends are welcome in Woodbury. Choose from more than 10 house rentals for guests traveling with pets.

Woodbury places to stay

Top-rated places to stay in Woodbury

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Woodbury places to stay

Stay near Woodbury's top sights

Other great vacation rentals in Woodbury

Guesthouse in Mahopac

Cottage in Greenwood Lake

Loft in Warwick

Apartment in Newburgh

Cottage in Cortlandt

Home in New Paltz

Apartment in Cold Spring

Villa in Monroe

Other great vacation rentals in Woodbury

Guest suite in Newburgh

Cottage in Greenwood Lake

Apartment in New Paltz

Loft in Mountainville

Loft in Woodbury

Guest suite in Haverstraw

Apartment in Chester

Home in Woodbury

Quick stats about vacation rentals in Woodbury

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Woodbury?

Where should I stay in Woodbury?

Are there house rentals with a dedicated workspace in Woodbury?

Are there Woodbury vacation rentals on Airbnb with pools?

Do house rentals in Woodbury have wireless internet?

Are there pet-friendly house rentals in Woodbury?

Destinations to explore