Vacation rentals near West Point

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Top-rated vacation rentals in West Point

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 159 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Aug 3 – 10

G$30,134 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.

Jun 15 – 22

G$22,302 GYD per night

Guest favorite

Cottage in Goshen

4.94 out of 5 average rating, 194 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.

Jan 5 – 12

G$27,755 GYD per night

Guest favorite

Guest suite in Beacon

4.97 out of 5 average rating, 289 reviews

Hiker's nest

This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

May 28 – Jun 4

G$21,518 GYD per night

Guest favorite

Apartment in Newburgh

4.93 out of 5 average rating, 213 reviews

ECO MCM GEM- central to Bethels & West Point

Fab Mid-Century Eco friendly apartment is all you need for a relaxing Hudson Valley Retreat! Close proximity to all Hiking areas , Storm King, West Point, Beacon DIA , Newburgh Assembly (8 min) and centrally located to all Bethel facilities Wallkill,Patterson and Warwick. This cozy two bedroom downstairs walkout apartment is tucked away and sits amongst the trees with large windows to enjoy nature. Also, features a large private patio , table, chimnea fireplace and BBQ.

Jul 18 – 25

G$27,701 GYD per night

Guest favorite

Guest suite in Newburgh

4.93 out of 5 average rating, 446 reviews

Glenbrook Country Villa

1856 high gothic revival brick country villa designed by architect Frederick C. Withers (Jefferson Market Library) in the hamlet of Balmville. Within the house is a cozy one bedroom second floor suite through a private side entrance and up a flight of stairs. Freshly updated with a mix of antique and contemporary furnishings against a backdrop of safe but stylish Farrow & Ball paint colors. Relax, enjoy complementary coffee and tea -- just make yourself at home.

Feb 27 – Mar 6

G$27,833 GYD per night

Guest favorite

Apartment in New Windsor

4.95 out of 5 average rating, 112 reviews

Private/Spacious Studio. Guest Loyalty Program

LOYALTY PROGRAM for repeat bookings. $30 off of your second night stay ((dbl occ rates and extra guest fees apply) OR a 3rd guest stays free with your one night stay. Discount will be applied upon your inquiry. - Perfect location for your West Point visit. - SKAC -Woodbury Common Sleeps up to six guests comfortably. Safe/secure - Perfect for single travelers Parking at door for several vehicles Coffee/Tea/Keurig Close to restaurants, NYS Thruway, Routes 9W

Sep 6 – 13

G$25,661 GYD per night

Guest favorite

Home in Highland Falls

4.99 out of 5 average rating, 141 reviews

Spacious, bright 5 bedroom house near West Point

Newly renovated 5 bedroom house located 4.3 miles from the Thayer Gate at historic West Point Military Academy. Located in the scenic Hudson Valley near hiking, fishing, Bear Mountain State Park and many historic sites.Woodbury Commons premium outlets are 20 minute drive. The house is comfortable with many upgrades- full oven and microwave, large fridge/freezer, USB ports .Come and see an Army game - and relax here afterwards!

Aug 2 – 9

G$85,726 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.

Nov 24 – Dec 1

G$24,481 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:)

Jan 12 – 19

G$17,621 GYD per night

Guest favorite

Loft in Cornwall

4.86 out of 5 average rating, 393 reviews

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and flat screen Roku TV with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have their own parking space, a private first-floor entrance, full bathroom, patio, BBQ and fire pit!

Mar 15 – 22

G$18,985 GYD per night

Guest favorite

Guesthouse in Peekskill

4.94 out of 5 average rating, 207 reviews

Peekskill Carriage House Downtown Studio

Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com

Oct 28 – Nov 4

G$27,401 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for West Point vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near West Point's top sights

The Thayer Hotel15 locals recommend

United States Military Academy58 locals recommend

West Point Academy60 locals recommend

Cold Spring Depot22 locals recommend

Riverview51 locals recommend

Moo Moo's Creamery - The Worlds Best Ice Cream Shop26 locals recommend

Other great vacation rentals in West Point

Guest favorite

Apartment in Newburgh

4.84 out of 5 average rating, 113 reviews

Special Nest w Private Entrance River View Porches

Sep 17 – 24

G$27,317 GYD per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 110 reviews

Sunny Lakeview Guesthouse

Jan 4 – 11

G$25,184 GYD per night

Guest favorite

Cottage in Newburgh

4.88 out of 5 average rating, 186 reviews

Cozy Lake Cottage

May 27 – Jun 3

G$26,857 GYD per night

Guest favorite

Farm stay in Fort Montgomery

4.97 out of 5 average rating, 149 reviews

Secluded overlook cottage near West Point

Oct 12 – 19

G$52,195 GYD per night

Guest favorite

Apartment in Cornwall-on-Hudson

4.98 out of 5 average rating, 180 reviews

Charming Efficiency

Jul 12 – 19

G$41,754 GYD per night

Guest favorite

Apartment in Marlboro

4.97 out of 5 average rating, 309 reviews

Cliff Top at Turtle Rock

Mar 11 – 18

G$25,842 GYD per night

Guest favorite

Home in Highland Falls

4.88 out of 5 average rating, 154 reviews

Luxury Townhouse Near West Point

Mar 23 – 30

G$59,353 GYD per night

Guest favorite

Apartment in Newburgh

4.93 out of 5 average rating, 382 reviews

Riverview Rowhouse, a vintage modern home

Mar 11 – 18

G$29,438 GYD per night

Show all

Other great vacation rentals in West Point

Guest favorite

Apartment in Peekskill

4.84 out of 5 average rating, 115 reviews

Little haven by the woods

Mar 28 – Apr 4

G$26,788 GYD per night

Guest favorite

Guest suite in Beacon

4.93 out of 5 average rating, 239 reviews

Quiet apartment with garden access, mountain views

Oct 4 – 11

G$29,029 GYD per night

Guest favorite

Apartment in Highland Falls

4.84 out of 5 average rating, 98 reviews

Cozy 1-bedroom retreat minutes from West Point!

Apr 16 – 23

G$23,326 GYD per night

Guest favorite

Guest suite in Highland Falls

4.94 out of 5 average rating, 32 reviews

Modern place with private gated parking.

Jan 5 – 12

G$24,867 GYD per night

Guest favorite

Condo in Highland Falls

4.96 out of 5 average rating, 85 reviews

❤️😍 Cozy studio apartment in quiet neighborhood 🥰❤️

Mar 3 – 10

G$28,712 GYD per night

Guest favorite

Home in Highland Falls

4.97 out of 5 average rating, 70 reviews

Bear Mountain, Westpoint, & Hikers Retreat

Oct 2 – 9

G$34,923 GYD per night

Guest favorite

Apartment in Highland Falls

5.0 out of 5 average rating, 35 reviews

Lovely 2nd FL Apt Walking Distance to West Point!

Jul 8 – 15

G$37,573 GYD per night

Guest favorite

Apartment in Cornwall-on-Hudson

4.91 out of 5 average rating, 57 reviews

Quaint Apartment in Cornwall on Hudson

Jan 22 – 29

G$39,129 GYD per night

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Quick stats about vacation rentals in West Point

Total rentals
200 properties
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
120 properties are a good fit for families
Total number of reviews
11K reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in West Point?
Four-legged friends are welcome in West Point. Choose from more than 60 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in West Point?
Yes! Work meets play with ease at over 90 vacation rentals in West Point featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there West Point vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in West Point, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in West Point?
West Point has more than 90 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in West Point have a gym?
Absolutely! We offer over 10 house rentals with a gym in West Point. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in hotel rentals in West Point?
Experience the best of West Point with our hotel rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in West Point have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in West Point. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in West Point have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in West Point. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in West Point have a bbq area?
Absolutely! We offer over 50 house rentals with a bbq area in West Point. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in West Point?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals near West Point

Top-rated vacation rentals in West Point

Vacation rentals for every style

Houses

Apartments

Cabins

Popular amenities for West Point vacation rentals

Stay near West Point's top sights

Other great vacation rentals in West Point

Apartment in Newburgh

Guesthouse in Mahopac

Cottage in Newburgh

Farm stay in Fort Montgomery

Apartment in Cornwall-on-Hudson

Apartment in Marlboro

Home in Highland Falls

Apartment in Newburgh

Other great vacation rentals in West Point

Apartment in Peekskill

Guest suite in Beacon

Apartment in Highland Falls

Guest suite in Highland Falls

Condo in Highland Falls

Home in Highland Falls

Apartment in Highland Falls

Apartment in Cornwall-on-Hudson

Quick stats about vacation rentals in West Point

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there pet-friendly vacation rentals in West Point?

Are there vacation rentals with a dedicated workspace in West Point?

Are there West Point vacation rentals on Airbnb with pools?

Are there family-friendly house rentals in West Point?

Do house rentals in West Point have a gym?

How much does it cost to stay in hotel rentals in West Point?

Do hotel rentals in West Point have wifi?

Do private suite rentals in West Point have air conditioning?

Do house rentals in West Point have a bbq area?

What are the most popular amenities for Apartment Rentals in West Point?

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