
Vacation rentals in Peekskill
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Peekskill
Guests agree: these stays are highly rated for location, cleanliness, and more.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited. We live here with kids/dogs so you may hear us moving

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

Luxe Loft 1 on Main St.- Steam Shower! Views! W/D
The Luxe Loft Studios are right on Main St. in Beacon. Walk to everything! Metro North train, Dia Museum, restaurants,galleries, shopping, all right outside your door. Relax & rejuvenate where everything has been designed for your comfort & convenience: indulgent Steam Shower, fully equipped kitchen with a Keurig, coffee, tea, bottled water,Smart TV, Queen size bed, hotel quality bedding, Samsung washer & dryer perfect after a day of exploring Beacon and the Hudson Valley. No car necessary!

The Bluestone - Spacious 2 bedroom w/central air
Come stay with us! You will have the entire first floor to yourself but we will be right upstairs if you should need us! Access to tree lined back yard with fire pit. Close to metro north train to NYC. Minutes to kayaking, hiking, restaurants, cafes & historical sites. Please note: No Kitchen!! Drive, walkway & entrance accessible to full size wheelchair (see photos) but bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

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.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Special Nest w Private Entrance River View Porches
Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Sweet, stylish cabin in the woods- hiking & more!
Only an hour north of NYC, but a world away! Adorable cabin in the woods offering stylish updated decor and beautiful natural surroundings. Brand new and completely renovated interior, but all the classic charm of the country. Trade in skyscrapers for tall trees in this sweet country escape that is near Fahnestock Park (surrounded by great hiking, skiing, etc) and 15m from the village of Cold Spring. Fully set up w/ wifi, Netflix & more! Quiet, considerate guests only please!

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:)

Rustic Spa Retreat
10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

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

Bear Mountain, Westpoint, & Hikers Retreat
The Fort @Fort Montgomery, Westpoint/Bear Mountain New to the rental market! This recently renovated 900 Square foot single story home located 5 miles/7 mins from West Point Military Academy and 3 miles/ 3min from Bear Mountain is the ideal spot for friends and family to convene for a weekend visit in the Hudson Valley.
Popular amenities for Peekskill vacation rentals
Other great vacation rentals in Peekskill

Gorgeous Suite w/ Private Entrance

The Farmhouse at Fort Hill

Victorian Eclectic

Cozy Beacon Studio

Cozy Apartment with Sauna in Historic Stone Ridge

A Lovely Cottage in the Woods

A nice place to getaway

Charming Apartment in the Heart of Cold Spring
When is the best time to visit Peekskill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,117 ZAR | R2,020 ZAR | R1,826 ZAR | R1,907 ZAR | R2,472 ZAR | R2,408 ZAR | R2,505 ZAR | R2,666 ZAR | R2,634 ZAR | R2,440 ZAR | R2,020 ZAR | R2,020 ZAR |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 18°C | 23°C | 26°C | 25°C | 22°C | 15°C | 10°C | 4°C |
Frequently Asked Questions
Are there family-friendly house rentals in Peekskill?
Peekskill has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there house rentals with a dedicated workspace in Peekskill?
Yes! Work meets play with ease at over 10 house rentals in Peekskill featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Peekskill?
Experience the best of Peekskill with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Peekskill?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Where should I stay in Peekskill?
Make yourself at home in Peekskill by choosing from our most frequently booked neighborhoods. We have over 120 vacation rentals in Peekskill, and over 50 vacation rentals in Pleasantside.
Do house rentals in Peekskill have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Peekskill. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Peekskill?
Four-legged friends are welcome in Peekskill. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Peekskill have free parking?
Absolutely! We offer over 20 house rentals with free parking in Peekskill. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Peekskill have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Peekskill. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Peekskill have wifi?
Absolutely! We offer over 20 house rentals with wifi in Peekskill. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Peekskill

Total vacation rentals
Explore 30 vacation rentals in Peekskill

Nightly prices starting at
Peekskill vacation rentals start at R970 ZAR per night before taxes and fees

Verified guest reviews
Over 1,710 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Peekskill vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Peekskill rentals

4.7 Average rating
Peekskill stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Old Glory Park
- Mountain Creek Resort
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Manhattan Bridge
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach
- Statue of Liberty
- Radio City Music Hall
- Kingston-Throop Avenue Station
- Bronx Zoo




