Best Vacation Homes in Peekskill
House
9.8(18 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Kitchen
Parking
Air Conditioner
£162/Night
7 Nights - £1,131
Apartment
4.7(3 Reviews)
1 Bedroom
1 Bath
5 Guests
1001.04 ft²
- Parking
- Air Conditioner
Internet
Child Friendly
£72/Night
7 Nights - £505
Hotel
9.2(1009 Reviews)
1 Bath
- Fireplace/Heating
Pool
Breakfast- Kitchen
£163/Night
7 Nights - £1,144
House
9.2(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
Balcony/Terrace
Pet Friendly- Kitchen
£274/Night
7 Nights - £1,919
House
1 Bedroom
1 Bath
1 Guest
247.57 ft²
- Kitchen
- Parking
- Air Conditioner
- Internet
£221/Night
7 Nights - £1,547
House
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Parking
- Air Conditioner
- Internet
£101/Night
7 Nights - £708
House
10.0(13 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£281/Night
7 Nights - £1,966
New
Apartment
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Internet
- Child Friendly
Laundry
£129/Night
7 Nights - £904
Peekskill Luxury Rentals
£301/Night
7 Nights - £2,110
Hotel
9.1(137 Reviews)
4 Baths
452.08 ft²
Spa- Fireplace/Heating
- Pool
- Balcony/Terrace
£264/Night
7 Nights - £1,851
£221/Night
7 Nights - £1,547
Hotel
8.9(334 Reviews)
12 Baths
64.58 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
£121/Night
7 Nights - £849
Hotel
6.7(512 Reviews)
4 Baths
247.57 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
£112/Night
7 Nights - £785
£79/Night
7 Nights - £555
House
5 Bedrooms
1 Bath
14 Guests
- Kitchen
- Air Conditioner
- Child Friendly
Bedding/Linens
£847/Night
7 Nights - £5,930
House
5 Bedrooms
3 Baths
10 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£643/Night
7 Nights - £4,501
Peekskill Pet Friendly Vacation Rentals
Apartment
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£138/Night
7 Nights - £964
House
8.8(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£364/Night
7 Nights - £2,548
Apartment
1 Bedroom
1 Bath
5 Guests
750 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£236/Night
7 Nights - £1,652
House
9.8(6 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£255/Night
7 Nights - £1,787
House
10.0(1 Review)
3 Bedrooms
1 Bath
5 Guests
- Spa
- Pet Friendly
- Kitchen
- Air Conditioner
£147/Night
7 Nights - £1,031
House
4 Bedrooms
3 Baths
7 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
- Bedding/Linens
£399/Night
7 Nights - £2,795
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£146/Night
7 Nights - £1,021
Peekskill Top Rated Vacation Rentals
House
10.0(1 Review)
1 Bedroom
1 Bath
5 Guests
700 ft²
- Spa
- Fireplace/Heating
- Pool
Lake View
£147/Night
7 Nights - £1,026
House
5.0(1 Review)
1 Bedroom
1 Bath
- Pool
- Kitchen
- Air Conditioner
- Bedding/Linens
£132/Night
7 Nights - £923
House
1 Bedroom
1 Bath
2 Guests
2500 ft²
- Spa
- Fireplace/Heating
- Pool
- Breakfast
£151/Night
7 Nights - £1,057
House
1 Bedroom
1 Bath
4 Guests
2500 ft²
- Pool
View- Kitchen
- Air Conditioner
£109/Night
7 Nights - £763
House
1 Bedroom
1 Bath
2 Guests
2500 ft²
- Spa
- Fireplace/Heating
- Pool
- Lake View
£98/Night
7 Nights - £686
Why Choose Rent By Owner for your Peekskill Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Peekskill
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this destination can enhance your experience and ensure a memorable stay, especially when selecting the perfect vacation rentals in the region.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this destination experiences lively weather that is perfect for exploring outdoor activities and enjoying scenic views.
Average Temperature Daytime: Mid to high 80s°F - Nighttime: In the 60s°F
Fall (September to November)
Early fall offers vibrant foliage and pleasant temperatures, making it an ideal time for outdoor excursions and enjoying the region’s natural beauty.
Average Temperature Daytime: Low 70s°F - Nighttime: Mid 50s°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler weather and quieter surroundings, providing a peaceful setting for those seeking a serene retreat away from peak crowds.
Average Temperature Daytime: Mid 30s°F - Nighttime: High 20s°F
Spring (March to May)
Late winter and early spring offer mild temperatures and fewer visitors, giving you the chance to enjoy the area's quiet charm before the summer rush begins.
Average Temperature Daytime: Low 50s°F - Nighttime: Upper 30s°F
Weekly Weather Forecast for Peekskill
How to Book Your Peekskill Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Peekskill
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for meals with a view of the surrounding scenery.
- Relax in spacious gardens or landscaped yards that offer peaceful retreat spaces.
- Make use of private patios or decks to unwind outdoors at your convenience.
- Take advantage of nearby access to hiking trails and nature paths in the region.
- Utilize outdoor grilling stations to prepare meals while enjoying the fresh air.
- Soak up the sun in comfortable lounge areas designed for outdoor relaxation.
- Benefit from scenic views of the nearby Hudson River, adding to your outdoor experience.
Top Attractions Around Peekskill
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and cultural experiences nearby that allow you to explore the natural beauty and vibrant community spirit of this destination in Peekskill, New York.
Family Activities
- Hudson River Walkway: Stroll along this scenic pathway that offers stunning views of the Hudson River and is perfect for family outings in the heart of the region.
- Peekskill Museum: Engage with the local history and culture through interactive exhibits and family-friendly activities at this community-focused museum.
- Bridgeview Park: Enjoy outdoor fun with playgrounds, picnic areas, and open green spaces that invite families to relax and play in a beautiful riverside setting.
- Catskill Fly Fishing Center and Museum: Discover the art of fly fishing through demonstrations and educational programs suitable for children and adults alike, right here in the area.
Adult Activities
- Hudson River Cruises: Experience scenic river cruises that showcase the natural beauty of the region from the water, offering a relaxing way to explore this destination’s landscapes.
- Downtown Peekskill Arts District: Discover local art galleries, vibrant murals, and live performances in the area’s creative hub, perfect for those seeking cultural enrichment.
- Carl R. Becker Park: Enjoy outdoor activities such as walking, picnicking, or simply relaxing amidst beautiful scenery along the Hudson River here.
- West Point Tour Experiences: Take guided tours to the historic West Point Military Academy nearby, immersing yourself in military history and breathtaking views of the Hudson River.
Other Places to Stay in Peekskill, NY
Hudson Valley Center for Contemporary Art
Charles Point Pier Park
Lincoln Depot Museum
Blue Mountain Reservation
Depew Park
Paramount Hudson Valley Theater
Peekskill Museum
Peekskill Landing Park
Peekskill Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Cuisine: Make the most of your stay by trying out the regional eateries to experience the authentic flavors of this destination.
- Discover Scenic Views: Take advantage of the area's natural beauty by visiting outdoor spots that showcase the unique landscape here.
- Plan Tours in Advance: To ensure a relaxed visit, book guided tours or activities early and maximize your time exploring the region’s highlights.
- Utilize Comfortable Vacation Rentals: Stay in well-appointed accommodations that provide a cozy home base while you immerse yourself in all that the area offers.
Transportation Options
- Metro-North Railroad: This regional rail service offers convenient access to New York City and other parts of the region, making it easy to explore beyond here.
- Local Bus Services: Local bus routes connect you to key destinations within the area and surrounding communities, providing an affordable transportation option.
- Private Car Services and Taxis: Available for flexible travel around town or to nearby attractions, ensuring comfort and convenience during your stay.
- Driving and Rental Cars: If you prefer to have your own transportation, rental cars offer the freedom to explore this destination and its scenic surroundings at your own pace.
Local Customs Options
- Hudson Valley Hospitality: Embrace the warm and welcoming spirit of this region through local interactions and community events that celebrate regional pride.
- Farmers' Market Traditions: Visiting the area's farmers' markets offers an authentic taste of local produce and a chance to connect with regional vendors.
- Historical Respect: Appreciating the area's rich history involves observing respectful practices at historic sites and honoring local stories.
- Outdoor Recreation Etiquette: When exploring natural areas, following designated trails and respecting wildlife helps preserve the region's scenic beauty for everyone.
Frequently Asked Questions About Peekskill?
1. What are the top vacation rentals in Peekskill?
There are a lot of options in Peekskill. If you plan on staying in the Peekskill area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Peekskill:
- Charming 3-bedroom house.
- Peekskill Carriage House Downtown Studio
- Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
- The Abbey Inn & Spa
- Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
- The Abbey Inn & Spa
- Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
- Inn on the Hudson
- Inn on the Hudson
- Two King Beds and washer drier
2. Which vacation homes in Peekskill are best for families?
If you are looking for a family-friendly vacation home in Peekskill, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Peekskill:
3. How many Rentbyowner vacation rentals are available in Peekskill?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 34 in the Peekskill area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Peekskill.
4. What is the cancellation policy for vacation rentals in Peekskill, New York?
Cancellation policies vary depending on the individual property listing. You should review the specific cancellation terms outlined on the rental's page or contact the owner directly to understand their policies.
5. How do I confirm availability and secure my booking in this area?
Availability is updated regularly on the listing page. To confirm your dates and secure your reservation, follow the booking process specified on the property’s listing, or reach out to the host for any special requests.
6. Are there any house rules or restrictions I should be aware of during my stay?
Each property owner sets their own house rules, which are detailed in the listing description. Be sure to read these carefully before booking, and contact the owner if you have any questions or need clarification.
7. What amenities are typically included in vacation rentals in this region?
Amenities vary by property, but common features include Wi-Fi, parking, and fully equipped kitchens. Check the specific listing for a detailed list of what is available during your stay.
8. Is there a minimum stay requirement for booking here?
Minimum stay requirements depend on the individual property and season. Details are provided in the listing description, or you can inquire with the owner to clarify any specific booking policies.
