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Peekskill Holiday Rentals

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Holiday Rentals in Peekskill

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"I was very impressed with this "hotel". It is more of an AirBB as your unit is an apartment in an apartment building with permant residents. It comes nicely furnished, including basic kitchen essentials (like service for four, pots and pans, coffee maker, etc). All of the amenities are modern, and the in-unit washer dryer is a huge plus. I also really appreciated some of the welcome gifts, including some coffee/tea, laundry detergent, and your basic hygiene essentials. Property communicates...
Global Luxury Suites White Plains

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is HK$2,009
HK$2,598 total
includes taxes & fees
27 Apr - 28 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"We enjoyed our stay. The views are great and the space comfortable. It worked well for our visit with family living nearby and visiting Bear Mountain."
The price is HK$1,303
HK$2,159 total
includes taxes & fees
1 May - 2 May
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (77)
"We greatly enjoyed our weekend in splendid isolation within this spacious, tastefully decorated, comfortable and well appointed house. The living room is larger than it appears in the pictures, and there are games, puzzles, and books in good condition. The separately controlled baseboard heat in the bathroom is a nice touch. The kitchen is spacious and well appointed, and there are plenty of outlets throughout the house despite it being originally an older house. John was very responsive to...
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (48)
"This is an adorable cottage. It is very clean and well appointed. The kids (and adults) really enjoyed the detached game room. The hot tub and fire pit made for very relaxing evenings. We really enjoyed our time here. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor

9.6 out of 10, Exceptional, (9)
"We were able to spend a wonderful Thanksgiving holiday with my son and his wife in New York. My family came with me for their first visit to New York. The house was comfortable and spacious. It allowed all of us to play, read, relax and be together as a family. "
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor

Cozy Cabin with Sauna & Firepit!

9.6 out of 10, Exceptional, (24)
"We stayed at this cozy cabin in Monroe for 4 days since we were looking for a somewhat close location to West Point to visit our cadet. This cabin had plenty of room for the three of us. The floor plan was open, which was nice. The beds are comfy, and there are several useful amenities of which to take note. These included fresh towels for the bathroom and sauna, shampoo/conditioner/body wash dispensers in the bathroom, plenty of board games to keep you occupied, and a functioning T.V. I have to...
Cozy Cabin with Sauna & Firepit!

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (59)
"Great location"
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

2.0 star property
9.0 out of 10, Wonderful, (6)
"This property is great, our stay here was just amazing from start to finish. Communication with the host was great, we left some items there and the host was super accommodating. Would recommend this property very highly."
Experience luxury shopping paradise! 4-Bedroom Home & 7 mins to Woodbury Commons

Charming 2-bedroom house with AC, WiFi in marvelous Nyack

2.0 star property
Charming 2-bedroom house with AC, WiFi in marvelous Nyack

Perfect For A Vacation Getaway

9.6 out of 10, Exceptional, (12)
"The property is beautiful and was perfect for our stay. We were in town to see a family members art exhibit. It was my father first stay at a rental property like this and was a good experience for him. We really enjoyed the game room and projecter tv to watch the Superbowl! It was a great place for our family to come together. Thank you!"
Perfect For A Vacation Getaway

Waterfront Modern Home with Fast Wifi & Hot Tub

9.8 out of 10, Exceptional, (16)
"Everyone loved our stay. The hot tub was even better than expected with the unexpected freezing temp and snow in April. House was clean and lake views were awesome. Plenty of space for families to spread out. We really enjoyed coming back to the warm and inviting space after our time at Legoland."
The price is HK$1,474
HK$3,897 total
includes taxes & fees
28 Apr - 29 Apr
Waterfront Modern Home with Fast Wifi & Hot Tub

Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

10.0 out of 10, Exceptional, (2)
"We had a lovely time staying in this beautiful space. What the listing does not fully capture is how well curated the space is, full of intriguing bits of Art and gracious style. An easy walk to DIA and the park on the river, and a very short drive into town made this a wonderful space for a getaway weekend! "
Expansive Views; Miles of River & Mountains Walk to Train, Main St, DIA

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (17)
"This is a fully decked out house with cozy beds, full kitchen, completely up to date amenities. The host is very accessible, polite, and helpful."
The price is HK$1,940
HK$3,163 total
includes taxes & fees
4 May - 5 May
Contemporary Cozy Cottage

The Woodbury Cottage

8.8 out of 10, Excellent, (19)
"Really enjoyed our stay at this comfy cottage. Easily slept a family of 3 with plenty of room to lounge around. It's an older cottage, but the owner has added a lot of neat touches that make this a nice place to stay in this area."
The Woodbury Cottage

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

10.0 out of 10, Exceptional, (2)
"Close to west point where we were able to attend the sporting event. It is walking distance to the small town outside campus where you can find local shops for eating or shopping. ."
The price is HK$1,670
HK$2,814 total
includes taxes & fees
5 May - 6 May
Lovely 3BR Home with parking-Walk to WP Gate!

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (16)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Big, spacious and clean. The area is calm and shops are within 5 min driving distance"
Spacious + beautiful 5-bedroom Mediterranean Villa in Monroe, NY.

Quiet Hudson Valley Getaway with Sauna, Hot Tub & Gym

Quiet Hudson Valley Getaway with Sauna, Hot Tub & Gym
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Peekskill you may be interested in

Inn on the Hudson

2.0 star property
6.8 out of 10, (1000)
"I enjoyed the stay."
The price is HK$807
HK$923 total
includes taxes & fees
27 Apr - 28 Apr
Inn on the Hudson

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

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Very clean. Big bathrooms."
The price is HK$947
HK$1,083 total
includes taxes & fees
6 May - 7 May
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (169)
"Great location. Great Staff. Great rooms."
The price is HK$3,004
HK$3,791 total
includes taxes & fees
30 Apr - 1 May
The Abbey Inn & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Peekskill?

Yes, there are holiday rentals in Peekskill close to Lincoln Depot Museum, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront and mountain landscape in Peekskill. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best holiday rentals that Peekskill has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Peekskill offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and an electric kettle, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Peekskill?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Peekskill stay.

What’s there to see and do in Peekskill?

Enjoy the outdoors at Charles Point Pier Park and Depew Park, or simply take in cultural attractions like Paramount Hudson Valley Theater and Peekskill Museum. Other places in town to visit include Dramatic Hall and Lincoln Depot Museum.

What’s a holiday rental in Peekskill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Peekskill. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.