Vacation rentals in Denning Hill

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Top-rated vacation rentals in Denning Hill

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Guest favorite

Apartment in Philipstown

4.91 out of 5 average rating, 232 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Top guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 197 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

Top guest favorite

Home in Putnam Valley

4.99 out of 5 average rating, 108 reviews

Luxury Lake House Sauna 1h From NYC

Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Guest favorite

Loft in Cornwall

4.85 out of 5 average rating, 540 reviews

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, 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 two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

Superhost

Apartment in Peekskill

4.8 out of 5 average rating, 170 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.

Guest favorite

Cottage in Putnam Valley

4.89 out of 5 average rating, 272 reviews

Lakefront Cottage near Hudson Valley

Named in the Top 30 U.S. Lakehouse Rentals by Refinery29 in May'21, this beautiful, secluded cottage on pristine Lake Oscawana has breathtaking views. Escape the city and enjoy the fresh country air! Extra-large great room, cathedral ceilings, loft bedroom, kitchenette, bathroom, fireplace, wall of double-height windows with spectacular lake views. Central AC/heat, hardwood floors, private large deck with BBQ. Dock nestled in a cove where you can swim or paddleboard. Only 1 hour from NYC.

Top guest favorite

Guesthouse in Mahopac

4.95 out of 5 average rating, 235 reviews

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

Superhost

Apartment in Newburgh

4.86 out of 5 average rating, 190 reviews

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!

Top guest favorite

Guesthouse in Cold Spring

4.99 out of 5 average rating, 164 reviews

Modern+bright forest escape - near village & train

Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Top guest favorite

Treehouse in Wallkill

4.99 out of 5 average rating, 316 reviews

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

Top guest favorite

Guest suite in Cornwall

4.96 out of 5 average rating, 114 reviews

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.

Guest favorite

Cottage in Putnam Valley

4.96 out of 5 average rating, 166 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

Escape to this private lake cottage. Just 1h drive from NYC, near lots of skiing & hiking Thunder Ridge (30mi) Mt Peter (30mi) Victor Constant (20mi) Campgaw Mountain (40mi) Enjoy panoramic lake views, 86in TV, ample board games, 5-jet shower, and indoor jetted Jacuzzi tub. Short drive to Bear Mountain & West Point. Legoland is 45 min away Pets are welcome! WiFi is extremely fast and we have free electric car charging

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Other great vacation rentals in Denning Hill

Guest favorite

Home in Putnam Valley

4.96 out of 5 average rating, 85 reviews

Crystal Wave LakeHouse

מאירRating, 5 stars2 weeks ago

This is one of the best places I've been! The surroundings are beautiful, the house is in a perfect location on the lake. Communication with the owner is easy and fast

Guest favorite

Cottage in Putnam Valley

4.9 out of 5 average rating, 30 reviews

Hudson Valley Home 50 Min from NYC - dog friendly

EvanRating, 5 stars2 weeks ago

Really enjoyed our 1.5 month stay here. The place - while small - is cozy and has everything you'd need. Joanna does a great job making sure it's fully stocked (kitchen supplies, cleaning supplies, etc). The beds were comfy and the internet worked great. It's a very quiet space, in a nice little neighborhood, and the deck space is phenomenal (although it can get buggy!). We would definitely say again

Guest favorite

Home in Philipstown

4.92 out of 5 average rating, 204 reviews

The Garrison Cottage

LauraRating, 5 stars4 weeks ago

We absolutely loved this cozy home away from home. The deck and view are amazing. There was plenty of room for our whole family to enjoy a long meal. All the appliances work great and the beds and bedding are very comfortable. We hope to come back every year!

Top guest favorite

Cabin in Saugerties

5 out of 5 average rating, 38 reviews

Luxury A-Frame Cabin w/ Hot Tub

BingRating, 5 stars1 week ago

We absolutely loved our stay at Fil & Ellie’s place, it made it the highlight of our trip. From the minute we walked in, it felt so calm. The place is beautiful with all the amenities. We enjoyed the hot tub, grill, fireplace. We’ve been to the Catskills countless times and this is the best experience due to the wonderful stay. Thank you!

Guest favorite

Cabin in Fishkill

4.96 out of 5 average rating, 106 reviews

Secluded Hilltop Cabin near Beacon & Cold Spring

AvrahamRating, 5 stars2 weeks ago

The cabin was exactly as listed and MORE! The nature and privacy you have will make you feel as though you've been transported to a different universe. Paul was an excellent host, providing clear instructions and recommendations, as well as proactively checking in to make sure the stay was going well! 10/10 recommend!!

Superhost

Apartment in Garrison

4.87 out of 5 average rating, 30 reviews

Private Apartment in 1820’s Cottage - New Reno

CharleneRating, 5 stars5 months ago

We had a great stay at Samara's apartment/cottage over Christmas. The location was perfect since we were visiting with family in Cold Spring, and it was wonderful to have a quiet and beautiful spot as home base. We're grateful to have hosts with pet-friendly accommodations, being able to bring our 2 dogs makes travel possible, and this location was perfect for them. The space was clean, quiet and we felt very at home there. It's a thrill to walk into a location and smell nothing - as in, not musty, not smelling like strong cleaning products - just neutral, fresh air. The bed was so cozy and comfy, and the kitchen had everything we needed. Samara was very responsive to a few questions I had before we made our reservation, and was easy to text with when we were staying there. We look forward to our next visit!

Home in Philipstown

5 out of 5 average rating, 9 reviews

Arkadia House Mid-century retreat with pool & view

AriRating, 5 stars71 months ago

Dan and Andrew were great hosts and very easy to communicate with. The location was beautiful and the views were amazing. The house was stocked with everything you could possibly need; towels, bedsheets, blankets cookware, a bunch of basic food necessities & more. The pool was refreshing after laying in the sun and watching the sunset from the pool is truly a must when visiting this home. We would love to stay here again and highly recommend to others looking for a gorgeous getaway home.

Guest favorite