
House vacation rentals in Denning
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Top-rated house rentals in Denning
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Modern Catskills Tiny House Near Hiking Trails
A modern and well- designed home located in the Neversink area of the Catskills. 3 night minimum. The Tiny House has been updated with high-speed 500 Mbps wifi and a separate landline. There is no cell phone service in the immediate area. The house is a short drive to some of the best hiking trails in the area. Enjoy walks in the woods, country drives, or relax on the deck overlooking the pond. 3- night minimum stay. We require our guests to be 24 and over. Maximum of 2 adults. No pets .

Stunning Passive Solar Cabin on 135 acres & pond
Just the perfect cabin. This newly built, passive solar house has a wood-burning stove, incredible views and is drenched with light. The house is intimate yet connected to the outside, with total seclusion and every imaginable modern convenience! It’s an architect-designed marvel of concrete, glass and reclaimed wood that sits on 135 acres of field and forest with a lovely swimming pond and miles of hiking trails. The cabin sleeps up to 6 people in two bedrooms and a spacious sleeping loft.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

West Wing - a unique private space w/deck
This unique studio space with private entrance is a recent addition to our charming home, located on a quiet private road in the village of Shokan. Situated within minutes of the Ashokan Rail Trail, this bike and walking trail offers dramatic vistas of the Ashokan Reservoir. Woodstock & Phoencia with their stores, galleries and restaurants are only 15 minute drives . Local recreation includes hiking trails, kayaking and for those looking for relaxation there are renowned spas.

Cozy Winter Upstate Cabin
Beautiful 2 bedroom/1 bath home centrally located between Woodstock and Saugerties in the gorgeous Catskill Mountains. Come for hiking, skiing, shopping and dining, it is all at your fingertips! Your home is a chic cabin situated on a large property and provides a fully stocked kitchen if you choose to cook at home, a gas grill, and fire pit in the back yard for evening enjoyment. Visit the many fun shops just down the road, or one of our lovely locally owned restaurants! Enjoy!

River view:
Rental is located next to a busy road , if you are not comfortable with some traffic at certain times of the day then this may not be for you I would also note that this home is small inside but very comfortable . There is a cozy yard to relax in next to a fire pit and a table and chairs if you would like to eat outside. I will provide firewood for one night, and charcoal for grill for one night as well. Located 1/4 mile from home is a local place to purchase extra wood .

Spacious Catskills Farmhouse on over 5 acres!
Come enjoy some winter fun in the Catskill Mountains! Take the kids skiing, snowboarding, or snow tubing. Warm up with some hot cocoa around the firepit or enjoy a winter BBQ on the deck. Try your luck at the casino or spend a day at the indoor water park. There is snow much fun to be had! You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Gingerbread House- a 1950s Catskills Chalet
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Farmhouse Fantasy!
Welcome to your Farmhouse Fantasy! Come enjoy a weekend in the country, just two hours from NYC. Built in 1900, the home was recently gut renovated and features two spacious bedrooms, full bathroom, open plan dining room and living space, a three-season sun room, back deck, and a modern and well appointed kitchen. Located just minutes from Minnewaska State Park and all the beauty and fun the Shawangunks have to offer!

The Blue House on the Hill Catskills
Spectacular Mountain & Valley Views—Streamside. A beautifully renovated getaway located in the heart of the Catskill Mountains. Upon entering this gorgeous retreat, you will be instantly taken by the designer's attention to detail. Enjoy the open floor plan kitchen with soapstone countertops overlooking the amazing vaulted great room with spectacular views of the farm, valley, and surrounding mountains.

ENTER HOME - Minimalistic style warm & inviting
ENTER our HOME with an inviting comfortable setting filled with natural light and clean lines inspired by Nordic Design. Full new kitchen with all Bosch appliances including washer and dryer. Our home is designed to embrace the beautiful nature around you and to bring peace and comfort to your stay. ENTER HOME is great for individuals, couples, or families with kids. AC in both bedrooms only
Popular amenities for Denning house rentals
House rentals with a pool

Spacious Winter Retreat Near Woodstock Village

midcentury mod * HOT TUB * walk out trail 2 mohonk

Bluestone Escape - Where everyone is at home.

BoHo Scandi Farm Retreat, Fireplace, Dogs Welcome

Modern Lux 5-Bed, Double Fireplace, Dogs Welcome

Upstate Modern Scandinavian Barn in the Catskills

Trout fishing on the Delaware

Warm & Comfortable Family Stay nr Woodstock
Weekly house rentals

Retro-Chic Cabin in Woodstock - Sauna

Cozy renovated One Room Schoolhouse

Luxe & Modern farmhouse | House of Jane West

Capehouse | Hot Tub | Firepit | BBQ

Winter Special: Relax, Save, Farmhouse 2hrs NYC

DeMew House in Historic Kingston

Modern House with Mountain View @Getawind

Charming Cottage on 12 Secluded Acres + Hot Tub
Private house rentals

Charming Farmhouse Getaway

Olive Woods House - Catskills Mountain Views

Secluded Catskills Retreat with Mountain Views

Midcentury House in the Catskills

Scenic farmhouse near Belleayre Mountain

10-Acre Catskills Cabin | Pond, Firepit & Trails

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Cozy Cabin • Forest Views • Perfect Winter Escape
When is the best time to visit Denning?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$58,121 GYD | G$56,658 GYD | G$53,731 GYD | G$54,985 GYD | G$58,331 GYD | G$56,658 GYD | G$62,512 GYD | G$65,230 GYD | G$54,149 GYD | G$54,149 GYD | G$59,585 GYD | G$62,512 GYD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about house rentals in Denning

Total vacation rentals
Explore 40 vacation rentals in Denning

Nightly prices starting at
Denning vacation rentals start at G$27,179 GYD per night before taxes and fees

Verified guest reviews
Over 2,480 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Denning vacation rentals include wi-fi access

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

4.9 Average rating
Denning stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
- Upper Delaware Scenic and Recreational River
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Windham Mountain
- Resorts World Catskills
- Brotherhood, America's Oldest Winery
- Hunter Mountain Resort
- Mount Peter Ski Area
- Plattekill Mountain
- Zoom Flume
- Opus 40
- Benmarl Winery
- Millbrook Vineyards & Winery
- Mohonk Preserve
- Hudson Chatham Winery
- Warwick Valley Winery & Distillery
- Three Hammers Winery
- Walkway Over the Hudson State Historic Park
- Storm King Art Center
- Saugerties Lighthouse
- Lake Minnewaska
- Rosendale Trestle




