Vacation rentals in Denning

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Top-rated vacation rentals in Denning

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Guest favorite

Chalet in Grahamsville

4.96 out of 5 average rating, 139 reviews

Chalet in the mountains with a breathtaking view!

Come and enjoy our Catskills mountain view chalet. Escape the chaos of the city for peace and serenity. In our home you'll find an open concept kitchen/dining and living room space, a huge deck, 2 bedrooms, a newly renovated bathroom and a loft work space. Take in the country skyline view with a glass of wine on the deck while listening to meditative sounds of the babbling brook. Don't forget to bring groceries as the best way to enjoy the chalet is with a home cooked meal with those you love

Jun 25 – Jul 2

€ 185 per night

Guest favorite

Cabin in Livingston Manor

4.97 out of 5 average rating, 261 reviews

Creekside Cottage Near Livingston Manor

Welcome to our little cabin that's been designed to maximize relaxation by being fully immersed in nature. Whether you're outside enjoying the private backyard and gentle stream or relaxing inside the cozy cabin with its XL windows, we know you'll feel at peace. The country road leads you to hiking trails and fly-fishing on the Willowemoc in mins by foot or car - and it's a 15-minute windingly beautiful drive to Livingston Manor, a quintessential upstate town, and less than 2 hours from the GWB!

Mar 18 – 25

€ 221 per night

Guest favorite

Home in Claryville

4.98 out of 5 average rating, 105 reviews

The Old Farmhouse on Red Hill - Catskill Mountains

The Red Hill Farmhouse is one of the original farmhouses in the Catskills from 1849; a gut renovation labor of love, where owner John McCormick, (designer of popular spots in the city such as St Mazie, Cafe Moto/ Bar Velo, Five Leaves, Smith and Mills and Maison Premiere), has completely redone the house while keeping the integrity of its history through salvaging and using the original materials wherever possible and “barn diving” to reinstall other original features adding to its rustic charm.

Sep 3 – 10

€ 418 per night

Guest favorite

Guesthouse in Mount Tremper

4.97 out of 5 average rating, 300 reviews

Artful and Serene Woodstock Getaway

Please read description thoroughly before booking. Relax with a comfortable mix of rustic and elegant in this colorful studio with loft bedroom in the Catskill Mountains of NY. Midway between lovely towns, Woodstock and Phoenicia. Full kitchen and bath, cathedral ceiling, sleeps two adults comfortably. Due to allergies, we do not allow pets. This includes service animals. We use fragrance free laundry detergent. No smoking or vaping. This listing is not suitable for children or infants.

Nov 7 – 14

€ 127 per night

Guest favorite

Bungalow in Big Indian

4.93 out of 5 average rating, 120 reviews

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

Oct 1 – 8

€ 157 per night

Guest favorite

Home in Claryville

4.93 out of 5 average rating, 110 reviews

Modern Catskills Tiny House Near Hiking Trails

A modern and well- designed home located in the Neversink area of the Catskills. The Tiny House has been updated with high-speed 200 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 .

Jul 22 – 29

€ 175 per night

Guest favorite

Cabin in Kerhonkson

5.0 out of 5 average rating, 305 reviews

The Metsämökki - A Finnish Cabin in the Woods

The Metsämökki is a small Finnish cabin in the foothills of the Catskill Mountains. Originally a sauna that was shipped here from Finland. We renovated it to a tiny house that offers complete privacy. Enjoy the babbling brook while sitting on the deck and taking in the surrounding nature. We're not offering high-tech or glamour but this cabin is a beautiful retreat from the busy city. **Check out our new midweek discounted rates and enjoy a little extra time for a great price!!

Jul 12 – 19

€ 143 per night

Guest favorite

Apartment in Arkville

4.92 out of 5 average rating, 232 reviews

Catskills Hideaway - West

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. A queen size bed, en suite bath, kitchen, fireplace, & luxurious amenities await in your perfect Hideaway.

May 7 – 14

€ 102 per night

Guest favorite

Guesthouse in Olivebridge

4.97 out of 5 average rating, 224 reviews

Black Olive Cabin in the Woods - Secluded, Tiny

The cabin is nestled into a mossy rock ledge covered with ferns in a secluded part of the Catskills just south of the Ashokan Reservoir. Constructed of large reclaimed hemlock beams and charred cedar siding on the outside, the cabin mixes the old with the new. The open concept design includes high ceilings, hardwood floors, a wood stove, lofted sleeping quarters, a full bathroom, and a kitchen with an induction cooktop and convection oven. It's the perfect weekend getaway.

Jun 14 – 21

€ 154 per night

Superhost

Cabin in Claryville

4.84 out of 5 average rating, 218 reviews

Secluded Cabin in Catskills Park on 20 acres

Its a secluded cabin and we kept it small and pristine for a reason. We also just planted cherry trees and apple tree...We kept it pristine so one can feel nature. And we dont have internet or Tv there otherwize it would be like being in the city. Get a feel for what it is like to be in a cabin in the woods. There is a whole flourishing ecosystem there with family of rabits, foxes, humming birds, bees, butterflies and birds. We are planting a garden and flowers

Jan 8 – 15

€ 125 per night

Guest favorite

Cottage in Kerhonkson

4.91 out of 5 average rating, 375 reviews

Home Alone Woods

Small and charming cottage in quiet and secluded place surrounded by woods and nature with the hiking trails half a mile away. There is easy access to Hunter Mountain, Minnewaska State Park, Shawangunks, and many hiking trails. This is a perfect getaway for nature and outdoor enthusiasts, bikers, hikers, climbers, and skiers or people who look for peace and tranquility in the woods.The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Nov 29 – Dec 6

€ 135 per night

Superhost

Home in Arkville

4.86 out of 5 average rating, 174 reviews

Little Red Schoolhouse

A charming Schoolhouse from the mid-nineteeth century with a separate sleeping cabin and bathroom approximately twelve feet away from the Schoolhouse itself. Open from March through the beginning of December. Remote, yet accessible. Two night stay minimum. PLEASE PARK IN THE PARKING LOT BY THE ROAD -- not on the dirt road itself, nor on the grass as it leaves tire marks on the grass (apologies for my obsession with a maintaining a nice lawn)

Aug 11 – 18

€ 134 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Denning vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Denning's top sights

Peekamoose Blue Hole131 locals recommend

Woodland Valley Campground6 locals recommend

Sundown Wild Forest4 locals recommend

Frost Valley YMCA20 locals recommend

Big Indian Wilderness5 locals recommend

Giant Ledge Trailhead44 locals recommend

Other great vacation rentals in Denning

Guest favorite

Chalet in Napanoch

4.95 out of 5 average rating, 205 reviews

Catskills Aframe, Water View, Goat Sanctuary

Dec 14 – 21

€ 173 per night

Guest favorite

Home in Neversink

4.98 out of 5 average rating, 200 reviews

Modern Riverside Retreat with Firepit, Hot tub

Feb 4 – 11

€ 312 per night

Guest favorite

Cottage in Accord

4.87 out of 5 average rating, 215 reviews

Sweet Cottage on a Farm Road

May 11 – 18

€ 89 per night

Guest favorite

Tiny home in Shandaken

4.84 out of 5 average rating, 161 reviews

Cute Cabin with Great Mountain Views

May 3 – 10

€ 106 per night

Guest favorite

Guesthouse in Mount Tremper

4.91 out of 5 average rating, 322 reviews

Cozy Catskill Cottage Perfect Getaway for Two

Jan 27 – Feb 3

€ 142 per night

Guest favorite

Guest suite in Kerhonkson

4.95 out of 5 average rating, 128 reviews

Private Apt. in Vintage House steps to Kerhonkson.

May 6 – 13

€ 93 per night

Guest favorite

Guesthouse in Accord

4.93 out of 5 average rating, 114 reviews

Studio in Private Forest; Peace and Solitude

May 29 – Jun 5

€ 95 per night

Guest favorite

Cabin in Napanoch

4.94 out of 5 average rating, 248 reviews

Serene Catskill Mountain Top Retreat - Denning

Feb 5 – 12

€ 171 per night

Show all

Quick stats about vacation rentals in Denning

Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
€ 84 before taxes and fees

Frequently Asked Questions

Do house rentals in Denning have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Denning. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Denning?
Yes! Work meets play with ease at over 40 vacation rentals in Denning featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Cabin Rentals in Denning?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cabin rentals in Denning have a kitchen?
Absolutely! We offer over 20 cabin rentals with a kitchen in Denning. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Denning?
Four-legged friends are welcome in Denning. Choose from more than 40 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Denning?
Experience the best of Denning with our house rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Denning have free parking?
Absolutely! We offer over 20 cabin rentals with free parking in Denning. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Denning?
Denning has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Denning

Top-rated vacation rentals in Denning

Vacation rentals for every style

Houses

Cabins

Hotels

Popular amenities for Denning vacation rentals

Stay near Denning's top sights

Other great vacation rentals in Denning

Chalet in Napanoch

Home in Neversink

Cottage in Accord

Tiny home in Shandaken

Guesthouse in Mount Tremper

Guest suite in Kerhonkson

Guesthouse in Accord

Cabin in Napanoch

Quick stats about vacation rentals in Denning

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Denning have air conditioning?

Are there vacation rentals with a dedicated workspace in Denning?

What are the most popular amenities for Cabin Rentals in Denning?

Do cabin rentals in Denning have a kitchen?

Are there pet-friendly vacation rentals in Denning?

How much does it cost to stay in house rentals in Denning?

Do cabin rentals in Denning have free parking?

Are there family-friendly vacation rentals in Denning?

Destinations to explore