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

May 21 – 28

€ 192 per night

Guest favorite

Guesthouse in Accord

4.93 out of 5 average rating, 114 reviews

Studio in Private Forest; Peace and Solitude

Set in a hemlock forest on a quiet country road, this newly redone and separate guest studio is a perfect getaway. Set on 30 private wooded acres, the property is bisected by a Class A trout stream. Guests have access to the shared pool Mon-Fri, but not Sat-Sun. The second floor studio has a queen size bed and a queen size sofa bed along with a private bathroom. There is Wifi, a television (ROKU). There is no kitchen, however, we do provide a microwave, dorm fridge and Keurig coffee machine.

Apr 24 – May 1

€ 95 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 9 – 16

€ 420 per night

Guest favorite

Cabin in Big Indian

4.99 out of 5 average rating, 155 reviews

Slide Mountain Chalet

Welcome to Slide Mountain Chalet! Slide Mountain is the highest peak in the Catskills and this chalet is at an elevation of 2,100 ft! Enjoy 2 acres of beautiful moss-covered Hemlock forest on the property, which is located on one of the most scenic drives through the Catskills. Stargaze on the front porch, listen for one of the several species of owls, hang out by the firepit in the back yard nestled amongst large boulders, or fish the Neversink River for some of the best Trout in the Country!

Jun 19 – 26

€ 236 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 29 – Nov 5

€ 157 per night

Guest favorite

Home in Neversink

4.98 out of 5 average rating, 200 reviews

Modern Riverside Retreat with Firepit, Hot tub

Come enjoythe oasis on the pristine headwaters of the Neversink River with huge backyard, river access, and great kitchen amenities. Offers four bedrooms, and two large baths with bright, sunny living areas. You won't be roughing it! We have a large outdoor stone firepit surrounded by Adirondack chairs, a hot tub, quiet trails for private walks, and all the nature you love. There are three outdoor seating areas for meals and relaxation, a woodstove, and a picture perfect kitchen.

Apr 21 – 28

€ 312 per night

Superhost

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 18 – 25

€ 175 per night

Guest favorite

Cabin in Kerhonkson

5.0 out of 5 average rating, 303 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!!

Aug 10 – 17

€ 149 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.

Jun 24 – Jul 1

€ 102 per night

Guest favorite

Guesthouse in Olivebridge

4.97 out of 5 average rating, 223 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.

Jul 15 – 22

€ 157 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.

Jul 24 – 31

€ 158 per night

Superhost

Home in Arkville

4.86 out of 5 average rating, 173 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)

Oct 20 – 27

€ 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

Guest suite in Kerhonkson

4.95 out of 5 average rating, 127 reviews

Private Apt. in Vintage House steps to Kerhonkson.

Oct 7 – 14

€ 75 per night

Guest favorite

Cabin in Livingston Manor

4.97 out of 5 average rating, 261 reviews

Creekside Cottage Near Livingston Manor

Mar 12 – 19

€ 228 per night

Guest favorite

Home in Livingston Manor

4.96 out of 5 average rating, 246 reviews

River view:

Nov 10 – 17

€ 112 per night

Guest favorite

Cabin in Napanoch

4.94 out of 5 average rating, 248 reviews

Serene Catskill Mountain Top Retreat - Denning

Nov 5 – 12

€ 175 per night

Guest favorite

Cottage in Roxbury

4.98 out of 5 average rating, 476 reviews

The Little House

Mar 17 – 24

€ 130 per night

Guest favorite

Cabin in Boiceville

5.0 out of 5 average rating, 121 reviews

Come enjoy our wee cabin!

Sep 19 – 26

€ 159 per night

Guest favorite

Cabin in Kerhonkson

4.98 out of 5 average rating, 334 reviews

Zink Cabin | Mountain Views w/ Hot Tub

Mar 9 – 16

€ 418 per night

Guest favorite

Chalet in Napanoch

4.95 out of 5 average rating, 204 reviews

Catskills Aframe, Water View, Goat Sanctuary

Sep 4 – 11

€ 173 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
€ 85 before taxes and fees

Frequently Asked Questions

Do cabin rentals in Denning have air conditioning?
Absolutely! We offer over 10 cabin 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 House Rentals in Denning?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with free parking, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Denning have a kitchen?
Absolutely! We offer over 30 house 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 cabin rentals in Denning?
Experience the best of Denning with our cabin rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Denning have free parking?
Absolutely! We offer over 30 house 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

Guest suite in Kerhonkson

Cabin in Livingston Manor

Home in Livingston Manor

Cabin in Napanoch

Cottage in Roxbury

Cabin in Boiceville

Cabin in Kerhonkson

Chalet 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 cabin rentals in Denning have air conditioning?

Are there vacation rentals with a dedicated workspace in Denning?

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

Do house rentals in Denning have a kitchen?

Are there pet-friendly vacation rentals in Denning?

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

Do house rentals in Denning have free parking?

Are there family-friendly vacation rentals in Denning?

Destinations to explore