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House vacation rentals in Denning

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Top-rated house rentals in Denning

Guests agree: these houses are highly rated for location, cleanliness, and more.

Guest favourite
Home in Big Indian
Tree Tops Post & Beam
Amazing, new mountainside post-and-beam loft home! An architectural treat. All new appliances, heating and AC systems. Excellent for relaxing in all seasons. Large windows frame the side walls and surround the loft from floor-to-ceiling. Looking out into the woods, it feels as if you are in the tree tops. With a large deck and a covered porch, the home is well off the road and offers a cozy, private atmosphere. A generator provides year-round energy protection. Contact us about special rates.
Guest favourite
Home in Claryville
Apple Creek - very private mid-century on 12 acres
You must have an AWD or 4WD vehicle when booking this time of year Jan - March. A beautiful and rustic mid-century home located on 12 private acres with a creek that you can hear at all times running in the gorge out back. Inside you will feel as if you are in a tree house. This is the place to get away from it all! By booking a stay at the house you will be agreeing to the liability waiver at the end of the description here under "Other things to note." Click "Read more about the space."
Guest favourite
Home in Parksville
Cooley Mountain House *Hot Tub*
Remove the walls between you and nature in this spacious, vaulted and sun-drenched getaway. Nestled along a mountain stream on a quiet country road in the heart of the western Catskills, this fully redesigned house blends modern comforts with rustic styling, offering you and your guests an open invitation to kickback, “work from nature” or keep playing til sunrise. Under two hours from NYC, and less than 15 minutes from Livingston Manor, Cooley Mountain House keeps everything within reach.

Popular amenities for Denning house rentals

House rentals with a pool

Guest favourite
Home in Kerhonkson
Country House: Rustic Charm With Modern Feel
Guest favourite
Home in Woodstock
Little Owl Japanese Teahouse 5 min from Woodstock
Guest favourite
Home in Cottekill
Peace & Privacy - High Falls (hot tub & salt pool)
Superhost
Home in woodstock
CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Guest favourite
Home in Narrowsburg
Modern Ranch- With Fireplace & Hot-Tub
Guest favourite
Home in New Paltz
Mid Century Mod *fireplace walk to rail trail/town
Guest favourite
Home in Kerhonkson
Black Barn Ranch, Catskills.
Guest favourite
Home in Woodstock
Gorgeous Villa Mntn Views, salt H2O pool, hot tub!
Guest favourite
Home in Woodstock
Secluded 7acres, Saline Heated Pool, Spa, Stream !
Guest favourite
Home in Livingston Manor
Livingston Manor Pool and Lake Retreat
Guest favourite
Home in Ghent
Modern Barn on 12 acres w Sauna, FirePit+swimming
Guest favourite
Home in Woodstock
Shula | Modern Farmhouse | Hot tub, Ski, Firepit

Weekly house rentals

Guest favourite
Home in Neversink
Modern Riverside Retreat with Firepit, Hot tub
Apr. 23 – 30
$444 CAD per night
Guest favourite
Home in Claryville
The Old Farmhouse on Red Hill - Catskill Mountains
Apr. 26 – May 3
$495 CAD per night
Guest favourite
Home in Kerhonkson
Cook House | Modern Cottage w/ Fireplace
May 3 – 10
$542 CAD per night
Guest favourite
Home in Kerhonkson
ENTER HOME - Minimalistic style warm & inviting
Oct. 17 – 24
$510 CAD per night
Superhost
Home in Mount Tremper
The Mountain Wonder - Hot tub, sauna, great views
May 26 – Jun. 2
$737 CAD per night
Guest favourite
Home in Rhinebeck
Architectural wonder in the woods
Apr. 25 – May 2
$811 CAD per night
Guest favourite
Home in Livingston Manor
River view:
Oct. 29 – Nov. 5
$159 CAD per night
Guest favourite
Home in Kerhonkson
Farmhouse Fantasy!
Jul. 5 – 12
$181 CAD per night
Guest favourite
Home in Livingston Manor
Peaceful 4BD Country Retreat
Mar. 19 – 26
$174 CAD per night
Superhost
Home in Arkville
Little Red Schoolhouse
Dec. 5 – 12
$191 CAD per night
Guest favourite
Home in Kingston
This New House
Dec. 5 – 12
$219 CAD per night
Guest favourite
Home in Accord
Little Minka - Woodland Japanese Cabin.
May 22 – 29
$431 CAD per night

Private house rentals

Guest favourite
Home in Kerhonkson
Dream House in the Gunks
Guest favourite
Home in Accord
Newly Renovated 3BR Home in the Hudson Valley
Guest favourite
Home in Olivebridge
Modern rustic catskill retreat
Guest favourite
Home in Phoenicia
Cottage in the Country
Guest favourite
Home in Livingston Manor
Wooded Livingston Manor Oasis With Stream & Deck
Superhost
Home in Swan Lake
In the clouds your cozy- lake house
Superhost
Home in Pine Hill
Country Ski Chalet With Hot Tub
Guest favourite
Home in Woodstock
New Stunning Light-filled Woodstock Home w/Hot Tub
Guest favourite
Home in Kerhonkson
✔13acres ✔Dogs OK ✔100% Solar + Powerwall ✔229Mbps
Superhost
Home in Phoenicia
Mountain Magic Happy House
Guest favourite
Home in Kingston
Secluded Scandinavian 3BR w/ workspace & fireplace
Guest favourite
Home in Napanoch
Cozy Home on the Hill (Welcome to the country!)

Quick stats about house rentals in Denning

Total rentals

30 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.3K reviews

Nightly prices starting at

$176 CAD before taxes and fees

Destinations to explore

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  2. United States
  3. New York
  4. Ulster County
  5. Denning
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