Holiday rentals with a pool in Monticello
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monticello
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Monticello rentals with a pool
House rentals with a pool
Home in Downsville
4.97 out of 5 average rating, 110 reviewsTrout fishing on the Delaware
3–10 Jan
Home in Kerhonkson
4.89 out of 5 average rating, 139 reviewsScandinavian lux retreat, views & pool
13–20 Jun
Home in Cold Spring
4.95 out of 5 average rating, 152 reviewsCozy, Modern Retreat in the Woods of Cold Spring
3–10 Feb
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
17–24 Oct
Home in Bushkill
4.96 out of 5 average rating, 297 reviewsEntire House One Bedroom Hot Tub Barrel Sauna
18–25 Oct
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
27 Oct – 3 Nov
Home in West Milford
4.99 out of 5 average rating, 113 reviewsOn The Rocks In The Hot Tub
12–19 Dec
Home in Woodstock
4.91 out of 5 average rating, 209 reviewsJapanese Teahouse & Onsen, outside shower, tennis
29 Dec – 5 Jan
Apartment rentals with a pool
Apartment in Vernon Township
4.97 out of 5 average rating, 222 reviewsAppalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony
4–11 Dec
Apartment in Vernon
4.8 out of 5 average rating, 118 reviewsMtn Creek Sunsets Pool Hot Tubs Sauna 259
24–31 Jan
Apartment in Vernon Township
4.95 out of 5 average rating, 728 reviewsAppalachian Lodge Top Floor w/views
13–20 Oct
Apartment in Vernon Township
4.95 out of 5 average rating, 238 reviewsNYC Escape 1 hr away
5–10 Oct
Apartment in Vernon Township
4.94 out of 5 average rating, 102 reviewsResort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna
9–16 Aug
Apartment in Vernon Township
4.9 out of 5 average rating, 201 reviewsUpscale Condo Ski-In/Out Mountain Creek 1 hr NYC
21–28 Nov
Apartment in Lake Harmony
4.9 out of 5 average rating, 309 reviewsSpring, Summer fun on Big Boulder Lake at Midlake
13–20 Jan
Apartment in Lake Harmony
4.79 out of 5 average rating, 131 reviewsCozy Lake Front Condo on Big Boulder Lake.
24–31 May
Home rentals with a private pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
27 Sep – 4 Oct
Villa in Coxsackie
4.99 out of 5 average rating, 80 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
1–8 Jan
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
2–9 Nov
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
26 Aug – 2 Sep
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
7–14 Sep
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
9–16 Jun
Quick stats about holiday rentals with a pool in Monticello
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
10 reviews
Nightly prices starting at
₹10,009 before taxes and fees
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