Vacation rentals with a pool in Monticello

midcentury mod * POOL * walk out trail 2 mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. IN GROUND SWIMMING POOL & HOT TUB short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk to an organic farm? A scenic mile to R2R trail to Mohonk, Water St. mkt & the Village of NP WHOLE PLACE IS YOURS HOUSE & PROPERTY POOL May 1 -Sept 30 HOT TUB Sept 1 - May 30

Mid-century A-frame nestled amongst the trees

NEW Hot tub added! This little A-frame is a mid century dream nestled among the trees in the Pocono Mountains of Northeastern Pennsylvania and is within a few minutes walk to the lake. Beautifully and loving curated, filled with mid- century furniture, lots of art, books and records. A highlight of the cabin is the upstairs bathroom, featured in Condé Nast, Houzz and West Elm, it's a Pinterest dream come true. Come take a soak in our beautiful soaker tub among the trees. 2 hours from NYC.

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

**Dates blocked? Send us a message. We haven't opened most of our 2026 calendar yet & many days are actually available.** Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+ brand new hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Bella Cottage w/Pool, BBQ - Catskill Getaway

** Pool opens May 8 weekend! It is an above ground heated pool, the temp preset to 84 Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Catskills Modernist Cabin Pool Hot Tub

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

Design Farmhouse w/ Pool + Firepit | Hudson Valley

A private, design-forward escape in Accord. One of the Hudson Valley’s most sought-after locations. BoHo Farm House is a luxe 3BR/3BA on 8 acres with a large dog-friendly fenced area. Recently renovated and featured in PureWow, the home offers vaulted ceilings, a light-filled open living space, chef’s kitchen, cozy fireplace, fire pits, and spa-like baths. Minutes from Inness, Westwind Orchard, Arrowood, and Stone Ridge, with easy access to hiking, skiing, and top farm-to-table dining. ⸻

Experience The Zen House

Enjoy your own private indoor movie theater with 7.1 Klipsch Premiere Surround Sound and leather recliner seats, a spa with a cold plunge pool & sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Amenities Include: - Hot Tub - Bath House with Sauna & Cold Plunge Pool - 12 Person Theater with immersive visual & surround sound + recliners - Game Room - Outdoor Fire Pit - Hammock & much more!

Spacious Catskills Farmhouse on over 5 acres!

Spring into fun in the Catskill Mountains! Our outdoor pool will be available for the season starting in May, exact date TBD. Enjoy a hike at one of our local trails or nature preserves. Try your luck at the casino, spend a day at the indoor water park, or play a round of golf at one of the local courses. 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.

Hilltop Private Retreat Pool Sauna Tennis 15 Acres

Escape to a secluded hilltop retreat surrounded by 15.5 acres of forest in the Catskills. This cozy, thoughtfully updated cabin offers rare privacy with resort-style amenities. Swim in the heated saltwater pool, relax in the sauna, play tennis, or explore the private trail to Mill Brook. In the evening, gather around the fire pit or unwind on the expansive 2,000-square-foot deck overlooking the woods. Just two hours from NYC and about twenty minutes from Woodstock.

Hike & Sauna! Modern Mountain Escape

Welcome to a brand new Catskills getaway. Inspired by Japanese and Scandinavian design, every detail has been thought through to create the perfect private retreat where interiors blend seamlessly with the surrounding mountains. You’ll see high end finishes throughout the space and all the amenities you could desire. Welcome to a relaxing stay at your home away from home.

6-Acre Narrowsburg Estate: Private Pool, Hot-Tub

A modern 3BR/2BA Catskills retreat on 6 acres with a private pool, hot-tub and fireplace. 10 mins away from Narrowsburg's Town Center with shops and restaurants, this house is perched on a hill, offering serenity and scenic views. Enjoy modern decor, premium bedding, AC, and fast Wi-Fi. Pool season for 2026: May 22nd - Sept 14th. Hot tub is always open.