Vacation 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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Long Pond

4.9 out of 5 average rating, 203 reviews

Pocono Mountain Escape w/ Hot Tub, Pools & Lakes

My Pocono Escape is in the heart of the Pocono Mountains, in a sought-after private community in Long Pond, PA. Just 10 min. from the no.1 ski resort in the state & 5 min. from community lakes, this 3,000 sq ft home is perfect for families & outdoor enthusiasts seeking a Pocono mountain adventure. Enjoy the private outdoor space including a hot tub, BBQ grill, fire pit, lawn games, & more! Community amenities are only a 5-minute walk away and include an indoor pool, clubhouse, & pickleball court

Superhost

Home in Lake Ariel

4.87 out of 5 average rating, 124 reviews

Breathtaking Views - Ski Hill & Indoor Courts

Cozy Lakeview home with large deck,BBQ & fire pit in a safe family-friendly community with lots of amenities! Steps away from the pool - close to beach/lake area. HOME HAS AIR CONDITIONING! Community has 2 Lakes and pools with beach/BBQ area. All you need for a fun-filled and relaxing getaway. Basketball & Tennis Courts, Kayak rentals and more... Winter -The Hideout offers snow tubing and skiing. Guests are responsible for lift tickets, rentals and any other fees for use. NO PETS PERMITTED*

Guest favorite

Home in Tobyhanna

4.98 out of 5 average rating, 122 reviews

Spacious Luxury Poconos Getaway 🎣🏊‍♂️🚣

Large luxury contemporary home located inside a private gated community (A Pocono Country Place) consisting of 4 private bedrooms, 2.5 baths. Community offers access to 4 swimming pools, playgrounds, paddle boats, mini golf basketball & tennis courts. Located in the heart of the Poconos there are additional opportunities for entertainment within a close proximity that includes water parks, skiing, snow tubing, recreational parks, hiking, fishing, biking, shopping and fine dining NASCAR & casinos

Superhost

Home in Lehman township

4.86 out of 5 average rating, 163 reviews

Cozy Family Poconos Home: Game Room, Pools,Firepit

@goldenpoconos Are you tired of searching for houses for your perfect vacation? You can stop right now because this is it! Welcome to our family owned Golden Retreat in the SawCreek Community! Enjoy a cup of fresh coffee while the living room is set ablaze with golden sunlight. Guests will have access to 3 bedrooms/2 bathrooms, large fully stocked kitchen, jacuzzi, loft with board games and entertainment, and a game room in the basement filled with billiards, ping pong, air hockey, and more!

Guest favorite

Home in West Milford

4.98 out of 5 average rating, 131 reviews

On The Rocks In The Hot Tub

Unique home featuring a large deck with an enclosed hot tub, indoor/outdoor bars, game room and seasonal pool (pool is not heated) Fall-Winter:Minutes away from the town of Warwick. Pennings, Heaven Hill Farm for apple-pumpkin picking, Peter Mountain, Mountain Creek for skiing. Many vineyards/cideries Summer: Boating on Greenwood Lake, kayak rentals, hiking (Appalachian Trail), drive-in theater, family activities at Wawanique State Park, Crystal Springs Golf and ice cream at Bellvale Creamery

Superhost

Cabin in Swan Lake

4.83 out of 5 average rating, 195 reviews

Stunning Sullivan County Cabin w/HotTub/Spa &Pool

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

Guest favorite

Condo in Vernon Township

4.95 out of 5 average rating, 130 reviews

Resort Getaway @ Mountain Creek-Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Be steps away from waterpark & chairlift for mountain biking. Swim in the outdoor heated saltwater pool, relax in the sauna or soak in the hot tub while taking in mountain views, Catch the sunset from your private top floor balcony or cozy up by your gas fireplace. Visit award-winning spas, golf, breweries, wineries, farms, and fine dining at Crystal Springs & Warwick, NY--only 10 min away.

Guest favorite

Home in Newburgh

4.98 out of 5 average rating, 100 reviews

Beautiful riverfront mid-century house

Friends and family will be wowed when gathering at this spacious and ultra comfortable home. There’s a beautiful new gunite pool, hot tub, large patio, screened in porch, and spacious deck for barbecuing and dining. Interiors feature 2 fireplaces, 2 living spaces with large TVs, fully-equipped kitchen, game room, exercise area, piano, home office, and lots of space to spread out both inside and outside. All of it looks out to the Hudson River where you may spy bald eagles nesting nearby.

Guest favorite

Home in Bushkill

4.9 out of 5 average rating, 105 reviews

LUX Lakefront, Game Room, Indoor Pool, Pickeball

Old Mallard is the perfect cozy retreat for families or groups looking to escape to the Poconos this fall and winter. Enjoy the warmth of the indoor heated pool (weekends) while taking in stunning lake views, or gather around the fire pit for s’mores and stories. Explore nearby hiking trails, waterfalls, and the vibrant fall foliage. Ideal base for snowy adventures. 20 minutes from Shawnee Ski 45 minutes from Camelback Book your stay now for a peaceful, nature-filled winter escape!

Guest favorite

Townhouse in Pocono Pines

4.88 out of 5 average rating, 110 reviews

Mountain Lake House

Ask about early check in/late check out availablity October through April! Our clean and comfortable townhome has everything you need to enjoy this beautiful area year round. Summer visitors can enjoy our sparkling clean heated community pool, beach, golf course, and lake. Winter travelers are close to 3 major ski areas. The Poconos are renowned for fall foliage. And since we’re only minutes away, you can enjoy Kalahari, North America’s largest indoor water park, all year long.

Guest favorite

Home in Kerhonkson

4.95 out of 5 average rating, 346 reviews

Cozy Country Cabin for Dogs, Families & Friends

Look from the luxurious spa tub at the countryside oasis atop a rolling knoll on the edge of fir-scented forest land. Come home from a hike, farm, or award winning restaurant, & snuggle up by the fire under grand cathedral ceilings. In summer, swim in the salt water pool & enjoy the fire pit surrounded by lush landscaping & quiet. Stunning views as the seasons change, the windows showcasing rolling snowy hills or the vibrant colors of autumn leaves climbing the mountains.

Guest favorite

Home in Woodstock

4.85 out of 5 average rating, 121 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Our beautiful Villa has amazing mountain views, a clean, modern design and is the perfect getaway to socialize & relax. It is ideally located for hiking & has a gorgeous, private salt water pool (mid May- mid Oct) and a wonderful hot tub which is open year round! Please check for pool opening/closing. In addition to the main house there is also a studio cottage (with bathroom) that can be used as a WFH private office. It has it's own high speed internet.