Vacation rentals with a pool in Orange County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Orange County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Beacon

4.92 out of 5 average rating, 111 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Welcome to Hudson Valley Hideaway, a stylish family friendly home tucked away in the corner of Beacon, off the shores of the Hudson. 4 Bedrooms, 2 bath, pool+hot tub home, stocked kitchen, dining room, chic living room w/ 85"TV, 1 King, 2 Queens, 1 Twin XL, with fast internet (1gb), dedicated workspace & A/C. Amenities galore, outdoor space w/grill, firepit and fenced pool w/ slide & diving board. Experience a little slice of Beacon in this cozy home with modern city comforts,1.5 miles from DT

Guest favorite

Home in West Milford

4.98 out of 5 average rating, 132 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

Guest favorite

Home in Monroe

4.96 out of 5 average rating, 111 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Guest favorite

Condo in Vernon Township

4.96 out of 5 average rating, 100 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

Read our Reviews :) They speak for themselves. LUXURY Unit Sleeps 5 Non Smoking Fully stocked pantry for a weekend getaway or a long stay with meal prep. Looking for a modern room for a weekend away at the year round pool and hot tubs? Well you came to the right place. The Appalachian is located directly on the Mountain Creek offering activities for every season such as the Snowsports, Mountain Biking, Waterpark, Golfing, Treescape Ziplines, Golfing, Horseback ridding, and 24/7 fitness Gym.

Guest favorite

Townhouse in Vernon Township

4.92 out of 5 average rating, 223 reviews

Country Chic Getaway at Black Creek Sanctuary

This Country Chic Getaway “The Angel House” is Private & Peaceful with Mountain Views. Now more than ever we need a place to escape to. “The Angel House” is located in Vernon Township at Black Creek Sanctuary, Mountain Creek's only gated community and is a quick trail walk to the slopes! Just 47 miles from Manhattan. This beautiful two story/ two bedroom townhome offers an open floor plan with gas fireplace, amazing views and can sleep up to 6 guests. Two full bathrooms and a chefs kitchen.

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 Newburgh

4.85 out of 5 average rating, 134 reviews

Cute Apartment w POOL

I'm happy to welcome respectful guests into my home. Communication & Reviews matter to me - please share some info about yourself and the reason for staying when inquiring. *Please read the Description AND the House Rules. Let me know if you have any questions or concerns. *Please Note: No Animals** *Please mention in your inquiry if you'll have children or babies with you. My house is not baby/child-proof. If you have toddlers or children, you must keep an eye on them at all times.

Superhost

Chalet in Vernon Township

4.82 out of 5 average rating, 186 reviews

10 guest Ski Chalet Ski/Pools/Tennis/Golf/Gym/Hike

Escape from it all to this newly renovated ski chalet for 10 guests in Vernon Township located inside the Crystal Springs resort. This private mountainside house has 5 unique themed bedrooms and 2 decks and is super cozy. The area offers skiing, snowboarding, mountain biking, basketball, family-friendly activities, pool, hot tub, hiking, wildlife viewing, horseback riding, lakes, the Appalachian trail and more! We are next door to Mountain creek, ideal for a family or group of friends.

Guest favorite

Loft in Cornwall

4.86 out of 5 average rating, 461 reviews

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and flat screen Roku TV with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have their own parking space, a private first-floor entrance, full bathroom, patio, BBQ and fire pit!

Guest favorite

Cottage in Pine Bush

4.89 out of 5 average rating, 262 reviews

Seclusion and Romance - Hot Tub is hot hot hot

Amazing 5 Star guest house. Free electric car charging for tesla! Outdoor living room with a wood fireplace. **Pool is closed for the season! Close to many attractions: hiking, wineries, breweries, restaurants, Sam's Point, etc. Romantic, high end getaway. Amenities: charcoal BBQ, mini fridge, propane grill, full bath, microwave, wood fireplace, fire pit, single induction hot plate, wifi, smart TV, Firewood and fire bricks available.

Guest favorite

Condo in Vernon Township

4.97 out of 5 average rating, 244 reviews

Rustic Chic at Mountain Creek | Ski-in/Ski-out!

From skiing, snowboarding to mountain biking, waterpark, hiking, zip lines, open all year round heated outdoor pool, hot tubs, sauna & more! Enjoy all that Rustic Chic at Mountain Creek has to offer! 1 Bedroom, 1 bathroom condo with king bed and queen sofa bed. The perfect getaway for a couple, small group or family! Steps to Mountain Creek Ski Resort & Waterpark.* *Located in The Appalachian directly next to Mountain Creek Resort!