Holiday 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 favourite

Home in Middletown

4.94 out of 5 average rating, 100 reviews

Springtime farm escape with hot tub and amenities

Looking for a perfect Winter upstate retreat? Look no further! Welcome to our beautiful 100 year old farmhouse! Nestled on over two acres in the Southern valley of the Shawangunk mountains, this is a beautiful area to explore foliage and hikes, stay home to soak in the hot tub, warm up by the fireplace, or cook! We are located in the Sullivan County Catskill region, next to the Hudson Valley and Delaware River regions. With farmland and hiking nearby, we know you will love this beautiful area.

18–25 Dec

$495 NZD per night

Superhost

Cottage in Pine Bush

4.89 out of 5 average rating, 228 reviews

Seclusion and romance and free drinks!

Amazing 5 Star guest house. Free electric car charging both telsa and all others! Outdoor living room with a wood fireplace. Close to many Hudson Valley attractions: hiking, wineries, breweries, restaurants, Sam's Point, etc. Very 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. The pool will be closing the week of October 16th 2023.

8–15 Jan

$562 NZD per night

Guest favourite

Condo in Vernon Township

4.97 out of 5 average rating, 215 reviews

Rustic Chic at Mountain Creek! Pool|Hot Tub|Sauna

From skiing, snowboarding to mountain biking, waterpark, hiking, zip lines, open year round heated pool, hot tub, sauna & more! Enjoy all that Rustic Chic at Mountain Creek has to offer! 1B/1b condo w/king bed, queen sofa bed & cozy fireplace -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! "Comfortable, chic, super clean, and thoughtfully decorated condo."~Marianne

5–12 Jan

$294 NZD per night

Guest favourite

Home in West Milford

4.99 out of 5 average rating, 113 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

3–10 Nov

$762 NZD per night

Guest favourite

Townhouse in Vernon Township

4.93 out of 5 average rating, 199 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.

22–29 Nov

$514 NZD per night

Guest favourite

Condo in Vernon Township

4.97 out of 5 average rating, 222 reviews

Appalachian Mt. View 1 Bdrm Suite 3rd Flr Balcony

This is a premium 3rd floor Mountain View Interior unit #310 with a private balcony. It's a full sized 1 bedroom suite approximately 600 Sq Ft. The master has a King bed, a double window, Hotel style flat screen TV with cable. There is door to the attached huge private bathroom. This unit has slope and pool views and is on the interior of the building away from the street. There is a cozy gas fireplace to warm up to after a day on the slopes or a Spring or Fall day of adventure in the area.

12–19 May

$308 NZD per night

Guest favourite

Condo in Vernon Township

4.94 out of 5 average rating, 102 reviews

Resort Getaway-Mtn Creek Ski/Pool/Hot Tub/Sauna

NEWLY Renovated! Top floor 1 bedroom Condo with Mountain/Pool View at Mountain Creek Resort. Be steps away from the chairlift for skiing + snowboarding. 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.

9–16 Aug

$413 NZD per night

Superhost

Chalet in Vernon Township

4.85 out of 5 average rating, 158 reviews

10 guest 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.

12–19 Feb

$1,313 NZD per night

Guest favourite

Condo in Vernon Township

4.9 out of 5 average rating, 200 reviews

Upscale Condo Ski-In/Out Mountain Creek 1 hr NYC

Voted NJ’s #1 new host!!! Experience a grand escape in our NEW UPSCALE and LUXURIOUS STUDIO at The Appalachian Hotel at Mountain Creek, NJ. The most convenient ski-in ski-out resort, just walk to the lifts. BOOK NOW and go skiing, snowboarding, snow tubing, hot tub & heated pool swimming, mtn biking, horseback riding, hiking, golf, water park, visit farms, wineries & more! Then, relax at our super soft king bed, sleeper sofa, amazing bathroom and cozy fireplace. You'll love it!

26 Oct – 2 Nov

$394 NZD per night

Guest favourite

Apartment in Suffern

4.95 out of 5 average rating, 105 reviews

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

3–10 Jul

$299 NZD per night

Guest favourite

Condo in Vernon Township

4.95 out of 5 average rating, 237 reviews

NYC Escape 1 hr away

Escape the concrete jungle and enjoy this modern rustic hideaway with breathtaking mountain views! Walk to Mountain Creek Water Park, go mountain biking, ziplining, alpine coaster, hiking, wine tasting and so much more! This newly remodeled 1-bedroom, 1-bath vacation rental has room for 4 and bright living area. Enjoy the outdoor pool, sauna, hot tub or make s’mores and gather around the fire pit and savor R&R time

30 Jun – 5 Jul

$390 NZD per night

Guest favourite

Loft in Cornwall

4.86 out of 5 average rating, 393 reviews

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside 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!

9–16 Nov

$173 NZD per night