Vacation rentals with a pool in Monroe

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Monroe rentals with a pool

House rentals with a pool

Guest favorite
A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.
Home in Rhinebeck
4.89 out of 5 average rating, 141 reviews

4Br Mountain Brook House on 130 acres w/ trails

DanielaRating, 5 stars2 weeks ago
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!
Guest favorite
A serene heated saltwater pool is framed by lush greenery, reflecting the sky above. A rustic wooden edge provides a natural transition between the pool and the surrounding landscape, which includes a prominent tree adding to the tranquil ambiance.
Home in Woodstock
4.92 out of 5 average rating, 244 reviews

Little owl Japanese teahouse: pool is OPEN

JaneRating, 5 stars1 week ago
My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.
Guest favorite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Last MinuteGetAway Pool 10AcreViews

EmmaRating, 5 stars2 weeks ago
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!
Guest favorite
An aerial view showcases the community pool surrounded by lush greenery, with lounge chairs arranged around the deck. A separate hot tub is visible nearby, along with tennis courts in the background, ensuring a variety of leisure options for guests.
Home in Bushkill
4.93 out of 5 average rating, 141 reviews

Lakefront, Golf, Gameroom, Hot Tub, Pool, Boats

SethRating, 5 stars2 weeks ago
Great hosts! Responsive, helpful, and kind. My family had a great weekend over Memorial Day. The weather was on the cold and rainy side for this time of year but the basement had all the kids fully entertained! I highly recommend their place for families. We had a few ping pong championships along with PAC Man last man standing tournaments. The location for local hikes and neighborhood amenities is perfect.
Top guest favorite
A serene outdoor space features a heated saltwater pool surrounded by well-maintained grass. Lounge chairs are positioned along the pool's edge under the shade of a large tree, creating a peaceful area for relaxation. The property is bordered by a wooden fence and offers expansive views of the surrounding landscape.
Home in Pound Ridge
5 out of 5 average rating, 163 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

MollieRating, 5 stars2 weeks ago
Obsessed with this Airbnb! My husband, dog and I typically go to upstate NY or the Berkshires for long weekends but I came across this Airbnb as I had an event in westchester over the long weekend. Highly recommend! So much hiking, wonderful restaurants and so close to the city. My dog loved this property as well! Will be back.
Guest favorite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Top guest favorite
Home in Lackawaxen Township
5 out of 5 average rating, 108 reviews

Wander Inn! Golf Sim, Hot Tub, Pools, Lake

NickRating, 5 stars4 days ago
Heather was very interactive with my stay and gives very clear instructions! The house is exactly as described and photoed! Fun activities to do at home and very clean! Plenty of space in the house with a great kitchen! Definitely would stay again and recommend to friends/family!
Top guest favorite
The exterior of the home is captured against a clear blue sky, featuring a spacious pool surrounded by stone paving. A large deck with multiple glass doors offers views of the backyard. Lush greenery and trees form a serene setting around the property.
Home in Sterling Forest
5 out of 5 average rating, 67 reviews

Heated Pool On | Fenced Yard | Hot Tub | Lake View

YadiRating, 5 stars4 days ago
Loved staying here, Fanny was very responsive. The house is so spacious. My girls and I had a blast!

Condo rentals with a pool

Top guest favorite
A large, multi-story lodge showcases a vibrant exterior featuring a combination of warm yellow and deep orange hues. A steaming outdoor pool is visible in the foreground, surrounded by stonework and a railing, while the building's balconies overlook the area.
Condo in Vernon Township
4.91 out of 5 average rating, 265 reviews

206 · Renovated Chic Premium 1 bdrm

TanishaRating, 5 stars1 week ago
This was a last min stay and Joe was able to make the accommodations needed! Looking forward to booking again!
Guest favorite
An illuminated salt-water pool reflects soft light at night, surrounded by a well-maintained patio. The backdrop features a multi-story building with balconies and warm lights glowing from the windows, creating a serene atmosphere.
Condo in Vernon Township
4.88 out of 5 average rating, 118 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

MyahRating, 5 stars1 week ago
I had a wonderful stay at this Airbnb in Vernon, New Jersey, right by Mountain Creek. The one-bedroom space was exactly as described in the photos—clean, cozy, and inviting. The accommodations, including the pool and hot tubs, and sauna were fantastic and easily accessible. The host was very responsive to messages, making the whole experience smooth and enjoyable. Highly recommend!
Top guest favorite
The image showcases a heated outdoor hot tub featuring a curved shape, surrounded by a patio area. A well-maintained pool is visible in the background, along with a large multi-story building that offers a combination of brick and wood accents. Trees and landscaping enhance the inviting atmosphere.
Condo in Vernon Township
4.97 out of 5 average rating, 100 reviews

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

RyanRating, 5 stars2 weeks ago
While having a vibe similar to the overlook hotel from the Shining, the place was amazing. Beautiful views and felt super cozy. Would recommend a stay here to anyone!
Guest favorite
A spacious outdoor pool is surrounded by a stone patio, landscaped with shrubs and trees. Red umbrellas provide shade over lounge chairs that are arranged neatly along the pool's edge. The colorful building in the background complements the serene setting.
Condo in Vernon Township
4.95 out of 5 average rating, 190 reviews

Comfy Studio at Mountain Creek Resort

PepsRating, 5 stars4 days ago
Perfect location right next to the mountain. You could tell Kristof put a lot of thought into the unit. Room was clean with all the amenities you need (and some more in case you forget). He was super responsive no matter what time of day. Check in / out was seamless and private parking in the hotel was vital. Will DEFINITELY stay here again if we come back to the mountain!!
Guest favorite
The outdoor area features a shaped pool surrounded by concrete decking. The building's facade, characterized by a mix of wood and brick, is seen in the background, with multiple large windows and balconies framed by trees and landscaped greenery.
Condo in Vernon Township
4.96 out of 5 average rating, 52 reviews

Deluxe 1 Bdr | Walkout Patio to Pool & Hot Tub! | Mountain Creek Resort @ Appalachian

BrianRating, 5 stars1 month ago
This is a great condo if you visit Mountain creek. The furnishings are very nice, great feel to the unit. Location wise it can’t be beat. It’s right near the pool, great patio and easy walks to the lift for mountain biking. Even being close to all that it is still quiet and relaxing. The unit was very clean, bathroom is great size and the hosts provided everything g you could want. Definitely would stay here again.
Guest favorite
The living room features a cozy sectional sofa and a wooden coffee table positioned in front of a modern electric fireplace. A flat-screen TV is mounted on a textured wall, displaying various streaming options. A dining area with a table and chairs is visible, creating a welcoming space.
Condo in Vernon Township
4.93 out of 5 average rating, 69 reviews

Comfortable, chic, modern and sophisticated condo

MicheleRating, 5 stars2 weeks ago
First time in the area, and it was quite pretty! We were only there 2 nights and for our grandson's christening so we didn't spend a great deal of time at the resort, but it looked very popular (2 weddings and a slew of mountain bikers)! The condo was very comfortable and even nicer than the pics. Janet had great instructions for checking in and everything was very clean. We would stay again!
Top guest favorite
Condo in Vernon Township
4.99 out of 5 average rating, 84 reviews

Cozy Condo at the Base of Mountain Creek Resort

MeredithRating, 5 stars4 days ago
Perfect for a quick weekend for a wedding! Comfortable and super easy parking, it’s right by the lot so it’s easy in and out
Top guest favorite
A spacious outdoor pool is surrounded by well-manicured landscaping, featuring lounge chairs arranged along the water's edge. In the background, a rustic-style clubhouse is visible, with trees providing shade and a clear blue sky overhead.
Condo in Vernon Township
5 out of 5 average rating, 60 reviews

Little Getaway at the Black Creek Sanctuary

DenineRating, 5 stars2 weeks ago
Little getaway was wonderful. There was warmth as soon as we walked in, and that comfort lasted throughout our whole stay at the house. Diana was accommodating and available with any situations we had. We will definitely be coming back.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Orange County
  5. Monroe
  6. Rentals with pools