
House vacation rentals in Monticello
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Top-rated house rentals in Monticello
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Popular amenities for Monticello house rentals
House rentals with a pool

Birthday Paradise | Pool, Hot Tub & Game Zone!
Ket and Drishti’s house was absolutely perfect for a weekend away with friends. We had so much fun and the space was perfect, we have already discussed coming back again. They were so kind and thoughtful and if we had any questions they answered immediately; pretty much the entire experience was perfect and I am so glad this was the house we chose to use. I will recommend it going forward for anyone looking!

Villa in the Sky - Best View of Pocono Mountains!
My girlfriend and I stayed in Jonathan’s home for our Valentine’s Day weekend. The house was beautiful and the views were amazing. Jonathan checked in on us to see if we had everything we needed and recommend local restaurants and places to visit he even gave us the time we should wake up to enjoy the sunrise which we did. All in all the trip was a 10/10 and we can’t wait to return!

Big House, Private pool, Hot tub & Lots of privacy
I highly recommend a family home, it makes you feel at home 🏠

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!
Beautiful home with amazing views. The house was very clean and spacious, the views were amazing. Susanna was very responsive and gave clear instructions. We had a very relaxing weekend and enjoyed very much staying at the house. We would love to come back.

Poconos Gateway
El lugar me encantó ! Hermosa la vista al río . Todo muy limpio . Lugar cómodo y acogedor .A mi familia les encantó . Para una escapada de la ciudad y el agetreo diario es perfecto . Seguro que volvemos ❤️💯🔥

On The Rocks In The Hot Tub
Great place. loved the pool table, darts and shall shuffleboard. lots of good wineries and cider places within 25 mins. pennings is our fav. didn't use the hot tub so couldn't comment but looked nice and private. driveway is steep but easily driveable. recommended. also didn't have coffee filters and they paid for some to be delivered same day! sweet.

Harrison Field Pool Bike2 Town FirePit Hike 10Acre
We had a great weekend celebrating our parents anniversary. The house was plenty big for all of us and the grounds are beautiful. Nathan was quick to respond when we had trouble navigating the AC and made sure we enjoyed our stay!

Modern House with Private Pool, Hot-Tub, Fireplace
A beautiful,peaceful spot and a comfortable home. We enjoyed lounging in the living room with the fireplace the most!
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195
A beautiful and thoughtfully reconstructed house. It has everything you could need to enjoy a very chill time at the house indoors and outdoors or even cook a meal in. Kid friendly.Beautiful light. Beautiful views. Very convenient location. Kind hosts. We have stayed at a few places around town but this was by far our favorite house.

Riverfront Stone Cottage Private/ hot tub/ boats
Seth’s place is great! We had a wonderful time in the hot tub and the kitchen was very easy to use. The bathrooms are fantastic! The property is beautiful and we fully intend to book again.

Hudson Valley Mountaintop Riverview
Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!

Home away from home
The house was as advertised with plenty of space for our weekend men's retreat group of 7. We made use of the fire pit out back and the grill. Patricia was very helpful to provide us with several nearby hiking trail options. A good value for the money spent.

HotTub|Sauna|Theater|BBQ|Firepit|Game|Pool
Great choice for a large group ! It was exactly as shown and host was responsive and thorough. I recommended this property !

Pocono Modern & Rustic | Firepit | Pets Okay
Was looking for a last minute mini getaway. Jonathan was very quick to respond and booked with in minutes because of that. The place is just as pictured. Everything is near! Only thing I would suggest is if you plan on cooking, might want to bring your own pots and pans, not a huge variety but we were able to make it work. Overall pretty good for the price. Nice place and would stay again.

Perfect Abbey Road Retreat
What a beautiful place to spend Christmas!! Before moving to Australia next year we wanted one more cold snowy holiday. While we didn’t have as much snow as we’d hoped, it was still an amazing stay. The house is so homey and comfortable. With two young neurodivergent kids it’s hard being in a new place and the kids room was absolutely essential to our time there. The mattress in the primary bedroom is heavenly, and the overall decor and vibe of the house were incredible with enough room for everyone to have their own space (MIL included!). The kitchen was perfectly stocked and felt like we were right at home. We made a day trip out to Hunter Mountain to go tubing and a trip down to Kingston to Aldi and Target as well. Noah and Brandon were absolutely amazing hosts, Noah was extremely responsive even before we booked, and made sure we had what we need as our trip got closer. I would absolutely make the trip again and am so thankful for the memories we made!

Wooded Livingston Manor Oasis With Stream & Deck
Perfect getaway! This serene house exceeded our expectations. Ideally located for college tours (just 1hr from SUNY Binghamton and 1hr from SUNY New Paltz). We explored nearby both colleges gems: Walkway Over the Hudson Bridge, Minnewaska State Park, and enjoyed dinner at Courtside Bar/Grill in Binghamton and “El Paso” in Highland. The house has everything needed for cooking; we loved using the indoor chimney and outdoor stove for grilling. The private creek and outdoor space are breathtaking - can't wait to return in summer! Don't hesitate to book; you won't regret it!
Private house rentals

Mahali Petu - A Big Little House
Excellent place to stay at. Truly luxurious with modern fixtures and appliances. Very clean and neat with tasteful decor. Great view in the winter, extremely peaceful and private. Driveway definitely requires AWD due to ice and snow in the winter. Tons of towels and toiletries provided. Patti and Bob were so helpful and courteous. Many great suggestions for places to eat and things to do. Very knowledgeable on the local trails. Wouldn't hesitate to return!

Secluded Open Air Cabin
This Airbnb is completely amazing. It is beautiful. It is spacious. It is great for a group. It comes fully stocked with most of the basic things you need like a fully functional kitchen with things like syrup and jam and all of that in there. The host was completely responsive. If you are planning to go to ski, it is close to the mountain. I completely enjoyed our stay.

Entire Home (private pool), Event Friendly
Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.

Private swimming pool,Hot Tube, A/C Game room.
Very nice, had a great time. Definitely awesome.

Entire lake house to yourself. Great for groups
Scott is amazing! The airbnb was incredible! Lovely placed filled for immense and loving memories. He allowed me a late Check-Out which was wonderful. Definitely recommend you guys coming more often!

Spectacular Chalet, Hot Tub, Pool Tbl, Near Slopes
Spent a family vacation at Barry's home to take our kids skiing. It was very close to Big Boulder--couldn't be more convenient! It had snowed the day before we left and the plows came the night before so the roads were easily navigable and Barry and Skylar made sure we had a late checkout option just in case it was treacherous anyways. We would stay here again!

Sweeping mountain views in Woodstock, NY
We had a lovely stay! The place was very relaxing, peaceful, and surrounded by nature, yet still close to Woodstock. One of the highlights was seeing a family of deer right outside our window — such a special moment. The hosts were also incredibly accommodating, providing a highchair and pack ’n play for our infant, which made our stay so much easier. We truly appreciated their thoughtfulness and hospitality. Highly recommend to anyone looking for a quiet getaway close to town.

Belleayre GrandHouse 6 BRs w/Hot tub/Sauna/Game RM
Paula's house is epic. It is beautiful, large and perfectly equipped for a large group. Plenty of bedrooms to accommodate everyone with very comfortable beds, amazing large kitchen with two ovens, beautiful dining table and very large living room. Spent a weekend celebrating a birthday with friends and we never left! Not to mention the hot tub....
Quick stats about house rentals in Monticello
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees
Total number of reviews
90 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Windham Mountain
- Elk Mountain Ski Resort
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Bushkill Falls
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Promised Land State Park
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Hudson Highlands State Park
- Opus 40
- Campgaw Mountain Ski Area
- Sterling Forest State Park
- Villa Roma Ski Resort
- Thaddeus Hait Farm
- Wawayanda State Park
- Mount Peter Ski Area
- Claws 'N' Paws