
Cottage holiday rentals in Monticello
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Top-rated cottage rentals in Monticello
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Popular amenities for cottage rentals in Monticello
Cottage rentals with a hot tub

Hot Tub * Fire pit * Nature Relax in the Hammock
Great stay . Calm area . Amenities listed facilitated our stay. Very clean. Would stay again. The host Patricia communicated promptly, clearly and was very helpful.

Romantic Experience Secluded Lake House + Hot Tub
What a wonderful experience! I wanted to celebrate my wife’s birthday and this was a fantastic place to do it! We had a terrific time. The house is beautiful and well appointed. Location was great . Visited 2 Farmer’s market and enjoyed the beauty in general. We will return! Thank you for being a gracious host!❤️

The Mountaintop Lakehouse that Time Forgot.
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

Hot Tub, Fire Pit, Minutes to Lake Wallenpaupack
We had a wonderful stay. The house was comfortable and cozy. mark was a great host. The location was near everything and there was plenty to do. We definitely will come back next summer. I will recommend Mark’s place to anyone that wants a Pocono getaway.

Driftwood Cottage on Welcome Lake-peaceful retreat
Pleasant couple very nice and courteous thank you for opening your beautiful peaceful home up to us we will definitely be back . Thank you again for lending us your boat my first experience and I love it and Chris loved every moment for her bday she loves fishing . Your house is amazing looking forward to our next stay already lol.

Country Cottage w/ HOT TUB & Views
Everything about our stay was perfect! The house was spotless, cozy, and located in a great area. The host went above and beyond — always in touch, helpful, and kind. We truly felt welcomed and taken care of. Would absolutely stay here again!

Charming cottage with Hot Tub -PET FRIENDLY
Clean house, nice area, the outdoor hot tub is working, it’s peaceful, and you can go for a bike ride! Thank you.

Renovated Country Cottage w/ Hot Tub & View
This was a nice AirBnB for the area, cozy and felt somewhat secluded despite being viewable from the main road. Perfect for a small dog to roam around on the grassy area, and the hot tub looking out into the back was a nice touch and enjoyable to sit in. We were looking for a relatively short get away from the city, quiet and close enough to things in the area to enjoy, and this fit the bill perfectly. The house was very clean with very clear instructions, and nice touches that made it feel cozy. Highly recommend for 2-4 people, particularly with small dogs.
Pet-friendly cottage rentals

Outlier Inn Cottage on Farm Upstate Catskills
We enjoyed the lovely cozy, private cottage with our family. It was a pleasure to have the animals nearby for the kids to interact with, a safe environment to roam in the woods, and very convenient to have the farm shop a few steps away for local eggs, meats, etc. The cottage was stylishly modern with a clean aesthetic and modern conveniences. Josh was very accessible via text/phone and checked in with us during our stay. We enjoyed ourselves thoroughly and would recommend to nature lovers, families, and those looking for a getaway in the woods!

Cozy off grid cottage Big Pine trees in Catskill
This cabin is so very special—and has an artists touch! It is cozy (especially with the wood stove going), spacious for being a one-room size, and has everything you need to disconnect and recharge. We will absolutely be back and appreciated the clear and easy communication as well!

The Upper Hill Cottage
This is our second stay at Carla’s place! It’s the perfect getaway. The grill was fantastic for dinner and we loved the birding book in the bedroom! The kitchen is adorable and well stocked

Kapitan’s Cottage: Private Retreat with Salt Pool
Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!

Shingle Gully Cottage
We had a wonderful stay! Everything was as listed, and the home was perfect for what we needed. Looking forward to staying again in the future!

Modern Forest Retreat on a Tranquil HilltopSAUNA
Clean, spacious, comfortable and in a beautiful area. The weather didn't cooperate so we were only able to enjoy the deck our first night, but we loved it when we did. Plenty of space and a great place to enjoy movies over a rainy weekend.

Ridgetop 2 Br Cabin- Views, 130acre forest & falls
Rick’s place is great, a nice porch area and two comfortable bedrooms, and the AC is powerful for hot summer evenings. Rick was an excellent communicative host who was at the ready to help out with any issues we had. The only thing, and perhaps I misread something, but I thought it would be more secluded, the 130 acres threw me off. Still, it’s very private and I would recommend this place for your visit to Rhinebeck etc.

Cozy Cottage with Stunning Mountain Views
A super stylish, immaculate and serene cottage with spectacular mountain views. This absolute gem is perfect for relaxing, decompressing and exploring the Catskills. The beds and bedding are super comfortable, kitchen is well stocked, and the sight line to mountains is a visual feast. The windows are plentiful for gentle, fresh breezes wafting throughout the home yet A/C and heat work well when needed. We built a fire and star gazed surrounded by a field of fireflies. The hum of bees in the morning sun while having coffee on the deck is a delight. There’s a thorough and helpful guide/manual and the hosts are extremely responsive. Be sure to spin some records - we found the Donna Summer Greatest Hits double album - plenty of room for dancing around. Will most certainly be back!
Private cottage rentals

Lakefront Getaway : Mountain & Lake views
My wife and I celebrated our anniversary at Tony's lake house. The house, exterior patio area by the water, neighborhood, and overall landscape was exactly what we needed for a peaceful and relaxing few days. What a picturesque spot to watch a sunrise! My interactions with Tony were extremely pleasant and I'd love to come back sometime soon. Thank for making it a great experience!

The Little House
Glenn's place is the perfect peaceful mountain retreat! From the serene classical music that greeted us upon entry, the thoughtfully provided bottled water and fresh local milk in the fridge, and the comfortable air mattress Glenn set up for us downstairs, this cute cottage exceeded our expectations. The living area was spacious and nicely furnished, as were the upstairs bedrooms, with their extra pillows and quality linens. There is a pretty pond on the property, which is very conveniently located close to the towns of Roxbury, Arkville and Margaretville, where you can find some interesting shops and restaurants, arts centers, and charming architecture. Glenn is very friendly and responsive but gives you your space and privacy. We were only able to stay one night but will definitely be back!

Be in Nature at this Gorgeous Riverfront Cabin
We loved the place, it was a beautiful home with lots of light and accessible green space. It was perfect for a short getaway. It’s a short drive from nearby towns and was very easy to find based on the directions. Mark was a responsive and accommodating host and we had a wonderful time in his airbnb.

Woodstock Mountain Cottage
This cottage was very lovely, cozy, clean, and just a few minutes from the town of Woodstock, but very secluded and peaceful on a beautiful property. The home was exactly as described and had everything you could need for a short stay. I do recommend having 4-wheel drive and a car with good suspension to get up the gravel road leading to the house. Cayenne is a wonderful host - she was extremely kind and easy to communicate with. I would definitely stay here again!

Little Yellow Cottage New Paltz - Kitchen wash/dry
I usually stay in village of New Paltz so was a little apprehensive staying a bit outside of village. But I actually now prefer the situation as it's not that far to all the action and the cottage is amazing, which more than makes up for the minor driving inconvenience. Highly recommend!!

Creekfront Cottage between Phoenicia & Hunter Mtn.
We loved our stay at the cabin and hope to be back soon! It’s was the perfect place for us to stay for our week upstate. We loved the movie collection and listening to the sounds of the creek from the open windows. Really feels like you are at someone’s home and not a soulless rental! Five stars ❤️

Leonardo Lane Cottage
It was so nice sleeping to the sound of the river outside. Would definitely go back.

Cozy Catskills Getaway on 3 Acres near Woodstock
Serene, beautiful property and a very cozy feeling cottage. We felt at home right away, and loved sitting by the fire and looking out the large windows. Easy drive to nearby towns for great food or groceries, and the hosts were very responsive and helpful.
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Sunset Hill Shooting Range
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Promised Land State Park
- Resorts World Catskills
- Elk Mountain Ski Resort
- Windham Mountain
- Walkway Over the Hudson State Historic Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Wawayanda State Park
- Sterling Forest State Park
- Villa Roma Ski Resort
- Hunter Mountain Resort
- Mount Peter Ski Area
- Claws 'N' Paws
- Opus 40