Vacation rentals in Monroe

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Top-rated vacation rentals in Monroe

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Guest favorite

Guest suite in Montgomery

4.95 out of 5 average rating, 419 reviews

Garden View Guest Cottage

Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people

Nov 24 – Dec 1

G$26,892 GYD per night

Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 159 reviews

The Little Cottage in the Woods

The Little Cottage in the Woods Nestled among the trees, and in close proximity to our main house, this studio cottage is newly refurbished, very private and is in a great location to access the Hudson Valley. Hiking trails are within minutes of the cottage or right out the front door. Golf courses are also minutes away. Whether you are in the area on business or just looking to escape for the weekend and enjoy the out doors. It is situated on 9 1/2 hikeable acres, all available to our guests

Sep 27 – Oct 4

G$28,238 GYD per night

Guest favorite

Guest suite in Chester

4.95 out of 5 average rating, 230 reviews

Adorable Guest Apartment in Victorian Mansion

This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, and has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, a French door shower, and a kitchenette with sunny breakfast nook. It is freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.

Jan 31 – Feb 7

G$22,150 GYD per night

Superhost

Cabin in Greenwood Lake

4.88 out of 5 average rating, 161 reviews

Get some R&R at the Rustic Retreat!

The Rustic Retreat is centrally located, 2 bedroom 1 bath cozy cottage is just what you've been looking for in this lake community. There is a 3-6 car driveway, newly renovated kitchen, open floor plan in the dining & living room, new shed bar/ fire pit, & sleeps 7 (Q in Master, F Sofa Bed Couch, T Bunk Beds, F Air Mattress). Located about 3 mins from Greenwood Lake and 10 mins from Warwick, many activities for your perfect getaway! IG @Rusticretreat22 Short Term Rental Permit # 21-0422

Oct 17 – 24

G$26,200 GYD per night

Guest favorite

Cottage in Monroe

5.0 out of 5 average rating, 129 reviews

Cozy Lake Cabin

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets on the covered porch & deck. Fish, & look for bald eagles🦅 Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has abundant retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes Free Firewood, NO CLEANING/PET FEES🐕

Jun 28 – Jul 5

G$133,065 GYD per night

Guest favorite

Cottage in Goshen

4.94 out of 5 average rating, 193 reviews

Cheery & Peaceful Farm Cottage, 10 Min to LEGOLAND

When you're looking to get away from it all and experience some peace and quiet surrounded in nature, this Cottage fits the bill. Whether it's enjoying fireflies over the field at dusk or enjoying cheerful birds in the morning, this beautiful Cottage sets the stage for you to be refreshed and renewed by the time you check out. While it feels like a secluded oasis, this place is also 10 minutes from LEGOLAND, Target, and all your other favorite conveniences. We look forward to hosting you.

Mar 20 – 27

G$27,939 GYD per night

Guest favorite

Apartment in Warwick

4.95 out of 5 average rating, 151 reviews

THE GEM: In The Heart Of It All!

Enjoy a COZY, CLEAN and NEWLY RENOVATED apartment with an OUTDOOR BALCONY, located in the heart of Warwick! All the great restaurants and shops within walking distance. SPECIAL PRICING FOR MONTH LONG STAYS DURING THE WINTER SEASON. This wonderful apartment comes with a fully equipped kitchen, queen bed, full bath and tub. This apartment has its own entrance and is very PRIVATE. FREE PARKING LOT within walking distance of apartment and WiFi enabled smart TV with a Netflix subscription.

Jul 12 – 19

G$32,794 GYD per night

Guest favorite

Cottage in Greenwood Lake

4.97 out of 5 average rating, 277 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #32370

Mar 30 – Apr 6

G$70,137 GYD per night

Guest favorite

Tiny home in New Paltz

4.99 out of 5 average rating, 741 reviews

Hudson Valley Tiny House

If you've been looking for the tiny house experience, look no further. Michelle and Chris built this tiny house to live as eco-friendly, comfy, and healthy as possible. Built with only non-toxic and all natural materials with a state of the art fresh-air system. Enjoy wildlife or relaxing at the river bend on our 5-acre property or explore the awesome attractions close by: county pool, winery, New Paltz downtown, “gunks” rock climbing, Minnewaska State Park, and more!

Jul 13 – 20

G$22,915 GYD per night

Guest favorite

Guest suite in Warwick

4.95 out of 5 average rating, 267 reviews

Suite on Longhouse Creek

Beautiful one bedroom private suite with comfy queen size bed. The suite includes a sitting room, overlooking the creek, full bath, coffee nook with small refrigerator, microwave and Keurig coffee maker. Coffee is provided. A spiral stair leads you to the private deck with a french door entrance. Enjoy your coffee sitting at the lovely bistro set overlooking the longhouse creek. Feel free to use yard seating by the creek. Town Permit # 32042

Mar 31 – Apr 7

G$29,593 GYD per night

Guest favorite

Apartment in Chester

4.96 out of 5 average rating, 333 reviews

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

This lovely modern space was just built in 2015. The space is located in the quaint Hamlet of Sugar Loaf, New York Artisan Village, which is surrounded by the town of Warwick and Chester with Greenwood Lake just minutes away...and NYC is just 75 minutes. It's a second floor apartment with private front and back entrances. Rear deck overlooks spacious fenced in yard with pond view. Walking distance to 2 restaurants and deli. LEGOLAND just 8 miles!

Apr 14 – 21

G$33,914 GYD per night

Guest favorite

Guest suite in Haverstraw

4.95 out of 5 average rating, 293 reviews

Haverstraw Hospitality Suite

Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

Apr 18 – 25

G$17,622 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Monroe vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Monroe's top sights

Captain's Table22 locals recommend

Empire Diner5 locals recommend

Wayback Burgers4 locals recommend

McDonald's4 locals recommend

Tulcingo8 locals recommend

The Golf Club at Mansion Ridge17 locals recommend

Other great vacation rentals in Monroe

Guest favorite

Cottage in Greenwood Lake

4.92 out of 5 average rating, 139 reviews

Cozy home in the Village of Greenwood Lake

Jul 30 – Aug 6

G$26,814 GYD per night

Guest favorite

Apartment in New Windsor

4.95 out of 5 average rating, 112 reviews

Private/Spacious Studio. Guest Loyalty Program

Nov 3 – 10

G$25,661 GYD per night

Guest favorite

Cabin in Greenwood Lake

4.93 out of 5 average rating, 177 reviews

Lakeview Cabin at Greenwood Lake

Jan 18 – 25

G$41,778 GYD per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 110 reviews

Sunny Lakeview Guesthouse

Oct 28 – Nov 4

G$25,733 GYD per night

Guest favorite

Apartment in Chester

5.0 out of 5 average rating, 13 reviews

Private Country Getaway

Nov 29 – Dec 6

G$27,483 GYD per night

Guest favorite

Home in Warwick

4.89 out of 5 average rating, 84 reviews

Renovated 2 Bedroom Apartment in Heart of Village

Oct 11 – 18

G$26,277 GYD per night

Guest favorite

Home in Monroe

4.88 out of 5 average rating, 73 reviews

Sunlit & Peaceful. Hot Tub. Monroe. 1hr fr NYC.

Nov 4 – 11

G$79,233 GYD per night

Guest favorite

Home in Monroe

5.0 out of 5 average rating, 14 reviews

3 BDR Cottage (Hudson Valley Cottage)

Feb 20 – 27

G$63,278 GYD per night

Show all

Quick stats about vacation rentals in Monroe

Total rentals
10 properties
Local attractions
Captain's Table, Kiryas Joel Shopping Center, and Empire Diner
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Wifi availability
10 properties include access to wifi
Total number of reviews
300 reviews
Nightly prices starting at
G$14,594 GYD before taxes and fees

Vacation rentals in Monroe

Top-rated vacation rentals in Monroe

Guest suite in Montgomery

Cottage in Cortlandt

Guest suite in Chester

Cabin in Greenwood Lake

Cottage in Monroe

Cottage in Goshen

Apartment in Warwick

Cottage in Greenwood Lake

Tiny home in New Paltz

Guest suite in Warwick

Apartment in Chester

Guest suite in Haverstraw

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Monroe vacation rentals

Stay near Monroe's top sights

Other great vacation rentals in Monroe

Cottage in Greenwood Lake

Apartment in New Windsor

Cabin in Greenwood Lake

Guesthouse in Mahopac

Apartment in Chester

Home in Warwick

Home in Monroe

Home in Monroe

Quick stats about vacation rentals in Monroe

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore