Vacation rentals in Monroe

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Top-rated vacation rentals in Monroe

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Guest favorite

Cottage in Greenwood Lake

4.93 out of 5 average rating, 168 reviews

Cozy home in the Village of Greenwood Lake

Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603

Guest favorite

Home in Monroe

4.96 out of 5 average rating, 111 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

Guest favorite

Guest suite in Chester

4.96 out of 5 average rating, 285 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.

Superhost

Cabin in Greenwood Lake

4.86 out of 5 average rating, 200 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

Guest favorite

Cottage in Monroe

4.99 out of 5 average rating, 146 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🐕

Guest favorite

Rental unit in Goshen

4.8 out of 5 average rating, 238 reviews

Great apartment- closest to Legoland

Large studio apartment in an historic luxury estate setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum.

Guest favorite

Cottage in Goshen

4.93 out of 5 average rating, 233 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.

Guest favorite

Rental unit in Warwick

4.94 out of 5 average rating, 190 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.

Guest favorite

Home in Monroe

4.89 out of 5 average rating, 125 reviews

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

Welcome to our cozy retreat in Monroe, NY where relaxation awaits you. Our charming Home is bathed in natural sunlight, thanks to numerous windows and skylights, creating a warm and inviting ambiance. Nature lovers can explore the scenic Heritage Trail, perfect for leisurely walks or bike rides. If shopping is on your agenda, the Premium Outlets at Woodbury Commons are just a short drive away. For family fun, Legoland is a nearby attraction, promising excitement, and joy for all ages.

Guest favorite

Home in Warwick

4.89 out of 5 average rating, 126 reviews

Renovated 2 Bedroom Apartment in Heart of Village

Our newly renovated apartment is the lower level of a 1920 Victorian in the heart of the Village of Warwick. It boasts 650 sq ft of space with 2 bedrooms, and a full kitchen and bath. You can walk to beautiful shops, parks, and restaurants, or drive (free off-street parking) only minutes to ski, golf, hike, or enjoy our local orchards and wineries. There's even a doughnut shop across the street! All this with a huge backyard with it's own babbling creek! Welcome to 69 South St.

Guest favorite

Home in Greenwood Lake

4.99 out of 5 average rating, 160 reviews

Spectacular Lake Views from Every Room & Garden

Our property boasts unparalleled views of Greenwood Lake and the mountains beyond. Our private garden features a seasonal waterfall cascading into a lily pond with fish and frogs. The shaded patio offers panoramic views and a gas grill. During the winter months, after skiing at nearby slopes, unwind in the claw foot tub or retreat to the cozy ambiance of our living room, with exposed wooden ceilings, a welcoming fireplace, a smart TV, a record player and board games.

Guest favorite

Rental unit in Chester

4.96 out of 5 average rating, 365 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!

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

Museum Village25 locals recommend

Captain's Table22 locals recommend

Dunkin'19 locals recommend

Walmart Supercenter17 locals recommend

The Golf Club at Mansion Ridge17 locals recommend

La Vera Cucina13 locals recommend

Other great vacation rentals in Monroe

Guest favorite

Rental unit in Warwick

4.9 out of 5 average rating, 557 reviews

The Painted House Warwick, NY

Guest favorite

Guest suite in Cornwall

4.96 out of 5 average rating, 77 reviews

Studio in Cornwall

Guest favorite

Guesthouse in Suffern

4.96 out of 5 average rating, 130 reviews

Hiking trails steps from your door!

Guest favorite

Cottage in Cortlandt

4.99 out of 5 average rating, 176 reviews

The Little Cottage in the Woods

Guest favorite

Cabin in Greenwood Lake

4.98 out of 5 average rating, 61 reviews

Modern Nordic Designed Cabin

Guest favorite

Rental unit in Chester

4.97 out of 5 average rating, 76 reviews

Private Country Getaway

Guest favorite

Home in Vernon Township

4.95 out of 5 average rating, 169 reviews

Mountain Retreat Condo - Weddings, Skiing, & More!

Guest favorite

Guest suite in Beacon

4.97 out of 5 average rating, 311 reviews

Hiker's nest

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Quick stats about vacation rentals in Monroe

Total rentals
10 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
320 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Local attractions
Captain's Table, Kiryas Joel Shopping Center, and Empire Diner

Vacation rentals in Monroe

Top-rated vacation rentals in Monroe

Cottage in Greenwood Lake

Home in Monroe

Guest suite in Chester

Cabin in Greenwood Lake

Cottage in Monroe

Rental unit in Goshen

Cottage in Goshen

Rental unit in Warwick

Home in Monroe

Home in Warwick

Home in Greenwood Lake

Rental unit in Chester

Vacation rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Monroe vacation rentals

Stay near Monroe's top sights

Other great vacation rentals in Monroe

Rental unit in Warwick

Guest suite in Cornwall

Guesthouse in Suffern

Cottage in Cortlandt

Cabin in Greenwood Lake

Rental unit in Chester

Home in Vernon Township

Guest suite in Beacon

Quick stats about vacation rentals in Monroe

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore