Vacation rentals in Drew County

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Top-rated vacation rentals in Drew County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

Room in Monticello

4.0 out of 5 average rating, 3 reviews

Sycamore Room

This charming bed and breakfast is located in the beautiful historic district of town, but is only 10 min from the University of Arkansas-Monticello. The wraparound porch offers peaceful seating areas for you to unwind. Within walking distance from your stay is an authentic Italian restaurant, Bella Luna, boasting a bar and live local music on Fri & Sat nights. Uptown (just a short 3 min drive) you will find numerous restaurants and fun shopping, along with a movie theater and a bowling alley!

Guest favorite

Home in Monticello

4.88 out of 5 average rating, 57 reviews

Enjoy cozy and simple in this private home.

Enjoy the comforts and amenities of home at 418 Spring Branch. This home accommodates eight people comfortably with three bedrooms. Fresh towels and necessities are stocked in the one and a half baths. Stream your favorite show on the 55” TV in the living room and relax on the couch. The kitchen seats eight and is fully stocked (minus the groceries) – coffee pot and air fryer, too. Don’t stress over packing or going home with dirty laundry. You can wash and dry as many loads as you’d like.

Guest favorite

Home in Monticello

4.96 out of 5 average rating, 27 reviews

Stay & relax in our newly remodeled private home.

Stay and relax with all the comfort and amenities of home at 410 Spring Branch. This home accommodates eight people comfortably with three bedrooms. Fresh towels and necessities are stocked in the one and a half baths. Stream the game on one of the TV’s or just relax on the couch. The kitchen seats six and is fully stocked (minus the groceries) – coffee pot, microwave, & air fryer. No need for a laundromat, we’ve got you covered with a washer & dryer.

Guest favorite

Apartment in Monticello

4.97 out of 5 average rating, 31 reviews

Monticello Cozy Apartment

Discover your cozy SE Arkansas retreat. This private apartment offers comfort and tranquility right in the heart of historic downtown Monticello. Easy access to local shops and restaurants. This place is perfect for solo traveling or a peaceful getaway spot with family or friends. Enjoy a 2 block walk to the local library or a 10-minute drive to the University of Arkansas at Monticello.

Guest favorite

Tiny home in Monticello

4.86 out of 5 average rating, 14 reviews

peaceful, simple living

Come get still at this unforgettable tiny home. It was built in 2022 and was designed with intentionality and detail. It is surrounded by trees for those who crave being in nature and desire a simple, yet beautiful space. Located within city limits, this tiny home has a secluded feel paired with the luxury of being located 2 miles from the university and most restaurants and stores.

Guest favorite

Barn in Wilmar

4.9 out of 5 average rating, 30 reviews

Sunset Farm , relax and enjoy the views.

Quiet escape to Sunset Farm, where the sunsets are beautiful. 1000 sq ft apt, Full kitchen, LR downstairs with 1/2 bath. Upstairs bedroom large, large bathroom. This unit has elevator. Tv’s WiFi, fire sticks for Tv’s. Be our guest on our working farm. Short distance between Monticello and Warren. Also included, outdoor deck for relaxing , fire pit, and barbeque grill.

Guest favorite

Home in Monticello

4.79 out of 5 average rating, 29 reviews

Cozy Cottage on Main Street!

Location, Location, Location. Relax and enjoy our beautiful home in downtown Monticello on Main Street. You will love the elegant and warm décor throughout our home, and you will rest peacefully on the brand-new Nectar Memory Gel Mattresses. The large open floor plans are complemented by the high ceilings and large windows throughout.

Guest favorite

Home in Monticello

5.0 out of 5 average rating, 16 reviews

Grandmother’s House

Relax with the whole family at this peaceful place in a quiet neighborhood. There’s plenty of shade trees for a cool patio conversation and bird watching. Nine minutes from the University of Arkansas Monticello. Seventeen minutes from Lake Monticello. Food and shopping are only a few minutes away.