Vacation rentals in Winslow

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Top-rated vacation rentals in Winslow

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Guest favorite

Home in Owensboro

5 out of 5 average rating, 16 reviews

Cozy Retreat, modern Amenities

Cozy Retreat with Modern Amenities: Sleeps 6 Comfortably! Welcome to your perfect getaway! This beautifully remodeled 3-bedroom, 1-bath home comfortably sleeps six guests with a king bed, a queen bed, and two twin beds. Enjoy entertainment on four smart TVs, high-speed WiFi, and a PlayStation system. The fully equipped kitchen and washer/dryer make it feel like home. Conveniently located with self-check-in, this cozy retreat awaits your arrival. Book now for a comfortable and stress-free stay!

Guest favorite

Farm stay in Cannelton

4.98 out of 5 average rating, 42 reviews

Beech Hall Corner

This 1930s farmhouse sits on 2 acres just minutes from the Ohio River. It is the perfect place for those looking to slow down and enjoy the much simpler life in a rural area. The farmhouse has two bedrooms, one bath, full kitchen and a laundry room. Sit on the front porch and enjoy your morning coffee watching cars, jeeps, and motorcycles as they make their way along the Ohio River Scenic Byway. It also has a large rear deck, perfect for relaxing with a drink in hand overlooking the grounds.

Guest favorite

Cottage in Owensboro

4.98 out of 5 average rating, 120 reviews

The Woodford Retreat Cottage

Take it easy at this unique getaway.. Completely renovated 2,000 sq ft home with a beautiful river view, 3 bedrooms, 2 family rooms, 2 full bathrooms, fully stocked kitchen. The back yard is fenced with a deck, patio table and glider. This property is located a few blocks from the Owensboro Convention Center, Bluegrass museum, and multiple downtown restaurants. This property adjoins English park. Excellent rental for a weekend of downtown adventures or just enjoying the river view.

Guest favorite

Cabin in French Lick

4.98 out of 5 average rating, 175 reviews

Hot Tub! Southern Grace Cabin! 5-Stars Clean!

Located south of French Lick and minutes from Patoka Lake, Southern Grace Cabin is a western red cedar log home located on a quaint lane in the middle of our property. Panoramic views include woods and rolling meadows. The custom built log home has 3 bedrooms, 1 bath, and a custom kitchen. We're sure you'll enjoy the views from the swing or wood rockers on our expansive covered porch. Located within easy driving distance of French Lick, Paoli Peaks and Patoka Lake. Boaters welcome!

Guest favorite

Townhouse in Newburgh

4.94 out of 5 average rating, 31 reviews

Quiet home on the water downstairs duplex A

Gorgeous setting with incredible water views from this lower level one bedroom/one bath duplex unit with full bed and queen Murphy bed as well as equipped kitchen. Country living that feels like a resort with a shared deck and gazebo, water access, fire pit, fishing, hiking and wild life. Unit includes private entrance, refrigerator, range/oven, microwave, flatscreen tv, WiFi, coffee maker, dishes/utensils, pots/pans. Pets: require non-refundable pet deposit of $250.

Guest favorite

Apartment in Bloomington

5 out of 5 average rating, 12 reviews

Resort & Lake Living Close to IU

Indulge in a serene getaway at our stunning Lake-themed condo on Lake Monroe at Eagle Pointe Golf Resort. Enjoy the Resorts restaurant, poolside bar, Live music, 2 pools, Pickleball/Tennis/Basketball courts, weight room, sauna, driving range and golf course! Just around the corner is the beach and marina and only 20 minutes to IU stadiums! Unwind on the deck with a “Winter water view” of the lake. Our home features a full kitchen, washer/dryer, Free WiFi and more.

Guest favorite

Farm stay in Evansville

4.88 out of 5 average rating, 26 reviews

The Moonlight Hollow - Moonlight Haven

Come camp at the Moonlight Hollow! Our homestead offers something for everyone! For you animal lovers, come meet our Kune-Kune pigs & Nigerian Dwarf goats. Chickens & Guineas free-range everywhere, while our livestock guardian Anatolian/Great-Pyrenees keep everyone in line! For the garden lovers, seasonal veggies & herbs are available at our farm stand (and farm fresh eggs!). For those seeking natural healing, grab some Moonlight Hollow Herbs & Reiki!

Guest favorite

Cottage in Hardinsburg

5 out of 5 average rating, 38 reviews

Quiet Country Oasis with Hot Tub

Newly Constructed Cabin on 40 Acres... Sleeps 12 (6 Adults, 6 children)...Peaceful Country Setting with many amenities which include 7 person hot tub with amazing views, Lots of deer and wildlife, fully stocked country kitchen w/ apron sink and large kitchen island, outdoor grill and griddle, game room, kids room with gaming, cornhole, fiber internet, plenty of outdoor seating, Fire pit, purple mattress on queen bed and king beds with purple sheets.

Guest favorite

Cottage in Huntingburg

4.86 out of 5 average rating, 204 reviews

Lakeside Cottage Getaway Fishing, Hiking, Relaxing

Enjoy the lovely setting of this romantic spot in nature. This quiet getaway comes with a full kitchen, two bedrooms, access to a lovely lake, and an outdoor deck for enjoying the view. The master bedroom has a queen size bed and a crib. The second bedroom has a twin bed and a bunk bed [twin over full]. This space is perfect for singles, couples, or even large families. Close to Patoka Lake and Holiday World. No smoking/not handicap accessible

Superhost

Home in Newburgh

5 out of 5 average rating, 4 reviews

Entire house for rent

Fully furnished 3-bedroom home available for hosting. Conveniently located within a 2-mile radius of Costco, Deaconess Gateway Hospital, St. Vincent Hospital Newburgh and Castle schools. Guests can enjoy the fully equipped kitchen, cozy family room, spacious dining area, back porch with sun room, and in-unit washer and dryer. Complimentary coffee is provided, and parking is available in the driveway.

Guest favorite

Home in Loogootee

4.86 out of 5 average rating, 86 reviews

Covel’s Cottage 3br easy checkin great location

Your family will be close to everything when you stay at this centrally-located place. Less than 1 mile from restaurants, gas stations, and grocery. The kitchen is fully stocked with condiments, Spices, coffee and cookware plates etc. there are two queen rooms and a room with two singles. The back yard has a charcoal grill, a large deck with table and a fun treehouse for the kids.

Guest favorite

Cabin in Paoli

4.95 out of 5 average rating, 57 reviews

Carol’s Waterfront Cabin

Come to relax and unwind at this private cozy and quiet cabin with spectacular views. Perfect for weekend getaways, staycations, or even your next fishing or golf trip. Enjoy the early morning sunrise and evening sunsets over the lake. Just a few minutes from downtown French Lick with three awesome golf courses, Patoka Lake, Paoli Peaks, and Wilstem Ranch. Fun for everyone!