Vacation rentals in Leesburg

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Top-rated vacation rentals in Leesburg

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Guest favorite

An open kitchen area features a dark countertop and modern stainless steel appliances. Light cabinetry contrasts with a decorative brick column. Three wooden bar stools are positioned at the kitchen island, and natural light enters through the nearby door and window.

Home in Dayton

4.94 out of 5 average rating, 171 reviews

TOP AIRBNB IN DAYTON! | SOUTH PARK | FENCED YARD

Stunning Three Bedroom Historical South Park bungalow - located just steps away from UD, downtown Dayton, and Miami Valley Hospital. This home features an open concept living space with white oak hardwood flooring through-out. The kitchen is fully equipped with all the modern amenities: stainless steal appliances, soft close cabinetry, granite countertops. Two Gorgeous bathrooms w/ custom tile work including a master w/ walk-in shower. Completely fenced in rear yard w/ privacy. Magical space!

Top guest favorite

A spacious multi-level home is nestled among lush trees, surrounded by greenery. Large glass doors provide views of outdoor seating areas and the natural landscape. Decks and patios seamlessly integrate outdoor living with the serene woodland setting.

Home in Kettering

4.98 out of 5 average rating, 119 reviews

GORILLA HOUSE DAYTON

Private Spacious Multi-level 4 Bed 2/2 Bath Home on Wooded Lot. Walkout basement with bath, refrigerator, & wet bar. Fully equipped kitchen with everything you need to host family & friends. Perfect for dinner parties, SMALL events, special occasions, or just escaping for a getaway. NO CONGREGATING ON DRIVEWAY—be mindful of neighbor. Safe/quiet area. Pets considered with references, daily rate, & refundable deposit. Minutes from everything. EVERY STAY WE DONATE TO JANE GOODALL FOUNDATION.

Guest favorite

The entryway features a vibrant blue door framed by large windows, allowing natural light to brighten the space. A stylish light fixture hangs from the ceiling. A wooden coat rack stands nearby, with a console table and decorative accents along the walls.

Home in Yellow Springs

4.92 out of 5 average rating, 158 reviews

*TOP Yellow Springs BnB*+Pet Friendly

The Wildflower House BnB offers an unbeatable location in the heart of downtown Yellow Springs, making it the perfect spot for your stay. Just steps away from the town’s best restaurants, unique shops, Glen Helen Nature Preserve, and the YS Fire House, it’s also directly across from the charming Mills Park Hotel. As the only rental home in the Village’s Business District, this exclusive retreat provides both convenience and character, immersing you in the vibrant energy of Yellow Springs.

Top guest favorite

A modern black exterior house is surrounded by vibrant fall foliage. Large windows allow natural light into the space, while a small deck with a railing provides additional outdoor access. Lush greenery and ornamental plants enhance the inviting appearance of the property.

Cabin in West Union

5 out of 5 average rating, 50 reviews

Crow's nest couples retreat !

This property was built, specifically with couples in mind to relax,and reconnect. New 6person hot tub with led lights ,everything you would need is provided . Just bring food and cloths. its extremely quiet off the gravel road located in the heart of amish country. provided all kitchen supplies, bathroom supplies,plenty of fire wood, and grill .no wifi location to remote. smart tv. use your hotspot. good cell service. you can book with confience with us , your 100% satisfaction. a must

Top guest favorite

A serene outdoor view showcases a well-maintained lawn bordered by trees. A tranquil pond reflects the sky, while a gazebo is placed nearby. A deck with outdoor seating is visible, enhancing the inviting outdoor space.

Guesthouse in Wilmington

4.98 out of 5 average rating, 103 reviews

The Tuscan-1.3 miles to W.E.C.

The Tuscan is unique, offering amenities seldom found in our area. Located 1.4 miles from the World Equestrian Center and 3 miles from Lake Cowan, to name a few, there is plenty to see and do within minutes of our location. Relax on your private deck or stay in and watch a movie on the Samsung Smart TV. Enjoy a serene country setting with tremendous views from every window. A great place to get away from it all. Once you stay, you will want to come back for another visit soon.

Top guest favorite

The charming exterior of the cottage features a uniquely shaped roof and a vibrant red door with a matching mailbox. A red bicycle with a wicker basket is positioned beside a tree, while greenery and flowers enhance the inviting entrance.

Home in Yellow Springs

4.98 out of 5 average rating, 191 reviews

The English Cottage - Enchanting, 1 block to town

Possibly the most charming home in Yellow Springs, one block to downtown. No expense was spared in restoring and renovating this 1800's cottage, with charming iron pane windows, original wood floors, screened porch, and fireplace. We lovingly renovated the kitchen, bathrooms and upstairs ensuite bed and bath. Two queen beds, luxurious linens, towels, fully equipped kitchen with Viking range, stainless steel appliances, & marble countertops. Not suitable for children under 12.

Top guest favorite

An outdoor deck features a light wooden pergola adorned with warm string lights. A white table is surrounded by four woven chairs. Leaves are scattered across the wooden floor, creating a relaxed and natural ambiance.

Home in Dayton

4.97 out of 5 average rating, 274 reviews

Spacious 4BR/3.5BA Home Near UD, Oregon &DT Dayton

Situated in Dayton's historic South Park, this home, revamped in 2019, retains its 1800s charm. Ideal for families and friends keen on downtown Dayton proximity. Perfect for UD or local events, offering a homely feel. Please note: local bookings are not accepted. This neighborhood is currently undergoing revitalization, with several homes, including the one adjacent, at different stages of remodeling and rehabilitation. It's an urban area experiencing a dynamic transformation.

Superhost

The exterior of a single-story home features a brown brick facade with a welcoming front porch equipped with wooden railings. Well-maintained shrubs and grass enhance the landscaped yard, creating a neat and inviting entrance. Trees provide partial shade, adding to the serene environment.

Home in Dayton

4.88 out of 5 average rating, 138 reviews

The Wright Place B

4 bedrooms 3 full baths consisting of 4 King bedrooms. 1 Queen pull out Murphy bed. A crib located in the primary bedroom. Located mins away from University of Dayton, Wright state University and less than 30 mins from Wilberforce. Host home of the NCAA First Four Tournament. There are total of 5beds to sleep on based on 2 persons per bed. We also have sofa and you're welcome to use air mattress if you like in the laundry room. No more than 12 persons can stay per night.

Top guest favorite

Guesthouse in Downtown Dayton

4.97 out of 5 average rating, 101 reviews

NEW Oregon District Cozy Downtown Towhome

This guest townhouse is in the heart of the Oregon District, right next to all of Dayton’s best food & nightlife/events! The space is quaint and perfect for groups of 1-4, in a historic neighborhood, and incredible for quaint getaway. Please be aware that the other side of the home is also rented for guests, so while the spaces are completely separate, you may hear noise from other bookings. Please reach out if there are any issues. Come stay with us!

Top guest favorite

A hanging basket filled with greenery is displayed next to an arched mirror. The mirror reflects the wall nearby, which features framed artwork. Light tones of the wall emphasize the natural elements of the scene.

Cabin in Winchester Township

4.99 out of 5 average rating, 100 reviews

White Pine Cottage-cozy tiny home w/ earthy decor

Kick back and relax in this calm, stylish space.This 14x40 cottage is brand new with a front and back porch. The front porch is the whole length of the cabin with 4 rockers to sit in and relax. The back porch has seating that overlooks farmland and you may see an occasional deer grazing in the field. There is a gas grill on the back porch as well. We have a fenced private area with a fire pit and chairs to enjoy a fire on a cool night.

Top guest favorite

The exterior of a charming building features large windows with decorative flower baskets hanging from the facade. The establishment's name, Mudlucky Tap House, is displayed prominently above the entrance, which includes a welcoming gray door. The earthy green and brown color scheme enhances its inviting appeal.

Townhouse in Downtown Dayton

4.96 out of 5 average rating, 669 reviews

The Riverview Townhome, Downtown Skyline View

Exciting, fun, and cozy townhome built in 1883 with tranquil views of the downtown skyline and the Great Miami River in a charming, historic district near downtown The RiverScape Metropark, The Levitt Pavilion, and multiple bars/restaurants are within walking distance. The excitement of the vibrant Oregon District is also within minutes, whether walking or driving. Both WPAFB and Wright State University are an easy 10-15 minute drive!

Guest favorite

A firepit area is surrounded by gravel, featuring several metal chairs positioned for relaxation. The red house, accented by green trim, is set against a backdrop of trees, with a deck extending towards the left. Large stones add a natural element to the landscape.

Cabin in Peebles

4.91 out of 5 average rating, 99 reviews

Amish-Built on 6 Acres w/Pond! NO cleaning fee!

Located on 6 Private Acres. Ultimate Getaway with Mountain View! You don't have to be born in a barn to vacation in one!! Trade in the city for millions of stars in the night sky! Located on a country lane next to scenic Brush Creek Forest! Front porch overlooks stocked spring-fed pond and firepit. All linens provided; also dishes, pots/pans, spices, coffee etc. Everything is here--just bring yourselves and your food!