Vacation rentals in Holiday Valley

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Top-rated vacation rentals in Holiday Valley

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Top guest favorite

An open-concept living space features a comfortable sectional couch facing a wall-mounted TV. A modern kitchen with sleek appliances is visible, alongside a dining area equipped with high stools. Sliding glass doors offer views to the patio, inviting natural light into the room.

Guesthouse in Yellow Springs

4.99 out of 5 average rating, 322 reviews

Modern Remodel Steps to Downtown, Glen, & Antioch

Just one block from downtown, Glen Helen Nature Preserve, Antioch College, and the bike trail, this newly remodeled space full of natural light will be the perfect basecamp to explore our quaint village… or to simply do nothing and relax. The Yellow Springs Village Cabin is crisp and clean like a hotel, with space, character, and amenities like a well-appointed home. It’s a quiet, comfortable retreat with easy access to everything YS has to offer. Plus, a pool (~May-Oct) and year-round hot tub!

Guest favorite

A modern kitchen is displayed, featuring sleek white cabinetry and open shelves. A vintage-style turquoise refrigerator adds a pop of color. Natural light enters through a window above the double sink, and patterned tile flooring complements the clean design. Essential appliances are readily available.

Apartment in Yellow Springs

4.94 out of 5 average rating, 250 reviews

A Peace of Zen - Heated Bathroom Floor

Newly renovated and dedicated bungalow with a modern zen twist. Near downtown Yellow Springs. Quiet and cozy front unit of a duplex with nice yard, trees and covered parking. Bathroom has heated ceramic tile floor. The whole unit is decorated with new furniture, art and a new 50 inch smart TV. Step into the peaceful zen-like design, take a deep breath, and make this your home away from home. We also host a property next door "Bicycle built for 2", if you have 5-7 people you could book both.

Top guest favorite

A rustic log cabin is presented amidst a natural landscape, featuring a charming red door with wood shutters on either side. Lightly adorned with pumpkins at the entrance, the cabin's weathered logs reflect its historical essence, while greenery enhances its inviting exterior.

Cabin in South Charleston

4.97 out of 5 average rating, 574 reviews

Green Plains Cabin

Located on 66 acres of rolling farmland and wooded countryside, this restored, 19th century log cabin is rustic but not the least bit primitive. A massive stone fireplace makes relaxing in the winter cozy. Enjoy your morning coffee along with a beautiful view of Ohio farmland from the screened-in porch. Jump into the outdoor shower or hot tub after a day of hiking or shopping in nearby Yellow Springs. Centrally located, the Cabin is just 20 minutes from Dayton and 50 minutes from Columbus.

Guest favorite

The historic stone house is nestled among lush greenery, with sunlight filtering through the leaves. A charming front porch features seating and is adorned with illuminated string lights, creating a welcoming ambiance. The rustic exterior showcases the home's unique character and natural surroundings.

Home in Springfield

4.9 out of 5 average rating, 240 reviews

Stone Cottage: The Partington Spring House

The historic 1830's stone house property is nestled away on 6 acres of natural bliss, just 4 miles outside of Yellow Springs. We offer a very private and rustic setting that captivates peaceful landscapes and breathtaking views. The 1 acre plateau overlooks gorgeous cliffs and flowing natural springs. Inside, admire the original wood burning fireplace that will keep you warm and cozy! A retreat and natural oasis to relax and unplug in a serene location, yet close to local destinations!

Top guest favorite

A fully equipped kitchen features modern appliances, including a black stove, white cabinets, and a refrigerator. A small dining area with a table and two chairs is visible. The floor is tiled in a light grey hue, enhancing the contemporary look of the space.

Guest suite in Fairborn

4.95 out of 5 average rating, 239 reviews

Pvt Basement Apt w/Kit all Incl. Near WPAFB & WSU!

*NO CLEANING FEES!!!* Fees are ridiculous and nobody likes them. That’s why we DON’T charge cleaning fees!* Military ALWAYS Welcome! Beds: 1 Queen Bed 1 Twin Sofa Bed Rollaway bed is avail $10/night Snack Bar All Day! Relax in this basement unit that comes fully furnished & all inclusive. You share the same entrance to the main part of the house with the homeowner but the unit itself including kitchen, bathroom, bedroom etc. is private. The unit closes off to the rest of the house.

Top guest favorite

The quaint caretaker's cabin is surrounded by lush greenery, featuring a welcoming porch with a sloped roof. The exterior showcases a muted green siding, complemented by white trim and an orange door. A private pathway leads to the front entry.

Guesthouse in Fairborn

4.97 out of 5 average rating, 469 reviews

The Cozy Cabin at The Armstrong Homestead

Originally built in 1940, caretaker's cabin is a quaint one bedroom suite complete with a full bath, microwave, mini fridge and coffee. Off road parking and a secluded entry makes the cabin perfect for a romantic or working getaway. Located next to the Osborn Historic District in the heart of Fairborn, the Armstrong Homestead is an easy stroll to the downtown shops and restaurants. Xenia Dr provides direct access to the main highways, making most of Dayton reachable in 30 min or less.

Guest favorite

A stainless steel gas grill is positioned on a wooden deck, featuring multiple burners and a large cooking surface. The grill stands on a sturdy black cart with wheels, providing mobility and ease of use.

Cottage in Springfield

4.85 out of 5 average rating, 164 reviews

Tecumseh Cottage Minutes from SR70 and SR75

This amazing gem with a cottage feel has so much to offer. The home sits on one-half acre in a quiet community. You will be within walking distance of George Rogers Clark Park, which has nearly 240 acres of hiking trails and license-free fishing. This home is also just a short drive away from several cities with various things to do. Whether you are looking for a quiet, peaceful retreat or a place to stay while visiting family or local attractions, this is the place for you!

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, 213 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

A cozy living area features a dark couch and a decorative area rug with intricate patterns. Natural light streams through a large window, highlighting the greenery outside. A flat-screen TV is mounted on the wall, and a small table sits near a pair of colorful chairs.

Tiny home in Yellow Springs

4.98 out of 5 average rating, 572 reviews

Yellow Springs Tiny House

The Yellow Springs Tiny House is a super insulated 400 square foot energy efficient home, partially powered by solar panels. You have all the amenities of a home including laundry, fully equipped kitchen, private bathroom, cathedral ceilings, high speed internet with smart TV (Netflix, Prime, Hulu, YoutubeTV, Disney+). It is all new, opened in June 2018. Just a few blocks from downtown, bikeway, Yellow Springs Brewery, Mills Park Hotel, Little Art Theater, and more.

Top guest favorite

A cozy seating area features a dark leather couch with decorative pillows, complemented by a wooden shelf displaying books and personal items. Natural light enters through a window dressed with soft gray curtains, creating a warm and welcoming environment.

Home in Springfield

4.99 out of 5 average rating, 258 reviews

Heart of Wittenberg Campus - One of a Kind Home!

Welcome to the Island House at Witt! Our fully remodeled home was gutted & rebuilt using new and reclaimed materials along with a generous amount of hard work, sweat & love. From the moment you enter the Island House, you will experience its warmth, charm and character. From the reclaimed barn wood beams to the open iron staircase you'll have the comforts of home while simultaneously enjoying modern amenities in an upscale and luxurious atmosphere.

Top guest favorite

Guest suite in Yellow Springs

4.99 out of 5 average rating, 464 reviews

Family Friendly Studio near Downtown

* Great play spaces for kids of all ages * 7-minute walk to downtown Yellow Springs * Large table for working, crafting, eating * Free parking for up to four vehicles * Great amenities * Comfy beds * Super clean Close to: - Parks & playgrounds - Dave Chappelle shows - Shopping - Restaurants - Glen Helen Nature Preserve - Scenic bike path - and more. It is not suitable for those with difficulty climbing stairs.

Superhost

A modern two-story building is framed by lush greenery and mature trees, featuring a mix of dark wood and stone accents. Large windows provide natural light, while a curved pathway leads to the entrance, enhancing the inviting exterior.

Apartment in Tipp City

4.92 out of 5 average rating, 175 reviews

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.