Vacation rentals in Holiday Valley

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Top-rated vacation rentals in Holiday Valley

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Top guest favorite

Guest suite in Yellow Springs

4.99 out of 5 average rating, 460 reviews

Hoot 'n' Haller Studio

My studio is close to parks, art and culture, shopping, restaurants and dining, great views, hiking at Glen Helen Nature Preserve, and the bike path. You’ll love this new space with modern styling, fun furniture, and lots of space. It's perfect for couples, solo adventurers, business travelers, and families with kids. It was built as a maker's studio, so it's great for small retreats for sewers, knitters, and scrapbookers, as well. It is not suitable for those with difficulty climbing stairs.

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, 315 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!

Top guest favorite

An inflatable pool is centered in the image, showcasing clear, reflective water under a bright blue sky with scattered clouds. The surrounding area features a brick house in the background, and a fence provides privacy.

Home in Dayton

4.95 out of 5 average rating, 129 reviews

Huber Heights Hot Tub and Pool Bungalo

Forget your worries in this spacious and serene space only 2 miles away from the Rose Amphitheater and 10 minutes from downtown Dayton. The spacious backyard is equipped with 113 jet hotub with a firepit and a relaxing waterfall. The sunroom is a great spot to start the day with complementary coffee/creamer. Complete with 4 Tvs and a computer. The living room has a Nintendo Switch for family fun. Have both a charcoal and gas grills. The hot tub is running and the pool will be available in June.

Guest favorite

An executive studio apartment showcases an inviting seating area with a spacious gray couch in the foreground. A cozy bed is positioned in the background, while the kitchen features white cabinets and modern appliances. Natural light is filtered through dark curtains along the walls.

Apartment in Fairborn

4.9 out of 5 average rating, 516 reviews

World Traveler! WPAFB,Coffee,W/D,Business,Ext-Stay

Experience this executive style studio apartment, enjoy your stay in style! 10 minutes to Air Force Museum, Wright State University, Nutter Center, Fairborn Library, YMCA, Central Park w/ play area/free Splash Pad! 15 -20 minutes to Dayton, University of Dayton(22min), I-75, I-70, Yellow Springs, Young's Jersey Dairy Farm, John Bryan State Park, Rose Music Note: Strict cleaning and sanitizing measure are in place to ensure the health and safety of our guests. Thank you for your understanding.

Top 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, 246 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.

Guest favorite

The living room features a large flat-screen TV mounted on the wall, complemented by a comfortable seating area with recliners. A decorative coffee table sits on a circular woven rug, and light streams through the nearby windows, enhancing the open layout.

Home in Fairborn

4.92 out of 5 average rating, 106 reviews

Clean, cozy home min to WPAFB!

Have fun with the whole family at this stylish place. Comfortable, clean updated downtown Fairborn home minutes to Wright, Patterson, Air Force Base, Air Force Museum and Wright state university. Enjoy your stay in a comfortable living room with large screen tv. Two bedrooms with a queen and a king bed that’s an adjustable bed. A kitchen with everything you will need to have breakfast, lunch or dinner. Home has central ac/heat and ceiling fans in living room and bedrooms.

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, 230 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, 458 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, 161 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 arcade room features a pool table at the center, illuminated by vibrant blue lighting. Walls are adorned with vintage pinball machines and classic arcade cabinets. A bar area with stools is visible in the corner, enhancing the space's playful atmosphere.

Home in Dayton

4.97 out of 5 average rating, 124 reviews

Hot Tub SPA Massage GoldenTee Pinball Stylish!

Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 6 guests, with two king-size beds and a sleeper sofa. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the private SPA room featuring a massage chair and sauna. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

Guest favorite

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

4.94 out of 5 average rating, 170 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.