Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

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Top guest favourite
A modern living area features a dark gray couch adorned with colorful pillows, paired with a mid-century chair. Natural light enters through two windows, illuminating the stylish rug while a round mirror reflects the space. A flat-screen TV is mounted on the wall, accompanied by a decorative console.
Home in Dayton
5 out of 5 average rating, 163 reviews

Modern Historic House in the heart of South Park

Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Guest favourite
A two-story home is showcased, featuring a light-colored facade with dark green shutters. A well-maintained lawn and neatly trimmed bushes frame the entrance, which is highlighted by a red door. A two-car garage is visible on the right, with a paved driveway leading to it.
Home in Dayton
4.86 out of 5 average rating, 183 reviews

Tranquil Nest - Family Home with Spa Tub

Nestled in a wooded neighborhood, our home, ideal for family or friends, is just minutes away from I-75, local dining, entertainment, downtown Dayton, and Dayton International Airport. Enjoy a spacious backyard, a fully-equipped eat-in kitchen, a dedicated workspace, and an attached two-car garage. Unwind in one of the three plush bedrooms, one boasting an en-suite with a jacuzzi tub and seated shower. Experience comfort and convenience at our charming retreat. We look forward to hosting you!

Top guest favourite
A charming blue house features a welcoming front porch with wrought iron railings. Large windows allow natural light to fill the space. A well-maintained lawn and a driveway are visible in front, alongside a detached garage positioned to the side.
Home in Dayton
4.89 out of 5 average rating, 520 reviews

Air Force Museum Getaway! WPAFB & Downtown too...

The best place to stay when visiting the National Air Force Museum. It's open year round, entrance is free, and you even can walk there if you want :) You will also be very close to all the Wright Patterson AFB entrances and only 5 minutes to Wright State University, only 10 minutes to the Nutter Center (for watching various shows) and Downtown Dayton - including the Oregon District, University of Dayton, Schuster Center, Miami Valley Hospital, and others. Perfect for vacation or work!

Guest favourite
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in Dayton
4.95 out of 5 average rating, 167 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Top guest favourite
A shaded outdoor seating area is provided under a hard top canopy. Comfortable couches with light blue cushions are arranged around a chevron-patterned rug. Decorative flowers are placed on a side table, with views of neighboring buildings visible in the distance.
Home in Vandalia
4.97 out of 5 average rating, 165 reviews

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly. Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED Pets allowed with $50/pet fee charge

Top guest favourite
A welcoming entrance features a rustic wooden door painted in red, adorned with a wreath and a sign reading 'The Cranberry Cottage.' A vibrant yellow chair rests beside the door, and a colorful doormat greets visitors. The setting reflects a charming, cozy atmosphere.
Barn in Beavercreek
4.97 out of 5 average rating, 147 reviews

Sweet & Cozy Cranberry Cottage in a vintage barn!

Welcome to the Cranberry Cottage! Enjoy the rustic barn experience while enjoying modern conveniences of this sweet romantic cottage. You'll feel like you're a million miles away from the hustle and bustle while you enjoy coffee on your own private deck. Walk up the path and cross the road and you can enjoy 150 acres with walking trails at Mount Saint John. This cottage in conveniently located close to major highways, shopping, dining and nature. Come enjoy this unique experience.

Guest favourite
The living room features a modern design with a sectional sofa, a sleek coffee table, and a television mounted on the wall. A faux fireplace adds a warm touch, while various plants are placed throughout, and a large window lets in natural light.
Townhouse in Dayton
4.97 out of 5 average rating, 146 reviews

Downtown Dayton Boho Home (with private garage)

Relax in this spacious, centrally located downtown Dayton home. You will enjoy short walks to several restaurants and bars. The home is perfect for your weekend getaway or business travel. Immerse yourself in this modern eclectic designed interior as you take in all of the best that Dayton has to offer. This Townhouse is perfectly located near wedding venues, the Schuster Performing Arts center, comedy clubs, music venues and much more. Dayton airport is a short 16 min drive.

Guest favourite
A cozy living area showcases two cream-colored couches positioned around a dark coffee table. Natural light enters through a large window, enhancing the space. A sleek ceiling fan is visible, and a small dining area is arranged with a table and two chairs against the wall.
Home in Miamisburg
4.94 out of 5 average rating, 204 reviews

The Linden Guesthouse - bike/hike/golf/shop/visit

This updated stylish 2 bed/1.5 bath single story guesthouse is perfect for work, group trips, fun, or family visits. The kitchen has dishes, cookware utensils, and pantry basics (oil, seasonings, sugar & flour). A Keurig single-serving and carafe coffee maker with k-cups and coffee filters is provided. The guesthouse has two living spaces, a dining room, a kitchen, a utility room with a washer and dryer, a private patio with outdoor seating, and a grill.

Top guest favourite
A single-story home is framed by a well-manicured lawn and mature trees. The exterior features light beige siding, red shutters, and a welcoming porch with seating. A pathway leads to the entrance, complementing the tranquil and inviting atmosphere.
Home in Beavercreek
4.97 out of 5 average rating, 119 reviews

Creek Cottage

Keep it simple at this peaceful and centrally-located place. Just minutes from the Nutter Center, WSU, Wright-Patterson AFB, USAF Museum, and I-675 to I-70 & I-75. Beavercreek has great people & dog parks, small businesses (including a fabulous paper crafting store & bakery that addresses dietary restrictions...and it's delish!), and bike/walking paths. Downtown Dayton and UD are ~15 minutes away. Come relax and recharge for your next adventure!

Top guest favourite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guest house in Centerville
5 out of 5 average rating, 264 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Top guest favourite
The exterior of Carillon Cottage features a striking blue facade with white trim, set against a backdrop of lush greenery. The structure displays a classic gable roof, with multiple windows allowing for natural light. A stone wall borders the front garden, which is accentuated by small, neatly trimmed hedges.
Home in Dayton
4.99 out of 5 average rating, 125 reviews

Carillon Cottage - Modern Comfort & Vintage Design

Carillon Cottage is a historic home featuring modern comfort with vintage design. This family-friendly and spacious house, which was originally built in 1905 and fully renovated in 2023, is filled with details highlighting the rich history of Dayton, Ohio. Enjoy the curated display of local photos and elegant furnishings with classical touches. We look forward to hosting you!

Guest favourite
A modern living area features a black sectional sofa paired with a soft throw pillow. A round coffee table sits in front, holding a tray with two glasses. A light-colored wall complements a beach-themed artwork, adding a calming touch to the space.
Home in Dayton
4.91 out of 5 average rating, 160 reviews

Petite Paradise: Tiny Home Vibes! Great Location!

Tiny Home! Enjoy 420 sq home, a private fenced-in yard for your furry friends! Relax on the spacious sun deck or take advantage of the large side yard—ideal for running and playing with your dog. Plus, unwind by the cozy fire pit with provided wood and a swing for ultimate relaxation. Perfect for pet owners and nature lovers alike!

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