Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

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Top guest favourite
The exterior of the studio cottage is seen, featuring white siding and red shutters. A walkway leads to the entrance, bordered by vibrant flower pots. Plants are hanging from the front, and a grill area is visible in the background among greenery.
Guest house in New Lebanon
4.97 out of 5 average rating, 229 reviews

Cottage on a working market garden

Studio cottage with full bath and self-catering kitchen with pots and pans, etc., queen sized bed with fresh linens and towels provided. This cottage is on a working market garden. Maximum occupancy two adults. We do have a small bed that could be added to accommodate a small child about 6 years and under. WE WILL ACCEPT SOME PETS, BUT NOT ALL. We are one mile from grocery shopping. Local roads ideal for cycling. Thirteen miles west of Dayton. Price includes fresh flowers and vegetables from the garden during the season. One cat on the property. Cottage has ceiling fan and good air circulation and a window air-conditioner during the warmer months. There is a TV that streams Apple TV and Kanopy in the cottage, and excellent WIFI access. National Air Force Museum in Dayton is only 20 miles/ 30 minutes away. University of Dayton is 14 miles/ 20 minutes from the cottage. Dayton International Airport is 21 miles/ 26 minutes away. Your hosts are a hospitable couple who enjoy meeting new people. If no one else is booked after you, we can be more flexible with the check-out time.

Top guest favourite
A light-colored couch is centered in the living area, complemented by a striped blue cushion. A glass coffee table rests on a patterned rug. A floor lamp and a side table fill the space, while a landscape painting adorns the wall, adding a touch of nature.
Flat in Centerville
4.9 out of 5 average rating, 322 reviews

Apt 1: Octopus Garden in Uptown Centerville

This apartment is a twin to our 'Pilot Lounge' airbnb located across the hall. Two adults can sleep in a dedicated bedroom on a queen bed while your third guest sleeps on a twin roll-away bed. The kitchen is equipped for basic cooking with a fridge, Keurig, oven, microwave and toaster plus tableware. There's a 42" TV paired with an apple TV loaded with multiple apps. Alexa provides info and light control. Two window a/c keep the place cool. Free parking is available in the adjacent public lot.

Top guest favourite
The guesthouse is nestled among lush greenery and trees, offering a serene view of the white exterior. Vibrant foliage surrounds the structure, while various plants and gardens enhance the natural landscape, creating a tranquil atmosphere.
Cottage in Dayton
4.98 out of 5 average rating, 304 reviews

The Blue Heron Guest House

Whether you are traveling solo for work, or for recreation with your family, our lovely two bedroom, 1200 square foot guest house is ideal. One of two houses on the property (we live in the other) designed and built in 1920 as a summer residence for a local family. These 5.5 acres of park-like setting are situated on the serene Stillwater River. Tucked away, in the midst of the suburbs, surrounded by trees, gardens and the sound of birds, this gem of a place is a perfect home away from home.

Guest favourite
A comfortable living area is highlighted with large windows allowing natural light. A brown leather sofa and a light-colored armchair are arranged around a circular coffee table. A flat-screen TV is mounted on the wall, accompanied by decorative plants and a vibrant area rug.
Home in Dayton
4.97 out of 5 average rating, 180 reviews

Renshaw Ranch - Elegant King Bed Suite

Welcome to the Renshaw Ranch! Your own private home away from home with simple yet elegant touches throughout where you may find retreat and rest. Conveniently located for essentially any reason you have to visit the Dayton area; family, business, vacation or personal. You are minutes away from Kettering Hospital (3 min), Miami Valley Hospital (10min), I-75 (5 min), NCR (5 min), Dayton Mall, UD, WSU, WPAFB, restaurants and shopping, ie The Greene, Austin Landing, Oregon District and much more.

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, 249 reviews

The Carriage House in the Heart of Uptown

The Carriage House. Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, the Carriage House blends timeless character, with modern style & comfort, making it one of Centerville’s true hidden gems. Just steps from Uptown 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.

Guest favourite
Home in Dayton
4.93 out of 5 average rating, 196 reviews

Great Location | Historic Oregon District

Welcome to our cozy 1-bedroom duplex, blending mid-century charm with modern comfort in Dayton’s historic Oregon District. Perfect for a weekend getaway or extended stay, this inviting first-floor space offers a comfy queen bed, fully equipped kitchen, and a cozy living room. Enjoy easy access to local attractions and unwind in the warm, welcoming atmosphere after exploring all that Dayton has to offer. #1bedroom #superhost #Airbnb #budgetfriendly #dayton #cozy #easyaccess #DaytonOH

Guest favourite
A modern living area features exposed brick walls, complementing a spacious grey sofa and a patterned armchair. A round coffee table sits on a striped rug, while a television cabinet and hanging light fixtures add to the elegant ambiance. The kitchen area is visible in the background.
Flat in Dayton
4.93 out of 5 average rating, 152 reviews

Historic & Eclectic Apt in the Heart of Huffman!

A new space inviting you to experience all that Historic Huffman and the surrounding neighborhoods have to offer! Located in a 140 year old building, this recently renovated unit has been given new life and is ready to welcome you to the Gem City. If you're here for business, visiting friends, or attending a wedding at The Lift or one of downtown's many venues, this centrally located space is a great place to kick-back and relax. Please read House Manual prior to booking. Thank you!

Top guest favourite
A charming yellow cottage is presented with a vibrant blue door, decorated with a festive wreath. Lush greenery surrounds the home, featuring neatly trimmed bushes and a well-kept lawn. A soft path leads to the welcoming entry, while a wooden fence offers a sense of privacy.
Home in Dayton
5 out of 5 average rating, 104 reviews

Yellow Bird Cottage; Cozy, Clean, Downtown

Tranquil and exceptionally clean solar powered home on a cul-de-sac in a quaint and safe historic neighborhood near downtown Dayton. It is excellent proximity to many events, bike paths, rivers and highways. Nearest restaurants, coffee, clubs, bars and river are 5-15 min walk. Grandveiw Hospital-.3 mile Dayton Art Institute-.3 mile Victoria Theater and Schuster Center- .7 miles Oregon District-1.2 miles UD-3.3 miles National Museum of the Air Force-13 miles

Top guest favourite
The living area features a genuine leather sofa positioned across from a dark wood entertainment unit. Two upholstered armchairs are situated near arched windows, adorned with floral curtains. The walls are decorated with distinctive Gucci wallpaper, and a light rug complements the hardwood flooring.
Guest house in Dayton
4.97 out of 5 average rating, 157 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 favourite
A spacious living area features a light-colored sectional sofa adorned with patterned cushions. A wooden side table stands nearby, and various plants add natural elements. Sunlight filters through sheer curtains, enhancing the bright ambiance of the room.
Home in Dayton
4.95 out of 5 average rating, 195 reviews

Well-Styled · King Bed · Fast Wi-Fi · Top Location

Welcome to La Belle Verde, a Guest Favorite in Dayton’s Historic St. Anne’s Hill. Built in the late 1890s, this home rests on a quiet, tree-lined street in one of Dayton’s most historic neighborhoods, it’s only minutes from downtown, the Oregon District, UD, and Miami Valley Hospital. Inside, history and comfort come together in 10-foot ceilings, windows that pour in natural light, and greenery that brings the home to life.

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, 116 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 well-appointed kitchen and living area is showcased, featuring a black sectional sofa with a soft throw. Light wood flooring complements the white cabinetry and modern appliances, including a microwave and a stove. A stylish wall featuring intricate tile patterns adds character.
Home in Dayton
4.91 out of 5 average rating, 147 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!

Popular amenities for Montgomery County holiday rentals

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  2. United States
  3. Ohio
  4. Montgomery County