Discover Your Perfect Montgomery County Vacation Homes

Best Vacation Homes in Montgomery County

New
House
Map-icon
like-icon10.0
Exceptional
(28 Reviews)
4 Bedrooms 2 Baths 10 Guests 3763 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $816/Night 7 Nights - AU $5,708
Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests 118.4 ft²
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
AU $288/Night 7 Nights - AU $2,018
star-icons-3
Bed & Breakfast
Map-icon
like-icon10.0
Exceptional
(118 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $196/Night 7 Nights - AU $1,370
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 12 Guests 2460 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
AU $966/Night 7 Nights - AU $6,764
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 4 Guests 2303.48 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $678/Night 7 Nights - AU $4,748
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 35166 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $476/Night 7 Nights - AU $3,332
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 8 Guests 3128 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $738/Night 7 Nights - AU $5,163
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 1720 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $480/Night 7 Nights - AU $3,359

Montgomery County Luxury Rentals

House
Map-icon
like-icon9.8
Exceptional
(9 Reviews)
6 Bedrooms 4 Baths 8 Guests
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $6,253/Night 7 Nights - AU $43,773
House
Map-icon
5 Bedrooms 4 Baths 10 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
AU $3,825/Night 7 Nights - AU $26,773
House
Map-icon
4 Bedrooms 3 Baths 8 Guests 3110 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $3,750/Night 7 Nights - AU $26,250
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 10 Guests 3400 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $3,721/Night 7 Nights - AU $26,049
New
House
Map-icon
4 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $3,350/Night 7 Nights - AU $23,447
House
Map-icon
4 Bedrooms 3 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $3,315/Night 7 Nights - AU $23,204
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 3 Baths 10 Guests 3300 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
AU $3,070/Night 7 Nights - AU $21,488
House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $2,460/Night 7 Nights - AU $17,224

Montgomery County Pet Friendly Vacation Rentals

New
House
Map-icon
like-icon9.8
Exceptional
(18 Reviews)
4 Bedrooms 2 Baths 8 Guests 2867 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $599/Night 7 Nights - AU $4,195
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.2
Exceptional
(151 Reviews)
12 Bedrooms 9 Baths 25 Guests 326.5 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
AU $224/Night 7 Nights - AU $1,566
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(810 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $179/Night 7 Nights - AU $1,256
House
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
4 Bedrooms 4 Baths 12 Guests 4296 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $753/Night 7 Nights - AU $5,274
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests 1797.57 ft²
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
AU $390/Night 7 Nights - AU $2,731
House
Map-icon
like-icon7.8
Very Good
(10 Reviews)
5 Bedrooms 4 Baths 10 Guests 3000 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $795/Night 7 Nights - AU $5,564
House
Map-icon
like-icon6.0
Good
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 2297 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $532/Night 7 Nights - AU $3,727
New
House
Map-icon
3 Bedrooms 3 Baths 6 Guests 1800 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $867/Night 7 Nights - AU $6,066

Montgomery County Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,009/Night 7 Nights - AU $7,060
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 1948.27 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $548/Night 7 Nights - AU $3,838
House
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
4 Bedrooms 3 Baths 10 Guests 1950 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $573/Night 7 Nights - AU $4,008
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 2400.35 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
AU $216/Night 7 Nights - AU $1,510
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 10 Guests 3400 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,586/Night 7 Nights - AU $11,101
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $2,095/Night 7 Nights - AU $14,666
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $2,095/Night 7 Nights - AU $14,666
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
AU $2,131/Night 7 Nights - AU $14,919

Why Choose Rent By Owner for your Montgomery County Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Montgomery County

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, allowing you to enjoy the region's natural beauty and local events at their best throughout the year.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, you can enjoy the region's lush landscapes and mild weather, making it an ideal time for outdoor activities and sightseeing.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and comfortable temperatures, perfect for exploring local scenery and enjoying outdoor adventures in the area.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Summer (June to August)

In the summer, the region experiences warmer temperatures and longer days, providing a lively atmosphere for outdoor fun and relaxation.

Average Temperature Daytime: 80-85°F - Nighttime: 60-65°F
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Winter (December to February)

This quieter season offers cooler weather and fewer crowds, making it a peaceful time to enjoy the area's serene beauty and cozy accommodations.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Montgomery County

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for meals under the open sky.
  • Take advantage of spacious yards or gardens ideal for relaxing or outdoor activities.
  • Make the most of private patios or decks that provide scenic views of the surrounding area.
  • Relax in outdoor seating areas designed for socializing or enjoying the fresh air.
  • Utilize grills and BBQ facilities for authentic cookouts in the region's pleasant climate.
  • Explore nearby walking trails or pathways accessible directly from your rental property.
  • Benefit from amenities such as fire pits, perfect for gathering during cooler evenings in this destination.
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Family Activities

  • Visit the Virginia Tech University Campus: Explore the beautiful grounds and engaging visitor centers that showcase the region's academic and cultural significance.
  • Discover the Montgomery County Historic Districts: Walk through charming towns with well-preserved historical sites that offer a glimpse into the area's rich past.
  • Enjoy Outdoor Adventures at Local Parks: Take advantage of the scenic parks for hiking, picnicking, and nature walks suitable for all ages visiting here.
  • Experience Family-Friendly Events and Festivals: Participate in seasonal celebrations and community events that highlight local traditions and entertainment options.
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Adult Activities

  • Wine Tasting Tours: Explore the region's renowned vineyards and sample locally crafted wines while enjoying scenic vineyard views, perfect for wine enthusiasts visiting Montgomery County.
  • Hiking and Nature Trails: Discover the area's natural beauty by trekking through well-maintained trails that showcase the region's lush landscapes and outdoor serenity.
  • Historical Museums and Sites: Delve into the local history by visiting museums and historic landmarks that provide insights into this destination's rich cultural heritage.
  • Local Dining Experiences: Savor diverse culinary delights at eateries across the area, offering everything from farm-to-table fare to regional favorites, ideal for food lovers exploring here.

Other Places to Stay in Montgomery County, VA

Montgomery County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Adventures: Take advantage of the area's scenic parks and natural landscapes by scheduling outdoor activities that showcase the region’s beauty, perfect for making memorable experiences during your stay.
  • Explore Local Dining Options: Discover the regional cuisine and hidden gems in local eateries to fully immerse yourself in the area's culinary culture and enjoy authentic flavors.
  • Utilize Seasonal Events: Check out seasonal festivals or community events that can enrich your visit and provide a unique insight into the area’s local traditions and vibrant community spirit.
  • Book Early for Popular Stays: Secure your preferred vacation rentals well in advance to ensure availability during peak travel times and to enjoy the best accommodations this destination has to offer.

Transportation Options

  • Virginia Railway Express (VRE): This commuter rail service offers convenient connections to nearby cities and is ideal for travelers staying in the region who want to explore beyond Montgomery County.
  • Martin State Airport Shuttle Service: A reliable ground transportation option providing direct transfers from the area to major airports, perfect for catching your flight hassle-free.
  • Local Bus Services: The regional bus network connects you to key points within the region, making it easy to navigate without a car during your stay.
  • Rental Car Agencies: Several car rental companies operate locally, giving you the flexibility to explore the area at your own pace and access remote attractions conveniently.

Local Customs Options

  • Southern Hospitality: You will experience warm welcomes and friendly interactions that reflect the area's reputation for genuine Southern hospitality.
  • Farmers' Markets and Local Produce: Engaging with local farmers at markets is a cherished custom here, offering fresh, regional products that support the community.
  • Respect for religious customs and traditions is common, often observed through community events and seasonal celebrations.
  • Preserving local history is important, with traditional festivals and events reflecting the region’s rich cultural roots.

Frequently Asked Questions About Montgomery County?

2. How many vacation rentals have private pools in Montgomery County?

3. Which vacation homes in Montgomery County are best for families?

If you are looking for a family-friendly vacation home in Montgomery County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Montgomery County:

4. How many Rentbyowner vacation rentals are available in Montgomery County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 290 in the Montgomery County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Montgomery County. 

5. What is the cancellation policy for vacation rentals in Montgomery County, Virginia?

Cancellation policies vary depending on the property owner and listing details. To ensure you understand the specific terms, review the cancellation policy listed on the rental's page or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning charges, service fees, or security deposits may apply and are specified in the listing. It's advisable to read the full description and fee breakdown on the property page or inquire with the host for clarification.

7. What amenities can I expect in vacation rentals in Montgomery County, Virginia?

The available amenities vary by property, but many rentals offer essentials like Wi-Fi, parking, kitchen facilities, and outdoor spaces. Check the detailed amenities list on each listing to find accommodations that meet your needs.

8. How do I confirm my reservation for a vacation rental here?

Reservations are confirmed through the booking process on the listing page. Once you complete your booking, you'll receive a confirmation email. For any questions during this process, contact the property owner or support team.

9. Is there a minimum stay requirement for vacation rentals in this region?

Minimum stay requirements depend on the individual rental property and the season. Details are usually indicated on the listing, so review each property’s policies or reach out to the host if you're unsure about the length of stay.

Montgomery County Top Rated Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(75 Reviews)
3 Bedrooms 1 Bath 9 Guests 17400 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $418/Night 7 Nights - AU $2,925
House
Map-icon
like-icon10.0
Exceptional
(61 Reviews)
2 Bedrooms 1 Bath 6 Guests 1500 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $576/Night 7 Nights - AU $4,029
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
3 Bedrooms 2 Baths 6 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
AU $2,014/Night 7 Nights - AU $14,097
star-icons-3
Hotel
Map-icon
like-icon9.8
Exceptional
(1246 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $152/Night 7 Nights - AU $1,067
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(418 Reviews)
1 Bedroom 1 Bath
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
AU $166/Night 7 Nights - AU $1,162
Hotel
Map-icon
like-icon9.6
Exceptional
(1004 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $170/Night 7 Nights - AU $1,190
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(602 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
AU $186/Night 7 Nights - AU $1,305
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(107 Reviews)
2 Baths 595.6 ft²
  • Private Pool
    Private Pool
  • Breakfast
    Breakfast
More amenities
AU $162/Night 7 Nights - AU $1,132