Discover Your Perfect Montgomery County Vacation Homes

Best Vacation Homes in Montgomery County

House
Map-icon
5 Bedrooms 4 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $747/Night 7 Nights - US $5,226
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 10 Guests 473.61 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $700/Night 7 Nights - US $4,900
Bed & Breakfast
Map-icon
like-icon9.0
Exceptional
(75 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
US $93/Night 7 Nights - US $650
Villa
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5 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $462/Night 7 Nights - US $3,233
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 2012.85 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
US $447/Night 7 Nights - US $3,129
New
Cabin
Map-icon
3 Bedrooms 2 Baths 6 Guests 2700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $377/Night 7 Nights - US $2,636
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $90/Night 7 Nights - US $633
Apartment
Map-icon
like-icon10.0
Exceptional
(128 Reviews)
2 Bedrooms 1 Bath 6 Guests 1585 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $176/Night 7 Nights - US $1,231

Montgomery County Luxury Rentals

House
Map-icon
12 Bedrooms 12 Baths 24 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
Unlock the Best Price
House
Map-icon
12 Bedrooms 1 Bath 24 Guests 204.51 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
Unlock the Best Price
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 6 Baths 10 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $2,136/Night 7 Nights - US $14,950
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,485/Night 7 Nights - US $10,396
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 1 Bath 10 Guests 2690.98 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $1,471/Night 7 Nights - US $10,296
House
Map-icon
6 Bedrooms 4 Baths 15 Guests 10763.91 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $1,304/Night 7 Nights - US $9,128
Villa
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
5 Bedrooms 5 Baths 10 Guests 9500 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $1,255/Night 7 Nights - US $8,786
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,203/Night 7 Nights - US $8,419

Montgomery County Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(49 Reviews)
1 Bedroom 1 Bath 4 Guests 301 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $126/Night 7 Nights - US $879
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $315/Night 7 Nights - US $2,205
star-icons-4
Apartment
Map-icon
like-icon7.0
Very Good
(8 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $439/Night 7 Nights - US $3,070
New
Apartment
Map-icon
like-icon10.0
Exceptional
(48 Reviews)
1 Bedroom 1 Bath 2 Guests 301 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $120/Night 7 Nights - US $839
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests 3196.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $571/Night 7 Nights - US $3,999
New
Apartment
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
1 Bedroom 1 Bath 4 Guests 301 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $129/Night 7 Nights - US $901
Apartment
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
1 Bedroom 1 Bath 4 Guests 301 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $126/Night 7 Nights - US $879
New
Apartment
Map-icon
like-icon10.0
Exceptional
(41 Reviews)
1 Bedroom 1 Bath 2 Guests 301 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $117/Night 7 Nights - US $821

Montgomery County Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 4 Baths 16 Guests 1292 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $808/Night 7 Nights - US $5,656
star-icons-3
Apartment
Map-icon
like-icon9.5
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests 1700.7 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $284/Night 7 Nights - US $1,990
House
Map-icon
6 Bedrooms 5 Baths 1 Guest
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $931/Night 7 Nights - US $6,518
Apartment
Map-icon
like-icon8.8
Fabulous
(26 Reviews)
2 Bedrooms 2 Baths 10 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,154/Night 7 Nights - US $8,080
star-icons-4
House
Map-icon
like-icon9.3
Exceptional
(3 Reviews)
5 Bedrooms 4 Baths 10 Guests 3035.42 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,120/Night 7 Nights - US $7,839
Villa
Map-icon
like-icon8.8
Fabulous
(21 Reviews)
2 Bedrooms 2 Baths 7 Guests 3800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $229/Night 7 Nights - US $1,604
Villa
Map-icon
like-icon8.6
Fabulous
(18 Reviews)
1 Bedroom 1 Bath 3 Guests 2750 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $197/Night 7 Nights - US $1,377
New
House
Map-icon
1 Bedroom 4 Baths 15 Guests 1615 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $637/Night 7 Nights - US $4,461

Discover & compare premier experiences around Montgomery County

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

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?

Understanding the best time to visit here can help you enjoy your stay in this destination’s unique atmosphere, whether you're seeking vibrant local events or peaceful moments in nature.

Peak Season Highlights

spring
Spring (March to May)

During spring, the area comes alive with mild weather and blooming landscapes, making it a perfect time to explore local attractions from your vacation rentals.

Average Temperature Daytime: 60-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn offers pleasant temperatures and vibrant foliage, ideal for enjoying outdoor activities and scenic views from your vacation rental accommodations in the region.

Average Temperature Daytime: 65-70°F - Nighttime: 50-55°F

Off-Season Highlights

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Summer (June to August)

While summer brings warm weather, it tends to be busier with visitors. This season is great if you prefer lively atmospheres and spacious vacation rentals.

Average Temperature Daytime: 80-90°F - Nighttime: 65-70°F
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Winter (December to February)

In winter, the region experiences cooler temperatures, offering a peaceful retreat from the busy seasons with cozy vacation rentals perfect for relaxed getaways.

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 savoring meals in the fresh air.
  • Relax on private patios or decks that provide a peaceful retreat after exploring the area.
  • Make the most of landscaped gardens or green spaces surrounding your rental.
  • Take advantage of outdoor fire pits ideal for cozy evenings with family and friends.
  • Stay active with access to walking trails or nature paths nearby.
  • Utilize outdoor pools or hot tubs to unwind during your stay.
  • Benefit from spacious yards or lawns, great for outdoor games and activities.
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Family Activities

  • Medieval Times Dinner & Tournament: Experience an exciting medieval-style dinner show that captivates families with knights, horses, and authentic entertainment in this historic region.
  • Northwest Branch Stream Valley Park: Enjoy outdoor activities like hiking, picnicking, and nature exploration along the scenic trails in this expansive park within the area.
  • Montgomery County Agricultural Fairgrounds: Attend seasonal events, farm exhibitions, and family-friendly festivals that showcase local culture and community spirit here.
  • Cabin John Regional Park: Discover a variety of recreational facilities, including playgrounds, sports fields, and fishing opportunities perfect for family outings in this part of the region.
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Adult Activities

  • Explore the National Arboretum: Discover the diverse plant collections and tranquil gardens, perfect for a relaxing day amidst nature in this region.
  • Visit the Montgomery County Agricultural Fairgrounds: Experience local culture and entertainment with seasonal fairs, exhibitions, and events tailored for adult visitors.
  • Enjoy craft beverages at regional breweries: Savor locally brewed beers at popular breweries that showcase the area's vibrant craft beer scene.
  • Discover cultural arts at the Strathmore Arts Center: Immerse yourself in art exhibitions, concerts, and performances held in this prominent cultural hub located nearby.

Montgomery County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the time to indulge in regional flavors at popular eateries near your vacation rental, immersing yourself in the authentic culinary scene of this destination.
  • Plan Outdoor Activities: Make the most of the area's parks and recreational spaces by scheduling outdoor adventures that showcase the natural beauty and vibrant community here.
  • Visit Cultural Attractions: Discover the region’s history and arts by including local museums or venues in your itinerary, enriching your understanding of this destination.
  • Utilize Nearby Transportation: Maximize your stay by familiarizing yourself with local transit options, making it easy to explore the area's hidden gems efficiently from your vacation rental.

Transportation Options

  • Metro SubwayLink: This rapid transit system provides convenient access to key areas around Montgomery County and connects you seamlessly to Washington, D.C., making it an efficient transportation option for exploring the region.
  • MD Transit Bus Service: The extensive bus network offers flexible routes throughout the county, allowing you to easily reach local attractions, shopping centers, and nearby neighborhoods during your stay.
  • Ride-Sharing Services: Popular ride-sharing platforms operate extensively here, offering a reliable and door-to-door transportation choice that helps you navigate the area comfortably and efficiently.
  • Driving Your Own Vehicle: Having a car gives you the freedom to explore all corners of the region at your own pace, with ample parking options available near many vacation rentals in Montgomery County.

Local Customs Options

  • Community Parades: During local celebrations, you'll find vibrant parades showcasing Montgomery County’s rich cultural heritage and community spirit.
  • Farmers' Markets: Visiting farmers' markets in the area is a cherished tradition where residents and visitors alike enjoy fresh local produce and handmade goods.
  • Historic Preservation: Respect for historical landmarks and architecture is deeply rooted here, reflecting the area's commitment to preserving its unique heritage.
  • Local Dining Etiquette: Embracing the region's diverse culinary scene involves appreciating casual yet courteous dining customs common among residents and visitors alike.

Montgomery County Vacation Rental Frequently Asked Questions

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 1238 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, Maryland?

Cancellation policies vary by listing, so it’s important to review the specific terms on the property’s page. Reach out to the owner directly if you have questions about potential refunds or flexible dates.

6. How do I find the best vacation rental deals in Montgomery County, Maryland?

To secure the best rates, compare listings based on your preferred amenities and location within the area. Booking well in advance and checking for special offers can also help you save on your stay.

7. Are the vacation rentals in Montgomery County equipped with essential amenities?

Most listings include essential amenities such as Wi-Fi, kitchen facilities, and parking. To confirm specific features, always review the detailed property description or contact the owner for clarification.

8. What should I know about the check-in and check-out process for vacation rentals here?

Check-in and check-out procedures are outlined in each listing. Some properties offer flexible times or self-check-in options, but it’s best to confirm these details directly with the owner prior to your arrival.

9. How safe and reliable are vacation rentals in Montgomery County, Maryland?

Vacation rentals in this destination are typically vetted for safety and quality. For added peace of mind, read guest reviews and communicate with the owner to ensure a trustworthy experience during your stay.

Montgomery County Top Rated Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 4 Guests 490 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $289/Night 7 Nights - US $2,025
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
5 Bedrooms 3 Baths 10 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $833/Night 7 Nights - US $5,832
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $122/Night 7 Nights - US $851
Apartment
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $201/Night 7 Nights - US $1,407
Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $575/Night 7 Nights - US $4,022
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests 729 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $476/Night 7 Nights - US $3,335
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $136/Night 7 Nights - US $955
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 1035 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $96/Night 7 Nights - US $671