Discover Your Perfect Upperco Vacation Homes

Best Vacation Homes in Upperco

House
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like-icon10.0
Exceptional
(61 Reviews)
1 Bedroom 1 Bath 2 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $378/Night 7 Nights - AU $2,644
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Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 2 Baths 4 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
AU $348/Night 7 Nights - AU $2,439
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(164 Reviews)
1 Bedroom 1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $249/Night 7 Nights - AU $1,744
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $385/Night 7 Nights - AU $2,695
New
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
AU $440/Night 7 Nights - AU $3,082
House
Map-icon
like-icon9.2
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $231/Night 7 Nights - AU $1,620
Condo
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $397/Night 7 Nights - AU $2,779
Condo
Map-icon
like-icon2.0
Average
(1 Review)
2 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
AU $456/Night 7 Nights - AU $3,194

Upperco Luxury Rentals

House
Map-icon
5 Bedrooms 2 Baths 6 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
AU $8,091/Night 7 Nights - AU $56,634
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 5 Baths 10 Guests 5400 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $3,155/Night 7 Nights - AU $22,087
House
Map-icon
4 Bedrooms 3 Baths 10 Guests 2900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $2,535/Night 7 Nights - AU $17,746
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
6 Bedrooms 4 Baths 24 Guests 7500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,597/Night 7 Nights - AU $11,181
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House
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5 Bedrooms 5 Baths 12 Guests 3196.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $1,333/Night 7 Nights - AU $9,333
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
7 Bedrooms 5 Baths 16 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $1,184/Night 7 Nights - AU $8,288
Other
Map-icon
like-icon9.6
Exceptional
(33 Reviews)
5 Bedrooms 4 Baths 12 Guests 3200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $1,052/Night 7 Nights - AU $7,362
star-icons-4
House
4 Bedrooms 3 Baths 9 Guests 3498.27 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $1,051/Night 7 Nights - AU $7,355

Upperco Pet Friendly Vacation Rentals

House
Map-icon
2 Bedrooms 2 Baths 4 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $662/Night 7 Nights - AU $4,632
star-icons-3
House
Map-icon
like-icon8.8
Fabulous
(6 Reviews)
4 Bedrooms 2 Baths 9 Guests 2002.09 ft²
  • Hot Tub
    Hot Tub
  • Pet Friendly
    Pet Friendly
More amenities
AU $373/Night 7 Nights - AU $2,609
star-icons-3
Hotel
Map-icon
like-icon8.2
Excellent
(1267 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
AU $172/Night 7 Nights - AU $1,201
Apartment
Map-icon
2 Bedrooms 1 Bath 6 Guests 797 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $200/Night 7 Nights - AU $1,401
star-icons-3
House
Map-icon
like-icon5.0
Average
(1 Review)
4 Bedrooms 5 Baths 8 Guests 5995.5 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $602/Night 7 Nights - AU $4,217
Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $831/Night 7 Nights - AU $5,817
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 9 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $880/Night 7 Nights - AU $6,163
House
Map-icon
like-icon9.6
Exceptional
(25 Reviews)
3 Bedrooms 3 Baths 7 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $557/Night 7 Nights - AU $3,902

Upperco Large Vacation Homes

House
Map-icon
like-icon8.6
Fabulous
(21 Reviews)
5 Bedrooms 3 Baths 15 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $922/Night 7 Nights - AU $6,457
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.5
Exceptional
(42 Reviews)
11 Bedrooms 11 Baths 28 Guests 480.46 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
AU $301/Night 7 Nights - AU $2,104
House
Map-icon
like-icon6.8
Good
(3 Reviews)
3 Bedrooms 2 Baths 30 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $728/Night 7 Nights - AU $5,097
New
star-icons-4
House
Map-icon
5 Bedrooms 2 Baths 12 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $314/Night 7 Nights - AU $2,199
House
Map-icon
like-icon6.0
Good
(1 Review)
5 Bedrooms 4 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $780/Night 7 Nights - AU $5,460
Cabin
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7 Bedrooms 6 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $842/Night 7 Nights - AU $5,892
Apartment
Map-icon
like-icon8.4
Excellent
(6 Reviews)
5 Bedrooms 1 Bath 12 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $436/Night 7 Nights - AU $3,055

Why Choose Rent By Owner for your Upperco 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 Upperco

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region’s climate and seasonal changes offer unique opportunities for enjoying this destination at its best.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather, making it an excellent time for outdoor activities and enjoying the natural beauty. Booking your vacation rentals now ensures you can secure the best properties during this popular season.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This peak season offers mild temperatures and vibrant scenery, attracting visitors who want to explore comfortably. Reserving accommodations ahead of time guarantees a convenient stay in this desirable destination.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The quieter months bring cooler temperatures and fewer crowds, ideal for travelers seeking a peaceful retreat. Securing vacation rentals now can lead to better rates and more availability during this off-peak period.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Early Spring (March to April)

As the region transitions from winter, this shoulder season offers fewer visitors and lower prices. It's a great time to book your stay and enjoy a more relaxed experience in this scenic destination.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Upperco

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 spaces perfect for family gatherings or romantic meals under the open sky.
  • Relax in a private backyard with lush landscaping, ideal for lounging or outdoor activities.
  • Make the most of a spacious patio area designed for entertaining guests or enjoying a quiet evening.
  • Take advantage of a well-maintained swimming pool to cool off during warm summer days.
  • Utilize dedicated grilling stations that allow you to prepare delicious meals outdoors.
  • Explore nearby walking or biking trails directly from your rental, immersing yourself in the natural beauty of the area.
  • Unwind in scenic outdoor seating areas with picturesque views, perfect for watching sunsets or stargazing.
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Family Activities

  • Patapsco Valley State Park: Explore the scenic trails, picnicking areas, and family-friendly activities within this expansive natural park nearby.
  • The Maryland State Fairgrounds: Attend seasonal events, festivals, and entertainment that offer engaging experiences for all ages in the region.
  • Liberty Reservoir: Enjoy outdoor recreation such as fishing, boating, and lakeside picnics at this popular local water spot.
  • Local Farm Visits: Discover nearby farms offering seasonal fruit picking and educational tours, perfect for a fun family day out in the area.
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Adult Activities

  • Hiking and Nature Trails: Explore scenic paths through the area's lush landscapes, ideal for appreciating the natural beauty around your vacation rental.
  • Local Wineries and Breweries: Visit regional wineries and breweries to enjoy tasting experiences that highlight the region's unique flavors.
  • Historic Sites and Museums: Discover the area's rich history by touring local historic sites and engaging with exhibits that tell the story of this destination.
  • Outdoor Activities in State Parks: Take advantage of recreational opportunities like birdwatching, picnicking, or leisurely walks within nearby state parks.

Upperco Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local outdoor scenery: Take advantage of the area's parks and natural landscapes to enjoy outdoor activities that showcase the region's scenic beauty.
  • Plan your dining experiences: Discover nearby eateries offering regional flavor, making your stay in this destination more memorable and authentic.
  • Utilize local amenities efficiently: Familiarize yourself with community facilities and services to ensure a comfortable and convenient visit here.
  • Book well in advance: Secure your preferred vacation rentals early to enjoy the best properties and avoid last-minute availability issues in this popular area.

Transportation Options

  • Car Rentals: Renting a car here offers you the flexibility to explore Upperco and the surrounding region at your own pace.
  • Public Transit: Local bus services provide an affordable way to travel within the area, connecting you to nearby towns and amenities.
  • Taxi Services: Taxis and ride-sharing options are readily available for convenient point-to-point transportation throughout this destination.
  • Airport Shuttles: Shuttle services from Baltimore/Washington International Thurgood Marshall Airport make arriving and departing hassle-free for visitors seeking vacation rentals in the area.

Local Customs Options

  • Traditional Chesapeake Bay Cuisine: You’ll find that local dining deeply reflects the region's maritime heritage, emphasizing fresh seafood and classic Maryland flavors.
  • Milling Heritage Celebrations: Participating in regional festivals showcases the area's historic importance in agriculture and milling traditions, giving you a glimpse into its past.
  • Community Festivals and Markets: Enjoy local farmers markets and seasonal celebrations that highlight the area’s close-knit community and commitment to local produce.
  • Respect for Nature and Outdoor Etiquette: The region’s outdoor activities are complemented by a strong appreciation for conservation and respectful recreation in natural settings.

Frequently Asked Questions About Upperco?

2. How many vacation rentals have private pools in Upperco?

3. Which vacation homes in Upperco are best for families?

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

4. How many Rentbyowner vacation rentals are available in Upperco?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 169 in the Upperco 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 Upperco. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s best to review the specific rental's terms directly on the property page or contact the owner for detailed information regarding cancellations and potential refunds.

6. Are there any specific check-in and check-out times I should be aware of for vacation rentals here?

Check-in and check-out times are set by each property owner. To ensure a smooth stay, consult the individual listing details or communicate with the host beforehand for precise timing.

7. How can I find pet-friendly vacation rentals in this region?

Many listings indicate whether they welcome pets. Use the search filters or review the property descriptions carefully to identify accommodations that are suitable for guests traveling with animals.

8. What amenities are typically included in vacation rentals in this destination?

Amenities can differ from one property to another, but common features include Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. Check the property listing for a complete amenities list before booking.

9. Is there an easy way to get assistance if I encounter issues during my stay?

Yes, most hosts and property managers provide contact information for support. Reach out through the messaging platform or contact details provided in your booking confirmation for prompt assistance.

Upperco Top Rated Vacation Rentals

Other
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $592/Night 7 Nights - AU $4,143
Other
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $328/Night 7 Nights - AU $2,298
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(861 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $198/Night 7 Nights - AU $1,388
star-icons-3
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 1485.42 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $492/Night 7 Nights - AU $3,445
Hotel
Map-icon
like-icon8.8
Fabulous
(1003 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $158/Night 7 Nights - AU $1,105
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(763 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $207/Night 7 Nights - AU $1,449
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(1017 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $190/Night 7 Nights - AU $1,328
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(122 Reviews)
4 Baths 484.37 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $189/Night 7 Nights - AU $1,325