Best Vacation Homes in Upperco
1000 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,428/Night
For 7 Nights R31,002
2002.09 ft²
4 Guests
1 Bedroom
2 Bathrooms
Apartment
- Fireplace/Heating
- Parking
- Internet
R4,085/Night
For 7 Nights R28,603
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Spa
- Fireplace/Heating
- Pool
R2,922/Night
For 7 Nights R20,454
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
House
- Fireplace/Heating
- Air Conditioner
- Internet
R4,515/Night
For 7 Nights R31,609
480.46 ft²
28 Guests
11 Bedrooms
11 Bathrooms
Bed & Breakfast
- Oceanfront
- Spa
- Fireplace/Heating
R3,163/Night
For 7 Nights R22,146
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,712/Night
For 7 Nights R18,992
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R4,270/Night
For 7 Nights R29,884
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Private Pool
- Fireplace/Heating
- Pool
R5,629/Night
For 7 Nights R39,397
Upperco Luxury Rentals
6 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Internet
- Child Friendly
- Security/Safety
R94,878/Night
For 7 Nights R664,144
5400 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R37,002/Night
For 7 Nights R259,020
2900 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R29,728/Night
For 7 Nights R208,107
7500 ft²
24 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R22,619/Night
For 7 Nights R158,327
3196.88 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
R15,635/Night
For 7 Nights R109,450
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R14,845/Night
For 7 Nights R103,914
16 Guests
7 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R13,886/Night
For 7 Nights R97,194
3200 ft²
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R12,582/Night
For 7 Nights R88,076
Upperco Pet Friendly Vacation Rentals
2500 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,760/Night
For 7 Nights R54,314
2002.09 ft²
9 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Pet Friendly
- Parking
R4,370/Night
For 7 Nights R30,591
R1,860/Night
For 7 Nights R13,012
797 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
R3,586/Night
For 7 Nights R25,104
5995.5 ft²
8 Guests
4 Bedrooms
5 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
R7,064/Night
For 7 Nights R49,451
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R9,746/Night
For 7 Nights R68,213
3500 ft²
9 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R10,303/Night
For 7 Nights R72,123
2100 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R6,536/Night
For 7 Nights R45,755
Upperco Large Vacation Homes
15 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
R9,903/Night
For 7 Nights R69,314
53819.55 ft²
11 Guests
1 Bedroom
5 Bathrooms
Family Friendly
Villa
- Balcony/Terrace
- View
- Pet Friendly
R8,297/Night
For 7 Nights R58,077
30 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R8,539/Night
For 7 Nights R59,769
8 Guests
7 Bedrooms
6 Bathrooms
Group Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Parking
R9,871/Night
For 7 Nights R69,101
27986 ft²
16 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,372/Night
For 7 Nights R51,604
10 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
R10,305/Night
For 7 Nights R72,140
5300 ft²
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R9,546/Night
For 7 Nights R66,817
5 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R2,349/Night
For 7 Nights R16,445
Why Choose Rent By Owner for your Upperco Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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
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
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
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
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
How to Book Your Upperco Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Upperco
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Upperco
What attractions are nearby?
In this region, you can enjoy a variety of outdoor activities such as exploring scenic parks, engaging in local wildlife observation, or taking peaceful walks through natural trails, all conveniently close to your vacation rentals here.
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.
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?
1. What are the top vacation rentals in Upperco?
There are a lot of options in Upperco. If you plan on staying in the Upperco area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upperco:
- Restored, Historic Mill House Near The NCR Trail
- Peaceful Hollow | 4 Bed, 2 Bath
- 'Chateau Ridge' Peaceful Retreat w/Fire Pit!
- Unique Tiny House Getaway on Historic Farm
- Spacious 1 Bedroom Apt - Westminster, MD. Close to McDaniel College.
- Chateau Ridge Peaceful Retreat with Fire Pit!
- Stunning 14 Acre Modern Villa with Sunroom
- Secluded Country Farm Estate
- Tranquil 2br w. Office Work Space & Private Patio
- Luxurious Entertainers Dream Home in Sparks
2. How many vacation rentals have private pools in Upperco?
There are 13 vacation rentals with private pools near Upperco. Top-rated RBO homes that have access to a swimming pool include:
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 162 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
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Other
- Private Pool
- Fireplace/Heating
- Pool
R6,941/Night
For 7 Nights R48,581
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,217/Night
For 7 Nights R43,521
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
R2,325/Night
For 7 Nights R16,281
1485.42 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Pool
R5,772/Night
For 7 Nights R40,399
R1,852/Night
For 7 Nights R12,963
R2,165/Night
For 7 Nights R15,148
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
R6,441/Night
For 7 Nights R45,081
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
R2,474/Night
For 7 Nights R17,316
