Best Vacation Homes in Cumberland
New
House
3 Bedrooms
2 Baths
10 Guests
1400 ft²
Private Pool
Fireplace/Heating
Pool
Balcony/Terrace
US $348/Night
7 Nights - US $2,437
Apartment
10.0(3 Reviews)
3 Bedrooms
3 Baths
7 Guests
6135.43 ft²
Parking
Air Conditioner
Internet
Child Friendly
US $147/Night
7 Nights - US $1,032
Hotel
8.8(342 Reviews)
1 Bath
- Fireplace/Heating
Breakfast
Kitchen- Parking
US $124/Night
7 Nights - US $866
House
10.0(206 Reviews)
2 Bedrooms
1 Bath
5 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $105/Night
7 Nights - US $735
US $133/Night
7 Nights - US $931
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
2000 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $219/Night
7 Nights - US $1,535
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
576 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $185/Night
7 Nights - US $1,294
House
9.8(71 Reviews)
2 Bedrooms
1 Bath
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $246/Night
7 Nights - US $1,720
Cumberland Luxury Rentals
House
8.0(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $821/Night
7 Nights - US $5,744
House
1 Bedroom
1 Bath
6 Guests
850.35 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $668/Night
7 Nights - US $4,679
Apartment
1 Bedroom
1 Bath
4 Guests
1700.7 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $614/Night
7 Nights - US $4,301
House
9.0(21 Reviews)
4 Bedrooms
2 Baths
8 Guests
2184 ft²
- Fireplace/Heating
Pet Friendly- Kitchen
- Parking
US $524/Night
7 Nights - US $3,669
Condo
6.0(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $348/Night
7 Nights - US $2,436
House
10.0(17 Reviews)
3 Bedrooms
2 Baths
8 Guests
1637 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $325/Night
7 Nights - US $2,276
House
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $321/Night
7 Nights - US $2,247
House
5 Bedrooms
2 Baths
12 Guests
2000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $304/Night
7 Nights - US $2,129
Cumberland Pet Friendly Vacation Rentals
Condo
8.6(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $124/Night
7 Nights - US $868
Apartment
8.5(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1044.1 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $197/Night
7 Nights - US $1,377
US $111/Night
7 Nights - US $780
Condo
6.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $124/Night
7 Nights - US $865
Hotel
8.4(224 Reviews)
1 Bath
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $142/Night
7 Nights - US $994
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $290/Night
7 Nights - US $2,027
House
9.8(98 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $232/Night
7 Nights - US $1,624
House
9.8(47 Reviews)
3 Bedrooms
2 Baths
6 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $249/Night
7 Nights - US $1,744
Cumberland Large Vacation Homes
Condo
7.4(6 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $162/Night
7 Nights - US $1,131
House
4 Bedrooms
3 Baths
12 Guests
- Air Conditioner
- Child Friendly
- Laundry
Bedding/Linens
US $250/Night
7 Nights - US $1,750
Condo
4 Bedrooms
2 Baths
10 Guests
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $236/Night
7 Nights - US $1,652
House
3 Bedrooms
3 Baths
12 Guests
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
US $189/Night
7 Nights - US $1,323
House
9.0(2 Reviews)
8 Bedrooms
6 Baths
16 Guests
1 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,205/Night
7 Nights - US $8,433
Condo
2.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $338/Night
7 Nights - US $2,367
House
3 Bedrooms
2 Baths
10 Guests
1781 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $307/Night
7 Nights - US $2,152
House
10.0(3 Reviews)
5 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $510/Night
7 Nights - US $3,570
Why Choose Rent By Owner for your Cumberland 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 Cumberland
When should you plan your Vacation Rentals stay?
Finding the ideal time to visit here can enhance your experience and ensure you enjoy the region's best weather and local events, making it easier to select the perfect vacation rentals for your stay.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather, making it ideal for outdoor activities and exploring local attractions.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Fall (September to November)
The fall season brings pleasant temperatures and vibrant foliage, perfect for experiencing the area's natural beauty and outdoor pursuits.
Average Temperature Daytime: 70°F - Nighttime: 50°F
Off-Season Highlights
Winter (December to February)
The winter months see cooler temperatures and fewer visitors, offering a quieter stay and potential for cozy indoor activities.
Average Temperature Daytime: 40°F - Nighttime: 25°F
Spring (March to May)
In spring, the region begins to bloom, and the mild weather creates a comfortable setting for discovering the area at a more relaxed pace.
Average Temperature Daytime: 60°F - Nighttime: 40°F
Weekly Weather Forecast for Cumberland
How to Book Your Cumberland 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 Cumberland
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 seating areas perfect for relaxing after a day of exploring the region.
- Take advantage of well-maintained patios or decks ideal for outdoor dining and gatherings.
- Benefit from access to private yards or gardens where you can unwind in nature.
- Make use of on-site grilling facilities for outdoor cooking experiences.
- Relax by the outdoor fire pits during cool evenings beneath the stars.
- Utilize nearby walking trails or scenic paths accessible from your rental.
- Secure convenient parking options with easy access to outdoor amenities.
Top Attractions Around Cumberland
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and cultural charm of Cumberland, Indiana, providing an engaging experience during your stay.
Family Activities
- Cumberland Park: Spend a fun-filled day exploring the outdoor playgrounds, walking trails, and picnic areas that make this park a perfect family destination in the region.
- Beech Grove Parks & Recreation Center: Engage in family-friendly activities like sports, arts and crafts, and community events within this family-oriented recreational facility nearby.
- Topgolf Indianapolis: Enjoy a relaxed game of golf suitable for all ages at this popular entertainment venue close to the area, offering a great outing for families seeking fun and friendly competition.
- The Children's Museum of Indianapolis: Discover interactive exhibits and engaging displays designed to entertain and educate children while providing an enriching experience for the whole family here in the region.
Adult Activities
- Golfing at the local courses: Enjoy a relaxing day on the greens at nearby golf courses, perfect for unwinding and practicing your swing in the region.
- Exploring nature trails: Discover scenic hiking and biking trails that wind through the area's natural beauty, offering a peaceful retreat for outdoor enthusiasts.
- Visiting local wineries: Taste regional wines and learn about local viticulture at nearby wineries, enrichening your stay in this inviting destination.
- Attending cultural events and festivals: Immerse yourself in the region's vibrant community by participating in seasonal festivals and cultural gatherings hosted here.
Cumberland Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region's diverse eateries to experience authentic flavors unique to the area.
- Visit Nearby Outdoor Spaces: Make the most of the natural beauty surrounding your stay by exploring parks and outdoor recreational areas.
- Plan Day Trips to Regional Attractions: Discover the best of what this destination has to offer by organizing excursions to nearby points of interest.
- Utilize Local Resources for Entertainment: Check out community events and local establishments to enrich your experience in the area.
Transportation Options
- Personal Vehicles: Driving your own car offers the flexibility to explore Cumberland and its surroundings at your own pace, making it a convenient transportation option during your stay.
- Local Bus Services: Public bus routes provide an affordable way to navigate the area without needing additional transportation, ideal for easy access to nearby attractions and amenities.
- Taxis and Ride-Sharing: Taxis and ride-sharing services like Uber or Lyft are readily available, offering quick and reliable transport within the region for greater convenience.
- Bicycle Rentals: Biking is a healthy and eco-friendly choice that allows you to enjoy the scenic views around Cumberland while getting some exercise during your visit.
Local Customs Options
- Local Festivals and Celebrations: Participating in regional festivals offers a unique glimpse into the area’s cherished traditions and community spirit, enriching your stay in Cumberland.
- Traditional Food and Dining Etiquette: Embracing local dining customs allows you to enjoy authentic regional dishes while demonstrating respectful eating manners during your visit.
- Historical Respect and Preservation: Understanding the importance of preserving historic sites helps you appreciate the area's rich heritage and contributes positively to ongoing conservation efforts.
- Community Gatherings and Social Norms: Engaging in neighborhood events provides an authentic experience and fosters connections with locals who take pride in their cultural customs.
Cumberland Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Cumberland?
There are a lot of options in Cumberland. If you plan on staying in the Cumberland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cumberland:
- Perfect Comfy Bungalow
- Two Bedroom Cottage On 2 Acre Stocked Pond Minutes From Downtown Indianapolis
- Luxury Modern Nearby Downtown Indy Escape: New Built. Game Room, 75” TVs
- The Prescott. Bold. Iconic. Luxe. 5 miles from downtown Indy.
- Inner Haven Family Homes
- perfect place to stay this place is only 2 min from I-74 EXIT96 I-70 EXIT91
- 3 Bedroom Comfortable Getaway
- Modern home away from home
- Your Indiana Retreat
- Wonderful 3-bedroom home in Indianapolis! With brand new flooring and carpet!
2. How many vacation rentals have private pools in Cumberland?
There are 7 vacation rentals with private pools near Cumberland. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Cumberland are best for families?
If you are looking for a family-friendly vacation home in Cumberland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cumberland:
4. How many Rentbyowner vacation rentals are available in Cumberland?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 140 in the Cumberland 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 Cumberland.
5. What is the cancellation policy for vacation rentals in Cumberland, Indiana?
Cancellation policies vary depending on the listing. You should review the specific property details or contact the host directly to understand the terms before booking.
6. How do I find available dates and secure my stay in this area?
Availability depends on the property, so you can check the calendar on the listing page and proceed with your reservation through the booking platform for a secure and seamless process.
7. Are there any house rules or additional fees I should be aware of when staying here?
Each property may have its own set of rules and potential extra charges. It's best to read the property description carefully or reach out to the owner for clarification before finalizing your booking.
8. What amenities are typically included in vacation rentals in the region?
Amenities vary by property, but common offerings include Wi-Fi, kitchen facilities, parking, and laundry access. Check the listing details for the specific features of your chosen rental.
9. How do I contact the property owner if I have questions before booking?
You can usually message the host directly through the booking platform to ask any questions about the property, location, or policies, ensuring a smooth planning experience.
Cumberland Top Rated Vacation Rentals
Hotel
9.1(155 Reviews)
4 Baths
301.39 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
US $128/Night
7 Nights - US $899
Hotel
8.4(985 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Breakfast
US $120/Night
7 Nights - US $840
US $108/Night
7 Nights - US $758
Hotel
8.2(203 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $93/Night
7 Nights - US $654
US $98/Night
7 Nights - US $686
Hotel
7.8(1007 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $95/Night
7 Nights - US $663
Hotel
7.8(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $137/Night
7 Nights - US $958
Hotel
7.8(244 Reviews)
1 Bath
265.51 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Breakfast
US $110/Night
7 Nights - US $768
