Cumberland Accommodations

Cabin
Map-icon
like-icon10.0
Exceptional
(58 Reviews)
2 Bedrooms 1 Bath 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $222/Night 7 Nights - US $1,551
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 12 Guests 2497.23 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $296/Night 7 Nights - US $2,074
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $338/Night 7 Nights - US $2,363
star-icons-3
House
Map-icon
like-icon7.5
Very Good
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests 2604.87 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $236/Night 7 Nights - US $1,652
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $163/Night 7 Nights - US $1,141
star-icons-3
House
Map-icon
like-icon7.5
Very Good
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests 1302.43 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
US $165/Night 7 Nights - US $1,155
House
Map-icon
like-icon10.0
Exceptional
(144 Reviews)
4 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $211/Night 7 Nights - US $1,477
House
Map-icon
like-icon10.0
Exceptional
(58 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $338/Night 7 Nights - US $2,368
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
4 Bedrooms 3 Baths 8 Guests 3600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $703/Night 7 Nights - US $4,923
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 4 Baths 12 Guests 4500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $508/Night 7 Nights - US $3,555
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
3 Bedrooms 2 Baths 10 Guests 2600 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $330/Night 7 Nights - US $2,312
Cabin
Map-icon
like-icon9.8
Exceptional
(97 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $264/Night 7 Nights - US $1,846

Discover & compare premier experiences around Cumberland

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 Cumberland Accommodations?

What makes our Accommodations special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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 Accommodations stay?

To make the most of your visit, consider the seasonal trends and climate here to select the ideal time for vacationing in this destination, ensuring your experience aligns perfectly with your preferences and the region’s best moments.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this area is ideal for enjoying warm weather and outdoor activities, making it a popular peak season for visitors seeking adventure in the region.

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

Autumn transforms the region with vibrant foliage, attracting travelers looking to experience the scenic beauty and outdoor pursuits during this peak season.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

image
Winter (December to February)

The winter months see fewer visitors, offering a quiet retreat where you can enjoy cozy accommodations away from the busier seasons.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 0°F to 10°F
image
Spring (March to May)

Spring brings milder weather and blooming landscapes, making it an ideal time for those seeking a peaceful visit before the summer crowds arrive.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Cumberland

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

  • You can enjoy a private outdoor grilling area or BBQ station, perfect for preparing meals amidst the natural surroundings.
  • Many rentals offer spacious decks or patios where you can relax while taking in scenic views of the region's lush landscapes.
  • Look for accommodations with access to serene waterfronts or lakes, ideal for fishing, kayaking, or simply enjoying the peaceful water setting.
  • Outdoor fire pits are commonly available, providing a cozy spot for evening gatherings and marshmallow roasting.
  • Expect well-maintained gardens or green spaces where you can unwind or take leisurely walks in the fresh air.
  • Some properties include outdoor sports amenities such as volleyball courts or horseshoe pits to keep active during your stay.
  • Many rentals feature covered porches or verandas that are perfect for outdoor dining or enjoying a quiet moment overlooking the area.
image
image

Family Activities

  • Brunet Island State Park: Enjoy outdoor adventures such as hiking, picnicking, and exploring scenic nature trails at this popular park near here.
  • Cumberland Lake Activities: Spend quality time boating, fishing, or swimming in the tranquil waters of the local lake that offers family-friendly recreation opportunities.
  • Family-friendly Trails: Discover scenic walking and biking paths around the area, perfect for a leisurely day immersed in nature with the entire family.
  • Local Wildlife Viewing: Experience the region’s rich wildlife through accessible observation points and nature tours suited for all ages.
image

Adult Activities

  • Fishing on Lake Cumberland Enjoy a relaxing day casting your line in this renowned lake, known for its excellent fishing opportunities and scenic views.
  • Hiking the Area Trails Explore the local nature trails that wind through the region, offering breathtaking vistas and the chance to spot native wildlife.
  • Boating and Water Sports Experience the thrill of renting a boat or trying water sports on nearby lakes, perfect for an adventurous day on the water.
  • Wildlife Viewing Visit local parks and preserves to observe the diverse bird species and other wildlife native to this peaceful destination.

Other Places to Stay in Cumberland, WI

Cumberland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the scenic outdoor pathways around Cumberland, Wisconsin to enjoy hiking, biking, or peaceful walks amidst the region's natural beauty.
  • Visit Seasonal Events: Plan your stay around local festivals or seasonal gatherings that showcase the area's culture and community spirit in Cumberland.
  • Opt for Waterfront Properties: Book accommodations near lakes or rivers to maximize your experience of the serene waters and outdoor activities available here.
  • Engage with Regional Cuisine: Discover nearby dining options that highlight regional specialties and offer an authentic taste of this destination’s culinary scene.

Transportation Options

  • Local Bus Services: The area is served by regional bus routes that offer convenient transportation to and from key destinations within Cumberland, making it easy to explore without a personal vehicle.
  • Rental Cars: Many car rental agencies operate nearby, giving you the flexibility to navigate through Cumberland and enjoy its scenic surroundings at your own pace.
  • Taxi and Rideshare Services: Taxis and rideshare options are readily available in this destination, providing quick and reliable transportation around the region.
  • Private Shuttle Services: Private shuttle providers offer scheduled trips for travelers seeking comfortable transfers to popular spots or the local airport.

Local Customs Options

  • Respect for Nature Locals in this area value preserving the natural beauty surrounding Cumberland, often demonstrating eco-friendly practices during community events and daily life.
  • You might notice a strong appreciation for local craftsmanship, with many residents maintaining traditional woodworking and artisan skills passed down through generations.
  • Participating in small-town festivals and events is a common custom here, fostering close-knit relationships among residents and visitors alike.
  • When exploring the scenic outdoors, it's customary to adhere to trail guidelines and respect private property, ensuring sustainable enjoyment of the region’s natural resources.

Frequently Asked Questions about Cumberland Accommodations

1. What are the top Accommodations 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 Accommodations in Cumberland:

2. How many Accommodations are available in Cumberland?

Currently, the total number of properties listed by RBO in 2026 is over 32 in the Cumberland area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Cumberland. 

3. What is the cancellation policy for properties in Cumberland, Wisconsin?

Cancellation policies vary depending on the individual property listing. You should review the specific policy listed with each accommodation or contact the host directly for detailed information.

4. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges, service fees, or taxes are typically outlined during the booking process. It’s recommended to read the full listing details or reach out to the property owner for clarification.

5. How do I confirm availability and make a reservation?

Availability can be checked directly through the listing page. Once you select your dates, you can proceed with the reservation by following the booking instructions or contacting the host if needed.

6. What amenities are generally available at accommodations in this region?

Many properties offer amenities like Wi-Fi, parking, kitchen access, and outdoor spaces. For specific amenities, please review the property listing details or contact the host before booking.

7. Is there a minimum stay requirement when booking here?

Minimum stay requirements vary by property. You can find this information in the listing details or by contacting the host directly to ensure your travel plans align.

More Rentals You May Like Near Cumberland

House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
3 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $285/Night 7 Nights - US $1,994
Cabin
Map-icon
like-icon9.6
Exceptional
(93 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $319/Night 7 Nights - US $2,233
Cabin
Map-icon
like-icon9.6
Exceptional
(57 Reviews)
3 Bedrooms 1 Bath 6 Guests 1300 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $212/Night 7 Nights - US $1,487
House
Map-icon
like-icon9.6
Exceptional
(12 Reviews)
4 Bedrooms 2 Baths 12 Guests 2500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $511/Night 7 Nights - US $3,577
Cabin
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $360/Night 7 Nights - US $2,519
Cabin
Map-icon
5 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $506/Night 7 Nights - US $3,544
New
Cabin
Map-icon
4 Bedrooms 1 Bath 9 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $364/Night 7 Nights - US $2,546
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
US $195/Night 7 Nights - US $1,365
House
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $343/Night 7 Nights - US $2,400
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
3 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $356/Night 7 Nights - US $2,492
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 10 Guests 2964 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $500/Night 7 Nights - US $3,500
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $380/Night 7 Nights - US $2,657