Discover Your Perfect Berry Vacation Homes

Best Vacation Homes in Berry

New
House
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4 Bedrooms 6 Baths 8 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
R9,999/Night 7 Nights - R69,990
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House
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3 Bedrooms 2 Baths 8 Guests 1969.8 ft²
  • Parking
    Parking
  • Internet
    Internet
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R13,684/Night 7 Nights - R95,780
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Cottage
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1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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R15,837/Night 7 Nights - R110,859
House
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like-icon10.0
Exceptional
(162 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R5,294/Night 7 Nights - R37,063
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House
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5 Bedrooms 2 Baths 12 Guests 3498.27 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
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R13,376/Night 7 Nights - R93,638
House
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like-icon10.0
Exceptional
(136 Reviews)
5 Bedrooms 2 Baths 12 Guests 2400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R11,992/Night 7 Nights - R83,948
House
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like-icon10.0
Exceptional
(121 Reviews)
1 Bedroom 1 Bath 2 Guests 1000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R4,468/Night 7 Nights - R31,279
House
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like-icon10.0
Exceptional
(71 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R7,479/Night 7 Nights - R52,356

Berry Luxury Rentals

House
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like-icon9.8
Exceptional
(17 Reviews)
6 Bedrooms 5 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R24,840/Night 7 Nights - R173,878
House
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like-icon9.6
Exceptional
(10 Reviews)
5 Bedrooms 4 Baths 11 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R18,585/Night 7 Nights - R130,091
House
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like-icon8.8
Fabulous
(13 Reviews)
5 Bedrooms 4 Baths 8 Guests 6000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R18,009/Night 7 Nights - R126,070
House
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like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 2 Baths 12 Guests 3500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R17,757/Night 7 Nights - R124,307
House
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like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 4 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
R15,516/Night 7 Nights - R108,618
New
Other
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8 Bedrooms 3 Baths 18 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R13,902/Night 7 Nights - R97,313
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House
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5 Bedrooms 5 Baths 8 Guests 5995.5 ft²
  • Spa
    Spa
  • Parking
    Parking
More amenities
R12,706/Night 7 Nights - R88,941
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 8 Guests 1967 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
R11,321/Night 7 Nights - R79,251

Berry Pet Friendly Vacation Rentals

House
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like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R9,023/Night 7 Nights - R63,167
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Hotel
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like-icon9.0
Exceptional
(327 Reviews)
4 Baths 339.06 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R1,488/Night 7 Nights - R10,415
Apartment
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1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
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R2,950/Night 7 Nights - R20,649
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 860 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R3,808/Night 7 Nights - R26,648
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Hotel
like-icon8.8
Fabulous
(144 Reviews)
5 Baths 329.37 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
R3,170/Night 7 Nights - R22,182
House
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 5 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,615/Night 7 Nights - R18,309
House
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like-icon9.8
Exceptional
(56 Reviews)
3 Bedrooms 2 Baths 6 Guests 1250 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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R2,585/Night 7 Nights - R18,095
Cabin
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like-icon9.8
Exceptional
(53 Reviews)
2 Bedrooms 1 Bath 4 Guests 650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R2,591/Night 7 Nights - R18,128

Berry Large Vacation Homes

House
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like-icon9.8
Exceptional
(70 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R4,295/Night 7 Nights - R30,059
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
4 Bedrooms 3 Baths 12 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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R13,933/Night 7 Nights - R97,527
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
6 Bedrooms 7 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R53,230/Night 7 Nights - R372,608
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 10 Guests 5400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R24,720/Night 7 Nights - R173,038
House
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like-icon9.6
Exceptional
(95 Reviews)
4 Bedrooms 5 Baths 14 Guests 8000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R5,216/Night 7 Nights - R36,519
House
Map-icon
like-icon5.0
Average
(2 Reviews)
4 Bedrooms 4 Baths 12 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
R13,513/Night 7 Nights - R94,594
Other
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like-icon10.0
Exceptional
(9 Reviews)
5 Bedrooms 2 Baths 12 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R16,734/Night 7 Nights - R117,138
House
Map-icon
5 Bedrooms 6 Baths 8 Guests
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R14,832/Night 7 Nights - R103,823

Why Choose Rent By Owner for your Berry 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 Berry

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region's unique climate and seasonal charm while booking the perfect vacation rentals through Rent By Owner for a seamless stay.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy pleasant weather and longer daylight hours, making it ideal for outdoor activities in this scenic region.

Average Temperature Daytime: around 80°F - Nighttime: around 60°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and comfortable temperatures, perfect for exploring the area’s natural beauty and enjoying the crisp air.

Average Temperature Daytime: around 65°F - Nighttime: around 45°F

Off-Season Highlights

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Winter (December to February)

In the winter months, the region becomes a tranquil retreat with potential snow-covered landscapes, ideal for cozy stays and winter sports enthusiasts.

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

Early spring brings milder weather and blossoming nature, offering a quiet and less crowded window to enjoy this charming destination.

Average Temperature Daytime: around 55°F - Nighttime: around 35°F

Weekly Weather Forecast for Berry

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 grilling with access to a private barbecue area.
  • Relax in the fresh air on your own patio or deck space.
  • Take advantage of picturesque gardens or landscaped yard areas.
  • Spend time exploring nearby trails or nature walks right from your rental.
  • Make use of outdoor dining facilities for al fresco meals.
  • Unwind near a community or private outdoor fire pit during cooler evenings.
  • Access spacious lawns suitable for outdoor games and recreational activities.
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Family Activities

  • Berry Family Fun Center: Enjoy an array of engaging arcade games and indoor activities perfect for kids and parents to spend quality time together.
  • Local Nature Trails: Explore scenic hiking and biking paths that wind through the area, offering outdoor adventure suited for all ages.
  • Community Parks in Berry: Relax and play at well-maintained parks featuring playgrounds, picnic areas, and open spaces ideal for family outings.
  • Berry’s Lake Access Points: Spend a day swimming, fishing, or paddling on the tranquil waters, providing a great way to connect with nature here in the region.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries through guided tastings, offering a delightful way to experience the region’s renowned wine culture.
  • Scenic Nature Hikes: Discover scenic trails that wind through lush landscapes, perfect for enjoying the area's natural beauty and serenity.
  • Fishing Excursions: Spend a relaxing day on the water with fishing trips that give you the chance to catch local freshwater species in this destination's lakes and rivers.
  • Cultural Events and Festivals: Immerse yourself in the region's vibrant community by attending cultural festivals and live performances held throughout the year.

Berry Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Activities: Take advantage of the area’s seasonal events and outdoor activities by scheduling your trip during the optimal time to enjoy what this destination has to offer.
  • Explore Local Dining Options: Discover nearby eateries that showcase regional flavors, ensuring a memorable culinary experience during your stay in the region.
  • Utilize Flexible Booking Options: Choose from a variety of vacation rentals that offer flexible cancellation policies and amenities tailored to your needs, enhancing your comfort here.
  • Research Transportation Accessibility: Familiarize yourself with local transportation options to seamlessly explore this destination and make the most of your visit to the area.

Transportation Options

  • Local Bus Services: Affordable and convenient, the local bus system provides easy access to key points within the region surrounding Berry.
  • Rental Car Agencies: Numerous rental car providers operate nearby, offering flexibility for exploring the area at your own pace.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing companies are readily available here, ensuring quick transportation options during your stay.
  • Airport Transfers: Regional airports offer shuttle services that connect you directly to accommodations in this destination, facilitating a smooth arrival experience.

Local Customs Options

  • Local Dairy Farming Traditions: You can experience the region’s deep-rooted dairy farming customs, which influence the local cuisine and community events here.
  • Festivals Celebrating Agriculture: Attending seasonal festivals offers a glimpse into the area's agricultural heritage and communal spirit.
  • Historic Main Street Customs: The quaint downtown area showcases longstanding retail traditions and local craftsmanship unique to this destination.
  • Community Volunteer Events: Participating in neighborhood gatherings reflects the region’s strong emphasis on neighborliness and collective support.

Frequently Asked Questions About Berry?

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

There are 17 vacation rentals with private pools near Berry. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 163 in the Berry 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 Berry. 

5. What is the cancellation policy for vacation rentals in Berry, Wisconsin?

The cancellation policy varies by property. To understand the specific terms, please review the listing details or contact the property owner directly before booking.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are listed on each property’s page. Check the listing carefully and reach out to the owner if you have questions about extra costs.

7. How do I confirm my reservation at a vacation rental in the area?

Reservations are confirmed through the booking platform once your payment is processed. For any special requests or confirmation questions, contact the property owner directly.

8. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements can vary by property. Please review the rental listing for specific policies or contact the host for more details.

9. What amenities are typically included in vacation rentals around here?

Amenities differ between properties but often include essentials like Wi-Fi, parking, and kitchen facilities. To ensure the property meets your needs, check the listing description thoroughly or ask the owner directly.

Berry Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,982/Night 7 Nights - R27,867
Condo
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,904/Night 7 Nights - R27,323
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Hotel
Map-icon
like-icon9.6
Exceptional
(721 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R3,027/Night 7 Nights - R21,193
Hotel
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like-icon9.6
Exceptional
(706 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R1,796/Night 7 Nights - R12,574
Hotel
Map-icon
like-icon9.6
Exceptional
(316 Reviews)
1 Bath
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R1,746/Night 7 Nights - R12,228
House
Map-icon
like-icon9.6
Exceptional
(73 Reviews)
4 Bedrooms 2 Baths 8 Guests 4000 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
R10,201/Night 7 Nights - R71,407
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Hotel
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like-icon9.4
Exceptional
(1001 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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R1,701/Night 7 Nights - R11,915
Condo
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like-icon9.4
Exceptional
(35 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
R5,465/Night 7 Nights - R38,250