Discover Your Perfect Dickeyville Vacation Homes

Best Vacation Homes in Dickeyville

10.0
Exceptional
(40 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $240/Night For 7 Nights US $1,679
10.0
Exceptional
(1 Review)
1022.57 ft² 6 Guests 3 Bedrooms 1 Bathroom
Free Cancellation Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $212/Night For 7 Nights US $1,482
10.0
Exceptional
(201 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $190/Night For 7 Nights US $1,328
New
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat Cabin
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $285/Night For 7 Nights US $1,994
9.7
Exceptional
(4 Reviews)
1022.57 ft² 6 Guests 3 Bedrooms 1 Bathroom
Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $128/Night For 7 Nights US $897
New
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
US $142/Night For 7 Nights US $997
10.0
Exceptional
(172 Reviews)
1500 ft² 4 Guests 1 Bedroom 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $227/Night For 7 Nights US $1,592
10.0
Exceptional
(159 Reviews)
1500 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $277/Night For 7 Nights US $1,936

Dickeyville Luxury Rentals

New
14 Guests 5 Bedrooms 5 Bathrooms
Group Friendly Bed & Breakfast
  • Air Conditioner
  • Internet
  • Child Friendly
US $1,016/Night For 7 Nights US $7,109
9.8
Exceptional
(9 Reviews)
6000 ft² 28 Guests 9 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $960/Night For 7 Nights US $6,720
10.0
Exceptional
(1 Review)
5 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $755/Night For 7 Nights US $5,284
10.0
Exceptional
(13 Reviews)
17 Guests 7 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $656/Night For 7 Nights US $4,591
10.0
Exceptional
(80 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $567/Night For 7 Nights US $3,971
10.0
Exceptional
(25 Reviews)
950 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $412/Night For 7 Nights US $2,881
10.0
Exceptional
(136 Reviews)
2500 ft² 7 Guests 3 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $376/Night For 7 Nights US $2,631
New
3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $365/Night For 7 Nights US $2,556

Dickeyville Pet Friendly Vacation Rentals

10.0
Exceptional
(32 Reviews)
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $132/Night For 7 Nights US $926
New
15 Guests 6 Bedrooms 2 Bathrooms
House
  • Skiing
  • Breakfast
  • Pet Friendly
US $225/Night For 7 Nights US $1,575
New
3500 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $862/Night For 7 Nights US $6,032
10.0
Exceptional
(2 Reviews)
10 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $159/Night For 7 Nights US $1,115
New
1151.74 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
US $169/Night For 7 Nights US $1,181
10.0
Exceptional
(1 Review)
1200 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $243/Night For 7 Nights US $1,703
9.6
Exceptional
(25 Reviews)
1650 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $139/Night For 7 Nights US $972
9.6
Exceptional
(21 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $241/Night For 7 Nights US $1,689

Dickeyville Large Vacation Homes

9.6
Exceptional
(31 Reviews)
1500 ft² 8 Guests 5 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $305/Night For 7 Nights US $2,137
9.2
Exceptional
(178 Reviews)
16 Guests 6 Bedrooms 6 Bathrooms
Bed & Breakfast
  • Hot Tub
  • Parking
  • Air Conditioner
US $204/Night For 7 Nights US $1,430
10.0
Exceptional
(2 Reviews)
13 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Child Friendly
US $117/Night For 7 Nights US $819
9.0
Exceptional
(172 Reviews)
365.97 ft² 19 Guests 6 Bedrooms 6 Bathrooms
Free Cancellation Bed & Breakfast
  • Parking
  • Air Conditioner
  • Internet
US $100/Night For 7 Nights US $700
10.0
Exceptional
(6 Reviews)
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $403/Night For 7 Nights US $2,819
10.0
Exceptional
(1 Review)
16 Guests 8 Bedrooms 7 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $558/Night For 7 Nights US $3,904
6.0
Good
(1 Review)
10 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $155/Night For 7 Nights US $1,087
New
3500 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $671/Night For 7 Nights US $4,695

Why Choose Rent By Owner for your Dickeyville 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 Dickeyville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal variations and regional weather patterns make certain periods ideal for exploring the local charm of this destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warmer weather and longer daylight hours, ideal for exploring the local area and relaxing outdoors.

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

Autumn offers vibrant foliage and pleasant temperatures, making it the perfect time to experience the region’s natural beauty and seasonal events.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, cooler temperatures and potential snowfall create a peaceful atmosphere, suitable for cozy stays and enjoying indoor activities.

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

Spring brings milder weather and blooming landscapes, providing a quieter time to visit before the peak summer season begins.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Dickeyville

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 spacious outdoor seating areas perfect for relaxing or dining al fresco amidst the scenic surroundings.
  • Take advantage of well-maintained outdoor grills available for preparing your favorite meals during your stay.
  • Make use of private patios or decks that offer picturesque views of the area's natural beauty.
  • Benefit from lush, landscaped yards ideal for outdoor activities and family gatherings.
  • Relax in cozy outdoor fire pits designed for evening conversations under the stars.
  • Utilize ample parking spaces with easy access to outdoor amenities in this region’s rentals.
  • Explore nearby walking paths or hiking trails directly accessible from the property’s outdoor area.
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Family Activities

  • Grotto of the Redemption: Explore this remarkable religious site featuring stunning mosaics and intricate designs, perfect for family outings in the area.
  • Dickeyville Grotto Gardens: Enjoy a peaceful walk through beautifully maintained gardens surrounding the Grotto, offering a relaxing experience for families visiting here.
  • Dickeyville Park: Spend quality time outdoors at this local park that offers playgrounds, picnic areas, and open spaces for family fun and recreation.
  • Pioneer Village Museum: Discover the region's history through engaging exhibits and displays, making it an educational stop suitable for children and parents alike.
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Adult Activities

  • Exploring Local Heritage Museums: Dive into the area's rich history by visiting local heritage museums that showcase the region's cultural and historical significance.
  • Enjoying Scenic Nature Trails: Discover the beauty of outdoor spaces with scenic nature trails perfect for walking, jogging, or cycling through the surrounding countryside.
  • Visiting Art Galleries and Studios: Immerse yourself in regional art by exploring galleries and studios that highlight local artists' creativity and unique craftsmanship.
  • Participating in Community Events: Engage with the local community by attending seasonal festivals and events that celebrate the area's traditions and hospitality.

Dickeyville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Events: Take advantage of the area’s unique local eateries and community events to immerse yourself in the regional culture during your stay.
  • Plan Outdoor Activities: Make the most of nearby parks or scenic spots to enjoy outdoor activities that showcase the natural beauty of the region.
  • Check the Neighborhood Amenities: Review the amenities offered with your vacation rental to enhance your comfort and convenience while exploring here.
  • Connect with Local Resources: Utilize local visitor centers or online resources for insider tips and suggested itineraries tailored to this destination.

Transportation Options

  • Local Bus Services: Reliable local bus options connect you to key points around the area, making it easy to explore without a car.
  • Car Rentals: Numerous car rental agencies in the region provide convenient access to explore here and beyond at your own pace.
  • Taxi and Rideshare: Taxis and rideshare services are readily available for quick trips or last-minute travel within the destination.
  • Bike Rentals: Biking is a popular way to enjoy the scenery of the area, with bike rentals available for exploring nearby attractions comfortably.

Local Customs Options

  • Dickeyville Polish Heritage Museum Traditions: You can experience the region’s deep Polish roots through local festivals and heritage celebrations that highlight this area's rich cultural history.
  • Grotto of the Redemption Customs: Visiting the iconic Grotto offers insight into the religious customs and community practices that are cherished here within the area.
  • Local Agricultural Festivities: Embrace the rural charm by participating in seasonal agricultural events that showcase the region’s farming traditions.
  • Community Craftsmanship: Explore local artisans and craftsmen whose handmade goods reflect the enduring customs and skills passed down through generations here.

Dickeyville Vacation Rental Frequently Asked Questions

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 126 in the Dickeyville 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 Dickeyville. 

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

The cancellation policy varies depending on the host and specific property listing. It is recommended to review the policy details listed on the property page or contact the owner directly for clarification before booking.

6. How do I confirm my reservation in this destination?

Reservations are confirmed once you complete the booking process and receive a confirmation email from the host. Be sure to read all booking instructions and reach out to the property owner if you have any questions.

7. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits may apply. These details are outlined in the listing description, so it is important to review the full fee breakdown before finalizing your reservation.

8. Can I find pet-friendly vacation rentals in the region?

Yes, many hosts offer pet-friendly options in this area. To ensure your pet is welcome, filter your search accordingly and verify pet policies directly with the property owner.

9. What amenities can I expect in vacation rentals in this part of Wisconsin?

Amenities vary by property but often include essentials such as Wi-Fi, parking, kitchen facilities, and outdoor spaces. Check the property listing for a detailed list of available amenities to match your needs.

Dickeyville Top Rated Vacation Rentals

10.0
Exceptional
(7 Reviews)
800 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Pet Friendly
US $138/Night For 7 Nights US $967
9.6
Exceptional
(586 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
US $107/Night For 7 Nights US $750
9.4
Exceptional
(1058 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $93/Night For 7 Nights US $654
9.2
Exceptional
(1008 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $107/Night For 7 Nights US $748
9.0
Exceptional
(525 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $108/Night For 7 Nights US $756
9.0
Exceptional
(364 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Breakfast
US $132/Night For 7 Nights US $926
9.0
Exceptional
(101 Reviews)
333.68 ft² 11 Bathrooms
Family Friendly Hotel
  • Private Pool
  • Pool
  • Breakfast
US $224/Night For 7 Nights US $1,566
8.9
Fabulous
(761 Reviews)
367.93 ft² 11 Bathrooms
Hotel
  • Private Pool
  • Hot Tub
  • Spa
US $139/Night For 7 Nights US $973