Best Vacation Homes in Midway
Apartment
10.0(86 Reviews)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Kitchen
Parking
Air Conditioner
R3,968/Night
7 Nights - R27,784
Apartment
10.0(10 Reviews)
1 Bedroom
1 Bath
4 Guests
1205.56 ft²
Balcony/Terrace- Parking
Internet
Child Friendly
R4,004/Night
7 Nights - R28,020
Villa
9.2(110 Reviews)
1 Bedroom
1 Bath
Skiing- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,992/Night
7 Nights - R27,936
Cottage
10.0(76 Reviews)
2 Bedrooms
1 Bath
6 Guests
550 ft²
Oceanfront
Spa- Fireplace/Heating
Ocean View
R5,209/Night
7 Nights - R36,455
House
10.0(1 Review)
5 Bedrooms
3 Baths
10 Guests
2400.35 ft²
- Fireplace/Heating
View
Pet Friendly- Parking
R7,436/Night
7 Nights - R52,059
Apartment
10.0(29 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
R2,545/Night
7 Nights - R17,814
Apartment
10.0(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R1,237/Night
7 Nights - R8,654
Apartment
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
625 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R2,516/Night
7 Nights - R17,612
Midway Luxury Rentals
House
10.0(30 Reviews)
4 Bedrooms
3 Baths
12 Guests
2450 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R14,947/Night
7 Nights - R104,623
House
10.0(37 Reviews)
4 Bedrooms
3 Baths
12 Guests
2450 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,824/Night
7 Nights - R96,779
House
10.0(29 Reviews)
4 Bedrooms
4 Baths
12 Guests
2723 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R13,509/Night
7 Nights - R94,569
House
9.8(9 Reviews)
4 Bedrooms
3 Baths
10 Guests
2740 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,444/Night
7 Nights - R94,114
House
10.0(8 Reviews)
4 Bedrooms
3 Baths
12 Guests
2470 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,368/Night
7 Nights - R93,574
House
10.0(41 Reviews)
4 Bedrooms
3 Baths
12 Guests
2750 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,131/Night
7 Nights - R91,921
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R13,068/Night
7 Nights - R91,482
House
9.6(29 Reviews)
4 Bedrooms
3 Baths
10 Guests
2740 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R13,029/Night
7 Nights - R91,212
Midway Pet Friendly Vacation Rentals
Apartment
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1633 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,367/Night
7 Nights - R44,569
Hotel
8.2(347 Reviews)
10 Baths
292.78 ft²
Private Pool- Hot Tub
- Skiing
- Fireplace/Heating
R2,801/Night
7 Nights - R19,602
House
9.8(16 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
R3,171/Night
7 Nights - R22,200
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1633 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R5,957/Night
7 Nights - R41,701
Hotel
8.2(111 Reviews)
5 Baths
2960.07 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,834/Night
7 Nights - R19,838
Apartment
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
1633 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R6,120/Night
7 Nights - R42,831
Condo
9.6(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
1090 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,441/Night
7 Nights - R31,090
Apartment
9.6(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,104/Night
7 Nights - R28,728
Midway Large Vacation Homes
House
10.0(37 Reviews)
4 Bedrooms
3 Baths
10 Guests
2740 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R11,887/Night
7 Nights - R83,199
Other
7.6(95 Reviews)
22 Bedrooms
13 Baths
58 Guests
613.54 ft²
- Oceanfront
- Skiing
- Fireplace/Heating
- Ocean View
R2,007/Night
7 Nights - R14,052
House
10.0(24 Reviews)
4 Bedrooms
4 Baths
12 Guests
2723 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R12,651/Night
7 Nights - R88,564
House
10.0(12 Reviews)
4 Bedrooms
3 Baths
10 Guests
2740 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R12,651/Night
7 Nights - R88,564
House
10.0(11 Reviews)
4 Bedrooms
4 Baths
12 Guests
2723 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R12,544/Night
7 Nights - R87,805
House
10.0(9 Reviews)
4 Bedrooms
3 Baths
12 Guests
2470 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
R12,297/Night
7 Nights - R86,084
House
10.0(6 Reviews)
4 Bedrooms
4 Baths
12 Guests
2728 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R12,926/Night
7 Nights - R90,487
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
12 Guests
2723 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R12,651/Night
7 Nights - R88,564
Why Choose Rent By Owner for your Midway 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 Midway
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as the best season will depend on your preferences for weather and activities in Midway’s scenic surroundings.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm days and plenty of outdoor activities in this destination, making it a popular time for visitors seeking an active holiday.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Early Fall (September to October)
The early fall offers vibrant foliage and comfortable temperatures, attracting travelers looking to experience the region’s natural beauty before winter sets in.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Late Fall (November)
As the region transitions into winter, fewer visitors come during late fall, providing a quieter experience and better availability for booking vacation rentals.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
Winter (December to February)
The winter months see decreased tourism, but if you enjoy snowy landscapes and winter sports, this is a perfect time to visit and find cozy accommodations here.
Average Temperature Daytime: 10°F to 25°F - Nighttime: 0°F to 15°F
Weekly Weather Forecast for Midway
How to Book Your Midway 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 Midway
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 with picnic tables or patio furniture to relax and dine al fresco.
- Take advantage of private or shared grilling areas for barbecues in the fresh air.
- Make the most of spacious yards or gardens perfect for outdoor activities and gatherings.
- Relax by nearby lakes, rivers, or ponds with access to swimming, fishing, or kayaking.
- Benefit from scenic walking or hiking trails directly accessible from your rental.
- Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
- Use dedicated parking spaces or garages for convenient access to outdoor adventures in the area.
Top Attractions Around Midway
What attractions are nearby?
Here, you can explore a variety of outdoor activities and local attractions that make your stay in this region truly enjoyable and memorable.
Family Activities
- Gooseberry Falls State Park: Discover scenic hiking trails and stunning waterfalls that make for memorable family adventures in this natural gem of the area.
- Lutsen Mountain Ski Resort: Enjoy seasonal skiing, snowboarding, and other outdoor activities suitable for all ages in this popular mountain destination nearby.
- Grand Marais Marine Museum: Explore maritime history through interactive exhibits and boat tours, providing an engaging experience for children and adults alike.
- Cook County Historical Museum: Step into local history with family-friendly exhibits and educational programs that highlight this region’s rich cultural heritage.
Adult Activities
- Explore the Minnesota Renaissance Festival: Enjoy seasonal entertainment, artisan crafts, and authentic food at this beloved regional event.
- Visit Wolf Ridge Nordic Center: Discover cross-country skiing and snowshoeing opportunities amidst scenic winter landscapes perfect for outdoor enthusiasts.
- Discover local history at the Midway Heritage Museum: Gain insights into the area's past through engaging exhibits and preserved historic artifacts.
- Enjoy a round of golf at Spring Hill Golf Course: Tee off on beautifully maintained fairways while taking in the tranquil surroundings of this popular golf destination.
Midway Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities Early: Take advantage of the region’s scenic beauty by booking outdoor adventures or tours in advance to ensure a smooth experience during your stay.
- Explore Local Cuisine: Discover the area's culinary offerings by visiting nearby eateries and trying regional specialties, enriching your overall visit.
- Leverage Nearby Natural Spaces: Make the most of your time by visiting surrounding parks and trails that showcase the natural charm of the destination.
- Communicate with Your Host: Keep open lines of communication with your vacation rental host for insider tips and personalized recommendations to enhance your stay.
Transportation Options
- Midway Transit Bus Service: This local bus service offers convenient transportation options around the area, making it easy to explore the region without a car.
- Nearby Rental Car Agencies: Numerous rental car companies operate in this destination, providing flexible options for exploring the broader region at your own pace.
- Regional Taxi Services: Reliable taxi providers serve here, offering quick and direct transportation for short trips or last-minute travel needs.
- Shared Shuttle Services: Available for longer journeys and airport transfers, these shuttles provide an affordable way to reach neighboring cities and attractions.
Local Customs Options
- Community Celebrations: Participating in local festivals and parades showcases the region’s pride and offers an authentic way to connect with residents.
- Outdoor Etiquette: When exploring natural areas, it’s customary to respect wildlife and adhere to designated paths, preserving the region's pristine environment.
- Local Culinary Traditions: Sampling regional dishes and supporting small eateries highlights the area’s unique culinary heritage.
- Historical Respect: Honoring the region’s history by visiting sites and observing local customs enriches your understanding of this destination’s cultural identity.
Frequently Asked Questions About Midway?
1. What are the top vacation rentals in Midway?
There are a lot of options in Midway. If you plan on staying in the Midway area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Midway:
- Enjoy Duluth's best trails/parks from our backyard with Outdoor Sauna
- Your Vacation Retreat: Discover a Hidden Gem!
- Jay Cooke Cottage: Park like yard with firepit, close to state park,dogs welcome
- St. Louis River 3 Bedroom Home with Incredible View
- Luxury Ski Home | Sauna | Views | Dogs | Trail Access
- New Shoreline Home | Waterfront | Sauna | Views | Dogs | Trail Access
- RiverWest Goldies - Sauna - Dog Friendly
- Jay Cooke Park and Spirit Mtn Retreat with wood-burning sauna and game room
- Stunning Sunrise Home | Waterfront | Sauna | Views | Dogs | Trail Access
- RiverWest Hunters Lodge - River View-Dog Friendly
2. Which vacation homes in Midway are best for families?
If you are looking for a family-friendly vacation home in Midway, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Midway:
3. How many Rentbyowner vacation rentals are available in Midway?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 97 in the Midway 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 Midway.
4. What is the cancellation policy for vacation rentals in Midway, Minnesota?
Cancellation policies vary by property; please review the specific listing details or contact the owner directly to understand the terms and any potential fees associated with cancellations.
5. How can I find available vacation rentals in Midway, Minnesota during my travel dates?
To discover available options, use the search filters on the booking platform to enter your desired dates and preferences, then browse through the listings tailored to this destination.
6. Are there any specific amenities included in vacation rentals in Midway, Minnesota?
Amenities differ between properties, so be sure to check each listing for details on features such as Wi-Fi, parking, kitchens, or outdoor spaces to ensure they meet your needs.
7. What should I know about checking in and out of vacation rentals in the area?
Check-in and check-out times are set by individual owners; details are provided on each listing. Contact the host if you need special arrangements or have questions about your arrival or departure.
8. Is it possible to get assistance if I encounter issues during my stay in a vacation rental in Midway, Minnesota?
For support during your stay, reach out to the property owner or the customer service team associated with the booking platform, who can help address any concerns promptly.
Midway Top Rated Vacation Rentals
R2,214/Night
7 Nights - R15,503
Hotel
8.8(1000 Reviews)
1 Bath
- Hot Tub
- Spa
- Fireplace/Heating
Pool
R2,070/Night
7 Nights - R14,491
Hotel
8.0(1176 Reviews)
1 Bath
- Skiing
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,597/Night
7 Nights - R11,184
Hotel
7.6(1002 Reviews)
1 Bath
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R1,893/Night
7 Nights - R13,242
Hotel
7.2(649 Reviews)
7 Baths
344.45 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
R2,012/Night
7 Nights - R14,086
Hotel
7.0(237 Reviews)
1 Bath
384.43 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
R4,130/Night
7 Nights - R28,914
