Best Vacation Homes in Roosevelt
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
£253/Night
7 Nights - £1,774
House
9.5(2 Reviews)
1 Bedroom
1 Bath
4 Guests
548.96 ft²
- Parking
Internet
Pet Friendly
Child Friendly
£159/Night
7 Nights - £1,114
Cottage
2.0(1 Review)
1 Bedroom
1 Bath
Oceanfront- Parking
Ocean View
View
£176/Night
7 Nights - £1,234
Cabin
9.8(13 Reviews)
2 Bedrooms
2 Baths
8 Guests
1750 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£223/Night
7 Nights - £1,558
House
8.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
2002.09 ft²
- Oceanfront
- Parking
- Ocean View
- View
£307/Night
7 Nights - £2,150
Cabin
9.6(24 Reviews)
1 Bedroom
1 Bath
4 Guests
552 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£134/Night
7 Nights - £935
Cabin
9.6(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
980 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£252/Night
7 Nights - £1,761
Cabin
8.0(1 Review)
2 Bedrooms
1 Bath
7 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
£252/Night
7 Nights - £1,761
Roosevelt Luxury Rentals
House
6 Bedrooms
4 Baths
16 Guests
2303.48 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
£957/Night
7 Nights - £6,697
Apartment
4 Bedrooms
3 Baths
14 Guests
2600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£822/Night
7 Nights - £5,757
Apartment
4 Bedrooms
3 Baths
14 Guests
2600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£818/Night
7 Nights - £5,725
Cottage
4 Bedrooms
3 Baths
10 Guests
2600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£778/Night
7 Nights - £5,447
£716/Night
7 Nights - £5,010
£702/Night
7 Nights - £4,910
Cabin
9.8(175 Reviews)
7 Bedrooms
4 Baths
24 Guests
2293 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£586/Night
7 Nights - £4,104
House
5 Bedrooms
4 Baths
14 Guests
1442.36 ft²
- Parking
- Internet
- Pet Friendly
- Child Friendly
£576/Night
7 Nights - £4,032
Roosevelt Pet Friendly Vacation Rentals
Cabin
7.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£252/Night
7 Nights - £1,761
House
3 Bedrooms
2 Baths
10 Guests
2303.48 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
£480/Night
7 Nights - £3,361
Cottage
1 Bedroom
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
£228/Night
7 Nights - £1,598
Condo
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
£247/Night
7 Nights - £1,728
House
4 Bedrooms
2 Baths
12 Guests
2303.48 ft²
- View
- Air Conditioner
- Internet
- Pet Friendly
£432/Night
7 Nights - £3,024
Apartment
1 Bedroom
1 Bath
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£243/Night
7 Nights - £1,700
£226/Night
7 Nights - £1,582
Cabin
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Pet Friendly
- Child Friendly
£151/Night
7 Nights - £1,055
Roosevelt Large Vacation Homes
House
10.0(71 Reviews)
4 Bedrooms
3 Baths
11 Guests
1500 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
£332/Night
7 Nights - £2,321
House
3 Bedrooms
2 Baths
10 Guests
1851.39 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£326/Night
7 Nights - £2,279
House
10.0(36 Reviews)
4 Bedrooms
3 Baths
10 Guests
2850 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£456/Night
7 Nights - £3,193
New
House
4 Bedrooms
3 Baths
12 Guests
2766.32 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£539/Night
7 Nights - £3,776
House
10.0(27 Reviews)
4 Bedrooms
3 Baths
13 Guests
2950 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
£355/Night
7 Nights - £2,488
House
10.0(21 Reviews)
4 Bedrooms
3 Baths
10 Guests
2400 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
£329/Night
7 Nights - £2,302
Cabin
10.0(6 Reviews)
5 Bedrooms
4 Baths
14 Guests
1441 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£354/Night
7 Nights - £2,479
House
10.0(1 Review)
3 Bedrooms
2 Baths
10 Guests
1848 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£257/Night
7 Nights - £1,800
Why Choose Rent By Owner for your Roosevelt 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 Roosevelt
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can greatly enhance your experience, as the region offers unique seasonal attractions and ideal weather conditions that suit various preferences for exploring and relaxing.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you can enjoy warm weather and long daylight hours, making it ideal for outdoor activities in the area.
Average Temperature Daytime: around 75°F to 85°F - Nighttime: approximately 55°F to 65°F
Fall (September to October)
This destination comes alive with vibrant foliage and crisp air during the fall season, attracting those seeking scenic beauty and outdoor exploration.
Average Temperature Daytime: roughly 60°F to 70°F - Nighttime: about 40°F to 50°F
Off-Season Highlights
Winter (December to February)
In winter, the region transforms into a snowy retreat perfect for winter sports and cozy getaways away from the crowds.
Average Temperature Daytime: around 20°F to 30°F - Nighttime: near 0°F to 15°F
Spring (April to May)
Spring offers milder weather and blooming landscapes, but fewer visitors are around as the area transitions from winter to summer.
Average Temperature Daytime: about 45°F to 60°F - Nighttime: roughly 30°F to 40°F
Weekly Weather Forecast for Roosevelt
How to Book Your Roosevelt 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 Roosevelt
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
- Access to private or shared outdoor spaces such as yards, decks, or patios for relaxing and entertaining.
- Opportunities for fishing right from the property if a lake or river is nearby, perfect for outdoor enthusiasts.
- Use of boats or kayaks to explore the surrounding lakes and waterways in this scenic region.
- Availability of outdoor fire pits or fireplaces for cozy evenings under the stars.
- Facilities for swimming, including direct lake access or private pools, ideal for warm-weather enjoyment.
- Outdoor dining areas or picnic tables for enjoying meals amidst nature.
- Well-maintained hiking or walking trails accessible from the property to explore the natural beauty of the area.
Top Attractions Around Roosevelt
What attractions are nearby?
Nearby, you can explore a variety of outdoor activities such as fishing, boating, and hiking, making this destination ideal for nature enthusiasts seeking adventure in the beautiful surroundings of Crow Wing County.
Family Activities
- Roosevelt Area Lake Activities: Spend quality time together enjoying fishing, boating, or swimming on the pristine lakes that define this region.
- State Forest Exploration: Discover outdoor adventures through family-friendly hiking trails and scenic nature walks in the nearby state forests.
- Local Wildlife Watching: Experience the region’s diverse wildlife by participating in guided birdwatching tours or simply observing animals in their natural habitat.
- Community Events and Festivals: Participate in seasonal festivities and local events that celebrate the area’s unique culture and provide entertainment for all ages.
Adult Activities
- Explore the Shingobee Recreation Area: Enjoy outdoor activities like hiking, mountain biking, and birdwatching amid scenic forested landscapes in this popular area nearby.
- Visit local lakes for fishing and boating: Engage in freshwater recreation on the region’s pristine lakes, perfect for a relaxing day of fishing or paddleboarding.
- Experience Minnesota wildlife at local nature preserves: Observe diverse bird species and other wildlife in their natural habitat within nearby conservation areas.
- Attend seasonal festivals and events: Participate in community gatherings and cultural celebrations that showcase the area's vibrant local traditions throughout the year.
Other Places to Stay in Roosevelt, MN
Pine Center
Garrison
Whitefish Lake
Roosevelt 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 everything this destination offers around the year.
- Explore Local Nature: Make the most of your stay by discovering nearby lakes, parks, or trails that showcase the natural beauty unique to this region.
- Choose a Well-Located Vacation Rental: Select a property that is conveniently situated to major attractions and outdoor recreation spots, ensuring easy access and more time to enjoy your visit.
- Communicate Your Needs Clearly: Connect with your host beforehand to get insider tips about the area and special amenities available to enhance your experience here.
Transportation Options
- Car Rental Services: Renting a car provides you with the flexibility to explore the natural beauty and local attractions around this lakeside destination at your own pace.
- Public Transportation: Local bus services connect you to key spots in the region, offering an economical and convenient way to get around without needing a personal vehicle.
- Taxis and Rideshare Options: Taxis and rideshare companies operate in the area, providing quick and reliable transportation directly from your vacation rental.
- Private Shuttle Services: Private shuttles are available for more comfortable group travel, especially if you're heading to popular outdoor destinations or events here.
Local Customs Options
- Respect for the Great Outdoors: Visitors here often honor local customs by practicing responsible outdoor recreation, ensuring the natural beauty of the region remains pristine for future generations.
- Community Gatherings and Events: Engaging in community events draws locals and visitors together, fostering a sense of camaraderie that is cherished within this area’s welcoming atmosphere.
- Traditional Fishing Practices: Anglers embrace longstanding fishing traditions, reflecting the region's deep connection to lakes and waterways which are central to local life.
- Environmental Stewardship: Many appreciate and adhere to eco-friendly practices, demonstrating respect for the area’s delicate ecosystems during your stay here.
Frequently Asked Questions About Roosevelt?
1. What are the top vacation rentals in Roosevelt?
There are a lot of options in Roosevelt. If you plan on staying in the Roosevelt area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Roosevelt:
- Lakefront Cabin on Lake Mille Lacs/Private Spacious 4BR Retreat
- 2 Docks 2 Shores- Ramp, Water Toys, Game Room!
- Luxurious Log Home with Mille Lacs Lake Sunrise Views
- Edgewater Retreat On Mille Lacs
- Remodeled Home on Great Fishing & Swimming Bay!
- 2 Masters 2 Docks, Game Room, Incredible Yard
- Pet-Friendly Garrison Retreat
- 'Glowacki's Lodge' Mille Lacs Lake Group Getaway!
- Private Lake Cabin With Great Fishing. Near Mille Lacs
- Adorable 1-bedroom cabin in charming Garrison perfect for relaxing getaway
2. Which vacation homes in Roosevelt are best for families?
If you are looking for a family-friendly vacation home in Roosevelt, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Roosevelt:
3. How many Rentbyowner vacation rentals are available in Roosevelt?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 106 in the Roosevelt 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 Roosevelt.
4. What is the cancellation policy for vacation rentals in Roosevelt, MN?
Cancellation policies vary by property, so it's important to review the specific listing details or contact the owner directly to understand their terms regarding refunds and cancellations.
5. How can I find out about availability and booking procedures for properties in this area?
Availability and booking procedures are typically outlined on the listing page; if you have questions, reaching out to the property owner will ensure you receive accurate and up-to-date information.
6. Are there any house rules or restrictions I should be aware of before booking?
Each property has its own set of rules and restrictions, which are provided in the listing description. Contact the owner if you need clarification or have special requests.
7. What amenities are usually included with vacation rentals in the region?
Most listings detail the included amenities such as Wi-Fi, parking, kitchen facilities, and more. For specific needs, contacting the property owner prior to booking is recommended.
8. Is there a minimum stay requirement at vacation rentals here?
Minimum stay requirements differ by property. Review the individual listing details or speak directly with the owner to confirm stay length and any related policies.
Roosevelt Top Rated Vacation Rentals
Resort
10.0(2 Reviews)
1 Bath
7 Guests
- Parking
Pool- Balcony/Terrace
- Kitchen
£252/Night
7 Nights - £1,761
Hotel
9.5(4 Reviews)
4 Baths
330.99 ft²
- Hot Tub
- Parking
- Pool
- Air Conditioner
£50/Night
7 Nights - £349
Resort
9.0(2 Reviews)
1 Bath
7 Guests
- Parking
- Pool
- Balcony/Terrace
- View
£249/Night
7 Nights - £1,743
House
1 Bedroom
1 Bath
1 Guest
760 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£251/Night
7 Nights - £1,754
Resort
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£40/Night
7 Nights - £282
