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Second Assessment Family Rentals & Large Homes
Find Family-Friendly Vacation Rentals Near Second Assessment
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- Air Conditioner
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 - Pet Friendly
 
- Air Conditioner
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- Air Conditioner
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 - Pet Friendly
 
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- Air Conditioner
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 - Pet Friendly
 
- Air Conditioner
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- Air Conditioner
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 - Pet Friendly
 
About Second Assessment Family Rental on PickleTrip
Looking to stay in Second Assessment and play pickleball with your family in your downtime? Look no further than PickleTrip™! We offer a variety of affordable pickleball-friendly accommodations including vacation rentals, resorts, and hotels with private courts on-site or nearby.
While we are known for our premium pickleball stays, we also offer a variety of other great properties for your stay. Choose from boutique hotels, cozy cottages, lakefront villas, and more. Many of our properties are located in prime pickleball destinations so you can spend your days playing the sport you love.
Traveling with your family or a group of pickleball enthusiasts? No problem! We have the perfect accommodations for you. From spacious villas to comfortable condos, we have plenty of room for your family and friends to stay and play. Stay and play pickleball when you travel with PickleTrip™!
Frequently Asked Questions About Second Assessment Family Rentals
There are a lot of options in Second Assessment. If you plan on staying in the Second Assessment area, consider making a reservation for a few nights at one of these properties as these have been rated the top Family Rentals in Second Assessment:
- Deerwood Cabin: Quiet Rustic Lakeside Luxury [Sleeps 11]
 - Cozy edge of town retreat, closest home to Cuyuna Lakes Trailhead Rally Center.
 - New VRBO - 2BA 3BR solar house & rec garage; 1 block to Main St
 - Quiet lakeside retreat on Rabbit Lake
 - Cozy Bike House next to C-I Loop bike, snowmobile trail. In the Center of It all
 - Little Pine Lodge on the Whitefish Chain Crosslake
 - Quintessential Lake Cabin-Amazing Lakeside Screen Porch & Pontoon Boat included!
 - Classic Minnesota Cabin on Beautiful Lake O'Brien - Includes Pontoon Boat
 - The River Lodge - new look, same place!
 - Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat
 
- Cozy Bike House next to C-I Loop bike, snowmobile trail. In the Center of It all
 - 3 Blocks to Mtn Biking The Cottage in Crosby
 - Mtn Bikers' Cottage: Bike to Cuyuna Lakes Trails
 - Deerwood Cabin: Quiet Rustic Lakeside Luxury [Sleeps 11]
 
Check all holiday rentals with a pool in Second Assessment on PickleTrip.