Vacation Rentals with Pool in Big Sky Drive-In, WI: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Wisconsin

  5.  Wisconsin Dells
  6.  Big Sky Drive-In

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337 Best Vacation Rentals with Pool in Big Sky Drive-In (Starting from $80)

Piers and Pines at Island Pointe
Piers and Pines at Island Pointe
House
Wisconsin Dells, WI, USA
2.7k from Big Sky Drive-In center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$282
Average price / night
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Beautiful Lake View Cabin with Private Beaches
Beautiful Lake View Cabin with Private Beaches
House
Wisconsin Dells, WI, 53965, United States
2.4k from Big Sky Drive-In center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.8

Exceptional

22 reviews

$382
Average price / night
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Caribbean Club Resort
Caribbean Club Resort
Resort
Wisconsin Dells, WI, USA
3.1k from Big Sky Drive-In center

Accommodations, Pools, Resorts, Parking, Romantic, Lodgings, Beach, Hot tubs, Places to stay

32 Bedrooms56 Guests
8.2

Very Good

287 reviews

$1737
Average price / night
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Lake Life at Island Pointe
Lake Life at Island Pointe
Condo
Wisconsin Dells, WI, 53965, United States
2.7k from Big Sky Drive-In center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

10 reviews

$321
Average price / night
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Sunset Bay Resort
Sunset Bay Resort
Resort
Big Sky Drive-In, Wisconsin Dells, Wisconsin, USA
3.4k from Big Sky Drive-In center

Cheap, Accommodations, Pools, Resorts, Parking, Pet-friendly, Lodgings, Beach, Hot tubs

20 Bedrooms22 Guests
8.2

Very Good

296 reviews

$1567
Average price / night
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Lake view 2 bedroom House on Lake Delton Resort. Beaches. Pool. Playground!
Lake view 2 bedroom House on Lake Delton Resort. Beaches. Pool. Playground!
House
Lake Delton, WI, 53940, United States
2.7k from Big Sky Drive-In center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

13 reviews

$477
Average price / night
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Delton Grand Resort
Delton Grand Resort
Apartment
Big Sky Drive-In, Wisconsin Dells, Wisconsin, USA
3.6k from Big Sky Drive-In center

Apartments, Accommodations, Pools, Boutique, 4-star, Lodgings, Hot tubs, Places to stay

12 Bedrooms36 Guests
8.2

Very Good

115 reviews

$80
Average price / night
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Piers & Pines at Island Pointe
Piers & Pines at Island Pointe
Condo
Wisconsin Dells, WI, 53965, United States
2.7k from Big Sky Drive-In center

AC, Balcony, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Microwave

1 Bedroom4 Guests
10.0

Exceptional

27 reviews

$215
Average price / night
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White Rose Inns & Motel
White Rose Inns & Motel
House
WI, USA
3.6k from Big Sky Drive-In center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Romantic, 3-star

42 Bedrooms50 Guests
8.2

Very Good

1042 reviews

$777
Average price / night
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Poolside Villa on Lake Delton
Poolside Villa on Lake Delton
Villa
Wisconsin Dells, WI, 53965, United States
2.8k from Big Sky Drive-In center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

6 reviews

$159
Average price / night
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Stephs Waterfront Retreat Sunset Cove 303
Stephs Waterfront Retreat Sunset Cove 303
House
Wisconsin Dells, WI, USA
3.7k from Big Sky Drive-In center

Cheap, Accommodations, Pools, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

1 Bedroom4 Guests
8.9

Fabulous

6 reviews

$235
Average price / night
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Piers & Pines II at Island Pointe
Piers & Pines II at Island Pointe
Apartment
Wisconsin Dells, WI, 53965, United States
2.8k from Big Sky Drive-In center

AC, Balcony, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

1 Bedroom6 Guests
10.0

Exceptional

17 reviews

$330
Average price / night
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Josies On The Bay Waterfront
Josies On The Bay Waterfront
House
Wisconsin Dells, WI, USA
3.7k from Big Sky Drive-In center

Cheap, Accommodations, Pools, Villas, Vacation homes, Spa, Cottages, Lodgings, Jacuzzis

2 Bedrooms6 Guests
8.2

Very Good

4 reviews

$432
Average price / night
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Johnny`s Lucky 13 at Island Pointe
Johnny`s Lucky 13 at Island Pointe
Cottage
Wisconsin Dells, WI, 53965, United States
2.8k from Big Sky Drive-In center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

2 Bedrooms6 Guests
New to Booking
$320
Average price / night
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Riverside Wisconsin Dells Condo and Pool Access
Riverside Wisconsin Dells Condo and Pool Access
Apartment
Big Sky Drive-In, Wisconsin Dells, Wisconsin, USA
3.7k from Big Sky Drive-In center

Ocean View, Private Pool, Parking, Pool, Hot Tub, Internet, View

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$295
Average price / night
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Spacious 5-bedroom house in enchanting Wisconsin Dells with AC, WiFi
Spacious 5-bedroom house in enchanting Wisconsin Dells with AC, WiFi
House
Wisconsin Dells, WI, 53965, United States
2.9k from Big Sky Drive-In center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$445
Average price / night
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Ethels Beachfront Getaway
Ethels Beachfront Getaway
House
Wisconsin Dells, WI, USA
3.8k from Big Sky Drive-In center

Cheap, Accommodations, Pools, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach

1 Bedroom4 Guests
9.5

Superb

13 reviews

$270
Average price / night
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2br Presidential Unit Enjoy Stunning Nature!
2br Presidential Unit Enjoy Stunning Nature!
Condo
Wisconsin Dells, WI, 53965, United States
3.4k from Big Sky Drive-In center

AC, Balcony, Barbecue, Elevator, Fireplace, Fitness Equipment, Heater, Hot Tub, Internet

2 Bedrooms8 Guests
New to Booking
$272
Average price / night
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Family-Friendly Lakefront Condo in WI Dells
Family-Friendly Lakefront Condo in WI Dells
Apartment
Lake Delton, WI, USA
3.8k from Big Sky Drive-In center

Parking, Private Pool, Accessibility, Pool, Fireplace/Heating, Internet, Sports/Activities

1 Bedroom8 Guests
New to Booking
$426
Average price / night
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Luxury Lakefront Condo in Wisconsin Dells
Luxury Lakefront Condo in Wisconsin Dells
Apartment
Lake Delton, WI, USA
3.8k from Big Sky Drive-In center

Parking, Private Pool, Accessibility, Pool, Fireplace/Heating, Internet, Sports/Activities

1 Bedroom8 Guests
New to Booking
$426
Average price / night
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Club Wyndham Tamarack
Club Wyndham Tamarack
Resort
Wisconsin Dells, WI, USA
3.8k from Big Sky Drive-In center

Cheap, Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Jacuzzis, Places to stay

10 Bedrooms10 Guests
8.1

Very Good

32 reviews

$87
Average price / night
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Wisconsin Dells Cabin Rentals with hot tub,  6 bedroom cabin Wisconsin Dells
Wisconsin Dells Cabin Rentals with hot tub, 6 bedroom cabin Wisconsin Dells
Cabin
Wisconsin Dells, WI, 53965, United States
3.4k from Big Sky Drive-In center

AC, Arcade, Balcony, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
10.0

Exceptional

31 reviews

$845
Average price / night
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All Inclusive Getaway ( The Pool House  )
All Inclusive Getaway ( The Pool House )
House
Wisconsin Dells, WI, 53965, United States
3.4k from Big Sky Drive-In center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

5 Bedrooms12 Guests
10.0

Exceptional

64 reviews

$1260
Average price / night
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2 Bedroom Presidential Condo in Wisconsin Dells, at Sundara Cottages Resort!!
2 Bedroom Presidential Condo in Wisconsin Dells, at Sundara Cottages Resort!!
Condo
Wisconsin Dells, WI, 53965, United States
3.5k from Big Sky Drive-In center

AC, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms8 Guests
New to Booking
$1142
Average price / night
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3 Bedroom Presidential Condo in Wisconsin Dells, at Sundara Cottages Resort!!
3 Bedroom Presidential Condo in Wisconsin Dells, at Sundara Cottages Resort!!
Condo
Wisconsin Dells, WI, 53965, United States
3.5k from Big Sky Drive-In center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Pool, Washer

3 Bedrooms10 Guests
New to Booking
$1655
Average price / night
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5 Bedroom Lockoff Unit, Sleeps 18, in Wisconsin Dells at Sundara Cottage Resort!
5 Bedroom Lockoff Unit, Sleeps 18, in Wisconsin Dells at Sundara Cottage Resort!
Condo
Wisconsin Dells, WI, 53965, United States
3.5k from Big Sky Drive-In center

AC, Dryer, Fitness Equipment, Heater, Internet, Laundry, No Smoking, Pool, Washer

5 Bedrooms18 Guests
New to Booking
$2083
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Big Sky Drive-In.

Big Sky Drive-In Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 337 verified vacation rentals with a pool in Big Sky Drive-In. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Big Sky Drive-In vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $80 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Big Sky Drive-In offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Big Sky Drive-In welcome pets. Currently, 4 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Big Sky Drive-In often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Big Sky Drive-In offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.