Vacation Rentals with Pool in Wisconsin

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Filtering by: Swimming pool

105 vacation rentals

(6) Excellent 

23

Ye Olde Manor House Bed and Breakfast

Wisconsin / Elkhorn

Elkhorn house

8 20 1 night min

  • 8 bedrooms
  • sleeps 20
  • 1 night min
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly
“It's Delightful, It's Delicious, It's De-lovely!” One would think that Cole Porter wrote those lyrics after visiting Ye Olde Manor House! The owners, Karen Fulbright-Anderson and John anderson, are a delightful, warm, welcoming couple. They are so f
…see more

Price per night from

$1,725

Responds fast!
avg. 1 hour 25 minutes

Price per night from

$1,725

33

Green Bay Modern Memory

Wisconsin / Denmark

Denmark house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child Friendly

Price per night from

$850

Price per night from

$850

34

EXCLUSIVE LAKEFRONT with lovely beach, beach house, piers and water trampoline

Wisconsin / Powers Lake

Powers Lake villa

8 21 min stay varies

  • 8 bedrooms
  • sleeps 21
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$990

Price per night from

$990

(15) Excellent 

36

Spacious Retreat with Private Swimming/Fishing Pond and Sand Volleyball Court

Wisconsin / Wisconsin Dells

Wisconsin Dells house

4 16 min stay varies

  • 4 bedrooms
  • sleeps 16
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“great getaway!” This home is absolutely beautiful and perfectly equipped for a weekend or extended stay. This was a quiet and secluded cabin - perfect for a relaxed getaway. We took advantage of the great lake nearby with plenty of views and walki
…see more

Price per night from

$400

Price per night from

$400

34

Lake Puckaway Getaway - Immaculate lakefront 2-story condo on lake

Wisconsin / Marquette

Marquette condo

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$175

Price per night from

$175

(1) Excellent 

27

Bluegreen Odyssey Dells - Includes Mt Olympus Tix!

Wisconsin / Wisconsin Dells

Wisconsin Dells condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$175

Responds fast!
avg. 55 minutes

Price per night from

$175

8

Adeline's House of Cool ... A real must see this!

Wisconsin / Marquette

Marquette house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool

Price per night from

$464

Price per night from

$464

(7) Very Good 

12

Christmas Mountain Getaway in Wisconsin Dells

Wisconsin / Wisconsin Dells

Wisconsin Dells apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 10 mi
  • Swimming pool
  • Ski

Price per night from

$70

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$70

(3) Very Good 

9

Door County Waterfront Cottage

Door County / Sturgeon Bay

Sturgeon Bay cottage

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$249

Price per night from

$249

(4) Very Good 

27

Quiet Condo on Lake Delton in Exciting Wis Dells

Wisconsin / Wisconsin Dells

Wisconsin Dells apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$125

Responds fast!
avg. 2 hours 26 minutes

Price per night from

$125

(3) Very Good 

29

The Cove of Lake Geneva By Owner , luxury suite!

Wisconsin / Lake Geneva

Lake Geneva apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$225

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$225

31

6BR Shawano House w/ 4 Covered Porches!

Wisconsin / Shawano

Shawano house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ski
  • Suitable for children age 5+

Price per night from

$249

Responds fast!
avg. 44 minutes

Price per night from

$249

(2) Excellent 

5

Bluffside

Door County / Egg Harbor

Egg Harbor house

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$340

Price per night from

$340

(28) Very Good 

15

Glacier Canyon, Wilderness Area at Wisconsin Dells

Wisconsin / Wisconsin Dells

Wisconsin Dells apartment

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“It was great and spacious!” We booked a place at Glacier Canyon at the Wilderness Resort In Wisconsin Dells. We weren't able to get the room we booked but got upgraded too a bigger room that had 3 bedrooms instead of 2. It had 3 bathrooms also, and a
…see more

Price per night from

$223

Price per night from

$223

10

Papaya 104 - Ponta Negra Luxury Flat

Wisconsin / Deer Park

Deer Park apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$90

Price per night from

$90

(81) Excellent 

30

Lake Forest Resort - Distinctive lakeside condos

Wisconsin / Eagle River

Eagle River apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$150

Responds fast!
avg. 3 hours 42 minutes

Price per night from

$150

28

Monthly Beautiful Golf Front Condo w/screened in porch!

Wisconsin / Lake Geneva

Lake Geneva apartment

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$265

Responds fast!
avg. 48 minutes

Price per night from

$265

(37) Excellent 

37

Off Season Mid Week $95 per couple / per night

Wisconsin / Lake Geneva

Lake Geneva house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Super Friendly” Great folks running this place. They really give the home town experience with amenities of a major hotel. This property is right next to a beautiful lake. The options are great for either the relaxed weekend or if you want to water s
…see more

Price per night from

$380

Price per night from

$380

(10) Very Good 

11

Sanctuary Lodge Splash Canyon *BOOKING INCLUDES COMP WATERPARK PASSES ALL GUESTS

Wisconsin / Wisconsin Dells

Wisconsin Dells condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$139

Price per night from

$139

21

Abbey Springs Resort – 2 Bedroom / 1.5 Bath Condo

Wisconsin / Lake Geneva

Lake Geneva condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$225

Responds fast!
avg. 3 hours 17 minutes

Price per night from

$225

21

Christmas Mountain Village - 3 Bedroom Unit

Wisconsin / Wisconsin Dells

Wisconsin Dells log cabin

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$225

Responds fast!
avg. 55 minutes

Price per night from

$225

34

Serene Lyndon House w/ 2 Decks, Fire Pit & Yard!

Wisconsin / Lyndon Station

Lyndon Station house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$245

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$245

(3) Very Good 

20

Cape Cod of the Midwest

Door County / Egg Harbor

Egg Harbor apartment

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$98

Responds fast!
avg. 2 hours 24 minutes

Price per night from

$98

26

Waterfront Lake Delton Condo w/Pool & Spa Access!

Wisconsin / Lake Delton

Lake Delton apartment

1 5 2 nights min

  • 1 bedroom
  • sleeps 5
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Responds fast!
avg. 44 minutes

Price per night from

$110

(2) Excellent 

21

THIRD NIGHT FREE! (9/4/18 - 6/12/19) - Beachfront condo on Lake Delton!

Wisconsin / Wisconsin Dells

Wisconsin Dells condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$145

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$145

(11) Excellent 

20

Luxurious & Serene Lakefront Condo...Only 3 hrs from Chicago!

Wisconsin / Marquette

Marquette apartment

3 7 2 nights min

  • 3 bedrooms
  • sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Beautiful Lakefront Condo” Thank you for letting us stay at your beautiful condo. Our entire family enjoyed a relaxing holiday get away from all the hustle and bustle from our hectic schedules. The weather was nice enough to spend a little time outdoo
…see more

Price per night from

$175

Price per night from

$175

10

Timber Cabin 2 Bedroom 2 full Bathroom Log Cabin with in unit washer and dryer.

Wisconsin / Wisconsin Dells

Wisconsin Dells townhouse

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$109

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$109

17

Wyndham Glacier Canyon ~ 2B ~ Waterpark Passes Included ~ Sleeps 8

Wisconsin / Wisconsin Dells

Wisconsin Dells condo

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$159

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$159

(1) Excellent 

20

The Timbers at Christmas Mountain Village Resort

Wisconsin / Wisconsin Dells

Wisconsin Dells townhouse

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$143

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$143

25

Alpine Greens at Lake Arrowhead, near WI Dells

Wisconsin / Nekoosa

Nekoosa house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$300

Price per night from

$300

26

Eagle Lake Lookout - gorgeous condo on Eagle River Chain of lakes - Free WIFI

Wisconsin / Eagle River

Eagle River apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$293

Price per night from

$293

(4) Average 

14

Polynesian Hotel/Suites Sanctuary Lodge-Seasonal Indoor Waterpark!

Wisconsin / Wisconsin Dells

Wisconsin Dells condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$139

Price per night from

$139

(2) Very Good 

7

Bluegreen Odyssey Dells

Wisconsin / Wisconsin Dells

Wisconsin Dells condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 2 hours 37 minutes

Price per night from

$130

51

Summer may be over but the fun in the Wisconsin Dells never ends!

Wisconsin / Wisconsin Dells

Wisconsin Dells apartment

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$225

Responds fast!
avg. 25 minutes

Price per night from

$225

20

Fairway Trails on the Pines Golf Course, Lake Arrowhead

Wisconsin / Nekoosa

Nekoosa house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child Friendly

Price per night from

$335

Price per night from

$335

(1) Excellent 

21

On Lake Geneva! 4-story Contemporary Lake Home Estate. Experience Lake Living!

Wisconsin / Lake Geneva

Lake Geneva house

6 10 7 nights min

  • 6 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,100

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$1,100

(12) Excellent 

24

Watch Beautiful Sunsets Over the Bay from Your Condo Balcony

Door County / Egg Harbor

Egg Harbor apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$90

Price per night from

$90

(4) Excellent 

Certificate of Excellence

15

Leaf House Door County

Door County / Egg Harbor

Egg Harbor condo

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$105

Responds fast!
avg. 31 minutes

Price per night from

$105