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Saint Anna Holiday Rentals

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Our top choices for Saint Anna holiday rentals

1. Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (178 reviews)
"Great place would go back"
United States
William
The price is NZ$545
includes taxes & fees
8 Sept - 9 Sept
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

2. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (67 reviews)
"Absolutely Beautiful. Great, quiet location...clean and well kept. Recommend buying some of their amazing home made maple syrup!!"
United States
Barbara
The price is NZ$457
includes taxes & fees
1 Sept - 2 Sept
The Esker Ridge Chalet, Pristine Elkhart Solitude

3. Victorian Inn #241 | 2 Queen Beds

Victorian Inn #241 | 2 Queen Beds
Elkhart Lake
The price is NZ$314
includes taxes & fees
31 Aug - 1 Sept
Victorian Inn #241 | 2 Queen Beds

4. Walkable Lake Escape! Elkhart Lake Condo

Walkable Lake Escape! Elkhart Lake Condo
3.0 star property
Elkhart Lake
The price is NZ$646
includes taxes & fees
7 Sept - 8 Sept
Walkable Lake Escape! Elkhart Lake Condo

5. Walkable Lake Escape! Elkhart Lake Condo

Walkable Lake Escape! Elkhart Lake Condo
Elkhart Lake
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for our short week in Elkhart Lake. Close to everything and well appointed place that we loved"
United States
Tony B.
Walkable Lake Escape! Elkhart Lake Condo

6. Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Kiel
8.4 out of 10, Very good, (5 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
The price is NZ$1,012
includes taxes & fees
30 Aug - 31 Aug
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler

7. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
The price is NZ$673
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!

8. 3 Mi to Road America: Spacious Elkhart Lake Home!

3 Mi to Road America: Spacious Elkhart Lake Home!
Elkhart Lake
10.0 out of 10, Exceptional, (11 reviews)
"Great place and location! "
United States
Sam B.
The price is NZ$1,333
includes taxes & fees
7 Sept - 8 Sept
3 Mi to Road America: Spacious Elkhart Lake Home!

9. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth
Plymouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property! Close to many great places. Property was very kid and adult friendly. Great time with family. We'll be back again. "
United States
Andrew M.
The price is NZ$1,161
includes taxes & fees
15 Sept - 16 Sept
Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

10. Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
7.8 out of 10, Good, (6 reviews)
"Beautiful"
United States
Angela
The price is NZ$303
includes taxes & fees
11 Sept - 12 Sept
Tiki Beach Campground

11. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (2 reviews)
The price is NZ$1,407
includes taxes & fees
8 Sept - 9 Sept
3 Min to Road America, "Amazing Location!!"

12. Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay"
United States
Linda R.
The price is NZ$419
includes taxes & fees
30 Aug - 31 Aug
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

13. 5 min from Road America. Great yard and plenty of parking

5 min from Road America. Great yard and plenty of parking
Elkhart Lake
9.8 out of 10, Exceptional, (7 reviews)
" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...
United States
Paul & Jacqleene M.
The price is NZ$2,190
includes taxes & fees
18 Sept - 19 Sept
5 min from Road America. Great yard and plenty of parking

14. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
The price is NZ$667
includes taxes & fees
20 Sept - 21 Sept
Updated Plymouth Home ~ 5 Mi to Road America!

15. Cozy 1-bedroom house w/ Washer and dryer available

Cozy 1-bedroom house w/ Washer and dryer available
Fond du Lac
9.0 out of 10, Wonderful, (2 reviews)
"Priced high due to EAA week. Only about 20 minutes from Oshkosh. Very clean."
United States
Leslie W.
The price is NZ$410
includes taxes & fees
9 Sept - 10 Sept
Cozy 1-bedroom house w/ Washer and dryer available

16. Relaxing 2BR Home • Massage Shower • Near Lake

Relaxing 2BR Home • Massage Shower • Near Lake
Fond du Lac
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed visiting the area. It is close to Kettle Moraine, Kohler Beach, and Kelley Creamery. I was thankful for the pet-friendly area."
United States
Gerald R.
The price is NZ$483
includes taxes & fees
9 Sept - 10 Sept
Relaxing 2BR Home • Massage Shower • Near Lake

17. Merrill Ave Fond du Lac · Updated! Historic|Spacious

Merrill Ave Fond du Lac · Updated! Historic|Spacious
Fond du Lac
10.0 out of 10, Exceptional, (24 reviews)
"Good place and solid hosts, thank you!"
United States
Daniel M.
The price is NZ$803
includes taxes & fees
1 Sept - 2 Sept
Merrill Ave Fond du Lac · Updated! Historic|Spacious

18. tranquil cabin on 5 private acres w/ hot tub and sauna

tranquil cabin on 5 private acres w/ hot tub and sauna
Cascade
10.0 out of 10, Exceptional, (12 reviews)
"This was a lovely property and truly a place to relax and recharge. We enjoyed our stay! "
United States
Kelly D.
The price is NZ$713
includes taxes & fees
7 Sept - 8 Sept
tranquil cabin on 5 private acres w/ hot tub and sauna

19. Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation
Fond du Lac
10.0 out of 10, Exceptional, (1 review)
"Great Place to stay with group of friends! Very clean and well kept place with lots to do outside highly recommend this place! Will be staying here again."
United States
Dylan
The price is NZ$1,482
includes taxes & fees
30 Aug - 31 Aug
Cabin on Lake 75 Acre Lake: Couples Get Away or Fun Family Vacation

20. Stunning private home hidden in the woods. Can sleep 11 guests

Stunning private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is NZ$1,575
includes taxes & fees
10 Sept - 11 Sept
Stunning private home hidden in the woods. Can sleep 11 guests
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Saint Anna Hotel Reviews

Find out more about Saint Anna

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Saint Anna holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Saint Anna. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Saint Anna. Seeing all the best attractions is bound to make you fall in love with Saint Anna. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Saint Anna short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Saint Anna?

Yes, there are holiday rentals close to the most popular sights in Saint Anna, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Saint Anna has to offer?

Lake Winnebago Waterfront Cottage W/Hot Tub [2 King; 1 Queen]: This holiday home rental outside of Saint Anna is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Saint Anna?

Explore the area and family-friendly sights such as The Plaid Squirrel, or get out into nature at a spot like Wolf Lake. In the wider area, you’ll find Farmers Market and Elkhart Lake.

What’s a holiday rental in Saint Anna like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Saint Anna. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.