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Compare 45 Vacation Homes in McGregor with updated reviews, rates, and availability.

Cottage on Main, Monona, Iowa, is right in the middle of the driftless area. ♥️

9.8 out of 10, Exceptional, (93)
"Easy peasy, comfy and sweet"
Cottage on Main, Monona, Iowa, is right in the middle of the driftless area. ♥️

Prairie du Chien Home w/ Yard: 3 Mi to River!

10.0 out of 10, Exceptional, (3)
"The perfect house in a quiet rural neighborhood with great hosts!"
Prairie du Chien Home w/ Yard: 3 Mi to River!

Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

9.6 out of 10, Exceptional, (55)
"Wonderful location, beautiful bathroom, relaxing. Definitely would visit again. "
The price is SAR 371
SAR 669 total
includes taxes & fees
30 Jan - 31 Jan
Hydro-Massage Tub! Wrangler Outlaw Suite! Horses!

Pet Friendly River Bottom Oasis - Bagley

10.0 out of 10, Exceptional, (18)
"Just what we were looking for to spend Christmas when we come from all over. Enough room for all of us. Host were easy to work with and very responsive. Thank you for everything!"
Pet Friendly River Bottom Oasis - Bagley

Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

9.2 out of 10, Wonderful, (21)
"Our family wanted to find a place to get together on the one year anniversary of the death of my wife to be by ourselves and share some memories. This place looked ideal when I looked it up on VRBO. It was every bit as good as we thought that it would be and more.The space is very large, even larger than it looks in the photographs. It takes up almost the entire downstairs area of a very large house. Even though we had seven members in our group, it didn't seem like we were right on top of each...
Hot Tub! Cowboy Retreat! SW Wisconsin Driftless Region on UTV Route

Copper Roof Cottage

10.0 out of 10, Exceptional, (42)
"Great space for our large group and well stocked with kitchen items, bedding and towels. I have given it 4 stars because the driveway, sidewalks and porch were not shoveled when we arrived. A good few inches of snow came in a day before we arrived so I feel like it should have been done. We couldn’t find a shovel so we had to use a dust pan to make a path out the front of the house otherwise we would’ve tracked an insane amount of snow into the home. Besides this issue, we greatly enjoyed our...
Copper Roof Cottage

Ohio Street Retreat-hot tub, massage chair, pool

10.0 out of 10, Exceptional, (46)
"We enjoyed the comfort and decorations added for the holidays so we could spend time near our family. The place was well appointed, clean and owners were responsive. We would book again. "
The price is SAR 444
SAR 739 total
includes taxes & fees
26 Jan - 27 Jan
Ohio Street Retreat-hot tub, massage chair, pool

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

10.0 out of 10, Exceptional, (33)
"This is a great spot for a weekend getaway! It has a cozy little cabin feel to it! It was very clean and easy to access. The hosts are wonderful and make it easy to check in and out! The neighborhood is quiet and quaint! We absolutely loved it and would definitely stay here again and recommend it to friends!"
The price is SAR 394
SAR 495 total
includes taxes & fees
26 Jan - 27 Jan
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

Winter special HALF OFF!!!

10.0 out of 10, Exceptional, (47)
"Wonderful place to share our family Christmas celebration."
Winter special HALF OFF!!!

Elkader Jailhouse Inn (Entire Inn)

10.0 out of 10, Exceptional, (16)
"Would have been helpful to have a manual on how to operate the ac system, the whirlpool tub, Wolf range. The refrigerator had not been cleaned. Had a Murder mystery dinner and the Inn was part of the setting. People in town were friendly with the exception of the brewery. It was handy to have restaurants menus available to review. Kids want to come back."
The price is SAR 1,936
SAR 4,155 total
includes taxes & fees
26 Jan - 27 Jan
Elkader Jailhouse Inn (Entire Inn)

The Riverside Retreat! cozy, newly remodeled home

8.8 out of 10, Excellent, (14)
"The home was cute. Neighborhood was quiet. "
The Riverside Retreat! cozy, newly remodeled home

Cozy 3 Bedroom Home With Large Yard. Pet Friendly

9.8 out of 10, Exceptional, (13)
"The house was clean and in a quiet neighborhood with all the necessary accommodations. "
The price is SAR 469
SAR 941 total
includes taxes & fees
31 Jan - 1 Feb
Cozy 3 Bedroom Home With Large Yard. Pet Friendly

Harstad Suite at Elkader Jailhouse Inn

10.0 out of 10, Exceptional, (7)
"We have stayed at the Elkader Jail House many times and the Harstad Suite is a great room for the 4 of us. The large kitchen and family space on the first floor provide plenty of space for everyone to get together and relax. Its nearby my family and takes the stress off anyone needing to make space for all of us to sleep. Its comfortable, clean and an easy to walk downtown. We'll be back soon!"
The price is SAR 431
SAR 895 total
includes taxes & fees
26 Jan - 27 Jan
Harstad Suite at Elkader Jailhouse Inn

Luxurious home with hot tub, electric fireplace, and stunning views

2.0 star property
10.0 out of 10, Exceptional, (10)
"The property was exactly as stated in the listing. Everything was very clean. The kitchen was well-equipped with everything you need for cooking and baking. This is an excellent property if you have kids because they have everything you need including kids games, toys, pack-n-play, baby gates, kids dishes, and more! It was the small touches that made all the difference, like having extra toothpaste and toothbrushes if you forgot yours, a basket of snacks, special makeup towels, and much more! We...
Luxurious home with hot tub, electric fireplace, and stunning views

Beautiful Riverfront Home on the Mississippi!

10.0 out of 10, Exceptional, (1)
"Awesome little place on the river. Fishing was good, quiet and really enjoyed the fire pit. Located next to train tracks and trains rolled through a couple times in the early morning, didn’t really bother us though as we knew the tracks were there when we booked it. Overall, great place!"
Beautiful Riverfront Home on the Mississippi!

River Valley Cabin

10.0 out of 10, Exceptional, (77)
"Amazing location. Gracious and helpful hosts."
River Valley Cabin

Newly updated historical home

9.8 out of 10, Exceptional, (47)
"Splendid return visit to the Copper Roof. We will be back"
Newly updated historical home

Fritz’s Farmhouse.. Country getaway.

10.0 out of 10, Exceptional, (70)
"Cozy, comfortable, and clean. Hosts were extremely nice and great communicators. Planning on returning next year!"
The price is SAR 844
SAR 1,361 total
includes taxes & fees
23 Feb - 24 Feb
Fritz’s Farmhouse.. Country getaway.

Harpers Ferry Escape: Near Hiking & Kayaking

9.0 out of 10, Wonderful, (7)
"Great time with friends"
Harpers Ferry Escape: Near Hiking & Kayaking

Black Sheep Lodge:Cozy & Casual-Dog Friendly

9.8 out of 10, Exceptional, (17)
"We had a great stay at Black Sheep for our hunting trip. The place was just what we needed to have space for 3 of us and a dog and was nice and close to a few boat launches we used. And Hannah was so great to communicate with thru the process since we had never been in or around Bagley before."
Black Sheep Lodge:Cozy & Casual-Dog Friendly
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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Other property types in McGregor

American House 1854- Stagecoach Stop Suite, 2 Bedrooms, Kitchenette, Sleeps 6

10.0 out of 10, Exceptional, (1)
"We stayed for my twin’s bachelorette party and had the best time. The layout of the rooms were perfect to relax and hang out all together. It was walking distance to all the shops and bars and river access across the street and had plenty of parking. We had a great time!"
American House 1854- Stagecoach Stop Suite, 2 Bedrooms, Kitchenette, Sleeps 6

Beautiful 3 bedroom 2 bath home with 2,884 sq ft of living space

9.8 out of 10, Exceptional, (14)
"Nice large home! Close to a lot in mcgregor and enjoyed that small town a lot. "
Beautiful 3 bedroom 2 bath home with 2,884 sq ft of living space

American House 1854- Steamboat Landing, 4 Bedrooms, 1.5 Bath, Full Kitchen

10.0 out of 10, Exceptional, (2)
"Our group of friends had a lovely weekend in McGregor! The lodging was comfortable and spacious. The beds were cozy, and those Bare blankets! The ice machine was an appreciated bonus. Thank you to our host for recommending places for food and drink - we loved the places we visited. The locals were inviting. The view was great, and it was fun to stay at a historic site!"
American House 1854- Steamboat Landing, 4 Bedrooms, 1.5 Bath, Full Kitchen
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.