Stockton Holiday Rentals

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Holiday Rentals in Stockton

Toddy's Cabin
10.0 out of 10, Exceptional, (73)
"Wonderful country setting near the great River Road. Looking forward to our next visit! Thank you!"
Toddy's Cabin
A fully equipped home overlooking Mississippi River in a charming river town
10.0 out of 10, Exceptional, (37)
"Very pretty area."
A fully equipped home overlooking Mississippi River in a charming river town
Creekside Cabin Getaway
9.4 out of 10, Exceptional, (95)
"I absolutely loved my stay, the property was fantastic and Winona is a beautiful place. I was by myself for some solitude and the creekside cabins get away was a great fit."
Creekside Cabin Getaway
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Big River Escape Riverside Cabins
3.0 star property
9.2 out of 10, Wonderful, (17)
"We stayed in the Bear cabin which was very clean upon arrival and welcoming. The patio has a table and chairs outside which was very helpful as we forgot our camping chairs! Every interaction with the owners was very friendly and helpful. Grills look nice but could use a little TLC. Making sure they have a full tank and that they are working. Between two nearby we couldn't get them going. They had extra propane tanks but by the time we realized we were too hungry and cooked inside instead. One...
The price is NZ$253
per night
20 Jun - 21 Jun
Big River Escape Riverside Cabins
The Bungaleau 1 Bedroom House In Cute Rivertown
9.8 out of 10, Exceptional, (53)
"Place was as described. There is a pull out couch in the living room that gave good privacy from the other bedroom that has the queen size bed in it. Nicely placed night lights helped navigate to the bathroom. Had a delightful stay"
The price is NZ$286
per night
27 Jun - 28 Jun
The Bungaleau 1 Bedroom House In Cute Rivertown
Cabin on the Mississippi River
10.0 out of 10, Exceptional, (56)
"Wonderful little place. Clean and very well maintained. Met the owners. Great people. Even I noticed it was decorated nicely. The space was well utilized with good quality furnishings. 👍 Boat docking situation was perfect."
Cabin on the Mississippi River
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
10.0 out of 10, Exceptional, (24)
"beautiful house meet all of our needs for room. we had a little problem with ants in the guest bedroom. the biggest issue is the train that goes by all day and night about 100 yards from your window. the cherry was when they went from the north to the south, because there was 2 tracks on our side of the road, they blew their horn about 25,000 times. then the train on the other side of the river doing the same thing, it was dueling train horns."
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Treehouse Cabin in the Bluff Woodlands
9.6 out of 10, Exceptional, (7)
"The cabin was actually nicer than the pictures gave them credit for. The beds and couch were very comfortable. The bathrooms were much nicer than expected. Both the cabin and the bathrooms were very clean. The grounds around the cabin really needed a good mowing. It would have been helpful if firepit tools for moving hot logs or cleaning out old charred pieces of wood were provided. Not something we have to bring with us. "
The price is NZ$267
per night
23 Jun - 24 Jun
Treehouse Cabin in the Bluff Woodlands
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
8.8 out of 10, Excellent, (10)
"Great place to stay, worked out perfect for our family."
The price is NZ$795
per night
26 Jun - 27 Jun
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
MCR is a property that features seclusion and privacy that is hard to find.
10.0 out of 10, Exceptional, (74)
"This is our third stay at Money Creek Ranch and we will be back! Amy is THE BEST attentive host that thinks of all the details to make our stay pleasant. We all have our favorite spot here- a young one on the swing, a family member in the hammock, someone reading on the deck, and me around the fire pit star gazing between the bluffs. This is hands down the best place for gatherings, nature viewing, and relaxing. The lodge has enough room for everyone. Not to mention you are close enough to town...
MCR is a property that features seclusion and privacy that is hard to find.
Charming Brick Farmhouse with a Touch of Elegance. -Winona
9.8 out of 10, Exceptional, (109)
"This was our 2nd stay at the property. It is a wonderful house. Very comfortable and great location. Everything we needed was available! Thank you"
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Bluffside cottage with gorgeous river views
10.0 out of 10, Exceptional, (6)
"Short get away for our 2nd Wedding Anniversary. The home was immaculate. Also very cozy and quiet. The queen size bed was very comfortable that we were able to sleep in every morning. The view of the river was beautiful. We would certainly stay here again."
Bluffside cottage with gorgeous river views
Mississippi River View with updated driveway
9.4 out of 10, Exceptional, (121)
"Beautiful view and house! Great hospitality!"
Mississippi River View with updated driveway
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
10.0 out of 10, Exceptional, (37)
"Very nice and clean! Easy to access no issues"
The price is NZ$319
per night
20 Jun - 21 Jun
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
Farmhouse Apartment - Great River Road Historic Home (1898)
9.6 out of 10, Exceptional, (8)
"Lovely accommodations with a wonderful view and setting. Thoughtfully appointed, we enjoyed all the amenities the host provided. Sleeping arrangements were very comfortable and the living area by the fireplace was a wonderful place to relax, watch the river or view something on the TV."
The price is NZ$432
per night
26 Jun - 27 Jun
Farmhouse Apartment - Great River Road Historic Home (1898)
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
10.0 out of 10, Exceptional, (3)
"I rented the property for a leadership retreat for work. There were 7 of us who stayed for two nights. The property was super clean, the kitchen was well equipped, the view to the river was beautiful! The train does run nearby so if you are a lighter sleeper, you may hear it. The first night we did, the second night no one in my party did. Greg was a super responsive host when we had an issue, and was quick to resolve it. I would definitely stay again and highly recommend this home for your...
The price is NZ$721
per night
23 Jun - 24 Jun
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
10.0 out of 10, Exceptional, (3)
"Great little house, perfect for little ones! We had two under two and the downstairs layout was perfect to play in the rainy weather. Lots of little details that made the place nice!"
The price is NZ$447
per night
21 Jun - 22 Jun
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Bike trail stay near Lanesboro
9.4 out of 10, Exceptional, (9)
"Clean. A little bigger than I expected from the pictures. Right on the bike trail. Easy walk to downtown."
Bike trail stay near Lanesboro
Urban Cottage
9.6 out of 10, Exceptional, (10)
"We needed a place to stay for a group of 6 and wanted to be able to spread out, cook our own meals, and enjoy our time. This property allowed us to do all of that, with a great location close to everything we wanted to see and do. Would recommend!"
Urban Cottage
Entire house rental
9.4 out of 10, Exceptional, (16)
"Very simple, clean, cute, and location!"
Entire house rental
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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.

Other types of properties in Stockton you may be interested in

The Plaza Hotel & Suites Winona
3.0 star property
9.0 out of 10, Wonderful, (982)
"Overall very clean. "
The price is NZ$263
per night
20 Jun - 21 Jun
The Plaza Hotel & Suites Winona
Super 8 by Wyndham Winona MN
2.0 star property
7.4 out of 10, Good, (879)
"The price was very good. I simply needed a place to sleep, so it worked out well."
The price is NZ$109
per night
14 Jul - 15 Jul
Super 8 by Wyndham Winona MN
Express Suites Riverport Inn & Suites
3.0 star property
8.6 out of 10, Excellent, (1002)
"Great location, walking distance to food, Walmart & Target (right next door) reasonably priced."
The price is NZ$199
per night
23 Jun - 24 Jun
Express Suites Riverport Inn & Suites
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.

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 Stockton 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 Stockton. 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 Stockton. Seeing all the best attractions is bound to make you fall in love with Stockton. 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 Stockton short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Stockton?

Yes, there are holiday rentals close to the most popular sights in Stockton, 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 Stockton has to offer?

A fully equipped home overlooking Mississippi River in a charming river town: This holiday home rental outside of Stockton is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 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 Stockton?

While you're exploring the area, Lake Lodge Recreation Center and Trempealeau Mountain are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find St. Mary's University of Minnesota and Winona State University.

What’s a holiday rental in Stockton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stockton. Holiday rentals feature amenities such as hot tubs, fire pits and patios 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 offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family trips.

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