Holiday rentals in Stockport

Riverview Cottage in Keosauqua

Overlooking the Des Moines river, this inviting cottage offers the perfect getaway for a hunting retreat or girl’s weekend. Built in 1870 and thoughtfully restored in 2024, it offers a modern kitchen with an oversized island, spacious living room, and two cozy bedrooms with custom made barn doors. Situated in the heart of Keosauqua, you’ll be walking distance to restaurants, shops, and city park. Enjoy an afternoon fishing at Lake Sugema or exploring the historic Villages of Van Buren County.

Mid-Century Modern Farmhouse Sanctuary

Filled with Balinese art & handmade solid wood furniture, this home is owned by a filmmaker who spends their time between Bali, Austin, & Fairfield. Plenty of space for entertaining, a chef’s kitchen and even its own yoga studio (note: this is listed as the “gym” in photos — yoga mats/no gym equip). This stylish sanctuary is perfect for family, group trips or just a private getaway in this sweet little town. There are 2 extra futon beds that can comfortably be made up in yoga room upon request.

Poppy's Place. Handicap ramp/private garage entry.

This beautiful, spacious daily rental house offers the ultimate connected or socially distanced experience while exploring the historic Villages of Van Buren County. Located 2 mi. from Shimek State Forest, .5 mi. from the Des Moines River, a block from Hwy 2 & the general store. Ideal for reuniting with friends or family, for couples seeking a romantic get-away, tourists, contract/construction workers, & business travelers. Whirlpool tub, full modern kitchen & private garage parking with ramp.

Crescendo Chalet

Keep it simple at this peaceful and centrally-located home. Perfectly situated walking distance to the MIU Campus, Everybody's and walking trails, our cozy and beautifully appointed, East facing chalet will have you starting each day with a smile on your face. With off street parking, this single story home features a fully equipped kitchen and laundry with dedicated ironing board. Perfect for short or long stays. The home is renovated but old - uneven flooring and imperfect finishing work.

Lodge amongst the vines

This peaceful home away from home is waiting to entertain. The perfect , spacious getaway for the hunting party, family reunion, bachelorette weekend... This secure lock up and go lodge is nestled between picturesque vineyards, in the heart of the popular panoramic Cedar Valley Winery. Outdoor bliss. The perfect destination for the kids to safely play. Enjoy a glass of wine on our deck from our Tasting Room or on the private deck of the lodge as you barbecue to a perfect SE Iowan sunset.

Luxury Downtown Loft | Rooftop + Sauna | Sleeps 12

One of the only places in Fairfield designed specifically for groups—this downtown loft lets you stay together, relax on a private rooftop patio, and unwind in the sauna or jacuzzi tub, all just steps from the town square. Whether you're visiting for a wedding, event, work trip, or weekend getaway, this is the ideal place to stay and sleep up to 12 in comfort. Walk downstairs to the town square, bars, wine bar, boutique, and restaurants. Unwind on the rooftop patio and enjoy the sunset!

The Roost Tiny Home -Cozy and Quiet 4 Season

Welcome to THE ROOST, a great place to relax and recharge! This unique tiny home is located on the Des Moines River. Your personal deck is a great spot to grill and watch river life. Our swing fire gazebo is a great place to unwind. We are located in the famous rural Van Buren County that includes 11 villages - Specialty shops, dining, antiques, golfing & community pool. Lacey state park has many outdoor adventures - Lake Sugema, hunting, fishing & hiking in the forest.

River's Edge Cabin-Riverfront Acres/DISH/WiFi

This cabin is nestled by the bridge across from Pittsburgh, Iowa, just a few miles west of Keosauqua. Accommodations not only include the cabin, but also 1.5 acres of flat, riverfront land to play, relax and enjoy nature. A screened porch with seating overlooks the Des Moines river. Guests can also enjoy the outdoor fire ring. The amazing wildlife along the river is absolutely beautiful. If you enjoy the outdoors, hunting, fishing and nature, this is the cabin for you!

The Vernon Street Guest House - Suite 1

Be at home in this updated 1900's home. With all the modern conveniences plus just enough history left behind, the main floor boasts a fully equipped and spacious kitchen & dining room, living room with a desk, laundry area, & bathroom. Typical of a 1900's home are the steep, short footed steps that lead upstairs to the 2 comfortable bedrooms. Perfect for relaxing in the living room or gathering for games, is a cup of freshly roasted coffee, which we happily provide.

Luxury 1st Floor Apt Near Square

Experience the best of Fairfield at this stunningly remodeled apartment in an 1858 farmhouse. You'll be just a few minutes walk to Fairfield Square with its unique art, cafe, and dining scene. The master bedroom features a sliding door to a covered porch overlooking a larger patio ready for a party. Walk the beautiful grounds with an organic garden and orchard. Help yourself to produce in season. I enjoy meeting and interacting with my guests as they wish.

Secret Garden

This luxuriously appointed mid century home opens onto a private deck and parklike garden. It feels like being in the country even though it is just a few blocks to the town square and similarly close to the university. The local grocery store is two blocks down an elley that feel like a country road. A truly tranquil retreat. Free bicycles make it easy to get around and enjoy the 17 mile bike trail that circles the town.

Droptine Cottage

A back road get-away in Iowa's best deer country. Featuring all the comforts of home with 2 bedrooms (1 queen & 1 full/twin bunk bed). Relax outside on the deck or by the firepit. Perfect for a group of hunters, fishermen or a family visiting the Villages! Included TV, DVD, Washer & Dryer, Wi-Fi, Charcoal & Gas Grills. Daily or weekly rentals available.