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.

Vastu Chalet by the Lake

Deeply relax in this Vastu Chalet by the Lake. Enjoy the unique energy of this World Peace community near the Peace Palace and The Raj. Walk on trails around two man-made lakes. A 5-miles drive to Fairfield, MIU, and all downtown attractions. Enjoy the entire private top floor of this duplex. A 14-step, outdoor staircase leads to your apartment. Main room offers kitchen, dining area, two beds, a couch. Full bathroom with shower and tub + washer & drier. Master bedroom with Queen-size bed.

Buckman's Bed and Breakfast (5 Bedrooms+)

Enjoy the comfort and welcoming atmosphere of a home built to entertain family & friends. There are 5 guest bedrooms rooms: Room 1-King bed, sofa bed & recliner Room 2-Queen & sofa bed Room 3-Twin beds & convertible sofa Room 4-Queen & sofa bed Room 5-King & recliner Rooms 1,2 &5 have in suite bathrooms. Bathroom for room 4 is next door. Rooms 2 &3 share an inner door; ideal for parents with children. Breakfast is included. To book a room instead of the house, see separate listings.

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!

Spring/Summer Cabin - Kayak - Hunting -River Views

Come enjoy a great getaway at our spacious cabin on the Des Moines River in Keosauqua, Iowa. Enjoy year round river views. We have everything you need to recharge - porch dinning, grill, fire pit & amazing views! Love to fish, kayak, boat, golf, or hunt? You can do it all here. We also have a boat ramp about 300 yards from the cabin. We are a minute drive from the famous Van Buren county that has multiple unique things to offer. Come relax and enjoy the great outdoors!

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.

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.

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.