Holiday houses in Chicago

Dottie the 1969 Vintage Camper for Glamping

Enjoy our kitschy 1969 camper tucked away in the woods of a private neighborhood in the city, it's a vintage glamping dream! Cozy and comfortable with a cushy bed (A few inches shy of a double. 6ft 3in x 4ft), it's a playhouse for grownups! The camper sits in its own corner of our property, surrounded by 1 acre of beautiful gardens. Tucked near a creek and trees with a fire pit and hammock, it's a perfect couple's get-a-way close to coffee shops, dining and shopping. Ceiling hight is 70" inside.

Charming riverfront house

This quiet & serene riverfront house is the perfect setting for a family, nature lovers, fishermen, anniversaries, friends retreats, or honeymooners! Newly remodeled in 2018, we can sleep up to 12. Located just a couple of miles outside of Elkhorn & directly on the Elkhorn River, this is a nature-lovers haven! Local restaurants, shopping & other amenities in Elkhorn, Omaha & Waterloo are within a few minutes drive! Our place is a smoke & pet free home! Smoking is allowed in outdoor areas only.

Surfer-Themed Lakefront Home

Peaceful Lakefront Getaway on Riverside Lake Escape to tranquility at this beautiful lakefront duplex on the serene 80-acre Riverside Lake. Wake up to peaceful water views, relax on the sandy beach just steps from your door, and enjoy the perfect balance of relaxation and adventure. Whether you’re sipping coffee on the patio, paddling on the lake, or roasting marshmallows by the fire pit, this home offers a peaceful retreat for couples, families, or solo travelers. Enjoy beach, firepit & fun!

Private Waterfront Lake House | Near Omaha

Modern lakefront retreat in Valley, minutes from Omaha, the Elkhorn Athletic Association, DC West, and wedding venues such as Countryside and A View West Shores, plus Village Pointe. Located on a peaceful no-wake lake, this home features open living, water views, a king suite, queen bedroom, full-over-full bunk room, and loft sleeping area. Ideal for weddings, tournaments, school events, and weekend getaways. Enjoy sunset views and a relaxing lakeside setting with direct backyard lake access.

Family Fun Basement Retreat w/ Hot Tub Near Dining

Spacious Basement Retreat – Private Entrance This rental is for the basement level only, with a private entrance and a locked door separating it from the upstairs. 2 private bedrooms, a daybed with trundle, 1 full bath, living room with TV, and bar area that seats 4. Fun extras: foosball table, shuffleboard, hot tub, outdoor TV, and board games. The backyard backs up to trees, offering a peaceful and quiet escape. Just minutes from local attractions, dining, shopping, and family fun!

Townhome with FREE breakfast, snacks and coffee

Enjoy breakfast, snacks and coffee as a welcome gift. This is a beautifully maintained area. Enjoy the many open spaces and 2 playgrounds. One playground is 3 blocks to the east by the pool and another is a 10 minute walk on the walking path. This area backs up to a creek and woods and is home to many deer, turkey, coyotes, raccoons, possums, etc. When on the patio, turkeys may walk up to the patio. Enjoy the community seasonal pool just 2 blocks to the east. Hours are 11 AM to 8 PM.

Private Space, Walk-Out Basement of suburban home.

Our cozy, quiet, home backs to walking trail, creek & prairie. Easy access to interstate, restaurants & shopping. You have private access to our walk-out basement w/bedroom, living room, bathroom, and kitchenette, + board games, books, ping pong, our backyard and a nearby park. The bedroom has a Cal King bed & dark, cool sleeping. The family room includes two twin beds and a twin mattress on floor, plus our large comfy sofa and floor to ceiling windows showcasing our green space.

Stylish W. Omaha House. Shopping. King Suite.

This spacious 3 bedroom, 2.5 bath house rental is the ideal space for groups and families. Tucked away in a peaceful residential neighborhood, you can enjoy a tranquil and private stay while still having quick and easy access to the city's main road, W. Dodge (US Hwy 6). Plus, with the popular Village Pointe shopping mall just a short 5-minute drive away, you can indulge in some retail therapy or treat yourself to a delicious meal at one of the many restaurants in the area.

"Cozy Cottage" Getaway, Hot Tub & Fireplace Benson

Charming cottage nestled in Omaha's vibrant Benson neighborhood, near 60th & Manderson. 15 mins Downtown, Convention center, ball park, Zoo & Museums Perfect for a quiet getaway, romantic retreat or extended work stay with a mix of privacy & convenience. Fully equipped kitchen, modern bath, comfortable bed, easy to use gas fireplace and Hot tub for 2 on private deck. Benson is known for it's live music, unique restaurants, craft breweries and local shops.

Happily Home 4BR West Omaha/Elkhorn Retreat

Welcome to our West Omaha/ Elkhorn 4 bed 2 bath retreat nestled in a safe neighborhood just 5 minutes to premier shopping, tournament sites, and easy access to Downtown, Zoo, Vala's. Comfy, 5-Star Clean, and freshly remodeled, this home has all amenities, spacious gathering areas, and separate spaces when its time to recharge. -Fenced Yard, deck, grill, fire pit, garage parking, -Pet and Family Friendly. Woof woof -Walk to park w/pickleball, play structures

Cheerful 3 bd home with easy access to interstate!

A fun home great for a family or multiple adults! 3 bed, 2.5 bath home, that sleeps 8. Located in a quiet, friendly family neighborhood in West Omaha. Located close to top notch outdoor shopping and fantastic restaurants (Village Pointe). Around the corner from the MARK family fun center and UBT sports center! 25 min drive to downtown Omaha. Amenities: Free Wi-Fi, 2 TV's, Patio, Grill, Spacious Back Yard, 2 car garage, Full Kitchen, Laundry.

Luxury Stay with Golf Simulator and 3 King Bedroom

Unwind in this luxurious, family-friendly home featuring a private golf simulator, pool table, spacious backyard, and stylish comfort throughout. With 3 king bedrooms, modern amenities, and plenty of room to relax or entertain, this is the perfect escape for your Elkhorn getaway. Whether you're here for business, family fun, or a weekend with friends, you'll love the experience, comfort, and convenience this home offers!