Waterfront vacation rentals in Dickinson County

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Top-rated waterfront rentals in Dickinson County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A lakeview deck is furnished with two blue ottomans and a low table. Two glasses are placed on the table. The railing offers an unobstructed view of the calm lake, with soft colors of the sky reflecting on the water's surface.

Condo in Arnolds Park

4.98 out of 5 average rating, 58 reviews

Amazing 4 BR, 3 Bath condo, with 2 master suites!

Spacious 4 BR 3 bathroom unit at BridgesBay resort! Includes 6 passes to the onsite waterpark. (*Access to 7,000lb boat hoist xtra fee*) Our 1st master BR has a King size bed, dedicated workspace & spacious bathroom/closet. The 2nd master suite has a king size bed with a lake view & full private bathroom our 3rd BR also has a kingsize bed. The 4th bedroom has bunkbeds with Full size mattresses great for kids. Vaulted ceiling living room with foldout couch & fireplace. Lakeview deck with gas BBQ.

Guest favorite

The large deck features a round metal table surrounded by four chairs, each with floral cushions. A stunning sunset reflects on the lake's surface, casting warm hues across the tranquil water, with trees framing the scene.

Home in Spirit Lake

5 out of 5 average rating, 14 reviews

Quiet home on the lake

Enjoy this beautiful lakeside home in the Okoboji area: A special place for year-around fun and comfort for you and your loved ones. This 4 bedroom, 3 bath, 3000 sq. ft. home has 2 family rooms, fully equipped kitchen, and dining room with seating for 12. Large windows show off amazing sunsets and panoramic views of Center Lake; a special secret retreat in Great Lakes. Upper and lower patios are great for lake-side eating. Host requests 3-night minimum stay from May 20 until November 4, 2025.

Top guest favorite

A serene sunroom features large windows that provide views of the lake and surrounding trees. A cozy seating area with a plush sofa and a low coffee table is present, while wooden ceiling beams and ceiling fans add to the inviting ambiance.

Home in Spirit Lake

4.94 out of 5 average rating, 77 reviews

Breathtaking 3-14 Quiet Lakehome

Relax with the whole family at this peaceful place to stay. Enjoy a stay on a Quiet lake that is just minutes away from all the action. This Lake House boasts TWO 3-season rooms, an open concept with so many great views of the lake. Newly renovated, yet loads of charm and wonderfully decorated. Come relax and have a blast while you play games, read books, let the kids play with toys, or snuggle up and watch your favorite show. There is even a Sauna which might be just what you need.

Top guest favorite

A shaded patio area includes several cushioned chairs and a small table, surrounded by lush green grass. Views of the semi-private pool and surrounding resort buildings can be seen in the background under a clear blue sky.

Condo in Arnolds Park

4.98 out of 5 average rating, 98 reviews

Rare POOL SIDE/LAKE VIEW condo -Bridges Bay Resort

Newly remodeled 3 bedroom. 2 bathroom condo at Bridges Bay Resort. Imagine grilling out on the patio while you play yard games, swim in the pool, and look out over East Lake Okoboji. Spend your days exploring the many outdoor activities that Okoboji has to offer, enjoying Boji Splash water park, or simply relaxing by the lake. This rare poolside and lake view condo comes with all the amenities! There is so much to do all year round. Let our vacation home be your next relaxing get away!

Superhost

A wooden cabin with a sloped roof is shown, featuring steps leading to its entrance. In the foreground, a long picnic table with attached benches is set on a grassy area, providing an outdoor dining space.

Cabin in Spirit Lake

4.67 out of 5 average rating, 15 reviews

St. John Cabin

This Rustic Cabin is a great space for families or friends to gather in nature. Having access to our camp with activities, trails, waterfront, and being conveniently located next to town this is a great spot at a great price to spend some quality time together. These cabins are bunk houses with one large room, a half bath, electricity, fans, nearby shower house, picnic table, and fire pit. They are one step up from tent camping while offering lots of space and things to do for all ages.

Top guest favorite

A quaint cottage is situated along a serene canal, framed by lush green trees. A private dock extends into the calm water, reflecting the surrounding landscape. A small seating area with colorful chairs is visible near the water's edge, creating a relaxing outdoor space.

Home in Milford

4.94 out of 5 average rating, 33 reviews

Boji Waterfront Retreat - Millers Bay Canals

Soak up the best of life at the lake as you enjoy our Waterfront Retreat on the Millers Bay Canals in the quiet village of Wahpeton. This cottage has just finished its renovation and now features all new furniture and a relaxed beach house style. Your stay here will ensure your time at the lake with family or friends is an Aussie experience without the need for the 15 hr flying time! Enjoy the kayaks or the stand up paddle board and head straight out to the dock and onto the water.

Top guest favorite

A cottage sits near the water's edge, featuring a spacious deck with seating arrangements. Large windows provide views of the lakeside. A private dock extends into the water, bordered by a rocky shoreline and lush greenery.

Cottage in Spirit Lake

4.98 out of 5 average rating, 62 reviews

Charming Lakeshore Cottage on Big Spirit

This cottage is located on the North shore of Big Spirit Lake. Private dock allows fishing, swimming, electric boat lift. Lakeside patio has retractable awning and gas grill. The cottage includes: 2 bedrooms, one bath w/ shower, living room with a sleeper sofa; a full kitchen with counter and stools, dining table and chairs. Year round cottage with central air. WiFi available and tv in living room. Ample parking. Indoor days offers a closet of games, Wii with video games.

Top guest favorite

A blue two-story lake house is presented, featuring a textured exterior with multiple windows allowing natural light. A sloped roof and front stairs enhance the architectural interest, while trees are visible in the background, complementing the serene lakefront setting.

Home in Lake Park

5 out of 5 average rating, 50 reviews

Silver Lake Home Getaway

Beautiful lake house on Silver Lake. Located in Lake Park Iowa, with a lake view to the east and a golf course the west. Quiet family friendly neighborhood with boating, skiing, jet skiing, fishing and golfing. First floor has two bedrooms with king bed, bathroom, kitchen, family room, living room, laundry and gas fireplace. Top floor has two bedrooms, each with a queen bed, a single bed and one large bathroom. Indoor gas fireplace, fire pit, gas grill and deck.

Top guest favorite

The exterior view of the lake house showcases three levels with a mix of outdoor seating and a hot tub area. White chairs are arranged around a fire pit, while a path leads up to the house, framed by lush greenery and the American flag positioned nearby.

Home in Spirit Lake

5 out of 5 average rating, 17 reviews

East Lake Okoboji House! Hot Tub!

Nestled on the shores of East Lake Okoboji, this charming lake house offers a perfect retreat. Boasting 6 bedrooms, including a loft for 6, and 4 bathrooms, it effortlessly accommodates family&friends. Recently renovated, the interior exudes modern elegance, while the exterior showcases spacious new decks, ideal for lakeside gatherings. Experience comfort and tranquility in this meticulously updated haven, where every detail reflects a blend of style and relaxation.

Top guest favorite

A scenic view of a vast lake is captured, with the shoreline lined by a well-maintained grassy area. A long dock extends into the water, accompanied by boat slips. The sky appears bright with scattered clouds, reflecting a tranquil atmosphere.

Condo in Arnolds Park

4.97 out of 5 average rating, 61 reviews

Lovely Bayside condo with lake front view!

Beautiful 3 bedroom and 2 bath condo in popular destination of Bridges Bay Resort, the hottest resort in the area! 6 free passes to the indoor water park(check hours of availability), newly renovated outdoor pool with swim up bar open during the summer season. Access to huge dock system for swimming, fishing and boating. A fitness center, new arcade and children's outdoor play area. Spectacular lake views with all the comforts of a luxury home.

Guest favorite

A two-story cabin is surrounded by mature trees and green grass. The exterior features a wooden façade with multiple windows, and a deck extends from the upper level. Pathway lights illuminate the steps leading to the entrance, enhancing the cozy evening ambiance.

Home in Spirit Lake

5 out of 5 average rating, 10 reviews

Enjoy your stay at a Lakefront Rustic cabin!

Escape to this beautiful century-old cabin nestled on a quiet street by the lake—a perfect spot for family and friends to unwind. With four cozy bedrooms and one bathroom, the home offers plenty of space to relax and reconnect. Whether you're relaxing by the water, kayaking, toasting marshmallows, grilling, playing games, or simply soaking in the peaceful surroundings, this cabin offers the ideal setting for a memorable getaway.

Top guest favorite

A spacious living area is highlighted by large windows that allow natural light to fill the room. The open layout features a comfortable couch and love seat facing a rustic wooden coffee table. A dining area with a wooden table and chair set is visible in the background.

Home in Arnolds Park

4.97 out of 5 average rating, 75 reviews

High-end Bridges Bay cabin at Lake Okoboji

Welcome to Okoboji Oasis! Escape to our spacious and fully equipped cabin at Bridges Bay Resort, located across the street from a free swimming pool. Take advantage of everything Okoboji has to offer including local restaurants, bars, live entertainment, pickleball courts, boat/jet ski rentals, public beaches, Arnold's Park amusement park, a 14-mile paved bike path, and several golf courses.