Vacation rentals in Plymouth

A deck area features white railings and two light blue Adirondack chairs, positioned for relaxation. A patterned outdoor rug is laid beneath, providing a comfortable foundation. Lush greenery and trees are visible in the background, offering a tranquil view of the surrounding landscape.

4.97 out of 5 average rating, 115 reviews

Lakefront Charmer, cheerful decor gorgeous garden

This 2600 sqft lakefront home is a spacious retreat year round, friendly to kids and dogs. It is perched upon a bluff overlooking Lake Michigan with a gorgeous sunrise view. In winter, enjoy passing cargo ships and eagles along with ice formations. Inside, dine with seating and service for 12 after cooking in the spacious kitchen with wood fireplace. Kitchen, living room, dining room and 2 bedrooms have full lake view. 2 large screen tvs. Spa quality bath with whirlpool. Gas fireplace too!

4.85 out of 5 average rating, 133 reviews

A lakeside view of a vacation rental home is visible, situated on a spacious lawn surrounded by trees. A private dock extends into the calm waters of Lake Sinissippi, reflecting the serene landscape and clear sky.

Home in Juneau

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

4.97 out of 5 average rating, 349 reviews

Apartment in Cedarburg

Cedarburg 2 br Apartment on prime Washington Ave

Prime location in Historic Cedarburg on Washington Ave in the heart of it all in a 2br apartment w/NO CLEANING FEE(short to do list at checkout).Guests get special attention that they deserve in a stylish calm space, above a 3 car garage accessed by stairs set back off of the street for a quiet timeout. So much to do & see or simply take a walk/picnic in the park. Just steps to shops, restaurants, wineries, & breweries set back off the street. Close to bike/hike trails, golf, museums, parks...

4.95 out of 5 average rating, 268 reviews

A well-maintained lawn features lush green grass and shaded areas created by several mature trees. A glimpse of Lake Michigan is visible beyond the road, with a swing set adding a playful touch to the serene outdoor space.

Home in Two Rivers

Beach Haven, on Lake Michigan.

Incredible view of Lake Michigan from every room. Public beach across the street. No other place like this. Spectacular sunrises. Spacious living room and dining room, smart TV, kitchen and half bath on first floor. Three bedrooms and full bath on second floor. Pinball machine and music collection in basement. Bike paths, quaint downtown, restaurants within blocks. Easy drive to Lambeau Field, Whistling Straights, and Door County. Awaken to the sound of surf and gulls. Relax at Beach Haven.

A golf simulator room features green walls and a plush floor covering. Three brown leather chairs are positioned to face a projection screen. Framed black-and-white photographs hang on the wall, adding character to the space. Golf equipment is placed on the artificial turf.

5 out of 5 average rating, 19 reviews

Fairway Getaway

Welcome to our exquisite listing in Sheboygan, WI! This stunning property combines luxury, comfort, and amazing proximity to world class golf. Play a practice round on a state of the art Golf Simulator, Relax in the zen den, shuffle up and deal in the poker room, or have a movie night with family or friends on the big screen! Located near the renowned Kohler Spa, Whistling Straits, and other prestigious golf courses, this property is a haven for golf enthusiasts or a great space for Families

Apartment in Port Washington

4.91 out of 5 average rating, 139 reviews

Lighthouse View -a real gem on Sweet Cake Hill

Enjoy the view of the Port Washington Lighthouse, Marina, and Lake Michigan from your private 1 queen bedroom (plus 2 futons in Living room) upper bungalow apartment. Our house was built in 1900 it has older architectural features. Please look at all the pictures. Private entrance, bathroom, and kitchen with range and refrigerator. Living room has plenty of seating and smart TV. Two block walk to the downtown with 17 restaurants and pubs within walking distance. Only 3 blocks to the marina!

4.94 out of 5 average rating, 51 reviews

3-bdrm beachfront home on Lake Mich, Sheboygan WI

3 BR. 3 BA. Fully furnished. Granite counters and stainless steel appliances in large kitchen overlooking the lake. King and Queen suites with 2nd King and full Bath. Sleeps 6, but very large sofa. Washer/Dryer. Lake Michigan views throughout, Pool table room, work space, 2 levels of patios. Sits on landscaped sand dunes and beach. 10 min drive to Black Wolf Run Golf and resort. Front row for boat races from 2 decks. Den with large fireplace. Dining table overlooking lake + lighthouse.

5 out of 5 average rating, 37 reviews

Home in Oshkosh

WolfDen Getaway - Winnebago Channel

5/5 Rating on another travel site (55 Reviews) - "The Wolf Den is by far the best home our family has rented..." - 6/29/2023 You’re only a 1/4 mile from the boat launch. The channel allows you to dock your boat at the property during your stay. It’s a large home with plenty of space with a newly renovated lower level, including a pool table, ping pong, darts and foosball. Smart TVs in all the right places. 4 bedrooms/3 bathrooms. Plenty of parking. Brand new queen size murphy bed.

4.98 out of 5 average rating, 197 reviews

A game room is highlighted by retro arcade games and vibrant wall graphics. Bright colored arcade machines, including a shuffleboard and skee ball, stand out against a dark, playful backdrop. Warm lighting enhances the inviting atmosphere for entertainment and socializing.

Home in Oostburg

River Ridge-HOT TUB, Games, Luxury-10 bed, 5 STARS

The search is over, you have found the PERFECT getaway at River Ridge South! The moment you pull in, you will become instant hero for planning the ultimate retreat. This property has something for everyone! Beautiful seclusive country home (3800 sq ft) on 4 acres of a pristine and manicured lawn with the Onion River passing through it. This home is THE perfect countryside retreat for large group gatherings with three levels of finished space and great outdoor amenities.

4.97 out of 5 average rating, 144 reviews

A dining area is set for a meal, featuring a round wooden table with green plates, cutlery, and water glasses. A floral centerpiece is positioned in the center. Large glass doors provide a view of the outdoors, where trees and green space are visible.

Condo in Sheboygan

Downtown Beachside Condo with Lake Michigan Views

You will see & hear the beauty of Lake Michigan during your stay at this main floor Waves of Happiness Condo hosted by Sheboygan Vacation Rentals. A deck to the north allows views of the magnificent Blue Harbor Resort. The south deck gives more amazing views of the lake, plus a park just steps out the back door. You can stroll the beach, walk the River Boardwalk, or tour our historical downtown full of shops, art, & exquisite restaurants - walkable from the condo.

4.96 out of 5 average rating, 187 reviews

Home in Oostburg

Shamba on the Lake, Oostburg, WI

Large guest home , in a rustic setting, on a peaceful 2-acre wooded lot (only 5 homes on a very private road) on Lake Michigan with a large private beach a few feet from the deck. . Magnificent panoramic view, amazing sunrises, serene twilights, magical star-studded night skies. A slice of Paradise you must experience. Located a mile from I43, 40 minutes from downtown Milwaukee, 20 mins. from golf courses in Kohler, 30 mins. from Road America in Elkhart Lake...

4.84 out of 5 average rating, 114 reviews

Double French doors with multiple glass panes provide a view into the bedroom. The room features a spacious bed with decorative bedding, while natural light enters from a window partially covered by a light curtain. A hallway can be seen leading to additional spaces.

Apartment in Manitowoc

Manitowoc Northshore retreat

Stay in the heart of downtown Manitowoc at our cozy Airbnb! Housed in a vintage building full of charm, it features a full kitchen and off-street parking for added convenience. Walk to bars, coffee shops, restaurants, microbreweries, and the maritime museum. The car ferry terminal is nearby, and stunning views of Lake Michigan and the Manitowoc River are just a few blocks away. Whether for business or pleasure, our place is the perfect home base!

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Stay near Plymouth's top sights

Piggly Wiggly15 locals recommend

DeO's Pizzeria & Pub15 locals recommend

Plymouth Brewing Company8 locals recommend

Plymouth Arts Center8 locals recommend

Chester's Drive-In8 locals recommend

Exchange Bank Coffee House8 locals recommend

Other great vacation rentals in Plymouth

4.92 out of 5 average rating, 36 reviews

Home in Manitowoc

3 Bed 2 Bath Brick Vacation House in Manitowoc

5 out of 5 average rating, 43 reviews

A tranquil lakeside view showcases a sandy beach and calm waters reflecting a vibrant sunset. Silhouetted trees frame the shoreline, while a wooden bench sits on the edge of the grass, inviting relaxation amid the serene natural surroundings.

Home in Hubertus

Cozy Cabin On Lake

4.95 out of 5 average rating, 19 reviews

A stone-paved patio area leads down to the Sheboygan River, surrounded by lush greenery. A fire pit is nestled in the gravel seating area, which features four white chairs. An additional wooden deck extends from the home, providing a serene view of the water.

Home in Sheboygan Falls

“On The Water” the Sheboygan River Overlook

4.97 out of 5 average rating, 98 reviews

An open-concept living area features a cozy sectional sofa and wooden coffee table. The space includes a lofted sleeping area, a well-equipped kitchen with bar seating, and a dining area with natural light streaming through large windows, enhancing the airy atmosphere.

Farm stay in Germantown

Lace & Woods Farm "Hammer Hideaway"

4.96 out of 5 average rating, 91 reviews

Home in Two Rivers

Artisan getaway biking, hiking, hot tub, 3 bedroom

Superhost

A paddleboard rests on the sandy shore, facing a calm lake with gentle waves. The water reflects the soft blue hues of the sky, while clouds create a serene backdrop. Sunlight filters through, enhancing the tranquil setting.

4.77 out of 5 average rating, 13 reviews

3 Bedroom Beach House