Vacation rentals in Pearl City

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Top-rated vacation rentals in Pearl City

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Top guest favorite

The living room features a gas fireplace set into a neutral wall, complemented by two armchairs and a green couch. Natural light streams through large windows, showcasing a reading nook with a bench. Shelves display decorative items and a smart TV is mounted above the fireplace.

Loft in Monroe

4.98 out of 5 average rating, 192 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Guest favorite

The living area features a spacious sofa with decorative cushions, accompanied by two dark wooden side tables. Natural light filters through large windows, while a ceiling fan provides airflow. A neutral carpet enhances the comfort of the space, contributing to an inviting atmosphere.

Apartment in Sterling

4.88 out of 5 average rating, 105 reviews

Downtown Red Door Secret

A true secret awaits behind the Red Door nestled in between downtown businesses. come on up and enjoy 1100 square feet of recent updated space. The front living room shares an office workspace nook both enjoying large windows flowing in light from the north. A center bedroom with queen size bed is accessible from both living room and front hall, next to the all in one washer/dryer. The back half houses a kitchen with new appliances, dining room, bath and 2nd bedroom with full size bed!

Top guest favorite

A tiny house cabin is nestled among greenery, featuring a green front door and a small air conditioning unit. Adjacent is an outdoor grilling area with a BBQ grill, a fire pit, and a well-maintained port-a-john, surrounded by pebbled ground and scattered trees.

Tiny home in Savanna

4.97 out of 5 average rating, 128 reviews

"Tiny House" Cabin at Spring Lake Campground

The excitement of camping with all the comforts! Outdoor grilling area with picnic table, queen size bed in the loft, 2 recliners & TV/dvd on main level, AC/heat, sink, microwave & mini fridge. Kitchen service for 2, basic cooking essentials & bedding. Well kept private port-a-john outside cabin and outdoor shower is close by (no bathroom inside cabin) Bring bikes to ride the “Great River Trail”. Camp store & kayak/canoe rentals (through Oct 1st) on site! No pets No smoking please.

Guest favorite

A charming exterior view of the house is shown, featuring a welcoming porch with wooden seating. The deck extends from the entrance, surrounded by greenery and trees, providing a connection to nature and a peaceful retreat.

Cabin in Savanna

4.96 out of 5 average rating, 322 reviews

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Top guest favorite

A warm living space features a brown leather sofa and an ottoman, positioned on a vivid area rug. Above the cozy bed, a gallery wall showcases a variety of framed photographs. Natural light floods the room through several windows, adding to the inviting ambiance.

Tiny home in Darlington

4.99 out of 5 average rating, 401 reviews

The Bower, Farm Stay

Thank you for checking out The Bower at Arbor Crest Acres! We would be happy to host you! We are headed into our 6th year hosting and have enjoyed it so much! The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The Bower is just inside the property on the edge of the woods. We invite you to explore the property and enjoy the animals. The west end of the land over looks town and is a great place to watch the sunset and the goats graze.

Top guest favorite

A blue A-frame house is showcased, surrounded by greenery. The brick walkway leads to a cedar deck, framed by landscaping. Windows are visible on the sides, allowing natural light to fill the interior.

Chalet in Elizabeth

4.92 out of 5 average rating, 358 reviews

Galena Country Getaway

Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

Guest favorite

A charming kitchen corner features a two-tone hutch displaying white dishware on open shelves. A small potted plant sits on the table beneath the hutch, which is complemented by decorative items and artwork on the walls, enhancing the cozy dining atmosphere.

Cottage in Savanna

4.9 out of 5 average rating, 217 reviews

Cozy Cottage getaway close to River, Casino,antiq

Owners are next door. River and marina short block away within walking distance. Grocery store half a block away within walking distance. Downtown less than a mile. Galena about half hour. Iowa 5 min away and casino in Iowa 20-25 min. Palisades State Park 5 min away. This is a cozy cottage with use of deck and grill, and full amenities to cook in house if you like. Check out C-Savanna for other great, adventurous, and scenic things to do while visiting. Great Getaway

Top guest favorite

The image showcases a charming, two-story building with blue patterned brickwork. A welcoming storefront features a striped awning and decorative planters. Natural light brightens the entrance, and a tree partially frames the scene, contributing to a lively, urban atmosphere.

Apartment in Monroe

5 out of 5 average rating, 258 reviews

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

Top guest favorite

The exterior of a single-family home is showcased, featuring a two-car garage with turquoise doors. Lush green grass surrounds the driveway, and colorful flowering plants are positioned near the entryway. A clear blue sky serves as the backdrop.

Guest suite in Freeport

5 out of 5 average rating, 105 reviews

Lower Level Suite in Home-Private Entrance!

Large lower level walk out apartment for up to 7 people, separate entrance in single family home in a quiet upscale neighborhood. The apartment has a lighted sidewalk. Gas in wall heater supplements heating needs in winter. Sleeps up to 7 guest with 1 king bed (heated mattress pad) in master, common area has 4 Twin XL beds w/memory foam mattresses and 1 additional Twin XL bed in large laundry room. Free Washer/Dryer in apt. w/3 courtesy soap pods.

Top guest favorite

The rustic retreat features a charming exterior with a red wood-paneled facade and a green metal roof. A welcoming porch is adorned with outdoor seating and surrounded by vibrant greenery, including flowering bushes and hostas, creating a serene entrance.

Barn in Freeport

4.97 out of 5 average rating, 569 reviews

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises and possible kayaks. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.

Top guest favorite

The exterior of a revitalized 1950s car wash is showcased, featuring a curved awning and a large glass door. The building has a bright white facade with a red accent roof, and signage reading 'The Car Wash Inn' and '$1.25 WASH' is displayed.

Home in Shullsburg

4.99 out of 5 average rating, 190 reviews

The Car Wash Inn A Unique Stay

Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Top guest favorite

A wooden deck offers a view of the tranquil Sugar River, surrounded by lush greenery. Trees line the riverbank, and a bridge crosses over the water in the background. Natural sunlight enhances the serene atmosphere of the outdoor space.

Apartment in Albany

4.94 out of 5 average rating, 199 reviews

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!