Vacation rentals in Pearl City

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pearl City

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A vibrant streetscape features a charming mix of historic buildings, with a focus on the storefronts below. The ground floor includes a cozy café adorned with bright flowers and outdoor seating, while the upper levels showcase colorful facades and decorative window details.

Loft in Monroe

4.99 out of 5 average rating, 175 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.

Top guest favorite

A vintage-style bathroom features a white pedestal sink with chrome fixtures and a small flower vase atop it. A neatly folded towel hangs from the sink, and a claw-foot tub is visible in the background, with black and white hexagonal tiles adorning the floor.

Loft in Morrison

4.97 out of 5 average rating, 260 reviews

The Tailor

Beautifully restored 1892 apartment in the heart of Morrison's national historic district offers Victorian elegance with many modern conveniences. Amenities include a full kitchen, washer/dryer, luxurious queen bed, Roku Smart TV, and high speed wi-fi. The 800 sq ft apartment includes original Doug Fir flooring, 10 ft high ceilings, pocket doors, claw-foot tub, custom cabinets and cherry island. Perched above an art gallery, this is the perfect clean and quiet retreat for work or leisure.

Top guest favorite

Home in Freeport

4.98 out of 5 average rating, 185 reviews

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Top guest favorite

An exterior view of an old schoolhouse is captured, showcasing its classic architecture. A group of children stands in front, dressed in period attire. The surrounding trees add a natural backdrop, enhancing the historic character of the building.

Place to stay in Brodhead

4.98 out of 5 average rating, 160 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Top guest favorite

A small cottage is illuminated by warm outdoor lighting, creating a welcoming ambiance. A gravel path leads up to the door, surrounded by trees. Two white chairs are positioned nearby, inviting relaxation amid the tranquil woodland setting.

Tiny home in Darlington

4.98 out of 5 average rating, 757 reviews

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

Top guest favorite

Tiny home in Savanna

4.96 out of 5 average rating, 113 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.

Top guest favorite

An inviting living area showcases wooden beams and cozy furnishings. A plush chair and a wooden bench are positioned near a decorative fireplace, while natural light streams in through the sliding glass doors leading to the outdoor deck.

Cabin in Savanna

4.96 out of 5 average rating, 301 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

An A-frame structure is surrounded by lush greenery, showcasing a large wooden deck that wraps around the house. Windows display a cozy interior, while the sloped roofline contributes to the house's unique design. Sunlight filters through the trees, creating a serene atmosphere.

Chalet in Elizabeth

4.92 out of 5 average rating, 347 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 calm lake is depicted, reflecting greenery from surrounding trees under a clear blue sky. The still water creates a mirror-like effect, enhancing the natural beauty of the landscape, while the lush foliage provides a sense of tranquility.

Cabin in Brodhead

4.88 out of 5 average rating, 107 reviews

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

Guest favorite

Cabin in Oregon

4.96 out of 5 average rating, 182 reviews

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $35/night/person/pet after first 2 people. Message Tim about accomodating big groups and events.

Top guest favorite

A clean white toilet is presented from a top view. The toilet features a smooth ceramic finish, with an instructional label visible above the bowl. The surrounding area includes light-colored tiles that enhance the overall cleanliness of the space.

Guest suite in Freeport

5 out of 5 average rating, 100 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 2 Twin XL that JOINS TO MAKE A 2nd KING both w/memory foam mattresses and 3 additional Twin XL beds. Free Washer/Dryer in apt.

Guest favorite

An outdoor deck offers scenic views of the Mississippi River. The space is furnished with a round dining table and four comfortable chairs. A grill is positioned nearby, surrounded by lush greenery and trees, enhancing the natural setting of the cabin.

Tiny home in Thomson

4.87 out of 5 average rating, 437 reviews

Cozy Cabin on the Mississippi River

This cabin is located on the serene backwaters of the Mississippi. It is the perfect destination for a weekend getaway, or ideal spot to rent for fishing tournament‘s or duck hunting. This cabin is situated next to pool 13, and there is plenty of space for multiple vehicles and boats to park. Only half a mile away from the loading dock and close by to an Illinois State Park, our cabin allows Guests to enjoy nature in a relaxed setting.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Pearl City vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pearl City

Superhost

A wooden deck is seen at the entrance of the house, surrounded by green vegetation. Stone steps lead up to the deck, which features a railing. The house is set against a blue sky, with clouds partially visible.

Home in Elizabeth

4.88 out of 5 average rating, 32 reviews

Tin Roof Cottage

ChristineRating, 5 starstoday

Vickie's "cottage" is a lovely house just as described. Unique & thoughtful furnishings that provided comfort & relaxation. This quaint building has been lovingly restored & updated with all the modern conveniences. Everything was spotlessly clean. The Apple RIver Fort Trail is steps from the house & coffee shops, deli, brewery & Sweet Shop are all walkable. Close enough to enjoy all the attractions of the Galena area but far enough to be quiet & peaceful.

Top guest favorite

A charming brick building is viewed from the street corner, featuring large windows that reflect the evening light. A decorative clock is mounted on its facade, and holiday lights can be seen adorning a nearby tree. The distinctive turret adds architectural interest to the exterior.

Apartment in Morrison

4.99 out of 5 average rating, 72 reviews

Morrison lofts

Olivia LynnRating, 5 stars2 weeks ago

Stayed here for a concert festival close by. Beautiful space, walking distance from restaurants, and perfectly clean. Pete was an excellent host!

Guest favorite

A shelf displays an assortment of glassware, featuring tall clear glasses, elegant wine glasses, and ceramic mugs with brown handles. The glasses are neatly arranged, highlighting their clarity against the white vertical paneling.

Cabin in Elizabeth

4.95 out of 5 average rating, 43 reviews

The Little Dipper A-Frame in Galena Country

LindsayRating, 5 stars2 weeks ago

We enjoyed exploring Elizabeth and Galena by day, and relaxing on the deck with a peaceful view each evening. Perfect anniversary weekend. The house is cozy and welcoming.

Guest favorite

A modern kitchen features clean white cabinetry, a stone countertop, and stainless steel appliances. Natural light floods the space through a window above the sink, highlighting the sleek tile backsplash. The warm hardwood floor adds character to the overall design.

Home in Stockton

4.88 out of 5 average rating, 16 reviews

Hudson Hotel

ElizabethRating, 5 stars1 week ago

Brook's place is beautifully renovated and had lots of space from my family of 5 plus 2 extra adults. It was kept nice and cool which was very refreshing on muggy days. It is walkable to downtown and parks. The neighborhood was very quiet and felt safe.

Top guest favorite

A charming historic building is featured, with ornate detailing and large display windows. A street lamp stands in the foreground, and a mix of storefronts can be seen, offering a glimpse into the vibrant atmosphere of the area.

Apartment in Monroe

5 out of 5 average rating, 38 reviews

Lookout Loft on Historic Square

EmeliaRating, 5 stars3 days ago

We WILL be coming back and would choose to stay here again!! The loft is such a great space and beautiful. It’s in the middle of everything and so convenient to get to. We had such a great time :)

Guest favorite

A decorative corner showcases a potted plant with green leaves and white flowers, resting on a textured circular mat. Adjacent, a framed photograph captures a frog perched on a lily pad, adding a natural, calming element to the space.

Boat in Sabula

4.94 out of 5 average rating, 52 reviews

The "Lily Pad" Boatel Houseboat

NIcoleRating, 5 stars1 week ago

The Lily Pad was perfect for a mini college-reunion. We loved sitting on the deck at night and listening to the fish jump, and the hiking and outdoor activities in the surrounding areas were top-notch.

Guest favorite

Place to stay in Savanna

5 out of 5 average rating, 7 reviews

Saints and Sinners Hideaway

JosephRating, 5 stars2 weeks ago

Amazing place to stay. The owner has really gone the extra mile to make this spot something truly spectacular. If this looks like something you’d be interested in, rest assured it will be time worth spent!

Guest favorite