Holiday rentals with a patio in Galena

The exterior of the home is showcased, highlighting a multi-level structure surrounded by lush greenery. Large windows reflect warm indoor lighting, and a spacious deck is visible, featuring Adirondack chairs positioned near the lawn, offering ample space for relaxation and outdoor enjoyment.

4.96 out of 5 average rating, 121 reviews

Secluded Treehouse: Hot Tub • Fire pit • Games

🌲7 minutes to Owner's Club 🌲10% Weekly Discount 🌲3 BRDM+3.5 BTH (all ensuite) 🌲Secluded + Spacious on 2-acre lot 🌲Hot tub! 🌲Smokeless firepit (wood provided)🪵 🌲Year-round community indoor pool & seasonal outdoor pool 🏊‍♂️ + zero entry kiddie pool 🌞 🌲Open concept main level 🌲Games & puzzles for all ages 🧩 🌲Axe throwing game 🎯 🌲Large connect 4 game & jenga 🌲New & fully equipped kitchen 🍽️ 🌲Kid & Dog friendly 👧🏼🐶 🌲Seasonal valley views 🌲Gym access 🌲High-speed internet

4.94 out of 5 average rating, 106 reviews

The exterior of the floating cabin is reflected in calm waters at sunset, showcasing its modern design. The silhouette of nearby trees and a subtle gradient in the sky adds to the tranquil ambiance, creating a serene setting.

Cabin in East Dubuque

Fun custom waterfront floating cabin-HOT TUB!

This newly built floating cabin sits on the backwaters of the Mississippi River. It’s 1970s mod design is unique and fun! This rental has 2 bedrooms with queen beds and a queen pull out couch. There is a full bathroom and a stocked kitchen. Soak in the hot tub and take in the waterfront views all around. While there are other cabins around, you have your own walkway and no one connected to you! Enjoy a kayak ride, fish, or just relax on your floating deck. This is located at Millennium Marina.

A well-maintained cabin is set amid lush greenery, featuring a stone accent facade. The exterior includes a two-car garage with a vibrant teal door, and a welcoming porch with blue chairs inviting relaxation. Spacious lawns surround the cabin, enhancing the natural setting.

4.98 out of 5 average rating, 117 reviews

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub

Unwind in our comfortable Galena Territory cabin with 3 bedrooms, 3 full baths and sofa sleeper. EV Charging outlet in garage. Strong Eero boosted Wi-Fi; Roku streaming on every floor. Stone wood burning fireplace. Three-season room with scenic sunrise and wooded views. Lower-level walkout to patio with hot tub, fire pit and beautiful stargazing. Minutes away from the Lake Galena Marina, golf, tennis, pool, and fitness center. 15 mins from Chestnut Mountain and historic downtown Galena.

A fire pit area is surrounded by natural stone seating and six black Adirondack chairs. Tall trees and lush greenery create a serene backdrop, inviting relaxation. The space is illuminated by dappled sunlight filtering through the leaves, enhancing the tranquil outdoor atmosphere.

4.95 out of 5 average rating, 203 reviews

Family Fun! Hot tub-Firepit-Games in/outdoor!

Perfect Summer Escape for Your Crew! Enjoy the ultimate summer retreat at our stylish 4-bedroom cabin in Galena Territory! Sip your morning coffee on the deck, then explore nearby trails or relax in the hot tub. Challenge family and friends to arcade games, air hockey, darts, and board games. With 8 amenity cards, access the Owner’s Club for swimming, fitness, and indoor pickleball—rackets and balls provided! Whether you seek adventure or relaxation, this cabin is your perfect summer getaway!

A tri-level house with a muted gray exterior features multiple large windows. A front porch with railings is visible, inviting relaxation. Surrounding greenery and a neatly maintained yard contribute to the peaceful setting. The sloped roof adds character to the home.

4.91 out of 5 average rating, 108 reviews

Cozy Wooded Tri-Level In Galena Territory

Relax with friends or the whole family at this wooded and peaceful place to stay in the Galena Territory.Cozy Tri-Level with 3 comfortable bedrooms and 3 baths. Tvs in 2 bedrooms as well as large tvs in the living room and downstairs rec room.Fireplace in living room area.Sit outside and enjoy the scenery on the front porch or back screened patio.Only 6 miles to Downtown Galena .Guests are welcome at Lake Galena,the Owners Club,Restaurants,Pools and Trails.Six Free passes are included.

4.97 out of 5 average rating, 116 reviews

An inviting firepit area features two black Adirondack chairs positioned around a circular stone firepit. The A-frame cabin is seen in the background, softly illuminated by decorative lights, surrounded by trees at dusk.

Cabin in Elizabeth

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

4.99 out of 5 average rating, 166 reviews

A rustic cabin is presented, featuring a sloped metal roof and wooden exterior. Snow covers the ground, while a stone pathway leads to the porch. Two rocking chairs are positioned on the deck, inviting relaxation amid the natural surroundings.

Cabin in Hazel Green

Romantic one bedroom cabin with indoor fireplace

Relax and unwind at this getaway on a private 8 acres. Quaint decor yet newly updated amenities in this cabin only 7 miles away from the historic and charming Galena, Illinois. Convenient access to renowned fine dining and shopping in Galena and Dubuque and surrounding tri-state area, casinos, river life with boating and fishing, museums, cafes, vineyards/wineries, located on ATV/UTV trails and much more. You will find a guidebook in the cabin outlining these attractions and many more.

4.97 out of 5 average rating, 148 reviews

The living area features a comfortable sofa and a rustic coffee table atop a circular rug. A stone fireplace serves as a focal point, complemented by a vibrant artwork of a rooster above it. Natural light floods in through large windows, providing views of the outdoor patio.

Townhouse in Galena

Farmhouse Chic|Fireplace|View|Peloton|Near Town

Are you searching for a serene and idyllic countryside escape in a winter wonderland? Look no further. Our elegantly appointed farmhouse-inspired townhome is located in the picturesque Galena Territory, boasting an array of amenities such as indoor/outdoor swimming pools, a fitness center, game room, tennis courts, 20+ miles of hiking trails, a private lake and more. Surrounded by verdant hills, the home offers a peaceful retreat while being only 20 min from Chestnut Mountain Ski Resort.

The house features a sloped green lawn leading to a light-colored, two-story structure with a metal roof. A wraparound porch is visible, adorned with a welcoming wreath. A small outdoor table displays colorful pumpkins, highlighting the natural surroundings.

4.95 out of 5 average rating, 111 reviews

Stagecoach Valley Getaway

Out in the country but only 1 mile from downtown Galena on historic Stagecoach Trail, this unique lodging experience offers a peaceful setting in the heart of the valley - surrounded by hills, woods and abundant nature. Spend quality outdoor time on the large deck overlooking the fire pit and Stagecoach valley. The house is comfortably and tastefully furnished with a spacious, open floor plan with a full kitchen, 2 large bedrooms, 2 full bathrooms and a large enclosed porch.

A spacious living area features a contemporary black sofa set, complemented by a sleek area rug. Exposed brick walls and wooden beams create a cozy atmosphere. A well-equipped kitchen is visible in the background, enhancing the open layout. Natural light floods in from large windows.

4.96 out of 5 average rating, 102 reviews

Suite Victory #3 On Main St w/Reserved Parking

Suite Victory #3- Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Open floor plan with beautiful views of downtown Main Street. King bed. Double sink vanity and large walk-in shower. Kitchen has island, quartz countertops, and new appliances. Stackable washer and dryer within the unit. Above Charlie’s Place Eatery on Main Street. MAX 2 PEOPLE. NO DOGS ALLOWED.

4.98 out of 5 average rating, 179 reviews

King Suite, Steps to Pool, Near Trails, Golf, Spa

⭐ Romantic king suite in a peaceful, wooded setting ⭐ 2 Full baths ⭐ Private feel with 2 full baths for added comfort ⭐ Steps to outdoor semi-private pool ⭐ Gas grill on the back deck ⭐ 2 min to golf, driving range & spa ⭐ Access to indoor pool & fitness center at Owner’s Club ⭐ Lake access + scenic walking trails nearby ⭐ Just 12 min to Downtown Galena (shopping, dining & historic attractions) ⭐ 15 miles to Chestnut Mountain Resort (skiing, zipline & river views)

4.9 out of 5 average rating, 111 reviews

Hot Tub l Fire pit I Chestnut Mt I 6 bed I 10 ppl

Escape to your own spacious mountain retreat just 8 miles from historic downtown Galena! 2 min to Chestnut Mountain. Enjoy a brand-new hot tub, fire pit with free wood, gas BBQ, and patio—perfect for summer nights or crisp fall days. Spend your days hiking, golfing, shopping, or taking scenic wine tours. In fall, explore vibrant foliage, festivals, and local charm. After your adventures, relax in comfort and style with plenty of space for the whole family.

Popular amenities for rentals with patio in Galena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

4.92 out of 5 average rating, 66 reviews

The kitchen area features modern appliances, including a stainless steel refrigerator and stove. A granite countertop provides workspace, complemented by wooden cabinetry. A pendant light hangs above a central island, creating a functional and inviting cooking environment.

Flat in Dubuque

Downtown Spa Sanctuary with a View

4.81 out of 5 average rating, 42 reviews

A living area is featured with a cozy sofa adorned with decorative pillows. A round coffee table sits in front of the sofa, and a flat-screen television is mounted above a wooden fireplace. Natural light enters through tall windows, enhancing the warm tones of the room.

Flat in Dubuque

Masterpiece on Main #3

A spacious bedroom is presented with a large, upholstered king size bed layered with a white quilt. A pair of bedside lamps, a decorative bench, and an armchair with floral accents are featured, complemented by soft wall colors and warm natural light from the nearby window.

4.96 out of 5 average rating, 72 reviews

Suites at 414 - Suite 2

Superhost

A welcoming entryway features a curved staircase leading to the upper level. Leather seating is arranged around a small side table, providing a cozy gathering area. Natural light illuminates the space, which is complemented by a classic chandelier and a fireplace framed by decorative woodwork.

Tophouse at The Cathouse Suites

A brightly lit sitting area is adorned with large windows dressed in golden curtains. A plush couch is positioned adjacent to a day bed covered with a white blanket. A decorative rug lies beneath, complementing the wooden flooring and surrounding art on the walls.

4.87 out of 5 average rating, 87 reviews

Quiet 2 Bedroom Main Street Apt.

4.95 out of 5 average rating, 60 reviews

A cozy living area is highlighted by a sectional sofa adorned with yellow accent pillows. A wall-mounted television is positioned above a dark furniture unit that features decorative items. Soft carpet covers the flooring, contributing to a welcoming atmosphere.

Flat in Scales Mound

Updated Unit w/Panoramic Views

The exterior of a colorful two-story home is presented, featuring patriotic flags adorning the front porch. Decorative pillars and a lattice design enhance the entrance. Two stone lion sculptures are positioned at the base of the steps, adding a distinctive touch to the welcoming facade.

4.9 out of 5 average rating, 196 reviews

Nine Star Suites - 1 Block to Main Street!

5 out of 5 average rating, 19 reviews

A bright living area features a comfortable white sofa, accompanied by two chairs in rich leather. A woven coffee table is centered on a soft area rug, while windows allow natural light to fill the space. Shelving units and decor add subtle charm to the ambiance.

Flat in Dubuque

2 bedroom in historic building

House rentals with a patio

5 out of 5 average rating, 200 reviews

The front façade of the residence is characterized by a symmetrical design with large windows framed by white shutters. A welcoming porch is accessed by a set of stone steps, surrounded by a well-maintained lawn and mature trees offering shade.

Home in Dubuque

Welcome to the Hemmer House

4.99 out of 5 average rating, 216 reviews

The exterior of the home is showcased from an aerial view, displaying multiple levels, porches, and a well-maintained yard. Surrounding greenery and neighboring homes are also visible, illustrating the neighborhood's charm and the property's prominent position.

Home in Downtown Dubuque

Beauty on the Bluff

4.98 out of 5 average rating, 106 reviews

The kitchen features a dual sink with modern fixtures, surrounded by elegant cabinetry. A coffee maker and various kitchen tools are arranged on the countertop. Natural light filters through multiple windows, highlighting a potted plant on a small stand.

Home in Dubuque

Blufftop Charmer

4.79 out of 5 average rating, 134 reviews

The living area features a comfortable sofa, accented with pillows, and a pair of ottomans. Two windows allow natural light to fill the space, adorned with sheer red curtains. A television is positioned on a wooden stand, accompanied by decorative plants and framed artwork.

Home in Bellevue

Mississippi River house has everything you need

4.86 out of 5 average rating, 182 reviews

The exterior of a single-story home is presented, featuring a well-maintained lawn and a driveway leading to an attached garage. A cozy seating area with outdoor furniture is positioned near the entrance, complemented by small landscaping elements and clear blue skies above.

Home in Bellevue

Charming Spruce Cottage with endless activities!

5 out of 5 average rating, 22 reviews

Pleasant View School

Superhost

A spacious bed is centered against a light-colored wall, featuring an upholstered headboard with button detailing. Flanking the bed are two nightstands with complementary lamps. Soft, textured bedding and decorative pillows add a cozy touch.

4.88 out of 5 average rating, 67 reviews

Luxury Loft With Backyard, Patio, & Grill

4.91 out of 5 average rating, 152 reviews

A spacious living area features a cozy gas fireplace beside a modern couch and armchairs. Natural light filters through the windows, and a dining table with seating for eight is visible in the background, creating an inviting space for relaxation and gatherings.

Home in Dubuque

Spacious river-view cottage w/ 4BR 2BA + parking

Other holiday rentals with a patio

5 out of 5 average rating, 33 reviews

Home in Elizabeth

Zen Retreat | Steam Shower + Whirlpool Tub

4.98 out of 5 average rating, 85 reviews

Best View. Huge Hot Tub. King Beds. Amenities.

5 out of 5 average rating, 46 reviews

Cottage in Galena

Charming Galena Retreat with Resort Pool Access!

An open living space features a modern kitchen with stainless steel appliances and a spacious island. A staircase with wooden railings leads to a second-level area illuminated by large windows. The dining area includes a long table and comfortable chairs, creating an inviting atmosphere.

4.94 out of 5 average rating, 80 reviews

Cozy retreat in Galena Territory

A spacious living area features a stone fireplace surrounded by large windows that provide natural light. Comfortable seating arrangements include leather couches and a wooden coffee table. A large television mounted on the wall displays a serene landscape. Soft lighting enhances the inviting ambiance.

4.96 out of 5 average rating, 53 reviews

Hot Tub and Firepit at Beautiful Fall Retreat

5 out of 5 average rating, 5 reviews

The cabin's exterior is framed by lush greenery, featuring a multi-level deck with outdoor seating. Steps are visible leading to the yard, which is manicured with stone pathways and landscaping. Large windows allow natural light into the living areas, enhancing the connection with nature.

Home in Sherill Iowa

Mississippi River Hideaway

A cozy sleeping area features a spacious bed with a light quilt, accompanied by two bedside tables. Elegant lamps cast a warm glow, while a large piece of wall art depicting an autumn tree adds a touch of color. Natural light filters through a window adorned with wooden blinds.

5 out of 5 average rating, 11 reviews

Quiet Street in Downtown Galena, Little Hen

An outdoor seating area is arranged around a central fire pit on a spacious deck. Comfortable chairs with decorative pillows face the fire, surrounded by a plaid rug. Lush green hills are visible in the background, enhancing the tranquil outdoor setting.