Vacation 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, 118 reviews

Spacious 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

Cabin in The Galena Territory

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, 116 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 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.

4.99 out of 5 average rating, 165 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.

Townhouse in The Galena Territory

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.

4.97 out of 5 average rating, 148 reviews

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.

A warm living area features a brick fireplace with a mounted television above it. Large skylights and windows allow natural light to fill the space. A coffee table stands at the center, adorned with decorative items, complemented by comfortable seating and a vibrant area rug.

4.97 out of 5 average rating, 118 reviews

Secluded Treehouse, great views, new luxury bath

Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.

A comfortable living area is featured with two spacious sofas and a round coffee table. A wall-mounted television is positioned above a stylish fireplace, with large windows showcasing views of grassy landscapes. Soft textiles and decorative art add a welcoming touch.

4.95 out of 5 average rating, 106 reviews

*King Bed*, *Fire Pit Table* & *Stunning Views*

Welcome to The Golf View, where relaxation and fun collide! This 1-bedroom, 2-bath abode is perfect for a romantic getaway or a golfing adventure with pals. Whip up a culinary masterpiece in the fully-equipped kitchen, chill out with some vintage tunes on the mezzanine loft, or binge-watch your favorite shows on the 50" Smart TV. Outside, unwind on the deck or get cozy around the fire pit table for some unforgettable nights. Book your stay now and get ready for a hole-in-one experience!

Place to stay in East Dubuque

An open interior space features a spacious bed with neutral bedding and a cozy throw. A modern kitchenette, equipped with essential appliances, is visible. A jetted tub sits beside a decorative wall, while large windows offer views of the water and bring in natural light.

4.96 out of 5 average rating, 306 reviews

Custom Floating Suite-HOT TUB!

Enjoy a stay directly on the backwaters of the Mississippi River. This custom cabin is floating right on the water, and you won't find anything like it! Grab your loved one or friend and surround yourself in nature, while soaking in the hot tub on the floating patio, or in the beautiful tub inside. Relax in the king size bed thats in front of one of the two fireplaces. The cabin has everything you need, including a small kitchen. This floating oasis is located at Millennium Marina.

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, 99 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.

4.9 out of 5 average rating, 109 reviews

Cabin in Galena

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.

4.98 out of 5 average rating, 114 reviews

Spacious, King Beds, Pool steps away, Near Golf

🔹2 King beds 🔹2 Full baths 🔹Modern, fully equipped kitchen 🔹Steps to semi-private pool 🔹Private deck with grill & seating for 4 🔹Peaceful wooded end-unit 🔹Full club amenities, including fitness center 🔹3 Smart TVs 🔹Computer workspace 🔹Paved walking trails nearby 🔹Lake access 🔹2 min to golf, driving range & spa 🔹12 min to downtown Galena 🔹15 miles to Chestnut Mountain, zipline & ski

An outdoor deck features comfortable seating arrangements, including wicker chairs and a coffee table. Large windows in the background allow natural light to fill the adjacent indoor area while showcasing the surrounding greenery.

4.98 out of 5 average rating, 200 reviews

*Covered Hot Tub * 2 Fire Tables * Massive Deck*

Relax at Rolling Hills Retreat, featuring a covered private hot tub, two fire tables, a huge upper deck, and a screened-in porch—perfect for outdoor living year-round. Enjoy Owner’s Club access with indoor/outdoor pools, pickleball, fitness center, marina, hiking & more. Every bedroom has a private bath for comfort and privacy. Dog-friendly, peaceful wooded setting just minutes from Galena.

Popular amenities for Galena accommodations with an outdoor patio

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

Superhost

Apartment in The Galena Territory

Galena Resort Studio w/ POOL

Apartment in Downtown Dubuque

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.

4.92 out of 5 average rating, 66 reviews

Downtown Spa Sanctuary with a View

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, 82 reviews

Quiet 2 Bedroom Main Street Apt.

Apartment in Scales Mound

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.

4.95 out of 5 average rating, 60 reviews

Updated Unit w/Panoramic Views

5 out of 5 average rating, 18 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.

Apartment in Dubuque

2 bedroom in historic building

4.95 out of 5 average rating, 57 reviews

A cozy living area features a soft sofa draped with a light throw, complemented by a comfortable armchair. A wooden entertainment unit holds a flat-screen TV, while a small shelf displays decorative items. Natural light enters through two windows, enhancing the warm space.

Apartment in Dubuque

Third floor apartment in historic house

House rentals with an outdoor patio

4.99 out of 5 average rating, 199 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, 215 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

An open living area showcases a bright red sofa with decorative pillows, positioned next to a glass-top coffee table. The wooden staircase leads to an upper level with a railing, while large windows invite natural light and offer views of the surrounding greenery.

4.82 out of 5 average rating, 103 reviews

House 3bd/3bth- indoor pool -close to chestnut mnt

4.98 out of 5 average rating, 105 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

Superhost

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

4.79 out of 5 average rating, 132 reviews

Mississippi River house has everything you need

4.86 out of 5 average rating, 180 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, 11 reviews

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.

Home in Galena

Quiet Street in Downtown Galena, Little Hen

4.91 out of 5 average rating, 151 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 vacation rentals with a patio

5 out of 5 average rating, 20 reviews

Entire Home|Fireplace|Views|Firepit

Cottage in The Galena Territory

A charming two-story cottage features blue siding and a decorative front door, framed by small windows on either side. A front pathway, bordered by greenery, leads to the entrance, while a lamp post stands nearby, illuminating the welcoming exterior.

4.99 out of 5 average rating, 67 reviews

Storybook Countryside Cottage

Cabin in The Galena Territory

A welcoming cabin exterior is framed by lush greenery, featuring a central entrance with a covered porch. The gentle slope of the pathway guides visitors toward the door. Large windows allow for natural light, while surrounding landscaping adds a touch of nature.

4.93 out of 5 average rating, 82 reviews

The MacRae Cabin

Townhouse in The Galena Territory

A spacious living area features a large sectional sofa and an armchair, arranged around a sleek electric fireplace. A flat-screen TV is mounted on the wall above a decorative clock. Natural light filters in through large windows, complementing the modern decor.

5 out of 5 average rating, 31 reviews

Perfect Getaway: Newly Renovated

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.

4.98 out of 5 average rating, 86 reviews

Golden Meadows Escape: A Luxurious Country Retreat

The exterior of a modern cabin is framed by lush green foliage. The structure features a prominent a-frame design with large glass windows and a spacious balcony. The surrounding lawn is well-maintained, showcasing the home's integration into the natural landscape.

4.97 out of 5 average rating, 68 reviews

*Golf*Firepit*Hot Tub*Owners Club*Dog Friendly*

5 out of 5 average rating, 20 reviews

Home in Galena

Hot Tub, Sunroom, Pool Table, Arcade | 4BR, 3.5BA

An open and airy living space features a high wooden ceiling with a ceiling fan and modern decor elements. A spiral staircase leads to an upper level, enhancing the spacious feel. A dining area with a wooden table sits adjacent to a plush sofa, creating an inviting atmosphere.