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, 120 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

4.98 out of 5 average rating, 117 reviews

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.

Cabin in Galena

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.

4.97 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.

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, 120 reviews

Secluded Treehouse w/great views from every room!

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, 109 reviews

King Suite • Jetted Tub • Fire pit • Golf 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, 312 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.

4.95 out of 5 average rating, 126 reviews

The open-concept living area showcases a cozy couch accented by a decorative rug. A mounted television is positioned on a wooden feature wall. A dining table is visible in the background, accompanied by modern kitchen amenities and large windows that allow natural light to illuminate the space.

Townhouse in Galena

Hook Wine And Sinker - Golf, Shop, Pools, & Relax

Relax with the whole family at this peaceful getaway. A beautifully renovated, 3 bedroom / 3 bathroom townhome located within The Galena Territory in Galena, Illinois. This home is a perfect, peaceful getaway that sleeps up to eight (8) people comfortably. Whole home Golf Lake Self Check in WiFi Coffee Oven Dishwasher Grill BBQ accessories Washer/Dryer Free parking Board games Exercise equipment Pool table Deck Outdoor dining Child friendly Pack 'n play Pickleball set

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, 101 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, 110 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.

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 rentals with patio in Galena

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

Superhost

Galena Resort Studio w/ POOL

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, 84 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

4.89 out of 5 average rating, 153 reviews

A single-story residence is displayed with a welcoming front porch and a light brown exterior. A pathway leads to the entrance, flanked by neatly trimmed bushes. The roof features a gentle slope, with nearby trees providing partial shade.

Flat in Dubuque

Check It Out! Great Location Large Priv w/Parking

House rentals with a patio

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

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, 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, 133 reviews

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

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, 87 reviews

Golden Meadows Escape: A Luxurious Country Retreat

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 holiday rentals with a patio

4.99 out of 5 average rating, 68 reviews

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.

Cottage in Galena

Storybook Countryside Cottage

5 out of 5 average rating, 32 reviews

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.

Townhouse in Galena

Perfect Getaway: Newly Renovated

4.92 out of 5 average rating, 39 reviews

A spacious outdoor porch features log pillars and stone accents, offering seating with a wooden rocking chair and a small table. The view showcases the tranquil lake, surrounded by lush greenery and distant hills under a clear blue sky.

Cottage in Galena

The Cottage on Lake Galena

An open living space showcases original hardwood floors and exposed brick walls. A comfortable sofa faces a wall-mounted TV, while a dining table accommodates six. Soft lighting is provided by a unique chandelier, and natural light filters through large windows, enhancing the inviting atmosphere.

4.98 out of 5 average rating, 42 reviews

Luxury Historic Tower House

The living room features soft furnishings, including a patterned armchair and a recliner, situated on a light-colored rug. A standing lamp provides subtle illumination. A wooden table is positioned beside the recliner, and a staircase is visible in the background.

4.97 out of 5 average rating, 63 reviews

Quick walk to downtown, with off street parking

A cozy house is nestled among trees, featuring a gray facade and large windows. In the foreground, bright yellow daffodils blossom, contrasting with the earthy tones of the surrounding landscape. A path leads to the entry steps, enhancing accessibility to the home.

5 out of 5 average rating, 11 reviews

The Drey: A Private Retreat in the Treetop Canopy

A spacious living room features high pine-clad cathedral ceilings and large windows that provide natural light and a view of the surrounding nature. A stone fireplace is complemented by a cozy sectional sofa and a soft ottoman, creating an inviting atmosphere.

5 out of 5 average rating, 20 reviews

The Cardinals' Nest - All 5-Star Reviews!