Family-friendly holiday rentals in Dubuque

A cozy living space is accented by warm wooden floors and natural light filtering through dark curtains. A comfortable seating area features a chair and a small coffee table. A television is positioned on a media console, while a bedroom is visible through an adjoining doorway.

4.9 out of 5 average rating, 115 reviews

The Conamore Number 3

Conveniently located in downtown Dubuque, near the nightlife of Main Street, the tourism of the Port of Dubuque and shops of Bluff street, while also near all major highways to Dubuque, this cozy second floor apartment is the perfect way for a quick getaway or for a longer term stay. Features a massage chair in the units and an off-street parking space. Stream your favorites on the Roku TV when you're not exploring the city. On a longer trip? You can take advantage of the onsite coin-op laundry.

4.87 out of 5 average rating, 353 reviews

A wooden side table is adorned with a decorative tray holding candles and pebbles. Above, a framed artwork showcases a cityscape, while a wall clock displays the time. A framed certificate and a ceramic figure add character to the space.

Home in East Dubuque

Cozy Oasis/DBQ/FieldDreams/Galena-Fenced for Pets

As natives to Dubuque and Galena , we wanted a place we could come home to when visiting that is also PET friendly!! Plenty of indoor/outdoor space. Make this your FIELD of DREAMS home base - just 20 minute drive to field and then you are 2 miles from Dubuque Casino and 14 mile scenic drive to Galena Main Street.Outdoor patio with plenty of seating , fire pit for late night snacks w camping chairs, Grill for your outdoor cooking. We have it all and if we don’t we will find it!! Fenced backyard!

4.93 out of 5 average rating, 175 reviews

Cozy Charming Getaway with Modern Comforts

Discover the heart of Dubuque from this clean, cozy second-floor apartment near eateries, hospitals, bars, and cafés. Recently renovated with high-speed internet, a 50” Smart TV, and in-unit laundry. Just 5 minutes from downtown, 20 minutes from Galena, close to Loras, UD, and Clarke, and within 30 minutes of ski resorts and the Field of Dreams. Note: second-floor unit accessed by stairs. Ideal for work trips, weekend escapes, or longer stays with comfort, privacy, and convenience. Book today.!!

A spacious living area is furnished with two sleek, modern lounge chairs positioned beside a warm, soft rug. A flat-screen television is mounted on an elegant wooden console, while decorative mirrors and wall art enhance the room's aesthetic. Natural light fills the space from the entrance.

4.91 out of 5 average rating, 196 reviews

Large & Private w/King Bed Great Location

Welcome to our King Townhome Suite Located Close to Local downtown nightlife. Located on the upper floor. Cute and quant private suite with laundry in unit. Kitchen with kitchen basics, bar with seating for three, stainless steal appliances. Large open living room with tons of seating to enjoy all the comforts of home. Coming Spring 2023 Large Deck with off street parking. This place has been completely updated with top of the line finishing touches. Bath with a tub shower combo. High Ceilings.

A modern kitchen area features a sleek wooden bar with two high-backed black chairs. The contemporary cabinetry is complemented by a tiled backsplash, and natural light illuminates the space. The kitchen is equipped with essential appliances and a leafy wallpaper adds a touch of decor.

4.98 out of 5 average rating, 144 reviews

1st STREET URBAN SUITE: Gorgeous, fantastic locale

Sweet downtown Dubuque locale. Within 3 blocks: historic cable car + shopping, restaurants, casino, Cathedral, Julien Hotel, Five Flags, River Museum, spas/yoga, Mississippi Riverwalk, winery, breweries, graffiti murals. So stylish!! Coffee included. Awesome for 1-2 people, 3rd could sleep on the couch if that works. Sundown mountain, short 20 minuteTraveling with buddies? Just ask! We have an upper unit if available and 2 fantastic connected units! We have short-term furnished places as well.

A spacious living area features exposed brick walls contrasted by light grey paint. A brown leather sofa offers comfortable seating, accompanied by a wooden dining table with tall chairs. Natural light enters through multiple windows, while a ceiling fan provides additional comfort.

4.96 out of 5 average rating, 481 reviews

Renovated historic apartment downtown Dubuque

Refurbished historic apartment in downtown Dubuque with a private entrance and off-street parking is included. Located within steps of all the best downtown restaurants, breweries, bars, and shops. Great coffee shops within a few blocks. It is an easy walk to all the best places in Dubuque. We are 1.0 mile to the Diamond Jo Casino. 2.0 miles to the Q Casino. 5 blocks to Five Flags Event Center. Please note that there are five steps to access this apartment. Low cleaning fee and NO CHORE LIST!

Flat in Millwork District

A cozy living area features a gas fireplace surrounded by brown bricks. A charcoal tufted ottoman sits at the center, accompanied by a round mirror above a sleek side table. Light filters through wooden blinds, enhancing the warm tones of the hardwood flooring.

4.96 out of 5 average rating, 281 reviews

Drake House: The Loft with Private Hot Tub

No expenses were spared on this beautifully decorated suite! Newly renovated in fall 2019 and located in the famous Millwork District. The Loft is ideal for 1 couple but can sleep up to 4. It’s the perfect romantic getaway or business destination. The unit has 1 king size bed, 2 full baths, a kitchen, gas fireplace and 2 spacious living areas. There is a private hot tub on the deck and is within walking distance of downtown Dubuque. We hope you enjoy, relax and rejuvenate during your stay.

4.99 out of 5 average rating, 329 reviews

A serene view of a tranquil pond reflects a cozy cabin surrounded by greenery. Soft grasses frame the foreground, while the sky showcases gentle clouds. The cabin features a covered porch, enhancing the peaceful ambiance of the quiet country location.

Cabin in Durango

Cozy Cabin by the Pond

Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

4.85 out of 5 average rating, 131 reviews

Victorian home by colleges/downtown+free parking

Comfortable & private 1st floor of a renovated 1906 brick home w/ full modern kitchen, off-street parking, en-suite bathroom & ample space. Great location: -by Five Flags Center, restaurants, events & downtown (0.5 mi) -30 min. from Galena/sundown -In historic Langworthy district, by colleges: -Loras=0.5 mi -UD=1 mi -Clarke=1 mi -Emmaus=1.5 mi Full kitchen: -Refrigerator/Freezer -Stove/Oven/Microwave -Dishwasher -BBQ grill+fire pit -regular+decaf coffee/tea -1 off-street parking spot

A modern living area features a green sectional sofa complemented by a white coffee table. Colorful artwork adorns the wall above the sofa. An arched doorway leads to a dining space with a table and chairs, enhancing the open feel of the room.

4.92 out of 5 average rating, 283 reviews

1127 / Downtown Dubuque, first floor, free parking

Enjoy the charm of Dubuque from this clean, comfy 1-bedroom apartment located in the heart of the Millwork District. Perfect for solo travelers or couples, this ground-floor unit puts you just steps from downtown restaurants, shops, and the seasonal farmers market (May–Oct). Guests love the walkability, easy check-in, and peaceful vibe. Includes a full kitchen, smart TV, home office desk, and a private bath with tub/shower. A great value in a historic downtown building!

5 out of 5 average rating, 199 reviews

A welcoming living area features a comfortable sofa and a wooden coffee table. Large windows provide a scenic view of the landscape and river, allowing natural light to fill the space. A TV is mounted above a stone fireplace, creating a cozy atmosphere.

Home in Dubuque

Home by the River

Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

4.95 out of 5 average rating, 199 reviews

The exterior of a cabin is surrounded by lush greenery and tall trees. A brick chimney and wooden siding create a warm appearance. A riverside deck is visible, along with a barbecue grill, while a pathway leads up to the entrance.

Cabin in Dubuque

Marvin Gardens Cabin

The Cabin, located on a private lane, is a cozy and roomy getaway nestled in the woods overlooking the Mighty Mississippi River. It offers a peaceful respite with a kitchenette, large fireplace, and a riverside deck. It has a bedroom with a queen size bed and two twins in the great room. Enjoy hiking, playing board games, cooking, grilling out, or a just lazy night of TV and popcorn by the fire.

Popular amenities for Dubuque family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A charming gray house is set against a backdrop of colorful autumn foliage. The front porch features a red door, framed by shrubs and well-maintained landscaping. A clear blue sky provides a bright contrast to the warm tones of the trees.

4.96 out of 5 average rating, 307 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

Holiday home in The Galena Territory

A spacious 7-seat hot tub is situated on the back patio, surrounded by lush greenery. The bubbling water and soft glow of market lights create a serene atmosphere, providing a perfect spot for relaxation amidst nature.

4.97 out of 5 average rating, 122 reviews

The Gathering Place- Modern, Spacious, 6 bedrooms

A spacious living area is highlighted by a large sectional sofa in warm tones. Natural light pours in through skylights, illuminating wooden floors. A dining table with multiple chairs is visible, alongside a well-equipped kitchen in the background, creating an inviting and open atmosphere.

4.9 out of 5 average rating, 147 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

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, 103 reviews

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

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, 109 reviews

Treehouse! Hot Tub • Fire-pit • Spacious

The exterior of a spacious home is displayed, featuring a wraparound deck and large windows that allow ample natural light. Outdoor seating options, including blue chairs and a stone fire pit, are positioned on a grassy area surrounded by mature trees.

4.95 out of 5 average rating, 183 reviews

Awesome Lodge in Galena Territory

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, 181 reviews

Covered Hot Tub • 2 Fire Tables • Huge Deck •

4.84 out of 5 average rating, 104 reviews

A spacious living area is furnished with a large sectional sofa adorned with throw pillows. A round coffee table sits at the center, while two comfortable chairs flank the fireplace, which is surrounded by a dark feature wall. Light enters through the windows, highlighting the hardwood floor.

Home in Dubuque

The Parkview House. Hot Tub & Arcade!

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 192 reviews

Home in Dubuque

Modern/Historic Mansion

4.92 out of 5 average rating, 227 reviews

An outdoor seating area is presented with a round table surrounded by six wrought iron chairs. A potted plant adds a touch of color to the table, while flowers are visible in the flower beds nearby. Large windows on the house allow natural light to enter.

Townhouse in Bellevue

Pet friendly, 2 BR close to Mississippi River

4.93 out of 5 average rating, 103 reviews

A calm view of the Mississippi River is presented, featuring smooth water reflecting trees along the bank. The scene is framed by greenery and a gravel path leading toward the river, with a soft gradient of colors in the sky at dusk.

Home in Bellevue

Kick Back and Relax at this River Front Property!

4.8 out of 5 average rating, 123 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

The historic mansion, built in 1893, is characterized by eclectic architectural elements, including a prominent dome and a grand wraparound porch. Large windows and intricate details contribute to its unique facade, surrounded by greenery that enhances its outdoor appeal.

4.91 out of 5 average rating, 112 reviews

Fannie Stout House Apt 5

4.93 out of 5 average rating, 594 reviews

A stylish entryway is highlighted by a decorative sign featuring the name 'Miss Kitty's Calhouse Suites.' A cozy ambiance is created with a blend of exposed brick and soft green walls, accompanied by modern cabinetry and tasteful wall art.

Flat in Galena

The VIP Room at The Cathouse Suites, Dogs OK w/$$

4.98 out of 5 average rating, 223 reviews

The log cabin exterior is surrounded by lush greenery and tall grasses. A welcoming porch is highlighted by a wooden rocking chair. Natural light accentuates the cabin's rustic wooden finish, and a roof overhang provides shade to the entryway.

Cabin in Potosi

Unplug and get back to nature

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, 115 reviews

Secluded Treehouse, w/great views, close to Hwy 20

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 263 reviews

Peaceful, Cozy Home w/ Club Amenities in Galena.

A round dining table is set outdoors with four yellow plates, each topped with a drink garnished with olives and celery. A bottle of cocktail mix rests beside the glasses, surrounded by textured placemats. Lush greenery provides a natural backdrop.

4.91 out of 5 average rating, 112 reviews

Quiet Yet Close/Steps to Pool/Paths, Pet Free Home

A welcoming living area features a vaulted ceiling and large windows that provide views of the outdoors. A brick fireplace adds warmth, while comfortable seating is arranged around a coffee table. Soft lighting enhances the cozy atmosphere, complemented by decorative plants and artwork.

4.91 out of 5 average rating, 191 reviews

The Airy Aerie: Owners' Club access, golf nearby!

A modern soaking tub is centered against a natural wood accent wall. A wooden bath tray rests across the tub, holding a glass of red wine and a book. Soft blue water adds a serene touch to the inviting space.

4.92 out of 5 average rating, 132 reviews

2 Bedroom Townhouse w/Soaking Tub + Rain Shower

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.

4.95 out of 5 average rating, 120 reviews

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

4.92 out of 5 average rating, 119 reviews

Stay, ski, shop and enjoy winter in the Territory!

Holiday home in The Galena Territory

4.95 out of 5 average rating, 135 reviews

Aspen House - A Secluded Getaway In Nature

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.