Vacation rentals in Galena

An outdoor deck is presented with a black metal table and four matching chairs. Sunlight casts stripes across the wooden flooring, which is partially covered in snow. A small dog is seen enjoying the space, with a scenic view of trees and hills in the background.

4.87 out of 5 average rating, 171 reviews

Galena Territories 3 level Townhome Sleeps nine

Beautiful vacation home in Galena Territories. Located in central resort core, close to all 4 golf courses, owners club, hiking trails and main lodge. Only 15 minutes drive from historic Galena IL. Three level townhome, large screen TV in living room and family room all bedrooms have HDTV. Upper level BR w/en-suite bathroom. Two BR’s are full sized showers/tubs. All linens/toiletries/coffee/condiments provided. Wood burning fireplace with wood provided. Free access to all owners club facilities.

4.93 out of 5 average rating, 124 reviews

A view of a modern gray townhome features a well-maintained front yard with colorful flower beds. The driveway is spacious and accommodates parking. Surrounding historic houses can be seen, creating a charming neighborhood feel.

Townhouse in Dubuque

The Fenelon Place

Introducing "The Fenelon Place" an elite Airbnb perched bluff top in historic Dubuque, Iowa. With stunning views of downtown, the Mississippi River and situated at the top of the Fenelon Street Elevator, this Airbnb is the place to stay in Dubuque. 4 spacious bedrooms & 3.5 bathrooms allow for groups or families to stay in comfort and style! All can congregate in the shared spaces to enjoy the fully stocked kitchen, cozy living room with a fireplace and the deck area with it's beautiful views.

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.

4.97 out of 5 average rating, 134 reviews

Hot Tub-Dog friendly-fire tables-pools

Step into Rolling Hills Retreat, a sanctuary from the everyday bustle! Our dog-friendly rental offers breathtaking views and numerous amenities for your pleasure and relaxation. Enjoy a swim in the indoor or outdoor pool, and discover a variety of amenities that promise an unforgettable stay. *Pickle Ball *Basketball *Pool Tables *Hiking Trails *Workout Room *Tennis Courts *Brand new (June 2024) Marina with boat rental (additional charge) *Ping Pong tables *Arcade *Scenic Waterfall *Kayaking

4.97 out of 5 average rating, 132 reviews

Spring Bloom and Game Room! Close to all amenities

Many amenities just steps from our home! Including pickleball, a spa and golf. Escape to our bright modern townhome in Galena. Enjoy 3 levels of space for the whole family. Experience outdoor fun at local attractions, enjoy the pools at The Owners Club. Unwind with movies in the game room or relax to records in the living room. This retreat offers the perfect blend of comfort and convenience. Book your stay and create cherished memories. Pet friendly if you would like to bring your fur baby.

4.82 out of 5 average rating, 293 reviews

Galena Retreat - Eagle Ridge Territories

The perfect place to relax and unwind in a wooded setting far away from the hustle of daily life. Short drive to downtown Galena for shopping and dining. Short drive to skiing and you can walk to the resort for dining and adult beverages. Indoor and outdoor swimming pool at the owners club along with other activities. 1 bedroom w/one queen, 1 bedroom w/two single beds, 2 full bathrooms, Kitchen, Living Room Dinning area, Screened Summer room, Fully equipped Kitchen, Cable TV and wifi.

4.88 out of 5 average rating, 126 reviews

An indoor swimming pool is showcased, featuring a spacious layout with multiple lanes marked by floating lane dividers. The high, wooden-beamed ceiling allows natural light to filter in. Surrounding the pool, several lounge chairs are positioned for relaxation.

Cabin in Galena

Serenity Cabins - A rustic, yet upscale cabin!

Welcome to Serenity Cabins. Whether your stay here is for a vacation, anniversary, family get together, romantic get away, or spiritual retreat, you'll find your stay to be welcoming, relaxing, memorable, full of charm and you'll love the luxurious modern amenities while feeling the rustic atmosphere. You can fall asleep with the sounds of nature and the whispers of the winds. Go for quiet walks as you surround yourself by nature's natural beauty or unwind in front of the fireplace.

Place to stay in East Dubuque

A spacious wooden deck overlooks the calm waters of the Mississippi River backwaters, framed by lush greenery. A large outdoor table with several chairs is positioned for comfortable seating, inviting relaxation and scenic views.

4.96 out of 5 average rating, 171 reviews

Retro themed floating river cabin with a HOT TUB!

Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the Mississippi backwaters. Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a trundle bed in the living room with 2 twin beds. Our rental is located at Millennium Marina.

The modern home is set against a backdrop of trees, with a flat grassy area in the foreground. The structure features large windows and a prominent stone chimney, offering ample outdoor seating on the deck. The natural surroundings create a peaceful atmosphere.

4.9 out of 5 average rating, 119 reviews

Modern Home w/Amazing Views, Hot Tub, Game Room

Modern home on the hill with great views overlooking the valley. Main level features a dining room, living room w/fireplace & sitting area for reading time. Nice size deck off the main w/gas grill & seating. Good size kitchen! ML also has King bedroom/full bath. Upper Level has 2 bdrms/full bath. Lower level has bar area, foosball, air hockey, bdrm/bath, walkout to deck & HOT TUB! Outside features a firepit and play area for the kids. Great place for families to enjoy!!

4.92 out of 5 average rating, 157 reviews

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

A modern kitchenette is presented with white cabinetry and a black countertop. Brightly colored artwork adorns the walls. A table with high stools offers a casual dining space. Natural light streams in through a window, highlighting the room's clean lines and functional design.

4.87 out of 5 average rating, 159 reviews

The Dubuque House - Historic Downtown Location!

Right in the middle of the best part of downtown Dubuque! Five Flags Center right across the street! Restaurants/Bars/Breweries and more just out your door. Casino and Millwork District a short walk away! 1 block from 4th St elevator. 3 blocks from the Town Clock. River Museum only 12 min walk! Local tips/ideas await you. Your keyless entry is convenient. Dining Room wall dedicated to Local Artist! NOTE: NO STOVE(Counter top Oven and electric fry griddle in unit)

A fire pit, surrounded by decorative stones, is visible on a deck with a view of the countryside. Gentle flames rise into the air, contrasting with a cloudy sky and the silhouette of trees in the background.

4.96 out of 5 average rating, 137 reviews

Vista View Golf Villa in lovely Galena

Relax and enjoy the countryside of the galena territory in this cozy golf view townhouse with all the comforts of home. Located within a resort community with 4 highly rated golf courses , a beautiful lake, indoor/ outdoor pool, horseback riding , and a short 15 minute drive to the quaint historic town of Galena for strolling along Main St. for unique shopping , delicious dining choices and spirits , art, kayaking along the river , and beautiful architecture .

A spacious indoor pool area is highlighted by high wooden beams and large windows allowing natural light. Comfortable seating is arranged along the poolside, and a colorful inflatable ball adds a playful touch to the serene environment.

4.84 out of 5 average rating, 135 reviews

131 Plum Cove - 3 Beds, 3 Baths, Sleeps 8

If you're looking for a relaxing retreat with a seasonal water view and unlimited bird watching, look no further! This 3 bedroom (upstairs is a loft), 3 full bathroom, pet friendly townhouse can sleep 8+! Located in the Galena Territories, just 15 minutes from town. *Owner’s Club Access (pool, fitness center, bball courts, tennis courts, and more!) *Lake lookout site *Paved walking paths *2 decks *3 king beds *1 bed & bath per floor *PET FRIENDLY

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What guests are saying

Long Bay Point Getaway

5 out of 5 average rating, 34 reviews1 month ago

This was our second time at Jennifer's place and it was just as perfect as it was the first time. We brought our daughters with us this time, and they slept on the pull out couch and loved it. It was the perfect space for our family. The amenities are a plus. We went to the indoor pool at the Owners Club which was nice and enjoyable and we played the board games one of the nights, which were provided. I highly recommend this place. It's quiet, peaceful, there are walking paths, and it's about 10 to 15 minutes from Main Street. We will definitely be back!

Home in Jo Daviess County

What guests are saying

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

4.98 out of 5 average rating, 58 reviews2 weeks ago

We had an awesome experience at Tracy’s Airbnb for our girls trip. We loved the walking trails that were near and saw a lot of wildlife which was a nice surprise in the morning. Would definitely stay here again and would recommend to our friends and family!

Cabin in Galena

What guests are saying

Perfect Getaway: Newly Renovated

5 out of 5 average rating, 16 reviews7 months ago

Julie's place was absolutely beautiful, surrounded by stunning natural scenery. The property was impeccably clean, and Julie was incredibly responsive throughout our stay. The house club pools were a fantastic bonus that added to the overall experience. We will definitely come again!

Townhouse in Galena

What guests are saying

A&D Rise Getaways @ Oak Glen Retreat

4.9 out of 5 average rating, 20 reviews4 days ago

Our stay was perfect! It was a very comfy, clean, cozy townhouse that had everything we needed. We did take advantage of the rec room, which was really fun. The surroundings were beautiful as it was in the middle of nature. The Country store was just a quick car ride away if you didn’t feel like making the trek to town. Danielle was a great host and was very responsive. I would definitely stay here again!

Home in Galena

What guests are saying

Large HotTub, FirePit, Grand Fireplace @ The Lodge

5 out of 5 average rating, 21 reviews3 days ago

We enjoyed a lovely 4 day Easter weekend with extended family ages 7 to 77, 10 in total with two family dogs also. We liked a family on each floor with their own bathrooms. Plenty of friendly walking places for the dogs. Enjoyed the pool, game room and basketball courts with the free passes at the owners club, spent a day in town enjoying the shops and restaurants. Hiked the lovely trails and cooked a big Easter dinner with ample seating for all. One day the weather allowed us to play games on the screened porch which was a peaceful escape to the wooded backyard. So nice to connect with Kids and Grandkids!

Home in Galena

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Popular amenities for Galena vacation rentals

Stay near Galena's top sights

Fried Green Tomatoes49 locals recommend

Otto's Place37 locals recommend

Log Cabin34 locals recommend

Blaum Bros. Distilling Co.28 locals recommend

Galena River Wine & Cheese23 locals recommend

Fritz & Frites Bistro21 locals recommend

House rentals in Galena

A spacious dining area showcases a large wooden table surrounded by eight chairs, with decorative placemats neatly arranged. Natural light enters through multiple windows, accented by burgundy drapes. A cozy living room is visible through the adjoining doorway, featuring comfortable seating and ceiling fan.

4.94 out of 5 average rating, 170 reviews

Galena home close to Main St with parking and deck

A spacious brick home is surrounded by lush green landscaping and tall trees. The structure features multiple gabled roofs and a combination of large windows, providing natural light to the interior. A well-maintained lawn stretches across the front, inviting outdoor activities.

4.89 out of 5 average rating, 177 reviews

Modern/Historic Mansion

The entrance features a spacious covered porch with four black wicker chairs arranged around a small table. Decorative planters with flowers are positioned at the edges, while a pathway leads to the main door, framed by the building's classic brick facade.

4.97 out of 5 average rating, 134 reviews

Galena RowHouse - Downtown with parking included!

A living area is showcased with hardwood flooring, featuring a spacious sofa and two patterned armchairs. A coffee table is positioned centrally, surrounded by two end tables. Natural light is welcomed through large windows, complemented by decorative wall art.

4.99 out of 5 average rating, 191 reviews

The Downtown House - 1820s home steps from Main St

A spacious living area features a sectional sofa facing an entertainment center with a flat-screen television. A ceiling fan hangs above, while light-toned wood flooring is complemented by a patterned area rug. An adjacent kitchen is partially visible, showcasing white cabinetry and modern appliances.

4.9 out of 5 average rating, 126 reviews

Adorable 3-bedroom Modern Home

The exterior of a two-story house features gray siding and a welcoming red front door. A covered front porch with a small table and chairs offers outdoor seating. A stone accent wall complements the structure, while a balcony is visible on the upper level.

4.87 out of 5 average rating, 119 reviews

3bed 2bath nestled in cozy Grandview neighborhood

The entrance features a solid wooden door framed by a black metal railing. A lantern light illuminates the doorway, and a welcome mat lies in front. The brick façade showcases the home's historic character, complemented by a window with sheer curtains.

4.9 out of 5 average rating, 180 reviews

Renovated historic home near Millwork District.

4.87 out of 5 average rating, 322 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

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Dog friendly vacation rentals in Galena

A wooden bed with a tall headboard and elegant posts is positioned in a well-lit room. Fluffy pillows rest atop a neatly arranged white comforter. A matching wooden dresser with multiple drawers sits nearby, featuring a mirror that reflects the room's warm hues.

4.89 out of 5 average rating, 179 reviews

Cozy private brick loft by downtown-free parking

4.93 out of 5 average rating, 402 reviews

Apartment in Galena

Johnson Apartment and Cathouse Suites, Dogs OK w/$ $

5 out of 5 average rating, 151 reviews

Cabin in Galena

Hot tub,Fireplace,Firepit,Pool/Marina Access,Games

4.94 out of 5 average rating, 203 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

An upper-level porch features a mix of seating options, including two rocking chairs and a glider, alongside a small coffee table. A telescope rests nearby, and the space offers views of the surrounding landscape, complemented by a wooden railing and overhead ceiling fan.

4.93 out of 5 average rating, 196 reviews

Galena Getaway

The living room features two comfortable seating options, including a brown recliner and a dark sofa with decorative cushions. A wooden coffee table is situated on an intricate area rug, while natural light filters through sheer curtains along the large windows. A clock is mounted on the wall.

4.91 out of 5 average rating, 100 reviews

Historic Home with Pool Table and Dart Board

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.

4.89 out of 5 average rating, 124 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

4.95 out of 5 average rating, 100 reviews

A tranquil riverfront scene is presented, featuring a lush green lawn that meets the water's edge. A large tree offers shade, while a picnic area with seating is visible in the distance, inviting relaxation in nature.

Tiny home in Bellevue

The Shady Haven (Tiny Home 1)

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Condo rentals in Galena

An aerial view captures the expansive resort area featuring a large pool surrounded by lounge chairs and umbrellas. The facility is set against a backdrop of green hills, with additional amenities visible, including a winding road leading to the complex.

Condo in Jo Daviess County

4.83 out of 5 average rating, 6 reviews

Lake Links Loft in Galena, Illinois

Condo in Jo Daviess County

An indoor pool area features large windows allowing natural light to fill the space. The pool is surrounded by safety rails, with several swimmers enjoying the water. The ceiling is supported by wooden beams, adding to the open feel of the facility.

4.8 out of 5 average rating, 5 reviews

Long Bay Point Unit C5

Condo in Jo Daviess County

A welcoming porch features two rocking chairs, one with a red cushion, positioned beside a small table. Panoramic windows showcase views of the interior living space, allowing natural light to brighten the area.

5 out of 5 average rating, 14 reviews

Woodland Retreat-Condo Cabin

An indoor pool area features a spacious swimming pool beneath a high, wooden-beamed ceiling. Natural light streams through large windows, and lounge chairs line the poolside, accompanied by towels and decorative beach balls.

4.86 out of 5 average rating, 44 reviews

The Getaway - Chic 2bd Condo, Golf, Pool & More

An aerial view showcases a welcoming living room with a sectional sofa positioned near a stone fireplace. A patterned area rug contrasts with the wood flooring. Large windows allow natural light to fill the space, complemented by decorative elements like throw pillows and a coffee table.

5 out of 5 average rating, 16 reviews

Access to Pools and Lake Galena Marina #Dog Friend

4.93 out of 5 average rating, 174 reviews

The exterior of the historic building features a classic red brick façade, highlighted by large windows with prominent archways. A wide entrance is framed by dark-colored doors, leading to the vibrant business interiors. Overhead, architectural details showcase the building's rich history.

Condo in Dubuque

Montana House #302 - The Luxurious Downtown Stay

An indoor pool area is featured, complemented by tall windows allowing natural light to brighten the space. Surrounding the pool are multiple lounge chairs, and a stone wall provides a natural texture, enhancing the serene atmosphere.

4.67 out of 5 average rating, 3 reviews

Galena, IL, 2 Bedroom Q #2

The historic building features a charming red brick exterior, flanked by mature greenery. A small patio with white metal chairs is visible, along with a decorative stone border. Large windows allow natural light to enter, contributing to a welcoming facade.