Pet-friendly vacation rentals in Galena

A modern living area features a stone accent wall with a wooden mantel above a sleek fireplace. A large smart TV is mounted above the mantel, displaying options for streaming. A cozy chair sits beside a bookshelf filled with decor items.

4.97 out of 5 average rating, 188 reviews

Adorable Settlement home, views of lake/waterfall

Views of the waterfall and lake Galena in the fall, winter and spring. This home was just fully remodeled. All new furniture, flooring,cabinets and bathrooms. You will have access to 6 proxy cards to enter into the Owners Club. Parking is on site, WI-FI, all smart TV's to login into your NetFlix acct. Each of the bedrooms has their own private bathroom. The kitchen is stocked with mostly everything you need. Towels, linens, throw blankets, coffee, creamer provided. Toilet paper, paper towels too

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, 129 reviews

Treehouse! 3BR Ensuites•2 Acres• Hot Tub•Fire Pit

🌲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

A tranquil vacation home is set in a lush green landscape. The house features a screened-in porch and multiple balconies, surrounded by a wooden fence. Mature trees provide shade, and the inviting lawn enhances the serene outdoor environment.

4.93 out of 5 average rating, 219 reviews

Galena Getaway

Peaceful, pet-friendly ($50 fee per reservation) vacation home in the Galena Territory. 3 bedrooms, 3 bathrooms, two living rooms, 2 wood fireplaces, screened in porch, upper level porch, deck, firepit, access to owner's club (pool, exercise room and game room), marina and 24 miles of hiking trails. Sleeps up to ten people. (Please ensure your guest count is accurate when you make your reservation. The guest count can be updated if needed. Inaccurate reservations will be charged accordingly. )

A modern living room features a comfortable seating arrangement with a light gray sofa and armchair. A large window allows natural light to fill the space, while a flat-screen TV is mounted above a cozy fireplace. Built-in shelves are neatly arranged with books and decorative items.

4.98 out of 5 average rating, 105 reviews

Inviting & Bright | Firepit Sauna Hot Tub & Games!

Golfer? Inquire for(e) for details on our Golf Packages. Welcome to The Overlook, your perfect home away from home during the upcoming summer season in the Galena Territory. This contemporary three-bedroom, two-and-a-half-bathroom home is the ideal retreat for a relaxing and fun-filled vacation. Enjoy the firepit under starry skies, sweat it out in the sauna, soak in the hot tub, or challenge your friends to Pac-Man or foosball. Perfect for families and couples alike. Dog-friendly with a fee.

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, 129 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.

4.99 out of 5 average rating, 235 reviews

The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.

Treehouse in Galena

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

A spacious living room features a stone fireplace as a focal point, surrounded by large windows offering natural light. A comfortable sofa is complemented by two leather chairs. A dark coffee table sits in the center with decorative items, creating a cozy gathering space.

4.82 out of 5 average rating, 117 reviews

Log Home/Firepit/Game Room/Hot tub

Relax with the whole family at this peaceful log home. Located in the Galena Territory. 3 bedroom (2 kings) (2Twins located in lower level family room), 3 baths w/futon and sofa sleeper in loft area, sleeps up to 10. Hot tub, pool table, ping pong/air hockey, arcade game, main level family room with wood fireplace and lower level family room. Very Spacious and quiet, wooded surrounding, firepit. Access to the resort amenities which is a short drive away as well as downtown Galena.

4.98 out of 5 average rating, 184 reviews

Cute & Cozy King Suite Villa ~ Steps to Pool

⭐ Bright, open villa with king suite ⭐ Fully equipped kitchen & wooded views ⭐ Private deck with gas grill overlooking woods ⭐ Dedicated loft workspace perfect for remote work ⭐ Full bath on each level for maximum convenience ⭐ Steps to semi-private neighborhood outdoor pool ⭐ Indoor pool & fitness center access ⭐ Lake access & paved walking trails ⭐ 2 min to golf, driving range & spa ⭐ 12 min to Downtown Galena ⭐ 15 miles to Chestnut Mountain Resort (skiing, zipline & river views)

The exterior of the cabin features a welcoming wooden facade complemented by a front porch with a railing. A well-kept garden with various flowers rests by stone steps leading up to the entrance, surrounded by lush greenery and natural elements.

4.89 out of 5 average rating, 134 reviews

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.

The charming two-story miner's cottage features a welcoming front porch adorned with historic American flags. Lush greenery surrounds colorful flower beds, enhancing the outdoor space. The stone and white clapboard exterior reflects classic architectural elements within the Galena National Historic District.

4.96 out of 5 average rating, 603 reviews

Beautiful Miner's Cottage in a Garden

This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

4.88 out of 5 average rating, 428 reviews

A tranquil lakeside view is captured at sunset, with silhouettes of trees framing the water. A small dock and a picnic table are visible, while canoes are lined up along the shore, providing a peaceful setting for relaxation.

Home in East Dubuque

A MUST SEE! 2BR Lakefront Home w/ Boats & More!

Welcome to our cozy lakefront home located in East Dubuque, Il which is only minutes away from Galena, IL and Dubuque, IA. This two bedroom home sleeps 6. We provide canoe's, and lifejackets. This home also has a large garage, a private deck overlooking the lake, and large yard. Other amenities include central air, comfy mattresses, all kitchen appliances, washer/dryer, Smart TVs with sound bar, and cable Internet. Don't miss out book now.

4.93 out of 5 average rating, 615 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.

Apartment in Galena

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

Newly renovated building in historic, Uptown Galena above Miss Kitty's Grape Escape. One studio apartment with kitchenette with microwave and coffee/kcup maker, queen size bed (not a futon), 4K TV, & Wheelchair accessible patio. Extra mirrors in the bathroom with a full size shower, bathrobes and lush towels. Easy access to premier night life and entertainment just below at Miss Kitty's Grape Escape.

Popular amenities for Galena pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

A spacious living area is highlighted by a cozy seating arrangement featuring colorful chairs and a comfortable sofa. Natural light fills the room through large windows, while a fireplace and a wall-mounted TV create a central focal point. Decorative items and warm wooden accents enhance the welcoming feel.

4.96 out of 5 average rating, 110 reviews

Townhome in Galena Territory w/ Pools, Lake, Gym

A comfortable living area features a spacious sofa and armchair, with a wooden coffee table at the center. A fireplace is positioned beneath a decorative mirror, and a TV sits against a wooden cabinet. Large windows offer views of the surrounding greenery.

4.96 out of 5 average rating, 115 reviews

Verdant Vacation Getaway: Owners’ Club Access!

A charming exterior view of the house is showcased, featuring a welcoming front porch with white railings and two rocking chairs. Lush greenery surrounds the home, and a stone pathway leads to the entrance. Sunlight filters through the trees, casting gentle shadows on the lawn.

4.94 out of 5 average rating, 174 reviews

Galena Territory - Pets - Fireplace - Pool Access

The exterior of a two-story home is shown, featuring a welcoming entrance with a central door and large windows. A well-maintained driveway leads to a garage on the right. Surrounding landscaping includes decorative rocks and bare trees, with a view of the expansive golf course beyond.

4.94 out of 5 average rating, 149 reviews

Large Country Home on Golf Course 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, 154 reviews

Farmhouse Chic|Fireplace|View|Peloton|Near Town

A bright living area features a comfortable seating arrangement in light tones, with a wooden coffee table at the center. Windows with natural light provide views of the surroundings. A dining space is seen in the background, complemented by a ceiling fan and wooden beams.

4.97 out of 5 average rating, 180 reviews

Resort Townhome: Close to Lodge, Pool & Gameroom

5.0 out of 5 average rating, 42 reviews

Cottage in Galena

Updated Home, King 2 bdrm, Private, Firepit, Pools

Townhouse in The Galena Territory

4.92 out of 5 average rating, 12 reviews

Golf Theme | Pet Friendly | King Bed | Fireplace

Pet-friendly home rentals with a hot tub

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.

4.91 out of 5 average rating, 158 reviews

Hot Tub Retreat • Firepit • 3BR/3BA • Dogs OK

4.88 out of 5 average rating, 198 reviews

A historic brick home is seen amidst a landscaped lawn, featuring lush greenery and large trees. The property includes a spacious garage, and multiple windows reflect natural light, enhancing the inviting exterior. A tranquil atmosphere is established by the surrounding vegetation.

Home in Dubuque

Modern/Historic Mansion

5.0 out of 5 average rating, 18 reviews

UFO - Unique Forest Outpost with Hot Tub

Home in Thompson Township

4.92 out of 5 average rating, 13 reviews

Lake Retreat - Hot Tub, Game Room & Two-Tier Deck

4.98 out of 5 average rating, 48 reviews

Brand New Home! Hot Tub Massage Chair Game Room EV

5.0 out of 5 average rating, 4 reviews

Hearth & Haven | A Peaceful Country Escape

A spacious yard features a circular stone fire pit surrounded by four metal chairs. The house stands in the background, showcasing a classic architecture with a hipped roof and a front porch. Green grass and trees provide a natural setting under a clear blue sky.

4.97 out of 5 average rating, 72 reviews

Summer deals*hot tub*dog friendly*5 stars*arcade

4.96 out of 5 average rating, 51 reviews

Luxury Galena Retreat | Hot Tub & Game Room

Pet-friendly cabin rentals

4.91 out of 5 average rating, 114 reviews

A private deck overlooks the serene Mississippi River, furnished with two blue chairs and small tables. The deck features warm wooden planks, while lush green trees and the riverbank are visible in the background, offering a calm outdoor space.

Cabin in Bellevue

Mississippi River Cabin - Jacuzzi Tub

5.0 out of 5 average rating, 45 reviews

The cabin exterior reveals a wooden facade with a welcoming porch highlighted by rocking chairs and potted plants. A barbecue grill stands ready for outdoor cooking. The surrounding landscape features greenery and trees, creating a tranquil setting.

Cabin in Elizabeth

Cedar Cove Cabin, Private Beach near Galena

4.93 out of 5 average rating, 58 reviews

A secluded log cabin is set against a clear blue sky, surrounded by greenery. A gravel path leads to the inviting entrance, with a spacious porch decorated with rustic seating. A detached barn adds to the scenic rural charm of the property.

Cabin in Hazel Green

Secluded cabin near Galena.

5.0 out of 5 average rating, 27 reviews

An outdoor hot tub is surrounded by wooden fencing, complemented by lush greenery along the borders. A television screen displaying 'NETFLIX' is mounted on the wall nearby, set against a backdrop of a charming cabin, offering a cozy relaxation spot.

Cabin in Bellevue

Dream Maker Log Cabin|Sauna + Hot Tub + Pickleball

4.83 out of 5 average rating, 24 reviews

A charming log cabin features a welcoming front porch with seating and lush greenery surrounding the entrance. The roof slopes elegantly, and large windows invite natural light. A well-maintained pathway leads to the cabin, set against a backdrop of rolling hills and open fields.

Cabin in Dubuque

Edelweiss Cabin | Hot Tub | Ponds | Walking Trails

4.79 out of 5 average rating, 19 reviews

A rustic cabin exteriors blends with the surrounding nature, featuring a gabled roof and large windows that invite natural light. A spacious driveway leads to the two-story structure, with stone accents and a garage. Lush greenery frames the scene, adding to the serene atmosphere.

Cabin in Elizabeth

Secret Haven Log Cabin

5.0 out of 5 average rating, 7 reviews

Log Lodge · Hot Tub · Game Room · King Suites

A split-level home featuring a stone facade and wooden deck is nestled on a hillside surrounded by greenery. Large windows reflect the natural light, and the deck offers expansive outdoor space for relaxation. The setting emphasizes its connection to nature.