Pet-friendly holiday rentals in Rockford

4.93 out of 5 average rating, 165 reviews

A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.

Home in Lake Geneva

Lake Geneva cottage with private beach access

This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

Farm stay in Cherry Valley

A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.

4.98 out of 5 average rating, 408 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

4.96 out of 5 average rating, 104 reviews

Beautiful 10-Person Home ~Game Room~Pet Friendly

Looking for the perfect getaway or a cozy staycation? Welcome to Rockford! Located just a short drive or bus ride from Chicago, our home offers easy access to local favorites like CherryVale Mall, the serene Anderson Japanese Gardens, the thrills of Hurricane Harbor, and the scenic beauty of Rock Cut State Park—all within 10 miles. Whether you’re here to explore, unwind, or a bit of both, this is the ideal spot to relax in comfort while staying close to everything Rockford has to offer.

Place to stay in Brodhead

The exterior of a historic one-room schoolhouse is shown, featuring a red front door and a fenced yard. Surrounding trees provide a natural backdrop, and a shed is visible nearby. Soft sunlight enhances the inviting outdoor space, contributing to a peaceful setting.

4.98 out of 5 average rating, 187 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

4.96 out of 5 average rating, 103 reviews

A cozy bed is adorned with a decorative pillow featuring the phrase 'Be Our Guest.' Fresh flowers in soft hues add a touch of elegance, while a bedside lamp provides warm illumination, creating a welcoming sleeping space.

Home in Rochelle

Look at the reviews! Julie's House on Main

Super Clean, Quiet and Cozy! Pet friendly... 🐾 🐕 ❤ 🐶 (Applicant + Fee required) 90 mi to Chicago! 2 hrs to the Dells! 5 min west of Hwy 39/51 15 min to NIU 45 min to Rockford Walking and bike trail nearby! Beautiful home! Super clean! Monday-Sat check: 3 PM Sunday Check-In: 5 PM Our eight-jet power shower will relax those tired muscles after a full day of activity. A soak in our modern free-standing tub will sooth and your worries away. A well stocked kitchen awaits you!

The game room features a variety of entertainment options, including a ping pong table, a foosball table, and a Skee-Ball machine. Ambient lighting elements enhance the playful atmosphere. Comfortable seating is available in the form of a cozy chair, with an area rug adding a touch of warmth.

4.83 out of 5 average rating, 195 reviews

Spacious Cabin-style home w/ Gameroom + Gym!

Welcome to our spacious, yet cozy cabin-style retreat, perfect for both relaxation & entertainment! Enjoy the large yet inviting living room, savor homemade meals in our fully-equipped kitchen, complete with modern appliances. Unleash your inner gamer in our epic Game Room or let the kids explore a world of fun in the dedicated play area. Stay fit on-the-go in our well-equipped home gym, stocked with top-notch equipment. Need to work? Enjoy our dedicated workstation for seamless focus.

4.89 out of 5 average rating, 128 reviews

A welcoming living area features a green sofa and a striped armchair, accompanied by a modern white chair. A coffee table stands on a patterned area rug with swirling designs. Natural light enters through a window, while wall art and a framed movie poster enhance the decor.

Apartment in Rockford

Fun Retro Apartment in Downtown Rockford

Close to all the action, you are steps away from top restaurants, night life, theaters, sports and the river. Freshly updated space with an extra touch of all things we love 80's, you will find an Atari 5200 with favorites like Pac Man along with your favorite VHS tapes like Breakfast Club and Sixteen Candles. We have a dedicated work area in second bedroom. Great for a quick trip or long work stay. Located steps from Abreo Restaurant, all guests receive 10% discount during stay

4.97 out of 5 average rating, 234 reviews

The A-frame cabin is framed by lush greenery, showcasing a welcoming front entry with large windows. The pathway is lined with manicured hedges, leading to a solid wooden door. The natural surroundings enhance the feel of a secluded retreat.

Cabin in Lake Geneva

Charming A-Frame - Dog Friendly!

Welcome to The River Birch Cabin, a cozy A-frame in Lake Geneva, Wisconsin. Featured in Madison Magazine, this updated 1966 cabin offers modern comfort and rustic charm just two blocks from Lake Como and minutes from downtown Lake Geneva. Enjoy vaulted ceilings, an electric fireplace, outdoor grill, firepit, and the adorable Little Birch A-Frame playhouse. Pet-friendly and perfectly located, it’s an ideal getaway for couples, families, or friends seeking relaxation and nature.

Cottage in Franklin Grove

An aerial view of the Lil House On The Prairie showcases its modern structure surrounded by lush green landscapes. The well-maintained yard features trees and ample open space, while a gravel driveway leads to the side of the house. The expansive prairie extends into the distance, highlighting the natural beauty of the area.

4.95 out of 5 average rating, 189 reviews

LHOTP (Lil House On The Prairie)

Lil House On The Prairie (LHOTP) is aptly named because it’s located on the edge of Nachusa Grassland’s 1,000 acre south Bison pasture. The 100+ herd of free ranging Bison can often be viewed right along the boundary fence to the west! This recently remodeled two bedroom cottage can sleep six with two queen size beds and with a pull out sofa bed. LHOTP offers a quiet, convenient, and comfortable place to base your adventures from. Behaved dogs & responsible owners welcome!

4.95 out of 5 average rating, 138 reviews

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, families, and intimate weddings. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

The front of a cape cod style home is shown, featuring a welcoming porch with white railings and hanging flower baskets. The house is surrounded by well-maintained green grass and lush shrubs, with two gabled dormers on the roof adding character.

4.98 out of 5 average rating, 206 reviews

Business access in residential comfort

Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, downtown Rockford, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

4.85 out of 5 average rating, 139 reviews

A cozy cabin interior features warm wooden paneling and soft lighting. A brick fireplace adds comfort, while a spacious bed is dressed in a patterned quilt. A inviting sofa and round area rugs enhance the welcoming atmosphere of the living space.

Cabin in Brodhead

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

Popular amenities for Rockford pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 106 reviews

A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.

Home in Lake Geneva

Como Lake house with boat and motor included

4.89 out of 5 average rating, 46 reviews

A cozy living room features a beige couch paired with dark cushions, complemented by a rustic wooden chest at the center. Nearby, a black armchair adds a contrasting element. An arched doorway leads to the kitchen, while artwork adorns the light-colored walls.

Home in Oregon

Cozy 2-bedroom home in convenient Oregon location

5 out of 5 average rating, 29 reviews

A modern kitchen showcases sleek white countertops and an overhead ventilation hood. Natural light enters through a large window, highlighting the open layout. Shelves are adorned with plant life and kitchen essentials, creating an inviting atmosphere for meal preparation.

Home in Janesville

The Mayfield House

5 out of 5 average rating, 9 reviews

Home in Loves Park

Spacious 2 Bedroom 2 bath condo with Office!

An open living area features red sofas arranged around a dark coffee table, complemented by a light area rug. A ceiling fan hangs above, and natural light enters through the windows adorned with blinds. A fireplace adds a cozy focal point to the room.

4.77 out of 5 average rating, 48 reviews

Rockford Rural

A charming brick house with a distinctive gabled roof features a spacious porch with steps leading to the entrance. The front yard is landscaped with various plants and flowers, surrounded by a stone pathway that leads to the home.

5 out of 5 average rating, 16 reviews

Victor Victorian

A charming house with a white exterior and dark shingles is set against a soft twilight sky. The front features a welcoming blue door and illuminated windows, surrounded by neatly trimmed bushes and trees, creating an inviting curb appeal.

4.82 out of 5 average rating, 17 reviews

Spacious 3BR Family Home | Rockford Retreat

A living area features a dark sectional sofa with orange accent pillows and two armchairs. A coffee table sits in front, while a large television is mounted above a black fireplace. Natural light enters through a nearby window dressed with blue curtains.

5 out of 5 average rating, 25 reviews

Rockford Cascade Getaway

Pet-friendly home rentals with a pool

Condo in Fontana-on-Geneva Lake

A cozy corner of the living room features a brick fireplace with a warm fire. A decorative candle holder stands beside a beautifully lit Christmas tree. A plush sofa, adorned with a patterned pillow, invites relaxation, while a simple table holds a remote and holiday decor.

4.78 out of 5 average rating, 195 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

A circular fire pit surrounded by four wrought iron chairs is set on a stone patio. Lush greenery climbs the nearby wall, while the tranquil Rock River flows just beyond, enhancing the outdoor relaxation space.

4.67 out of 5 average rating, 3 reviews

Riverfront Nook - with Pool

Townhouse in Fontana-on-Geneva Lake

A modern dining area features a round table with four upholstered chairs set on a textured area rug. Large glass doors provide access to a deck surrounded by greenery, while a stone accent wall adds visual interest. A glimpse of the kitchen area is visible in the background.

4.81 out of 5 average rating, 93 reviews

Abbey Springs 5 Star Resort on Lake Geneva

4.98 out of 5 average rating, 47 reviews

The exterior of the home is shown, featuring a well-maintained lawn with lush green grass. A large tree provides shade in front of the house, which has a combination of stone and siding. A welcoming porch is visible, inviting guests to enjoy the outdoors.

Home in Oregon

Rock River Relaxation Home

4.92 out of 5 average rating, 36 reviews

A charming two-story house with a front porch is surrounded by lush green grass and trees. The property includes an additional structure to the right, showcasing a well-maintained landscape that enhances the serene atmosphere of the setting.

Home in Albany

Sunset retreat oasis Pool hot tub river fishngame

An above-ground pool with clear blue water is surrounded by a wooden deck. A hot tub with a cover sits nearby, accompanied by a potted flower arrangement on the deck. Lush green trees provide a backdrop, enhancing the outdoor setting.

Guesthouse in Pecatonica

4.79 out of 5 average rating, 67 reviews

The Outhouse

Condo in Fontana-on-Geneva Lake

A spacious living area is highlighted by large windows that provide views of the surrounding woods. A stone fireplace serves as a focal point, complemented by a wooden coffee table and various seating options, including mid-century chairs and dining-style chairs near a round table.

4.77 out of 5 average rating, 30 reviews

Abbey Springs Condo |Pet Friendly|Golf Cart* |Pool

Home in Fontana-on-Geneva Lake

4.82 out of 5 average rating, 22 reviews

Abbey Springs Game Home with Golf Cart

Private, pet-friendly home rentals

5 out of 5 average rating, 4 reviews

Apartment in Rockford

Fully Equipped 2bd for Traveling Professionals

A modern living area features a sectional sofa complemented by a light-colored coffee table. Large windows allow natural light to fill the space, flanked by red curtains. A side lamp and coat stand add functional elements to the room, enhancing its cozy atmosphere.

4.78 out of 5 average rating, 41 reviews

3br in the Heart of Rockford

5 out of 5 average rating, 16 reviews

A cozy living area is displayed with a navy-blue sectional sofa and an armchair, both adorned with cream-colored throw pillows. A plush ottoman complements the seating arrangement. A rustic wooden table with a lamp is positioned nearby, and light streams in through the window, enhancing the warm interior.

Barn in Davis

Sunrise Country Views

A modern kitchen features sleek cabinets and butcher block countertops, with a central island offering additional workspace. Stainless steel appliances are visible, alongside a comfortable seating area with a dark leather couch. Natural light filters through windows, enhancing the inviting atmosphere.

4.83 out of 5 average rating, 23 reviews

Small private home. Comfy. Unassuming. Classy.

A charming exterior of a home is displayed, framed by tall greenery and flowering plants along the pathway. A well-maintained lawn leads to the entrance, which is accented by a dark door and light-colored shutters. The background features a cluster of lush trees.

4.93 out of 5 average rating, 28 reviews

Your Home Away from Home in RKF pet friendly

5 out of 5 average rating, 46 reviews

The exterior of the home is highlighted by a well-maintained front yard and concrete steps leading to a white front door. A neatly landscaped area includes low shrubs and decorative stones. A single-car garage is visible to the left, complementing the brick facade.

Home in DeKalb

Duplex in Dekalb, IL

A charming exterior view of the ranch home is displayed, showcasing a garden filled with a variety of colorful plants and flowers. The house is partially covered with greenery, and a patio area with seating is visible, surrounded by lush landscaping.

4.78 out of 5 average rating, 18 reviews

Sprawling ranch and gardens