Pet-friendly holiday rentals in Rockford

4.96 out of 5 average rating, 193 reviews

The cabin is nestled among tall trees, featuring warm lighting that highlights the rustic wooden structure. A spacious deck extends from the cabin, with a hammock positioned between trees, inviting relaxation amidst nature. Smoke gently rises from the chimney, suggesting a cozy atmosphere inside.

Cabin in Oregon

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $33/night per person or pet after first 2 people. Message Tim about accomodating larger groups and events. Closed for winter November through March.

A unique exterior view showcases the artistically designed home, featuring a blend of vintage signage and modern architecture. A corrugated metal fence offers privacy, with soft landscaping elements adding a touch of nature. Windows illuminate the space, emphasizing the inviting atmosphere.

4.91 out of 5 average rating, 161 reviews

Location+History+Art+Arcade = FUN

ARTISTIC GEM IN THE HEART OF DOWNTOWN RIVER DISTRICT! This unique home is former 1930s gas station designed for entertaining and imagining. It is not just a rental; it’s an experience. Dream kitchen w/concrete countertops & steel island. Exceptional walkability: 1 block to main St; riverfront, farmers market, restaurants, brewery, paths & more! Loads of charm w/skylit ceiling, exposed brick/ductwork, custom mosaic shower, fenced patios. 412 game arcade, painting easel & NEW fireman's pole/loft!

4.97 out of 5 average rating, 116 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

Julie's Home, Event Room & Free Pet Stay, Cozy

Super Clean, Quiet & Cozy! 🐕Pet friendly 🙂Event Room Available -Ask!! (Additional fee ) 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!

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.

4.97 out of 5 average rating, 420 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.

4.74 out of 5 average rating, 160 reviews

A spacious green lawn surrounds a rustic country house, framed by tall trees. The home features a light-colored exterior with a red roof and large windows, allowing for natural light. The expansive outdoor space invites relaxation and gatherings in a serene setting.

Home in Dixon

Cozy Cottage Oasis in Charming Grand Detour

This rustic 3 bedroom country house hosts a relaxing getaway & friendly gatherings. Settled on 2 acres in a quaint, historic village, there are no street lights and unfiltered views of the stars. Get away from the crowds, relax & enjoy ample outdoor space, including a fire-pit and charcoal grill. Hike, canoe, and explore the nearby rolling hills, forests & river valleys. Close to John Deere, Lowden and Castle Rock State Park, and Nachusa Grasslands. 10 min drive to Dixon and Oregon IL.

4.96 out of 5 average rating, 105 reviews

Mid-Term Ready | 4BR Home, Fast WiFi, 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, 198 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.

5 out of 5 average rating, 143 reviews

A modern living area is furnished with a plush sofa, accent chairs, and a rectangular coffee table atop a geometric area rug. A flat-screen television is placed on a wooden media console. Natural light enters through large windows, illuminating the space.

Home in Janesville

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host

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.

4.8 out of 5 average rating, 205 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.

4.87 out of 5 average rating, 133 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.

Flat 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

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, 219 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, 149 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

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A charming brick house is situated on a landscaped yard, featuring patches of green grass and a stone patio. The property is bordered by trees that provide a natural setting, while a river is visible in the background, enhancing the serene atmosphere.

4.94 out of 5 average rating, 53 reviews

the guest house

4.87 out of 5 average rating, 358 reviews

A front porch is illuminated by string lights, creating a cozy ambiance. A dining table with several chairs is visible, along with comfortable seating. Two American flags are displayed, and surrounding greenery adds a natural touch to the welcoming outdoor space.

Home in Williams Bay

The Bay House - cottage 1 block to Geneva Lake

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.

4.81 out of 5 average rating, 26 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.

4.94 out of 5 average rating, 33 reviews

Your Home Away from Home in RKF pet friendly

5 out of 5 average rating, 37 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

4.91 out of 5 average rating, 139 reviews

Home in Delavan

Victorian Retreat · Near Lake Geneva · Sleeps 11

4.89 out of 5 average rating, 140 reviews

Home in Lake Geneva

Come spend Valentine’s Day at our sweet retreat

A light-filled living room features a comfortable gray couch adorned with decorative cushions, alongside a matching armchair and ottoman. A stylish coffee table rests on a soft area rug. Light curtains frame the windows, and a modern mirror reflects the space.

4.94 out of 5 average rating, 87 reviews

Bright at Home

Pet-friendly home rentals with a pool

Apartment 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, 197 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

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, 94 reviews

Abbey Springs 5 Star Resort on Lake Geneva

4.98 out of 5 average rating, 48 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

4.88 out of 5 average rating, 86 reviews

The charming Victorian home features a welcoming front porch adorned with hanging flower baskets and a large American flag. A brick pathway leads through manicured hedges and colorful flower beds, enhancing the inviting outdoor space surrounded by mature trees.

Home in Woodstock

Grand 1800s Victorian Gem: Updated/by Downtown

4.92 out of 5 average rating, 37 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.

Guest house in Pecatonica

4.79 out of 5 average rating, 67 reviews

The Outhouse

4.9 out of 5 average rating, 21 reviews

A vibrant blue pool house stands beside a refreshing swimming pool, surrounded by lush green foliage. A spacious deck includes seating areas, and a gently sloping lawn provides ample space for outdoor activities. The serene wooded backdrop enhances the privacy and tranquility of the setting.

Home in Lake Geneva

Geneva Grove| Pool, Dog Friendly, Sleeps 8

Home in Fontana-on-Geneva Lake

4.84 out of 5 average rating, 25 reviews

Abbey Springs Game Home with Golf Cart

Private, pet-friendly home rentals

4.9 out of 5 average rating, 50 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

4.93 out of 5 average rating, 44 reviews

A spacious bed is adorned with a textured yellow bedspread, complemented by two decorative pillows featuring floral patterns in rich colors. The backdrop includes soft, sheer fabric draping above, adding an element of elegance and comfort.

Flat in Freeport

Walk everywhere in downtown Freeport.

5 out of 5 average rating, 17 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

5 out of 5 average rating, 18 reviews

A well-maintained single-story condo is seen from the approach, featuring a two-car garage and a gently sloping driveway. Lush greenery surrounds the property, and a garden area is visible in front, complementing the neutral siding and roof design.

Apartment in Loves Park

Loves Park Condo: King Bed, Near Water Parks & Mor

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.

4.8 out of 5 average rating, 20 reviews

Sprawling ranch and gardens

4.95 out of 5 average rating, 81 reviews

A gravel path leads through a lush green setting, bordered by trees on either side. A charming blue house is visible in the distance, nestled among the foliage, blending harmoniously with the natural surroundings.

Cottage in Oregon

Spacious Hillside Home Overlooking Private Woods

5 out of 5 average rating, 5 reviews

Home in Malta

Modern Country Escape | 0 Cleaning Fee!