Pet-friendly holiday rentals in Rockford

4.97 out of 5 average rating, 118 reviews

A cozy living room is depicted with a gray sofa and a wooden coffee table resting on a patterned area rug. Natural light fills the space through large windows, highlighting the warm wood trim and the adjacent dining area featuring a wooden table and chairs.

Home in South Beloit

Beautiful Craftsman Style Home w/ Fenced Yard

Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

4.94 out of 5 average rating, 144 reviews

An inviting living area features a deep blue sofa and two gray armchairs arranged on a patterned rug. A low coffee table sits in front, while a large TV is mounted on the exposed brick wall. Natural light flows through the skylight above.

Loft in Rockford

Franklin's Urban Retreat in the heart of downtown

Live the urban city life in this centrally located loft designed with tons of local art and custom built furnishings. Our loft of is an open floor plan with tall exposed ceilings and brick. Have fun playing our full size retro Arcade and slot machine. And when ready to sleep, you are gonna LOVE the Saatva mattress. Located right in the middle of all the downtown action surrounded by the best restaurants and activities. Located above Abreo Restaurant, all guests receive 10% discount during stay

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, 104 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.

4.97 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!

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!

4.84 out of 5 average rating, 253 reviews

A charming two-story building displays a mix of light brick and painted surfaces. Flower boxes filled with vibrant blooms adorn the windows, adding a touch of color. A striped awning extends over the entrance, while greenery frames the scene, enhancing the inviting atmosphere.

Flat in Rochelle

Urban Elegance, Small Town Charm Suite #1

Lovely, quaint, and full of urban elegance yet all set in a charming small town setting. Amenities of a luxury boutique hotel, yet the low price of a standard room. Complete with WiFi, The kitchen does not have a stove but does host a small fridge, microwave, toaster oven, coffee maker, dishes. Separate living room with Record Player & Vintage Albums. Luxury Bed in a relaxing space. Workspace so you can conduct your business.

Popular amenities for Rockford pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

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

4.95 out of 5 average rating, 102 reviews

The living area features a spacious gray sectional sofa paired with a large coffee table at its center. A stone fireplace is located on the far wall, complemented by large windows that allow natural light to fill the room. Warm tones enhance the inviting environment.

Home in Williams Bay

Don’s Bay Getaway

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

4.89 out of 5 average rating, 91 reviews

A charming outdoor space features a fire pit surrounded by stone, with red Adirondack chairs positioned for seating. A picnic table is visible to one side, and a friendly dog sits nearby. Lush greenery and trees provide a natural backdrop.

Home in Elkhorn

Lakefront Cabin in the Woods (fully fenced yard)

Home in Malta

New place to stay

Modern Country Escape | 0 Cleaning Fee!

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

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, 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, 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

Apartment 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

4.91 out of 5 average rating, 32 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, 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

4.94 out of 5 average rating, 49 reviews

The living room features comfortable seating with two gray sofas, a wooden coffee table, and a music console. Natural light streams through multiple windows dressed in yellow curtains, creating a warm ambiance. A ceiling fan and decorative wall art add to the inviting atmosphere.

Cottage in Winnebago

The Aurea-Bago. Classy, Clean

5 out of 5 average rating, 4 reviews

A stone-clad cottage is set against a clear blue sky, featuring a stylish balcony and vibrant green trees. A winding path leads to the entrance, flanked by neatly trimmed shrubs and a gravel border, inviting guests to explore the charming surroundings.

Farm stay in Marengo

Villetta Bogdano

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

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.

4.79 out of 5 average rating, 19 reviews

Sprawling ranch and gardens

4.95 out of 5 average rating, 73 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