Pet-friendly vacation rentals in Richland County

4.89 out of 5 average rating, 18 reviews

A warm-toned red cottage is nestled among green grass and trees, surrounded by a landscaped area with flower beds. A small dog is seen in the yard, with a bird feeder visible nearby. The structure features a porch and large windows, inviting natural light.

Home in Richland Center

Little Willow SW WI ClayTennis Court & Cold plunge

Get away from it all at our cottage, Little Willow, located in the Driftless area of SW Wisconsin. In a quiet valley, this beautifully restored historic home offers visitors three sunny covered porches, bathing in our fresh water spring 15 feet from the front door, hiking through the driftless woods, forest bathing, bird watching, a clay tennis court! Enjoy our springs, trout stream, owls and even coyotes. Create a bonfire at the fire pit for a warm romantic night. Country living at its finest.

Tiny home in Richland Center

A serene window nook features a cushioned chaise lounge draped with a soft blanket. A decorative bookshelf holds various books, while a tall lamp illuminates the space. Nearby, a potted plant adds a touch of greenery, creating a cozy reading corner filled with natural light.

4.98 out of 5 average rating, 100 reviews

Mighty Pine Cabin w/Sauna-Dog Friendly

We welcome you to Ridge & Valley Hospitality where our overall goal is to create a place of rest and connection. We use beautiful design aesthetics and intentional planning to weave together a property that will clear your mind, and stimulate your senses. Connect with nature in the phenomenal Driftless Area of SW Wisconsin or drive to any number of great attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion too!

4.94 out of 5 average rating, 108 reviews

A modern living area features hardwood floors and large windows allowing natural light. An olive green sofa is flanked by light-colored chairs and a wooden side table. Decorative vintage posters adorn the walls, alongside a bookshelf filled with various items.

Apartment in Hillsboro

Yuba State Bank Apartment

The Yuba State Bank Apartment is the lower front apartment in a 4-unit commercial brick building. The historically renovated space has a mix of old and new, with hardwood floors, large storefront windows, a full kitchen and bathroom, and the bank vault off one of the two bedrooms. The apartment is located in the quaint village of Yuba (pop. 53), which is the smallest incorporated village in Wisconsin, 15 minutes (11 miles) from Hillsboro. You can grab a drink and meal next door at Louie's Bar.

Bungalow in Richland Center

5 out of 5 average rating, 291 reviews

Glory View Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

4.98 out of 5 average rating, 132 reviews

Home in Viola

TerraVista House in Driftless Wisconsin

Nestled in SW Wisconsin and the driftless area , this spacious house will let you relax while enjoying the rolling hills. Comfortably sleeps up to 15 with open space to play and places to chill. This house is close to public hunting and fishing, ATV friendly roads ( your own machines), snowmobiling, and an active farming area. Cook family meals in the large kitchen, dining area, or simply enjoy the country peacefulness. TerraVista House is inspected and licensed by the state of Wisconsin.

A spacious log cabin is set against a sunset sky, showcasing its rustic charm. The cabin features a green metal roof and multiple gabled accents. A large yard surrounds the home, with grasses and shrubs highlighted in the evening light.

Cabin in Viola

4.79 out of 5 average rating, 95 reviews

Spacious Multi-family Log Home with Sauna

Treat the whole family to a rural, ridgetop getaway tucked in the middle of Amish-country. With enough unique character to match the crazies in any family, this charming cabin offers a spacious stay big enough for a multi-family reunion. Engage in classic, country fun year-round at the Cabin. You can hop straight on the cross-county snowmobile trail that runs through the Cabin yard, or during long summer evenings, gather around the Cabin's outdoor fireplace and play summer yardgames.

4.9 out of 5 average rating, 143 reviews

A fire pit is surrounded by several adirondack chairs on a stone patio. The log cabin is positioned in the background, illuminated by warm light as dusk settles. Green hills and trees provide a natural backdrop, enhancing the outdoor setting.

Cabin in Richland Center

The Driftless Escape! Modern, large cabin/57 acres

Nested in between 2 valleys is this abundant log cabin next to a stream. WI river: fishing, tubing, canoeing, water sports 10 min away. Nearby: biking, trout fishing, hiking, cross country skiing, sledding, snowmobiling, wine tasting tours, historic towns and sights. Note some photos are of the surrounding area/opportunities. The 2150 square foot home boasts a fireplace enhanced by a 2 story rock faced chimney, an expansive wrap-around porch, a master suite, and a generous great room.

5 out of 5 average rating, 14 reviews

Cabin in Blue River

New Secluded Cabin Quiet Getaway

Discover the perfect escape in our brand-new, secluded cabin nestled in nature's embrace. Ideal for those seeking peace and privacy, this charming retreat offers cozy interiors, a fully equipped kitchen, and stunning views of the surrounding landscape. Enjoy serene mornings on the private deck, explore hiking trails, or simply unwind by the fireplace. Whether you're seeking a romantic getaway or a solo retreat, our cabin provides a tranquil haven to recharge and reconnect with nature.

Tiny home in Richland Center

A vibrant sunset casts warm hues over rolling green hills. Rays of orange and gold illuminate the sky, contrasting with the darkening clouds. The scene captures the natural beauty of the surrounding landscape, offering a serene glimpse into the tranquil setting.

4.97 out of 5 average rating, 30 reviews

New Tiny House - on 300 Acres Driftless Area

Nestled away on 300 acres in the Drifltess Area of Wisconsin, An Escape Place will surely give people the rest and relaxation that only Mother Nature can provide. As 3rd generation owners, our goal is to share the peacefulness and tranquility of the land. A mile-long valley leads you to a ridge road where you can hike to enjoy a beautiful sunset. Numerous hiking trails will keep you exploring for hours or relax by the spring-fed pond and try your luck catching a rainbow trout!

4.98 out of 5 average rating, 42 reviews

A wooden staircase leads down to a grassy area near the Wisconsin River, where a small seating arrangement is visible. Several black chairs surround a circular table, framed by trees and providing a peaceful view of the water.

Home in Muscoda

River Front Cottage

Relax with the whole family at this peaceful, newly remodeled, home right on the Wisconsin River. You are just steps from the water. Located a short walk from a public boat landing, public land and just off of the ATV/UTV trail and snowmobile trails. No matter the season, you will see an abundance of wildlife, including many bald eagles that nest just across the water. Even though this is on the water, swimming is not advised in the Wisconsin River due to the currents.

5 out of 5 average rating, 50 reviews

A wooden log cabin with a metal roof is positioned on a hillside, showcasing a large wrap-around porch. The exterior features wooden beams and supports, with steps leading to the entrance. Lush greenery surrounds the cabin, contributing to a serene setting.

Cabin in Richland Center

Ash Creek Retreat

New this year! Amish log cabin set on a hillside with beautiful views all around. Complete with all the amenities you need. Games both inside and out, firepit (wood included), basketball hoop, horseshoes, picnic table and wrap around porch to enjoy. Fish in the nearby trout stream, hike the nearby public forest or just sit on the porch and enjoy this quiet getaway located just outside two small towns. Relax with the whole family at this peaceful place to stay.

4.93 out of 5 average rating, 28 reviews

Home in Muscoda

The Orion River House

**new for 2024: renovated lower level includes an additional full bath with tub & shower, guest laundry access and second living room with smart tv. The walkout basement allows easy access to the lower lawn and beautiful river views. This recently updated 3 bedroom, 2 bath home is perfect for your next getaway. Sitting on a large lot with 333 feet of river frontage, our home boasts a vast yard with relaxing outdoor space and wide open living area.

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What guests are saying

The Shopkeeper's Apartment in Yuba

4.88 out of 5 average rating, 98 reviews1 month ago

Yuba felt centrally located and was perfect for taking leisurely excursions on scenic county roads to nearby towns and natural and cultural attractions. The apartment was comfortable and the large table made a perfect work space for my art practice. It was so nice to be able to have my dog with me on my art retreat to the beautiful Driftless countryside.

Apartment in Hillsboro

What guests are saying

The River Retreat @ Port Andrew

4.96 out of 5 average rating, 28 reviews6 days ago

First impression the house was very clean and comfortable! Felt like we were home away from home with all the amenities it had. The beds were really comfortable! It was awesome being able to wake up in the morning and walk back to the yard and fish in the river! Host was very responsive and helpful. We would love to come back in the future.

Home in Blue River

What guests are saying

Walnut Cabin w/Sauna-Dog Friendly

4.95 out of 5 average rating, 170 reviews2 weeks ago

This cabin was the perfect way to spend our 8th anniversary! We loved relaxing in the cabin, taking in the fresh air and unwinding in the sauna. The cabin was exactly like the photos and the description was exact. We are already planning a time to come back with our son and dog!

Tiny home in Richland Center

What guests are saying

The Tailor Apartment

4.86 out of 5 average rating, 7 reviews8 months ago

We had a great stay! The apartment was super clean, loved the high ceilings and decor, and it was well suited for our needs. Was able to use Wifi for homework, etc without any problems. Did some light meal prep and found the fridge and kitchen area to be spacious and easy to navigate. The hosts communicated quickly, and also left a lovely box of treats from the downstairs bakery to welcome us!

Apartment in Richland Center

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Popular amenities for Richland County pet-friendly home rentals

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Pet-friendly house rentals

4.98 out of 5 average rating, 40 reviews

A cozy living area is presented with a striped sofa and a patterned coffee table at its center. A patterned armchair is positioned nearby, while decorative lamps and a plant add warmth. Cool blue wall art complements the light-filled space.

Home in Viroqua

Pet Friendly, Large Family Home

4.85 out of 5 average rating, 103 reviews

A spacious living area is highlighted by natural light filtering through large windows. Comfortable gray sofas are arranged around a patterned area rug, accompanied by a wooden fireplace and a small piano in the corner. Decorative plants add a touch of greenery.

Home in Viroqua

Historical Hazen House

4.89 out of 5 average rating, 234 reviews

A charming country home is shown, set against a backdrop of rolling hills. The exterior features gray siding and a welcoming front porch with steps leading to the entrance. Surrounding landscaping includes a mix of grasses and low shrubs, creating a peaceful outdoor setting.

Home in Soldiers Grove

Simply Creekside, LLC

4.85 out of 5 average rating, 47 reviews

A rustic cabin constructed of rich brown wood stands against a clear blue sky. A metal roof reflects sunlight. The front features a welcoming entrance with steps leading to an upper level. A well-kept lawn surrounds the cabin, enhancing its natural setting.

Home in La Farge

Wildthings Cottage

5 out of 5 average rating, 37 reviews

The historic stone house features a weathered metal roof and large windows, surrounded by vibrant autumn foliage. A gray fence frames the property, and a nearby tree displays colorful leaves, enhancing the serene landscape of the 18 wooded acres.

Home in Arena

Brisbane House: Restored Historic Country House

4.99 out of 5 average rating, 80 reviews

A spacious outdoor area is shown, featuring a gravel fire pit surrounded by wooden benches. The house's two-story structure, with multiple windows, is visible in the background. The surrounding landscape includes manicured grass and a tree line in the distance under a cloudy sky.

Home in Mauston

Woodland Retreat | 40 acre 4BR for Families & Dogs

4.97 out of 5 average rating, 239 reviews

A bright living room is filled with natural light from large windows. A cozy sofa and an armchair are positioned around a patterned rug, with bookshelves lining the walls. A comfortable ambiance is created by decorative pillows and indoor plants, inviting relaxation.

Home in Viroqua

Charming Historic Home est. 1898

4.87 out of 5 average rating, 97 reviews

A charming renovated farmhouse sits on a gently sloping lawn, surrounded by lush greenery. The building features a striking red roof, large windows, and an inviting porch with steps leading down to the well-maintained yard. A swing hangs from a tree nearby.

Home in La Farge

Bar W Bunkhouse

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Pet-friendly home rentals with a pool

The rustic cabin exterior is framed by natural surroundings, with a wooden facade and a green roof. A small pumpkin decorates the entry area beside a wooden storage box. Stone paths and a fence enhance the inviting entrance.

4.75 out of 5 average rating, 16 reviews

Crestwood-Quaint rustic cabin sleeps up to 8

The front exterior of the cabin is shown, featuring warm wood siding and a stone base. A green door and large windows enhance the welcoming entry. A fire pit is visible in the foreground, surrounded by gravel, and wooded areas create a natural backdrop.

4.63 out of 5 average rating, 8 reviews

Idlewild- 3 bedroom cabin sleeps 12

4.91 out of 5 average rating, 11 reviews

Home in Dodgeville

Little Eden

4.96 out of 5 average rating, 26 reviews

The exterior of the log cabin is showcased, featuring a spacious wooden deck adorned with flowering planters. A shaded area with an umbrella provides seating, while a swing set is visible in the background. Trees surround the cabin, contributing to the tranquil countryside setting.

Cabin in Lyndon Station

Cozy Boho Cabin w/ POOL!!

The rustic exterior of the studio cabin is shown, featuring a red facade and a welcoming doorway. Two wooden storage boxes flank the entrance, alongside a green Adirondack chair. Seasonal decor is represented by pumpkins placed on the steps. Surrounded by lush trees, a peaceful setting is apparent.

4.77 out of 5 average rating, 22 reviews

Forest Inn-Cozy studio cabin sleeps 2

A rustic cabin constructed of wood and stone stands amid trees, showcasing large front windows. A covered entrance features a sign reading 'Oak Knolls.' A gravel path leads to the door, with a mailbox positioned nearby.

4.92 out of 5 average rating, 12 reviews

Oak Knolls-Rustic 4 bedroom cabin sleeps up to 14

A charming wooden cabin is set in a snow-covered landscape. The cabin features a green door and a sign reading 'Sleepy Hollow.' A rustic wagon wheel is positioned near the entrance, surrounded by frosted trees, creating a serene winter scene.

4.25 out of 5 average rating, 4 reviews

Sleepy Hollow- Cozy Studio Cabin for 4

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Private, pet-friendly home rentals

4.96 out of 5 average rating, 28 reviews

A spacious green lawn is surrounded by trees, leading up to a single-story home on the right. A secondary structure is visible to the left, adding to the outdoor space. The area is well-maintained, offering a peaceful, natural setting.

Home in Blue River

The River Retreat @ Port Andrew

AnthonyRating, 5 stars6 days ago

First impression the house was very clean and comfortable! Felt like we were home away from home with all the amenities it had. The beds were really comfortable! It was awesome being able to wake up in the morning and walk back to the yard and fish in the river! Host was very responsive and helpful. We would love to come back in the future.

Tiny home in Richland Center

The exterior of the cabin is viewed under a clear sky, with the sun rising on the left, illuminating the snow-covered ground. A small patio area, featuring two chairs and a side table, is visible beside the cabin, framed by trees in the background.

4.95 out of 5 average rating, 170 reviews

Walnut Cabin w/Sauna-Dog Friendly

MelanieRating, 5 stars2 weeks ago

This cabin was the perfect way to spend our 8th anniversary! We loved relaxing in the cabin, taking in the fresh air and unwinding in the sauna. The cabin was exactly like the photos and the description was exact. We are already planning a time to come back with our son and dog!