Pet-friendly holiday rentals in Town of Dell Prairie

4.86 out of 5 average rating, 217 reviews

Cabin in Montello

Cabin in the woods with pond and pet friendly!

Escape reality and surround yourself with nature at this quiet peaceful cabin sitting on 20 acres in the woods. Private stocked pond with paddle boat and kayak available. Bonfires, grilling, fishing, wandering around in the woods and hanging by the pond. 3 bedrooms with queen beds, a large loft with 1 queen size bed, 2 full baths. Half hour from Wisconsin Dells, 10 minutes to downtown Montello for groceries & restaurants, 30 minutes from Cascade Mountain, and 40 minutes from Devils head resort.

4.92 out of 5 average rating, 171 reviews

Cabin in Oxford

Kayaks included! Lakefront cabin 40 mins to Dells!

Nestled in the serene surroundings of Westfield, Wisconsin, Possum Lodge beckons with its tranquil charm. Step onto your own private pier on Lawrence Lake, where you can spend leisurely hours fishing or gliding along in a kayak. For adventures, take advantage of the golf course, and splash pad in town. When you're ready for a change of pace, a short drive will lead you to Wisconsin Dells. Whether you seek relaxation or excitement, Possum Lodge offers the perfect blend for a memorable getaway.

Guest house in Wisconsin Dells

4.85 out of 5 average rating, 342 reviews

Waterfront Cottage with beautiful views

This waterfront cottage has beautiful views of the Wisconsin River. My husband and I have lived here for more than 20 years. We love this area - there is nothing like a cool, crisp Midwest morning overlooking the Wisconsin River. Or enjoying a great glass of wine (or Wisconsin beer) while watching a spectacular summer sunset from the deck. Expect peace and tranquility as we are far enough from Downtown Dells to avoid the crowds and noise. We look forward to hosting you and your loved ones.

4.88 out of 5 average rating, 354 reviews

Farm stay in Montello

Farmstay Retreat – Goats, Games & Firepit

Escape the lakeside crowds and unwind on a private 20-acre farmstay surrounded by whispering pines. At Evergreen Retreat, you’ll enjoy starlit nights by the firepit, mornings with farm-fresh eggs, and friendly goats who love going on walks. Kids will love the retro arcade, adults will love the peaceful screened-in porch, and everyone will love the chance to disconnect and recharge. Just 40 minutes from Wisconsin Dells, it’s the perfect mix of nature, comfort, and unforgettable experiences.

Tiny home in Richland Center

4.96 out of 5 average rating, 187 reviews

Walnut Cabin w/Sauna-Dog Friendly

We designed this space for a cozy getaway. The overall goal of the design was a connection with nature and with the one you love, highlighting the beauty of the Driftless region. Use the onsite sauna or outdoor tub for a unique experience. Connect with nature in the Driftless Area of SW Wisconsin, drive to one of the attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion as well, there is acreage to roam.

4.85 out of 5 average rating, 130 reviews

Cabin in Wisconsin Dells

Wisconsin Dells Cabin in the Woods

Located in the middle of everything Dells, easily reach all Wisconsin Dells and Lake Delton attractions. This Cabin is in the middle of 2/3 an acre of untouched woods and natural beauty. It has 160 ft of water frontage with Dells Creek. There is a Beach and Canoe rental shop just in front at Newport Park! Recently remodeled with WIFI in mind, you'll enjoy a modern entertainment center, electric fireplace, breakfast nook and electric appliances. #Camping #Lake #Lakefront #Cabin #Beach

4.93 out of 5 average rating, 194 reviews

Cabin in Grand Marsh

Easton Lake Retreat – Cozy Cottage & Hot Tub

Come unwind and relish our cozy, private cabin in a serene neighborhood, embraced by a secluded wooded yard. This 2-bed, 1-bath haven is immersed in Wisconsin charm – ideal for relaxation and wildlife gazing. Yet, a mere 20 minutes from the vibrant Wisconsin Dells (Uber available). Explore state parks, indulge in Ho Chunk Casino's excitement, or dive into snowmobiling, four-wheeling, and skiing, all just minutes away. Your retreat to rustic bliss awaits! Book your stay on Airbnb now!

4.9 out of 5 average rating, 257 reviews

Guest house in Poynette

Simple Cabin*Lake View rustic cabin in rural WI

The Simple Cabin on Lake Wisconsin is a simple and clean space. It would be ideal for an individual or couple who are enjoying the beautiful outdoors by day, and would like a bed by night. It is 350 sq ft for the entire cabin consisting of bedroom, small full bathroom, and living area. You will enjoy 180 degrees of across-the-water views. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr) & Mirror Lake.

4.98 out of 5 average rating, 356 reviews

Cabin in Baraboo

Private Baraboo Bluffs Cabin with Peacocks!

This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets

4.95 out of 5 average rating, 434 reviews

Cabin in Hancock

Peaceful Wooded Sanctuary:A/C and private dog park

Unplug. Unwind. Connect with nature. Come enjoy our 700 sq.ft. cabin on 6 wooded acres. Fish the trout stream, hike, bike, swim! See hummingbirds hover at the feeder, watch for deer or bald eagles. The outdoor recreational opportunities are endless. Listen to the wind whisper while you sway in the hammock. Play in the treehouse! Escape to the peaceful pines and let whippoorwills sing you to sleep at day's end. Bring your pup and enjoy the 1,200 sq. ft. private dog park.

4.89 out of 5 average rating, 133 reviews

Tent in Kendall

Driftless Glamping on a Bluff

Rustic camping in the Driftless Region on the top of a bluff in a 20ft. Bell Tent. Relax, without having to pack, set up camp, and tear down and put away when you get home, more time to do things you enjoy. Go trout fishing, walk or ride the Omaha Trail Tunnel, Elroy- Sparta Trail, or the 400 Trail. Necedah Wildlife Refuge, Buckhorn, Castle Rock, Wisconsin Dells, Amish scenic drive, and Wildcat State Park with canoeing down the Kickapoo River are all within 30 minutes.