Holiday rentals with outdoor seating in Baraboo

Apartment in Wisconsin Dells

A spacious outdoor porch is equipped with comfortable seating arranged around a central coffee table. A gas grill is positioned nearby, and decorative cafe lights add a cozy ambiance. Lush greenery surrounds the area, enhancing the inviting outdoor space.

5 out of 5 average rating, 118 reviews

Downtown! Updated cozy unit. Firepit*Porch*Patio!

Coming in 2026! We will be adding a washer/dryer plus an outdoor TV! Welcome to DELL-ightfully Downtown Dells! This comfy, cozy, and crazy clean 1 bedroom downstairs unit, also boasts 2 separate outdoor spaces, so you may never want to leave! All of this PERFECTLY located just one block off of the Downtown Strip. And because we want you to focus on enjoying yourself, we provide our guests with everything we can think of and more, and not just for your first night, but for your ENTIRE stay!

4.96 out of 5 average rating, 140 reviews

A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.

Home in Baraboo

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

Guest suite in Sun Prairie

A two-story home with a mix of stone and wood siding sits on a grassy lot. Large windows allow natural light inside. A paved driveway leads to the garage, with trees and a view of open land in the background.

4.89 out of 5 average rating, 400 reviews

Entire Lower Level, Countryside Garden Suite

Welcome to our home! We have upgraded our Garden (lower) Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

Guesthouse in Wisconsin Dells

A multi-level deck is set amidst trees, featuring vibrant pink flowers in hanging baskets. A stone pathway leads up the stairs, showcasing landscaped garden beds with seasonal blooms. The cozy cottage is visible in the background, surrounded by greenery.

4.86 out of 5 average rating, 354 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.

4.95 out of 5 average rating, 473 reviews

A cozy log cabin is surrounded by a winter landscape, with a blanket of snow covering the ground. Several outdoor seating options, including a picnic table and benches, are visible amidst the snow. Firewood is stacked nearby, contributing to the inviting atmosphere.

Cabin in Adams

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

5 out of 5 average rating, 221 reviews

A cozy cabin is perched on large boulders, surrounded by lush greenery. It features a spacious deck with railing and multiple seating areas, offering a serene view of the wooded area. The stone chimney adds character to the rustic design of the cabin.

Cabin in Avoca

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

4.99 out of 5 average rating, 105 reviews

Home in Baraboo

NEW Hot Tub! Perfect Location, Downtown Baraboo

Welcome to this thoughtfully renovated 80-year-old home that lives in the heart of Baraboo. With its perfect blend of vintage charm and modern comfort, this adorable home will be the perfect getaway. From being in the perfect neighborly location between Wisconsin Dells and Devils Lake State Park you have endless options to cater to any of your desires. You are only: 2 min to Downtown Baraboo 4 min to Circus World 11 min to Devils Lake 18 min to Wisconsin Dells 18 min to Cascade Mountain

4.91 out of 5 average rating, 196 reviews

A sunroom features large windows draped with sheer curtains, allowing natural light to fill the space. A hanging swing chair invites relaxation, while a plush sofa is accompanied by decorative cushions. A vibrant area rug anchors the seating area, enhancing the serene atmosphere.

Bungalow in Baraboo

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 189 reviews

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

4.98 out of 5 average rating, 371 reviews

A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.

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

4.94 out of 5 average rating, 140 reviews

An outdoor patio area features a black fire pit positioned on a concrete surface. Surrounding the fire pit are various seating options, including metal chairs and tables. The backdrop consists of a two-story building with balconies and greenery, complementing a bright, blue sky.

Apartment in Merrimac

Perfect for all Seasons, Top Amenities close by!

Parfreys Glen, Devil's Lake, Devil Heads Resort....We are right next to all of these very popular destinations! A few are even within walking distance! Located on just under 3 acres we have a beautiful home here in the country that we call the Chateau. Below us we have added a brand new, 2 level, spacious apartment. The apartment features a full bathroom on each level as well, a full kitchen and a deck with a spectacular view to relax and unwind.

A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.

4.97 out of 5 average rating, 499 reviews

COZY, Pickleball, Fireplace, Devils Lake

NO RESORT FEES, WATERFRONT Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Popular amenities for Baraboo outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.97 out of 5 average rating, 135 reviews

The kitchen features white cabinetry with sleek hardware and a large sink positioned under a window. A tile backsplash adds a modern touch. Ample counter space is available for meal preparation, and kitchen essentials are organized in drawers.

Home in Sun Prairie

Nothing Else Like It!

4.96 out of 5 average rating, 133 reviews

A warmly lit entrance to the home features a wooden sign reading 'Welcome to Sunset Cottage.' Natural wood accents, including decorative fish, complement the rustic design. A ceiling fan above provides a sense of comfort, while the inviting space transitions into the cozy living area.

Home in Friendship

Sunset Cottage

4.99 out of 5 average rating, 129 reviews

The exterior of the home features a light green facade with a metal roof. A welcoming porch is visible, furnished with white rocking chairs. Lush grass surrounds the house, and a large tree can be seen beside it, contributing to a peaceful countryside setting.

Home in Union Center

Charming country home - great vacation area.

4.85 out of 5 average rating, 105 reviews

A charming two-story house features a welcoming front porch with large windows, allowing natural light to fill the space. The well-maintained yard is surrounded by lush green trees and a manicured lawn, enhancing the inviting exterior.

Home in Portage

Spacious Bungalow-close to Cascade Mtn & WI Dells

4.97 out of 5 average rating, 146 reviews

An outdoor hot tub is filled with bubbling water, surrounded by a blue-paneled wall. A small table holds two glasses and folded towels, while a seating area is visible in the background, complemented by flowers in the foreground.

Home in Wautoma

Private Lakefront w/ Hot Tub & Pontoon

4.88 out of 5 average rating, 394 reviews

A spacious living area features a mounted flatscreen TV above a mid-century modern stereo console. Two armchairs are positioned around a round coffee table, creating an inviting space. Natural light filters through large windows dressed with light curtains, enhancing the room's atmosphere.

Home in Madison

Grooviest | Quiet | Close | Upscale MCM | Records!

4.88 out of 5 average rating, 131 reviews

A charming lakeside home is nestled among lush greenery. The structure features a wooden deck extending from the front, complemented by a stone chimney. Tall trees surround the property, creating a serene atmosphere, with the outdoor space designed to blend with the natural landscape.

Home in Wautoma

Lakefront Home on quiet sandy lake! All seasons

4.77 out of 5 average rating, 111 reviews

The porch is lined with white lights, casting a soft glow against the evening sky. Snow blankets the ground and the railing, while two red chairs are positioned on the porch, inviting relaxation. Windows reflect the warm light of the interior.

Home in Poynette

Fisher's Flop- Ski Trip!

Apartment rentals with outdoor seating

4.95 out of 5 average rating, 40 reviews

The cabin is surrounded by tall trees adorned with string lights, creating a gentle glow. Outdoor seating is arranged around a fire pit, set on a landscaped area. The cabin's exterior is highlighted by a warm ambiance, inviting relaxation in nature.

Apartment in Mauston

Castle Rock Lake|Near WI Dells|Fire-pit|Unit A

4.97 out of 5 average rating, 33 reviews

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable chair sits beside a small side table. Soft lighting is provided by lamps on either side of the bed, and a window allows natural light to fill the room.

Apartment in Middleton

Private yet close to everything!

4.96 out of 5 average rating, 74 reviews

A cozy living area is showcased with soft, orange walls and a plush carpet. A large television is positioned on a wooden media stand, accompanied by bookshelves filled with various materials. Comfortable seating includes a gray couch and two patterned armchairs, creating an inviting space.

Apartment in DeForest

30 mins to capital and 45 mins to Devil’s lake

Apartment in Wisconsin Dells

The living room features a sectional couch and a recliner, arranged around a central coffee table. A television is mounted on the wall, and large windows provide ample natural light. Decorative elements include a woven rug and wall decor, creating a welcoming space.

5 out of 5 average rating, 56 reviews

Sunrise! Overlooking Downtown Wisconsin Dells

4.93 out of 5 average rating, 135 reviews

The exterior of a spacious single-story building is showcased, featuring a combination of light green siding and stone accents. Multiple windows allow natural light in, while two sets of double doors provide access to the property.

Apartment in Coloma

Whispering Pines of Pleasant Lake

4.93 out of 5 average rating, 108 reviews

A spacious seating area is highlighted by a large sectional sofa adorned with decorative pillows. A glass coffee table sits in the center, with a television positioned nearby. Natural light enters through large windows, complemented by greenery visible outside.

Apartment in DeForest

Private DeForest Flat| *Walk to Parks*

4.99 out of 5 average rating, 161 reviews

The exterior of a charming green home features a light brown shingled roof and a welcoming porch. A window adorned with a holiday-themed planter adds a festive touch. The surrounding landscape includes grass, trees, and power lines against a clear blue sky.

Apartment in Madison

The Green Heron: Cozy nature- lover's retreat

Apartment in Wisconsin Dells

5 out of 5 average rating, 25 reviews

Family Fun Oasis | Mins to Water Parks & Downtown

Condo rentals with outdoor seating

A sandy beach area stretches along the tranquil shore of Lake Delton. White lounge chairs are arranged in neat rows, facing the calm water. Gentle waves lap at the edge of the shore, bordered by lush greenery and a stone embankment.

4.9 out of 5 average rating, 116 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

4.9 out of 5 average rating, 41 reviews

Spacious Condo Retreat for 10-14 ppl

4.91 out of 5 average rating, 46 reviews

Studio on the Green - 2BD just Walk to Attractions

An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.

4.83 out of 5 average rating, 254 reviews

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.

4.9 out of 5 average rating, 110 reviews

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

A serene night view of the Wisconsin River is captured from a patio. The calm water reflects lights from nearby buildings and trees along the shore. A boat is moored nearby, enhancing the tranquil riverside ambiance.

4.94 out of 5 average rating, 62 reviews

Upper Dells River Walk [1BR]

The living room features a velvet sofa and a matching armchair paired with a coffee table set on a patterned rug. A decorative sign reading 'River Life' is displayed on the wall, alongside pink flamingo decor. Soft lighting is provided by a floor lamp.

4.85 out of 5 average rating, 167 reviews

Mel’s Marina, on the River, walk downtown.

A spacious outdoor wave pool is surrounded by shaded lounge areas and seating. Guests are seen enjoying the water on inflatable floats, while a nearby snack bar is partially visible in the background, framed by lush greenery.