Holiday rentals in Poynette

4.96 out of 5 average rating, 228 reviews

Cottage in Poynette

Lake Wiscosnin Cozy Cottage

Relax and unwind at this cozy cottage on the Wisconsin River with fantastic views. Enjoy the park right across the street with fishing, a picnic pavilion, beach and playground for your kids. Public boat launch is only a block away. Full laundry and eat in kitchen features quartz counter tops and makes you feel like you're home away from home. Many local restaurants and bars within driving distance, as well as wine tasting and 2 ski resorts. Keurig and a propane grill provided. CableTV and Wifi

4.95 out of 5 average rating, 110 reviews

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

4.88 out of 5 average rating, 336 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.

4.92 out of 5 average rating, 189 reviews

Home in Poynette

Island View Hideaway-Peaceful, On Water, Sandbars!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

4.9 out of 5 average rating, 111 reviews

Home in Merrimac

Lakefront A-Frame | Stunning Views | Private Dock

Escape to our A-frame lake house on a private double lot on Lake WI! What You’ll Love: ✅ Wall of windows – floods the home with natural light ✅ Private dock – great for fishing, swimming & boating ✅ 2 wood-burning fireplaces – cozy up after outdoor fun ✅ Game area w/ pool table – family-friendly entertainment ✅ Secluded & peaceful – enjoy nature in total privacy Prime Location: 🚗 15 min → Devil’s Head Ski Resort 🎿 🚗 20 min → Devil’s Lake State Park 🏞️ 🚗 45 min → Madison & WI Dells 🌆

4.98 out of 5 average rating, 191 reviews

Guest suite in Middleton

Quiet sunlit studio near vibrant downtown

This architect-designed studio is bathed in natural light, with skylights and a breakfast nook with a wrap-around window. Featuring an upscale bathroom with a walk-in shower, this comfortable space has all the amenities perfect for a quick weekend getaway or a week-long business trip. The studio adjoins a house and is up a flight of stairs through a separate outdoor entrance. Located just up the hill—a 5-minute walk—to Downtown Middleton and a 15-minute drive to UW and Downtown Madison.

4.98 out of 5 average rating, 754 reviews

Tiny home in Darlington

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! Jeremiah and I would be happy to host you. We are entering our 5th year of hosting and have been enjoying the experience. The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The cottage is located on the edge of our woodland area. We invite you to explore our property and enjoy the animals. The west end of our land over looks town and is a great place to watch the sunset and the goats graze.

4.91 out of 5 average rating, 246 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.

4.95 out of 5 average rating, 102 reviews

Earthen home in Ontario

Straw Clay Cabin on a Sustainable Farm

This Earthen house is made of sand, straw and clay. Nestled in a valley it is a peaceful and unique getaway. The cabin has four comfortable single beds and electricity, a wood stove for winter. Outside a fire pit and grill. A hand washing sink inside; and port-o-let toilet outside. You may be able to drive in (weather/road condition depending). It is a short walk to our Bakery (Sat. 9 am until 2 pm) Please arrive before dark. We are LGBTQ owned and operated. BIPOC welcome.

4.91 out of 5 average rating, 185 reviews

Cabin in Merrimac

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

4.98 out of 5 average rating, 338 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

4.96 out of 5 average rating, 190 reviews

Cabin in Fox Lake

Cabin on the Trail

Kick back and relax in this cozy space with up north, cabin vibes. In the summer months enjoy the excellent fishing, swimming and boating and in the winter have fun ice fishing on beautiful Fox Lake! *Please read the full description and look at all of the pictures of the property *Not suitable for parties or loud gatherings. Please note, there is a 4 person maximum, including children. *All dogs/pets must be pre-approved by the host. There is a $50 pet fee/stay.

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Other great holiday rentals in Poynette

5 out of 5 average rating, 9 reviews

Cabin in Merrimac

Cabin on the Peninsula with Wood Sauna

DavidRating, 5 stars1 week ago

Perfect location. Loved all the activities and yet super quiet

4.82 out of 5 average rating, 45 reviews

Cottage in Baraboo

Peaceful, cozy cottage overlooking Prentice creek

SusanRating, 5 stars3 days ago

The property is quite close to the retreat. Since it's on public grounds , don't be surprised to see people on the front porch. The fire pit is shared but there is a beautiful spot for a hammock by the creek. it was such a lovely spot day and night. we loved the cottage and all our needs were met. the woodwork is lovely with many original fixtures. we got zero data service except by the chapel up the hill which suited us just fine. we'd love to come back in the fall.

4.93 out of 5 average rating, 83 reviews

Flat in DeForest

Private DeForest Flat| *Walk to Parks*

ClintRating, 5 stars1 week ago

I travel to the Madison area for work often and have stayed at Kathryn’s place a few times. The rental is the full second floor of a home in DeForest, a quiet little village not far outside Madison. It’s a clean, well-equipped, comfortable unit, with a private entrance, that makes a great base for exploring DeForest and the broader Madison area. I would not hesitate to stay here again!

4.92 out of 5 average rating, 60 reviews

Cottage in Poynette

North Cliff Cabin on Lake Wisconsin

HannahRating, 5 stars1 month ago

Michael’s place had open access to lake with great view, spacious yard with fire place, and well equipped kitchen and bathrooms. We loved our stay and would recommend to anyone for a getaway from city

4.86 out of 5 average rating, 21 reviews

Home in Portage

Ski & River House in Portage, WI

AbdulazizRating, 5 stars4 months ago

Very clean, nice, modern and great location if you want to ski in cascade mountains

4.92 out of 5 average rating, 175 reviews

Cabin in Cazenovia

Drift House, a peaceful a-frame retreat

CheriRating, 5 stars1 week ago

What a wonderful place to stay. Location is beautiful and private. Feels like you’re in your own little tree house. Had everything we needed and lots of extra little details that made the stay so comfortable. Would definitely recommend staying at this wonderful spot.

5 out of 5 average rating, 7 reviews

Cottage in Portage

Peaceful, Handcrafted Retreat on WI River

BenjaminRating, 5 stars3 months ago

What a great place to stay! The house is wonderfully custom, with unique features in a beautiful setting! Everything is thoughtfully designed and set up. The kitchen and dining area (and views) are great and the bedrooms are comfy. Lots of fun additions for kids like a hidden play area and books. It was close to the ski area (short drive). We definitely would stay here again!