Vacation rentals in Lake Summerset

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Top-rated vacation rentals in Lake Summerset

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Top guest favorite
The exterior of the countryside cottage is displayed, featuring a charming facade with light gray siding and a welcoming sign. Lush green grass surrounds the home, complemented by landscaped garden beds filled with blooming bushes. A cozy porch is visible, with seating arrangements enhancing outdoor leisure.
Cottage in Rockton
4.97 out of 5 average rating, 258 reviews

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Top guest favorite
The living room features a gas fireplace set into a neutral wall, complemented by two armchairs and a green couch. Natural light streams through large windows, showcasing a reading nook with a bench. Shelves display decorative items and a smart TV is mounted above the fireplace.
Loft in Monroe
4.98 out of 5 average rating, 198 reviews

Loft 3 - On The Historic Monroe Square

Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.

Top guest favorite
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.
Farm stay in Cherry Valley
4.98 out of 5 average rating, 402 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.

Top guest favorite
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.
Place to stay in Brodhead
4.98 out of 5 average rating, 186 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.

Top guest favorite
A charming exterior view of the house is shown, featuring a welcoming porch with wooden seating. The deck extends from the entrance, surrounded by greenery and trees, providing a connection to nature and a peaceful retreat.
Cabin in Savanna
4.96 out of 5 average rating, 328 reviews

Cozy, Secluded Cabin -A Peaceful Getaway Location!

Located just a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.

Top guest favorite
A charming brick building, enveloped by lush greenery, features a welcoming entrance with a secure door. Large windows framed by ivy provide warmth to the facade. Flower beds with colorful plants offer a touch of vibrancy along the pathway leading to the front door.
Apartment in Edgewater
4.96 out of 5 average rating, 149 reviews

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

Top guest favorite
An open living area features a comfortable gray sectional sofa and a coffee table. A dining table for four is visible, accompanied by white chairs. Natural light fills the space through a window, while green plants and modern decor add a touch of freshness.
Guesthouse in New Glarus
4.98 out of 5 average rating, 270 reviews

Fresh & Bright Apartment Getaway in New Glarus

We would like to welcome you to our bright newly built 2nd floor above garage apartment. Located in a family friendly neighborhood, just a 10 minute walk to downtown where you will find delicious dining, unique shops and historical sites everywhere you turn. Jarod and I with our kids live in the main house. We love giving our guest privacy but may run into you as we are enjoying the weather as often as we can with our kids running around enjoying their childhood.

Top guest favorite
The image showcases a charming, two-story building with blue patterned brickwork. A welcoming storefront features a striped awning and decorative planters. Natural light brightens the entrance, and a tree partially frames the scene, contributing to a lively, urban atmosphere.
Apartment in Monroe
5 out of 5 average rating, 262 reviews

MJ's Penthouse ( A piece of paradise in Monroe)

A beautiful 2000 square foot second floor Penthouse that offers an excellent view of the historic court house and square. Our location gives you walking distance to all places on the square including the 2nd oldest brewery in the country, boutiques, hair and nail salons, home decor , antique shops, clothing and apparel, specialty treats, restaurants and bars. We have free parking out front on the square and also a private elevator for our guests special needs.

Guest favorite
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
4.85 out of 5 average rating, 138 reviews

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!

Top guest favorite
The rustic retreat features a charming exterior with a red wood-paneled facade and a green metal roof. A welcoming porch is adorned with outdoor seating and surrounded by vibrant greenery, including flowering bushes and hostas, creating a serene entrance.
Barn in Freeport
4.97 out of 5 average rating, 575 reviews

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises and possible kayaks. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.

Top guest favorite
A cozy living room is featured with large windows allowing natural light to fill the space. Two comfortable chairs are positioned beside a small table, while a soft rug lies on the hardwood floor. A gray sofa and a floral artwork complete the welcoming environment.
Apartment in New Glarus
4.96 out of 5 average rating, 180 reviews

Cozy Upper Flat in New Glarus

Welcome to my upper flat (private staircase to 2nd story) one block from Downtown New Glarus where you will find charming shops, tasty eats & activities! This unit can accommodate 4 people. There is a king sized bed & queen pull-out couch. Kitchen is fully stocked with a refrigerator, range/oven, toaster & coffee maker. Complete with cozy eat-in area! Living room has wall of windows & smart TV. W/D are included.

Top guest favorite
A cottage nestled among tall trees is visible, with a charming front porch featured. Vibrant pink flowers bloom vividly in the foreground, adding color to the lush green grass surrounding the property.
Tiny home in Darlington
4.98 out of 5 average rating, 802 reviews

Arbor Crest Cottage

Thank you for checking out Arbor Crest Cottage! We would be happy to host you! 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 the 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.

Popular amenities for Lake Summerset vacation rentals