Vacation rentals in Milton

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Top-rated vacation rentals in Milton

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Yurt in Cambridge
4.98 out of 5 average rating, 255 reviews

YurtSimple

YurtSimple is where life slows down and people unplug. It’s forest bathing in nature. It’s getting away from it all to spend time with a partner, by oneself, and sometimes with pets. You’ll be driving past YurtCation (about 300 feet past YurtCation) to get to YurtSimple. YurtCation is 20’ in diameter and YurtSimple is 16’ in diameter. Wood and charcoal are provided. You may cook on the indoor wood stove top, or visit any number of great restaurants 2 miles away. You can even order pizza delivery

Top guest favorite
Farm stay in Cambridge
4.99 out of 5 average rating, 106 reviews

Stay With Horses Escape Near Madison

Get ready for a quiet and peaceful stay. Take your pick: - 1King+1Queen Bed & 1 bath for 4 people - 1King+2Queen Beds & 2 baths for 6. (+$125 per night, contact host for payment) This home is attached to a barn with 6 Icelandic horses! Wake up to Icelandic horses just outside your window. A scenic escape with quiet mornings, fuzzy horses, and a one-of-a-kind IamGlytja experience - only 25 minutes from Madison - No horse riding allowed, owners to supervise all horse visits - No smoking / parties

Guest favorite
A two-story blue house with a covered front porch is framed by a snowy landscape, showcasing a peaceful winter scene. The property is surrounded by a mix of bare trees and evergreens, providing a serene backdrop.
Home in Milton
4.97 out of 5 average rating, 100 reviews

Peaceful Pines on 59~Welcome! 5 bdrm river front!

Relax, unwind and play on 4+ acres of beautiful nature: green space, woods, the Rock River, gardens and fresh clean air! Enjoy life from the back deck or rocking on the front porch. Stroll down the tree covered lane to fish from our shoreline, watch river traffic, picnic in the cabin, untie your watercraft from our pier and go travel the river and Lake Koshkonong, play a variety of outdoor games, grill dinner outside and end the day around the firepit. Hosts live in the lower level apartment.

Guest favorite
Home in Milton
4.95 out of 5 average rating, 109 reviews

Lake House Summer Getaway

Welcome to the historic Bingham House! Enjoy everything beautiful Lake Koshkonong has to offer at this stylishly updated home. Amazing lake views throughout the inside and on the large patio. Situated on a calm canal with direct access to the lake. Expansive backyard with 150’ of canal shoreline and large hot tub. Enjoy the water on our kayaks, standup paddle-board or fishing off our dock. Prep a meal in our beautifully remodeled kitchen, on our large gas grill or by the shore on our fire pit.

Top guest favorite
Two tandem kayakers and two stand-up paddleboarders navigate the calm waters, surrounded by lush greenery and blue sky. The vibrant colors of the kayaks and paddleboards add a cheerful contrast to the tranquil setting, inviting recreation and exploration.
Home in Milton
4.99 out of 5 average rating, 111 reviews

HotTub/FirePit/Arcade Your Fall Escape Starts Here

🔥NO AIRBNB FEES🔥 Plan an unforgettable stay for a group of up to 8—and a dog or 2—at Harbor House, a spacious waterfront home with a hot tub & private dock where the Rock River emerges from 10,000-acre Lake Koshkonong offers a world of water sports—boating, kayaking, paddleboarding & more. Battle on 3 classic arcade games or ping pong table in the heated game room, gather at the firepit 12 steps from the water, and grill & dine on the deck overlooking the water. Close to Madison & Janesville.

Top guest favorite
An open living area showcases a brown leather sofa facing a modern entertainment unit with a television. Bright light flows from large sliding glass doors leading to the outdoors. The kitchen features a functional island and dining area, illuminated by decorative pendant lighting overhead.
Townhouse in Janesville
5 out of 5 average rating, 149 reviews

Spacious Executive 2BR Home Near Shopping & Dining

Professionally Managed by Kevin Bush, this rental is nestled in a safe and quiet neighborhood in a desired location that is convenient to Woodman’s Center, Janesville shopping and dining destinations. Enjoy the city’s hundreds of acres of tranquil parkland, miles of peaceful trails, and beautiful downtown riverwalk. Bonus: This location is an easy drive for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on Margate Drive for more dates. Kevin, Host

Top guest favorite
The image displays a serene waterfront view showcasing a private pier extending over calm waters. A stylish three-story house is framed by lush greenery, offering a welcoming outdoor space. The interior features a spacious living room with comfortable seating and a modern kitchen visible in an open layout.
Home in Edgerton
4.93 out of 5 average rating, 149 reviews

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

Gather at the White House: a stylish lake house with private pier, 4Br/2.5bath/beds for 15 people, fire pit, gas grill, huge yard, 2 wooded acres. Lake Koshkonong is one of WI’s largest, famous for its boat-up restaurants/bars, fishing, and water sports all accessible from our private pier. Located along 39/90hwy - 90 mins to Chicago/30 min to Madison. Perfect for entertaining: fully stocked, professionally cleaned, open floorplan, 3-story outdoor living, dining & patio, playroom & much more!

Top guest favorite
An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.
Cabin in Fontana-on-Geneva Lake
4.93 out of 5 average rating, 184 reviews

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Top guest favorite
A vibrant sunset paints the sky in shades of pink and orange over the water. Two figures sit on chairs, silhouetted against the colorful horizon. String lights are illuminated overhead, creating a warm ambiance. A picnic table and fire pit are visible in the foreground.
Home in Milton
4.97 out of 5 average rating, 102 reviews

Waterfront Koshkonong Home w/ Amazing Sunsets

Looking for a get away? Fun and sun on the lake? Family, friends and great memories. This 4 bed, 1.5 bath lakefront home is a perfect retreat for families and friends looking to get away from the stresses of life. Located on Lake Koshkonong in Milton, WI. Just south of Madison and north of Janesville. The sunsets from the back deck are stunning. Enjoy a campfire. There is a dock and a public boat launch around the corner. With lots of things to do, places to eat, and entertainment close by.

Top guest favorite
An open-concept living space features warm wood paneling and large glass sliding doors offering views of the river. A seating area is arranged with plush cushions, and a wooden table with bar stools is positioned nearby, inviting relaxation while enjoying the serene waterfront scenery.
Cabin in Edgerton
4.99 out of 5 average rating, 171 reviews

Waterfront modern cabin w/ kayaks

VERY romantic getaway for 2! Enjoy your own private dock, welcome to tie off your own boat or rent locally. Complimentary use of 2 kayaks. Beautiful modern riverfront cabin near Lake Koshkonong's eateries and entertainment. Soak in the gorgeous Wisconsin summer with water activities at your fingertips. The rest of the year take in the pristine wonderland views in our enclosed balcony. Only 30 minutes from Madison's world class culinary experiences, performance arts, sports & festivals.

Top guest favorite
Cabin in Fort Atkinson
4.92 out of 5 average rating, 175 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Top guest favorite
The tranquil scene captures a vibrant sunset over the lake, reflecting hues of orange and gold on the water's surface. Silhouetted against the colorful sky, two ducks glide peacefully by the shoreline, framed by a quiet lake house and rocky beach area.
Home in Milton
4.99 out of 5 average rating, 139 reviews

Buoys UP! Lake Life & Sunsets

Looking to unwind & enjoy Lake Life-where weekends begin any day of the week-any season you choose? Here at Buoys UP! you will be able to do just that. Enjoy private access to our newly remodeled 2 bedroom lake house at Lake Koshkonong, WI. Overlook the private road this little gem is located on and enjoy the wonderful lake views and the beautiful sunsets. Stroll down the road for apx. a 2 minute walk to take advantage of your personal lake access Buoys UP! offers just for you.

Popular amenities for Milton vacation rentals

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  2. United States
  3. Wisconsin
  4. Rock County
  5. Milton