Holiday rentals in Brooklyn

4.98 out of 5 average rating, 420 reviews

Loft in Belleville

Mill House Retreat

The Mill House Retreat is a 2 story loft set in a park like setting next to the Sugar River. Built in 1864, this stone grist mill has soaring 15ft ceilings, original fittings and luxurious finishes. You will be greeted by chesterfield sofas, a large bar, a copper tub and comfortable beds. Just minutes to bike trails, live music, restaurants, and bars. Guests are welcome to have local friends over to enjoy the setting and reminisce. Madison, New Glarus and Epic are just minutes away.

Guest house in Mount Horeb

4.96 out of 5 average rating, 609 reviews

Cool, Scenic Country Art Studio

Creative souls love my marvelous studio retreat, a delightful one-room loft-style space featuring tall ceilings, an entire wall of sliding glass doors, kitchenette, piano, and an expansive view of a picturesque barn, pasture, and wooded hills. This amazing, heated, spacious country getaway has no plumbing— it's just a few steps across the yard to the main house guest bathroom. Come create, relax, and renew here! Well-behaved dogs, included in your reservation, must be leashed when outside.

4.99 out of 5 average rating, 175 reviews

Loft in Monroe

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.

Place to stay in Brodhead

4.98 out of 5 average rating, 161 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.

4.98 out of 5 average rating, 192 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.

4.93 out of 5 average rating, 30 reviews

Flat in Oregon

Private Downtown 1 Bdrm | 14 MI from Madison

* Flexible travel dates? Staying for work? Ask us about our long stay discount! * Welcome to historic downtown Oregon! Nestled in a picturesque setting, this elegant retreat combines modern comfort with historic charm. You'll be steps away from locally owned coffee and gift shops, a wine reserve, and restaurants! With convenient access to Madison (14 mi), experience the best of both worlds – small-town tranquility and urban excitement. Whether for work or leisure, welcome home!

4.99 out of 5 average rating, 370 reviews

Tiny home in Darlington

The Bower, Farm Stay

Thank you for checking out The Bower at Arbor Crest Acres! We would be happy to host you! We are headed into our 6th year hosting and have enjoyed it so much! The farmette is conveniently located 2 miles from town, set off the road, and through the woods. The Bower is just inside the property on the edge of the woods. We invite you to explore the property and enjoy the animals. The west end of the land over looks town and is a great place to watch the sunset and the goats graze.

4.94 out of 5 average rating, 305 reviews

Home in Edgerton

Vast Lake Koshkonong Views from Pier, Deck, & Home

Our 2 Bedroom, 1 Bathroom House is located directly on the shores of Lake Koshkongong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.

Guest suite in New Glarus

4.98 out of 5 average rating, 242 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.

4.88 out of 5 average rating, 107 reviews

Cabin in Brodhead

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!

4.96 out of 5 average rating, 150 reviews

Flat in New Glarus

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.

4.99 out of 5 average rating, 188 reviews

Home in Oregon

Contemporary home near Madison

Located in a quiet neighborhood only twenty minutes away from Madison, this contemporary home is the perfect place for large groups. The home has three spacious bedrooms with a large kitchen and two outdoor patios for entertaining. It is a great place to relax and enjoy the Wisconsin weather inside and out! If you require additional sleeping accommodations, an air mattress can be made available.

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Other great holiday rentals in Brooklyn

4.92 out of 5 average rating, 285 reviews

1 sunny Yellow BR and lounge in Artist’s home!

HilaryRating, 5 stars5 days ago

Jan was communicative leading up to my arrival, met me at the back door as planned, and showed me the spaces available for my use. I got a key for the back door to the house as well as a key for my bedroom door, which was nice. Jan told me there was possibly going to be a second guest staying overnight in the bedroom next door to mine - I'm not sure that they ever showed, so while we would've needed to share the bathroom I did not have any trouble with that. I was just in town for an overnight and it was a perfect option for a cheap, quick stay. I will definitely keep it in mind for the future!

4.97 out of 5 average rating, 492 reviews

Spacious private level with garden view and more.

JanRating, 5 stars6 days ago

We stayed many days and were comfortable and felt welcome the entire time. The space is very comfortable with several areas to keep things interesting. The gardens are magical. I saw squirrels, rabbits, birds. Watched a male cardinal eat from the feeder one morning. I was in heaven. Gregory was so helpful! Made sure we had everything we needed multiple times. The neighborhood is beautiful to walk thru and the neighbors were friendly. Easy driving to restaurants, entertainment etc. We recommend this accomodations and would return in a heartbeat.

Private room in Monticello

4.95 out of 5 average rating, 225 reviews

A slice of heaven in the woods

KathyRating, 5 stars1 month ago

I thoroughly enjoyed my stay in Schuhchen’s home. The room was comfortable, clean and airy and this beautiful home is in a serene wooded setting that includes an abundance of native plants and wildlife. Schuhchen is a great host and I’m so glad I had the opportunity to meet her. I will definitely stay again the next time I’m visiting the area.

Private room in Whitewater

4.99 out of 5 average rating, 349 reviews

Whitewater Night Lodging

SarahRating, 5 stars2 weeks ago

A nice quiet neighborhood for a quick overnight to the University.

4.97 out of 5 average rating, 332 reviews

Mornings with Meg in Madison ZTRHP1-2020-00006

JasmineRating, 5 stars1 week ago

Meg was a very knowledgeable hostess - gave us detial information on places to go and things to do with young kids, shared great details of the history of the area. She was wonderful with kids. She let us use the kitchen to cook meals - which was very helpful to us. She was very kind to do some of our laundry. We would definitely stay here again!

4.96 out of 5 average rating, 73 reviews

Hotel room in Evansville

Campbell Suite-Grove Guest House

BillRating, 5 stars3 days ago

This is our 3rd or 4th time staying at the Grove. We just love the convenience and location in va Evansville. Lindsey has always been friendly and responsive to any questions or concerns. This is our go to spot when we are going to be in the Evansville area. We really enjoy staying there.

4.95 out of 5 average rating, 284 reviews

Private room in Verona

Private Bedroom downtown Verona.

Terence SeldonRating, 5 stars1 week ago

Very lovely couple, we really enjoyed their house. Baxter is calm, friendly, and a joy to be around. Jonathan gave us a tour of the house. It felt like walking through a museum. Lovely artwork throughout the house. Will surely love to stay there again.