Vacation rentals in Lena

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Top-rated vacation rentals in Lena

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

Guest favorite

Loft in Monroe

4.99 out of 5 average rating, 121 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.

Dec 26 – Jan 2

$100 per night
Guest favorite

Home in Argyle

4.9 out of 5 average rating, 181 reviews

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

Feb 6 – 13

$165 per night
Guest favorite

Home in Freeport

4.98 out of 5 average rating, 137 reviews

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Dec 4 – 11

$264 per night

Popular amenities for Lena vacation rentals

Other great vacation rentals in Lena

Guest favorite

Home in Monroe

4.91 out of 5 average rating, 133 reviews

Cute, century-old house in Monroe

Apr 26 – May 1

$89 per night
Guest favorite

Apartment in Monroe

4.99 out of 5 average rating, 171 reviews

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

Oct 4 – 11

$180 per night
Guest favorite

Home in Cuba City

4.95 out of 5 average rating, 187 reviews

Recharge your soul at “The Church”!

Apr 25 – May 2

$98 per night
Guest favorite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 266 reviews

Bed and Breakfast with Horse Hotel at VRR

Aug 21 – 28

$86 per night
Guest favorite

Guesthouse in Stoughton

4.94 out of 5 average rating, 327 reviews

Country cabin, birders paradise.

Jan 24 – 31

$80 per night
Guest favorite

Guest suite in Stoughton

4.92 out of 5 average rating, 169 reviews

Guest suite w/ Private Entrance & Outdoor Fire pit

Oct 21 – 28

$88 per night
Guest favorite

Yurt in Cambridge

4.97 out of 5 average rating, 542 reviews

YurtCation

Oct 2 – 9

$119 per night
Guest favorite

Farm stay in Monroe

5.0 out of 5 average rating, 131 reviews

The Dairy at the Wegmueller Farm

Apr 28 – May 5

$298 per night
Guest favorite

Apartment in Stockton

5.0 out of 5 average rating, 25 reviews

Charming Upstairs 2 Bdrm

Jul 28 – Aug 4

$81 per night
Guest favorite

Home in Winslow

4.97 out of 5 average rating, 37 reviews

Winslow House-your home away from home

Jan 28 – Feb 4

$149 per night
Guest favorite

Vacation home in Lena

5.0 out of 5 average rating, 8 reviews

“The Ranch”

Aug 11 – 18

$180 per night
Guest favorite

Guest suite in Freeport

5.0 out of 5 average rating, 81 reviews

Private Lower Level Suite in Home-Sep Entrance!

Feb 2 – 9

$119 per night

Destinations to explore

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