Vacation rentals in Roxbury

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Top-rated vacation rentals in Roxbury

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

Guest favorite
Cabin in Hill Point
Big R's Retreat Secluded and located in Nature
Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.
Dec 22 – 29
$183 per night
4.97 out of 5 average rating, 451 reviews
Guest favorite
Guesthouse in Mount Horeb
Cool, Scenic Country Art Studio
Creative souls love my marvelous studio retreat, a delightful space that features tall ceilings and an open design--giving it a loft feel with 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 online reservation, must be leashed when outside, and kenneled in your absence.
Sep 1 – 8
$102 per night
4.96 out of 5 average rating, 535 reviews
Guest favorite
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
Apr 16 – 23
$111 per night
4.97 out of 5 average rating, 187 reviews

Popular amenities for Roxbury vacation rentals

Other great vacation rentals in Roxbury

Guest favorite
Home in North Freedom
Betsy's Hideaway, Unique Timber Frame home
Nov 16 – 23
$300 per night
4.96 out of 5 average rating, 236 reviews
Guest favorite
Guesthouse in Stoughton
Country cabin, birders paradise.
Aug 15 – 22
$80 per night
4.94 out of 5 average rating, 325 reviews
Guest favorite
Cabin in Fox Lake
Cabin on the Trail
Nov 23 – 30
$94 per night
4.95 out of 5 average rating, 115 reviews
Guest favorite
Home in Madison
Beautiful 3 Bedroom Apartment, Kitchen, Fireplace
Jul 25 – Aug 1
$144 per night
4.99 out of 5 average rating, 292 reviews
Guest favorite
Guest suite in Madison
Private & Clean Apartment Near Downtown & Airport
Apr 12 – 19
$73 per night
4.97 out of 5 average rating, 290 reviews
Guest favorite
Guesthouse in Sun Prairie
Charming Milkhouse Cottage, minutes from Madison!
Dec 7 – 14
$133 per night
4.98 out of 5 average rating, 304 reviews
Guest favorite
Home in Baraboo
Cottage Near Devil's Lake
Jan 5 – 12
$116 per night
4.91 out of 5 average rating, 44 reviews
Guest favorite
Apartment in Merrimac
Perfect for all Seasons, Top Amenities close by!
Aug 29 – Sep 5
$115 per night
4.94 out of 5 average rating, 87 reviews
Guest favorite
Cottage in Lodi
Sunset Cottage at Lake Wi. Newly Remodeled!!!
Apr 10 – 17
$243 per night
4.95 out of 5 average rating, 20 reviews
Guest favorite
Condo in Mount Horeb
Klevenville Getaway -Cozy apartment near amenities
May 15 – 22
$92 per night
4.9 out of 5 average rating, 51 reviews
Guest favorite
Cottage in Merrimac
Stunning A-frame on Lake WI
Oct 12 – 19
$544 per night
4.92 out of 5 average rating, 61 reviews
Superhost
Cabin in Merrimac
Cabin on the Peninsula
Oct 6 – 13
$226 per night
5.0 out of 5 average rating, 3 reviews

Destinations to explore

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  4. Dane County
  5. Roxbury