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Holiday rentals in Cottage Grove

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Top-rated holiday rentals in Cottage Grove

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

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Cabin in Edgerton

4.89 out of 5 average rating, 197 reviews

The Overlook on Lake Koshkonong - Custom Log Cabin

Custom Log cabin on Lake Koshkonong. Great yard for campfires & lawn games; over-sized deck to enjoy sunsets and breathtaking lake views. Lake access at public boat launch just down the road for swimming, fishing, or kayaking. Full bath with large suite featuring a king size bed & two single beds can accommodate up to 5 guests. Full bath with stand up shower in lower level and washer/dryer on site also. Kayak rentals available at the cabin. Lawn games, poker table, board games & more available!

6–13 Jan

₹9,314 per night

Guest favourite

Home in Madison

4.95 out of 5 average rating, 303 reviews

Cottage Suite + Whirlpool Tub.

Welcome! This Suite is perfect for traveling professionals looking for long term accommodations. *Freshly remodeled guest dedicated- full 1st floor private suite. You will enjoy a bright- enclosed front porch & a welcoming rear pergola + table & chairs -Awesome WIFI -2 Smart TV 's -Full Kitchen -Washer & Dryer -Dishwasher -Off-Street parking -Quiet neighborhood -Reverse osmosis -Smart lock's -Whirlpool tub/shower + soaps *Convenient location to most everything Madison.

21–28 Feb

₹13,609 per night

Guest favourite

Home in Madison

4.95 out of 5 average rating, 153 reviews

Grooviest | Quiet | Close | Upscale MCM | Records!

• ALL NEW RENOVATION, BRAND NEW LINENS, TOWELS, ETC • Two floor private home • Private backyard with patio & fire pits • Two TVs, one in living room, one in dining room • Luxury Mid Century Modern Stereo Console with records, bluetooth • Over 70 classic albums to listen to (jazz, rock, classical, eclectic) • Access to over 1000 classic albums at our downtown Music Studio • Electric fireplace with multi heat settings • Full Size Kitchen, Full Size Appliances, Fully stocked • Vintage Bar Cart ;)

11–18 Dec

₹11,661 per night

Guest favourite

Guest suite in Madison

4.97 out of 5 average rating, 295 reviews

Private & Clean Apartment Near Downtown & Airport

Private, sunny basement unit with separate entry accessible by keycode. 1 bedroom (queen), full bath, sitting area (2 twins/king bed), desk, WI-FI, TV, mini fridge, microwave, & coffee/tea. On street parking. Kid friendly! Note: We live with kids above the apartment - you will hear us walking around & some water pipes. 2-4 mi from Airport, Capitol, & UW Campus. Walk to brunch, pub, jazz lounge, bubble tea, grocery store, park, & bike path. Licensed by City & State. Paying all taxes & fees.

14–21 Aug

₹8,077 per night

Guest favourite

Guest suite in Madison

4.99 out of 5 average rating, 149 reviews

Peaceful 2 BR/1 BA w/ patio, firepit & pool table

• 1400 sq.ft. lower level suite • Private backyard with patio & gas fire pit • Two TVs • Electric fireplace • Pool and Air hockey table • Stocked kitchenette w/ bar seating area • Workspace • Blackout shades and curtains • Onsite parking in driveway for one vehicle • Ample street parking • 16-min drive to UW campus and downtown • 9-min drive to the airport • 6-min drive to shopping and restaurants • Extremely safe neighborhood • License No. LICHMD-2022-00079 • Zone Permit ZTRHP1-2022-00005

26 Jan – 2 Feb

₹11,323 per night

Guest favourite

Yurt in Cambridge

4.97 out of 5 average rating, 544 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

2–9 Mar

₹11,339 per night

Guest favourite

Home in Madison

4.88 out of 5 average rating, 210 reviews

Private apartment -2 Beds, Kitchen Office, Sunroom

COVID CLEANED Private Garden Apartment. Feel at home in your private lower level living space. Our home is surrounded by beautiful landscaped gardens and patios. We are located near the lake, on the lake bike loop, in the heart of Madison. Relax outside, enjoy dinner on the patio or have a bonfire. Venture out on a bike ride to the farmer's market on the Capital Square, or visit Monona Terrace, State Street, Olbrich Gardens or the Alliant Energy Center; just a short distance away.

1–8 Aug

₹11,951 per night

Guest favourite

Guest suite in Sun Prairie

4.89 out of 5 average rating, 245 reviews

Entire Countryside Garden Suite, Peaceful Retreat

Welcome to our home! We have upgraded our Garden Level to host travelers much like ourselves and long-term guests. The view of our backyard is incredible! You will find yourself lost in the country, yet less than ten minutes from all the excitement that Madison has to offer. Along with a private drive and entrance, you will have 1,000 square feet of comfort all to yourselves. This property is perfect for a quiet getaway we all need from time to time. All designed with you in mind.

7–14 Jan

₹7,267 per night

Guest favourite

Guest house in Sun Prairie

4.98 out of 5 average rating, 305 reviews

Charming Milkhouse Cottage, minutes from Madison!

Welcome to The Milkhouse Cottage! Serving as an original milkhouse from the late 1800s on our pre-civil war farmhouse property, you will feel the timeless elegance of the original character and the beautiful french cottage decor. Perfect for couples, travelers, or business persons -- come and unwind in the scenic heartland countryside and rustic elegance, all with the convenience of location -- we are a quick 15 minute drive from the airport and all that Madison has to offer!

11–18 Mar

₹12,808 per night

Guest favourite

Flat in Town of Sun Prairie

4.86 out of 5 average rating, 147 reviews

Whoa! Serene Country Garden Level Apartment

One bedroom, 1200 sq.ft. apartment in large, modern country home has full kitchen and private bathroom. The property is also the home of Blue Haven Stables, a working show horse stable. The apartment was recently remodeled and has beautiful views of fields and woods. Quiet. Private horse riding lessons available. Comfortable for two people. Just 30 minutes away from two downhill ski hills and 2 miles away from a county cross country ski park.

31 Jul – 7 Aug

₹11,401 per night

Guest favourite

Guest house in Stoughton

4.94 out of 5 average rating, 330 reviews

Country cabin, birders paradise.

Country cabin with small kitchen, SMALL BATHROOM, large porch, gardens and birds galore. Located in the country just south of Madison WI. Enjoy the country life, quiet yet close enough to the city to enjoy Madison's activities or Stoughton's Opera House. Sauna, Fire pit, hiking, ask about pets. WiFi is available but not reliable, this is a country setting with slow connections. Please communicate with me regarding pets before booking.

16–23 Dec

₹7,703 per night

Guest favourite

Loft in McFarland

4.97 out of 5 average rating, 112 reviews

Private Loft in Historic McFarland House

This newly remodeled unit is located in the attic of the Historic McFarland House, built in 1857 in the community that bears its name. Nestled in our small suburban downtown, this unit is perfect for travelers visiting the Madison area or nomads making a pit stop in the mid-west. Only 8mi to campus or a quick commute to the capitol, McFarland is an easy exit off multiple highways and interstates.

1–8 Jan

₹10,247 per night

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Other great holiday rentals in Cottage Grove

Guest favourite

Guest suite in Middleton

5.0 out of 5 average rating, 114 reviews

Quiet sunlit studio near vibrant downtown

24–31 Jul

₹10,459 per night

Guest favourite

Home in Madison

4.99 out of 5 average rating, 300 reviews

Beautiful 3 Bedroom Apartment, Kitchen, Fireplace

7–14 Aug

₹15,182 per night

Guest favourite

Tiny home in Darlington

4.98 out of 5 average rating, 590 reviews

Arbor Crest Cottage- Peaceful farm stay getaway.

2–9 Jul

₹9,420 per night

Guest favourite

Home in Madison

4.92 out of 5 average rating, 223 reviews

Luxurious BBQ and Pool House

5–12 Oct

₹45,802 per night

Guest favourite

Guest suite in Madison

4.95 out of 5 average rating, 207 reviews

Downtown Condo, 5 blocks from Capital, Btn 2 Lakes

19–26 Sep

₹11,348 per night

Guest favourite

Guest house in Belleville

4.98 out of 5 average rating, 211 reviews

Still Point Tiny House - (Zero Added Cleaning Fee)

15–22 Feb

₹7,731 per night

Guest favourite

Guest suite in Deerfield

4.96 out of 5 average rating, 27 reviews

Glacial Drumlin Guest Suite

29 Oct – 5 Nov

₹10,102 per night

Guest favourite

Guest suite in Cottage Grove

5.0 out of 5 average rating, 15 reviews

Peaceful Madison-Dane County Area Retreat

31 Aug – 7 Sep

₹14,071 per night

Destinations to explore