Cottage Grove Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Cottage Grove Vacation Homes

One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Exterior

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.6 out of 10, Exceptional, (27)
"The property was beautiful, safe, and in a perfect location for the event we were attending!"
The price is CA $384
CA $507 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
ONE OF A KIND vacation rental with a view
Exterior

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (139)
"This is our second stay and will gladly come back. It is easy to maneuver around Madison and the house is a spectacular vintage 80’s home. "
ONE OF A KIND vacation rental with a view
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS
Property grounds

YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS

9.8 out of 10, Exceptional, (162)
"Loved the lofted ceilings! Had everything we needed, including firewood. Can’t wait to come back"
YOUR DREAM GETAWAY 220’ WATERFRONT BEACH HOUSE ROCK RIVER WI FP POOL PIER KAYAKS
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Interior

Two Bedroom with views of Lake Monona in the heart of downtown Madison

10.0 out of 10, Exceptional, (7)
"We loved everything about this property. Would definitely stay there again."
The price is CA $480
CA $634 total
includes taxes & fees
Sep 1 - Sep 2
Two Bedroom with views of Lake Monona in the heart of downtown Madison
Private Pool - HOT TUB - Sauna - Game Room - Pets
Terrace/patio

Private Pool - HOT TUB - Sauna - Game Room - Pets

10.0 out of 10, Exceptional, (1)
"The Sun Prairie house perfectly met the goals for our family gathering of six adults and golden retriever for social and private space and so many entertainment options! The house was spotless, the neighborhood quiet, with Woodmans close by for shopping. We had 5 days of sunshine, golfing nearby courses, enjoying afternoon pool time, evening hot tub, and bug-free outdoor dining-so private and relaxing! We never ran out of room for food/drinks in the large volume fridge (loved the beverage...
Private Pool - HOT TUB - Sauna - Game Room - Pets
Two bedroom suite with city views in the heart of downtown Madison
Fridge, microwave, oven, stovetop

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (33)
"Perfect for a weekend in Madison. A good location close to everything. "
The price is CA $453
CA $598 total
includes taxes & fees
Sep 1 - Sep 2
Two bedroom suite with city views in the heart of downtown Madison
One Bedroom King with Den with views of the heart of downtown.
Exterior

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (23)
"Super clean, well lit, and beautiful view! Would definitely stay again."
The price is CA $370
CA $489 total
includes taxes & fees
Sep 1 - Sep 2
One Bedroom King with Den with views of the heart of downtown.
Doty ★ Walk to Everything -Hotel Quality- Downtown
Fridge, microwave, oven, stovetop

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (33)
"Had a great stay!"
Doty ★ Walk to Everything -Hotel Quality- Downtown
Paoli Den - Newly Remodeled!
Fridge, microwave, oven, stovetop

Paoli Den - Newly Remodeled!

9.8 out of 10, Exceptional, (23)
"Prefect"
Paoli Den - Newly Remodeled!
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Outdoor dining

Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL

10.0 out of 10, Exceptional, (32)
"Peaceful, quiet"
Lakeside Retreat at Lake Ripley - Swimming, Dock, Kayaks, & PONTOON RENTAL
Waterfront - Hot Tub - Sauna - Game Room - Pets
Outdoor spa tub

Waterfront - Hot Tub - Sauna - Game Room - Pets

9.0 out of 10, Wonderful, (2)
"This rental made for the perfect group weekend getaway. From the great shuffleboard table to the vintage arcade games like NBA Jam, this place was on fire! The beautiful view of the wide river from the hot tub was so tranquil a member of our group asked what lake we were on. It’s the perfect distance from Madison and Chicago that you feel like you’ve truly gotten away, but close enough that lots of activities feel easily accessible. The house was clean and well stocked with everything needed to...
The price is CA $766
CA $1,621 total
includes taxes & fees
Aug 11 - Aug 12
Waterfront - Hot Tub - Sauna - Game Room - Pets
Escape to tranquility – your countryside haven, and at times with a horse or two
Outdoor dining

Escape to tranquility – your countryside haven, and at times with a horse or two

Escape to tranquility – your countryside haven, and at times with a horse or two
Plan your reunion/gathering now in beautiful rural South Central Wisconsin
Exterior

Plan your reunion/gathering now in beautiful rural South Central Wisconsin

10.0 out of 10, Exceptional, (162)
"Oak House is a unique property ideally suited for family gatherings - this was our fourth stay. The house is roomy, well appointed, and decorated for the holidays. It also has access to nature trails for daily walks. The location has quiet privacy with quick access to activities in Madison. The property manager Rachel is very responsive. We highly recommend a stay here. "
Plan your reunion/gathering now in beautiful rural South Central Wisconsin
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
3 bedrooms, desk, free WiFi

Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path

10.0 out of 10, Exceptional, (33)
"We had a great time being close to the lake. Everything in the house was very charming and comfortable. Would stay again for sure!"
Near DT Madison - Half Block from Lake Monona & 1 Block from Lake Loop Bike Path
Charming 4-bedroom Lake house on Lake Ripley in Cambridge
Smart TV

Charming 4-bedroom Lake house on Lake Ripley in Cambridge

10.0 out of 10, Exceptional, (13)
"Really enjoyed the space "
Charming 4-bedroom Lake house on Lake Ripley in Cambridge
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Exterior

Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI

2.0 star property
9.8 out of 10, Exceptional, (10)
"It was a nice accommodating place with easy to use immenaties. "
Bears Den: Year-round Comfortable 4-bdrm house on Lake Ripley in Cambridge WI
Spacious & Modern Home w/ Deck in Oregon!
Fridge, microwave, stovetop, dishwasher

Spacious & Modern Home w/ Deck in Oregon!

7.0 out of 10, Good, (2)
"Awesome...very clean property.Plenty of space for eight people...Quiet neighborhood"
Spacious & Modern Home w/ Deck in Oregon!
Premium 3BR | Quick to Downtown
Fridge, microwave, oven, stovetop

Premium 3BR | Quick to Downtown

10.0 out of 10, Exceptional, (10)
"Beautiful furnishings, very clean, Well stocked. Would definitely stay there again. The host was very responsive."
The price is CA $453
CA $1,096 total
includes taxes & fees
Aug 11 - Aug 12
Premium 3BR | Quick to Downtown
Private Beach Waterfront w/ Dock - Rock River Hideaway
Outdoor dining

Private Beach Waterfront w/ Dock - Rock River Hideaway

9.8 out of 10, Exceptional, (12)
"You had a wonderful stay at this location. The outside deck allowed fun and games with the family. Also enjoyed all the waterfowl at play on the river."
Private Beach Waterfront w/ Dock - Rock River Hideaway
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Interior

Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown

10.0 out of 10, Exceptional, (5)
The price is CA $454
CA $796 total
includes taxes & fees
Aug 12 - Aug 13
Citys EDGE of Madison- SLEEPS 10 & ONLY 6 Miles to downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cottage Grove Hotel Reviews

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"The most comfortable beds EVER. I even took a picture of the tags so I can get the same exact one! Love this hotel! My rant has stayed there at least 10 times and will keep coming back!"
Stephanie 2-night trip
Posted 11 hours ago
The Madison Concourse Hotel and Governor's Club