Southwest Wisconsin, WI Vacation Homes from AED 431

Southwest Wisconsin Vacation Homes
Wisconsin
United States of America
Expedia.ae

A lake surrounded by lush green hills and a rocky cliff.

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Our top choices for Southwest Wisconsin vacation homes

A field of lavender with a path leading through it.

A rustic wooden structure with a small shed, surrounded by a well-maintained grassy field and a tree.

A kitchen with wooden cabinets, a stove, a sink, and a toaster.

A rural landscape with a barn, a small house, and a large house with a porch.

1. Tamarack Point Homestead

Tamarack Point Homestead

Arcadia

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"Brady was very prompt and the stay exceeded expectations We plan to stay again very soon! Thank you, Brady!"

Josias F.

The price is AED 335

AED 335

AED 431 total

includes taxes & fees

14 Oct - 15 Oct

Tamarack Point Homestead

A living room with a television, a coffee table, a sofa, and a dining area in the background.

A living room with a television, a sofa, a coffee table with magazines, and a kitchen in the background.

A residential area with a large grassy yard, a yellow house, and a red garage.

A bedroom with a bed, bedside table, lamp, and a bench with a cushion.

2. Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."

Tammy

The price is AED 496

AED 496

AED 794 total

includes taxes & fees

19 Oct - 20 Oct

Hillsboro Driftless Guesthouse is cozy and ready for you!

A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

A bedroom with a bed, a headboard, a wall-mounted lamp, and a ceiling light fixture.

A small, single-story building with a blue exterior and a white door, labeled "Ohio Street 808" and "Retreat."

A wooden deck with outdoor furniture including a table and chairs.

3. Ohio Street Retreat-hot tub, pool, massage chair

Ohio Street Retreat-hot tub, pool, massage chair

Prairie du Chien

10.0 out of 10, Exceptional, (95 reviews)

10/10

Exceptional

(95 reviews)

"Nice stay, will stay again."

Thomas D.

The price is AED 436

AED 436

AED 787 total

includes taxes & fees

8 Nov - 9 Nov

Ohio Street Retreat-hot tub, pool, massage chair

A bedroom with a vanity, a large mirror, a bed, and a nightstand with a lamp.

A kitchen with white cabinets, a black countertop, and a patterned rug. There is a microwave, toaster, and a coffee maker on the counter.

Two wicker chairs with striped cushions and a small table with a vase of flowers.

4. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Mount Horeb

9.8 out of 10, Exceptional, (33 reviews)

9.8/10

Exceptional

(33 reviews)

"A lovely location, and the lodging was quite comfortable and enjoyable to spend time in. We hope to be able to return."

Mike G.

The price is AED 477

AED 477

AED 917 total

includes taxes & fees

18 Oct - 19 Oct

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

A single-story house with a gabled roof, a front porch, and a small front yard with mulch and plants.

A dining area with a wooden table, chairs, and a patterned rug. There is a wooden cabinet with glass doors on the left, and a chair with a cushion on the right.

A covered porch with a wooden bench, a glass table, and white cushioned chairs.

A spacious living room with a wooden floor, a sofa, a coffee table, and a dining area with a table and chairs.

5. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village

Wonewoc

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Sweet home! Loved all the bright colored decorations! We had a great stay here with our bikes and pups. The porch was lovely to watch a thunderstorm from as well!"

Emily B.

The price is AED 735

AED 735

AED 961 total

includes taxes & fees

13 Oct - 14 Oct

Colorful getaway in friendly Driftless village

A living room with a TV, wooden furniture, a dining table with chairs, and a kitchen in the background.

A compact kitchen with wooden cabinets, a stove, a refrigerator, and a dining area with a table and chairs.

A bedroom with a bed, two bedside tables, a ceiling light, a door, and two windows with blinds.

6. Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

Baraboo

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"This unit was conveniently located, clean and well appointed. The host was friendly and helpful. Had a great time!"

Gerard B.

The price is AED 559

AED 559

AED 1,193 total

includes taxes & fees

13 Oct - 14 Oct

Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

A dining room with a large wooden table and chairs, a fireplace, and a mirror reflecting the room.

A living room with two sofas, a TV, and a wooden door.

7. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point

Mineral Point

10.0 out of 10, Exceptional, (123 reviews)

10/10

Exceptional

(123 reviews)

"Super cute and cozy place - perfect for our getaway. "

Katie K.

The price is AED 565

AED 565

AED 856 total

includes taxes & fees

13 Oct - 14 Oct

Serenity Cottage at Mineral Point

A living room with a wooden floor, a television on a stand, a dining table with chairs, and a small table with a clock and a 'No Smoking' sign.

A residential house with a front porch, a small garden with orange flowers, and a red building in the background.

A wooden deck with a bench, a white door, and hanging flower baskets.

A single-story house with a front door, a mailbox, and a small window.

8. The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown

Downtown Trempealeau

9.8 out of 10, Exceptional, (105 reviews)

9.8/10

Exceptional

(105 reviews)

"Perfect place for a relaxing visit "

Lisa C.

The price is AED 459

AED 459

AED 589 total

includes taxes & fees

13 Oct - 14 Oct

The Bungaleau 1 Bedroom House In Cute Rivertown

A kitchen with a sliding glass door leading to a wooden deck with a view of a grassy field and a lake.

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

A playground with slides and climbing structures near a lake.

A modern kitchen with white cabinets, stainless steel appliances, and a central island with bar stools.

9. Updated home with lake views, across the street from Lake WI, near free ferry

Updated home with lake views, across the street from Lake WI, near free ferry

Merrimac

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"Very clean property, exactly as advertised. Host was easy to work with."

Jacob M.

The price is AED 657

AED 657

AED 1,248 total

includes taxes & fees

14 Oct - 15 Oct

Updated home with lake views, across the street from Lake WI, near free ferry

A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

A dining area with a wooden table and chairs, a white door, and a kitchen with cabinets and appliances.

A living room with a sofa, armchairs, a coffee table, and a window.

A kitchen with a large window, white tiles, and a black faucet.

10. The Honey Haven

The Honey Haven

Westby

10.0 out of 10, Exceptional, (62 reviews)

10/10

Exceptional

(62 reviews)

"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."

Eric R.

The price is AED 588

AED 588

AED 930 total

includes taxes & fees

20 Oct - 21 Oct

The Honey Haven

A modern kitchen with white cabinets, stainless steel appliances, and a window providing natural light.

A cozy living room with a fireplace, comfortable seating, a television, and a bookshelf.

An aerial view of a golf course with a pond, trees, and distant buildings.

A modern living room with a sofa set, a coffee table, and a television.

11. KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park

KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park

Spring Green

9.8 out of 10, Exceptional, (27 reviews)

9.8/10

Exceptional

(27 reviews)

"This was a nice stay for us. House is in a nice, quiet neighborhood."

Gretchen P.

The price is AED 1,151

AED 1,151

AED 1,381 total

includes taxes & fees

13 Oct - 14 Oct

KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

A wooden deck with wicker furniture and a table, overlooking a forested area.

A window with a metal handle and a mesh screen, overlooking a grassy area with trees.

12. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes

Necedah

10.0 out of 10, Exceptional, (39 reviews)

10/10

Exceptional

(39 reviews)

"This is a cute little place out in the country. Communication with the hostess was good."

Dawn

The price is AED 349

AED 349

AED 860 total

includes taxes & fees

15 Oct - 16 Oct

Remodeled, cozy, pet friendly cabin near lakes

A hallway with a wooden door leading to a kitchen area.

A dining area with a wooden table and chairs, a bookshelf, and a leather couch.

A modern kitchen with white cabinets, a central island with stools, a stainless steel stove, and a hanging light fixture.

A two-story white house with a steeply pitched roof, a front porch with a red staircase, and a small garden area.

13. Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

Baraboo

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"Excellent house and fun for the whole family! We can’t wait to stay again!"

Cristin S.

The price is AED 634

AED 634

AED 2,629 total

includes taxes & fees

19 Oct - 20 Oct

Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

A multi-story hotel with a pool area and a beach.

A lakeside beach with lounge chairs and a dock with boats.

A modern living room with a grey sofa, a dining area with a wooden table and chairs, and a kitchen with white cabinets and a central island.

A lakeside picnic area with wooden benches and picnic tables, surrounded by a stone walkway.

14. Dells Paradise At Lighthouse Cove Condominiums

Dells Paradise At Lighthouse Cove Condominiums

Lake Delton

9.6 out of 10, Exceptional, (20 reviews)

9.6/10

Exceptional

(20 reviews)

"My friends and I enjoyed our stay here. "

Haily A.

The price is AED 375

AED 375

AED 1,158 total

includes taxes & fees

13 Oct - 14 Oct

Dells Paradise At Lighthouse Cove Condominiums

A covered outdoor area with a table and chairs, a view of a lake, and docked boats.

A living room with a fireplace, a sofa, a TV, and a ceiling fan.

A modern kitchen with dark wood cabinets, stainless steel appliances, a large island with stools, and a decorative sign on the wall.

15. Dells Lake Villa - Lake Front Luxury

Dells Lake Villa - Lake Front Luxury

Lake Delton

9.6 out of 10, Exceptional, (14 reviews)

9.6/10

Exceptional

(14 reviews)

"Nice property and close to many of the Dells attractions."

Mark V.

The price is AED 487

AED 487

AED 1,304 total

includes taxes & fees

13 Oct - 14 Oct

Dells Lake Villa - Lake Front Luxury

A two-story house with a deck, outdoor seating area, and a fire pit.

A dining area with a wooden table and metal chairs, a shelf with decorative items, and a window with a view of greenery.

A residential area with houses, a dock, and a small pond.

A modern living room with a fireplace, wooden accents, and a dining area with bar stools.

16. Serene Castle Rock Cabin w/Hot Tub

Serene Castle Rock Cabin w/Hot Tub

Mauston

9.8 out of 10, Exceptional, (10 reviews)

9.8/10

Exceptional

(10 reviews)

"Place was very clean and there were beautiful sunsets!"

Catherine K.

The price is AED 472

AED 472

AED 1,937 total

includes taxes & fees

13 Oct - 14 Oct

Serene Castle Rock Cabin w/Hot Tub

A single-story house with a front porch, a garage, and a small shed in a grassy yard surrounded by trees.

A playroom with a concrete floor, a window, and various children's play equipment.

A kitchen with wooden cabinets, a stove, a dishwasher, and a backsplash with a rooster design.

A bedroom with a bed, a ceiling fan, a TV, a window with curtains, and a wall clock.

17. Fawn Lake Cottage for Families Looking for Privacy

Fawn Lake Cottage for Families Looking for Privacy

Wisconsin Dells

9.8 out of 10, Exceptional, (12 reviews)

9.8/10

Exceptional

(12 reviews)

"Great home and host beautiful home "

Michael C.

The price is AED 393

AED 393

AED 1,255 total

includes taxes & fees

13 Oct - 14 Oct

Fawn Lake Cottage for Families Looking for Privacy

A bedroom with a bed, a television mounted on the wall, a window with blinds, and a closet with shelves.

A billiards room with a pool table, foosball table, and ping pong table.

A modern kitchen with a stainless steel refrigerator, a microwave, and a coffee maker. There are hanging utensils and a decorative plate rack on the wall.

18. Draper Vacation Home - Families & Friends Welcome

Draper Vacation Home - Families & Friends Welcome

Baraboo

10.0 out of 10, Exceptional, (49 reviews)

10/10

Exceptional

(49 reviews)

"It was a great place to rent for a weekend with the family. We were able to bring our dog too so that was amazing. The house was clean and it had everything you needed for toiletries, kitchen, board games, grill etc."

Michele T.

The price is AED 641

AED 641

AED 1,773 total

includes taxes & fees

20 Oct - 21 Oct

Draper Vacation Home - Families & Friends Welcome

A serene park with a pond, lush green grass, and a house in the background.

A single-story house with a front porch, a mailbox, and a wooden picnic table.

A pool table with balls and cues, surrounded by shelves and a staircase.

A living room with a sofa, armchair, wooden coffee table, and a fireplace.

19. Country home with flowing river

Country home with flowing river

Pardeeville

9.0 out of 10, Wonderful, (178 reviews)

9.0/10

Wonderful

(178 reviews)

"Great stay and a wonderful property, look forward to staying again"

Nate S.

The price is AED 511

AED 511

AED 616 total

includes taxes & fees

13 Oct - 14 Oct

Country home with flowing river

A family standing in front of a stone building with a wooden porch and a number '816' above the entrance.

A bedroom with a wooden bed, a nightstand with a lamp, a window with blinds, and a wooden floor.

A kitchen with white cabinets, a granite countertop, and a stone wall.

A kitchen with a granite countertop, white cabinetry, and a stone accent wall.

20. Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi

Darlington

9.8 out of 10, Exceptional, (54 reviews)

9.8/10

Exceptional

(54 reviews)

"Three couples stayed at this property. Very comfy beds. We all enjoyed our stay and already have plans to stay again in the fall. It is also close to the trails."

Danette M.

Hamilton Goebel House 816 E Louisa St Darlington Wi

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 Southwest Wisconsin Hotel Reviews

Natura Treescape Resort

10/10 Excellent

"."

Jose 1-night trip

Posted 2 hours ago

Natura Treescape Resort

Mt. Olympus Water & Theme Park Resort

10/10 Excellent

"Easy access to water park"

Derick 4-night trip

Posted 12 hours ago

Mt. Olympus Water & Theme Park Resort

Dellshire Resort

10/10 Excellent

"The room was spacious and very clean, and the bathroom was large with water pressure. The surroundings were beautiful and peaceful. Breakfast was delicious and the atmosphere felt like stepping into the world of The Lord of the Rings! We really enjoyed our stay and would definitely love to come back!"

Joel 1-night trip

Posted 13 hours ago

Dellshire Resort

Staybridge Suites Wisconsin Dells - Lake Delton by IHG

10/10 Excellent

"Wonderful friendly staff that make you feel at home. Clean well maintained rooms. Complete breakfast with available outside courtyard setting."

mary 2-night trip

Posted 14 hours ago

Staybridge Suites Wisconsin Dells - Lake Delton by IHG

The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"Hot tub and pool were great and excellent bed and perfect location."

Benjamin 1-night trip

Posted 15 hours ago

The Madison Concourse Hotel and Governor's Club

Grand Marquis Waterpark Hotel & Suites

10/10 Excellent

"Only stayed one night good location easy off and back on the interstate. Nice"

SUSAN 1-night trip

Posted 15 hours ago

Grand Marquis Waterpark Hotel & Suites

The Wisconsin Hotel & Conference Center

10/10 Excellent

"Everything about the hotel was wonderful! Will definitely stay again!"

Joelle 1-night trip

Posted 21 hours ago

The Wisconsin Hotel & Conference Center

Natura Aloha Reach Resort

8/10 Good

"Perfect price for off season."

Julie 1-night trip

Posted 2 days ago

Natura Aloha Reach Resort

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Search Vacation Homes in Southwest Wisconsin

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southwest Wisconsin vacation homes

1. Tamarack Point Homestead

2. Hillsboro Driftless Guesthouse is cozy and ready for you!

3. Ohio Street Retreat-hot tub, pool, massage chair

4. The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

5. Colorful getaway in friendly Driftless village

6. Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

7. Serenity Cottage at Mineral Point

8. The Bungaleau 1 Bedroom House In Cute Rivertown

9. Updated home with lake views, across the street from Lake WI, near free ferry

10. The Honey Haven

11. KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park

12. Remodeled, cozy, pet friendly cabin near lakes

13. Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

14. Dells Paradise At Lighthouse Cove Condominiums

15. Dells Lake Villa - Lake Front Luxury

16. Serene Castle Rock Cabin w/Hot Tub

17. Fawn Lake Cottage for Families Looking for Privacy

18. Draper Vacation Home - Families & Friends Welcome

19. Country home with flowing river

20. Hamilton Goebel House 816 E Louisa St Darlington Wi

Find vacation rentals that suit your style

Top Southwest Wisconsin Hotel Reviews

Natura Treescape Resort

Explore a world of travel with Expedia