A large, historic building with a clock tower, surrounded by well-maintained lawns and trees.

Darlington Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Darlington vacation rentals

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

1. Hamilton Goebel House 816 E Louisa St Darlington Wi

Darlington

Danette M.

￥37,129 total

includes taxes & fees

Nov 11 - Nov 12

A cozy living room with a brown leather sofa, a smaller brown leather chair, and a wooden coffee table with decorative items.

2. Home away from home right off the trail between Mineral Point and Darlington

Mineral Point

Anne T.

￥42,804 total

includes taxes & fees

Nov 30 - Dec 1

A kitchen with a stove, a sign reading 'The Miner House,' and a bag of chips on the counter.

3. The Minor House - A Cozy Stay in Shullsburg WI

Shullsburg

Betty

￥32,282 total

includes taxes & fees

Nov 12 - Nov 13

A room with a blue sofa, a patterned armchair, a red and gold rug, and a ceiling with intricate designs.

4. Close to Local Opera House - On the main drag

Downtown Mineral Point

Rebecca S.

￥35,128 total

includes taxes & fees

Nov 15 - Nov 16

A cozy room with a wooden floor, a blue sofa, a door with windows, and a lamp on a table.

5. A Comfy Cozy Cottage on Clowney

Mineral Point

Cindy P.

￥37,280 total

includes taxes & fees

Nov 11 - Nov 12

6. Serenity Cottage at Mineral Point

Mineral Point

Katie K.

￥39,809 total

includes taxes & fees

Dec 2 - Dec 3

A spacious living room with a fireplace, wooden flooring, and a large window.

7. Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point

Mineral Point

Cathleen T.

￥64,348 total

includes taxes & fees

Nov 12 - Nov 13

A red cabin with a porch, surrounded by trees.

8. Peace & Simplicity in a Little Red Cabin on the Farm

Lena

Mike G.

￥25,453 total

includes taxes & fees

Nov 15 - Nov 16

A black double door with two wreaths, a white exterior wall, and a wooden deck.

9. Step Into a Soulful Hideaway In This Restored 1860s Country Church!

Cuba City

Chelena H.

￥34,342 total

includes taxes & fees

Nov 16 - Nov 17

A wooden deck with outdoor furniture, a grill, and a railing.

10. Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck

Apple River

Terry B.

￥112,354 total

includes taxes & fees

Nov 17 - Nov 18

A triangular-shaped cabin with a deck and a large window.

11. 🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath

Elizabeth

Teri S.

￥41,867 total

includes taxes & fees

Nov 30 - Dec 1

A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

12. Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails

The Galena Territory

Bradford M.

￥50,976 total

includes taxes & fees

Nov 11 - Nov 12

A kitchen with a large island, stainless steel appliances, and a dining area with a view of trees.

13. Fairway Escape, Fire Pit, Pool, Golf & King Suite

The Galena Territory

Cindy J.

￥54,303 total

includes taxes & fees

Dec 9 - Dec 10

An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

14. Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly

The Galena Territory

Lisa O.

￥50,024 total

includes taxes & fees

Nov 11 - Nov 12

A deck with a fire feature, outdoor furniture, and a view of a golf course at sunset.

15. Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

The Galena Territory

CJ N.

￥56,687 total

includes taxes & fees

Nov 11 - Nov 12

A two-story building with a green exterior and a brick section. There are two sets of stairs leading to the upper floor, each with a handrail.

16. An Artistic retreat in the heart of downtown Galena

Galena

Jeff L.

￥32,732 total

includes taxes & fees

Nov 11 - Nov 12

A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

17. Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

The Galena Territory

Steve

￥46,629 total

includes taxes & fees

Nov 11 - Nov 12

An indoor swimming pool with a hexagonal tiled floor, wooden beams on the ceiling, and a view of the outdoors through large windows.

18. Fall in Galena - 2 Kings & Golf Views

The Galena Territory

Bethanie B.

￥44,051 total

includes taxes & fees

Nov 11 - Nov 12

A living room with a brown leather armchair, a patterned sofa, a coffee table, and a bookshelf.

19. Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

Galena Historic District

Lois C.

￥32,989 total

includes taxes & fees

Nov 12 - Nov 13

A castle-like structure with multiple towers and a central archway, surrounded by a paved area and trees.

20. Quiet Charm Near Recreation Park

Monroe

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Find vacation rentals that suit your style

Top Darlington Hotel Reviews

A swimming pool with a 3-foot depth marker, tiled edges, and a drain in the center.

Darlington Inn

Darlington

10/10 Excellent

Timothy

An indoor swimming pool with clear safety markings, a lifeguard chair, and a view of the outside through large windows.

Holiday Inn Express and Suites-Platteville by IHG

Platteville

10/10 Excellent

Anonymous traveler

An outdoor dining area with tables and chairs, surrounded by a wooden deck and a railing.

Irish Cottage Inn & Suites

Galena

10/10 Excellent

Steven

A spacious lobby with a central seating area, a fireplace, and a large artwork above it.

Wyndham Garden Galena Hotel & Day Spa

Galena

10/10 Excellent

The stay was good. We were celebrating our 27th wedding anniversary and wanted to be alone, away from the kids. There was only one small problem: we were in a room directly across from a couple with about five children; they would not stay in the rooms and spent a lot of time screaming and running up and down the hallways. No one seemed to care, and that was both nights between 11-11::30pm. We are elderly; afraid to go out of the room for fear of being knocked over by one of the children. I know...

Patricia

A reception area with a wooden reception desk, a digital screen, and a staircase leading to upper floors.

Quality Inn & Suites Belmont - Platteville

Belmont

10/10 Excellent

McKenzie

A brick building with a staircase leading to a balcony, a breakfast table with chairs, and a sign indicating a breakfast room office.

Hotel Galena

Galena

10/10 Excellent

Jeffrey

An indoor swimming pool with a wooden ceiling, tiled walls, and a clear view of the outdoors through a window.

Super 8 by Wyndham Monroe WI

Monroe

10/10 Excellent

Tami

A large, historic house with a well-maintained garden and a gazebo.

The Steamboat House Bed & Breakfast

Galena

10/10 Excellent

Fred and Fran

An indoor swimming pool with a water slide, lounge chairs, and large windows.

Country Inn & Suites by Radisson, Galena, IL

Galena

10/10 Excellent

Dominique

Aldrich Guest House

Galena

10/10 Excellent

Sarah

A spacious kitchen area with a long counter, wooden cabinets, and a large window offering a view of the outdoors.

AmericInn by Wyndham Monroe

Monroe

10/10 Excellent

Diane

A wooden cabin room with a glass-enclosed bathtub, a bedside table with a lamp, and a bed with white bedding.

Best Western Dodgeville Inn & Suites

Dodgeville

10/10 Excellent

Paul

An indoor swimming pool with a slide and a small pool area.

Deer Valley Lodge & Golf

Barneveld

10/10 Excellent

Our stay at Deer Valley Lodge was one of the most comfortable stays we've had. We loved Cave of the Mounds so close by. The two 7 year olds we had absolutely loved the smaller scale water park. 3 slides, large pool, small pool, hot tub, life jackets, & lifeguards. The beds and bedding were perfect. The air conditioner was quiet and comfortable. Breakfast in the morning was great! Very clean place and very friendly staff. We booked again for July 4th weekend to take in House on the Rock.

Char

Pine Ridge Motel

Dodgeville

10/10 Excellent

To be honest I expected a tiny, unkempt, bare neccessites room with no TV. I was totally AMAZED at how much they packed into that small room (14) HUGE king bed, nice TV w/ lots of channels, microwave, small fridge, ULTRA-CLEAN room, bathroom and stand-up shower. I got there late (9PM) and nobody was at the desk (of course) but when I pushed the button I got immediate service with a smile. No contintental breakfast but WHO CARES!! Will stay there again for sure. mikee

Mikee

Find out more about Darlington

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Frequently Asked Questions

Can I find a vacation rental in Darlington?

Yes, we have vacation rentals near top local attractions in Darlington, or you can select a secluded option if you're looking for relaxation. Our travelers say Darlington has a good selection of restaurants. Make sure you have time to check out the architecture and coffeehouses during your trip.

What's the top vacation rental in Darlington?

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena: This vacation home rental outside of Darlington is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a selection of games.

How many vacation rentals are there in Darlington?

Expedia has 7 vacation rentals for your stay in Darlington.

What’s there to see and do in Darlington?

Explore the area and family-friendly sights such as Mineral Point Railroad Museum, or get out into nature at a spot like Yellowstone Lake State Park. Lamont Town Hall and Yellowstone State Wildlife Area are other places to visit while you're in town.

What’s a vacation rental in Darlington like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Darlington. Vacation rentals feature amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

Darlington Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Darlington vacation rentals

1. Hamilton Goebel House 816 E Louisa St Darlington Wi

2. Home away from home right off the trail between Mineral Point and Darlington

3. The Minor House - A Cozy Stay in Shullsburg WI

4. Close to Local Opera House - On the main drag

5. A Comfy Cozy Cottage on Clowney

6. Serenity Cottage at Mineral Point

7. Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point

8. Peace & Simplicity in a Little Red Cabin on the Farm

9. Step Into a Soulful Hideaway In This Restored 1860s Country Church!

10. Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck

11. 🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath

12. Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails

13. Fairway Escape, Fire Pit, Pool, Golf & King Suite

14. Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly

15. Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

16. An Artistic retreat in the heart of downtown Galena

17. Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

18. Fall in Galena - 2 Kings & Golf Views

19. Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

20. Quiet Charm Near Recreation Park

Find vacation rentals that suit your style

Top Darlington Hotel Reviews

Darlington Inn

10/10 Excellent

Find out more about Darlington

Frequently Asked Questions

Can I find a vacation rental in Darlington?

What's the top vacation rental in Darlington?

How many vacation rentals are there in Darlington?

What’s there to see and do in Darlington?

What’s a vacation rental in Darlington like?