A calm lake with a church and houses in the background.

Darlington Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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

Hamilton Goebel House 816 E Louisa St Darlington Wi
Darlington
9.8 out of 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."
United States
Danette M.
$232 nightly
The price is $254
Oct 19 - Oct 20
Total with taxes and fees
Hamilton Goebel House 816 E Louisa St Darlington Wi
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

Home away from home right off the trail between Mineral Point and Darlington
Mineral Point
10.0 out of 10, Exceptional, (10 reviews)
"Very comfortable, roomy, and clean accommodations and for a good price. The host was easy to reach by texting and answered me promptly."
United States
Anne T.
$217 nightly
The price is $229
Oct 19 - Oct 20
Total with taxes and fees
Home away from home right off the trail between Mineral Point and Darlington
A stately building with a symmetrical facade, large columns, and a central entrance.

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

Close to Local Opera House - On the main drag
Downtown Mineral Point
9.8 out of 10, Exceptional, (45 reviews)
"Great spot in town. Very nice space."
United States
Rebecca S.
$216 nightly
The price is $239
Oct 18 - Oct 19
Total with taxes and fees
Close to Local Opera House - On the main drag
A kitchen with a stove, a sign reading 'The Miner House,' and a bag of chips on the counter.

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

The Minor House - A Cozy Stay in Shullsburg WI
Shullsburg
10.0 out of 10, Exceptional, (4 reviews)
"We had a great stay! This house had everything and anything you would need! Very cozy, would definitely stay here again!"
United States
Catherine A.
$182 nightly
The price is $192
Oct 14 - Oct 15
Total with taxes and fees
The Minor House - A Cozy Stay in Shullsburg WI
Living area

5. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (123 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
$211 nightly
The price is $233
Oct 19 - Oct 20
Total with taxes and fees
Serenity Cottage at Mineral Point
A cozy room with a wooden floor, a blue sofa, a door with windows, and a lamp on a table.

6. A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (139 reviews)
"This is such a charming and unique old place, and right next to downtown. What a perfect location in one of the most charming and welcoming towns you'll ever visit!"
United States
Cindy P.
$224 nightly
The price is $247
Oct 14 - Oct 15
Total with taxes and fees
A Comfy Cozy Cottage on Clowney
A cozy attic room with wooden beams, a sofa, a television, and a window with curtains.

7. Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Blanchardville
10.0 out of 10, Exceptional, (421 reviews)
"Great location, and very nice place!"
United States
Aaron Y.
$207 nightly
The price is $218
Oct 14 - Oct 15
Total with taxes and fees
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
A red cabin with a porch, surrounded by trees.

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

Peace & Simplicity in a Little Red Cabin on the Farm
Lena
10.0 out of 10, Exceptional, (41 reviews)
"Great place to stay"
United States
Mike G.
$160 nightly
The price is $170
Oct 18 - Oct 19
Total with taxes and fees
Peace & Simplicity in a Little Red Cabin on the Farm
A spacious living room with a fireplace, wooden flooring, and a large window.

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

Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
Mineral Point
9.6 out of 10, Exceptional, (11 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
$406 nightly
The price is $428
Oct 19 - Oct 20
Total with taxes and fees
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
A triangular-shaped cabin with a deck and a large window.

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

🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
Elizabeth
9.8 out of 10, Exceptional, (8 reviews)
"Cozy cabin close to Galena. Host was very communicative and available if needed"
United States
Matthew S.
$238 nightly
The price is $263
Oct 19 - Oct 20
Total with taxes and fees
🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
A black double door with two wreaths, a white exterior wall, and a wooden deck.

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

Step Into a Soulful Hideaway In This Restored 1860s Country Church!
Cuba City
9.8 out of 10, Exceptional, (6 reviews)
"Amazing stay! Adorable place. We wish we could stay longer. Host was very sweet, place was clean and well-equipped. We loved that it was decorated for valentines day. The fireplace made our late night talks and games so cozy. Thank you for sharing your space with us. "
United States
Chelena H.
$228 nightly
The price is $241
Nov 8 - Nov 9
Total with taxes and fees
Step Into a Soulful Hideaway In This Restored 1860s Country Church!
A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

12. MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (112 reviews)
"The Penthouse is beautiful and the location is unbeatable! We had a wonderful stay and can't wait to come back."
United States
Andie
$248 nightly
The price is $272
Oct 18 - Oct 19
Total with taxes and fees
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A modern two-story house with a deck, outdoor seating, and a large window overlooking the yard.

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

Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
The Galena Territory
10.0 out of 10, Exceptional, (62 reviews)
$328 nightly
The price is $361
Oct 14 - Oct 15
Total with taxes and fees
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
A bedroom with a bed, a dresser, a mirror, a window with curtains, a chandelier, and a dining area visible through an open door.

14. Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (28 reviews)
"Amazing location, nicely furnished and cozy!"
United States
Heather & Nick V.
$250 nightly
The price is $276
Nov 1 - Nov 2
Total with taxes and fees
Charming Downtown Two Bedroom w/ Fireplace
A pool area with lounge chairs and umbrellas, a water slide, and a clear blue sky.

15. Charming Galena Getaway | 2BR Retreat w/ Fireplace

Charming Galena Getaway | 2BR Retreat w/ Fireplace
The Galena Territory
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable. Clean. Nice amenities. "
United States
Marci S.
$268 nightly
The price is $296
Oct 28 - Oct 29
Total with taxes and fees
Charming Galena Getaway | 2BR Retreat w/ Fireplace
A spacious kitchen with wooden cabinets, a central island, and a dining area with a table and chairs.

16. Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (4 reviews)
"Great property and host! Would stay there again."
United States
Ann S.
$220 nightly
The price is $241
Nov 9 - Nov 10
Total with taxes and fees
Lookout Loft over the Monroe Square
A wooden deck with outdoor furniture, a grill, and a railing.

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

Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck
Apple River
9.8 out of 10, Exceptional, (11 reviews)
"Great Stay. Will book again!"
United States
Terry B.
$706 nightly
The price is $748
Nov 1 - Nov 2
Total with taxes and fees
Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

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

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
The Galena Territory
10.0 out of 10, Exceptional, (56 reviews)
"Very nice place to stay. We enjoyed being there. "
United States
Ruth D.
$291 nightly
The price is $308
Oct 20 - Oct 21
Total with taxes and fees
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
An aerial view of a campus with a prominent red brick building featuring a clock tower, surrounded by lush green trees and a river.

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

Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
The Galena Territory
10.0 out of 10, Exceptional, (25 reviews)
"The cottage was perfect for our stay. Thank you"
United States
Lisa O.
$303 nightly
The price is $334
Oct 27 - Oct 28
Total with taxes and fees
Carol's Cottage | Galena Territory Vacation Rental | Fireplace | Dog-Friendly
An indoor swimming pool with a hexagonal tiled floor, wooden beams on the ceiling, and a view of the outdoors through large windows.

20. Scenic Galena Retreat | 2 Kings | Golf Course Views | Cozy Fireplace | Pool

Scenic Galena Retreat | 2 Kings | Golf Course Views | Cozy Fireplace | Pool
The Galena Territory
10.0 out of 10, Exceptional, (100 reviews)
"Place was amazing we loved it!!"
United States
Amanda S.
$256 nightly
The price is $283
Nov 3 - Nov 4
Total with taxes and fees
Scenic Galena Retreat | 2 Kings | Golf Course Views | Cozy Fireplace | Pool
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 Darlington Hotel Reviews

Hotel Galena

Hotel Galena

10/10 Excellent
"Great place, very clean! Great location as well."
Jeremy 2-night trip
Posted 2 hours ago
Hotel Galena

Find out more about Darlington

Everything you need to know about Darlington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Darlington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Darlington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Darlington vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Darlington. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Darlington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $218 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Darlington rentals

At Expedia, we put the best Darlington vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Darlington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Darlington vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Darlington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.