East River view in Two Rivers Town of Wisconsin

Darlington Vacation Rentals

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Our top choices for Darlington vacation rentals

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, (50 reviews)
"The property was beautiful and very tasteful decor. Kitchen was awsome and the rooms were comfortable and spacious. Definitely will stay here again."
United States
Shane S.
The price is ¥14,257
¥36,988 total
includes taxes & fees
Jun 15 - Jun 16
Hamilton Goebel House 816 E Louisa St Darlington Wi

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, (108 reviews)
"Lovely property, great location, quiet and comfortable. "
United States
T. K. D.
The price is ¥31,202
¥43,452 total
includes taxes & fees
Jun 23 - Jun 24
MJ's Penthouse ,a piece of paradise on Monroe's historic square

Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (1 review)
"Couldn’t have asked for a better spot to stay. Monroe and the surrounding area have a lot to do. Stay at this place only heightened our experience. We will definitely be back. "
United States
Eric S.
The price is ¥18,187
¥37,670 total
includes taxes & fees
Jun 15 - Jun 16
Lookout Loft over the Monroe Square

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, (26 reviews)
"Great location! It was perfect to celebrate our sons birthday - he loved the loft!! "
United States
Emily M.
The price is ¥22,401
¥27,132 total
includes taxes & fees
Jun 24 - Jun 25
Peace & Simplicity in a Little Red Cabin on the Farm

Charming Downtown Two Bedroom w/ Fireplace

Charming Downtown Two Bedroom w/ Fireplace
New Glarus
10.0 out of 10, Exceptional, (22 reviews)
"Lovely place! It was clean and cozy. Perfect place while in town visiting family. "
United States
Jennifer G.
The price is ¥19,201
¥43,497 total
includes taxes & fees
Jun 17 - Jun 18
Charming Downtown Two Bedroom w/ Fireplace

🏠 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
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very beautiful"
United States
Gissell
The price is ¥16,277
¥41,446 total
includes taxes & fees
Jun 24 - Jun 25
🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (125 reviews)
"An beautiful home with an interesting history right by the lovely downtown. We thoroughly enjoyed our stay, as we felt welcome and comfortable."
United States
Tashia N.
The price is ¥26,642
¥39,696 total
includes taxes & fees
Jun 13 - Jun 14
A Comfy Cozy Cottage on Clowney

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena
The Galena Territory
10.0 out of 10, Exceptional, (32 reviews)
"My family and I enjoyed our stay in this property. It was as advertised."
United States
Erman
The price is ¥19,427
¥47,612 total
includes taxes & fees
Jun 14 - Jun 15
Pet-Friendly Wooded Villa w/ Fireplace, Pool & Club Access — Oak Haven Galena

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
The Galena Territory
10.0 out of 10, Exceptional, (65 reviews)
"Enjoyed our stay. Great host"
United States
Justin D.
The price is ¥24,891
¥53,512 total
includes taxes & fees
Jun 17 - Jun 18
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena

Spring Creek Remodeled Getaway

Spring Creek Remodeled Getaway
The Galena Territory
10.0 out of 10, Exceptional, (12 reviews)
"My parents, husband, and I had a wonderful stay. Communication was promptly answered, the townhouse was immaculate, and the kitchen had everything needed for cooking. The location was perfect for our needs and allowed us to easily see local attractions. Thank you. "
United States
Angela B.
The price is ¥21,801
¥54,790 total
includes taxes & fees
Jun 22 - Jun 23
Spring Creek Remodeled Getaway

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access
The Galena Territory
10.0 out of 10, Exceptional, (18 reviews)
"We had a great stay. Brian was very responsive to several questions I had during the stay. The house was very clean and comfortable. It is very quiet out at The Settlement this time of the year and we loved it. Definitely would stay again."
United States
Valorie H.
Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

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, (4 reviews)
"Such a great stay! The space was incredibly clean, well-kept, and had everything we needed to feel comfortable right away. You can tell a lot of thought went into making it welcoming and easy to settle in."
United States
Kyla L.
The price is ¥35,321
¥42,684 total
includes taxes & fees
Jun 16 - Jun 17
Home away from home right off the trail between Mineral Point and Darlington

Golf Course View Townhome | 2 Kings | Near Pools, Trails & Lake Galena

Golf Course View Townhome | 2 Kings | Near Pools, Trails & Lake Galena
The Galena Territory
10.0 out of 10, Exceptional, (89 reviews)
"Melissa was great making check in and check out easy peasy. Quick to respond to any questions we had. The property was the perfect size for 2 couples and well maintained. Would highly recommend booking this place if you’re looking for something cozy and away from downtown Galena. "
United States
Kailey D.
The price is ¥19,940
¥49,854 total
includes taxes & fees
Jun 14 - Jun 15
Golf Course View Townhome | 2 Kings | Near Pools, Trails & Lake Galena

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, (45 reviews)
"Host was great at communicating! Our stay was peaceful and comfortable."
United States
Michelle H.
The price is ¥18,209
¥46,260 total
includes taxes & fees
Jun 14 - Jun 15
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Golf Townhouse Near Eagle Ridge | 2 King Suites, Sleeps 2–6, Amenity Access

Golf Townhouse Near Eagle Ridge | 2 King Suites, Sleeps 2–6, Amenity Access
The Galena Territory
10.0 out of 10, Exceptional, (27 reviews)
"Perfect cozy retreat for my husband and I."
United States
Penny c.
The price is ¥23,264
¥55,515 total
includes taxes & fees
Jun 15 - Jun 16
Golf Townhouse Near Eagle Ridge | 2 King Suites, Sleeps 2–6, Amenity Access

Unique octagon house in woods- Hot tub, pool, fireplace, firepit

Unique octagon house in woods- Hot tub, pool, fireplace, firepit
The Galena Territory
10.0 out of 10, Exceptional, (12 reviews)
"The amenities were great. We enjoyed watching the wildlife outside even though it was extremely cold out. The fireplace made our stay even more enjoyable."
United States
David J.
The price is ¥32,743
¥66,279 total
includes taxes & fees
Jul 6 - Jul 7
Unique octagon house in woods- Hot tub, pool, fireplace, firepit

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, (57 reviews)
"This was our third time staying in this property and it was great. The unit is the perfect size for a couple and has everything needed for a short or long stay. Our previous stays were for only a long weekend and this time we stayed a whole week. Phil is a great host and very responsive. One of the nicest spots we've stayed in the Galena Territory!"
United States
Erik A.
The price is ¥17,737
¥44,475 total
includes taxes & fees
Jun 15 - Jun 16
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!

Updated 2-bed golf villa with views, fireplace & Galena Territory access

Updated 2-bed golf villa with views, fireplace & Galena Territory access
The Galena Territory
10.0 out of 10, Exceptional, (4 reviews)
"Very nice place"
United States
Chris H.
The price is ¥21,875
¥54,976 total
includes taxes & fees
Jun 23 - Jun 24
Updated 2-bed golf villa with views, fireplace & Galena Territory access

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
10.0 out of 10, Exceptional, (2 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is ¥34,679
¥56,405 total
includes taxes & fees
Jun 20 - Jun 21
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point

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

Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
The Galena Territory
10.0 out of 10, Exceptional, (20 reviews)
"Great stay - great location!"
United States
Jason B.
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
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

Find out more about Darlington

Search for holiday rentals in Darlington on Expedia! You can easily find your home rentals, villas, holiday apartments in Darlington using one of the methods below:

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Look no further and take a look at our great range of rental properties in Darlington!

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?

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.: This vacation home rental outside of Darlington is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Roelli Cheese Haus, 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.