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

Holiday Homes in Darlington

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Darlington holiday homes

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.
The price is NZ$435
includes taxes & fees
28 Oct - 29 Oct
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, (11 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.
The price is NZ$387
includes taxes & fees
17 Nov - 18 Nov
Home away from home right off the trail between Mineral Point and Darlington
Living area

3. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (125 reviews)
"Super cute and cozy place - perfect for our getaway. "
United States
Katie K.
The price is NZ$390
includes taxes & fees
27 Oct - 28 Oct
Serenity Cottage at Mineral Point
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

4. 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, (60 reviews)
"I would stay again, clean and the host is very communicative."
United States
Steve
The price is NZ$481
includes taxes & fees
27 Oct - 28 Oct
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
A spacious living room with a fireplace, wooden flooring, and a large window.

5. 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
9.4 out of 10, Exceptional, (15 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is NZ$727
includes taxes & fees
29 Oct - 30 Oct
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
A black double door with two wreaths, a white exterior wall, and a wooden deck.

6. 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.
The price is NZ$413
includes taxes & fees
8 Nov - 9 Nov
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.

7. 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, (115 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
The price is NZ$475
includes taxes & fees
29 Oct - 30 Oct
MJ's Penthouse ,a piece of paradise on Monroe's historic square
A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

8. 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, (79 reviews)
"Wonderful stay! The place was very clean, comfortable and a great location. It had everything we needed and more. We would definitely stay here again and hope to be back next fall! Highly recommend!"
United States
Brooke
The price is NZ$486
includes taxes & fees
27 Oct - 28 Oct
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
A kitchen with a large island, stainless steel appliances, and a dining area with a view of trees.

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

Fairway Escape, Fire Pit, Pool, Golf & King Suite
The Galena Territory
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful. Clean. And the kindest and most responsive hosts we have ever had. We come up somewhat often to visit family and this unit is absolutely perfect for a couple and a fur baby. If the place is available, we will be returning!"
United States
Carly R.
The price is NZ$586
includes taxes & fees
18 Nov - 19 Nov
Fairway Escape, Fire Pit, Pool, Golf & King Suite
A wooden deck with outdoor furniture, a grill, and a railing.

10. 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, (12 reviews)
"Great Stay. Will book again!"
United States
Terry B.
The price is NZ$1,290
includes taxes & fees
3 Nov - 4 Nov
Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck
A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

11. 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, (30 reviews)
"Great property for our family of 4. Check in was a breeze, place was clean, showers were great, and beds were good too."
United States
Bradford M.
The price is NZ$573
includes taxes & fees
27 Oct - 28 Oct
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
A deck with a fire feature, outdoor furniture, and a view of a golf course at sunset.

12. 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)
"Great experience! Have stayed here before and plan on staying again!"
United States
CJ N.
The price is NZ$634
includes taxes & fees
18 Nov - 19 Nov
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a large decorative ball.

13. Cozy Galena Getaway: Fireplace + Resort Access

Cozy Galena Getaway: Fireplace + Resort Access
The Galena Territory
9.8 out of 10, Exceptional, (91 reviews)
"Great place to stay with easy access to Galena and Elizabeth. We loved the included amenities (pools, fitness room, game room, and more). Quiet location with awesome views near by. Easy check in and check out. We would definitely stay here again when visiting the area."
United States
Philip Z.
The price is NZ$658
includes taxes & fees
29 Oct - 30 Oct
Cozy Galena Getaway: Fireplace + Resort Access
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. The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace

The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace
The Galena Territory
10.0 out of 10, Exceptional, (64 reviews)
"It was a nice location and a nice property. The owner was informative and readily available. It was a great stay!"
United States
Faith N.
The price is NZ$550
includes taxes & fees
8 Nov - 9 Nov
The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace
A spacious living room with a fireplace, comfortable seating, a television, and a large sliding glass door leading to a deck with a scenic view.

15. The Architect’s Overlook | Sweeping Valley Views

The Architect’s Overlook | Sweeping Valley Views
The Galena Territory
The price is NZ$903
includes taxes & fees
17 Nov - 18 Nov
The Architect’s Overlook | Sweeping Valley Views
An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

16. Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside

Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
Galena
10.0 out of 10, Exceptional, (51 reviews)
"Wonderful place to stay for our family. Quiet and secluded but close to everything Galena has to offer. Will definitely book this place again!"
United States
Steve T.
The price is NZ$934
includes taxes & fees
1 Nov - 2 Nov
Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a tennis court.

17. Cozy and Updated Home only 5 minutes to Eagle Ridge and 15 minutes to Downtown

Cozy and Updated Home only 5 minutes to Eagle Ridge and 15 minutes to Downtown
The Galena Territory
9.6 out of 10, Exceptional, (24 reviews)
"We had a great stay "
United States
Elisha T.
The price is NZ$572
includes taxes & fees
29 Oct - 30 Oct
Cozy and Updated Home only 5 minutes to Eagle Ridge and 15 minutes to Downtown
A spacious living room with a fireplace, a sofa, a coffee table, and a lamp.

18. Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest

Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
The Galena Territory
10.0 out of 10, Exceptional, (166 reviews)
"The host and their home were extremely wonderful! I cannot stress enough what a memorable stay we had!! "
United States
Laura A.
The price is NZ$480
includes taxes & fees
1 Nov - 2 Nov
Private 3BR/2BA Territory Home Nestled in the Trees - Stonecrest
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a building with a sloped roof.

19. Stunning views, amazing gathering spaces, hot tub

Stunning views, amazing gathering spaces, hot tub
The Galena Territory
10.0 out of 10, Exceptional, (93 reviews)
"Beautiful house with beautiful views! Very close to downtown Galena."
United States
Nicole E.
The price is NZ$772
includes taxes & fees
2 Nov - 3 Nov
Stunning views, amazing gathering spaces, hot tub
A cozy living room with a fireplace, large windows, and a view of the outdoors.

20. Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck

Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
The Galena Territory
10.0 out of 10, Exceptional, (39 reviews)
"Very nice place"
United States
Richard B.
The price is NZ$563
includes taxes & fees
28 Oct - 29 Oct
Creekwood Pines | 2 Kings + Private Baths | 12th Fairway · Fireplace · Deck
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

Country Inn & Suites by Radisson, Galena, IL

Country Inn & Suites by Radisson, Galena, IL

10/10 Excellent
"A decent stay for a short weekend trip"
Carla Isabel 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Galena, IL

Find out more about Darlington

Darlington Holiday Homes information

Number of reviews
1,093
Accommodation
413 Holiday Homes
Lowest Price
NZ$387
Highest Price
NZ$1,290