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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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 €221
includes taxes & fees
21 Oct - 22 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 €207
includes taxes & fees
21 Oct - 22 Oct
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 €211
includes taxes & fees
25 Oct - 26 Oct
Serenity Cottage at Mineral Point
A spacious living room with a fireplace, wooden flooring, and a large window.

4. 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
9.2 out of 10, Wonderful, (12 reviews)
"Awesome views, clean and Perfect for our 3 couples!"
United States
Cathleen T.
The price is €371
includes taxes & fees
18 Nov - 19 Nov
Escape to this amazing 3 bedroom home just 5 minutes from Historic Mineral Point
A modern living room with a fireplace, two sofas, a coffee table, and large windows with shutters.

5. 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, (29 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 €301
includes taxes & fees
17 Nov - 18 Nov
Luxury Meets Comfort Instagram-Worthy,12 Min 2 Town, Pools, Trails
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 €211
includes taxes & fees
8 Nov - 9 Nov
Step Into a Soulful Hideaway In This Restored 1860s Country Church!
A wooden deck with outdoor furniture, a grill, and a railing.

7. 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 €657
includes taxes & fees
1 Nov - 2 Nov
Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck
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.

8. 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, (114 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 €241
includes taxes & fees
21 Oct - 22 Oct
MJ's Penthouse ,a piece of paradise on Monroe's historic square
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, (1 review)
"We were pleasantly surprised at how very nice this rental was… we enjoyed our stay and Phil was a great host.. if we needed anything, he responded most of the time within minutes. It was clean quiet and we were able to bring our little poodles with us. Hoping to come back again in a couple months. Thank you again!!!! Shelley"
United States
Shelley M.
The price is €309
includes taxes & fees
9 Nov - 10 Nov
Fairway Escape, Fire Pit, Pool, Golf & King Suite
An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a large decorative ball.

10. Fall Galena Getaway - Private Deck + Resort Access

Fall Galena Getaway - Private Deck + 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 €277
includes taxes & fees
25 Oct - 26 Oct
Fall Galena Getaway - Private Deck + Resort Access
A large indoor swimming pool with a high ceiling and wooden beams, surrounded by large windows and a view of the outdoors.

11. 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 €292
includes taxes & fees
4 Nov - 5 Nov
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.

12. 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, (63 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 €296
includes taxes & fees
2 Nov - 3 Nov
The Bogey at Oak Glen | Walk to Eagle Ridge Golf | 2 King Ensuites | Fireplace
A modern two-story house with a covered patio, large windows, and a well-maintained lawn.

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)
"Great experience! Have stayed here before and plan on staying again!"
United States
CJ N.
The price is €373
includes taxes & fees
19 Nov - 20 Nov
Boutique townhome w/ fire pit, KING bed, mezzanine loft & golf views!
A living room with a stone fireplace, a television mounted above it, and a large window offering a view of the outdoors.

14. 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, (78 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 €294
includes taxes & fees
2 Nov - 3 Nov
New - Country Chic, Corner Unit, Dog Friendly - Only 12 Min to Downtown Galena
An outdoor seating area with Adirondack chairs and a fire pit, overlooking a field and a distant building.

15. 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)
"We all fell in love with this place! It was super clean, comfortable, had everything we needed! The sunset from the patio was spectacular! We highly recommend to anyone staying in the area and hope to be back!"
United States
Amy R.
The price is €447
includes taxes & fees
22 Oct - 23 Oct
Hot Tub 2-BDRM, 2 full bath all comforts of home in Galena countryside
An indoor swimming pool with a view of the mountains, wooden beams on the ceiling, and lounge chairs.

16. Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8

Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8
The Galena Territory
10.0 out of 10, Exceptional, (61 reviews)
"This villa was beautiful, very clean, well-maintained and they thought of everything. The communication was above and beyond and we will definitely be back."
United States
Jennifer
The price is €342
includes taxes & fees
2 Nov - 3 Nov
Galena Territory Golf Villa | 3 King Beds | Fireplace | Sleeps 8
A dining area with a wooden table, chairs, a wall clock, and a view through large windows.

17. Quiet Galena Territory Home near Lake with tons of Amenities-Great Summer Escape

Quiet Galena Territory Home near Lake with tons of Amenities-Great Summer Escape
The Galena Territory
10.0 out of 10, Exceptional, (78 reviews)
"Wonderful property with great amenities near by. Very clean, comfortable and easy to settle in to. Also a great townhouse development within the Galena Territory. Would absolutely recommend!"
United States
Thomas P.
The price is €313
includes taxes & fees
21 Oct - 22 Oct
Quiet Galena Territory Home near Lake with tons of Amenities-Great Summer Escape
An aerial view of a resort with a large swimming pool, multiple lounge areas, and a building with a sloped roof.

18. 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 home! Clean and cozy with stunning views! Has everything you need for a comfortable stay!"
United States
Christina A.
The price is €411
includes taxes & fees
2 Nov - 3 Nov
Stunning views, amazing gathering spaces, hot tub
A kitchen with wooden cabinets, a refrigerator, a microwave, and a stove.

19. The Architect’s Overlook | Sweeping Valley Views

The Architect’s Overlook | Sweeping Valley Views
The Galena Territory
The price is €588
includes taxes & fees
10 Nov - 11 Nov
The Architect’s Overlook | Sweeping Valley Views
A modern interior with a wooden floor, a dining area with chairs and a table, and a ceiling with wooden beams.

20. Galena Spring Escape - Hot Tub & Cozy Nights

Galena Spring Escape - Hot Tub & Cozy Nights
The Galena Territory
10.0 out of 10, Exceptional, (29 reviews)
"Nice property, good host will rent again."
United States
Anonymous traveller
The price is €463
includes taxes & fees
2 Nov - 3 Nov
Galena Spring Escape - Hot Tub & Cozy Nights
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

Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

10/10 Excellent
"Great stay!"
Jill 1-night trip
Posted 1 hour ago
Wyndham Garden Galena Hotel & Day Spa

Find out more about Darlington

Darlington Holiday Homes information

Number of reviews
1,024
Accommodation
409 Holiday Homes
Lowest Price
€207
Highest Price
€657