Darlington Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Darlington vacation rentals

Outdoor dining
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.

Vacation Home in Galena

Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
2.0 star property
10.0 out of 10, Exceptional, (72)
"The location is perfect just about a mile outside of town! The house was very clean and spacious. Beds were super comfortable. We had a great stay!"
United States
Kara D.
The price is ￥54,254
￥87,928 total
includes taxes & fees
Dec 22 - Dec 23
Lighted Hot Tub w/ 4 BD/2.5 Baths and VERY close to town.
TV, fireplace, foosball, stereo
On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More!

Vacation Home in The Galena Territory

On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More!
10.0 out of 10, Exceptional, (151)
"Rented a home from Molly the past 6 years, always been a great experience "
United States
Jason H.
On The Golf Course, Outdoor Kitchen, Hot Tub and So Much More!
Interior
6 Bedroom Luxury Home w/ Fireplace, Hot Tub, Pool Table, Foosball

Vacation Home in The Galena Territory

6 Bedroom Luxury Home w/ Fireplace, Hot Tub, Pool Table, Foosball
9.8 out of 10, Exceptional, (177)
"Very comfortable, great location, well stocked, large bedrooms with private bath off each of the six bedrooms, and lovely screened in patio, plus an nonscreened in patio, and a sitting area around a fire pit."
United States
Pamela D.
6 Bedroom Luxury Home w/ Fireplace, Hot Tub, Pool Table, Foosball
Interior
LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS

Vacation Home in Elizabeth

LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS
9.8 out of 10, Exceptional, (71)
"Great hosts and a ton to do. Could have spent 2 weeks here for our family reunion and could not have done everything!"
United States
Damian W.
The price is ￥260,982
￥462,027 total
includes taxes & fees
Dec 18 - Dec 19
LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS
Interior
Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!

Vacation Home in Galena

Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!
10.0 out of 10, Exceptional, (171)
"Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Thoroughly enjoyed our stay. Property felt private and secluded but close to everything. Would book again."
United States
Kathryn H.
Cozy Holiday Vibes on Harrison ~ Farmhouse Feel, Pet Friendly, Wildlife!
Terrace/patio
The Nook: Downtown Galena Cottage w/ hot tub & fire pit!

Vacation Home in Galena

The Nook: Downtown Galena Cottage w/ hot tub & fire pit!
10.0 out of 10, Exceptional, (132)
"Amazing yard, nice location, great communication from property manager."
United States
Brian C.
The price is ￥24,914
￥57,930 total
includes taxes & fees
Dec 18 - Dec 19
The Nook: Downtown Galena Cottage w/ hot tub & fire pit!
TV, fireplace, DVD player
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

Cabin in Apple River

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
9.8 out of 10, Exceptional, (217)
"Wonderful and perfict family getaway "
United States
Hillel E.
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
Outdoor spa tub
The Gathering Place- Modern, Spacious, 6 Bedrooms

Vacation Home in The Galena Territory

The Gathering Place- Modern, Spacious, 6 Bedrooms
10.0 out of 10, Exceptional, (75)
"Loved it"
United States
Saleem G.
The Gathering Place- Modern, Spacious, 6 Bedrooms
Indoor pool, outdoor pool
New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges

Vacation Home in The Galena Territory

New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges
10.0 out of 10, Exceptional, (179)
"Very enjoyable place to stay! We had a nice time and was very comfortable at the VBRO. "
United States
Cindy H.
New Owners- 3 BR 3 BA Getaway - Galena Territory & Owners' Club Privileges
Interior
Convenient & Spacious Downtown - Private Parking Included

Vacation Home in Galena Historic District

Convenient & Spacious Downtown - Private Parking Included
10.0 out of 10, Exceptional, (202)
"Great access to Main St. House is beautiful older house."
United States
Dollye B.
Convenient & Spacious Downtown - Private Parking Included
Indoor pool, outdoor pool
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View

Vacation Home in The Galena Territory

Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
10.0 out of 10, Exceptional, (39)
"Everything was great! Beautiful place, close to town and very quiet."
United States
Lori
The price is ￥12,343
￥37,066 total
includes taxes & fees
Dec 17 - Dec 18
Charming, Farmhouse Chic, Cozy|Fireplace|12 Min to Town|Beautiful View
Terrace/patio
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,

Vacation Home in Galena

10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
10.0 out of 10, Exceptional, (60)
"The property was great and location was good. "
United States
brenda b.
10 Min Walk to Main St., Updated 1840s Historic Home, Stocked Kitchen, W/D,
Pool
Galena Home with Golf Course View

Vacation Home in The Galena Territory

Galena Home with Golf Course View
9.4 out of 10, Exceptional, (3)
"Nice house! We were only there one night, which is so short, but we loved their amenities and their pet policy! Would love to come back when we can stay longer."
United States
Heather M.
The price is ￥31,002
￥82,206 total
includes taxes & fees
Dec 17 - Dec 18
Galena Home with Golf Course View
Interior
Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

Cabin in Apple River

Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location
9.6 out of 10, Exceptional, (108)
"Beautiful cabin in a very scenic area. We really enjoyed our stay and the addition mail amenities that the host included, giving us access to the pool and beach. Really nice stay, we will definitely be back."
United States
David T.
Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location
Terrace/patio
View from Quality Hill overlooking historic district, quick walk to downtown

Vacation Home in Galena

View from Quality Hill overlooking historic district, quick walk to downtown
9.8 out of 10, Exceptional, (167)
"Great location very clean and definitely a unique place. I would stay there again. Galena should be on my annual trip list its really gets better every time I visit."
United States
Barry L.
View from Quality Hill overlooking historic district, quick walk to downtown
Smart TV, fireplace, video games, DVD player
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.

Vacation Home in Blanchardville

Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
10.0 out of 10, Exceptional, (374)
"great property for our family get together. comfy and private, yet close to many driftless region towns and activities."
United States
David s.
Nature Lover's Paradise In The Driftless Area Of Southern Wisconsin, USA.
Smart TV, fireplace, video games, DVD player
It's a Winter Wonderland at Timber Ranch in Galena 4BR/6BA/HOTTUB/FP/EV/SKI/FUN

Vacation Home in The Galena Territory

It's a Winter Wonderland at Timber Ranch in Galena 4BR/6BA/HOTTUB/FP/EV/SKI/FUN
10.0 out of 10, Exceptional, (13)
"Great place to stay. Hosts were very nice. Very responsive and thoughtful about the guests. Everyone enjoyed the stay. Beautiful house and the place surrounding it. Lots of things to do, It will always be remembered in our memories."
United States
Samberdan G.
It's a Winter Wonderland at Timber Ranch in Galena 4BR/6BA/HOTTUB/FP/EV/SKI/FUN
Interior
Picturesque Galena Escape | Spacious 5BR | All Ensuites | 2 Fireplaces! Hot Tub!

Vacation Home in The Galena Territory

Picturesque Galena Escape | Spacious 5BR | All Ensuites | 2 Fireplaces! Hot Tub!
9.6 out of 10, Exceptional, (61)
"Great stay at this property! Owner was very communicative and property was gorgeous. Was just my husband and I staying and we loved the hot tub and fireplace. Will be back again to stay soon!"
United States
C-C P.
The price is ￥42,524
￥99,265 total
includes taxes & fees
Dec 17 - Dec 18
Picturesque Galena Escape | Spacious 5BR | All Ensuites | 2 Fireplaces! Hot Tub!
Living area
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC

Apartment in Galena Historic District

Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
9.4 out of 10, Exceptional, (9)
"Great location, good sleeping options "
United States
Dr. Sheila S.
The price is ￥21,701
￥35,647 total
includes taxes & fees
Dec 21 - Dec 22
Charming 1-bedroom apartment in fabulous Downtown Galena with WiFi, AC
Exterior
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

Vacation Home in Elizabeth

Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
10.0 out of 10, Exceptional, (4)
"We had 14 people stay for a business retreat. Each had their own bedroom and bathroom. We gathered in the great room for our meeting, experienced cooking together and a ‘family dinner’ around the big table. We hiked as our activity and enjoyed a bonfire too. We went into galena one evening for dinner - just a quick 20 minute drive. We enjoyed our short stay and would consider returning."
United States
Katie L.
The price is ￥542,535
￥965,306 total
includes taxes & fees
Dec 23 - Dec 24
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
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

Best Western Galena Inn & Suites

Best Western Galena Inn & Suites

10/10 Excellent
"Everything was super smooth. They sang Happy Anniversary to us. The only thing we can really complain about was the Tv didn’t show the picture on the screen and also the Toilet in the bathroom was loose. But overall the hotel and staff were amazing. Definitely will be stay here again in the future "
Angela 2-night trip
Posted 2 days ago
Best Western Galena Inn & Suites

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:

  • View our selection of featured holiday rentals in Darlington
  • Use the map to find apartments and other holiday homes in the Darlington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Darlington while they last

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 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.