Darlington Vacation Rentals

Vacation Rentals in Darlington

View from Quality Hill overlooking historic district, quick walk to downtown
Property grounds
View from Quality Hill overlooking historic district, quick walk to downtown
10.0 out of 10, Exceptional, (142)
"Great house and location! Hosts were great! Would rent again."
View from Quality Hill overlooking historic district, quick walk to downtown
BIG 5BR/5.5BA on quiet wooded lot with all ensuite baths, Hot Tub, Screen Porch.
Game room
BIG 5BR/5.5BA on quiet wooded lot with all ensuite baths, Hot Tub, Screen Porch.
9.6 out of 10, Exceptional, (123)
"One of two houses for an annual friends’ getogether. All amenities and features were as advertised. The bedrooms and en suites were clean and comfortable. The living area was attractive and welcoming. This was definitely a great choice for us."
BIG 5BR/5.5BA on quiet wooded lot with all ensuite baths, Hot Tub, Screen Porch.
Outstanding Location, Beautifully Updated, Warm, Inviting and Dog Friendly!
Indoor pool, outdoor pool
Outstanding Location, Beautifully Updated, Warm, Inviting and Dog Friendly!
10.0 out of 10, Exceptional, (70)
"It was everything we both needed to relax and unwind from the stress we both have been under. We also celebrated my husband’s 65th Birthday and the fact that his cancer is gone for now!"
Outstanding Location, Beautifully Updated, Warm, Inviting and Dog Friendly!
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Perfect Get away - private, updated home in The Galena Territory
Exterior
Perfect Get away - private, updated home in The Galena Territory
10.0 out of 10, Exceptional, (117)
"This home was so well maintained. I love the little things like having everything labeled and instructions for the heating and cooling system. We also appreciated the quality of the kitchen/cooking tools (pots/pans etc.) and the mattress. This house lacked absolutely nothing! The owner kept great contact with us. We really enjoyed this home."
The price is $225
$441 total
includes taxes & fees
Jun 12 - Jun 13
Perfect Get away - private, updated home in The Galena Territory
"The Original" Galena Coach House * Fireplace * Private Parking * WIFI*
Fridge, microwave, oven, stovetop
"The Original" Galena Coach House * Fireplace * Private Parking * WIFI*
9.8 out of 10, Exceptional, (185)
"Clean and comfortable stay in Galena. Great place to visit."
"The Original" Galena Coach House * Fireplace * Private Parking * WIFI*
Close 2 Town ~ Dog Friendly ~ Private ~ Wildlife all around ~ EV Car Charger
Property grounds
Close 2 Town ~ Dog Friendly ~ Private ~ Wildlife all around ~ EV Car Charger
9.8 out of 10, Exceptional, (121)
"Love it here will definitely come back!!"
Close 2 Town ~ Dog Friendly ~ Private ~ Wildlife all around ~ EV Car Charger
2 BR, 2 BA Galena Townhouse Near Downtown Shopping, Golf, Skiing, Hiking Trails!
Indoor pool, outdoor pool
2 BR, 2 BA Galena Townhouse Near Downtown Shopping, Golf, Skiing, Hiking Trails!
10.0 out of 10, Exceptional, (317)
"Perfect getaway for my Birthday Trip!!!"
2 BR, 2 BA Galena Townhouse Near Downtown Shopping, Golf, Skiing, Hiking Trails!
Welcome to your Galena Get Away!!!
Dining
Welcome to your Galena Get Away!!!
10.0 out of 10, Exceptional, (230)
"Quiet time of year, enjoyed the views. Lots of trails and easy to get around."
Welcome to your Galena Get Away!!!
The Cottage on Lake Galena
Property grounds
The Cottage on Lake Galena
9.8 out of 10, Exceptional, (225)
"The property was absolutely beautiful and the location was exceptionally private. My husband and I stayed four nights, mainly as an opportunity to relax, reset and enjoy each other, away from the hustle and bustle of daily life. This was the PERFECT setting as it is nestled in a serene landscape of trees, water and nature. We thoroughly enjoyed the cozy architecture of the log cabin, and picturesque view of Lake Galena on the large covered deck (that has a hot tub!). The location was close...
The Cottage on Lake Galena
Getaway Galena Home walking distance to downtown
Exterior
Getaway Galena Home walking distance to downtown
9.4 out of 10, Exceptional, (8)
"My adult son and I try to take a a small-scale road trip together every Spring. This past week, we built so many new memories, in great part due to this wonderful property. It’s super-clean, with character and an historical ambience. We found so much to do in the Galena area, including nearby towns and the Galena River Trail. Coming “home” each evening to this cozy place was a comforting feeling after each very active day. My son, who has a developmental disability due to childhood stroke,...
Getaway Galena Home walking distance to downtown
Cozy 4BR/4BA home with amazing vista views. Large deck for grilling & relaxing.
Fridge, microwave, oven, stovetop
Cozy 4BR/4BA home with amazing vista views. Large deck for grilling & relaxing.
10.0 out of 10, Exceptional, (12)
"The house was everything we could have hoped for and more with a great kitchen, comfy beds, and plenty of seating areas. We will definitely hope to return again someday!"
Cozy 4BR/4BA home with amazing vista views. Large deck for grilling & relaxing.
Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table
Exterior
Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table
10.0 out of 10, Exceptional, (278)
"We had a perfect weekend for three friends from grade school to reconnect. The weather was perfect and the house was perfect. There were three bedrooms on three different floors, a deck to view nature, and a large kitchen table to eat, play games and laugh. The host was wonderful and sent suggestions ahead of time. Their home was well stocked and very comfortable. We had a picnic at Galena vineyards, shopped main street, ate at Galena brewery and did the Goat trek! We would love to come back...
Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
Fridge, microwave, oven, stovetop
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
9.8 out of 10, Exceptional, (152)
"Beautiful property. Plenty of things to do and explore around the area, and yet, still peaceful. We had a wonderful time!"
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake
Steps 2 Main St & Turner Hall 3 BR Historical Beauty-We are a GUEST FAVORITE!
Onsite parking
Steps 2 Main St & Turner Hall 3 BR Historical Beauty-We are a GUEST FAVORITE!
10.0 out of 10, Exceptional, (116)
"Overall it was fabulous! Only drawback was we had a issue with a toilet and notified the owner who responded promptly, yet the maintenance was not able to enter the property because we were out enjoying ourselves, not leaving our key in the lockbox. A suggestion would be that the maintenance/owner have access to another key besides what is given to their guests…..and if so would have rated all 5 stars."
Steps 2 Main St & Turner Hall 3 BR Historical Beauty-We are a GUEST FAVORITE!
2 Bedroom, 2 bath townhouse in The Galena Territory.
Interior
2 Bedroom, 2 bath townhouse in The Galena Territory.
9.8 out of 10, Exceptional, (123)
"The location was perfect and amenities were great to have. Would stay again!"
2 Bedroom, 2 bath townhouse in The Galena Territory.
Galena Luxury Penthouse Downtown Parking New
Private kitchen
Galena Luxury Penthouse Downtown Parking New
10.0 out of 10, Exceptional, (8)
"We loved the condo for our Family's Bachelorette Weekend! Bedroom perfect for 7 girls and 3 full bathrooms. Big dining room table for us to play games at night. Good price for what we got. Had everything we needed. Perfect Location - one block from Main Street where tons of restaurants and shopping. We loved our stay. Highly recommended and we will come back and stay again!!!"
Galena Luxury Penthouse Downtown Parking New
Beautiful Golf Villa!
Indoor pool, outdoor pool
Beautiful Golf Villa!
10.0 out of 10, Exceptional, (127)
"My 2 daughters and I stayed here for a weekend trip to Galena. It was perfect for us—quiet, peaceful, beautiful surroundings, clean, well equipped, easy access to Galena and other places. Very comfortable."
Beautiful Golf Villa!
Huge 4 BR home w/3 King Beds! Hot Tub! Pool Table! WiFi! Incredible Value!
Indoor pool, outdoor pool
Huge 4 BR home w/3 King Beds! Hot Tub! Pool Table! WiFi! Incredible Value!
9.2 out of 10, Wonderful, (177)
"Beds were great, we all slept great. Very quite location, small ant problem and lower level tub could use a better cleaning. It may have not been rented for a while, there was dead bugs in tub and on floors. A review awhile back said that the coffee maker took forever to brew, I would agree that it needs a new one. But overall great stay."
Huge 4 BR home w/3 King Beds! Hot Tub! Pool Table! WiFi! Incredible Value!
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
Living area | Smart TV, fireplace, printers
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
10.0 out of 10, Exceptional, (50)
"This place was very nice and cozy. We had a little mix up when we first arrived but the owner and cleaning lady were really nice and great and got things taken care of right away which we appreciated. The trails are super close and we took our dogs on lots of walks. The location was very close to the golf resort if you’re a golfer and just to drive around the scenery was amazing. I would definitely stay here again."
The price is $166
$365 total
includes taxes & fees
Jun 5 - Jun 6
Quiet Galena Territory Home near Lake with tons of Amenities-Great Winter Escape
Driftless Get Away
Books, stereo
Driftless Get Away
10.0 out of 10, Exceptional, (62)
"Historic property next to another historic property in an historic town. So much easily accessible by walking or by car. Practically on the Galena River Trail."
Driftless Get Away
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See all available properties in Darlington
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.

Darlington Vacation Rental Travel Info

Popular accommodation
Darlington private vacation homes
Known landmarks
Yellowstone Lake State Park and Roelli Cheese Haus
International airports
Chicago, IL (ORD-O'Hare Intl.), Chicago, IL (MDW-Midway Intl.) and Belo Horizonte (PLU)

Other types of properties in Darlington you may be interested in

Wyndham Garden Galena Hotel & Day Spa
Garden view
Wyndham Garden Galena Hotel & Day Spa
4.0 star property
9.4 out of 10, Exceptional, (248)
"Since it was the Marriott the property has really improved. There is a bar now and a sumptuous breakfast was served. There is now an elevator where there wasn't one before. The beds are quite comfortable and there is housekeeping each day. The staff was quite courteous, except the checkout person was quite cold. i wanted to talk about our great stay but I don't think I would have been too well received. "
The price is $99
$109 total
includes taxes & fees
Jun 23 - Jun 24
Wyndham Garden Galena Hotel & Day Spa
Stoney Creek Inn Galena
Lobby
Stoney Creek Inn Galena
2.0 star property
9.2 out of 10, Wonderful, (1021)
"Awesome stay!"
The price is $98
$109 total
includes taxes & fees
Jun 10 - Jun 11
Stoney Creek Inn Galena
Irish Cottage Inn & Suites
Dinner served, Irish cuisine
Irish Cottage Inn & Suites
3.5 star property
9.4 out of 10, Exceptional, (957)
"Wonderful place to stay. Great rooms, friendly staff, great attached restaurant with live music, and the shuttle service is wonderful!"
The price is $114
$147 total
includes taxes & fees
Jun 25 - Jun 26
Irish Cottage Inn & Suites
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.

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 $166 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.

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?

BIG 5BR/5.5BA on quiet wooded lot with all ensuite baths, Hot Tub, Screen Porch.: This vacation home rental outside of Darlington is located near skiing and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Darlington?

Expedia has 4 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. In the larger area, you’ll find Pendarvis and Apple River Canyon State Park.

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.

Recent reviews of Darlington properties
Expedia verified reviews

Wyndham Garden Galena Hotel & Day Spa

Wyndham Garden Galena Hotel & Day Spa

5/5 Excellent
An Improvement in Quality of Hotel
"Since it was the Marriott the property has really improved. There is a bar now and a sumptuous breakfast was served. There is now an elevator where there wasn't one before. The beds are quite comfortable and there is housekeeping each day. The staff was quite courteous, except the checkout person was quite cold. i wanted to talk about our great stay but I don't think I would have been too well received. "
A verified traveler stayed at Wyndham Garden Galena Hotel & Day Spa
Posted 1 day ago
Wyndham Garden Galena Hotel & Day Spa