Winthrop Vacation Rentals

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Vacation Rentals in Winthrop

Great escape tucked just off the highway!
Smart TV
Great escape tucked just off the highway!
The price is $149
$213 total
includes taxes & fees
Jun 7 - Jun 8
Great escape tucked just off the highway!
Cozy Chic Cabin on Private 10-acre Lake.
Fridge, microwave, oven, stovetop
Cozy Chic Cabin on Private 10-acre Lake.
9.8 out of 10, Exceptional, 32 reviews
"My husband and I had a very relaxing weekend. Everything was clean and very nice. We didn’t catch many fish but the calmness and quiet is exactly what we needed. The host was quick to respond to our questions and would love to come back!"
Cozy Chic Cabin on Private 10-acre Lake.
Haven Point is Spacious and Great for Families.
Fridge, microwave, oven, stovetop
Haven Point is Spacious and Great for Families.
10.0 out of 10, Exceptional, 10 reviews
"No complaints, as advertised, awesome host, coffee shop right below for morning coffee, great bar and grill (Cal and Rods) with really good sandwiches, burgers and pizza Will DEFINATELY stay again."
Haven Point is Spacious and Great for Families.
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Entertainers Paradise House + Shop
Fridge, microwave, oven, stovetop
Entertainers Paradise House + Shop
10.0 out of 10, Exceptional, 7 reviews
"Ever one had plenty of space Kids loved the garage and having there own space.worked very well"
Entertainers Paradise House + Shop
Modern comfort, small town charm. Room for all to visit, rest retreat or create
Fridge, microwave, oven, stovetop
Modern comfort, small town charm. Room for all to visit, rest retreat or create
10.0 out of 10, Exceptional, 8 reviews
"Long weekend with friends. The house was perfect! Furniture, decor, beautiful kitchen, pool table. It was better than advertised. We look forward to staying there again."
Modern comfort, small town charm. Room for all to visit, rest retreat or create
Romantic cheerful home close to many attractions
Fridge, microwave, oven, stovetop
Romantic cheerful home close to many attractions
10.0 out of 10, Exceptional, 8 reviews
"This house was spacious with a great room and kitchen large enough for group gatherings and meals! The kitchen was well stocked. The host responded to messages quickly and was very kind and helpful. The back deck is great for hanging out and there’s a large park with a playground and walking path next door. Highly recommend this house!"
Romantic cheerful home close to many attractions
Freddy's Beach - The perfect place for the whole family!
Game room
Freddy's Beach - The perfect place for the whole family!
10.0 out of 10, Exceptional, 1 review
"Stayed at this wonderful property for a baseball tournament in Dyersville. Was a nice drive to the fields. Home is just as listed!! Lake is beautiful!"
Freddy's Beach - The perfect place for the whole family!
Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door
Property grounds
Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door
10.0 out of 10, Exceptional, 3 reviews
"Really enjoyed this double cabin experience for a weekend getaway. The inside is very nice and well appointed, comfy beds and big tvs. Kitchen has all the things you need to cook. Second cabin has nice patio, no bathroom but lots of good space to play and relax. This cabin is great for cuddling up and having a weekend in with some nice scenery and lots of comfort. Shoutout to Aunt Dharmas bar in Troy Mills nearby, good food and fun place. Owner was very communicative and flexible when one...
Cabin on Wapsi - Waterfront Relaxing Retreat, RV pad & hookups, farm next door
Lake, Beach, Seclusion, but near everything. What more could you ask for?
Fridge, microwave, oven, stovetop
Lake, Beach, Seclusion, but near everything. What more could you ask for?
8.8 out of 10, Excellent, 23 reviews
"Very nice"
Lake, Beach, Seclusion, but near everything. What more could you ask for?
3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms
Fridge, microwave, oven, stovetop
3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms
10.0 out of 10, Exceptional, 21 reviews
"Beautiful outdoor scenery and very clean"
The price is $275
$478 total
includes taxes & fees
Jun 12 - Jun 13
3 Bedroom Lake House on Lake Delhi with 2.5 Bathrooms
Come be relax with your friends and family at Lazy Acres!
Private kitchen
Come be relax with your friends and family at Lazy Acres!
10.0 out of 10, Exceptional, 3 reviews
"Worked out great"
Come be relax with your friends and family at Lazy Acres!
Newly renovated apartment in historic downtown Manchester
Smart TV
Newly renovated apartment in historic downtown Manchester
10.0 out of 10, Exceptional, 4 reviews
"Loved this apartment. Everything you need for a comfortable stay. Wish we could have stayed longer"
The price is $145
$242 total
includes taxes & fees
Jun 12 - Jun 13
Newly renovated apartment in historic downtown Manchester
Charming Manchester Retreat w/ Patio & Fireplace!
Fridge, microwave, stovetop, dishwasher
Charming Manchester Retreat w/ Patio & Fireplace!
10.0 out of 10, Exceptional, 1 review
"Thank you for sharing your home with us. We were in town for an event at the Windmill Hill Barn and your location was so convenient."
Charming Manchester Retreat w/ Patio & Fireplace!
Soules Barn & Bunkhouse ~ Experience a night in the country!
Interior
Soules Barn & Bunkhouse ~ Experience a night in the country!
10.0 out of 10, Exceptional, 29 reviews
"We had everything we needed and more."
Soules Barn & Bunkhouse ~ Experience a night in the country!
Quiet Cabin on the Wapsipinicon with great views and fishing
Property grounds
Quiet Cabin on the Wapsipinicon with great views and fishing
9.6 out of 10, Exceptional, 17 reviews
"It was a very peaceful place to be. No internet so we all were forced to play cards etc. I went with my two sons just as a break from home. I would definitely stay again. Nice littlw reset for all of us!!"
Quiet Cabin on the Wapsipinicon with great views and fishing
Charming Manchester Retreat w/ Patio & Fireplace!
Interior
Charming Manchester Retreat w/ Patio & Fireplace!
3.0 star property
Charming Manchester Retreat w/ Patio & Fireplace!
Brick Bungalow near Historic Downtown/River/Park- Dog Friendly/Fenced yard
3 bedrooms, free WiFi, bed sheets
Brick Bungalow near Historic Downtown/River/Park- Dog Friendly/Fenced yard
Brick Bungalow near Historic Downtown/River/Park- Dog Friendly/Fenced yard
Secluded Rowley Getaway Near Wapsipinicon River
Interior
Secluded Rowley Getaway Near Wapsipinicon River
Secluded Rowley Getaway Near Wapsipinicon River
Lake's End Cabin Resort
Property grounds
Lake's End Cabin Resort
3.0 star property
9.4 out of 10, Exceptional, 23 reviews
"Nice cabin with a fire pit out front. It is a nice dark area and it offers privacy except from people in the other 3 cabins. It is close enough to town to get groceries and offers a quite nights sleep. "
Lake's End Cabin Resort
Don't see what you're looking for?
See all available properties in Winthrop
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.

Other types of properties in Winthrop you may be interested in

Great escape tucked just off the highway!
Smart TV
Great escape tucked just off the highway!
The price is $149
$213 total
includes taxes & fees
Jun 7 - Jun 8
Great escape tucked just off the highway!
Comfort Inn & Suites Independence
Exterior
Comfort Inn & Suites Independence
2.5 star property
8.8 out of 10, Excellent, 256 reviews
"Nice and clean,very quiet. "
The price is $115
$129 total
includes taxes & fees
Jun 23 - Jun 24
Comfort Inn & Suites Independence
Cornerstone Inn & Suites
42-inch plasma TV with cable channels, TV
Cornerstone Inn & Suites
2.5 star property
9.0 out of 10, Wonderful, 330 reviews
"Large, clean room."
The price is $99
$111 total
includes taxes & fees
Jul 3 - Jul 4
Cornerstone 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 Winthrop 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 Winthrop 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 Winthrop vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winthrop vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winthrop. 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 Winthrop 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 $145 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 Winthrop rentals

At Expedia, we put the best Winthrop 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 Winthrop 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 Winthrop 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 Winthrop. 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

Are there vacation rentals in Winthrop?

Yes, we give you a choice of vacation rentals close to well known sights in Winthrop, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Winthrop?

Cozy Chic Cabin on Private 10-acre Lake.: This vacation home rental outside of Winthrop is located on a lake and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Winthrop?

While exploring the area, visit family-friendly sights like Tirril Park, or get outside and enjoy nature at Cedar Rock State Park. In the larger area, you’ll find Heartland Acres Agribition Center and River Ridge Golf Course.

What are vacation rentals like in Winthrop?

Vacation rentals are private accommodations you can book for several days or longer in Winthrop. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips.

Recent reviews of Winthrop properties
Expedia verified reviews

SureStay Hotel by Best Western Manchester

SureStay Hotel by Best Western Manchester

5/5 Excellent
"Room was clean and ac worked great"
A verified traveler stayed at SureStay Hotel by Best Western Manchester
Posted 3 days ago
SureStay Hotel by Best Western Manchester