Winona Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Winona vacation rentals

Deluxe Apartment, 2 Bedrooms, Kitchen | Mountain view

Vacation Home in Ashland

Cold Spring Plymouth Resort
3.5 star property
9.2 out of 10, Wonderful, (178 reviews)
"We enjoy staying here, very conveniently located and comfortable."
United States
Angela
The price is ￥15,703
￥17,037 total
includes taxes & fees
Feb 11 - Feb 12
Cold Spring Plymouth Resort
Pool

Condo in Gilford

Inviting condo in quiet locale with partial lake views, balcony & grilling area
8.4 out of 10, Very Good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is ￥10,678
￥40,353 total
includes taxes & fees
Feb 1 - Feb 2
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Exterior

Apartment in Weirs Beach

Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
9.2 out of 10, Wonderful, (7 reviews)
"Property was very clean, had very comfortable beds and a wonderful view. "
United States
Crystal
The price is ￥9,564
￥25,175 total
includes taxes & fees
Feb 10 - Feb 11
Cute Lower Level Cedar Lodge Room with Balcony & Lake Views!
Beach nearby

Condo in Weirs Beach

Cozy Winter Escape
9.2 out of 10, Wonderful, (17 reviews)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is ￥15,101
￥46,507 total
includes taxes & fees
Feb 2 - Feb 3
Cozy Winter Escape
Sun loungers, beach towels

Condo in Gilford

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
9.6 out of 10, Exceptional, (22 reviews)
"Great location for seeing concerts."
United States
Kevin Y.
The price is ￥15,788
￥38,150 total
includes taxes & fees
Feb 4 - Feb 5
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Outdoor dining

Cottage in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
10.0 out of 10, Exceptional, (17 reviews)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is ￥26,908
￥70,737 total
includes taxes & fees
Feb 2 - Feb 3
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Terrace/patio

Condo in Tilton

Gorgeous Waterfront Condo with Lake Access & Views
9.8 out of 10, Exceptional, (36 reviews)
"Great area, lake side is beautiful, responsive host. "
United States
jamie
The price is ￥18,787
￥49,513 total
includes taxes & fees
Jan 30 - Jan 31
Gorgeous Waterfront Condo with Lake Access & Views
Beach nearby

Condo in Gilford

Lake Access, Poolside Deck & Ski Nearby
8.0 out of 10, Very Good, (12 reviews)
"Clean, comfortable and perfect location for our needs. Host is very responsive and easy to work with."
United States
Dan K.
The price is ￥15,008
￥31,924 total
includes taxes & fees
Feb 11 - Feb 12
Lake Access, Poolside Deck & Ski Nearby
Smart TV, fireplace, DVD player, books

Chalet in Campton

Mountain Cabin with long range views, privacy, and more.
10.0 out of 10, Exceptional, (6 reviews)
"Great cabin, great location with an awesome view of the mountains "
United States
Kevin D.
The price is ￥15,101
￥45,514 total
includes taxes & fees
Feb 8 - Feb 9
Mountain Cabin with long range views, privacy, and more.
View from property

Apartment in Meredith

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
10.0 out of 10, Exceptional, (170 reviews)
"We loved our stay, the apartment was in the heart of town, very clean and comfortable! The hosts were very responsive and accommodating. "
United States
Erin S.
The price is ￥22,728
￥46,838 total
includes taxes & fees
Feb 2 - Feb 3
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Smart TV, video games

Condo in Weirs Beach

Cozy condo with WiFi, fitness room in enjoyable Laconia
10.0 out of 10, Exceptional, (6 reviews)
"The condo was clean and much larger than expected! We had a wonderful stay! "
United States
Beth M.
The price is ￥22,423
￥51,968 total
includes taxes & fees
Feb 2 - Feb 3
Cozy condo with WiFi, fitness room in enjoyable Laconia
Terrace/patio

Cottage in Wolfeboro

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
10.0 out of 10, Exceptional, (4 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is ￥22,805
￥28,220 total
includes taxes & fees
Feb 9 - Feb 10
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Exterior

Vacation Home in Meredith

Meredith Bay - Brand New 1st Floor Apartment In Private Home
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is ￥21,363
￥45,279 total
includes taxes & fees
Feb 3 - Feb 4
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Terrace/patio

Cottage in Wolfeboro

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
9.6 out of 10, Exceptional, (11 reviews)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is ￥23,400
￥29,030 total
includes taxes & fees
Feb 4 - Feb 5
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Fridge, microwave, oven, stovetop

Vacation Home in Gilford

large-group mountain/lake getaway
9.6 out of 10, Exceptional, (18 reviews)
"We were very pleased with accommodations. We are 4 adults and the house had everything we needed for our visit. The beds were comfortable and the house was very clean. All communication with the host was answered quickly."
United States
Ruth R.
The price is ￥37,754
￥98,891 total
includes taxes & fees
Feb 1 - Feb 2
large-group mountain/lake getaway
Beach nearby

Vacation Home in Tuftonboro

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property "
United States
Keith B.
The price is ￥25,115
￥68,291 total
includes taxes & fees
Feb 1 - Feb 2
Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Sport court

Vacation Home in Thornton

Cozy winter condo in Owl’s Nest Resort
10.0 out of 10, Exceptional, (32 reviews)
"Very nice property in a great location. The hosts were responsive and accommodating."
United States
Jeffrey S.
The price is ￥49,576
￥97,982 total
includes taxes & fees
Feb 9 - Feb 10
Cozy winter condo in Owl’s Nest Resort
Beach

Cottage in Campton

The Gnome Home Cottage located near white mountain NH
9.6 out of 10, Exceptional, (57 reviews)
"Cute place! We enjoyed it! "
United States
Aubrey W.
The price is ￥23,201
￥44,206 total
includes taxes & fees
Feb 2 - Feb 3
The Gnome Home Cottage located near white mountain NH
Dining

Vacation Home in Campton

Campton Log Cabin- Close to it all!
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay!! The cabin was spotless and in a great location. Jenna was great to deal with and she always answered any questions I had about the cabin. I would definitely recommend staying there."
United States
Kevin W.
The price is ￥24,349
￥60,815 total
includes taxes & fees
Feb 1 - Feb 2
Campton Log Cabin- Close to it all!
Beach

Cottage in Campton

White Mountain Cozy Cottage with Touch of Modern
9.6 out of 10, Exceptional, (50 reviews)
"Super fun small cabin ,Modern bathroom new outside deck , easy walk to the river."
United States
matthew k.
The price is ￥23,201
￥44,206 total
includes taxes & fees
Feb 2 - Feb 3
White Mountain Cozy Cottage with Touch of Modern
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 Winona Hotel Reviews

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

10/10 Excellent
"Everything was how it should be. Nice place, no complaints. "
Alberth 1-night trip
Posted 4 days ago
Cold Spring Plymouth Resort

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

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Look no further and take a look at our great range of rental properties in Winona!

Frequently asked questions

Are there vacation rentals in Winona?

Yes, we have vacation rentals close to top sights in Winona, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Winona has to offer?

Cold Spring Plymouth Resort: This vacation home rental outside of Winona is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with an outdoor tennis court and a hot tub.

How many vacation rentals are there in Winona?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Winona stay.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Squam Lakes Natural Science Center, or get out into nature at a spot like Winona Lake. In the larger area, you’ll find Lake Waukewan and Barnz's Meredith Cinema.

What’s a vacation rental in Winona like?

Vacation rentals are private properties you can stay in for short or long periods in Winona. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.