Search Holiday Rentals in Winona

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Top Holiday Rentals in Winona

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, 148 reviews
"Pool was certainly a hit with the children. Communication with owner was excellent as well as the response to issues raised. Owners should be very proud of this gem in Gilford!"
The price is CHF 2'245
includes taxes & fees
18 Jun - 19 Jun
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Cozy Lake Retreat: Shell Camp Lake Couples get way. Centrally located
Outdoor dining
Cozy Lake Retreat: Shell Camp Lake Couples get way. Centrally located
10.0 out of 10, Exceptional, 27 reviews
"Lisa is a spectacular host and her property was gorgeous! My boyfriend, pup and I had a quiet, relaxing getaway from our busy lives. We walked the neighborhood and enjoyed the views of the pond. I wish we had stayed longer, but we would definitely come back! Thank you again!! 😊"
The price is CHF 257
includes taxes & fees
18 Jun - 19 Jun
Cozy Lake Retreat: Shell Camp Lake Couples get way. Centrally located
Cold Spring Resort
Exterior
Cold Spring Resort
3.5 star property
9.0 out of 10, Wonderful, 86 reviews
"A Top notch team and a remarkable property, Cold Spring Resort! Thank you to the amazing staff; General Manager Corinne, Manager Sharmine, Kim, Elin, Ann, Tom and housekeepers! I have a high work ethic delivering customer service excellence in my business career as a Realtor and managing luxury properties. I will inform you of this team delivering exceptional service on a consistent basis! I spoke to the entire team while I was researching the resort via the phone! My...
Cold Spring Resort
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Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Interior
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
9.0 out of 10, Wonderful, 16 reviews
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Studio Cottage by the Lake
Beach nearby
Studio Cottage by the Lake
9.4 out of 10, Exceptional, 27 reviews
"We enjoyed our stay and had a great time kayaking around the lake. The cabin worked great for my wife and me."
Studio Cottage by the Lake
Fully renovated, dog-friendly home with private beach access & golf nearby
Outdoor dining
Fully renovated, dog-friendly home with private beach access & golf nearby
8.8 out of 10, Excellent, 3 reviews
"Outdoor deck was not safe especially the steps leading to deck. The house was clean and exactly as it appeared on site. Not enough towels or toilet paper for 7 people. We had to run out and purchase toilet paper, only 2 already opened rolls were at property. Overall a beautiful place and neighborhood. Would definitely stay again."
Fully renovated, dog-friendly home with private beach access & golf nearby
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Exterior
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
9.4 out of 10, Exceptional, 190 reviews
"The house is beautifully located with amazing views. De house is well organized and had everything we needed. Highly recommend staying here. The owner was very attentive."
Spacious Mtn Top Contemporary - Spectacular Views - in Waterville Estates
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Fridge, microwave, oven, stovetop
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
10.0 out of 10, Exceptional, 2 reviews
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Million Dollar View of Lake Winnipesaukee!
Interior
Million Dollar View of Lake Winnipesaukee!
9.8 out of 10, Exceptional, 32 reviews
"We arrived to a clean, tidy and well appointed unit with an excellent view. The full kitchen is great for staying in, and the location near Meredith and Laconia gives plenty of dining options nearby"
The price is CHF 229
includes taxes & fees
17 Jun - 18 Jun
Million Dollar View of Lake Winnipesaukee!
Waterfront Ashland Home ~ 2 Mi to Downtown!
Property grounds
Waterfront Ashland Home ~ 2 Mi to Downtown!
9.6 out of 10, Exceptional, 4 reviews
"My familly stayed at the property for a wedding in Meredith and the location and proximity to the wedding venue was perfect. The house is huge, clean, provides every amenity imaginable and the deck and waterfront setting was ideal for a family gathering. We enjoyed having plenty of room to cook and eat together, sit out on the deck and converse and ended each evening around the fire pit with s'mores! This property is perfect for a quiet famiy gathering but I would not recommend it for a large...
Waterfront Ashland Home ~ 2 Mi to Downtown!
Vrbo Property
Interior
Vrbo Property
7.4 out of 10, Good, 3 reviews
"Great lake access. The house was in a good location. The house needs a little TLC."
Vrbo Property
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Indoor pool, outdoor pool
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
10.0 out of 10, Exceptional, 5 reviews
"Our group really enjoyed the large house and balcony. It was comfortable cooking in the kitchen, especially with the island for surface space. The living room library and movie selections and nearby community center was a plus as well. Josh was an excellent host."
My Mountainside Mansion in Waterville Estates!🏔☀️🏊‍♀️⛷
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Terrace/patio
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
10.0 out of 10, Exceptional, 79 reviews
"The cabin was clean, well-maintained and well-equipped. The host was great with communication and was accommodating when I needed to add a day to my stay. I was very pleased with the entire experience."
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Dog-friendly home with beach access, a firepit, pool table, & washer/dryer
Fridge, microwave, oven, stovetop
Dog-friendly home with beach access, a firepit, pool table, & washer/dryer
8.8 out of 10, Excellent, 5 reviews
"My family enjoyed our stay. The first 2 days, the house did not have hot water. The first time we called, we were told "it's not one of the listed amenities". Neither is the roof, but we sort of expect it. We were told someone from the local team would call back. We waited at the house, in case someone would come to fix it. We called again. Still no return call. We finally gave up and went out to enjoy our vacation late in the day. The next day we called again. Waited again. Finally we received...
Dog-friendly home with beach access, a firepit, pool table, & washer/dryer
Gorgeous Waterfront Condo with Lake Access & Views
Property grounds
Gorgeous Waterfront Condo with Lake Access & Views
10.0 out of 10, Exceptional, 16 reviews
"As listed. Very peaceful area."
The price is CHF 322
includes taxes & fees
17 Jun - 18 Jun
Gorgeous Waterfront Condo with Lake Access & Views
Laconia Home w/ Beach - 1/2 Mi to Weirs Beach
Property grounds
Laconia Home w/ Beach - 1/2 Mi to Weirs Beach
9.6 out of 10, Exceptional, 23 reviews
"Overall, great place to stay. Kitchen/living room area is really small/tight for the amount of people the space can hold. Really liked the little fireplace. Laundry on site was nice. The not bad but not great: The pool was supposed to be open until the end of Sept according to the listing but it was already closed by Sept 27 and host didn't let us know. Was a bummer for the kids. Bathroom photos say toiletries are available but only hand soap at the sinks was provided. The beds, esp the twin...
Laconia Home w/ Beach - 1/2 Mi to Weirs Beach
White Mountain Cozy Cottage with Touch of Modern
Fridge, microwave, oven, stovetop
White Mountain Cozy Cottage with Touch of Modern
9.8 out of 10, Exceptional, 28 reviews
"Overall, we enjoyed our stay. We were delighted to find the beautiful Pemi River just minutes away via a short walk through the woods adjacent to the property. It was an unseasonably warm and wet winter weekend, and the driveway / parking areas were muddy, so just a bit of a warning for other guests to expect this."
The price is CHF 285
includes taxes & fees
19 Jun - 20 Jun
White Mountain Cozy Cottage with Touch of Modern
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
Pool
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
10.0 out of 10, Exceptional, 2 reviews
"Amazing house, host & location. Great proximity to Gunstock."
Lake Winnipesaukee, Boat Dock, Hot Tub and Game Room
Lakefront condo with WiFi, private beach, full kitchen, & outdoor pool
Beach nearby
Lakefront condo with WiFi, private beach, full kitchen, & outdoor pool
7.6 out of 10, Good, 32 reviews
"The s elk of cigarette smoke was off the charts, but then there weee the little thing d. Likescreen doo falling right off the rails. Klthu m"
Lakefront condo with WiFi, private beach, full kitchen, & outdoor pool
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Fridge, microwave, oven, stovetop
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
Amazing lakefront retreat with fireplace & stunning views - near skiing & golf
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See all available properties in Winona
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 Winona you may be interested in

Fireside Inn & Suites Gilford
Indoor spa tub
Fireside Inn & Suites Gilford
2.5 star property
8.8 out of 10, Excellent, 567 reviews
"The place was clean and in a prime location. It just needs updating. "
The price is CHF 128
includes taxes & fees
16 Jun - 17 Jun
Fireside Inn & Suites Gilford
Mill Falls at the Lake
Indoor pool
Mill Falls at the Lake
3.0 star property
8.4 out of 10, Very good, 521 reviews
"Such a beautiful property. We enjoyed the pool and hot tub during a rainy Sunday morning."
The price is CHF 198
includes taxes & fees
26 Jun - 27 Jun
Mill Falls at the Lake
Best Western Plus Landmark Inn
Exterior
Best Western Plus Landmark Inn
2.5 star property
7.6 out of 10, Good, 785 reviews
"Great property. I was just there for bike week. I think they could really benefit during bike week by having a shuttle taking people from the hotel to Weirs beach. It would help eliminate (lessen) drinking and driving. Id be willing to pay extra next year to have a shuttle. "
The price is CHF 125
includes taxes & fees
17 Jun - 18 Jun
Best Western Plus Landmark Inn
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.

Frequently asked questions

Are there holiday rentals in Winona?

Yes, there are holiday rentals close to the most popular sights in Winona, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Winona?

Lake Waukewan and Winona Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Lake Winnipesaukee and Winnipesaukee Playhouse.

What’s a holiday rental in Winona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winona. Holiday rentals provide amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.

Recent reviews of Winona properties
Expedia verified reviews

The Windrifter Resort

The Windrifter Resort

5/5 Excellent
"Was there on business and the accommodations were great. very friendly staff!"
A verified traveller stayed at The Windrifter Resort
Posted 9 hours ago
The Windrifter Resort