Holiday houses in Winter Harbor

4.83 out of 5 average rating, 115 reviews

Home in Conway

A Large Vacation Home with hot tub, game room +

AlecRating, 5 stars1 week ago

Very nice place. Great for a family getaway or a gathering with friends/couples. Most bedrooms have attached bathrooms which was great. Game room was very fun. Fooseball table is broken, so if you’re a rare foose junky like myself don’t plan on it. Only disappointment in this great home. Make sure to bring towels or you’ll be taking a trip to Walmart. Otherwise Highly recommend

4.98 out of 5 average rating, 54 reviews

Home in Jackson

The Sommet-Magical Views- Main house+Guest cottage

ChrisRating, 5 stars2 months ago

We loved the views at the Sommet. The house was spacious enough for all 6 of us without even spending much time in the guest house. We found the beds comfortable and the 3 bathrooms were helpful. The kitchen was pretty well stocked and we ended up eating in 5 out of 7 nights. The Uno, Jenga and Clue were big hits with the whole family. Thanks!

4.84 out of 5 average rating, 354 reviews

Home in Conway

Private In Village, HotTub, 1 bedroom, Fire Place

ShelbyRating, 5 stars1 week ago

First time staying at Scott’s NH North Conway home, and it went very well. He and his team were very responsive to any questions I had and the area was a short drive away. The location of the house was a little confusing to find at first but once we realized it was tucked away, the check in process was easy. The house was great for what we needed for the stay. Thanks!

5 out of 5 average rating, 6 reviews

Home in Harrison

2BR Lake House on Private Beach w/hot tub & sauna

JasonRating, 5 stars6 months ago

This is place is a gem. The lake is beautiful and the beach is very private. The house has a nice layout and is both spacious and cozy. This was our second year staying here and we plan to come back again! Dina is very responsive and great to work with.

4.85 out of 5 average rating, 105 reviews

Townhouse in Bartlett

Spacious Family Vaca Storyland*Saco*Close to all!

JoanneRating, 5 stars2 months ago

Great place to stay. The basement space for the kids is great, they each had their own bedroom but could hang in the common space. Golden Tee was a HIT! Centrally loacated to multiple ski mountains. Plenty of room to spread out and get comfortable!

4.93 out of 5 average rating, 353 reviews

Condo in Lincoln

Cute Studio Apt Resort Lincoln, NH Loon Mountain

DianeRating, 5 stars2 weeks ago

Rick was an exceptional host. This is I believe our third or second time staying at one his places and we of course loved it! Rick was very good about messaging us to make sure we were all checked in and had everything we needed. We would absolutely stay with Rick again and recommend him to our loved ones and friends! Thanks again Rick!

4.98 out of 5 average rating, 87 reviews

Cottage in Hill

The red house

MeganRating, 5 stars1 month ago

Great location close to Ragged Mountain for winter sports. Comfortable home, lots of beds for kids (wish the homes we had stayed in when our kids were little were as well stocked with toys and a fun toddler bed!) Also loved that the pantry was stocked-we unexpectedly got to have fresh baked muffins with breakfast.

4.92 out of 5 average rating, 168 reviews

Condo in Lincoln

Cute Resort Studio Apt with Pool, hot tub at Loon

LuciaRating, 5 stars3 weeks ago

Ricky’s place was amazing! Fabulous location just a 10 minute drive from the Franconia Loop Trail (where we hiked). Big studio apartment with a full kitchen & bathroom. Very cute woodsy decor inside & there is a lovely common area in the apartment with board games & and a fire for after dinner activities! We had such a great time!

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Popular amenities for Winter Harbor holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Winter Harbor

5 out of 5 average rating, 3 reviews

Apartment in Bristol

1 bedroom near Ragged Mountain & Newfound Lake

LianaRating, 5 stars6 months ago

Had a lovely longer-term stay here. The house is beautiful with classic old New England character but totally modern features inside. Walking distance to several walking trails and coffee shops and short drives to countless places for swimming, hiking, rock climbing, and walking. The hosts were extremely kind and accommodating. No complaints here, we had a wonderful stay!

4.82 out of 5 average rating, 97 reviews

Home in Tamworth

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

KarenRating, 5 stars6 days ago

We had a wonderful time. The house was perfect. It was a short walk to the lake. Very peaceful and quiet. Loved having 3 full bathrooms. It was a short drive to Conway for shopping and restaurants.

5 out of 5 average rating, 22 reviews

Apartment in Bartlett

Large Family Apartment

KarenRating, 5 stars1 month ago

Kevin's place was great! Very clean, comfortable and in good area as we stayed for a week of skiing. Easy to get to Attitash ski resort and quick drive to Wildcat Mountain. Kevin was easy to communicate with and would return again next year for sure!

4.92 out of 5 average rating, 179 reviews

Cabin in Bartlett

Mountain View Retreat, Near skiing, shopping

JaimeRating, 5 stars4 months ago

We absolutely loved our stay! Plenty of room for 8 guests (and more!!) in a beautiful setting. There was many helpful amenities, like kitchen items, and plenty of towels. The location is perfectly centered to many popular things to do. James was always very responsive to questions left clear instructions. We highly recommend staying here and hope to do so again in the future.

4.9 out of 5 average rating, 94 reviews

Home in Freedom

Our Mountain Retreat – Lake Ossipee Access

FinRating, 5 stars1 month ago

Paula’s was the perfect spot for a weekend trip with a group of friends for my birthday! It had plenty of sleeping spots for us and was very comfortable, and we really loved the hot tub. They were such responsive and communicative hosts as well, and offered us a flexible late check-out. Thank you!

4.93 out of 5 average rating, 42 reviews

Cabin in Wakefield

Lakeside cabin in the woods

NicoleRating, 5 stars5 months ago

Spent Thanksgiving at the cabin and it was absolutely perfect! Jim met us upon check-in with a welcome basket full of homemade baked goods—they were delicious! Home was stocked with board games and puzzles as well. 10/10 stay.

4.9 out of 5 average rating, 10 reviews

Home in Holderness

Beautiful Home away from Home

StefanieRating, 5 stars2 months ago

My friends and I had a wonderful stay at this house hosted by Byron Property Management. They had snacks waiting for us when we arrived, Christina was kind and quick to respond when we had a question, and the house was exactly what was demonstrated in their advertisement. We are excited to come back next year and hopefully make this an annual trip at this property!