Holiday Homes in Ossipee

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Holiday Homes in Ossipee

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

9.8 out of 10, Exceptional, (93)
"Had an amazing stay. Cabin was exactly as described and host was excellent in communicating and making sure we had everything we needed (including snow removal etc) Would stay again!!"
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Gorgeous Mountain View, 3 BR Home!
TV, fireplace, DVD player, video library

Gorgeous Mountain View, 3 BR Home!

9.8 out of 10, Exceptional, (155)
"No words for this house… absolutely stunning views! Location is perfect and the house has everything you need. Will definitely be staying again. "
Gorgeous Mountain View, 3 BR Home!
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+
Smart TV, fireplace

AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+

10.0 out of 10, Exceptional, (4)
"Very peaceful place with great sun sets & night skies; outdoor space is fantastic, even in the winter but indoors is a bit tight for 12 people & 3 dogs (2 bedrooms are tiny; 1 bedroom is next to oil tank w/o windows so not ideal hangouts; dining table is small requiring eating in shifts; plus hot water runs out after 1-2 showers and iron sediments may appear in the water!). If you don’t mind these nuisances (we didn’t) it’s an amazing place to spend time together … can highly recommend it! "
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+
Close to ski areas, Prep Schools, walking to shops, dining, hiking, dog friendly
Smart TV, fireplace, books

Close to ski areas, Prep Schools, walking to shops, dining, hiking, dog friendly

10.0 out of 10, Exceptional, (167)
"The cottage is absolutely perfect! Convenient location, cozy and so well done inside. Thoughtful touches everywhere. Such a treat to stay here. Welcoming and communicative host was icing on the cake!"
The price is AU$827
includes taxes & fees
19 Feb - 20 Feb
Close to ski areas, Prep Schools, walking to shops, dining, hiking, dog friendly
NEW Lakeside Haven: Sleeps12| HotTub |Private Dock
Marina

NEW Lakeside Haven: Sleeps12| HotTub |Private Dock

9.2 out of 10, Wonderful, (27)
"A great time with family"
The price is AU$1,041
includes taxes & fees
23 Feb - 24 Feb
NEW Lakeside Haven: Sleeps12| HotTub |Private Dock
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
Exterior

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.4 out of 10, Very good, (28)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
White Mountains NH- family friendly— located within Chocorua Ski and Beach
Fridge, microwave, oven, stovetop

White Mountains NH- family friendly— located within Chocorua Ski and Beach

10.0 out of 10, Exceptional, (15)
"Check in process was easy. Lori was very responsive to any messages. House was clean, quiet and peaceful."
White Mountains NH- family friendly— located within Chocorua Ski and Beach
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (15)
"We stay. In Alton Bay each year for a couple of concerts at Bank of NH Pavilion in Gilford. We extend it by staying for a couple of days at Lake Winnipesaukee The motel is perfectly located close to the venue and on the lake for swimming and boating while visiting BNH Pavilion. The motel is in a pine grove and is lake front. It's "!old school " feel reminds of my childhood. It's clean and quite, but no thrills. Don't expect first class accommodations but if you like the feel of a...
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
?Unique space?Hot tub?King bed?Games Room?
Exterior

?Unique space?Hot tub?King bed?Games Room?

9.8 out of 10, Exceptional, (24)
"Property was as advertised, great for families, and in a great location. "
The price is AU$690
includes taxes & fees
24 Feb - 25 Feb
?Unique space?Hot tub?King bed?Games Room?
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Exterior

Meredith Bay - Brand New 1st Floor Apartment In Private Home

9.8 out of 10, Exceptional, (36)
"My family of 4 and dog enjoyed our lakeside stay over New Years! Close to restaurants, grocery stores and 15 minutes to Gunstock! Would definitely come back! "
The price is AU$489
includes taxes & fees
18 Feb - 19 Feb
Meredith Bay - Brand New 1st Floor Apartment In Private Home
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, (165)
"Out 9th year and still a great stay. Owners, house, entire property, all top notch. Cant wait for year 10. "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Exterior

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

10.0 out of 10, Exceptional, (50)
"We were a group of 10 adults from several states (some friends, some family) celebrating a milestone birthday. Brian’s house fit the bill perfectly for our group. While we stayed during winter, we enjoyed the great views across the frozen lake and many of the great activities at the house (pool, ping pong, Nintendo) We spent much of our time cooking together and just visiting with each other. The kitchen was nicely stocked and there was the perfect amount of room for our group to dine...
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets
Private Lakefront Getaway—Fireplace & Hot Tub
Terrace/patio

Private Lakefront Getaway—Fireplace & Hot Tub

10.0 out of 10, Exceptional, (6)
"The place was very nice and accommodating for my friends and I. We went in the winter and got to enjoy the hot tub only regret I wish it was summer so we can see the beautiful lake!"
The price is AU$1,359
includes taxes & fees
24 Feb - 25 Feb
Private Lakefront Getaway—Fireplace & Hot Tub
Lake Winnipesaukee, Weirs Beach, Funspot, Gunstock
Fridge, microwave, oven, stovetop

Lake Winnipesaukee, Weirs Beach, Funspot, Gunstock

10.0 out of 10, Exceptional, (47)
"We had an amazing experience and would gladly come back in the future!"
Lake Winnipesaukee, Weirs Beach, Funspot, Gunstock
Spacious New Hampshire mountain waterfront get away house. Boats & private docks
View from property

Spacious New Hampshire mountain waterfront get away house. Boats & private docks

9.8 out of 10, Exceptional, (38)
"We had a great week with our kids and grandkids! Plenty of sleeping areas, and large living space for all 12 of us. We would have liked to have a bigger (flatter) lawn area for outdoor games, but the lake certainly made up for it. Host was attentive and responsive. We would stay here again. "
Spacious New Hampshire mountain waterfront get away house. Boats & private docks
Stunning Lakefront Winter Getaway! Near Gunstock & Bank of NH Pavilion
Interior

Stunning Lakefront Winter Getaway! Near Gunstock & Bank of NH Pavilion

10.0 out of 10, Exceptional, (17)
"We absolutely loved the condo. It was very clean, nicely decorated and communication with Kristina was great. Loved the sunsets on the lake from the balcony. We were there for an event at Gunstock and was about 10-15 drive from the condo. Was not a problem for us but there are a lot of stairs as condo is built on 2.5 levels."
Stunning Lakefront Winter Getaway! Near Gunstock & Bank of NH Pavilion
4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK
Sun-loungers

4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

9.0 out of 10, Wonderful, (8)
"The house was clean and comfortable. It was roomy. The views were great. The owners were helpful and friendly. We would stay here again. "
4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK
Halfmoon Lake 4BR Home w Game Room, Deck, Dock!
Fridge, microwave, oven, stovetop

Halfmoon Lake 4BR Home w Game Room, Deck, Dock!

10.0 out of 10, Exceptional, (15)
"We had a great time"
Halfmoon Lake 4BR Home w Game Room, Deck, Dock!
Lake Winni, walk to the beach, boat ramp, 3 acres, pool table, firepit, canoe
Exterior

Lake Winni, walk to the beach, boat ramp, 3 acres, pool table, firepit, canoe

9.6 out of 10, Exceptional, (86)
"The host was amazing, responded quickly & called! So friendly! The house was perfect! There were 15 of us and we were more than comfortable with plenty of room! 2 game rooms on different levels all the amenities you could ever need. The view was incredible!!! Love love love this home! Will be staying there again without a doubt!!!! THANK YOU SHAWN!!!!!!!"
Lake Winni, walk to the beach, boat ramp, 3 acres, pool table, firepit, canoe
Winter Wonder Adventures in New England’s White Mountains
Property grounds

Winter Wonder Adventures in New England’s White Mountains

10.0 out of 10, Exceptional, (6)
"Great spot, we’ll stocked, clean and comfortable. I’ve rented dozen of times through vrbo this one was an A!"
Winter Wonder Adventures in New England’s White Mountains
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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Other property types in Ossipee

Cozy Retreat near Ossipee Lake, sleeps 8, pet friendly!
Fridge, microwave, oven, stovetop

Cozy Retreat near Ossipee Lake, sleeps 8, pet friendly!

9.8 out of 10, Exceptional, (17)
"Great spot, rural but with just the right amenities not too far. Bonus that the local (walking distance) lake was frozen over for some nice walks"
Cozy Retreat near Ossipee Lake, sleeps 8, pet friendly!
Close to ski areas, Prep Schools, walking to shops, dining, hiking, dog friendly
Smart TV, fireplace, books

Close to ski areas, Prep Schools, walking to shops, dining, hiking, dog friendly

10.0 out of 10, Exceptional, (167)
"The cottage is absolutely perfect! Convenient location, cozy and so well done inside. Thoughtful touches everywhere. Such a treat to stay here. Welcoming and communicative host was icing on the cake!"
The price is AU$827
includes taxes & fees
19 Feb - 20 Feb
Close to ski areas, Prep Schools, walking to shops, dining, hiking, dog friendly
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Pool

Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

10.0 out of 10, Exceptional, (7)
"Great location, beautiful house , we were a bit upset that the outside hot tub was not available even though it was listed as part of the amenities."
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
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.