Search Vacation Homes in Ossipee

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Dec 12 - Dec 14
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Dec 19 - Dec 21
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Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Vacation Homes in Ossipee

Exterior
Quaint house in tranquil Wolfeboro perfect for getaway

Vacation Home in Wolfeboro

2.0 star property
$286 nightly
The price is $310
Dec 10 - Dec 11
Total with taxes and fees
Quaint house in tranquil Wolfeboro perfect for getaway
Exterior
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Vacation Home in Freedom

8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
$245 nightly
The price is $266
Dec 14 - Dec 15
Total with taxes and fees
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Outdoor dining
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!

Vacation Home in New Durham

10.0 out of 10, Exceptional, (1)
"Suxhh a beautiful and well kept home. Relaxing there was our favorite part of the trip!"
United States
Justin G.
$398 nightly
The price is $432
Dec 8 - Dec 9
Total with taxes and fees
Mountainside chalet with a sauna and beautiful views near Lake Winnipesaukee NH!
Interior
Welcome to the Z E N

Vacation Home in Acton

9.6 out of 10, Exceptional, (14)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
$299 nightly
The price is $326
Dec 11 - Dec 12
Total with taxes and fees
Welcome to the Z E N
Outdoor spa tub
Luxe Lodge in the Woods! With Sauna & Hot tub

Vacation Home in Conway

10.0 out of 10, Exceptional, (2)
"Beautiful property with everything a family with young kids needs. Especially love the hottub and air hockey table!"
United States
Anonymous traveler
$513 nightly
The price is $556
Dec 15 - Dec 16
Total with taxes and fees
Luxe Lodge in the Woods! With Sauna & Hot tub
Fridge, microwave, oven, stovetop
Camp Conway | Hot Tub | A-Frame | Foliage Cabin

Vacation Home in Conway

$401 nightly
The price is $435
Dec 10 - Dec 11
Total with taxes and fees
Camp Conway | Hot Tub | A-Frame | Foliage Cabin
Interior
River Access, hot tub, dogs!

Vacation Home in Conway

8.0 out of 10, Very Good, (1)
"Process was easy. Location was quiet. The “river access” was across the street and fine for launching a boat, but unsuitable for much else. "
United States
Daniel M.
$404 nightly
The price is $438
Dec 15 - Dec 16
Total with taxes and fees
River Access, hot tub, dogs!
Terrace/patio
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Vacation Home in Holderness

10.0 out of 10, Exceptional, (1)
"Everything was wonderful!! "
United States
Scott O.
$340 nightly
The price is $369
Dec 8 - Dec 9
Total with taxes and fees
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
Fridge, microwave, oven, stovetop
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Vacation Home in Newfield

10.0 out of 10, Exceptional, (22)
"Beautiful and very clean house that we stayed in with family for our daughter’s wedding nearby. Host was always very responsive and helpful. "
United States
Jennifer G.
$621 nightly
The price is $674
Jan 1 - Jan 2, 2026
Total with taxes and fees
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard
Fridge, microwave, oven, stovetop
Waterfront | Private Dock | Outdoor Firepit

Vacation Home in Acton

9.6 out of 10, Exceptional, (15)
"Enjoyed the relaxing family time & great fishing! "
United States
Joanna M.
$605 nightly
The price is $657
Dec 8 - Dec 9
Total with taxes and fees
Waterfront | Private Dock | Outdoor Firepit
TV, stereo
Stay in Venice our Modern Steps from the Lake with Dock!

Vacation Home in Alton

10.0 out of 10, Exceptional, (7)
"Very clean and in a great location."
United States
Mark B.
$347 nightly
The price is $378
Dec 8 - Dec 9
Total with taxes and fees
Stay in Venice our Modern Steps from the Lake with Dock!
Property grounds
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Vacation Home in Wolfeboro

8.0 out of 10, Very Good, (16)
"We arrived super late and while it was very dark out the house was very easy to find. Entry process exactly as described.It was warm evening and they had on numerous fans and the a/c making it feel uber pleasant.Hade writhing we needed. "
United States
Monte J.
$317 nightly
The price is $343
Dec 8 - Dec 9
Total with taxes and fees
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Terrace/patio
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!

Vacation Home in Laconia

9.2 out of 10, Wonderful, (5)
$271 nightly
The price is $294
Dec 8 - Dec 9
Total with taxes and fees
3-bedroom + double futon, 2 bath house in Laconia, 1 mile from Lake Winnisquam!
Outdoor spa tub
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Vacation Home in Conway

9.8 out of 10, Exceptional, (172)
"Great place, location."
United States
Jonathan N.
$479 nightly
The price is $520
Dec 18 - Dec 19
Total with taxes and fees
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Fridge, microwave, oven, stovetop
Secluded lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

Vacation Home in Shapleigh

9.8 out of 10, Exceptional, (34)
"Great place for a weekend trip! The lake access was easy, and the kayaks/paddle boards were an added bonus. "
United States
Jacob C.
$785 nightly
The price is $856
Dec 8 - Dec 9
Total with taxes and fees
Secluded lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
Dining
Mountain View Home with Hot Tub – Sleeps 10

Vacation Home in Conway

9.4 out of 10, Exceptional, (17)
"Very lovely home. Great location. "
United States
Lauren A.
$558 nightly
The price is $605
Dec 10 - Dec 11
Total with taxes and fees
Mountain View Home with Hot Tub – Sleeps 10
Exterior
Newly Renovated Post & Beam Style Barn.

Vacation Home in Tamworth

10.0 out of 10, Exceptional, (13)
"Very nice stay, perfect place for me my wife and 2 dogs"
United States
Alex T.
$506 nightly
The price is $548
Dec 8 - Dec 9
Total with taxes and fees
Newly Renovated Post & Beam Style Barn.
Outdoor dining
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location

Vacation Home in Gilford

10.0 out of 10, Exceptional, (2)
"We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!"
United States
dave b.
$498 nightly
The price is $541
Jan 6 - Jan 7, 2026
Total with taxes and fees
Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location
Interior
Unique space? Hot tub? King bed? Games Room?

Vacation Home in Conway

9.8 out of 10, Exceptional, (32)
"My nephew’s loved the fun basement ! And the hot tub ! Very clean and efficient. Second time at the property and will be booking again "
United States
Juanita F.
$548 nightly
The price is $593
Dec 16 - Dec 17
Total with taxes and fees
Unique space? Hot tub? King bed? Games Room?
Terrace/patio
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom

Vacation Home in Holderness

10.0 out of 10, Exceptional, (3)
"Place was clean and nice. "
United States
Bryan K.
$817 nightly
The price is $886
Dec 10 - Dec 11
Total with taxes and fees
Large Well Equipped Pet Friendly Home with Hot Tub | Bank of NH Pavilion 19 mins | Iconic Fall Foliage Central location | Air Conditioning | Walk to Squam Lake Beach | Main Level Bedroom and Bathroom
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 Ossipee Hotel Reviews

Home2 Suites by Hilton North Conway

Home2 Suites by Hilton North Conway

10/10 Excellent
"There was a good variety of breakfast items to choose from. The staff was efficient and pleasant Property was well kept and clean. "
Brian 2-night trip
Posted 2 days ago
Home2 Suites by Hilton North Conway

Find out more about Ossipee

Ossipee Vacation Homes information

Number of reviews
383
Accommodation
831 Vacation Homes
Lowest Price
$266
Highest Price
$886

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