
House vacation rentals in Ossipee
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Quick stats about house rentals in Ossipee

Total vacation rentals
Explore 80 vacation rentals in Ossipee

Nightly prices starting at
Ossipee vacation rentals start at G$12,549 GYD per night before taxes and fees

Verified guest reviews
Over 2,440 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Ossipee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Ossipee rentals

4.9 Average rating
Ossipee stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Ossipee
Guests agree: these houses are highly rated for location, cleanliness, and more.

Soak & Stay Hot Tub FirePit Game Room Leaf Peeping
Escape to this private renovated lakeside retreat, perfect for the whole family & dog! New Deck, Hot Tub, privacy fence. Thoughtfully designed for comfort and entertainment with fully stocked kitchen, new furniture /attached 1200sq ft barn/game room, XL washer/dryer. Pond with private dock & beach/swim raft, 32” Blackstone bbq, comfy beds, blackout shades, and ultra-fast WiFi. Smart TVs, games, a loft, dedicated workspace. ~1.5 hours north of Boston—your perfect getaway awaits! Gr8 Trout Fishin
LocationFamilyHospitality
5.0 out of 5 average rating, 42 reviews
Private lake access, cozy retreat, skiing, shops
Nestled lakeside on crystal clear Ossipee Lake with stunning mountain views, "The Pancake House" blends rustic charm with modern luxury. Enjoy your private beach with kayaks, outdoor shower, and full outdoor kitchen. Inside: game room, movie projector, TV, Wifi, full laundry, 4 beds and three living spaces for ultimate relaxation. Perfect for families seeking adventure and tranquility—centrally located to North Conway, hiking, skiing, and White Mountain attractions. Your lakefront escape awaits!
LocationFamilyHospitality
4.97 out of 5 average rating, 34 reviews
Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.
LocationValueSleep quality
4.79 out of 5 average rating, 112 reviews
The Yellow Door
Take a break and unwind at this peaceful family owned home. We welcome you to make life lasting memories like our family. Whether it’s to get away for a peaceful stay or looking for a fun weekend away with friends we have you covered! In the fall take a drive to Mt. Washington to see the fall foliage or come in the winter to ski at one of our near by mountains! In the summer relax at our private lake! Sit around the fire pit or take a jacuzzi! Play a round of golf or shop at North Conway!
LocationFamilyKitchen
4.85 out of 5 average rating, 33 reviews
Spacious, renovated 2-bedroom home on golf course!
Bring the whole family to this great home with lots of room for fun. Located directly on the Indian Mound Golf Course, this home has plenty of space for the entire family both indoors and outdoors. From the open living and dining area to finished basement, there are spaces for everyone to hang out. 10 minute walk to Lake Ossipee and a short drive to restaurants and breweries in Ossipee. A 20 minute drive to downtown North Conway with skiing and golf! This is the perfect year-round rental!
ValueLocationDecor
4.89 out of 5 average rating, 66 reviews
In the Trees - NH w/ Lake Access
RELAX in this BRAND NEW getaway with all the necessities to escape reality! Nestled on a hill within the trees, unwind with a beverage on the back deck or lower lounge and relish the peace and tranquility the property offers. Steps away from the beautiful Province Lake, take a swim or launch your boat for a cruise. Enjoy a scenic round of golf at Province Lake Golf Course & then enjoy a meal at the local restaurants or take a drive to explore Wolfboro (30mins) or North Conway (45mins).
ValueFamilyTV
4.93 out of 5 average rating, 46 reviews
The Ossipee Overlook | Spacious and Stunning Views
Relax and unwind at The Ossipee Overlook, a spacious retreat in the heart of New Hampshire. Wake up to panoramic mountain views just steps from your door! This 3-bedroom, 2-bathroom home features an open-concept living area, a fully equipped kitchen, and an additional family room for extra space to relax. Step outside to enjoy the expansive backyard, or explore the nearby lakes and hiking trails. Whether you seek adventure or tranquility, this space offers the best of both worlds!
LocationValueView
4.95 out of 5 average rating, 21 reviews
Enjoy Fall Foliage at the Lake
Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.
FamilyValueComfort
4.97 out of 5 average rating, 111 reviews
Farmhouse Retreat, Dog Friendly w/ view & deck
Welcome to Valley View Farm, your next getaway! The 3-bedroom, 2.5-bath is newly remodeled with an open concept and modern vibe. Overlooking 90 acres with sprawling fields and 180-degree views of the Mount Washington Valley from Lake Ossipee to Chocorua Mountain. Enjoy your morning coffee while gazing out the wall-to-wall windows or take it outside to the expansive deck. Family and Dog-Friendly! Air Conditioning Summer '25 Minutes from Lake Ossipee. 25 mins to North Conway.
LocationFamilyCheck-in
4.96 out of 5 average rating, 100 reviews
Lakefront Beauty with Private Beach
Welcome to Lake A Dream, our beautiful waterfront home with private sandy beach on Belleau Lake. Perfect for couples, friends, and families. It offers indoor-outdoor living, open concept main level, game room, and more! Enjoy your morning coffee on the balcony taking in lake views, explore the lake on kayaks or paddle boards and roast marshmallows under the stars. In the winter, stay active skating, snowmobiling or cozy up by the fireplace. Have fun no matter the season!
LocationFamilyAccuracy
5.0 out of 5 average rating, 49 reviews
Our Mountain Retreat – Lake Ossipee Access
Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.
LocationFamilyDecor
4.9 out of 5 average rating, 123 reviews
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!
ValueLocationWifi
4.98 out of 5 average rating, 210 reviewsPopular amenities for Ossipee house rentals
House rentals with a pool

1840 Meredith Farmhouse w/ outdoor Sauna & Pool
FamilyLocationHeating
5.0 out of 5 average rating, 100 reviews
Privacy, River, Pond, A frame Hot Tub, EPIC Views,
LocationFamilyBackyard
4.9 out of 5 average rating, 364 reviews
Come in & Cozy up in Waterville Valley Estates
ValueFamilyQuiet
4.83 out of 5 average rating, 292 reviews
Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
LocationFamilyWalkability
5.0 out of 5 average rating, 103 reviews
ML home w beach, great views, hot tub, Pool/gym!
ValueFamilyQuiet
4.87 out of 5 average rating, 150 reviews
Spectacular log home with private pool and hot tub
FamilyLocationHiking
4.92 out of 5 average rating, 367 reviews
Beach House w/ Heated Pool · Fire Pit · Kennebunk
FamilyLocationCheck-in
4.83 out of 5 average rating, 179 reviews
River Access|Gas stove|Min to N. Conway, Attitash
FamilyValueOutdoor spaces
4.98 out of 5 average rating, 132 reviewsWeekly house rentals

Heart of the Lakes Region- Pine River Pond
ValueFamilyCheck-in
5.0 out of 5 average rating, 25 reviews
Boutique Lakefront Cabin/ King Beds/ Pet Friendly
ValueFamilySleep quality
5.0 out of 5 average rating, 79 reviews
Luxury Lake House +Hot Tub! Waterfront Magic in NH
LocationFamilyAmenities
5.0 out of 5 average rating, 29 reviews
Heaven on the Water
ValueFamilyNearby
4.94 out of 5 average rating, 16 reviews
Waterfront cottage on Bearcamp River in Ossipee NH
LocationValueWifi
4.97 out of 5 average rating, 30 reviews
Peaceful 4 bedroom lakehouse retreat
FamilyLocationTV
4.98 out of 5 average rating, 44 reviews
Renovated Luxury Lakefront w/ Beach/Dock/firepit
ValueFamilyComfort
4.94 out of 5 average rating, 17 reviews
Aspen Cottage - Charming Cottage with Beach Access
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 31 reviewsPrivate house rentals

Stunning Lakefront Oasis—Hot Tub, Beach & Luxury!
LocationValueQuiet
4.79 out of 5 average rating, 56 reviews
Private Pond Cabin Near Lake Winnipesaukee
FamilyLocationBackyard
4.9 out of 5 average rating, 30 reviews
Belleau Lake Escape
LocationFamilyDecor
4.84 out of 5 average rating, 38 reviews
Wooded Hideaway at Province Lake w/Beach Access
FamilyLocationBeach
5.0 out of 5 average rating, 11 reviews
HOTUB! Riverfront, Dog Friendly |The River House
LocationFamilyAir conditioning
4.91 out of 5 average rating, 95 reviews
Cozy Lakefront Log Cabin•Year Round Family Retreat
FamilyLocationAccess
5.0 out of 5 average rating, 24 reviews
Lake Escape-Hot Tub-Kayaks-Paddleboards-Dock
FamilyLocationAccess
5.0 out of 5 average rating, 20 reviews
Quaint Ossipee Home
FamilyValueLaundry
4.94 out of 5 average rating, 72 reviewsWhen is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$51,450 GYD | G$52,705 GYD | G$52,705 GYD | G$47,058 GYD | G$49,777 GYD | G$57,725 GYD | G$59,189 GYD | G$64,417 GYD | G$55,842 GYD | G$56,470 GYD | G$51,241 GYD | G$53,751 GYD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
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