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

Total holiday rentals
Explore 80 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at $85 AUD per night before taxes and fees

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

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Ossipee holiday 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.

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!

5 star CLEAN-outdoor Shower Private Patio Fire Pit
This guesthouse is located in the beautiful and historic areas of Tamworth & Chocorua, NH. It features many inviting spaces where you can relax and enjoy the natural beauty & peaceful surroundings.The cottage offers many unique spaces to relax, both inside & out! Highlights include a private sunken patio equipped with a gas grill, a firepit, outdoor dining, lounge chairs, two hammocks, & outdoor shower, all in a nature-surrounded yard. It’s close to many hiking trails, venues, bakeries & The Pub

Aspen Cottage - Charming Cottage with Beach Access
Nestled in the trees, at the end of a quiet road, you’ll find your next restful getaway. Central location perfect for relaxing or adventuring. Less than a 10 minute walk to multiple points of beach access or sunset viewing at Lower Beech Pond, a 155-acre lake within the Ossipee Mountain range, known for its excellent water quality and recreation. A 15 minute drive to downtown Wolfeboro and Lake Winnipesaukee. In the winter months, find miles of snowmobiling through NH's extensive trail system.

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.

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).

Belleau Lake Escape
Escape to our charming and modern lakefront home, perfect for couples and families seeking tranquility. Enjoy serene lake access and unwind in this peaceful retreat. You’ll have easy access to local attractions like Lake Winnipesaukee, Wolfeboro, Lake Ossipee and outdoor activities. The blend of rustic charm and contemporary comfort ensures a delightful stay. Whether you’re exploring nearby towns or relaxing by the water, our home offers the perfect quiet getaway for your next vacation.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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!

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.

Waterfront cottage on Bearcamp River in Ossipee NH
Welcome to the Bearcamp River! Enjoy your days lounging by the water, kayaking, tubing to Ossipee lake, fishing or just enjoying the property's private beach! The property includes over a mile of manicured trails and offers activities for everyone including swimming , hiking,shopping, or just lounging by the river and of course the beautiful fall foliage! Conway is 30 minutes north for great shopping.There are restaurants, gas,parks,breweries, shops within a mile as well.

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.

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!
Popular amenities for Ossipee house rentals
House rentals with a pool

Charming Townhouse

ML home w beach, great views, hot tub, Pool/gym!

Gilford Getaway - Pool & Hot Tub + Sleeps 18

The Lodge at Hidden Pines

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Downtown North Conway private pool-hot tub

Spectacular log home with private pool and hot tub
Weekly house rentals

Soak & Stay Hot Tub FirePit Game Room Lakes Region

New! Secluded mountain cabin w stunning views

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Heart of the Lakes Region- Pine River Pond

Heaven on the Water

Peaceful Lakefront Retreat

Spacious, renovated 2-bedroom home on golf course!

Luxury Lake House +Hot Tub! Waterfront Magic in NH
Private house rentals

Camp Looney: Lake Access & Pet Friendly

Renovated Luxury Lakefront w/ Beach/Dock/firepit

Games•Roku•Essentials•Firepit•<1mile to White Lake

Cozy Lakefront Log Cabin•Year Round Family Retreat

Ridge Retreat • Skiing + Hiking • Hot Tub + Sauna

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Lakefront Beauty with Private Beach

Quaint Ossipee Home
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $349 AUD | $358 AUD | $358 AUD | $319 AUD | $338 AUD | $392 AUD | $402 AUD | $437 AUD | $379 AUD | $383 AUD | $348 AUD | $365 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
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- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Rentals with lake access Ossipee
- Beachfront rentals Ossipee
- Rentals with a kayak Ossipee
- Cottage rentals Ossipee
- Rentals with a fire pit Ossipee
- Rentals with a patio Ossipee
- Waterfront rentals Ossipee
- Pet-friendly rentals Ossipee
- Rentals with a fireplace Ossipee
- Family-friendly rentals Ossipee
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Willard Beach
- Short Sands Beach
- Loon Mountain Resort
- York Harbor Beach
- Mount Washington Cog Railway
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Tenney Mountain Resort
- Gooch's Beach
- Franconia Notch State Park
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area





