
House holiday rentals in Ossipee
Find and book unique houses on Airbnb
Top-rated house rentals in Ossipee
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Ossipee
House rentals with a pool

White Mountains Ski and Golf Resort Home
Great spot! Clean. Bigger than you think. Easy to access just get off the highway!

Addie Shack in the White Mountains
Michael was fantastic with responding quickly, this home was beautiful & is a great location if you're looking to visit the white mountains! my friends & I had a great stay, we would definitely book again!

Spectacular log home with private pool and hot tub
My group had a wonderful time staying at Tim's place, pictures do not do this place justice will definitely be recommending and possibly returning as well

Riverfront Luxury in the woods, Million $ Views.
Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10

Fireplaced Mountain King Suite w/Hot Tubs & Pools
Great stay so homey and comfortable has everything we needed staying with two little girls ! Having laundry and kitchen made everything so convenient ! Close to so many things to do was the best vacation we’ve been on would definitely love to come back . Clean and organized everything was easy to find ! Great amenities pool ect !

Coolest Condo on the Lake!
We enjoyed our short, but lovely stay at the lake! Home was beautiful and warmly decorated. Comfy beds and set up so nicely! View of lake was so nice and it was hard to leave the deck. We loved the peace and quiet, relaxing vibe! Loved the closed in porch too! Enjoyed pickleball so easily accessible and pretty walk to the lakefront to relax. Wish we could have stayed longer, but rain made it easier to leave. We had magical weather our full day! We hope to return to this special area and home. Loved the market so close though! Thank you!!

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage
The house is beautiful and the views are just breathtaking. From inside the house, you get a beautiful view of the lake and then the porch is amazing. You can kayak, use the paddle board or use the canoe. You can also sit by the lake and enjoy the campfire. The surroundings are very beautiful and peaceful. The host is very responsive, solved all our doubts and was flexible with us during check-in and check-out, which we appreciated very much. At check-in, we were greeted by a great bottle of wine and chocolates, which was a great touch. The house also has a ping pong table, books to read and board games. The kitchen was well stocked with the basics. We had an amazing stay, we highly recommend this property :)

Lakefront Peaceful Getaway in Mountain Lakes
Love the lakefront views! Sadly we stayed on a rainy holiday weekend so we weren't able to fully enjoy everything that the lake house had to offer. We also had a hiccup with the WIFI due to hardware issues with the router but luckily the technician came the next morning. Overall we had a good time.
Weekly house rentals

Fryeburg home away from home
Perfect home away from home for our needs. Minutes away from Hardy Farm, and 15-20 minutes away from great breakfast and lunch options just over the border in NH. Space was so clean and lovely, new bathroom with washer and dryer, very comfortable bed and couch as well. Rene was so kind to let me know about their steamer / iron as my husband and I were visiting to attend a friends wedding - it absolutely came in handy. Easy check in with a code, as we didn’t arrive until 2am in the morning bc of delayed flights.

River home between NH mountains & Portland ME
We were in town for a wedding nearby, had a last minute change and needed an additional lodging space. Jen was very accommodating and made everything super easy. Place was perfect for our needs

Quaint Wolfeboro NH Home.
Great spot. Everything is as described in the posting!

Brand new Mountain Side Family Retreat
Carla’s place was a great Airbnb stay! It was very clean and spacious—perfect for accommodating three families with kids. There was plenty of room, and the house was stocked with toys and games like Catan, making it fun for all age groups. The TV with Netflix was a nice bonus for relaxing evenings. The kitchen was well-equipped for cooking, and there were various types of drinkware available, which added a nice touch. The home’s aesthetic was lovely and thoughtfully designed. Located in New Hampshire, the house is surrounded by nature and woods, offering a peaceful, forest-like atmosphere. Yet, it’s not too isolated, with other homes nearby, which gave us a sense of safety. Highly recommended!

Direct Lakefront. Swim/Fish/Kayak White Mountains
We enjoyed our stay in the cute cabin. Since it was winter and we were mostly away from the cabin visiting family, we didn't get to take advantage of the lake and activities. But we enjoyed sipping coffee at the kitchen table and taking in the view of the frozen lake.

Dog Friendly! The Cowbell Cottage
Cowbell cottage was a perfect option for staying in the lakes region. Nice and private but close to local amenities. Every detail was thought of by Ashlee; we wouldn’t have needed to bring anything extra including toiletries and kitchen goods. The fenced in yard was so perfect for our dog. Definitely a cozy stay! :)

Relaxing hidden gem in Wolfeboro
This was hands down the nicest Airbnb we’ve ever stayed in! The home was absolutely beautiful—spotless, cozy, and thoughtfully put together with everything we could possibly need. It was even better than the photos, which is saying a lot! There is so much attention to detail, from the stylish decor to the little touches that made our stay feel extra special. The house book was incredibly helpful, filled with thoughtful recommendations that made it easy to explore the area like a local. The hosts were fantastic—friendly, responsive, and clearly put a lot of care into creating a warm, welcoming space. Our dogs absolutely loved the yard—it was perfect for them to stretch out and enjoy the outdoors. We truly didn’t want to leave and would love to stay here again the next time we’re in the area. Highly recommended!

Belleau Lake Escape
A group of four of us visited this Airbnb this past weekend and we enjoyed our stay immensely, the house was cozy and had plenty of room for privacy whilst having nice common areas. The hosts were extremely friendly and helpful, they responded quickly to all of our questions and solved any inconveniences we encountered.
Private house rentals

The Quaint Escape - Built in 2024 - Lake Access
This is a beautiful, brand new, and pristine house. The location is perfect, close to Meredith. It’s a very short drive to Fun Spot and a close walk to the neighborhood beach. Very clean and modern. A great stay!

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock
My girlfriends and I have chosen to stay here three years in a row for our annual girls weekend, which should tell you all you need to know. Clean, friendly and responsive hosts, great location for getting away to the quiet but easy drive to restaurants. Highly recommend!

Mountain Serenity Lake Retreat
It’s quite a feat to surpass the already high expectations we had - Shannon and Matt and their beautiful house managed that with ease. We were hyped for the trip since we booked, and the stay was even better than we could dreamt. The second we stepped through the door we felt right at home. Everything was as described, clean and cozy - and the views just amazing. Our baby girl relaxed as much as we did and enjoyed the amenities like the high chair and the baby bath tub that were available. We had to push us hard to do some exploring of what the region has to offer outside the house, and that was well worth it, too. There’s definitely more to explore, and more relaxing to do in the house - so we will be back as soon as we can arrange for that. All the best from Switzerland!

Modern Lakefront Cabin (Pet Friendly, King Beds)
Everything was beyond I expected . The hosts were great , place was clean , location was awesome . Quiet and peaceful. Will be back!

Beautiful, updated cozy cottage
Cozy and convenient, we were able to secure this location on short notice with our dog. Host was timely in response instructions were clear simple and not too strict.

Cozy 3BR w/ Firepit + Boat Slip Option
This cabin is absolutely beautiful and perfectly located for those who want to enjoy the outdoors in New Hampshire during the day but come home to a cozy place at night! And Patricia was a fantastic host; she was super-responsive to my questions and had great local recommendations.

Waterfront |Near Mountains |Outdoor Sauna |Firepit
Just got back from our weekend stay . Beautiful space that looked just like the photos. House was spotless. The house is located in a very peaceful and private area. Our family enjoyed the kayaks on the pond during the day and the fire pit on the deck at night . Very relaxing weekend .

StoneWater | New | Private Lakefront + Fire
Wonderful place to retreat for a week or a long weekend. The pond view was incredibly relaxing and peaceful. The house is well equipped and inviting. Hosts were very responsive and accommodating. Highly recommend for a friend’s vacation. Already thinking of going back!
Quick stats about house rentals in Ossipee
Total rentals
80 properties
Nightly prices starting at
$51 SGD before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Pocono Mountains Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Cottage rentals Ossipee
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with lake access Ossipee
- Waterfront rentals Ossipee
- Family-friendly rentals Ossipee
- Rentals with a fireplace Ossipee
- Rentals with a firepit Ossipee
- Rentals with a washing machine and dryer Ossipee
- Pet-friendly rentals Ossipee
- Rentals with a patio Ossipee
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Rentals with a kayak Ossipee
- Family-friendly rentals Ossipee
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Franconia Notch State Park
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Palace Playland
- Ferry Beach