
Vacation rentals in Ossipee
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Ossipee
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Ossipee vacation rentals
Other great vacation rentals in Ossipee

70 Acre White Mountain Estate – Panoramic Views
We splurged as a family of 4 w/ our chihuahua. This is the absolute perfect home for 2 or even 3 families. Derek was responsive from day 1 of booking until check-out. The home is gorgeous. It's just as the pictures show, if not better. The basement has a bedroom with 2 Q beds, and the cinema can easily sleep a few more. This was a man cave for our sons! Upstairs, the master bedroom w/bath was perfect. There are 2 bunk beds right next to the master & another bdrm across the house. It's quiet, peaceful, and serene. We walked the trails behind the home (bring boots or hiking shoes if it's been raining). When you pull into the drive, on your right is a rolling river. The hot tub was a huge plus and was relaxing. We loved the fire pit (bring a lighter or matches) and playing pool, air hockey, & shuffleboard. My son brought his xbox & hooked it up to the 85" TV in the cinema. We watched movies via our Netflix account. We hope to go back in the future!

All seasons Lake House next to ski areas
Had a great stay at the cabin. The lake and surrounding mountains are beautiful. Lake was fun to fish off dock and using canoe. Nearby town Bethel has a few nice restaurants and there are a number of easily accessible day hiking spots nearby. The beds are super comfortable as well. Overall a great stay!

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

Large Family Apartment
Kevin's place was great! Very clean, comfortable and in good area as we stayed for a week of skiing. Easy to get to Attitash ski resort and quick drive to Wildcat Mountain. Kevin was easy to communicate with and would return again next year for sure!

Mountain View Retreat, Near skiing, shopping
We absolutely loved our stay! Plenty of room for 8 guests (and more!!) in a beautiful setting. There was many helpful amenities, like kitchen items, and plenty of towels. The location is perfectly centered to many popular things to do. James was always very responsive to questions left clear instructions. We highly recommend staying here and hope to do so again in the future.

Luxury Home with Outstanding Views!
This is a great place up in the white mountains, we were able to enjoy nature and the amenities of town. beautiful place. Enjoyed our stay very much.

White Mountains' Inn, Bretton Woods, Loon, Cannon!
Anne's place is absolutely stunning! The pictures truly cannot do it justice. We brought twelve people and a dog and had plenty of space. The proximity to everything in Bethlehem is amazing as well. We walked down the street to rek lis and had a great time. Out of all the Airbnb's I've stayed in I think this one has to be the best. We definitely plan to get back during other seasons to experience everything it has to offer.

Perfect Location in North Conway Village
Our stay at Kearsarge Cottage was amazing. Its location and the size was what drew me to the listing, but what sealed the deal were all the 5 star reviews with stellar comments on the house and host Tom. We rented the house for a long weekend to celebrate our 50th wedding anniversary with our children and grandchildren so being together was important. Between the house and its addition there was plenty of space for togetherness, but also separation for sleeping and bathrooms. The kitchens are modern and have every gadget and appliance imaginable. TV setup and WiFi was perfect. And we couldn’t have asked for a better location. A 2 minute drive to Cranmore for winter fun and super short walk to town (5-6 minutes) for restaurants and shopping. Tom and Nori are amazing hosts with what they provide for their guests. They were readily available, and answered messages quickly. I would not give a moments hesitation to rent this house again. Thanks Tom and Nori
Quick stats about vacation rentals in Ossipee
Total rentals
150 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Ossipee?
Make yourself at home in Ossipee by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in West Ossipee, and over 70 vacation rentals in Effingham Falls.
Are there vacation rentals with a dedicated workspace in Ossipee?
Yes! Work meets play with ease at over 60 vacation rentals in Ossipee featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in chalet rentals in Ossipee?
Experience the best of Ossipee with our chalet rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Ossipee?
Four-legged friends are welcome in Ossipee. Choose from more than 60 vacation rentals for guests traveling with pets.
What are the most popular amenities for Cottage Rentals in Ossipee?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cabin rentals in Ossipee have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Ossipee. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Ossipee have self check-in?
Absolutely! We offer over 10 cottage rentals with self check-in in Ossipee. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Ossipee have a bbq area?
Absolutely! We offer over 20 cabin rentals with a bbq area in Ossipee. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- China Vacation rentals
- Pocono Mountains Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Québec City Vacation rentals
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with a washer and dryer Ossipee
- Rentals with a fireplace Ossipee
- Kid-friendly rentals Ossipee
- Rentals with a fire pit Ossipee
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Family-friendly rentals Ossipee
- House rentals Ossipee
- Rentals with a kayak Ossipee
- Waterfront rentals Ossipee
- Rentals with lake access Ossipee
- Cottage rentals Ossipee
- Pet-friendly rentals Ossipee
- Rentals with a patio Ossipee
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses 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
- Wells Beach
- Sebago Lake
- Pine Point Beach
- Peaks Island
- Squam Lake
- Moody Beach
- Cape Neddick Beach
- Goose Rocks Beach
- Scarborough Beach
- Hills Beach
- Loon Mountain Resort
- Fortunes Rocks Beach
- York Harbor Beach
- Wallis Sands Beach
- Drakes Island Beach
- Attitash Mountain Resort
- Goochs Beach
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Pats Peak Ski Area
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes