Holiday Rentals in Ossipee

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Holiday Rentals in Ossipee

Pet Friendly, Quiet Neighborhood, Cozy lower level cabin
10.0 out of 10, Exceptional, (66)
"Just off the Kancamagus highway and close to Conway. Two of us stayed very comfortably and warm. Everything you need is provided and is spotless. Our second time here and will likely come again."
The price is €213
includes taxes & fees
12 Sept - 13 Sept
Pet Friendly, Quiet Neighborhood, Cozy lower level cabin
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
9.2 out of 10, Wonderful, (13)
"We stay. In Alton Bay each year for a couple of concerts at Bank of NH Pavilion in Gilford. We extend it by staying for a couple of days at Lake Winnipesaukee The motel is perfectly located close to the venue and on the lake for swimming and boating while visiting BNH Pavilion. The motel is in a pine grove and is lake front. It's "!old school " feel reminds of my childhood. It's clean and quite, but no thrills. Don't expect first class accommodations but if you like the feel of a...
The price is €281
includes taxes & fees
12 Sept - 13 Sept
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Beach View at Chestnut Cove, Lake Winnipesaukee.
8.6 out of 10, Excellent, (11)
"Absolutely breathtaking views. The owner was very easy to communicate with and very accommodating. Enjoyed our stay. "
Beach View at Chestnut Cove, Lake Winnipesaukee.
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.0 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly
9.0 out of 10, Wonderful, (20)
"The house was exactly what we were looking for in a vacation home and had everything we needed during our stay. The one thing that we could have used was kitchen towels but we made do with the paper towels provided. "
Woodsy Suissevale cottage, Lake Winnipesaukee beach & boat ramp - dog-friendly
Lake Winnipesaukee Beautiful 5 Bedroom / 6 Bath
9.8 out of 10, Exceptional, (8)
"My husband and I, our 3 married children and our grandchildren-ages 10 months to 10 years stayed here for a week- the home was beyond perfect - so much room - 5 bedrooms, but 3 were master bedrooms with balconies - linens, bathrooms beautiful, all kitchen appliances, washer/dryer, beach chairs, a fire pit, and a kayak. Who could ask for more."
Lake Winnipesaukee Beautiful 5 Bedroom / 6 Bath
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
10.0 out of 10, Exceptional, (149)
"Our family enjoyed a weekend at the lake in this perfect cottage. We were pleased to see our every need was met upon our arrival, with brownies on the counter and treats waiting for our dogs. Everything in the cottage was well maintained and you can’t beat the location. Will absolutely stay here again for our next lake weekend!"
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
10.0 out of 10, Exceptional, (154)
"My mom takes me and my 2 brothers’ families on vacation every summer. There are 14 of us. It is very difficult to get everyone together because most of the kids are now adults. I found this wonderful home which is only 2 hours from home. There was plenty of room for everyone and the indoor pool is amazing. The location is 3-5 miles to everything. We would recommend this house to anyone. Our host Malini is wonderful. She answered all questions and check in and check out was a breeze. Thank you...
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach
9.4 out of 10, Exceptional, (72)
"We stayed in excellent VRBO rentals before. Only problem was garbage from previous rentals had never been removed from property. As snow melted we found an old cigar but on deck as well as dog poop. Which we picked up ourselves. The were many different conflicting instructions on what not to do and what to do in regards to heat, water, dishwasher (there is no dishwasher), but there were pods for one? Otherwise, we had fun. Would recommend streamlining instructions, and removing trash as we had...
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach
Newly Renovated Rustic Cabin
9.6 out of 10, Exceptional, (252)
"The location was great. The rustic cottage was very cute Although some attention to the property is needed. The yard was full of debris (organic) I raked the back yard in order to enjoy the fire pit which had not been cleaned out in quite a while. I borrowed a shovel and shoveled it out. The Kitchen sink leaked in the cabinet. TV was difficult to operate I communicated my findings to the owner and I am sure he is going to look into it"
Newly Renovated Rustic Cabin
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
8.8 out of 10, Excellent, (19)
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.
9.6 out of 10, Exceptional, (241)
"Great family time. House was clean and everything in great shape. Nice people in the nearby neighborhood. Host was great to communicate with."
Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.
Lakefront studio with private dock, fast WiFi & full kitchen - dog-friendly
9.6 out of 10, Exceptional, (25)
"We had an amazing stay. The cottage was nice and the view from the front deck was beautiful. My only criticism is They state towels provided however my husband and I were there for 10 days and there were only 4 bath towels. That is def not enough towels. If there was a washer dryer that would be fine but there is not. So we had to go and buy more towels. Other than that it was wonderful"
Lakefront studio with private dock, fast WiFi & full kitchen - dog-friendly
Spacious Belmont Home w/ Seasonal Pool & Grill!
9.0 out of 10, Wonderful, (61)
"Great house for my group. Quick easy access to Gunstock mountain. Extremely responsive owner. Hoping to return to this house again in the future."
Spacious Belmont Home w/ Seasonal Pool & Grill!
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
6.8 out of 10, (9)
"I didn’t look close at the on-line pics so at first arrival I had concerns. It’s a charming older style lake house that could use a bit of pampering but it was very clean and comfortable for our group of 8. The host and management company were great and easy to communicate with. We came up for our daughter’s wedding and we all had a very nice weekend. Thank you"
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
Grand Blanc Mountain Home
9.8 out of 10, Exceptional, (87)
"This property is extraordinary!"
Grand Blanc Mountain Home
Stargazer's retreat with hot tub, firepit, & decks - near Ellacoya State Beach
8.6 out of 10, Excellent, (19)
"Nice home, close to bank of NH pavilion, and Weirs beach. "
Stargazer's retreat with hot tub, firepit, & decks - near Ellacoya State Beach
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
10.0 out of 10, Exceptional, (82)
"My husband, son and I all enjoyed our stay at the very clean and cozy cabin. The pond is only a 2 minute walk and everything you need to enjoy it was provided. We enjoyed having breakfast on the back deck in the morning and fires in the firepit at night."
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock
Cozy Cottage 2 Bedroom With Amazing View <br>
10.0 out of 10, Exceptional, (24)
"The Cozy Cottage nestled in the heart of Alton Bay, NH was just what my family of four needed for an extended holiday weekend getaway. My favorite keepsake from staying at Rich’s Cozy Cottage was most definitely the spectacular view and the live music heard from across the Bay while I relaxed on the comfy blue chairs in the large breezeway! We even brought our pugs and our 22 ft boat. Next time I hope to be able to reserve a dock, but the ramp is literally a five minute walk away."
Cozy Cottage 2 Bedroom With Amazing View <br>
Lakeside home with water views, firepit, deck, fireplace, & W/D - dog-friendly
7.4 out of 10, Good, (3)
"Horrible infestation in the basement. A caterpillar was underneath my blanket & it’s hairs got stuck in my skin. Which caused burning, itching, hives $ prickling. My one year old also got some of the hair on him & broke out in hives. When I called customer service, the property manager never got back to me. There was no apology, no nothing. This property shouldn’t be rented out if there’s an infestation. Especially when young children are staying there. It’s been 2 days since the incident & my...
Lakeside home with water views, firepit, deck, fireplace, & W/D - dog-friendly
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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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Other types of properties in Ossipee you may be interested in

Green Granite Inn, Ascend Hotel Collection
2.5 star property
7.4 out of 10, Good, (1284)
"Very friendly staff, the breakfast was great. This hotel checks all the boxes. Outside pool, inside pool, hot tub, playground for kids. The rooms were clean and quiet. The hotel is just old and needs repairs. An obvious water leak was in the corner of our room. The floor in front of the sink was coming up so i cut my foot. The vent in the bathroom didnt work. The door was hard to open due to humidity or the paint job. The room served it's purpose and the staff was great."
The price is €66
includes taxes & fees
16 Sept - 17 Sept
Green Granite Inn, Ascend Hotel Collection
Fireside Inn & Suites Gilford
2.5 star property
8.8 out of 10, Excellent, (677)
"N/A"
The price is €167
includes taxes & fees
10 Sept - 11 Sept
Fireside Inn & Suites Gilford
Quality Inn
2.5 star property
7.6 out of 10, Good, (871)
"Suggestions made for security. Access to buildings should be with key passes now anyone can walk in at any moment. Maintenance, electrical plugs need replacing as objects don't fit well just fall out. Plates missing on plugs with exposed wires very unsafe for children."
The price is €69
includes taxes & fees
15 Sept - 16 Sept
Quality Inn
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.

Everything you need to know about Ossipee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossipee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ossipee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossipee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossipee holiday rentals we have selected for you start as low as €213 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ossipee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossipee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossipee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Ossipee?

Yes, there are holiday rentals close to the most popular sights in Ossipee, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ossipee has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Ossipee is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Ossipee?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossipee stay.

What’s there to see and do in Ossipee?

While exploring the area, visit family-friendly sights like Funspot Family Fun Center, or get outside and enjoy nature at Lake Winnipesaukee. In the wider area, you’ll find Ossipee Lake Trail and Lake Wentworth.

What’s a holiday rental in Ossipee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossipee. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.

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