Ossipee Holiday Rentals

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Holiday Rentals in Ossipee

Luxurious downtown retreat located in Greensboro NC!

9.8 out of 10, Exceptional, (46)
"Excellent host. Clean place that was within walking distance of downtown. Yummy places to eat nearby Would stay again. "
The price is AU$911
includes taxes & fees
23 Sept - 24 Sept
Luxurious downtown retreat located in Greensboro NC!

The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

10.0 out of 10, Exceptional, (51)
"Conveniently located, clean, nice decorated,and all the comforts of home."
The Coliseum Cottage. 1 King/ 2 Queen Beds. Close to coliseum and colleges.

Heart of Downtown - Rooftop - Playstation 5

10.0 out of 10, Exceptional, (7)
"Beautiful, convenient location. Big windows for light. Looks over the hustle and bustle of a vibrant little town. Coffee shops right down stairs. Beautiful, comfortable decor! We plan to stay again next year. Maddie is so helpful and responsive!"
The price is AU$461
includes taxes & fees
21 Sept - 22 Sept
Heart of Downtown - Rooftop - Playstation 5

Beautiful Home Walking Distance to Elon University

9.8 out of 10, Exceptional, (18)
"We stayed in this house for graduation. It was a very reasonable price and a great location to campus. "
Beautiful Home Walking Distance to Elon University

The Cabin - Fire Pit, Pool Table, Spacious

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great house in perfect location!"
The price is AU$902
includes taxes & fees
23 Sept - 24 Sept
The Cabin - Fire Pit, Pool Table, Spacious

Luminous Historic Home: Walk to Downtown Graham!

9.6 out of 10, Exceptional, (27)
"Second stay and will be back again. Nice place. 10 min walk to town. Nice and clean and responsive host. "
The price is AU$380
includes taxes & fees
24 Sept - 25 Sept
Luminous Historic Home: Walk to Downtown Graham!

Hot tub heaven w/ 12 ft ceilings + stunning bath

9.6 out of 10, Exceptional, (39)
"Loved the hot tub. We were only there two nights for a wedding. Enjoyed the house."
The price is AU$388
includes taxes & fees
21 Sept - 22 Sept
Hot tub heaven w/ 12 ft ceilings + stunning bath

Arya’s cottage - NO SMOKING

10.0 out of 10, Exceptional, (23)
"So beautiful and peaceful. Cant wait to stay again!"
The price is AU$214
includes taxes & fees
28 Sept - 29 Sept
Arya’s cottage - NO SMOKING

Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table

9.6 out of 10, Exceptional, (36)
"This house is perfect! The two bedrooms are convenient to separate baths and the hot tub is a nice touch. Limited steps made it usable for someone that requires a walker. There is also a fair amount of restaurants within walking distance. We will not hesitate to stay here again."
The price is AU$455
includes taxes & fees
22 Sept - 23 Sept
Stylish downtown home: private hot tub, outdoor pizza oven & bumper pool table

3-5 Mins from Downtown Cozy Clean & Newly Renovated 2 level Home

8.8 out of 10, Excellent, (14)
"I like everything about this property besides their beds that small to occupy 2 people as stated."
3-5 Mins from Downtown Cozy Clean & Newly Renovated 2 level Home

Beautiful family home great location in Greensboro

8.6 out of 10, Excellent, (16)
"My family had a great stay during a visit to a university nearby. It was great and we plan to stay again. "
Beautiful family home great location in Greensboro

Comfy family or multi couple retreat. Near Friendly Center, Tanger, Downtown!

9.8 out of 10, Exceptional, (11)
"Came for family wedding. My daughter and I stayed for 3 nights. Perfect location and house is beautiful! "
The price is AU$967
includes taxes & fees
22 Sept - 23 Sept
Comfy family or multi couple retreat. Near Friendly Center, Tanger, Downtown!

Extreme Comfort 3BD/2BA Cozy Home Near Downtown, Colleges, Tanger, Coliseum

10.0 out of 10, Exceptional, (38)
"Wonderful stay! House was very clean and comfortable. Great communication with host and check in/check out was great. Would definitely recommend this property. "
The price is AU$408
includes taxes & fees
21 Sept - 22 Sept
Extreme Comfort 3BD/2BA Cozy Home Near Downtown, Colleges, Tanger, Coliseum

Entire House Sleeps 16 Close to Downtown

10.0 out of 10, Exceptional, (11)
"Plenty of space for 10 of us, great kitchen and dining room spaces, outdoor seating areas. Highly recommend, would absolutely stay here again!"
The price is AU$1,286
includes taxes & fees
22 Sept - 23 Sept
Entire House Sleeps 16 Close to Downtown

Charming Graham Getaway: Walk to Local Favorites & Retro Game Barn

9.8 out of 10, Exceptional, (37)
"Nice property located close to everything"
The price is AU$360
includes taxes & fees
21 Sept - 22 Sept
Charming Graham Getaway: Walk to Local Favorites & Retro Game Barn

Historic Burlington Gem: Cozy Retreat with Outdoor Oasis

9.4 out of 10, Exceptional, (10)
"The property is very nice, well maintained and a convenient location. Very comfortable bed and quiet neighborhood. Thoroughly enjoyed my stay and will definitely consider on my next visit to town."
The price is AU$210
includes taxes & fees
24 Sept - 25 Sept
Historic Burlington Gem: Cozy Retreat with Outdoor Oasis

king and Queen 2-bedroom townhome near downtown Greensboro with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Great Location, Clean, Great Communication. "
king and Queen 2-bedroom townhome near downtown Greensboro with WiFi, AC

Cozy Guest House Apartment

10.0 out of 10, Exceptional, (6)
"A wonderful getaway at a great place."
Cozy Guest House Apartment

Mid-Century Charmer in Old Irving Park

10.0 out of 10, Exceptional, (29)
"Everything was great! Lovely home!"
Mid-Century Charmer in Old Irving Park

Beautiful apartment in Historic Downtown area, perfect for long term stays

8.0 out of 10, Very good, (7)
"The property is excellent"
The price is AU$238
includes taxes & fees
21 Sept - 22 Sept
Beautiful apartment in Historic Downtown area, perfect for long term stays
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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Top Ossipee Hotel Reviews

Find out more about Ossipee

Find out more about Ossipee

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, 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 favourite 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 depend 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 AU$210 per night. Entering your travel dates in the search wizard might find you 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?

Luxurious downtown retreat located in Greensboro NC!: This holiday home rental outside of Ossipee offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What’s there to see and do in Ossipee?

Explore the area and family-friendly sights such as Gibsonville Garden Railroad, or get out into nature at a spot like City Park. Grove Winery and Vineyards and Elon University are a couple of places you'll find in the wider area.

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 extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family trips or small group gatherings.