Ossipee Vacation Rentals

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Vacation Rentals in Ossipee

Condo

2.5 star property
Condo

Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

10.0 out of 10, Exceptional, (5)
The price is CA $178
CA $389 total
includes taxes & fees
Aug 4 - Aug 5
Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (9)
"Great place, quiet and immaculate~!"
The price is CA $177
CA $307 total
includes taxes & fees
Jul 30 - Jul 31
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

The price is CA $172
CA $217 total
includes taxes & fees
Jul 21 - Jul 22
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (19)
"The place was quaint, modern and lovely. The views were fabulous! "
The price is CA $356
CA $571 total
includes taxes & fees
Jul 21 - Jul 22
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.4 out of 10, Exceptional, (65)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Stunning lakefront gem with full water view, beach access & dock

9.8 out of 10, Exceptional, (10)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (174)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

8.0 out of 10, Very good, (36)
"Very nice place clean and in great location"
The price is CA $136
CA $296 total
includes taxes & fees
Aug 4 - Aug 5
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (46)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

Beach House on the Big Lake with 90-foot dock. Bring your boat! New listing!

🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

10.0 out of 10, Exceptional, (51)
"House was perfect lots to do, owners were great. Highly recommend to family’s"
🏖 Lake Winnipesaukee Vacation at Akwa Marina 🏖 Beach, Pool, Hot Tub, Beach Bar

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

9.4 out of 10, Exceptional, (139)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Stunning lakefront home with private dock, deck, firepit, and lake view

9.0 out of 10, Wonderful, (18)
"We loved the lake, the firepit and the home! Had a fun family time!"
Stunning lakefront home with private dock, deck, firepit, and lake view

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (8)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is CA $217
CA $441 total
includes taxes & fees
Aug 5 - Aug 6
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is CA $206
CA $428 total
includes taxes & fees
Jul 27 - Jul 28
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

9.6 out of 10, Exceptional, (18)
"What a unique and fun stay! The use of the property is really the gem here, Beautiful clean property that checks all the boxes! "
The price is CA $822
CA $1,230 total
includes taxes & fees
Jul 29 - Jul 30
🌟 Unique Houseboat Experience on Lake Winnipesaukee - Harborside 🚤🌊

Lakefront home with views, water access for boating & swimming

8.6 out of 10, Excellent, (41)
"We booked a weekend getaway and our stay was very pleasant. It was an older cottage and some updating is needed but it had a very cozy feel. The fire pit and listening to the choppy water was very relaxing. The highlight of the trip was the views. Omg was it so breathtaking. Would definitely book again. "
Lakefront home with views, water access for boating & swimming

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

10.0 out of 10, Exceptional, (81)
"The property was well appointed and located right in the middle of the area where our activities were planned."
The price is CA $246
CA $424 total
includes taxes & fees
Jul 21 - Jul 22
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Terrific studio suite right on the water w/free WiFi, bay views, kitchenette

8.8 out of 10, Excellent, (5)
"I loved that it was one the lake with private beach access!! The room could be better with a bigger bed not so hard."
The price is CA $177
CA $387 total
includes taxes & fees
Jul 21 - Jul 22
Terrific studio suite right on the water w/free WiFi, bay views, kitchenette
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

Frequently asked questions

Can I find a vacation rental in Ossipee?

Yes, we offer vacation rentals close to the most popular points of interest in Ossipee, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Ossipee?

Perfect Modern Lake Front Retreat with Dock! Sleeps 4: This vacation home rental outside of Ossipee is located near skiing and offers a barbecue grill, air-conditioning, and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

How many vacation rentals are there in Ossipee?

With 7 Expedia vacation rentals, you're sure 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 Kellerhaus, or get outside and enjoy nature at Lake Winnipesaukee. In the larger area, you’ll find Ossipee Lake Trail and Lake Wentworth.

What’s a vacation rental in Ossipee like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Ossipee. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family gatherings.