Holiday Homes in Ossipee

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Featured Holiday Homes in Ossipee

Our top choices for Ossipee holiday homes

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

9.0 out of 10, Wonderful, (19)
"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

Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

10.0 out of 10, Exceptional, (178)
"Amazing property and great location. The host could not have been nicer- we will be back! "
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

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

9.8 out of 10, Exceptional, (175)
"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

great location weirs beach area rental

9.4 out of 10, Exceptional, (21)
"The property was exactly as it was listed, The host was great"
The price is AU$693
includes taxes & fees
26 Aug - 27 Aug
great location weirs beach area rental

Mountain View Home with Hot Tub – Sleeps 10

9.2 out of 10, Wonderful, (10)
"This was a great experience for my whole family as we were able to enjoy each other’s company in the beautiful White Mountains. The hot tub was a nice touch. "
Mountain View Home with Hot Tub – Sleeps 10

Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out

10.0 out of 10, Exceptional, (98)
"Great place!!"
The price is AU$902
includes taxes & fees
2 Sept - 3 Sept
Stay On The Saco River Next To A Covered Bridge - 2pm Check in/out

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

9.0 out of 10, Wonderful, (21)
"Excellent"
The price is AU$441
includes taxes & fees
26 Aug - 27 Aug
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Cute romantic studio

9.8 out of 10, Exceptional, (44)
"Comfortable place to stay with the lake and beach nearby. Having the decks on both sides of the apartment was nice to have. We would definitely stay there again if we return to this area. "
Cute romantic studio

Charming 2-bedroom house with WiFi and W/D in Alton Bay-10 min to Gunstock

10.0 out of 10, Exceptional, (1)
"The house is fine, clean, and well-maintained. I think the price is a bit too high for a two-bedroom apartment of this standard. The owner is very friendly and caring.Thank you"
Charming 2-bedroom house with WiFi and W/D in Alton Bay-10 min to Gunstock

Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

9.8 out of 10, Exceptional, (102)
"Such a cozy cabin. Loved our stay."
Cozy A-frame Cabin- Walk to Hills pond/Sunset lake- 20 mins to gunstock

Lake Winnipesaukee Waterfront Beach & Dock

10.0 out of 10, Exceptional, (40)
"Great property in the perfect location"
Lake Winnipesaukee Waterfront Beach & Dock

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

9.8 out of 10, Exceptional, (165)
"I stayed here with my girlfriend. We both loved how beautiful the house was and the scenic property. There are wonderful amenities and activities for entertainment. The hot tub was a great feature! Overall the house was perfect, very clean, the bed was so comfortable and the game area downstairs made it a fun stay! Would recommend this to anyone who is looking for a peaceful, fun retreat! "
The price is AU$725
includes taxes & fees
1 Sept - 2 Sept
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Lakefront cottage on Big Pea Porridge Pond w/ private dock, beach, kayaks, canoe

9.4 out of 10, Exceptional, (54)
"It was the perfect fall getaway"
Lakefront cottage on Big Pea Porridge Pond w/ private dock, beach, kayaks, canoe

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

8.4 out of 10, Very good, (15)
"Thanks for a great stay!"
The price is AU$615
includes taxes & fees
26 Aug - 27 Aug
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

🌟 Newly Renovated Lakeside Haven – Your Premier Retreat! 🏡🌊🚤

9.8 out of 10, Exceptional, (9)
"Great home and a beautiful lake made for a great stay for us and our teenagers. The beach club access was another big plus, with activities for all ages."
🌟 Newly Renovated Lakeside Haven – Your Premier Retreat! 🏡🌊🚤

Waterfront Conway Vacation Rental w/ Deck!

10.0 out of 10, Exceptional, (35)
"Nice cabin on Conway lake, kids had a blast kayaking and fishing."
Waterfront Conway Vacation Rental w/ Deck!

Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

9.8 out of 10, Exceptional, (43)
"This is our third stay at this sweet lake cottage—it has become like a little slice of home away from home! Love the bright cheery decor and perfect location. Julie is a wonderful and gracious host and always very responsive and considerate.We highly recommend!!"
Quaint Cottage in Private Wooded Setting | Close to Lakes | Dogs Welcome

FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR

10.0 out of 10, Exceptional, (73)
"Our group thoroughly enjoyed our stay. Will happily stay again the next time we're in the area."
FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR

Beautiful Farmhouse located on 1200 acres of private bliss with a quiet pond.

10.0 out of 10, Exceptional, (173)
"Relaxing and restful long weekend."
Beautiful Farmhouse located on 1200 acres of private bliss with a quiet pond.

Steps to Saco River: Outdoor Rec Hub in White Mtns

9.0 out of 10, Wonderful, (2)
"Great stay, everything exactly as described!"
Steps to Saco River: Outdoor Rec Hub in White Mtns
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