Ossipee Cottages
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^
Featured Cottages in Ossipee

The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee

Dog-friendly lakefront cottage with private dock, air hockey, water access, W/D

Newly Renovated Cottage 6

Tranquil lakefront cottage with private beach, boat slip & fishing kayak access

Cottage with great beach.

Lake Wentworth - Wolfeboro, New Hampshire

Newly Renovated Cottage 4 in Alton Bay, NH

Lakeside Lagoon W/ Kayaks & Beach Pass

Charming & private lakefront cottage

Harold's Camp: The cutest waterfront right on Lake Winnipesaukee ⚓️

Lakefront home with private beach, access to dock/fishing/kayaks/boat slip

Waterfront Winnipesaukee 3 BR / 2 BA Cottage with Private Dock and Sandy Beach
Ossipee Cottage Accommodation
You’re on the go every day, working hard and making that cash. But if you haven’t taken a holiday in months, it’s time to rethink your life choices. It’s time for you to look into Ossipee holiday cottages and take a day off—or ten days. Because once you’re all settled in, you won’t want to leave.
Words like charming, adorable, and delightful probably come to mind when you think of country cottages, set in lovely little towns the world over. The same applies to beach cottages—just replace the rolling hills with lapping waves. And while Ossipee cottages can’t be in every setting at once, you’ll find that the stunning scenery here is better than all the others combined. Cottages are the perfect retreat from everyday life, with serene surroundings both inside and out and that relaxed vibe that can come only from knowing everything is taken care of. Ossipee has an equally charming vibe, and that’s why so many travellers love it.
“Don’t worry, be happy” should be your motto on your next holiday. Well, friend, in Ossipee, that’s not just the motto of visitors; the locals are living that theme every day. So take a break from that presentation you’re working on and make a different graph instead—of Wotif’s low prices on over Ossipee cottage accommodation options. It’s about time you got to kick back, and we don’t mean putting your feet up at your desk.
Ossipee Cottages essential information
Accommodation | 242 Cottages |
|---|---|
Lowest Price | NZ$96 |
Highest Price | NZ$443 |
Popular accommodation | The Ultimate Getaway at a Charming Two-Bedroom Lakeside Cottage on Winnipesaukee, Dog-friendly lakefront cottage with private dock, air hockey, water access, W/D, Newly Renovated Cottage 6, Tranquil lakefront cottage with private beach, boat slip & fishing kayak access, Cottage with great beach., Lake Wentworth - Wolfeboro, New Hampshire, Newly Renovated Cottage 4 in Alton Bay, NH, Lakeside Lagoon W/ Kayaks & Beach Pass, Charming & private lakefront cottage, Harold's Camp: The cutest waterfront right on Lake Winnipesaukee ⚓️, Lakefront home with private beach, access to dock/fishing/kayaks/boat slip, Waterfront Winnipesaukee 3 BR / 2 BA Cottage with Private Dock and Sandy Beach |
Top trending hotels in Ossipee

Green Granite Inn, an Ascend Collection Hotel
Top cities with Cottages
More accommodations in Ossipee
^Eligibility requirements and conditions apply







