
Holiday rentals with beach access in Ossipee
Find and book unique rentals with beach access on Airbnb
Quick stats about holiday rentals with beach access in Ossipee

Total holiday rentals
Explore 70 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at $168 SGD per night before taxes and fees

Verified guest reviews
Over 2,390 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Ossipee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ossipee rentals

4.9 Average rating
Ossipee stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with beach access in Ossipee
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

5 star CLEAN-outdoor Shower Private Patio Fire Pit
This guesthouse is located in the beautiful and historic areas of Tamworth & Chocorua, NH. It features many inviting spaces where you can relax and enjoy the natural beauty & peaceful surroundings.The cottage offers many unique spaces to relax, both inside & out! Highlights include a private sunken patio equipped with a gas grill, a firepit, outdoor dining, lounge chairs, two hammocks, & outdoor shower, all in a nature-surrounded yard. It’s close to many hiking trails, venues, bakeries & The Pub

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Amazing Lake/ Mountain View’s Gunstock Ski Chalet
Rustic mountaintop chalet nestled among pine trees with beautiful views of Gunstock Mountain Ski Area and Lake Winnipesaukee from the deck. Minutes to Gunstock for winter skiing/tubing and summer zip lining/ mountain coaster, and to Lake Winnipesaukee. Cozy glass-front wood stove for chilly nights, outdoor fire pit for marshmallows, a grill for summer cookouts. Includes board games, foosball, and air hockey for family fun. Quiet, peaceful, and surrounded by nature—perfect year-round getaway!

Secluded Mountain View Cabin • Private Sauna
A real cabin in the North Woods secluded, private, and surrounded by open sky and sweeping mountain views that remind you why you came. This log-style retreat sits deep in the woods above Tamworth, fully equipped for comfort without sacrificing the rugged feel. Hike local trails, stargaze in near-zero light pollution, or sit by the fire pit with the mountains in front of you. The optional wood-fired sauna steps from the door is the perfect end to the day. Sauna available as a one-time add-on.

Newfound Lake Log Home | Hot Tub & Lake Views
Escape to Eagle Ridge, a Top 1% Airbnb log home overlooking Newfound Lake. Relax in the hot tub, enjoy lake and mountain views, visit the private town beach less than 1/4 mile away, or unwind by the fireplace after skiing. Set on 3.5 private acres, Eagle Ridge sleeps 6 with 3 bedrooms and 2 baths. Enjoy central A/C, a screened porch, patio, gas grill, high speed WiFi and whole house generator. Featured in Log Home Living Magazine, offering an unforgettable NH log home experience year round.

Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

Cedar Hideaway: Walk to Pond, 15m N. Conway
Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

Enjoy Fall Foliage at the Lake
Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

Our Mountain Retreat – Lake Ossipee Access
Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Kirkland Cottage (2 minutes from Ossipee Lake)
Welcome to Kirkland Cottage - great base for all New Hampshire has to offer! We’re a two minute drive from Ossipee Lake and right near the White Mountains, so you can explore lakes, mountains, and hiking trails. We are only an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.
Popular amenities for rentals with beach access in Ossipee
Apartment rentals with beach access

Surrounded by Recreation (2)

Steps to Lake Winnipesaukee-boat- hike-bike-relax

Pretty & Peaceful….close to Lake Winni!

Stylish 2-bedroom in Classic New England Setting

Cute 1-Bedroom apartment in the woods by the sea

Studio Suite on Main Street!

Birch Sea

History Steps from the Beach
House rentals with beach access

Conway Farmhouse on Saco River

The Modern Lakehouse

Pet-friendly cabin with hot tub and beach access!

Waterfront, Wood stove & Private beach, Solo Stove

In the Trees - NH w/ Lake Access

Aspen Cottage - Charming Cottage with Beach Access

Private lake access, cozy retreat, skiing, shops

Waterfront cottage on Bearcamp River in Ossipee NH
Apartment rentals with beach access

Great Condo near Gunstock, Lake Access & Concerts

Downtown Wolfeboro condo on Winnipesaukee w/Dock!

Luxury Beach Front Condo! Prime Location!

Lake Views | Pool | Walk to Weirs & Pavilion

Luxury Studio White Mtns Jacuzzi Pool Pond River

Cozy, clean, 2nd floor condo in Conway, NH!

White Mountain Resort 2 Pools & HotTub Kitchen

Elegant 1 bedroom cabin just 50ft from the beach#2
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 SGD | $320 SGD | $343 SGD | $289 SGD | $296 SGD | $333 SGD | $361 SGD | $361 SGD | $320 SGD | $345 SGD | $296 SGD | $314 SGD |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
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- Rentals with a fireplace Ossipee
- Cabin rentals Ossipee
- Rentals with a washing machine and dryer Ossipee
- Rentals with lake access Ossipee
- Family-friendly rentals Ossipee
- House rentals Ossipee
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with a kayak Ossipee
- Cottage rentals Ossipee
- Rentals with a patio Ossipee
- Rentals with a firepit Ossipee
- Waterfront rentals Ossipee
- Pet-friendly rentals Ossipee
- Rentals with beach access Carroll County
- Rentals with beach access New Hampshire
- Rentals with beach access United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Willard Beach
- York Harbor Beach
- Short Sands Beach
- Loon Mountain Resort
- Mount Washington Cog Railway
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Gooch's Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- King Pine Ski Area





