Waterfront vacation rentals in Ossipee

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Ossipee

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Woodstock

4.91 out of 5 average rating, 246 reviews

Luxury Studio Jacuzzi Pool White Mtns. Riverfront

Designer Remodeled Riverfront Pool, Jacuzzi, Tennis, Racquetball, Gym, Sauna, Nature trails & lots more In the heart of White Mountains. Perfect for Romantic Retreat or to rest after hiking. Enjoy the jacuzzi tub, spa shower and zen design unit! Close to-Scenic Kancamagus, hikes, skiing at Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery. Short walk to the lake and beach as well as the clubhouse. Beach, lake and river and nature trails on site.

Jan 7 – 14

R2,849 ZAR per night

Guest favorite

Apartment in Gorham

4.97 out of 5 average rating, 145 reviews

White Mountains Riverfront Studio

Our quaint town, 8 miles north of Mt. Washington, is a prime location for everything outdoors: year round HIKING, (1.7 miles to AT) & BIKING trails, 100s of groomed ATV/snowmobile trails, swim, fish, canoe, kayak and tube the pristine rivers, waterfalls & emerald pools and SKI THE SKI RESORTS within 10-30 miles. The small town of Gorham caters to tourists: a dozen great restaurants, antique & gift shops, railroad museum, opera house & town common all within easy walking distance of the studio.

Aug 5 – 12

R2,136 ZAR per night

Guest favorite

Guest suite in Woodstock

4.99 out of 5 average rating, 143 reviews

The Birches - Riverside Suite with a View

Secluded private suite, separate private entrance, 6 acres of a smoking free property. Contactless check in key pad. Large windows, electric kettle, pour over coffee maker. Coffee, tea bags, sugar, mini fridge provided. No kitchen. Property abuts Pemi River with swimming hole. Franconia Notch, 10-15 minutes drive to hiking, skiing at Loon or Cannon , 30 min to Waterville Valley. Snowshoe out the door by the river. My Swiss heritage makes me a supurb cleaner. Wifi. Parking. Restaurants abound.

Aug 21 – 28

R2,000 ZAR per night

Superhost

Cottage in Freedom

4.78 out of 5 average rating, 441 reviews

Lakefront, Beach Private, Amazing Views, & pets!

Lakefront House, contemporary, amazing views, large deck, private lake beach & dock, steps from house (swimming). Very fast internet, multiple users. Private free parking. Fully equipped kitchen, AC, Smart TV & Modern shower room. Laundry Equipment, all Linen supplied. Sun trap West Facing Deck with loungers for relaxation. Canoe, life preservers & paddles included. 2 Fire pits & Grill. Boat put-in locally. Following cleaning codes: Airbnb & other authorities. Please ask any questions.

Dec 20 – 27

R3,015 ZAR per night

Guest favorite

Cottage in Dalton

4.97 out of 5 average rating, 127 reviews

Sunny Cottage on Private Lake

Relax and enjoy this BRIGHT wood lined cottage overlooking a peaceful spring fed pond with all you need for a spectacular getaway-Japanese soaking tub, Heat/AC, + super fast wifi. Cook a meal in the well supplied kitchen or grill in the beach side pavilion. Close to restaurants, galleries and shops. Relax and enjoy this bright cottage overlooking a peaceful spring fed pond. DOG FRIENDLY with 68 acres of forest and trails, kayaks and water toys - the lake shared by only 2 other cottages

Mar 17 – 24

R2,472 ZAR per night

Guest favorite

Tiny home in Bethlehem

4.93 out of 5 average rating, 182 reviews

The Uncommon Loon: A Lakeside Tiny Home Experience

Welcome to the Uncommon Loon in Whitefield, NH! Your uncommonly calm retreat away from all the stress of the real world. This freshly renovated, stunningly simple tiny house is nestled on beautiful Forest Lake, New Hampshire. Brew yourself a fresh cup of coffee, take in the mesmerizing sunrise views, and listen to the call of the Loon from your own personal dock. Whatever your goals are when visiting this tiny paradise, you’ll leave relaxed, revitalized, and ready to come back again.

Sep 17 – 24

R2,887 ZAR per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 136 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Apr 20 – 27

R3,213 ZAR per night

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 120 reviews

Riverpine Retreat - clean&bright waterfront home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Jun 8 – 15

R2,497 ZAR per night

Guest favorite

Home in Northwood

4.99 out of 5 average rating, 116 reviews

Pleasant Lake Paradise - Heaven w/private hot tub!

Hot tub open year round! Don't see your dates available? Message me. We love our home away from home...with lake views, two bedrooms, 1.5 baths, and an expansive back deck with hot tub - our peaceful home on Pleasant Lake is sure to please. Boat, swim, kayak, hike, ice fish...or simply relax. In all seasons, this charming home has it all. And, we love your 4 legged friend! Dogs (only) welcome. Looking to rebook? PM sooner than later as I'm happy to accommodate repeat guests.

Jan 23 – 30

R8,840 ZAR per night

Guest favorite

Home in Wakefield

4.98 out of 5 average rating, 130 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Over 100 feet of sandy lakeside beach frontage & nestled among pine trees, the lake house is the epitome of R&R. Family & dog friendly with an open concept main floor & 3 levels (3100 sq feet). Perfect spot for large families looking to share a vacation without compromising privacy! With year round activities for the whole family, it's the perfect place to create lasting memories! Hot tub, kayaks, game room, firepit & more! 10% OFF WEEKLY OR MORE STAYS!

Oct 13 – 20

R15,479 ZAR per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 140 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Aug 30 – Sep 6

R7,915 ZAR per night

Guest favorite

Cottage in Conway

4.95 out of 5 average rating, 282 reviews

20ft from the Water with Mountain View!

This cozy cottage sits 20 ft from Pequawket Pond. We are the only cottage in this association that has 2 floors and directly on the pond. It has a spiral staircase that leads downstairs to the bedroom downstairs with walk out access. We are located within minutes to the Mount Washington Valley and all the amenities the valley has to offer. Ski resorts galore! We also have a kayak and 2 paddle boards available for our guests to use!

Dec 11 – 18

R3,592 ZAR per night