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House vacation rentals in Ossipee

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Top-rated house rentals in Ossipee

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Top guest favorite

A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.

Home in Wolfeboro

4.99 out of 5 average rating, 132 reviews

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Two sheep stand closely together in a sunlit farmyard. One sheep has a thick black coat, while the other is grey and white. In the background, a brown cow grazes peacefully, framed by trees and a fenced area.

Home in Wolfeboro

4.88 out of 5 average rating, 205 reviews

Mountain Views & Animals near Winnipesaukee!

Wolfeboro 260 year old farm! Enjoy private 3 bd 2 bth incl. linens, towels and a full kitchen with pots/pans and utensils. Plenty of room for whole family or multiple couples! Enjoy hiking, skiing, swimming, boating, historic sites, museums and much more. The beautiful lakes region offers endless fun activities for every season! Only 7 min away is everything you need grocery, gas, pharmacy, and coffee. Enjoy farm life without hard work! Donkeys, alpacas, sheep, and more! Baby goats & puppies!

Top guest favorite

The exterior of the house features a rustic red wood siding with large windows, set within a lush green landscape. The sloped roof is adorned with a bright red metal covering, complementing the natural surroundings. Smooth stones lead up to the entryway, surrounded by carefully maintained grass and shrubs.

4.97 out of 5 average rating, 318 reviews

Airbnb Award Winning Home :New Kitchen, Beach Pass

Get away from it all in our lovely, spacious home with its new kitchen, in Eaton Center, just 5 minutes to Crystal Lake and the Eaton Village store/cafe, and 15 min to the shops and restaurants in North Conway. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home with two living areas is great for privacy and working remotely. Enjoy skiing at local peaks, hiking beautiful trails, warming in front of our fireplace or shopping in town. We are owner-operated

A spacious dining area features a long wooden table set with a patterned tablecloth. Large windows frame the room, offering views of the surrounding greenery. A cozy armchair is positioned nearby, creating a warm and inviting space for gatherings.

Home in Gilmanton

4.97 out of 5 average rating, 132 reviews

Unique Artist Studio Property with Mountain View!

Fresh air & a songbirds’ serenade melt your stress away in this tranquil setting. Extensive flower gardens line the stone walls traversing this unique property located on a charming mountain road. Stargazers will marvel at gorgeous night skies while mountain views greet you daily. Outdoor enthusiasts have easy access to hiking & biking trails & a lake for kayaking. Staying in? Enjoy game night or curl up with a good book as sunlight streams in the Studio. Welcome to our little slice of heaven.

A charming two-story home is nestled among tall trees, featuring a welcoming front porch adorned with railings. Lush greenery surrounds the entrance, and the facade displays light gray siding complemented by dark shutters on the windows.

Home in Tamworth

4.94 out of 5 average rating, 110 reviews

Perfect NH Getaway Retreat in the White Mountains

Perfect getaway for any season! Ideal location in the heart of NH White Mountains & Lakes Region. The beauty of this NH getaway is that while you’re only a few miles from numerous winter and summer recreational activities, restaurants and shopping; our home and neighborhood are a quiet retreat from the hustle and bustle. Meticulously cared for and decorated with country charm, our home has a modern kitchen, large master bedroom, and best of all, your own re-created English pub for entertaining.

A serene river scene is depicted, where calm waters reveal a sandy bottom, illuminated by sunlight. Lush green trees frame the setting, and two kayaks are anchored nearby, partially obscured by the surrounding foliage. The tranquil environment invites relaxation and exploration.

Home in Ossipee

5 out of 5 average rating, 12 reviews

Waterfront cottage on Bearcamp River in OssipeeNH

Welcome to the Bearcamp River! Enjoy your days lounging by the water, kayaking, tubing to Ossipee lake, fishing or just enjoying the property's private beach! The property includes over a mile of manicured trails and offers activities for all 4 seasons including snowmobiling(plenty of room for trailers), hiking, skiing, snowshoeing, swimming and the beautiful fall foliage! Conway is 30 minutes north for great shopping.There are restaurants, gas,parks,breweries, shops within a mile as well.

A compact kitchen area is shown, featuring a full-size refrigerator, stove, and sink with countertop space. Cabinets are installed above and below the counter. A cozy futon couch is positioned in the foreground, complementing the warm wooden paneling on the walls.

4.83 out of 5 average rating, 460 reviews

Cozy Guest Suite in White Mountain National Forest

Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

A serene view of the calm lake reflects the blue sky and surrounding pine trees, creating a peaceful atmosphere. A wooden dock extends into the water, offering a space for activities and relaxation.

Home in Wakefield

4.98 out of 5 average rating, 173 reviews

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

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Book now and get 10% OFF for weekly or longer stays!

Top guest favorite

A historic duplex is showcased with bright yellow siding and a welcoming porch. The outdoor space features several lawn chairs arranged on a grassy area, alongside a picnic table. Large windows provide ample natural light, and a tree provides shade nearby.

Home in Cornish

4.97 out of 5 average rating, 140 reviews

The Watson House

The Watson House is part of a late 19th century duplex.This side has been completely rehabbed, with a full kitchen, bath with a stall shower, dining and living room on the first floor. Three bedrooms and a full bathroom with washer and dryer upstairs. There is plenty of room for the entire family. It sleeps 6 comfortably, but we do charge $15 per person per night over 6 people. We are PET FRIENDLY!! Please no pets on the furniture, and they can’t be left alone.

Top guest favorite

The Birch Ledge Guest House is a two-story structure nestled among trees, featuring a rustic exterior with a metal roof. A small patio with two chairs is positioned at the entrance, and a staircase leads to the loft area. Lush greenery surrounds the home.

4.99 out of 5 average rating, 438 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Top guest favorite

A bright corner of the cabin features a comfortable light-colored sectional sofa adorned with a decorative blanket. A wooden coffee table stands nearby, and natural light filters through large windows, highlighting the snowy landscape outside. A green potted plant adds a touch of nature to the space.

Home in Bridgton

4.97 out of 5 average rating, 119 reviews

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.

The image displays a serene lakefront view with a house situated among trees. A spacious living area with natural wood flooring features large windows inviting daylight, showcasing the inviting setup. A cozy sleeping area includes a wooden bed frame, while outdoor seating surrounds a fire pit by the water.

4.97 out of 5 average rating, 118 reviews

Lakefront-Dock-Grill-Firepit-Wood Stove

Welcome to waterfront living! Our home is the perfect spot for a peaceful and relaxing family getaway. We offer the ideal combination of modern amenities and rustic charm. Our home comes with a fully-loaded kitchen, fast WiFi, a cozy wood stove and plenty of sleeping space for up to 6 guests in the main house. Enjoy breathtaking views of the lake from the large deck while you grill dinner or take advantage of our dock and enjoy a morning of fishing.

Vacation rentals for every style

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Cabins

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Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Ossipee house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A sandy beach area is visible, surrounded by several red adirondack chairs arranged around a small fire pit. A black lounge chair sits nearby. A pontoon boat is docked on the water, with a paddle board lying on the grass beside the seating area.

Home in Barnstead

4.85 out of 5 average rating, 110 reviews

Locke Lake Waterfront Escape

An indoor pool area is featured with a clear water pool surrounded by tiled flooring. Large windows allow natural light to fill the space, while seating options are placed nearby. The walls are painted in a soft green hue, enhancing the overall brightness.

Home in Woodstock

4.82 out of 5 average rating, 396 reviews

White Mountains Ski and Golf Resort Home

Top guest favorite

A modern lodge-style house is nestled among greenery, featuring a covered porch and a driveway lined with natural stone. The exterior showcases a combination of siding and architectural details, blended harmoniously with the surrounding landscape.

Home in Woodstock

5 out of 5 average rating, 24 reviews

White MountainLodge-Sleeps 9-Summer Fun!

The living room features dark leather seating arranged around a wooden coffee table. Natural light flows through multiple windows, complemented by soft curtain panels. A large flat-screen television is positioned on a shelf, alongside an assortment of books and decorative items.

Home in North Conway

4.9 out of 5 average rating, 100 reviews

Downtown North Conway– private pool & hot tub!

Home in Bartlett

4.9 out of 5 average rating, 204 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

An aerial view showcases an A-frame cabin nestled among greenery, surrounded by trees and a tranquil pond. A winding path leads to the cabin, highlighting the seamless integration of nature and architecture. The setting reflects a peaceful and private retreat.

Home in Harrison

4.89 out of 5 average rating, 313 reviews

Private Riverfront Lux A frame EPIC Views. Pond

A campfire burns brightly near the shoreline, with flames reflecting off the calm water. Adirondack chairs are positioned nearby, providing a serene view of the sunset over the lake, framed by trees and a rocky edge.

Home in Barnstead

4.87 out of 5 average rating, 126 reviews

Lakefront home /3BR 2BA/ Dock/ Game room/ Garage

A serene lake scene is framed by lush greenery and trees. A canoe rests on the grassy shore, with soft water reflections of the surrounding landscape. The sky displays gentle pastel hues, indicating a calm evening atmosphere.

Home in Mountain Lakes

4.79 out of 5 average rating, 155 reviews

Lakefront Peaceful Getaway in Mountain Lakes

Weekly house rentals

A view from the waterfront deck showcases a serene lake surrounded by trees. The deck features a white railing, and seated areas can be seen in the foreground, offering a tranquil spot to enjoy the natural landscape.

Home in Newfield

4.91 out of 5 average rating, 46 reviews

Lakefront Retreat with Dock and Fenced in Yard

Top guest favorite

Two brown leather armchairs are positioned around a round wooden table, which holds a chess set with alternating light and dark pieces. A large window provides views of trees outside, with soft curtains filtering the light.

Home in Tamworth

5 out of 5 average rating, 24 reviews

Games•Roku•Essentials•Firepit•<1mile to White Lake

The exterior of the cottage is framed by lush greenery, featuring a modest structure with a sloped roof. A pathway leads to the entrance, with sunlight filtering through the surrounding trees, creating a peaceful and inviting atmosphere.

Home in Tuftonboro

5 out of 5 average rating, 19 reviews

Dog Friendly! The Cowbell Cottage

A modern lakefront home is set against a backdrop of lush trees. A stone fire pit surrounded by wooden chairs invites relaxation outdoors. The expansive deck features large glass doors, providing a seamless connection to the natural surroundings.

Home in Wakefield

4.88 out of 5 average rating, 25 reviews

Belleau Lake Escape

Top guest favorite

A serene view of Mirror Lake presents a tranquil morning scene, where mist rises gently from the water's surface. Two chairs are positioned in the foreground, inviting relaxation. Soft sunlight glimmers on the lake, enhancing the peaceful ambiance of the natural surroundings.

Home in Tuftonboro

5 out of 5 average rating, 18 reviews

Peaceful Lakefront Retreat

A bright and airy living area features large windows that provide ample natural light. A circular dining table is set for four, and a spacious sofa is positioned nearby. A contemporary kitchen with an island and modern appliances complements the open layout.

Home in Moultonborough

5 out of 5 average rating, 5 reviews

New Lakes Region NH Getaway!

The exterior of the spacious home presents a blend of stone and siding, surrounded by lush greenery. A paved driveway leads to the entrance, while the colorful sunset casts a warm glow across the landscape.

Home in Freedom

4.9 out of 5 average rating, 98 reviews

Our Mountain Retreat – Lake Ossipee Access

The exterior of a newly built house is depicted, featuring a striking blue vinyl siding and a covered front porch. A wooden step leads to a double door entrance, framed by a landscaped yard and trees, creating a peaceful setting.

5 out of 5 average rating, 28 reviews

Newly Built House Near the Kanc!

Private house rentals

A scenic view of the river framed by lush greenery, with trees lining the banks. A vibrant rainbow arches across the sky, adding color to the serene landscape. Water flows gently, reflecting the natural setting.

4.91 out of 5 average rating, 33 reviews

Rivers View

Top guest favorite

A cozy living area features light-colored sofas accented with black and white throw pillows. Black ottomans provide additional seating or a place to rest items. The open layout connects the living space to a well-equipped kitchen in the background, with wooden cabinets and a visible dining area.

Home in Freedom

5 out of 5 average rating, 22 reviews

Cozy 3-bdrm - Ossipee Lake access, Ski, Shop, Hike

A spacious kitchen features green cabinetry and warm wood floors, complemented by an inviting dining area. An outdoor hot tub is nestled under a covered patio surrounded by trees, while a cozy fire pit is arranged nearby. The master bedroom includes a plush king bed and neutral decor.

Home in Tamworth

4.83 out of 5 average rating, 30 reviews

Hot Tub|Fireplace|King Bed| Dog Friendly

The A-frame chalet is set against a snowy landscape, featuring an inviting hot tub with vibrant blue water. Expansive glass windows reflect the soft light of sunset, while the stylish exterior combines wood and modern lines, creating a harmonious blend with nature.

Home in Bartlett

4.92 out of 5 average rating, 13 reviews

Razor Brook Chalet | Luxury A-Frame with Hot Tub

Top guest favorite

The spacious living area features a comfortable sofa adorned with accent pillows. Natural light filters through the skylight, illuminating the open layout that connects to the dining area. A wooden coffee table sits atop a woven rug, with a large game table in the background.

Home in Moultonborough

5 out of 5 average rating, 84 reviews

Hale Pau Hana

A fire pit with a stone surround is situated in a grassy area, surrounded by four metal chairs. Trees frame the background, offering a view of the water beyond, indicating a peaceful outdoor space for relaxation.

Home in Tuftonboro

4.82 out of 5 average rating, 44 reviews

Spacious Lakefront Home with Private Beach!

Top guest favorite

The enclosed front porch features wooden walls and flooring, allowing natural light through multiple windows. A black sofa and a small table with a plant provide comfortable seating. A rectangular table is positioned nearby, enhancing the space for gatherings.

Home in Tamworth

4.98 out of 5 average rating, 51 reviews

White Lake Den

A cozy sitting area is presented with two comfortable chairs and a small side table. A collection of framed artwork and photographs adorns the wall, featuring nature-inspired landscapes. A wood stove adds warmth to the space, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 20 reviews

Hilltop Chalet | Barrel Sauna & Pond Access

Quick stats about house rentals in Ossipee

Total rentals
70 properties
Nightly prices starting at
G$12,563 GYD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore