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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, 134 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.

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

4.99 out of 5 average rating, 148 reviews

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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, 320 reviews

White Mt Retreat: New Kitchen, W/D

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

Two cozy bohemian swings are suspended from a green ceiling, positioned against a backdrop of a black-and-white lattice wall adorned with hanging greenery. A welcoming doormat is placed in front of a door, enhancing the inviting entryway.

4.97 out of 5 average rating, 239 reviews

The ZEN welcomes you, your home away from home.

The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

The cabin is set amidst tall trees, showcasing a modern exterior with dark wood tones. A wraparound deck is visible, accompanied by an entryway with steps leading to the front door. An American flag is affixed to the exterior, enhancing the tranquil woodland setting.

Home in Tamworth

4.92 out of 5 average rating, 159 reviews

Pet-friendly cabin with hot tub and beach access!

Feel right at home in our open-concept year-round vacation gem within the Chocorua Ski and Beach community half a mile from the Moore’s pond. The cabin is nestled in the woods providing privacy. It boosts a double-sided fire-place and hot tub perfect for the cooler nights, a wraparound deck, as well as an enclosed porch. On the basement level, there is a pull-out couch, bedroom, TV, and full bathroom allowing for extra hang out and sleeping space. Follow us on insta: #sandypinestamworthnh

Top guest favorite

A two-story home is set against a backdrop of lush greenery. The structure features a covered porch with large windows, and a well-maintained lawn leads up to the entrance. A driveway is visible, along with a garage at the base of the house.

Home in Glendale

4.93 out of 5 average rating, 122 reviews

5-Stars!! Cozy Home near the lake

Please answer our questions when requesting to book. If they are not answers, your request will be declined. Cozy home near the lake is a peaceful place to relax or adventure in the lakes region.The house is located right next to the Glendale Yacht Club and 0.3 miles or a 6 min walk (based on Google) to the Breeze Restaurant and water access at the Glendale Public Docks (no swim area). The house comes with a fully stocked kitchen, a grill, relatively fast internet and a 55" TV (no cable)

Top guest favorite

The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.

Home in Lebanon

4.96 out of 5 average rating, 275 reviews

Tranquility, Relaxation, Family, Romance

Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Top guest favorite

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, 473 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!

The exterior of the custom-built home is surrounded by tall trees, showcasing a wooden structure with a sloped roof and large windows. A deck features a built-in railing and a shaded pergola, while a set of stairs leads down from the entrance.

Home in Wakefield

4.93 out of 5 average rating, 119 reviews

Spacious Belleau Lake House Amongst the Trees

You and your family & friends will feel right at home in this spacious custom built home in the tall trees across the street from beautiful Belleau Lake. There are three levels of living space, making it a great destination for small or mid sized groups or families looking to share a vacation without compromising privacy. It is also perfectly cozy for a couple. Enjoy the peacefulness of being high amongst the trees with the glow of the lake and shared sandy beach just steps away.

A vibrant sunset unfolds across the horizon, showcasing a gradient of orange, pink, and purple hues against a backdrop of silhouette trees and distant hills. Snow covers much of the ground, reflecting the colors of the sky.

Home in Wakefield

4.96 out of 5 average rating, 104 reviews

Cozy Retreat-NEW Coffee Bar

Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

Top guest favorite

Home in Wakefield

4.98 out of 5 average rating, 178 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!

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, 104 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Ossipee house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features a sectional sofa in a calming blue hue and a wooden dining table. A ceiling fan and modern light fixture hang overhead, while a decorative fireplace and visible staircase provide an inviting focal point.

Home in Lincoln

4.87 out of 5 average rating, 101 reviews

Cozy & updated Loon MTN condo

An outdoor recreational area features a large swimming pool surrounded by lounge chairs and umbrellas. A multi-level deck provides additional seating and a shaded gazebo for relaxation. Lush greenery creates a natural backdrop, enhancing the inviting atmosphere of this community space.

Home in Campton

4.94 out of 5 average rating, 100 reviews

Cozy Hideaway at Waterville Estates!

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

4.86 out of 5 average rating, 112 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, 412 reviews

White Mountains Ski and Golf Resort Home

A rustic wooden cabin features a natural wooden exterior, complemented by large windows allowing light to filter through. The structure is framed by a tree-lined background, with a gentle walkway leading to the entrance and well-maintained greenery surrounding the property.

Home in Campton

4.93 out of 5 average rating, 336 reviews

Spectacular log home with private pool and hot tub

Home in Bartlett

4.89 out of 5 average rating, 211 reviews

Fireplaced Mountain King Suite w/Hot Tubs & Pools

A single-story home features a welcoming entrance with a green door, flanked by symmetrical windows and dark shutters. Paved walkways lead to landscaped areas with small shrubs. The surrounding forest showcases tall trees, providing a sense of seclusion.

Home in Bartlett

4.87 out of 5 average rating, 115 reviews

Bear Brook House

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, 127 reviews

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

Weekly house rentals

A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.

Home in Wakefield

4.82 out of 5 average rating, 93 reviews

Pine River Pond

A spacious living area features a large sectional sofa adorned with light-colored cushions. A round coffee table sits at the center, accompanied by a soft area rug. Natural light filters through the two windows with light green curtains, enhancing the inviting atmosphere.

Home in Suissevale

4.93 out of 5 average rating, 89 reviews

Winnipesaukee Beach Access Home w/ hot tub & sauna

A spacious bedroom features a large bed dressed in white linens, surrounded by wood-paneled walls. A wooden desk and chair are positioned near a window, allowing natural light to fill the room. Light curtains frame the window, adding to the bright ambiance.

Home in Parsonsfield

4.92 out of 5 average rating, 78 reviews

River home between NH mountains & Portland ME

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, 26 reviews

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

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, 21 reviews

Dog Friendly! The Cowbell Cottage

A spacious home is shown framed by trees, showcasing a large deck and a screened-in porch. In the foreground, several light blue chairs are arranged around a fire pit, surrounded by a grassy area and enhancing the outdoor gathering space.

Home in Ossipee

4.89 out of 5 average rating, 61 reviews

Spacious, renovated 2-bedroom home on golf course!

Top guest favorite

A spacious kitchen features dark wood cabinetry and a large island with seating for four. Stainless steel appliances complement the granite countertops. The open concept living area is visible, showcasing a cozy seating arrangement by large windows with views of the lake.

5 out of 5 average rating, 17 reviews

The Lake House in Acton

A cozy living area is highlighted by a comfortable leather sofa and a wooden coffee table. A ceiling fan and natural light enhance the space. A dining table with white chairs is visible, along with the kitchen area featuring modern appliances and warm wood accents.

Home in Ossipee

4.94 out of 5 average rating, 70 reviews

Quaint Ossipee Home

Private house rentals

Top guest favorite

The modern cottage is framed by tall trees and greenery, with a gravel pathway leading to the entrance. A vehicle is parked in front, and a flag drapes from a post, enhancing the inviting outdoor scenery.

Home in Meredith

5 out of 5 average rating, 22 reviews

The Quaint Escape - Built in 2024 - Lake Access

Top guest favorite

A spacious living area features a comfortable brown sofa adorned with a patterned throw. A wooden coffee table and rustic dining space are visible, with a well-equipped kitchen area in the background. Natural light filters through the windows, highlighting the wooden ceiling.

Home in Tamworth

5 out of 5 average rating, 22 reviews

King Bed| Ensuite Bathroom|Playground|Game Area

Home in Newfield

4.91 out of 5 average rating, 47 reviews

Lakefront Retreat with Dock and Fenced in Yard

A cozy reading nook is highlighted by a comfortable leather chair and a soft, textured throw blanket. A warm beverage rests on a wooden coaster next to a plate of fresh strawberries and a muffin. Shelves with books and greenery are visible through a large window showcasing a snowy exterior.

Home in Tamworth

5 out of 5 average rating, 30 reviews

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

A lakeside seating area features five Adirondack chairs arranged in a semicircle around a firepit. The calm surface of Province Lake reflects the morning sky, with mist rising over the distant hills. Pine needles cover the ground, creating a natural setting.

Home in Effingham

4.85 out of 5 average rating, 47 reviews

Direct Lakefront. Swim/Fish/Kayak White Mountains

A scenic view of Lake Wentworth can be seen at sunset, with vibrant hues of pink and purple filling the sky. The lake stretches out below, framed by rolling hills in the distance, offering a serene landscape as daylight fades.

Home in Wolfeboro

4.86 out of 5 average rating, 56 reviews

Cheerful 2 bedroom hilltop guest cottage with view

Top guest favorite

The living room showcases a spacious layout with a warm-toned leather sofa and a circular coffee table. A stone fireplace serves as a focal point, complemented by plants and cozy seating arrangements. Natural light filters through windows, enhancing the inviting ambiance.

Home in Wolfeboro

4.98 out of 5 average rating, 64 reviews

Relaxing hidden gem in Wolfeboro

Top guest favorite

A bubbling hot tub is positioned outdoors amidst a lush green landscape. In the background, a cozy seating area with a woman enjoying a drink can be seen, framed by trees providing a serene and private atmosphere.

5 out of 5 average rating, 47 reviews

Sauna|Htub|Fire pit|Fireplace|PVT Owners Quarters

Quick stats about house rentals in Ossipee

Total rentals
70 properties
Nightly prices starting at
$60 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