Cottage vacation rentals in Ossipee

4.94 out of 5 average rating, 139 reviews

A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.

Cottage in Northwood

Cottage on the lake! Includes kayaks & rowboat!

Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.

4.99 out of 5 average rating, 105 reviews

The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.

Cottage in Wakefield

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.

4.94 out of 5 average rating, 231 reviews

The exterior of the Carriage House is highlighted by rustic wooden siding and a welcoming entrance. A fire pit is surrounded by seating, creating a cozy outdoor gathering space. Lush greenery frames the area, contributing to a serene atmosphere.

Cottage in Tamworth

*5-Star CLEAN *Outdoor Shower *Private Yard *Grill

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 decor is travel-inspired and vibrant, creating a warm & fun atmosphere. You will love the two patios: one includes a grill and gazebo for outdoor dining, comfortably lit for evening use, while the other boasts a lovely porch and a fire pit area. The outdoor shower off the porch is truly amazing!

4.86 out of 5 average rating, 209 reviews

The custom log home is surrounded by lush greenery, showcasing a wrap-around deck with multiple seating areas. A hammock is positioned in the foreground, inviting relaxation. The sloped driveway leads to the entrance, enhancing the natural, tranquil setting.

Cottage in Meredith

Log Home Meredith NH Pet Friendly Custom Fire-Pit

Log home getaway in Meredith NH, near Lake Winnipesaukee! 4-night minimum in July & August 3-night minimum on holiday weekends 2-night minimum in the off-season Enjoy a peaceful stay in our cozy custom log home —just down the road from Lake Winnipesaukee! Our home offers a wraparound deck, outdoor fire pit, and is pet-friendly for up to two dogs. Only 3 miles to downtown Meredith, close to beaches, hiking, restaurants, spas, and breweries. Perfect for a relaxing escape with family and friends.

4.99 out of 5 average rating, 172 reviews

A newly constructed home is surrounded by lush trees, featuring a covered porch with outdoor seating. A gentle plume of smoke rises from a fire pit area, and stone steps lead up from the shoreline to the entrance. Natural pathways guide towards the house.

Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

4.96 out of 5 average rating, 131 reviews

The sandy beach area features several white adirondack chairs arranged for relaxation. Gentle waves lap at the shoreline, where boats are anchored in the distance. A staircase leads up from the beach to a grassy area, surrounded by trees, under a clear sky.

Cottage in Wolfeboro

Lake Winnie Cozy Cottage Getaway

Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

4.97 out of 5 average rating, 172 reviews

A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.

Cottage in Middleton

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.

4.86 out of 5 average rating, 183 reviews

A view from water level shows a bright blue kayak in the foreground, with a forest of tall green trees surrounding a cabin in the background. The cabin features multiple windows that reflect the natural light and scenery.

Cottage in Parsonsfield

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.

Cottage in Moultonborough

A well-maintained lawn leads to a serene lake view, with a flagpole displaying an American flag. A covered boat dock and several trees line the water's edge, while a pet can be seen on the grass, contributing to the tranquil atmosphere.

4.95 out of 5 average rating, 108 reviews

The Lake house

Enjoy the southern exposure, a sugar sand walkout beach, an L-shaped dock, and classic Lake Winnipesaukee construction. The open concept includes a full kitchen and a living room. The spacious bathroom also includes a washer and dryer. It has one private bedroom, and a ships ladder guides you to a loft containing additional sleeping space, with a catwalk to a private balcony overlooking the lake. This property has a detached bunkhouse with two full-sized beds and a ¾ bath.

4.96 out of 5 average rating, 178 reviews

Cottage in Oxford

Thompson Lake, No Cleaning Fee Pine Point Cottage,

A refurbish 1967 knotty pine."Cottage a short walk to lake and has lake rights. Located 400 feet from lake access." For swimming, FREE docking for your boat to fish, water ski or just cruise in Thompson lake. 14 miles one of Maines cleanest lakes. 6 Bicycles, 2- kayaks, 2-16 ft canoes, a 14 ft rowboat, and a paddle boat, fishing gear, firewood available for guest at no charge for fire pit. Propane and charcoal barbeques available at cottage. THERE IS NO WIFI.

4.99 out of 5 average rating, 290 reviews

A cozy cottage is framed by lush greenery and colorful landscaping, featuring a welcoming front porch and a sunroom with large windows. A picnic table is positioned nearby, inviting outdoor relaxation. The property is set against a backdrop of trees, contributing to a private and serene environment.

Cottage in Brownfield

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

4.83 out of 5 average rating, 198 reviews

Cottage in Conway

Lil house, big view! new sauna! beach on Saco!

Escape to the quiet side of North Conway at this charming, cozy cabin tucked along the edge of an open field with stunning mountain views. Sip your morning coffee on the deck while watching the sun rise over Cranmore Mountain, then spend your day skiing, hiking, shopping, or exploring everything the valley has to offer — all just minutes away. Perfect set up for small families, 2 adults 2 kids. Located in a private campground with dirt roads & 5mph speed limits.

Popular amenities for Ossipee cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A modern living area features a dark sofa adorned with blue and white checkered cushions. A white coffee table with a magazine sits at the center, and a vase decorates the table. Soft light is provided by a standing lamp, while a dining area is visible in the background.

5 out of 5 average rating, 3 reviews

Sea Crescent Cottage | Pool | Firepit | Near Beach

4.79 out of 5 average rating, 82 reviews

A well-lit bedroom featuring a wooden bed with soft bedding. A ceiling fan provides airflow, while natural light filters through a nearby window. A mirror and a decorative lamp complement the cozy atmosphere of the space.

Cottage in Gilmanton

Cozy Cottage on a Lake, near Gunstock Mountain

4.88 out of 5 average rating, 129 reviews

The exterior of the camp is surrounded by trees, featuring a screened-in porch and large windows. A flag is displayed on the front, and gravel paths lead to the entrance. The building is designed to blend with the natural landscape.

Cottage in Gilmanton

Cozy cottage near Gilford, lake access & hot tub!

4.88 out of 5 average rating, 41 reviews

A comfortable outdoor space is presented with a grassy area surrounded by trees. Blue chairs are arranged around a fire pit, and large windows of the two-story home reflect the natural light. A sense of privacy is offered by the surrounding foliage.

Cottage in Casco

Waterfront Getaway w/ Private Beach (HOT TUB)

A grassy area features seating made up of Adirondack chairs and a patio table set, facing a row of cottages with large windows. The clear sky above is dotted with clouds, complementing the peaceful surroundings.

4.93 out of 5 average rating, 211 reviews

Wells Maine Home with a View

4.97 out of 5 average rating, 117 reviews

A screened-in porch features a sectional sofa surrounding a glass-top table, providing a comfortable seating area. Large windows offer views of the surrounding trees, allowing natural light to fill the space. A fireplace adds a focal point, enhancing the cozy retreat atmosphere.

Cottage in Northwood

The Loon Nest, Waterfront Lake House, Wood Hot Tub

The exterior of the studio is shown, featuring a main entrance with large windows that provide natural light. A charcoal grill is positioned nearby, along with two blue adirondack chairs on a simple porch. The area is surrounded by gravel and concrete, with green grass visible in the background.

4.93 out of 5 average rating, 71 reviews

Cottage in Wells Maine

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

4.95 out of 5 average rating, 167 reviews

Cozy Cottage with Ocean Views, Wells Maine

Pet-friendly cottage rentals

4.9 out of 5 average rating, 168 reviews

The exterior of the cottage features a shingled façade, an American flag displayed prominently. A window offers a glimpse of the interior, and a flower box filled with vibrant blooms enhances the welcoming entrance. The surrounding yard includes grassy areas and a stone pathway.

Cottage in Saco

Bright & Cozy Beachside Cottage in Camp Ellis

4.94 out of 5 average rating, 507 reviews

A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.

Cottage in Saco

Deja Blue Guesthouse

4.96 out of 5 average rating, 184 reviews

A warm living area presents wooden walls and high ceilings, with abundant natural light filtering through large windows. Seating options include a cozy couch and a rocking chair. A wood stove is positioned near a flat-screen TV, complemented by a bookshelf and dining area in the background.

Cottage in Thornton

Cottage w/ charm, mountain view & river HSI Wi-Fi

5 out of 5 average rating, 46 reviews

A serene lakefront scene captures a wooden dock extending into calm waters, reflecting vibrant orange and pink hues of a sunset. Silhouettes of trees and a distant hill frame the tranquil setting, creating a peaceful atmosphere for relaxation.

Cottage in Ossipee

Peaceful Ossipee Lake Cottage Private Beach/Dock

Cottage in Old Orchard Beach

A spacious living room features two comfortable sofas, a wooden coffee table, and an area rug. Natural light is allowed in through multiple windows, and a sliding barn door leads to the adjoining room with bunk beds. A decorative plant adds a touch of greenery.

4.85 out of 5 average rating, 150 reviews

The Summit Cottage

4.89 out of 5 average rating, 61 reviews

A welcoming living room features a spacious sofa adorned with decorative pillows. A coffee table sits at the center, surrounded by various seating options including a light-colored armchair and a staircase leading to an upper level. Natural light filters in through windows, accentuating the wood-paneled ceiling.

Cottage in Ossipee

5 Bedroom Cottage overlooking Ossipee Lake

4.82 out of 5 average rating, 111 reviews

Cottage in Lyman

Cozy Waterfront Cottage w/ Private Dock & Kayaks

4.9 out of 5 average rating, 207 reviews

The cottage features a charming exterior with a wrap-around porch, complemented by wooden siding and decorative string lights. Tall trees provide shade around the property, creating a sense of tranquility. The house showcases multiple windows, allowing for natural light to brighten the interior.

Cottage in Bridgton

True Maine Artist Cottage with Outdoor Shower

Private cottage rentals

4.92 out of 5 average rating, 64 reviews

A serene lake view is captured from the backyard, featuring a private dock extending into the calm water. Four black chairs surround a fire pit on a grassy area, with trees framing the scene. Soft reflections of the sky and surrounding nature are visible on the water's surface.

Cottage in Raymond

Relaxing New England Lakeside Getaway

5 out of 5 average rating, 85 reviews

A covered porch features two wicker chairs and a small table. The wood surface extends outward, leading to scenic views of distant mountains and open landscapes. Warm sunlight enhances the inviting atmosphere of this outdoor space.

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

4.9 out of 5 average rating, 58 reviews

A cottage is positioned among tall trees, with sunlight filtering through the branches. A stone path leads to the entrance, while a screened porch can be seen on one side. Adjacent, a small wooden structure is visible, along with outdoor seating.

Cottage in Bradford

Breezy Hill

5 out of 5 average rating, 35 reviews

A calm lake scene is captured, featuring gentle waves reflecting the sky. In the foreground, ornamental grasses frame the image. A sign reading 'LAKEHURST' is visible on a buoy in the water, while the distant hills create a serene backdrop.

Cottage in Alton

Lakehurst Lakefront Cottages #8

4.9 out of 5 average rating, 52 reviews

A charming cottage is nestled among trees, showcasing a rustic red exterior with white trimmings. Air conditioning units are positioned in the windows, and an American flag hangs by the entrance. A wooden ramp provides access to the porch, leading to a welcoming front entry.

Cottage in Conway

Pet Friendly North Conway Cottage

5 out of 5 average rating, 75 reviews

A charming cottage exterior is presented, featuring a white clapboard façade and a welcoming front door painted in soft pink. Two large windows are adorned with brown shutters, while flower boxes sit beneath each window, enhancing the serene appearance of the home.

Cottage in Kennebunk

*River Rose Cottage* River I Tub I Fireplace

4.93 out of 5 average rating, 97 reviews

Adirondack chairs are positioned on a sandy beach facing a calm lake, surrounded by lush greenery. A small side table sits between two chairs. The serene water reflects the blue sky and distant buildings, creating a restful setting for relaxation.

Cottage in Laconia

Sandy Beach on Lake Winnipesaukee | Little Bear