House holiday rentals in Washington

4.92 out of 5 average rating, 208 reviews

A dining area is shown with a round wooden table at the center, adorned with a vase of flowers. Large glass windows frame a serene lakeside view, with blooming flowers in the foreground and lush greenery. Soft sunlight reflects off the water, creating a tranquil atmosphere.

Home in Carmel Hamlet

Lux Bungalow on the Lake

Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

4.99 out of 5 average rating, 112 reviews

A cozy living area features a light-colored sofa adorned with red accent pillows. A wooden coffee table sits in the center, accompanied by a vintage armchair and a small desk. Warm lighting is provided by a floor lamp, with simple wall art enhancing the inviting space.

Home in Torrington

Country living at it's finest

Cozy country home. Quiet and serene; a great place for a get away in Litchfield County Connecticut. An ideal location ,Torrington is about 2 1/2 hours from Boston and NYC and convenient to the Berkshires. Within driving distance to various outdoor activities and attractions including hiking trails, breweries, distillery, wineries, skiing, golf antique shopping, restaurants and variety of entertainment . The hosts are accessible for directions, assistance, or a fun history lesson of the area.

4.86 out of 5 average rating, 155 reviews

A waterfront home with a unique tower design is reflected in the calm waters of Bantam Lake. The house features multiple outdoor decks, large windows, and is surrounded by trees, providing a serene setting. A private dock extends into the lake, inviting exploration.

Home in Morris

Bantam Lake Waterfront Retreat with Private Beach

Waterfront home on Bantam Lake, 3BR/2BA. Relax on the deck, enjoy the sunrise, swim at your private beach. Kayaks available for use (4); bring your boat or jet ski. Minutes away from hiking, snow skiing, vineyards, biking, and so much more. The area offers great restaurants and family friendly activities that are minutes away. BBQ on the gas grill, enjoy the fire pit on the beach. House is great for couples, individuals & families. Please check first if you plan to bring a boat. 7 maximum.

4.83 out of 5 average rating, 418 reviews

A charming blue house is surrounded by a snowy landscape, with trees in the background and a pop of color from the red front door. The roof is dusted with snow, and the front yard features a modest arrangement of greenery, suggesting a welcoming entryway.

Home in Litchfield

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ

Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

4.94 out of 5 average rating, 124 reviews

A tranquil outdoor scene features a lush green lawn surrounding a calm pond. The reflection of trees and the nearby home can be seen in the water. A picnic table sits on the grass, inviting relaxation amidst the natural surroundings.

Home in Southington

Connecticut Chalet: Experience Fall in New England

Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

4.89 out of 5 average rating, 198 reviews

A functional kitchen is equipped with stainless steel appliances, including an oven and microwave. White cabinets provide ample storage, while a granite island offers seating with four high-backed chairs. The open layout connects to a dining area, creating a seamless flow throughout the space.

Home in New Milford

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

4.99 out of 5 average rating, 143 reviews

The farmhouse exterior displays a yellow façade with white trim and bright blue front door. Multiple large windows allow natural light to fill the home. A small seating area with two chairs and surrounding greenery adds to the inviting appearance of the property.

Home in Cornwall

The Farmhouse

Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

4.99 out of 5 average rating, 115 reviews

A cottage nestled in a lush green setting is highlighted, surrounded by trees. The lawn is spacious and well-maintained, featuring a hammock between two trees. The structure showcases a simple facade with light blue siding, white window frames, and a chimney.

Home in Newtown

Comfortable home away from home- near everything

Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

4.93 out of 5 average rating, 121 reviews

A serene view of Squantz Pond is framed by lush greenery, with vibrant trees and neatly trimmed grass in the foreground. The tranquil water reflects the sky, creating a peaceful atmosphere, while a private dock is visible along the water's edge.

Home in New Fairfield

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

4.98 out of 5 average rating, 247 reviews

The living area features a light-colored sofa arranged with throw pillows, accompanied by a cozy armchair and a coffee table. Natural light floods through multiple windows, and a round mirror adds depth to the space. A door leads to the outdoor area, enhancing the room's connection to nature.

Home in Litchfield

Storybook Cape...HOST & Co.

Step back in time in this classic 1930s Cape Cod home, nestled in the serene beauty of the Litchfield Hills. Just a five-minute drive from the charming Litchfield Green, you’ll find antique shops, cozy cafés, unique boutiques, and a picturesque town center perfect for unwinding. Outdoor lovers will appreciate the proximity to the trails and wildlife of White Memorial Foundation, the peaceful beauty of Topsmead State Forest, and winter adventures at Mohawk Mt. Ski Area.

4.99 out of 5 average rating, 141 reviews

A timber-style cottage is surrounded by landscaping featuring stones and low shrubs. A spacious deck with white railings leads to a welcoming entrance. Light-colored siding and multiple windows enhance the two-story structure, set against a backdrop of trees and open land.

Home in Southbury

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

4.97 out of 5 average rating, 314 reviews

A view of a classic farmhouse, surrounded by green grass and trees. Hay is scattered across the foreground, and the house features a porch with visible outdoor seating. A quiet road is seen in the distance, offering a glimpse of the serene rural setting.

Home in Bethlehem

Litchfield County Farmhouse with a Modern Twist

Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Popular amenities for Washington house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 38 reviews

A bright bedroom features two spacious beds set against a white wall. Each bed is dressed in crisp white linens with navy blue accents. Natural light filters through the windows, which are framed with matching curtains. A small nightstand holds a bedside lamp.

Home in Bethlehem

Long Meadow Manor- Heated Pool, near Apple Picking

4.94 out of 5 average rating, 198 reviews

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

Private Hudson Valley Country Retreat

4.83 out of 5 average rating, 109 reviews

A serene view of the Long Island Sound is captured at sunset, featuring soft pastel hues in the sky. A few clouds are present, and the gentle water surface reflects the vibrant colors. A flagpole with an American flag stands prominently in the foreground.

Home in Milford

Spacious 4 bedroom, oasis with ocean views galore

5 out of 5 average rating, 174 reviews

The exterior of a charming guesthouse is illuminated during twilight, with warm string lights hanging above a patio area. Large windows reveal the inviting interior, while tall trees frame the scene, creating a serene atmosphere in the evening.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse 1 Hour From NYC

5 out of 5 average rating, 59 reviews

The image captures a spacious estate surrounded by lush green fields, featuring a heated saltwater pool enclosed by a wooden fence. The house, with multiple levels, displays a mix of gray siding and large decks, enhancing its outdoor appeal.

Home in Bethlehem

Serene Lakeview

4.78 out of 5 average rating, 9 reviews

The exterior of the house features a spacious wooden deck surrounded by greenery. Multiple glass doors provide access to the interior, where natural light is maximized. An umbrella stands near the seating area, offering shaded comfort while enjoying the peaceful surroundings.

Home in Warren

Enjoy spectacular fall in Litchfield Hills!

4.9 out of 5 average rating, 119 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

5 out of 5 average rating, 10 reviews

A comfortable living area features a striped sofa adorned with patterned cushions, positioned beside a wooden coffee table. A vase of fresh flowers sits atop the table. Light filters through a large window with divided panes, illuminating the space and connecting to the kitchen area visible in the background.

Home in Sherman

Designers Historic Connecticut Home

Weekly house rentals

4.98 out of 5 average rating, 43 reviews

An outdoor terrace features a round table with metal chairs, situated on a natural stone ledge. A patio umbrella provides shade, while the cottage's charming wooden exterior is framed by lush greenery, enhancing the sense of seclusion and tranquility.

Home in New Milford

OWL's PERCH Candlewood Lakefront Rustic Cottage!

4.96 out of 5 average rating, 57 reviews

A spacious great room features high ceilings and large windows allowing natural light to illuminate the area. Comfortable seating is arranged around a coffee table, with a fireplace and shelving visible in the background. A dining area is seen to the right, surrounded by additional windows.

Home in New Preston

Modern Barn, Luxurious Home near Lake Waramug

4.74 out of 5 average rating, 245 reviews

A historic farmhouse, characterized by its gray siding and white trim, features a symmetrical facade with large windows. Greenery surrounds the entrance, highlighting a red door and flower boxes under the windows. The building is topped with a gabled roof and flanked by tall trees.

Home in Warren

Rustic Farmhouse; Cozy Apartment; Litchfield Cnty

4.97 out of 5 average rating, 86 reviews

An outdoor seating area is featured with two ornate egg chairs and a spacious sofa. The furniture is complemented by colorful cushions, and a geometric patterned rug is placed underneath. A stone fireplace is visible in the background, surrounded by trees.

Home in New Fairfield

Hilltop Retreat- Lakefront with Dock

5 out of 5 average rating, 22 reviews

A cozy living room features large windows, allowing natural light to illuminate the space. A yellow sofa, adorned with pillows, faces towards a wooden coffee table. A glass table and a woven chair add texture, while artwork hangs on the wall, complementing the warm decor.

Home in Bridgewater

Mid-Mod 2BR Cottage in CT Woods

5 out of 5 average rating, 47 reviews

A welcoming living area is highlighted by a large flat-screen television, a dark wooden coffee table, and a comfortable leather sofa. Natural light filters through a window, illuminating a decorative cabinet and various indoor plants, while a chandelier hangs from the ceiling, adding an elegant touch.

Home in Litchfield

Spacious Country Comfort

4.92 out of 5 average rating, 25 reviews

The home's exterior combines dark siding with large windows, allowing sunlight to enter. A spacious deck extends from the rear, surrounded by autumn foliage. Red and orange leaves blanket the ground, complementing the natural setting among trees.

Home in Roxbury

Serenity in the Roxbury Woods!

4.84 out of 5 average rating, 64 reviews

The exterior of a white clapboard colonial house is visible, set against a green lawn. Large windows and a deck area can be seen, surrounded by trees and foliage. The structure features a two-story design, with a combination of classic and modern architectural elements.

Home in Washington

Sunny Colonial in Washington Green (Mayflower Inn)

Private house rentals

5 out of 5 average rating, 3 reviews

Home in Red Hook

Cottage on 120 Acres w/ river access

4.93 out of 5 average rating, 44 reviews

A light and airy living room features a large sectional sofa and a patterned rug underfoot. A stone fireplace is situated next to a stylish armchair, while artistic wall decor adds character. Large windows provide natural light and views of the surrounding landscape.

Home in Goshen

Halo Hollow Haus - Litchfield Lake & Ski Haven

4.89 out of 5 average rating, 44 reviews

The house features a dark wooden exterior and large windows that invite natural light. Surrounding greenery adds to the serene atmosphere, while a manicured lawn provides space for outdoor activities. A stone path leads to a welcoming entryway, emphasizing the connection to nature.

Home in Sharon

Sun filled cottage in the woods

4.91 out of 5 average rating, 35 reviews

An open-concept living area features a modern teal sofa and a light gray lounge chair, both positioned on a textured area rug. Sunlight pours in through large windows, illuminating natural wood flooring and creating a bright and inviting space. A cozy wood stove is visible in the corner.

Home in Cornwall

Gunn Brook Mountain House

4.9 out of 5 average rating, 20 reviews

A well-maintained farmhouse is featured, surrounded by lush greenery and tall trees. The property includes a welcoming gravel driveway leading to the entrance. The manicured lawn is complemented by neatly trimmed hedges, with a flag displayed on the front of the house.

Home in New Milford

Long Mountain Farmhouse

4.94 out of 5 average rating, 53 reviews

A two-story yellow house features a classic entrance with a covered porch. Flanking the doorway are two large windows on each side, allowing for ample natural light. A pair of white adirondack chairs sits in front, and pumpkins adorn the steps, enhancing the welcoming feel.

Home in Kent

Charming Home in Kent

5 out of 5 average rating, 4 reviews

A wooden bench is positioned on sandy ground near the water's edge, offering a view of a calm lake surrounded by trees. The clear blue sky reflects in the water, and small boats can be seen at a distance, creating a serene outdoor setting.

Home in North Salem

Pet Frndly Lake House w/Fireplace & Fire Pit W/D