House vacation rentals in Simsbury

4.96 out of 5 average rating, 115 reviews

The exterior of a newly renovated schoolhouse is depicted, showcasing a welcoming entrance with a red door. Surrounding greenery includes well-maintained lawns and established trees. A carriage house is visible on the left, complementing the charming architecture of the main house.

Home in Collinsville

Nature Lovers Retreat-Wine Vineyards Skiing nearby

Sleeps 6! Newly renovated 1910 schoolhouse. You'll love 2-3 bdr, clean, bright well appointed home. Volume ceilings, and a well stocked kitchen for long stays. Walk to nearby historic downtown Collinsville, where you'll find antique stores, restaurants and beautiful New England scenery. The CT wine trail and Brignole Vinyards nearby, where you will find food trucks and live music. Walk or cycle the Farmington River Trail. You will also find hiking, fishing, skiing, SUP , canoeing kayak rentals

4.9 out of 5 average rating, 116 reviews

A spacious living area is presented, featuring a comfortable gray sectional sofa, a wooden coffee table, and a decorative rug. Two green bar stools are positioned at a small counter, and a ceiling fan is mounted above, enhancing the cozy atmosphere of the penthouse apartment.

Home in West Hartford

WeHa Penthouse w/ Private Deck

Welcome to our cozy penthouse-style apartment, where comfort meets tranquility. Enjoy a private deck with exceptional views of West Hartford. Treat yourself with our minibar and indulge without leaving your unit. Centrally located, our apartment provides easy access to the best of West Hartford. Explore Blue Back Square, a vibrant dining hub just 5 minutes away. For a leisurely experience, walk 2 minutes to Park Rd and discover culinary delights like Plan B, Americano Bar, and Zaytoon’s Bistro.

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.

4.93 out of 5 average rating, 266 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

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: Winter Nights by the Fire

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.

4.83 out of 5 average rating, 102 reviews

A bright living area features a teal sofa paired with a light gray armchair, accented by a round coffee table at the center. Natural light floods in through large windows, with soft curtains enhancing the serene atmosphere. Art pieces adorn the walls, complementing the hardwood floor.

Home in Bristol

Stylish & Luxurious 3 BDR home with Play Station

Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with a 2-car garage, ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

4.98 out of 5 average rating, 248 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.

4.93 out of 5 average rating, 211 reviews

The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.

Home in Bristol

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

4.89 out of 5 average rating, 1,015 reviews

A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.

Home in Feeding Hills

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

4.99 out of 5 average rating, 127 reviews

A charming house is visible along the riverbank, surrounded by lush greenery and blooming trees. The landscape features the calm waters of the river, reflecting the clear blue sky dotted with soft clouds, providing a scenic backdrop to the quaint property.

Home in Collinsville

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

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.

4.89 out of 5 average rating, 150 reviews

A bright living room features a cozy arrangement with a gray sofa and two wooden chairs. A simple coffee table displays decorative items and a potted plant. Natural light streams through two windows, adorned with bamboo shades, creating a warm and inviting space.

Home in New Hartford

Modern Farmhouse

This is a quaint, sun-filled farmhouse in the Farmington valley of Connecticut. Convenient to great antique shopping, Ski Sundown, farm stands, Farmington river inner-tubing and biking trails, kayak and canoe rentals, the sweet towns of Collinsville and New Hartford, and a 30 minute straight shot to Hartford itself. The house is also convenient to Torrington, Simsbury, Avon, Winsted, and a beautiful drive to Hartford-Bradley International Airport.

Popular amenities for Simsbury house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 40 reviews

Home in Bethlehem

Long Meadow Manor- Heated Pool, near Apple Picking

4.86 out of 5 average rating, 22 reviews

A spacious living area includes a large sectional sofa in a muted tone, accented with red cushions. A glass coffee table is positioned centrally, while a decorative fireplace adds warmth. Two red and black chairs are placed against the wall, enhancing the inviting design.

Home in Bay

Ezekiel's Palace 24th

4.56 out of 5 average rating, 32 reviews

A newly renovated kitchen features modern cabinetry complemented by a wood beam overhead. Checkerboard flooring adds visual interest, while stylish bar stools provide seating at the island. Ample counter space and sleek appliances create a functional cooking area with natural light filtering through the window.

Home in Litchfield

Litchfield Modern Farmhouse

4.71 out of 5 average rating, 14 reviews

A circular seating area features white swings surrounding a stone fire pit, which is set within a gravel base. Lush greenery and decorative plants provide a serene backdrop, while a tall fence offers privacy to the gathering space.

Home in Naugatuck

The Oasis in Naugatuck, CT

5 out of 5 average rating, 61 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

4.93 out of 5 average rating, 199 reviews

A cozy living room features exposed wooden beams and warm wood-paneled walls. A stone fireplace is centrally located, with a basket of wood beside it. A rug with rich colors lays under a wooden table, surrounded by comfortable seating, inviting a relaxed atmosphere.

Home in Litchfield

Stunning Views, Bucolic Bliss in 1790s Farmhouse

5 out of 5 average rating, 82 reviews

A spacious deck is set with comfortable seating arranged around a central fire pit, glowing softly as the sun sets. Trees frame the serene lake view in the background, enhancing the tranquil outdoor setting, complemented by softly lit lanterns.

Home in Goshen

Litchfield Hills Lakefront Getaway! Amazing Views

4.97 out of 5 average rating, 36 reviews

An aerial view captures a vast landscape of rolling hills and open fields, showcasing the beautiful fall foliage. The scenic countryside is dotted with farmhouses and patches of trees, creating a serene atmosphere in the rural setting.

Home in Warren

Farm Valley Cottage + 60 ft Pool

Weekly house rentals

4.88 out of 5 average rating, 8 reviews

Home in South Windsor

Pet Friendly Cozy Home for Work/Leisure

5 out of 5 average rating, 23 reviews

Home in Windsor Locks

The Hangar

4.93 out of 5 average rating, 90 reviews

A spacious living area features high ceilings with exposed beams and wooden flooring. Comfortable seating includes sofas and chairs arranged around a central coffee table. A large television is set against one wall, and plants add a touch of greenery to the room.

Home in Windsor

Island Vibes

5 out of 5 average rating, 15 reviews

A quaint two-story house is nestled among greenery, with soft morning fog creating a serene atmosphere. A rustic wooden fence outlines the property, and surrounding trees provide a natural backdrop. The structure features a symmetrical design, complemented by a gravel path leading towards the main entrance.

Home in Collinsville

Riverside Farm

4.96 out of 5 average rating, 96 reviews

A multi-story wooden house is set against a backdrop of lush green trees. Colorful flowering bushes, primarily in shades of pink, enhance the natural landscape, while a glass solarium extends from one side of the house, showcasing outdoor living space.

Home in New Hartford

Private Woodland Sanctuary—3 mins to a lake beach!

5 out of 5 average rating, 63 reviews

The kitchen features modern white cabinetry paired with dark countertops. Stainless steel appliances, including an oven and microwave, complement the space. Natural light floods in through the windows, illuminating the wood flooring and creating a warm ambiance.

Home in West Hartford

Prime West Hartford Center: Timeless Charm

5 out of 5 average rating, 7 reviews

Home in Granby

Lake House Retreat Granby CT

4.93 out of 5 average rating, 84 reviews

A spacious living area features a large sectional sofa adorned with decorative pillows, offering comfortable seating. Large windows allow natural light to fill the room, highlighting the wooden floor and a coffee table at the center. A warm ambiance is complemented by tasteful artwork on the walls.

Home in Windsor

Quiet Comfy Getaway 3 BDR home

Private house rentals

4.97 out of 5 average rating, 58 reviews

The exterior of a two-story waterfront home is shown, featuring a modern design with blue siding. A spacious deck is visible above a landscaped area with carefully arranged plants and gravel, while a driveway leads to the front of the house, surrounded by greenery.

Home in Rocky Hill

Cozy Waterfront Home w/ Hot Tub Connecticut River

4.77 out of 5 average rating, 81 reviews

A cozy living room features a brown sectional sofa with plush cushions and a decorative mirror on the wall. A console piano is positioned next to a large television on a wooden stand. Natural light enters from large windows adorned with sheer curtains, highlighting the warm wood flooring.

Home in Asylum Hill

The Silhouette in Hartford

4.99 out of 5 average rating, 75 reviews

A serene sunset over a private lake is captured, showcasing soft pink and orange hues reflected on the smooth water's surface. Silhouettes of trees line the shore, creating a tranquil backdrop to the beauty of the evening sky.

Home in Farmington

Lake Escape: Lake Cottage Charm, Lake Front, AC

5 out of 5 average rating, 10 reviews

A spacious living area features a large, L-shaped sectional sofa adorned with decorative pillows. A light-colored area rug complements the space, while natural light filters through the window. A dining area with wooden chairs is visible in the background, framed by an archway.

Home in East Hartford

Renovated Single Family Home

4.97 out of 5 average rating, 30 reviews

A cozy bedroom features a queen-size bed, dressed in soft white linens and a teal accent throw. A piece of wall art adds character above the bed. Natural light filters in through a window, complemented by light curtains. A wooden dresser provides storage space.

Home in Enfield

Nest&Rest Escape

5 out of 5 average rating, 14 reviews

An open living area is featured, showcasing comfortable seating arranged around a rustic coffee table. Natural light is provided by a skylight and windows. The kitchen, equipped with modern appliances, is visible in the background, complemented by a dining table positioned in the center.

Home in Tolland

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

4.76 out of 5 average rating, 55 reviews

A spacious living area features a comfortable gray sectional sofa alongside a medium wood coffee table. A patterned area rug lies beneath, and natural light enters through large windows. Two doors lead to other rooms, enhancing the apartment's layout.

Home in Southington

Large 2nd floor of duplex in town center