
House vacation rentals in Simsbury
Find and book unique houses on Airbnb
Quick stats about house rentals in Simsbury

Total vacation rentals
Explore 10 vacation rentals in Simsbury

Nightly prices starting at
Simsbury vacation rentals start at G$14,633 GYD per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Simsbury vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Simsbury rentals

4.7 Average rating
Simsbury stays receive an average rating of 4.7 out of 5 from guests
Top-rated house rentals in Simsbury
Guests agree: these houses are highly rated for location, cleanliness, and more.

Nature Lovers Retreat-Wine Vineyards 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
FamilyLocationBiking

Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Rustic getaway in the beautiful Litchfield Hills of Northwestern Connecticut featuring a 2-acre pond and access to 9 miles of unique hiking trails on 450+ wooded acres. Cozy 1700's farmhouse comfortably sleeps 4 adults in 2 bedrooms, with an additional kids room that has a fold-out double futon and loft with one double air-mattress, perfect for children's sleeping bags. There is a pull out sofa in the living room. Dogs welcome! The house is next to Norbrook Farm Brewery, which you can walk to.
ValueFamilyTV

Luxe Bolton Lake
Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!
ValueLocationOutdoor spaces

Prime West Hartford Center Location: Historic Gem
With over 500 five star guest reviews, Mark Chu Rentals is known for exceptional hospitality, thoughtful details, and memorable stays. Enjoy the perfect blend of historic charm and modern comfort in the heart of West Hartford Center. Relax on the spacious private deck with a gas fire pit and grill, or take a short walk to Blue Back Square for boutique shopping, restaurants, cafés, and entertainment. The nearby Delamar Hotel makes this an ideal location for business and leisure travelers alike.
ValueFamilyGrill

Spacious 3 Bedroom Ranch With Office
Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. 2 full bathrooms are yours to relax and enjoy. There’s a freshly remodeled bathroom in the master bedroom with walk in shower and a bathtub in the 2nd bathroom. Fully stocked kitchen awaits your inspiration. Much shopping awaits you and all the store are within 10 minutes away from you. BDL is 20 minutes away,
ValueFamilyPets

Bright & Private WHOLE HOUSE 4 YOU Near Everything
Welcome to our clean, bright, and private home, just a 15-minute drive from the heart of Hartford! Designed with your comfort and convenience in mind, this cozy retreat is perfect for families, couples, and professionals looking for a peaceful yet central stay! Prime Location, WHOLE HOUSE – Explore New Britain & Beyond! Guest Access: ✔ Private driveway for easy parking ✔ Enclosed garage with keyless entry for secure parking ✔ Keyless pad entry at the front door (host will provide the code)
LocationFamilyCheckout

Best River View, on Rail Trail in Collinsville!
Enjoy the best view in Collinsville from this quaint and spotless home perched on a knoll across the road from the Farmington River & Rails to Trails. 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 kick back & enjoy the view! Experience quintessential New England in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine.
FamilyValueQuiet

Island Vibes
Come and enjoy a tranquil stay with an island vibe. This 3 bedroom, 2 bath home will comfortably accommodate up to 8 persons. Large kitchen and living space for everyone. Situated in a quiet suburb on the outskirts of downtown Hartford, it is 12 minutes from Bradley International Airport, 20 minutes from the Basketball Hall of Fame and Springfield Museums Quadrangle. In the region is the Connecticut Science Museum, The Mark Twain House, Wadsworth Atheneum Museum of Art, and much more.
ValueFamilySleep quality

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!
FamilyValueDecor

Charming Cape Home, Close to All
Charming Cape Home in the Heart of Connecticut Enjoy comfort and convenience just 20 mins from Bradley Airport, 10 mins from Hartford, 25 mins from UConn, and 40 mins from New Haven. Nestled on a quiet residential street, our cozy home features multiple beds, fast Wi-Fi, Smart TVs, central air, and a fenced backyard with patio and fire pit. Grocery stores, restaurants, and coffee shops are just 5 minutes away. A perfect retreat for families, professionals, or campus visits!
ValueLocationAir conditioning

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.
LocationValueOutdoor spaces

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.
LocationValueHiking
Popular amenities for Simsbury house rentals
House rentals with a pool

Stunning Views, Bucolic Bliss in 1790s Farmhouse
ValueFamilyOutdoor spaces

Hilltop House - HOST & Co.
FamilyLocationCleanliness

Mountaintop Nirvana: Lake, Hot Tub, Pool Table
FamilyLocationGetting around

Family Retreat Near Hartford – Year-Round Getaway
FamilyLocationCondition

Litchfield Luxury Home w/Heated Pool
FamilyValueLayout

Northwest Connecticut Vacation House in Goshen
LocationFamilyHospitality

Litchfield Hills Lakefront Getaway!
FamilyValueCheck-in

Amazing Paradise, Seasonal Pool, BBQ, Pool Table.
ValueFamilyOutdoor spaces
Weekly house rentals

Waterfront 10 min to Uconn - fire pit outdoor tv
ValueFamilyKitchen

Charming Home in Litchfield County on a MAIN ROAD!
LocationFamilyBackyard

Sunrise on the Water's Edge - Riverside Bungalow
ValueLocationGetting around

Farm Fresh Feeding Hills
FamilyLocationSleep quality

Litchfield County Farmhouse with a Modern Twist
FamilyValueHospitality

Charming Cottage next to Flamig Farm
FamilyValueBiking

Easy Living Modern Ranch-Garage & Central Air
LocationFamilyNearby

The Majestic View | Luxury Stay Golf Views
LocationValueSleep quality
Private house rentals

Highland Lakefront Retreat
LocationFamilyGrill

Cozy Waterfall House
LocationFamilyAmenities

The Hangar
LocationFamilyKitchen

By The River
FamilyLocationSleep quality

Lake Escape: Lake Cottage Charm, Lake Front, AC
LocationFamilyView

Walkable Glastonbury near Riverfront Park
ValueFamilyAmenities

Luxury 3BR home in prime location in West Hartford
LocationFamilyAmenities

1800’s Farmhouse in the hills of Litchfield County
LocationFamilyBackyard
When is the best time to visit Simsbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,813 GYD | G$35,954 GYD | G$25,084 GYD | G$38,672 GYD | G$38,672 GYD | G$38,672 GYD | G$25,084 GYD | G$25,084 GYD | G$22,367 GYD | G$25,084 GYD | G$25,084 GYD | G$18,813 GYD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
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- Yale University
- Mohegan Sun
- Six Flags New England
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- University of Connecticut
- Kent Falls State Park
- Bash Bish Falls State Park
- Soundview Beach
- Hammonasset Beach State Park
- Bousquet Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Ski Sundown
- Wesleyan University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Mount Southington Ski Area
- Devil's Hopyard State Park





