Simsbury Holiday Rentals
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5 mi
45 rentals in Simsbury.
Taste of New England; The perfect getaway
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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The following properties within 20 miles of Simsbury match all your filters:
Trout Brook Trail · West Hartford Center Single Family
Holiday Rental House
11 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private, spacious Guest Suite (BR, LR, Bath, Kitchenette)
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy house with waterfall view!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Linny’s Congamond Lake House
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Ranch Home, Backyard Sanctuary, GameRoom, Convenient to Town Center
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Loft * Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Luxurious rural get away
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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WEHA WiFi, pvt bth rm., queen bed nr all hospitals large 3,000 sq ft home
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Guest Suite with Scenic View & Private Patio in Central Location
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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A cozy little place with 2 bedrooms all to yourself
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Minimalist Downtown Homestay
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Come and relax
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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West Hartford Center Apartment
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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River Overlook!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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2 bedroom apartment in a convenient location
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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West Hartford Center 1st floor
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cheerful, Spacious Bedroom Suite w/private bath
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Apartment in Private, Wooded Hillside Home • Enjoy Biking, Hiking, Kayaking
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint and Quiet 2 Bed / 1 Bath
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Lakefront Granby Escape w/ Private Dock & Kayaks!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Come sleep above the horses at Bloombury Hill Farm
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Home away from Home! Private with gorgeous lush views and room to spread out!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, comfortable home with everything you would expect and more.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gathering space in the Heart of West Hartford
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy Ranch - Conveniently Located b/w Simsbury & Granby. 10min from BDL Airport
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Bungalow House - Free Parking - 10 mins to Hartford & Airport
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Panoramic water views. Floor to ceiling glass .Live amongst nature
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Spacious and Inviting Urban Apartment in Area to be Regentrified
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful 3 bedroom home centrally located in picturesque CT.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Entire Home-One Level Recently Updated- Peaceful, Zen-Minimalist Space.
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming 3 Bedroom Colonial In Avon, CT
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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The River House - Collinsville
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stylish & Cozy Fully Equipped Home
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cherrybrook Hideaway - 12 mins to Ski Sundown!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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River tubes, electric bikes, kayaks, skiing, more 4 minutes to the river
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Picture Perfect 3 bedroom Ranch with Two-Car Garage
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Urban Diamond in the Rough. Two Level Remodeled Townhome in Hartford.
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Romantic Single Family Home - 5 mins from a State Park
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Majestic Avon Estate
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Downtown West Hartford Center
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Showing results 1-45 of 45
Frequently Asked Questions about Simsbury
- Yes, here are some popular holiday rentals in Simsbury that have a pool:
- Taste of New England; The perfect getaway
- Mansion & Private 3.5 Acre Estate
- Trout Brook Trail · West Hartford Center Single Family
- Yes, here are some popular holiday rentals in Simsbury that have internet access:
- Taste of New England; The perfect getaway
- Trout Brook Trail · West Hartford Center Single Family
- Private, spacious Guest Suite (BR, LR, Bath, Kitchenette)
- Some of the most popular kid friendly rentals in Simsbury are:
- Taste of New England; The perfect getaway
- Trout Brook Trail · West Hartford Center Single Family
- Cozy house with waterfall view!
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