Simsbury Vacation Rentals

Name: PICON COZY
Price range: $176 total

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Vacation Rentals in Simsbury

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

New Britain CT

$218 nightly

$246 total

Dec 14 - Dec 15

Total with taxes and fees

Located in New Britain, this vacation home is within a 5-minute drive of Lincoln Technical Institute and New Britain Stadium.

Kitchen

Washer

Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

Springfield MA

Located in Springfield (South End), this vacation home is within a 15-minute walk of MGM Springfield and Naismith Memorial Basketball Hall of Fame.

Washer

Dryer

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Springfield MA

$267 nightly

$303 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in Springfield (Forest Park), you'll be within a 5-minute drive of MGM Springfield and MassMutual Center.

Kitchen

Washer

Private Apartment in Berlin

Berlin CT

$279 nightly

$316 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this vacation home in Berlin, you'll be within a 5-minute drive of Webster Square Shopping Center and New Britain Stadium.

Kitchen

Washer

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Bloomfield CT

$607 nightly

$688 total

Dec 11 - Dec 12

Total with taxes and fees

With a stay at this vacation home in Bloomfield, you'll be within a 5-minute drive of Bloomfield Crossing and Gillette Ridge Golf Course.

Kitchen

Washer

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth CT

Located in Plymouth, this vacation home is on the waterfront, within a 15-minute drive of Black Rock State Park and Rockwell Park.

Hot Tub

Kitchen

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Windsor CT

With a stay at this vacation home in Windsor, you'll be within a 5-minute drive of Keney Park and Loomis Chaffee School.

Kitchen

Air conditioning

Newly Renovated 4 Bedroom House

Enfield CT

$423 nightly

$445 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Located in Enfield, this vacation home is within a 15-minute drive of Six Flags New England and MGM Springfield.

Kitchen

Washer

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

Tolland MA

With a stay at this vacation home in Granville, you'll be 5.8 mi (9.3 km) from Phelon Memorial Forest and 6.3 mi (10.2 km) from Otis Reservoir.

Hot Tub

Kitchen

Prime West Hartford Center: Timeless Charm

West Hartford CT

With a stay at this vacation home in West Hartford, you'll be within a 5-minute drive of Blue Back Square and American School for Deaf.

Kitchen

Washer

The Serene Skyway Retreat

Windsor Locks CT

$249 nightly

$265 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

With a stay at this vacation home in Windsor Locks, you'll be within a 15-minute drive of Six Flags New England and Connecticut River.

Kitchen

Washer

PICON COZY

Springfield MA

$155 nightly

$176 total

Dec 23 - Dec 24

Total with taxes and fees

With a stay at this vacation home in Springfield (Sixteen Acres), you'll be within a 10-minute drive of MassMutual Center and MGM Springfield.

Kitchen

Free WiFi

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.