Simsbury Vacation Rentals

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Vacation Rentals in Simsbury

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Somers CT

$319 nightly

$361 total

Sep 7 - Sep 8

Total with taxes and fees

With a stay at this vacation home in Somers, you'll be within a 5-minute drive of Sonny's Place and Scantic River State Park.

Kitchen

Washer

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Collinsville CT

$432 nightly

$489 total

Aug 26 - Aug 27

Total with taxes and fees

With a stay at this vacation home in Canton (Collinsville), you'll be steps from Farmington River and 5 minutes by foot from Farmington Valley Stage Company.

Kitchen

Washer

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

Winchester CT

When you stay at this vacation home in Winsted, you'll be on a lake, just steps from Highland Lake and Burr Pond State Park.

Kitchen

Washer

Modern cozy home, pet friendly

Wolcott CT

Located in Wolcott, this vacation home is within a 15-minute drive of Peterson Park and Mattatuck Beach.

Kitchen

Pet friendly

Cozy & Spacious Entire Home in Springfield

Springfield MA

$305 nightly

$345 total

Aug 31 - Sep 1

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 Naismith Memorial Basketball Hall of Fame.

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 10-minute drive of The Meadows Music Theatre and Connecticut Convention Center.

Kitchen

Air conditioning

Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Winchester CT

With a stay at this vacation home in Winsted, you'll be on the waterfront, just a 1-minute walk from Highland Lake and 9 minutes by foot from The Marina at Highland Lake.

Kitchen

Washer

NEW-Another Fun Downtown Location 1st floor

Southington CT

A stay at this vacation home places you in the heart of Southington, a 1-minute drive from Southington Public Library and 5 minutes from Crystal Bees.

Kitchen

Washer

Peaceful and cozy 1 bed 1 bath in quaint Winchester

Winchester CT

$198 nightly

$224 total

Aug 30 - Aug 31

Total with taxes and fees

When you stay at this vacation home in Winsted, you'll be within a 10-minute drive of Platt Hill State Park and Burr Pond State Park.

Kitchen

Washer

Entire guest suite in South Windsor, Connecticut

South Windsor CT

$118 nightly

$133 total

Sep 7 - Sep 8

Total with taxes and fees

With a stay at this vacation home in South Windsor, you'll be within a 15-minute drive of Connecticut Convention Center and South Windsor Bark Park.

Air conditioning

Outdoor Space

Stylish, Relaxing & Comfy 3 BDR Home. 2 minutes to Lake Compounce

Bristol CT

Located in Bristol, this vacation home is within a 5-minute drive of Casey Field and New England Carousel Museum.

Kitchen

Washer

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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.