Hot Main Street Historic District Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Main Street Historic District

Go Jump in the Lake!

Go Jump in the Lake!

Lebanon
A stay at this cottage places you in the heart of Lebanon, a 1-minute drive from Amston Lake and 9 minutes from Colchester Dog Park.
Go Jump in the Lake!
Updated cottage "Beriozka" on Cedar Lake

Updated cottage "Beriozka" on Cedar Lake

Chester
Located in Chester, this cottage is a 2-minute drive from Cockaponset State Forest and 7 minutes from Norma Terris Theater.
Updated cottage "Beriozka" on Cedar Lake
Relax with a beautiful lake view

Relax with a beautiful lake view

Colchester
Located in Colchester, this cottage is on the waterfront, a 1-minute drive from Lake Hayward and 8 minutes from Devil's Hopyard State Park.
Relax with a beautiful lake view
Save an average of 15% on thousands of hotels when you're signed in
Family Friendly Waterfront Cottage

Family Friendly Waterfront Cottage

Colchester
Located in Colchester, this cottage is a 1-minute drive from Lake Hayward and 8 minutes from Devil's Hopyard State Park.
Family Friendly Waterfront Cottage
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

East Hampton
With a stay at this cottage in East Hampton (Lake Pocotopaug), you'll be within a 10-minute drive of Lake Terramuggus and Comstock Bridge.
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Cozy 3 bd Cottage w/ access to private lake

Cozy 3 bd Cottage w/ access to private lake

Hebron
Located in Amston, this cottage is a 1-minute drive from Amston Lake and 8 minutes from Colchester Dog Park.
Cozy 3 bd Cottage w/ access to private lake
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

2 out of 5
East Hampton
With a stay at this cottage in East Hampton (Lake Pocotopaug), you'll be a 2-minute drive from Day Pond State Park and 5 minutes from Lake Terramuggus.
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Modern Terryville Cottage w/ Deck & Lake View!

Modern Terryville Cottage w/ Deck & Lake View!

Terryville
Located in Terryville, this cottage is a 4-minute drive from Cedar Lake and 5 minutes from Imagine Nation Children's Museum.
Modern Terryville Cottage w/ Deck & Lake View!
Wolcott Home w/ Deck: Near Connecticut Attractions

Wolcott Home w/ Deck: Near Connecticut Attractions

3 out of 5
Wolcott
Located in Wolcott, this cottage is within a 5-minute drive of Mattatuck Beach and Mount Southington Ski Area.
Wolcott Home w/ Deck: Near Connecticut Attractions
Don't see what you're looking for?
See all available properties in Main Street Historic District
View all properties
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.

Main Street Historic District Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Main Street Historic District will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Main Street Historic District definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Main Street Historic District, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Main Street Historic District Cottages essential information

Accommodation
28 Cottages
Lowest Price
Highest Price
Popular accommodation
Go Jump in the Lake!, Updated cottage "Beriozka" on Cedar Lake, Relax with a beautiful lake view, Family Friendly Waterfront Cottage, Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!, Cozy 3 bd Cottage w/ access to private lake, Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access., Modern Terryville Cottage w/ Deck & Lake View!, Wolcott Home w/ Deck: Near Connecticut Attractions

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.