Portland Cottages

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Cottages in Portland

Relax with a beautiful lake view

Colchester CT

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.

Charming Cottage by the Lake❤️

Coventry CT

With a stay at this cottage in Coventry (Coventry Lake), you'll be within a 15-minute drive of University of Connecticut and Nathan Hale Homestead.

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

East Hampton CT

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.

The little cottage on the ct river

Haddam CT

When you a stay at this cottage in Haddam, you'll be on a river, just steps from Connecticut River and Connecticut Valley Railroad State Park Trail.

Lakefront Home, Close to Mt Southington!

1743 Meriden Rd Wolcott CT

With a stay at this cottage in Wolcott, you'll be within a 5-minute drive of Mattatuck Beach and Mount Southington Ski Area.

Elegant Middlefield Getaway w/ Game Room!

Middlefield CT

Located in Middlefield, this cottage is a 1-minute drive from Lake Beseck Beach and 6 minutes from Powder Hill Dinosaur Park.

Charming Windsor Home w/ Private Backyard!

Windsor CT

With a stay at this cottage in Windsor, you'll be within a 10-minute drive of Connecticut Convention Center and Connecticut River.

Go Jump in the Lake!

Lebanon CT

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.

Upscale Waterbury Retreat w/ Indoor Hot Tub!

Waterbury CT

Located in Waterbury, this cottage is within a 5-minute drive of Mattatuck Beach and Seven Angels Theater.

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Killingworth CT

Located in Killingworth, this cottage is within a 10-minute drive of Chatfield Hollow State Park and Sundial Herb Garden.

Cottage-chic Retreat < 1 Mi to Connecticut River!

East Haddam CT

With a stay at this cottage in East Haddam, you'll be a 3-minute walk from Brainard Homestead State Park and 6 minutes by foot from Connecticut River.

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

East Hampton CT

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.

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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.