A river with a large bridge and a small boat on the shore.

Search Portland Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Portland cottages

An aerial view of a lakeside residential area with houses, a dock, and a boat.

1. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
$292 nightly
The price is $330
Sep 7 - Sep 8
Total with taxes and fees
Lakeview Carriage House with Spectacular Sunset Views

2. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
8.0 out of 10, Very Good, (2 reviews)
"Host was communicative before booking, but communication was not possible other than solely thru this platform. It was difficult to advise the host of my experience or needs. The bedroom rug had a potent urine odor, as well as, being dirty. The toilet was not clean. There is no dishwasher, limited wine glasses and one coffee mug. Though this is a pet-friendly host, the rooms smelled of pet urine. The window A/Cs were not adequately sealed, allowing bugs, moths, and spiders inside the bedroom and...
United States
Liz H.
$287 nightly
The price is $324
Aug 31 - Sep 1
Total with taxes and fees
Privet Farm cottage with AC and Deck in charming Salem Connecticut
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portland Hotel Reviews

The Capitol Hotel

The Capitol Hotel

8/10 Good
"Get a room that faces the state capital. For what you pay it’s ok. Seemed to be clean no complaints."
Rick 1-night trip
Posted 1 hour ago
The Capitol Hotel

Find out more about Portland

Portland Cottages information

Number of reviews
21
Accommodation
51 Cottages
Lowest Price
$324
Highest Price
$330

Frequently asked questions

Why book your cottage in Portland with Expedia?
Reserving a cottage in Portland is as easy as entering your travel dates and choosing an ideal place for a vacation in the outdoors. From ritzy retreats to inexpensive properties and cottages that feature perks like a hot tub, Expedia has something for all traveler tastes. As for irresistible deals? We've got you covered!
How can I find cheap cottages in Portland?
Expedia can help you track down cheap cottages in Portland. To discover a superb stay in just a few clicks, simply use the filter tool to refine your search by star rating, amenities and budget.
What is there to do in Portland near my cottage?
If you're ready to explore the best of Portland, don't miss Brownstone Exploration & Discovery Park. It's popular among locals and visitors alike.

Explore a world of travel with Expedia