Photo by Rick Bucchino

Search Cottages in Portland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

Compare 43 Cottages in Portland with updated reviews, rates, and availability.

Charming Cottage by the Lake♥️
Exterior

Charming Cottage by the Lake♥️

9.6 out of 10, Exceptional, (8)
"Very cozy little home. "
Charming Cottage by the Lake♥️
Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!
Updated cottage "Beriozka" on Cedar Lake
Exterior

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (4)
"Pleasant and fully equipped, walking distance to a small lake with a beach good for watching the sunrise and reading."
Updated cottage "Beriozka" on Cedar Lake
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Exterior

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (2)
"This was an amazing place to stay. Beautiful property and EXCELLENT hosts! Thank you!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Coventry Vacation Rental Cottage | 1BR | 1BA | Single Story | 600 Sq Ft

Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

9.4 out of 10, Exceptional, (23)
"We thoroughly enjoyed our stay. This cottage perfect for two people. The location has all the amenities you could ask for. Climbing up and down the 43 steps to cottage can be tiring especially for the elderly. There is Liquer store very close buy and grocery store within 5 miles. I must say that prices there very high, but in no way does that reflect on owner. We certainly are looking forward to coming back for another stay."
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Lakefront Cottage w/ Covered Porch & Dock!
Exterior

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Miscellaneous

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

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Relax with a beautiful lake view
Perfect view of the lake from your private deck

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (19)
"Great location"
Relax with a beautiful lake view
Lake Getaway at Coventry Lake! close to Uconn
Exterior

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (16)
"Beautiful property. The fireplace kept us warm on a very chilly December day. Small details made for a very comfortable and welcoming stay. Thank you!!!!"
Lake Getaway at Coventry Lake! close to Uconn
The perfect New England getaway only a 10 minute walk to downtown!
Exterior

The perfect New England getaway only a 10 minute walk to downtown!

10.0 out of 10, Exceptional, (4)
"Beautifully updated home inside and out! Well stocked and very clean! The gas fireplace was definitely a plus! Location was perfect for a walk into town, or to get in the car and hop on the highway to go exploring. Owners were super accommodating and easy to work with as well."
The perfect New England getaway only a 10 minute walk to downtown!
Lakefront Connecticut Retreat Near UConn
Coventry Vacation Rental | 2BR | 2BA | 1,400 Sq Ft | Stairs to Access

Lakefront Connecticut Retreat Near UConn

10.0 out of 10, Exceptional, (14)
"We stayed for 2 nights while my daughter was swimming at UCONN. Place was clean and warm and had everything we could need. Short drive to campus and beautiful views of the frozen lake!"
Lakefront Connecticut Retreat Near UConn
Wolcott Home w/ Deck: Near Connecticut Attractions
Living area

Wolcott Home w/ Deck: Near Connecticut Attractions

3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
Family Friendly Waterfront Cottage
Outdoor dining

Family Friendly Waterfront Cottage

4.0 out of 10, (1)
"This property is completely misrepresented! I sent pictures in an email to someone named Luis two days ago. 1. Home is on a gravel road and you need to walk down a steep hill to get to the house. 2. House is covered in cob webs inside and out and windows are dirty and covered in green mold. 3. Two queen beds listed turned out to be full size mattresses (we measured!) so that my husband and I had to sleep in separate rooms. 4. Third bedroom had a sleeper sofa that we had to use to keep an...
Family Friendly Waterfront Cottage
Lakefront Cottage w/ Covered Porch & Dock!
Coventry Vacation Rental | 3BR | 1BA | 1,200 Sq Ft | Stairs Required

Lakefront Cottage w/ Covered Porch & Dock!

10.0 out of 10, Exceptional, (13)
"Small quaint cottage on lake. Very peaceful. Owner was very attentive."
Lakefront Cottage w/ Covered Porch & Dock!
Breathtaking Private, Lakefront Retreat.
Miscellaneous

Breathtaking Private, Lakefront Retreat.

Breathtaking Private, Lakefront Retreat.
Lakefront Home, Close to Mt Southington!
Outdoor dining

Lakefront Home, Close to Mt Southington!

3.0 star property
Lakefront Home, Close to Mt Southington!
Pet-friendly Lebanon House w/ Lake Access!
Living area

Pet-friendly Lebanon House w/ Lake Access!

3.0 star property
Pet-friendly Lebanon House w/ Lake Access!
Spacious Lake Hayward Cottage
Terrace/patio

Spacious Lake Hayward Cottage

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay in this new home. Attractive and comfortable- we were very pleased with everything the property offered. No detail was overlooked- the kitchen was well supplied, and the spacious upstairs bedroom/extra living space and master bedroom were perfect for our family. Pretty lake views were an added bonus. Thank you, Nick, for a great visit!"
Spacious Lake Hayward Cottage
Charming Farmhouse w/ Pool & Fishing Pond!
Exterior

Charming Farmhouse w/ Pool & Fishing Pond!

3.0 star property
Charming Farmhouse w/ Pool & Fishing Pond!
A cozy cottage with a beautiful deck - swim, hike and play!
Living area

A cozy cottage with a beautiful deck - swim, hike and play!

10.0 out of 10, Exceptional, (6)
"quiet,comfortable, exactly as described"
A cozy cottage with a beautiful deck - swim, hike and play!
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.
Don't see what you're looking for?
See all available properties in Portland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Portland

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (3)
"Loved how tranquil this site is. Was great to disconnect in nature. "
The price is AED 367
AED 422 total
includes taxes & fees
28 Jan - 29 Jan
Postcard Cabins Machimoodus
Lakefront Cottage w/ Covered Porch & Dock!
Exterior

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Amazing Lakefront Property
Dining

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property
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.

Frequently asked questions

Why book your cottage in Portland with Expedia?
We think that traveling should be easy, so if you’re looking for cottages in Portland at an affordable price, Expedia is here to help. Keep the budget in check and pick a cheap option far from the hustle and bustle, or splurge on an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Portland?
A wonderful way to score cheap cottages in Portland is with Expedia’s user-friendly filter tool. Refine your search by budget, star rating and amenities to land awesome bargains in just a few keystrokes.