Cottage vacation rentals in Portland

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Top-rated cottage rentals in Portland

Guests agree: these cottages are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 321 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest.  Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure.  The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep.  Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color.  A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Jan 28 – Feb 4

$239 per night
Guest favorite

Cottage in Scarborough

4.85 out of 5 average rating, 279 reviews

Charming beach cottage

Pine Point is a beautiful sleepy village surrounded on three sides by water: peaceful salt marsh, river to the sea, and ocean, with an 8 mile long white sand beach, extensive sand bars at low tide (great for sand dollars!). It is the perfect spot for an unforgettable family vacation. The beach here is considered by many to be the best walking and activity beach in Maine, as well as spectacularly beautiful. Come experience an idyllic week at the beach in Pine Point. This beach is perfect for many reasons: great swimming, windsurfing, beach combing, extensive sandbars, fishing off the jetty. The cottage is located in a quaint and quiet neighborhood, just steps from the path to the beach. Spend your days reading and sunbathing, and fall asleep at night to the sounds of the ocean just outside your window. The house has an open layout downstairs with a light breezy feel, and cozy upstairs sleeping quarters. Beautiful back yard and great deck in the shade, front porch with hammock for afternoon snoozes, and all the amenities of home. 20 minutes from the great little city of Portland for added excitement.

Apr 22 – 29

$98 per night
Guest favorite

Cottage in Saco

4.94 out of 5 average rating, 309 reviews

Deja Blue~Guest Beach House

Our beach guest house is an oceanfront dream for a couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. All 4 seasons are beautiful here. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Sep 29 – Oct 6

$399 per night

Popular amenities for Portland cottage rentals

Cottage rentals with a hot tub

Guest favorite

Cottage in Wells

4.93 out of 5 average rating, 135 reviews

Cozy Cottage with Ocean Views, Wells Maine

Nov 16 – 23

$216 per night
Guest favorite

Cottage in Norway

4.91 out of 5 average rating, 125 reviews

Single Bedroom Cottage with Whirlpool tub - McLeod

Mar 15 – 22

$149 per night
Guest favorite

Cottage in York

4.98 out of 5 average rating, 141 reviews

Adorable cottage by Shorts Sands Beach

Feb 19 – 26

$305 per night
Guest favorite

Cottage in Peaks Island

4.91 out of 5 average rating, 65 reviews

Escape to Peaks Island: ocean views & roof decks

May 16 – 23

$473 per night
Guest favorite

Cottage in Wells

4.98 out of 5 average rating, 47 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

Sep 16 – 23

$250 per night
Guest favorite

Cottage in Wells

4.97 out of 5 average rating, 39 reviews

Super cute one bedroom with hot tub and pool.

Nov 13 – 20

$249 per night
Guest favorite

Cottage in Wells

5.0 out of 5 average rating, 32 reviews

Cozy Resort Cottage in Exclusive Summer Village

Jun 5 – 12

$299 per night
Guest favorite

Cottage in Wells

4.97 out of 5 average rating, 38 reviews

2 BR house, close to Ogunquit, w/ AC + golf cart!

Sep 6 – 13

$319 per night
Guest favorite

Cottage in Wells

4.95 out of 5 average rating, 19 reviews

Beautiful 2 bedrm cottage in Beach Dreams complex

Oct 15 – 22

$195 per night
Guest favorite

Cottage in Wells

4.97 out of 5 average rating, 37 reviews

Make this family-friendly cottage your summer spot

Jun 6 – 13

$195 per night
Guest favorite

Cottage in Wells

5.0 out of 5 average rating, 9 reviews

"Paradise Found" Minutes from Ogunquit

Oct 17 – 24

$225 per night
Superhost

Cottage in Harpswell

5.0 out of 5 average rating, 3 reviews

Beautiful Nezinscott Cottage on Bailey Island

May 25 – Jun 1

$900 per night

Cottage rentals with free parking

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 117 reviews

Riverpine Retreat - clean&bright waterfront home

May 7 – 14

$113 per night
Guest favorite

Cottage in Wiscasset

4.87 out of 5 average rating, 211 reviews

Waterscape Cottage - private waterfront

Mar 14 – 21

$156 per night
Guest favorite

Cottage in Bridgton

4.89 out of 5 average rating, 184 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

Mar 3 – 10

$90 per night
Guest favorite

Cottage in Conway

4.91 out of 5 average rating, 157 reviews

Jim's place

$100 per night
Guest favorite

Cottage in Buxton

5.0 out of 5 average rating, 119 reviews

Peaceful Cottage Retreat on Maine Flower Farm

Jun 9 – 16

$203 per night
Guest favorite

Cottage in Old Orchard Beach

4.95 out of 5 average rating, 278 reviews

#2 Walk to the beach Vintage Cottage.

Dec 7 – 14

$251 per night
Guest favorite

Cottage in Portland

4.94 out of 5 average rating, 110 reviews

Peaks Island Waterfront

Dec 3 – 10

$300 per night
Guest favorite

Cottage in Wakefield

4.93 out of 5 average rating, 141 reviews

Lake View Cottage / Fenced in Yard

Sep 26 – Oct 3

$238 per night
Guest favorite

Cottage in Kennebunk

4.96 out of 5 average rating, 101 reviews

Cozy cottage

Jul 31 – Aug 7

$350 per night
Guest favorite

Cottage in Brownfield

4.86 out of 5 average rating, 127 reviews

Tompeca Cottage - Pet Friendly

Aug 28 – Sep 4

$96 per night
Guest favorite

Cottage in Kennebunkport

4.98 out of 5 average rating, 154 reviews

Sunrise at 15 Mills Road. Fully renovated Cottage.

Mar 1 – 8

$279 per night
Superhost

Cottage in York

4.78 out of 5 average rating, 236 reviews

Sweet cottage in quiet convenient coastal setting.

Nov 22 – 29

$193 per night

Pet-friendly cottage rentals

Guest favorite

Cottage in Gray

4.9 out of 5 average rating, 190 reviews

Sunset Haven - Little Sebago Lake

Apr 3 – 10

$225 per night
Guest favorite

Cottage in Harpswell

4.91 out of 5 average rating, 176 reviews

H and K Cove View Cottage LLC

Dec 15 – 22

$215 per night
Superhost

Cottage in Phippsburg

4.88 out of 5 average rating, 123 reviews

Modern Cottage; Water Views; Game Room

May 14 – 21

$229 per night
Superhost

Cottage in Woolwich

4.91 out of 5 average rating, 154 reviews

Pet Friendly Audubon Bring Your Fishing Gear!

Aug 2 – 9

$295 per night
Guest favorite

Cottage in Georgetown

4.98 out of 5 average rating, 98 reviews

Cottage on Todd Bay

Oct 21 – 28

$142 per night
Guest favorite

Cottage in Denmark

4.92 out of 5 average rating, 73 reviews

Triangle House

May 4 – 11

$126 per night
Guest favorite

Cottage in Boothbay

5.0 out of 5 average rating, 100 reviews

Cottage in the woods on Ocean Point

May 6 – 13

$125 per night
Superhost

Cottage in Kennebunkport

4.83 out of 5 average rating, 6 reviews

Peaceful and Picturesque Cape Porpoise Cottage

Apr 8 – 15

$137 per night
Guest favorite

Cottage in Bridgton

5.0 out of 5 average rating, 9 reviews

Forest Walkers Home

Jun 15 – 22

$120 per night
Guest favorite

Cottage in Falmouth

4.96 out of 5 average rating, 54 reviews

Osprey Cottage, peaceful setting, walk to beach

Mar 12 – 19

$362 per night
Guest favorite

Cottage in Portland

4.98 out of 5 average rating, 46 reviews

"Heart's Content" Peaks' Pup Friendly Cottage

Mar 13 – 20

$411 per night
Guest favorite

Cottage in Raymond

4.93 out of 5 average rating, 29 reviews

Sensational House on Sebago Lake

Nov 27 – Dec 4

$436 per night

Quick stats about cottage rentals in Portland

Total rentals

30 properties

Wifi availability

30 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

2.1K reviews

Nightly prices starting at

$80 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Portland
  6. Cottage rentals