Come Alive with Portland and Casco Bay Area Rentals

Portland and Casco Bay is situated in Maine and it is often referred to as “everything Maine.” Its landscape is truly beautiful and you will find absolutely everything that you could possibly need there for a perfect vacation. There is no better way to explore the city than with Casco Bay area summer rentals.

What to Expect from Portland Rentals


If you are wondering what a vacation in Portland will be like then the best answer would be to expect the unexpected! Portland rentals are unique and no two vacations there are the same.

You could spend your time with the children at one of Maine’s best amusement parks. Or you could live for the bustling nightlife that the city is famous for. Or maybe you would like to see something different? If so, opt for Portland Maine rentals near the Desert of Maine.

Portland Maine Rentals Let You See the Unexpected


As well as popular tourist attractions, you will find that there are plenty of unique sights to see in the area. The Maine Desert is just one of them and it really is a natural phenomenon. There’s a museum, nature trails and even sand designing to take part in. It is a sightseeing experience that the whole family will enjoy so why not look for Portland rentals near this fantastic attraction?

Beaches, Shopping and Outdoor Recreation; Casco Bay Summer Rentals Have It All


Casco Bay summer rentals are mainly popular because they are convenient and they allow you to explore at your own pace. You can also find Portland Maine rentals near all of the major attractions, as well as in more rural locations.

No matter who you are travelling with, there will always be Portland rentals to suit everyone’s needs. Portland Maine rentals allow you to take in the sights, indulge in a little shopping, get your adrenaline pumping and relax on the superb beaches. It has plenty of unspoiled nature too. Why not look into Casco Bay summer rentals today and start on your vacation of a lifetime?

Expand your search for a summer rental on the coast of Maine to include Downeast and Acadia, Boothbay Harbor Area, MidCoast and Penobscot Bay, and Southern Coast of Maine.
While you're here, check out our guide to things to do in Portland, Maine with kids.

You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel Apply Filters
  1.  >
  2.  >
  3.  >
  4.  >

Portland and Casco Bay Area: Houses, Cottages & More(471)

sort by HomeAway Sort
Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
    5 Bedrooms,
  • 3 Bathrooms
    • , Sleeps 10
$500 - $600
per night

Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay

Book it Now!
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
  1. Portland and Casco Bay Area >
  2. Bailey Island House
#465503vb
    Special Offer Casco Bay Cruise for Up to 10 Guests (June 22 - July 26)
    Adorable, light-filled bungalow near beaches and downtown - pet ok!
      2 Bedrooms,
    • 1 Bathroom, 
    • 1 Half Bath
      • , Sleeps 4
    $150
    per night

    Adorable, light-filled bungalow near beaches and downtown - pet ok!

    3 - 7 night minimum stay
    • 2 BR,
    • 1 BA,
    • 1 HF BA,
    • Sleeps 4
    1. Portland and Casco Bay Area >
    2. Portland Bungalow
    #973608
      (23)
      Alluring Oceanfront Luxury ~ a Captivating, Maine Seaside
        5 Bedrooms, Sleeps 15
      $750 - $3,000
      per night

      Alluring Oceanfront Luxury ~ a Captivating, Maine Seaside

      3 night minimum stay
      • 5 BR,
      • Sleeps 15
      1. Portland and Casco Bay Area >
      2. Freeport House
      #284232
        (10)
        Special Offer June 50% off regular rates and 15% off July and August! (June 12 - November 2)
        Enjoy a Complimentary Lobster Feast at our Oceanfront Guest House!
          2 Bedrooms,
        • 1 Bathroom
          • , Sleeps 6
        $250
        per night

        Enjoy a Complimentary Lobster Feast at our Oceanfront Guest House!

        2 - 7 night minimum stay
        • 2 BR,
        • 1 BA,
        • Sleeps 6
        1. Portland and Casco Bay Area >
        2. Yarmouth House
        #193566
          (18)
          Serenity at 'High View' - the Way Vacations Are Meant to Be
            2 Bedrooms,
          • 3 Bathrooms
            • , Sleeps 8

          Serenity at 'High View' - the Way Vacations Are Meant to Be

          • 2 BR,
          • 3 BA,
          • Sleeps 8
          1. Portland and Casco Bay Area >
          2. Harpswell House
          #292870
            (19)
            Charming, Family-Friendly New England Style Home
              3 Bedrooms, Sleeps 8
            $175
            per night

            Charming, Family-Friendly New England Style Home

            4 night minimum stay
            • 3 BR,
            • Sleeps 8
            1. Portland and Casco Bay Area >
            2. Portland House
            #455184vb
              Privacy Views And Casual Elegance_ Family Estate
                5 Bedrooms,
              • 4 Bathrooms, 
              • 1 Half Bath
                • , Sleeps 16
              $5,999
              per week

              Privacy Views And Casual Elegance_ Family Estate

              7 night minimum stay
              • 5 BR,
              • 4 BA,
              • 1 HF BA,
              • Sleeps 16
              1. Portland and Casco Bay Area >
              2. Harpswell Chateau / Country House
              #3543545
                (5)
                Elegance on the Coast of Maine
                  5 Bedrooms,
                • 3 Bathrooms, 
                • 1 Half Bath
                  • , Sleeps 8

                Elegance on the Coast of Maine

                • 5 BR,
                • 3 BA,
                • 1 HF BA,
                • Sleeps 8
                1. Portland and Casco Bay Area >
                2. Yarmouth Estate
                #973077
                  Private,Charming Waterfront Estate,indoor pool/spa,outdoor pool and great dock
                    7 Bedrooms,
                  • 7 Bathrooms
                    • , Sleeps 12
                  $15,000
                  per week

                  Private,Charming Waterfront Estate,indoor pool/spa,outdoor pool and great dock

                  7 night minimum stay
                  • 7 BR,
                  • 7 BA,
                  • Sleeps 12
                  1. Portland and Casco Bay Area >
                  2. Cumberland Foreside Estate
                  #273539
                    Perfect Maine Cottage with spectacular ocean and lighthouse views
                      3 Bedrooms,
                    • 2 Bathrooms, 
                    • 1 Half Bath
                      • , Sleeps 6
                    $4,250
                    per week

                    Perfect Maine Cottage with spectacular ocean and lighthouse views

                    7 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 6
                    1. Portland and Casco Bay Area >
                    2. Cape Elizabeth Cottage
                    #3000140
                      2 Reviews
                      High End, Modern, Luxurious Beachfront Property
                        5 Bedrooms,
                      • 3 Bathrooms, 
                      • 1 Half Bath
                        • , Sleeps 10

                      High End, Modern, Luxurious Beachfront Property

                      • 5 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 10
                      1. Portland and Casco Bay Area >
                      2. Cape Elizabeth House
                      #363344
                        Harpswell Vacation Oceanfront Rental Home
                          3 Bedrooms,
                        • 3 Bathrooms
                          • , Sleeps 8
                        $1,600 - $2,600
                        per week

                        Harpswell Vacation Oceanfront Rental Home

                        7 night minimum stay
                        • 3 BR,
                        • 3 BA,
                        • Sleeps 8
                        1. Portland and Casco Bay Area >
                        2. Harpswell House
                        #287481
                          (3)
                          Spectacular Oceanfront Setting-Swimming - House With All Amenities
                            5 Bedrooms,
                          • 2 Bathrooms, 
                          • 1 Half Bath
                            • , Sleeps 8
                          $2,400 - $3,000
                          per week

                          Spectacular Oceanfront Setting-Swimming - House With All Amenities

                          7 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • 1 HF BA,
                          • Sleeps 8
                          1. Portland and Casco Bay Area >
                          2. Cape Elizabeth House
                          #115234
                            2 Reviews
                            Waterfront, Private Dock & Cove, Fantastic Southern Views
                              3 Bedrooms,
                            • 3 Bathrooms
                              • , Sleeps 9
                            $250 - $275
                            per night

                            Waterfront, Private Dock & Cove, Fantastic Southern Views

                            3 - 7 night minimum stay
                            • 3 BR,
                            • 3 BA,
                            • Sleeps 9
                            1. Portland and Casco Bay Area >
                            2. Harpswell House
                            #385207
                              (3)
                              ON the water! Overlooking Freeport Harbor and Casco Bay
                                3 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 10
                              $1,500
                              per week

                              ON the water! Overlooking Freeport Harbor and Casco Bay

                              2 - 7 night minimum stay
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 10
                              1. Portland and Casco Bay Area >
                              2. Freeport Cottage
                              #329665
                                1 Review
                                Beautiful COASTAL COTTAGE with OCEAN VIEWS ~ pet friendly!
                                  3 Bedrooms,
                                • 1 Bathroom
                                  • , Sleeps 6
                                $215 - $495
                                per night

                                Beautiful COASTAL COTTAGE with OCEAN VIEWS ~ pet friendly!

                                4 night minimum stay
                                • 3 BR,
                                • 1 BA,
                                • Sleeps 6
                                1. Portland and Casco Bay Area >
                                2. Portland House
                                #132471
                                  (30)
                                  Ocean beach with tennis court.
                                    2 Bedrooms, Sleeps 4
                                  $1,400 - $2,700
                                  per week

                                  Ocean beach with tennis court.

                                  Book it Now!
                                  7 night minimum stay
                                  • 2 BR,
                                  • Sleeps 4
                                  1. Portland and Casco Bay Area >
                                  2. Popham Beach House
                                  #137962
                                    (7)
                                    Special Offer Beginning Summer Special (June 8 - June 22)
                                    Great summer waterfront cottage-panoramic views of Harpswell Sound
                                      3 Bedrooms,
                                    • 2 Bathrooms
                                      • , Sleeps 8
                                    $350 - $400
                                    per night

                                    Great summer waterfront cottage-panoramic views of Harpswell Sound

                                    3 - 7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                    1. Portland and Casco Bay Area >
                                    2. Orrs Island Cottage
                                    #119460
                                      (9)
                                      Private Beach House Close To Portland, Maine
                                        6 Bedrooms,
                                      • 4 Bathrooms, 
                                      • 1 Half Bath
                                        • , Sleeps 10
                                      $3,000
                                      per week

                                      Private Beach House Close To Portland, Maine

                                      Book it Now!
                                      7 night minimum stay
                                      • 6 BR,
                                      • 4 BA,
                                      • 1 HF BA,
                                      • Sleeps 10
                                      1. Portland and Casco Bay Area >
                                      2. Cape Elizabeth House
                                      #3487847
                                        Location, Location, Location!! Maine...the Way Life Should Be!
                                          3 Bedrooms,
                                        • 1 Bathroom
                                          • , Sleeps 6
                                        $1,575
                                        per week

                                        Location, Location, Location!! Maine...the Way Life Should Be!

                                        Book it Now!
                                        7 night minimum stay
                                        • 3 BR,
                                        • 1 BA,
                                        • Sleeps 6
                                        1. Portland and Casco Bay Area >
                                        2. Harpswell Cottage
                                        #967130
                                          Spectacular views of the open ocean and harbor.
                                            3 Bedrooms,
                                          • 2 Bathrooms
                                            • , Sleeps 8
                                          $225 - $305
                                          per night

                                          Spectacular views of the open ocean and harbor.

                                          Book it Now!
                                          2 - 7 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                          1. Portland and Casco Bay Area >
                                          2. Phippsburg House
                                          #186651
                                            (5)
                                            The Birdhouse at Willard Beach ~ a Maine cottage at the beach
                                              2 Bedrooms,
                                            • 1 Bathroom, 
                                            • 1 Half Bath
                                              • , Sleeps 5
                                            $180 - $185
                                            per night

                                            The Birdhouse at Willard Beach ~ a Maine cottage at the beach

                                            3 - 7 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • 1 HF BA,
                                            • Sleeps 5
                                            1. Portland and Casco Bay Area >
                                            2. South Portland Cottage
                                            #953622
                                              (14)
                                              New as of June 2012 - Ocean Breeze Cottage on Casco Bay with Beach
                                                2 Bedrooms,
                                              • 1 Bathroom
                                                • , Sleeps 6
                                              $200 - $330
                                              per night

                                              New as of June 2012 - Ocean Breeze Cottage on Casco Bay with Beach

                                              2 night minimum stay
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                              1. Portland and Casco Bay Area >
                                              2. Bailey Island Cottage
                                              #3001385
                                                (3)
                                                Woodland Paradise, Shingle Home on Private Tidal Ocean Front
                                                  3 Bedrooms,
                                                • 2 Bathrooms, 
                                                • 1 Half Bath
                                                  • , Sleeps 8

                                                Woodland Paradise, Shingle Home on Private Tidal Ocean Front

                                                • 3 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                1. Portland and Casco Bay Area >
                                                2. Brunswick Chateau / Country House
                                                #352583vb
                                                  (3)
                                                  The Pilot House in South Portland
                                                    2 Bedrooms,
                                                  • 1 Bathroom
                                                    • , Sleeps 6
                                                  $195
                                                  per night

                                                  The Pilot House in South Portland

                                                  2 night minimum stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • Sleeps 6
                                                  1. Portland and Casco Bay Area >
                                                  2. South Portland House
                                                  #961086
                                                    (14)
                                                    Robinhood Inn on Bailey Island Home near Sandy Beach
                                                      7 Bedrooms,
                                                    • 4 Bathrooms
                                                      • , Sleeps 18

                                                    Robinhood Inn on Bailey Island Home near Sandy Beach

                                                    • 7 BR,
                                                    • 4 BA,
                                                    • Sleeps 18
                                                    1. Portland and Casco Bay Area >
                                                    2. Bailey Island House
                                                    #120204
                                                      (13)
                                                      Historic Intown Brick Victorian in Portland's Arts District
                                                        1 Bedrooms,
                                                      • 1 Bathroom
                                                        • , Sleeps 3
                                                      $150 - $250
                                                      per night

                                                      Historic Intown Brick Victorian in Portland's Arts District

                                                      2 - 4 night minimum stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 3
                                                      1. Portland and Casco Bay Area >
                                                      2. Portland Condo
                                                      #386411
                                                        2 Reviews
                                                        Cozy Maine Coast Cottage - Minutes from Popham Beach
                                                          3 Bedrooms, Sleeps 6
                                                        $165
                                                        per night

                                                        Cozy Maine Coast Cottage - Minutes from Popham Beach

                                                        3 - 7 night minimum stay
                                                        • 3 BR,
                                                        • Sleeps 6
                                                        1. Portland and Casco Bay Area >
                                                        2. Phippsburg Cottage
                                                        #135835
                                                          (12)
                                                          Privacy and Elbow Room in coastal Maine
                                                            3 Bedrooms,
                                                          • 2 Bathrooms, 
                                                          • 1 Half Bath
                                                            • , Sleeps 6
                                                          $160
                                                          per night

                                                          Privacy and Elbow Room in coastal Maine

                                                          4 - 7 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 6
                                                          1. Portland and Casco Bay Area >
                                                          2. Freeport House
                                                          #246816
                                                            (22)
                                                            Oceanfront cottage facing Popham at mouth of Kennebec River near Popham Beach
                                                              3 Bedrooms,
                                                            • 1 Bathroom
                                                              • , Sleeps 6
                                                            $1,150
                                                            per week

                                                            Oceanfront cottage facing Popham at mouth of Kennebec River near Popham Beach

                                                            7 night minimum stay
                                                            • 3 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                            1. Portland and Casco Bay Area >
                                                            2. Phippsburg House
                                                            #166204
                                                              1 Review
                                                              • 1 - 30 of 471
                                                              Advertisement

                                                              Portland and Casco Bay Area