Shop ‘til You Drop in Freeport Rentals

Freeport, Maine is a small coastal village located north of Boston and mere minutes from Portland for easy access from all parts of the east coast. Staying in Freeport rentals allows you to explore the surrounding outlet stores, outdoor activities and plenty of local festivities during your visit.

Find Freeport Rentals near Popular Shopping Areas


Freeport is perhaps best known for the several outlet stores found here, and many Freeport Maine vacation rentals will place you right in the middle of prime shopping locations. Reserving Freeport condos in the middle of town allows you to simply walk or bike to the stores you most want to visit during your stay.

Freeport Maine Vacation Rentals during the Holidays


A fun twist on the ordinary holiday celebration at home is to get away from the crowds and stay in Freeport rentals for a time instead. You can buy and decorate a tree, cook in the fully-equipped kitchen, and even invite extended family if you like.

Freeport Maine vacation rentals offer plenty of activities during the holiday season, as the locals are always putting on some sort of local festival or fair. Discover new traditions and celebrations while you find comfort in Freeport condos this coming holiday.

Freeport Condos Give Easy Access to Outdoor Activity


Bring your bikes or rent them nearby for a fun day discovering the town and surrounding nature. Freeport rentals place you right in the middle of the best that Maine’s countryside has to offer.

Not far from Freeport Maine vacation rentals are plenty of opportunities to rent or even buy kayaks and canoes for a fun day on the water too. You’ll soon find that even an extended stay in Freeport condos never leaves you with nothing new to discover or do!

Still searching for the perfect vacation rental in the Portland and Casco Bay area? Consider staying in Bailey Island rental lodging, rentals in Brunswick, Cape Elizabeth rentals, Harpswell lodging, Orr's Island rentals, rental lodging in Phippsburg, Popham Beach rentals, or rentals in Portland.

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Freeport: Houses, Cottages & More(34)

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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)
    Beautiful, roomy, oceanfront house with trees and dock on Wolfe's Neck
      4 Bedrooms,
    • 3 Bathrooms
      • , Sleeps 8
    $225
    per night

    Beautiful, roomy, oceanfront house with trees and dock on Wolfe's Neck

    3 - 7 night Minimum Stay
    • 4 BR,
    • 3 BA,
    • Sleeps 8
    1. Portland and Casco Bay Area >
    2. Freeport House
    #191742
      (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
        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)
          Spacious 4 bedroom waterfront home on Casco Bay
            4 Bedrooms,
          • 3 Bathrooms, 
          • 1 Half Bath
            • , Sleeps 10

          Spacious 4 bedroom waterfront home on Casco Bay

          • 4 BR,
          • 3 BA,
          • 1 HF BA,
          • Sleeps 10
          1. Portland and Casco Bay Area >
          2. Freeport House
          #178130
            (15)
            Beautiful new condo in the heart of Freeport Village
              2 Bedrooms,
            • 1 Bathroom, 
            • 1 Half Bath
              • , Sleeps 5
            $150 - $180
            per night

            Beautiful new condo in the heart of Freeport Village

            2 night Minimum Stay
            • 2 BR,
            • 1 BA,
            • 1 HF BA,
            • Sleeps 5
            1. Portland and Casco Bay Area >
            2. Freeport House
            #247812
              (24)
              ''A Maine Gem'' Beautiful New England Barn Style Vacation Cottage
                2 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 6
              $150 - $195
              per night

              ''A Maine Gem'' Beautiful New England Barn Style Vacation Cottage

              3 - 28 night Minimum Stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
              1. Portland and Casco Bay Area >
              2. Freeport Cottage
              #3021036
                (11)
                Full Moon on the Harraseeket, Freeport, Maine
                  3 Bedrooms,
                • 1 Bathroom
                  • , Sleeps 4
                $200 - $250
                per night

                Full Moon on the Harraseeket, Freeport, Maine

                3 night Minimum Stay
                • 3 BR,
                • 1 BA,
                • Sleeps 4
                1. Portland and Casco Bay Area >
                2. Freeport House
                #295724
                  2 Reviews
                  Charming oceanfront Maine cottage - breathtaking sunrises from almost every room
                    2 Bedrooms,
                  • 2 Bathrooms
                    • , Sleeps 4
                  $250
                  per night

                  Charming oceanfront Maine cottage - breathtaking sunrises from almost every room

                  3 - 7 night Minimum Stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 4
                  1. Portland and Casco Bay Area >
                  2. Freeport Cottage
                  #373590
                    Lovely Lower Flying Point Loft Near Water
                      Studio,
                    • 1 Bathroom
                      • , Sleeps 3
                    $650
                    per week

                    Lovely Lower Flying Point Loft Near Water

                    7 night Minimum Stay
                    • Studio,
                    • 1 BA,
                    • Sleeps 3
                    1. Portland and Casco Bay Area >
                    2. Freeport Studio
                    #272101
                      (5)
                      Fabulous Pottery Barn Furnished Walk to Freeport Shopping District
                        2 Bedrooms,
                      • 1 Bathroom
                        • , Sleeps 4
                      $1,000
                      per week

                      Fabulous Pottery Barn Furnished Walk to Freeport Shopping District

                      7 night Minimum Stay
                      • 2 BR,
                      • 1 BA,
                      • Sleeps 4
                      1. Portland and Casco Bay Area >
                      2. Freeport Apartment
                      #3202747
                        Charming 2 Bedroom, 2 Bath, Walk to Freeport Shopping and Restaurants
                          2 Bedrooms,
                        • 2 Bathrooms
                          • , Sleeps 5
                        $1,000
                        per week

                        Charming 2 Bedroom, 2 Bath, Walk to Freeport Shopping and Restaurants

                        7 night Minimum Stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 5
                        1. Portland and Casco Bay Area >
                        2. Freeport Cottage
                        #3202757
                          Charming 3 Bedroom Freeport Village Home Close to Shops and Restaurant
                            3 Bedrooms,
                          • 1 Bathroom
                            • , Sleeps 6
                          $1,250
                          per week

                          Charming 3 Bedroom Freeport Village Home Close to Shops and Restaurant

                          7 night Minimum Stay
                          • 3 BR,
                          • 1 BA,
                          • Sleeps 6
                          1. Portland and Casco Bay Area >
                          2. Freeport House
                          #3202753
                            'It Doesn't Get Any Better Than This' Maquoit Bay Waterfront Cottage
                              2 Bedrooms,
                            • 1 Bathroom
                              • , Sleeps 4
                            $1,350
                            per week

                            'It Doesn't Get Any Better Than This' Maquoit Bay Waterfront Cottage

                            7 night Minimum Stay
                            • 2 BR,
                            • 1 BA,
                            • Sleeps 4
                            1. Portland and Casco Bay Area >
                            2. Freeport Cottage
                            #957840
                              (6)
                              Last House on Point in Casco Bay
                                4 Bedrooms,
                              • 2 Bathrooms
                                • , Sleeps 8
                              $275
                              per night

                              Last House on Point in Casco Bay

                              2 night Minimum Stay
                              • 4 BR,
                              • 2 BA,
                              • Sleeps 8
                              1. Portland and Casco Bay Area >
                              2. Freeport House
                              #100243
                                (13)
                                Lovely Waterfront Home on Lower Flying Point
                                  4 Bedrooms,
                                • 3 Bathrooms
                                  • , Sleeps 8
                                $1,904
                                per week

                                Lovely Waterfront Home on Lower Flying Point

                                7 night Minimum Stay
                                • 4 BR,
                                • 3 BA,
                                • Sleeps 8
                                1. Portland and Casco Bay Area >
                                2. Freeport House
                                #236412
                                  Luxury Waterfront, Renovated 1840s Farmhouse, 8 acres, 4K sqft, 800 f shorefront
                                    5 Bedrooms,
                                  • 3 Bathrooms, 
                                  • 1 Half Bath
                                    • , Sleeps 10
                                  $850
                                  per night

                                  Luxury Waterfront, Renovated 1840s Farmhouse, 8 acres, 4K sqft, 800 f shorefront

                                  3 - 7 night Minimum Stay
                                  • 5 BR,
                                  • 3 BA,
                                  • 1 HF BA,
                                  • Sleeps 10
                                  1. Portland and Casco Bay Area >
                                  2. Freeport House
                                  #161723
                                    2 Reviews
                                    Waterfront Cottage On The Flying Point Peninsula With Fabulous Island Views
                                      2 Bedrooms,
                                    • 1 Bathroom
                                      • , Sleeps 4
                                    $1,495
                                    per week

                                    Waterfront Cottage On The Flying Point Peninsula With Fabulous Island Views

                                    6 - 211 night Minimum Stay
                                    • 2 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                    1. Portland and Casco Bay Area >
                                    2. Freeport Cottage
                                    #971386
                                      2 Reviews
                                      Luxury Water Front Vacation Home in Maine, Hunting, Fishing etc.
                                        2 Bedrooms,
                                      • 2 Bathrooms, 
                                      • 1 Half Bath
                                        • , Sleeps 8
                                      $300 - $350
                                      per night

                                      Luxury Water Front Vacation Home in Maine, Hunting, Fishing etc.

                                      2 night Minimum Stay
                                      • 2 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 8
                                      1. Portland and Casco Bay Area >
                                      2. Freeport House
                                      #3468326
                                        Water Front, spectacualr views, quite enjoyment
                                          5 Bedrooms,
                                        • 3 Bathrooms, 
                                        • 1 Half Bath
                                          • , Sleeps 12

                                        Water Front, spectacualr views, quite enjoyment

                                        • 5 BR,
                                        • 3 BA,
                                        • 1 HF BA,
                                        • Sleeps 12
                                        1. Portland and Casco Bay Area >
                                        2. Freeport House
                                        #3007509
                                          (6)
                                          Lovely Waterfront Home w/ deck, dock, sunsets! Available JUNE, SEPT, OCT.
                                            3 Bedrooms,
                                          • 3 Bathrooms
                                            • , Sleeps 6
                                          $2,450
                                          per week

                                          Lovely Waterfront Home w/ deck, dock, sunsets! Available JUNE, SEPT, OCT.

                                          7 night Minimum Stay
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 6
                                          1. Portland and Casco Bay Area >
                                          2. Freeport House
                                          #228023
                                            (8)
                                            Breathtaking Getaway In Wolfe Neck Park
                                              1 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 4
                                            $300
                                            per night

                                            Breathtaking Getaway In Wolfe Neck Park

                                            3 night Minimum Stay
                                            • 1 BR,
                                            • 2 BA,
                                            • Sleeps 4
                                            1. Portland and Casco Bay Area >
                                            2. Freeport House
                                            #3527731
                                              Sea Side Get Away- Sunrise and Sets - One Of A Kind View (2014).
                                                5 Bedrooms,
                                              • 1 Bathroom
                                                • , Sleeps 10
                                              $750
                                              per night

                                              Sea Side Get Away- Sunrise and Sets - One Of A Kind View (2014).

                                              3 night Minimum Stay
                                              • 5 BR,
                                              • 1 BA,
                                              • Sleeps 10
                                              1. Portland and Casco Bay Area >
                                              2. Freeport House
                                              #3530640
                                                Peaceful and Secluded Oceanfront Post & Beam Home on Casco Bay
                                                  3 Bedrooms,
                                                • 1 Bathroom, 
                                                • 1 Half Bath
                                                  • , Sleeps 6
                                                $250
                                                per night

                                                Peaceful and Secluded Oceanfront Post & Beam Home on Casco Bay

                                                2 - 7 night Minimum Stay
                                                • 3 BR,
                                                • 1 BA,
                                                • 1 HF BA,
                                                • Sleeps 6
                                                1. Portland and Casco Bay Area >
                                                2. Freeport House
                                                #110339
                                                  (3)
                                                  Oceanfront Cottage with Spectacular Sunrise, Sunset
                                                    3 Bedrooms,
                                                  • 2 Bathrooms
                                                    • , Sleeps 6
                                                  $150 - $175
                                                  per night

                                                  Oceanfront Cottage with Spectacular Sunrise, Sunset

                                                  2 - 7 night Minimum Stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                  1. Portland and Casco Bay Area >
                                                  2. Freeport Cottage
                                                  #101085
                                                    (7)
                                                    Luxury Waterfront Home With Its Own Private Sandy Beach
                                                      3 Bedrooms,
                                                    • 2 Bathrooms, 
                                                    • 1 Half Bath
                                                      • , Sleeps 10

                                                    Luxury Waterfront Home With Its Own Private Sandy Beach

                                                    • 3 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 10
                                                    1. Portland and Casco Bay Area >
                                                    2. Freeport House
                                                    #176091
                                                      (5)
                                                      Dramatic Oceanfront Home on Flying Point
                                                        4 Bedrooms,
                                                      • 4 Bathrooms
                                                        • , Sleeps 8
                                                      $3,150
                                                      per week

                                                      Dramatic Oceanfront Home on Flying Point

                                                      3 - 7 night Minimum Stay
                                                      • 4 BR,
                                                      • 4 BA,
                                                      • Sleeps 8
                                                      1. Portland and Casco Bay Area >
                                                      2. Freeport House
                                                      #107665
                                                        (4)
                                                        Charming, Modern Ranch in Private Setting of over 2 Acres
                                                          2 Bedrooms,
                                                        • 1 Bathroom
                                                          • , Sleeps 6

                                                        Charming, Modern Ranch in Private Setting of over 2 Acres

                                                        • 2 BR,
                                                        • 1 BA,
                                                        • Sleeps 6
                                                        1. Portland and Casco Bay Area >
                                                        2. Freeport
                                                        #187600
                                                          (3)
                                                          6 More choices from HomeAway International Websites
                                                          Waterfront Cottage-Private Rd,Stunning Views!
                                                            4 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 10

                                                          Waterfront Cottage-Private Rd,Stunning Views!

                                                          • 4 BR,
                                                          • 2 BA,
                                                          • Sleeps 10
                                                          1. Portland and Casco Bay Area >
                                                          2. Freeport Cottage
                                                          #327966vb
                                                            (19)
                                                            Peaceful and Secluded Oceanfront Post & Beam Home on Casco Bay
                                                              2 Bedrooms,
                                                            • 1 Bathroom, 
                                                            • 1 Half Bath
                                                              • , Sleeps 6
                                                            $225 - $283
                                                            per night

                                                            Peaceful and Secluded Oceanfront Post & Beam Home on Casco Bay

                                                            2 - 7 night Minimum Stay
                                                            • 2 BR,
                                                            • 1 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                            1. Portland and Casco Bay Area >
                                                            2. Freeport House
                                                            #141221vb
                                                              (5)
                                                              • 1 - 30 of 34
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