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Massachusetts Cottage Rentals with Pools(33)

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AWESOME Cottage with Pool - has everything! SEE PHOTOS!!
    1 Bedrooms,
  • 1 Bathroom
    • , Sleeps 2
$1,200 - $1,500
per week

AWESOME Cottage with Pool - has everything! SEE PHOTOS!!

Book it Now!
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
  1. Cape Cod >
  2. North Truro Cottage
#394526
    (10)
    Spectacular View from Waterfront Cottage Atop Dramatic Coastal Dune
      3 Bedrooms,
    • 1 Bathroom
      • , Sleeps 7
    $1,890 - $3,880
    per week

    Spectacular View from Waterfront Cottage Atop Dramatic Coastal Dune

    3 - 7 night minimum stay
    • 3 BR,
    • 1 BA,
    • Sleeps 7
    1. Cape Cod >
    2. Truro Cottage
    #123441
      Cottage on a private lake in Cape Cod, a cozy getaway!
        2 Bedrooms,
      • 1 Bathroom, 
      • 1 Half Bath
        • , Sleeps 6
      $209 - $249
      per night

      Cottage on a private lake in Cape Cod, a cozy getaway!

      2 - 7 night minimum stay
      • 2 BR,
      • 1 BA,
      • 1 HF BA,
      • Sleeps 6
      1. Cape Cod >
      2. Sandwich Cottage
      #356538
        2 Reviews
        Waterfront Cottage, private beach,phenominal sunsets across Bay
          2 Bedrooms,
        • 2 Bathrooms
          • , Sleeps 5
        $1,550 - $2,960
        per week

        Waterfront Cottage, private beach,phenominal sunsets across Bay

        3 - 7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 5
        1. Cape Cod >
        2. Truro Cottage
        #109854
          1 Review
          24 Temahigan Ave, Water view with a pool.
            3 Bedrooms,
          • 3 Bathrooms, 
          • 1 Half Bath
            • , Sleeps 8
          $1,715
          per night

          24 Temahigan Ave, Water view with a pool.

          3 night minimum stay
          • 3 BR,
          • 3 BA,
          • 1 HF BA,
          • Sleeps 8
          1. Martha's Vineyard >
          2. Oak Bluffs Cottage
          #975598
            West Dennis Summer Family Cottage close to beach & resort
              2 Bedrooms,
            • 2 Bathrooms
              • , Sleeps 6
            $1,300 - $1,900
            per week

            West Dennis Summer Family Cottage close to beach & resort

            7 night minimum stay
            • 2 BR,
            • 2 BA,
            • Sleeps 6
            1. Cape Cod >
            2. Barnstable Cottage
            #3502858
              Waterfront...Amazing Sunsets..Fishing and Small Beach! 2 bedrooms sleeps 6,
                2 Bedrooms,
              • 1 Bathroom
                • , Sleeps 6
              $260 - $280
              per night

              Waterfront...Amazing Sunsets..Fishing and Small Beach! 2 bedrooms sleeps 6,

              3 - 7 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 6
              1. Dennis >
              2. West Dennis Cottage
              #135956
                (4)
                Cape Cottage in the Pines
                  2 Bedrooms, Sleeps 4

                Cape Cottage in the Pines

                • 2 BR,
                • Sleeps 4
                1. Cape Cod >
                2. Eastham Cottage
                #109080
                  Adorable Cottage In Cape Cod Camping Resort
                    2 Bedrooms,
                  • 1 Bathroom
                    • , Sleeps 6

                  Adorable Cottage In Cape Cod Camping Resort

                  • 2 BR,
                  • 1 BA,
                  • Sleeps 6
                  1. Cape Cod >
                  2. Sandwich Cottage
                  #468046vb
                    LABOR DAY WEEK JUST RELEASED! Modern, Clean Coastal Cottage Retreat!
                      2 Bedrooms,
                    • 1 Bathroom
                      • , Sleeps 5
                    $200 - $275
                    per night

                    LABOR DAY WEEK JUST RELEASED! Modern, Clean Coastal Cottage Retreat!

                    Book it Now!
                    2 night minimum stay
                    • 2 BR,
                    • 1 BA,
                    • Sleeps 5
                    1. Cape Cod >
                    2. Truro Cottage
                    #110264
                      (5)
                      Berkshires, Lake Buel, Beautiful Cottage,Walk 2 Private Dock Beach
                        2 Bedrooms,
                      • 1 Bathroom
                        • , Sleeps 6
                      $150 - $215
                      per night

                      Berkshires, Lake Buel, Beautiful Cottage,Walk 2 Private Dock Beach

                      2 night minimum stay
                      • 2 BR,
                      • 1 BA,
                      • Sleeps 6
                      1. Berkshires >
                      2. Great Barrington Cottage
                      #3540285
                        Lovely, Airy Cottage in North Truro with a Pool!
                          1 Bedrooms,
                        • 1 Bathroom
                          • , Sleeps 4
                        $700 - $1,260
                        per week

                        Lovely, Airy Cottage in North Truro with a Pool!

                        Book it Now!
                        7 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                        1. Cape Cod >
                        2. North Truro Cottage
                        #980989
                          (5)
                          Wildflower Cottage: Rolling Meadows With Pool & Hot Tub
                            2 Bedrooms,
                          • 2 Bathrooms
                            • , Sleeps 6
                          $1,500 - $4,750
                          per week

                          Wildflower Cottage: Rolling Meadows With Pool & Hot Tub

                          7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                          1. Martha's Vineyard >
                          2. Gayhead - Aquinnah Cottage
                          #3573464
                            Beach Front: This is a great spot to relax and have fun!
                              Studio,
                            • 1 Bathroom
                              • , Sleeps 2
                            $130 - $160
                            per night

                            Beach Front: This is a great spot to relax and have fun!

                            3 - 7 night minimum stay
                            • Studio,
                            • 1 BA,
                            • Sleeps 2
                            1. Cape Cod >
                            2. Provincetown Cottage
                            #141208
                              (4)
                              Great Family Cottage with Pool That's a Short Walk to Beaches Downtown
                                2 Bedrooms,
                              • 1 Bathroom
                                • , Sleeps 4

                              Great Family Cottage with Pool That's a Short Walk to Beaches Downtown

                              • 2 BR,
                              • 1 BA,
                              • Sleeps 4
                              1. Dennis >
                              2. Dennisport Cottage
                              #160886
                                Unique Cape Cod Estate, Complete Privacy, Pool, Private Beach, Tennis
                                  4 Bedrooms,
                                • 2 Bathrooms
                                  • , Sleeps 12
                                $300 - $400
                                per night

                                Unique Cape Cod Estate, Complete Privacy, Pool, Private Beach, Tennis

                                2 - 7 night minimum stay
                                • 4 BR,
                                • 2 BA,
                                • Sleeps 12
                                1. SE Massachusetts & Buzzard's Bay >
                                2. Wareham Cottage
                                #3540321
                                  Find a Beautiful Cape Cod Decor, In-ground Swimming Pool, and Much More From thi
                                    2 Bedrooms,
                                  • 1 Bathroom
                                    • , Sleeps 4
                                  $1,350
                                  per week

                                  Find a Beautiful Cape Cod Decor, In-ground Swimming Pool, and Much More From thi

                                  7 night minimum stay
                                  • 2 BR,
                                  • 1 BA,
                                  • Sleeps 4
                                  1. Cape Cod >
                                  2. Eastham Cottage
                                  #939171
                                    Quaint Saltbox Cottage in Truro, close to ocean and bay beaches
                                      1 Bedrooms,
                                    • 1 Bathroom
                                      • , Sleeps 4
                                    $125 - $145
                                    per night

                                    Quaint Saltbox Cottage in Truro, close to ocean and bay beaches

                                    3 - 7 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                    1. Cape Cod >
                                    2. Truro Cottage
                                    #283928
                                      (3)
                                      638 Route 28 Unit 19 SD385
                                        Studio,
                                      • 1 Bathroom
                                        • , Sleeps 2
                                      $650 - $700
                                      per week

                                      638 Route 28 Unit 19 SD385

                                      7 night minimum stay
                                      • Studio,
                                      • 1 BA,
                                      • Sleeps 2
                                      1. Cape Cod >
                                      2. West Yarmouth Cottage
                                      #3251774
                                        Cozy Cottage with In-Ground Pool in Popular Orleans
                                          1 Bedrooms,
                                        • 1 Bathroom
                                          • , Sleeps 3
                                        $650
                                        per week

                                        Cozy Cottage with In-Ground Pool in Popular Orleans

                                        7 night minimum stay
                                        • 1 BR,
                                        • 1 BA,
                                        • Sleeps 3
                                        1. Cape Cod >
                                        2. Orleans Cottage
                                        #939114
                                          Short walk to 3 great beaches from private, quiet cottage!
                                            3 Bedrooms,
                                          • 1 Bathroom
                                            • , Sleeps 7
                                          $1,700 - $1,900
                                          per week

                                          Short walk to 3 great beaches from private, quiet cottage!

                                          7 night minimum stay
                                          • 3 BR,
                                          • 1 BA,
                                          • Sleeps 7
                                          1. Merrimack Valley & Essex County >
                                          2. Plum Island Cottage
                                          #122664
                                            A Glorious Pool in a Country Setting, Central A/C
                                              3 Bedrooms,
                                            • 3 Bathrooms
                                              • , Sleeps 6
                                            $4,800 - $7,000
                                            per week

                                            A Glorious Pool in a Country Setting, Central A/C

                                            7 night minimum stay
                                            • 3 BR,
                                            • 3 BA,
                                            • Sleeps 6
                                            1. Nantucket >
                                            2. Cisco Beach Cottage
                                            #123652
                                              7 Reviews
                                              Great Island Ocean Club Beach Cottage
                                                2 Bedrooms,
                                              • 1 Bathroom
                                                • , Sleeps 6
                                              $850 - $1,750
                                              per week

                                              Great Island Ocean Club Beach Cottage

                                              7 night minimum stay
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                              1. Cape Cod >
                                              2. West Yarmouth Cottage
                                              #953575
                                                Mink Meadows House & Swimming Pool! VH408
                                                  6 Bedrooms,
                                                • 4 Bathrooms
                                                  • , Sleeps 12
                                                $2,500 - $4,500
                                                per week

                                                Mink Meadows House & Swimming Pool! VH408

                                                7 night minimum stay
                                                • 6 BR,
                                                • 4 BA,
                                                • Sleeps 12
                                                1. Martha's Vineyard >
                                                2. Vineyard Haven Cottage
                                                #3234397
                                                  Steps to the Beach!! ~ Cozy End-Unit Efficiency on Captain Chase Rd.
                                                    Studio,
                                                  • 1 Bathroom
                                                    • , Sleeps 4
                                                  $816 - $980
                                                  per week

                                                  Steps to the Beach!! ~ Cozy End-Unit Efficiency on Captain Chase Rd.

                                                  7 night minimum stay
                                                  • Studio,
                                                  • 1 BA,
                                                  • Sleeps 4
                                                  1. Dennis >
                                                  2. Dennisport Cottage
                                                  #276402
                                                    (12)
                                                    Hilltop Cottage with Pool & Fireplace
                                                      2 Bedrooms,
                                                    • 1 Bathroom, 
                                                    • 1 Half Bath
                                                      • , Sleeps 6

                                                    Hilltop Cottage with Pool & Fireplace

                                                    • 2 BR,
                                                    • 1 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 6
                                                    1. Berkshires >
                                                    2. Tyringham Cottage
                                                    #118310
                                                      1 mile to SkiButternut and 1 mile to downtown Great Barrington, MA
                                                        2 Bedrooms,
                                                      • 1 Bathroom
                                                        • , Sleeps 6

                                                      1 mile to SkiButternut and 1 mile to downtown Great Barrington, MA

                                                      • 2 BR,
                                                      • 1 BA,
                                                      • Sleeps 6
                                                      1. Berkshires >
                                                      2. Great Barrington Cottage
                                                      #237389
                                                        1 Review
                                                        Ultra cute, ultra chic rental cottage--walk to beach!
                                                          1 Bedrooms,
                                                        • 1 Bathroom
                                                          • , Sleeps 2
                                                        $950 - $1,050
                                                        per week

                                                        Ultra cute, ultra chic rental cottage--walk to beach!

                                                        3 - 7 night minimum stay
                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 2
                                                        1. Cape Cod >
                                                        2. Barnstable Cottage
                                                        #166410
                                                          2 Reviews
                                                          Cute Cape Cod Cottage, 2 bds/2baths, huge pool, in Wellfleet MA
                                                            2 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 4

                                                          Cute Cape Cod Cottage, 2 bds/2baths, huge pool, in Wellfleet MA

                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 4
                                                          1. Cape Cod >
                                                          2. Wellfleet Cottage
                                                          #140231
                                                            1 Review
                                                            4 More choices from HomeAway International Websites
                                                            walk across the street to the park and right to the beach!
                                                              3 Bedrooms,
                                                            • 1 Bathroom
                                                              • , Sleeps 6
                                                            $140 - $160
                                                            per night

                                                            walk across the street to the park and right to the beach!

                                                            2 night minimum stay
                                                            • 3 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                            1. Dennis >
                                                            2. West Dennis Cottage
                                                            #452873vb
                                                              (4)
                                                              • 1 - 30 of 33
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