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81 Houses

(3) Very Good 

    15

    Halos'Haven Vacation Rental

    St. Michaels / McDaniel

    McDaniel house

    5 10 2 nights min

    • 5 bedrooms
    • sleeps 10
    • 2 nights min
    • Swimming pool
    • Child Friendly
    • Air conditioning

    Price per night from

    $802

    Price per night from

    $802

    Great rentals within 20 miles that match your search

    Distance approx 19.66 km from McDaniel

    (1) Very Good 

      34

      Waterfront Room Rentals 1 with Private Beach

      Talbot County / Trappe

      Trappe room

      1 2 min stay varies

      • 1 bedroom
      • sleeps 2
      • min stay varies
      • Child Friendly
      • Air conditioning
      • Pet Friendly

      Price per night from

      $149

      Responds fast!
      avg. 1 hour 38 minutes

      Price per night from

      $149

      Distance approx 16.01 km from McDaniel

      (1) Excellent 

        18

        Stunning Home in the Heart of Downtown Annapolis

        Maryland / Annapolis

        Annapolis house

        3 11 2 nights min

        • 3 bedrooms
        • sleeps 11
        • 2 nights min
        • Ask about children
        • Air conditioning
        • Private garden

        Price per night from

        $795

        Price per night from

        $795

        Distance approx 7.52 km from McDaniel Show on Map

          23

          Waterfront 5 bd 2 ba colonial in Tilghman Island

          Talbot County / Tilghman

          Tilghman house

          5 12 1 night min

          • 5 bedrooms
          • sleeps 12
          • 1 night min
          • Nearest beach 52 mi
          • Child Friendly
          • Air conditioning

          Price per night from

          $191

          Responds fast!
          avg. 2 hours 49 minutes

          Price per night from

          $191

          Distance approx 15.44 km from McDaniel

          (2) Excellent 

            52

            Walk to Shops/Eateries Charming Cottage. Dogs Wel.

            Maryland / Annapolis

            Annapolis house

            3 6 min stay varies

            • 3 bedrooms
            • sleeps 6
            • min stay varies
            • Nearest beach 6 mi
            • Child Friendly
            • Car not necessary

            Price per night from

            $286

            Responds fast!
            avg. 27 minutes

            Price per night from

            $286

            Distance approx 6.1 km from McDaniel Show on Map

              6

              Cottage 1b at Grandview Pleasure Point

              Talbot County / Bozman

              Bozman cottage

              1 2 7 nights min

              • 1 bedroom
              • sleeps 2
              • 7 nights min
              • Swimming pool
              • Ask about children
              • Air conditioning

              Price per night from

              $280

              Price per night from

              $280

              Distance approx 7.32 km from McDaniel Show on Map

              (10) Excellent 

                24

                RESTORED WATERFRONT COTTAGE

                Talbot County / Royal Oak

                Royal Oak cottage

                3 6 2 nights min

                • 3 bedrooms
                • sleeps 6
                • 2 nights min
                • Beach / lakeside relaxation
                • Child Friendly
                • Air conditioning

                Price per night from

                $412

                Price per night from

                $412

                Distance approx 17.46 km from McDaniel

                (1) Excellent 

                  18

                  Luxury Boat & Bed 78' Motor Yacht "Laid Off"

                  Maryland / Edgewater

                  Edgewater yacht

                  4 10 1 night min

                  • 4 bedrooms
                  • sleeps 10
                  • 1 night min
                  • Child Friendly
                  • Air conditioning
                  • Pet Friendly

                  Price per night from

                  $1,131

                  Price per night from

                  $1,131

                  Distance approx 13.82 km from McDaniel

                    11

                    Love Point Bay Vacation Home

                    Kent Island / Stevensville

                    Stevensville apartment

                    2 6 2 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 2 nights min
                    • Child Friendly

                    Price per night from

                    $376

                    Price per night from

                    $376

                    Distance approx 15.55 km from McDaniel

                      9

                      Renovated Luxury Waterview House

                      Calvert County / North Beach

                      North Beach house

                      3 6 2 nights min

                      • 3 bedrooms
                      • sleeps 6
                      • 2 nights min
                      • Child Friendly

                      Price per night from

                      $343

                      Price per night from

                      $343

                      Distance approx 13.85 km from McDaniel

                        15

                        Lakeside Private Apartment

                        Talbot County / Wye Mills

                        Wye Mills apartment

                        1 5 1 night min

                        • 1 bedroom
                        • sleeps 5
                        • 1 night min
                        • Child Friendly
                        • Air conditioning
                        • Pet Friendly

                        Price per night from

                        $159

                        Price per night from

                        $159

                        Distance approx 17.35 km from McDaniel

                          12

                          Clean & Spacious

                          Maryland / Cape Saint Claire

                          Cape Saint Claire house

                          4 9 1 night min

                          • 4 bedrooms
                          • sleeps 9
                          • 1 night min
                          • Child Friendly
                          • Air conditioning
                          • Private garden

                          Price per night from

                          $400

                          Price per night from

                          $400

                          Distance approx 19.28 km from McDaniel

                            16

                            Choptank River View House

                            Maryland / Cambridge

                            Cambridge house

                            6 14 3 nights min

                            • 6 bedrooms
                            • sleeps 14
                            • 3 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0 mi
                            • Air conditioning

                            Price per night from

                            $1,143

                            Price per night from

                            $1,143

                            Distance approx 17.15 km from McDaniel

                            (10) Excellent 

                              50

                              Cottage at Heron Cove, Chesapeake Bay, Cambridge

                              Maryland / Cambridge

                              Cambridge cottage

                              3 5 7 nights min

                              • 3 bedrooms
                              • sleeps 5
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $168

                              Price per night from

                              $168

                              Distance approx 15.93 km from McDaniel

                              (5) Very Good 

                                17

                                Seahorse Guest Cottage near the Bay, dog friendly

                                Calvert County / North Beach

                                North Beach cottage

                                1 5 2 nights min

                                • 1 bedroom
                                • sleeps 5
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Nearest beach 0.2 mi
                                • Child Friendly

                                Price per night from

                                $184

                                Responds fast!
                                avg. 1 hour 32 minutes

                                Price per night from

                                $184

                                Distance approx 10.97 km from McDaniel

                                (15) Excellent 

                                  35

                                  Luxury vacation condominum with private beach

                                  Kent Island / Chester

                                  Chester house

                                  4 10 2 nights min

                                  • 4 bedrooms
                                  • sleeps 10
                                  • 2 nights min
                                  • Beach / lakeside relaxation
                                  • Nearest beach 0.2 mi
                                  • Child Friendly

                                  Price per night from

                                  $440

                                  Price per night from

                                  $440

                                  Distance approx 16.02 km from McDaniel

                                  (3) Very Good 

                                    30

                                    Beautiful Murray Hill Home (Annapolis)

                                    Maryland / Annapolis

                                    Annapolis house

                                    4 9 min stay varies

                                    • 4 bedrooms
                                    • sleeps 9
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning
                                    • Ask about pets
                                    “Comfortable and secure in a great home - almost as good as at ho” The house is set is a terrific neighborhood of annapolis within easy walking distance to two small parks on the water and to town. We all found the house a delight - the design, decor

                                    Price per night from

                                    $487

                                    Price per night from

                                    $487

                                    Distance approx 3.99 km from McDaniel Show on Map

                                      7

                                      St. Michael's Premier in Town Summer Cottage!

                                      Talbot County / St. Michaels

                                      St. Michaels house

                                      2 4 2 nights min

                                      • 2 bedrooms
                                      • sleeps 4
                                      • 2 nights min
                                      • Child Friendly
                                      • Air conditioning
                                      • Private garden

                                      Price per night from

                                      $327

                                      Price per night from

                                      $327

                                      Distance approx 3.7 km from McDaniel Show on Map

                                      (13) Excellent 

                                        24

                                        Premier Cottage in St. Michaels- In Town Location!

                                        Talbot County / St. Michaels

                                        St. Michaels house

                                        2 5 min stay varies

                                        • 2 bedrooms
                                        • sleeps 5
                                        • min stay varies
                                        • Child Friendly
                                        • Air conditioning
                                        • Pet Friendly

                                        Price per night from

                                        $206

                                        Responds fast!
                                        avg. 2 hours 48 minutes

                                        Price per night from

                                        $206

                                        Distance approx 3.73 km from McDaniel Show on Map

                                        (12) Very Good 

                                          30

                                          Large Historic Thomas Harrison House on Harbor in St. Michaels Town

                                          Talbot County / St. Michaels

                                          St. Michaels house

                                          7 9 min stay varies

                                          • 7 bedrooms
                                          • sleeps 9
                                          • min stay varies
                                          • Beach / lakeside relaxation
                                          • Child Friendly
                                          • Air conditioning
                                          “Perfect in every way!” I stayed at the Thomas Harrison house a few weeks ago and all I can say is..."if you are planning on coming to St. Michael's you need to stay at this house." This house is perfect in every way. It has all the accommodations that

                                          Price per night from

                                          $401

                                          Responds fast!
                                          avg. 2 hours 48 minutes

                                          Price per night from

                                          $401

                                          Distance approx 9.07 km from McDaniel

                                            15

                                            Tranquil Easton Waterfront Property

                                            Talbot County / Easton

                                            Easton house

                                            3 6 3 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Beach / lakeside relaxation
                                            • Swimming pool
                                            • Child Friendly

                                            Price per night from

                                            $687

                                            Price per night from

                                            $687

                                            Distance approx 6.32 km from McDaniel Show on Map

                                            (1) Excellent 

                                              18

                                              St. Michaels Waterfront Home W/Dock for 2 boats

                                              Talbot County / Neavitt

                                              Neavitt house

                                              2 5 min stay varies

                                              • 2 bedrooms
                                              • sleeps 5
                                              • min stay varies
                                              • Child Friendly
                                              • Air conditioning
                                              • Pet Friendly

                                              Price per night from

                                              $258

                                              Responds fast!
                                              avg. 2 hours 3 minutes

                                              Price per night from

                                              $258

                                              Distance approx 16.58 km from McDaniel

                                                4

                                                Perfect Annapolis with Lots of Parking & Hot Tub

                                                Maryland / Annapolis

                                                Annapolis townhouse

                                                4 10 2 nights min

                                                • 4 bedrooms
                                                • sleeps 10
                                                • 2 nights min
                                                • Child Friendly

                                                Price per night from

                                                $567

                                                Price per night from

                                                $567

                                                Distance approx 7.84 km from McDaniel Show on Map

                                                (5) Excellent 

                                                  17

                                                  KI Golf House-A PAR for the Course & Mile to Beach

                                                  Maryland / Kent Island

                                                  Kent Island house

                                                  4 10 min stay varies

                                                  • 4 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Nearest beach 1 mi
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $458

                                                  Responds fast!
                                                  avg. 1 hour 7 minutes

                                                  Price per night from

                                                  $458

                                                  Distance approx 8 km from McDaniel

                                                  (1) Excellent 

                                                    32

                                                    DOLCE VIDA AT Kent Island- 4 bedrooms House for rent-SLEEPS 10-12

                                                    Kent Island / Chester

                                                    Chester house

                                                    4 10 2 nights min

                                                    • 4 bedrooms
                                                    • sleeps 10
                                                    • 2 nights min
                                                    • Nearest beach 127 mi
                                                    • Swimming pool
                                                    • Air conditioning

                                                    Price per night from

                                                    $1,374

                                                    Responds fast!
                                                    avg. 11 minutes

                                                    Price per night from

                                                    $1,374

                                                    Distance approx 16.29 km from McDaniel

                                                    (4) Excellent 

                                                      31

                                                      Charming Home close to historic district

                                                      Maryland / Annapolis

                                                      Annapolis house

                                                      2 6 2 nights min

                                                      • 2 bedrooms
                                                      • sleeps 6
                                                      • 2 nights min
                                                      • Child Friendly
                                                      • Air conditioning
                                                      • Private garden

                                                      Price per night from

                                                      $287

                                                      Responds fast!
                                                      avg. 1 hour 38 minutes

                                                      Price per night from

                                                      $287

                                                      Distance approx 6.61 km from McDaniel Show on Map

                                                        18

                                                        Historic Waterfront Property with Wi-Fi and Dock

                                                        Talbot County / St. Michaels

                                                        St. Michaels house

                                                        3 8 2 nights min

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • 2 nights min
                                                        • Beach / lakeside relaxation
                                                        • Child Friendly
                                                        • Air conditioning

                                                        Price per night from

                                                        $859

                                                        Responds fast!
                                                        avg. 3 hours 21 minutes

                                                        Price per night from

                                                        $859

                                                        Distance approx 13.88 km from McDaniel

                                                          26

                                                          Love Point Luxury Waterfront in Stevensville

                                                          Kent Island / Stevensville

                                                          Stevensville house

                                                          3 10 3 nights min

                                                          • 3 bedrooms
                                                          • sleeps 10
                                                          • 3 nights min
                                                          • Beach / lakeside relaxation
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $1,602

                                                          Price per night from

                                                          $1,602

                                                          Distance approx 5.8 km from McDaniel Show on Map

                                                          (5) Excellent 

                                                            22

                                                            Sandy Pines: Enjoy Harris Creek w/Pool and Boats

                                                            Talbot County / St. Michaels

                                                            St. Michaels house

                                                            4 10 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 10
                                                            • min stay varies
                                                            • Beach / lakeside relaxation
                                                            • Swimming pool
                                                            • Child Friendly

                                                            Price per night from

                                                            $430

                                                            Price per night from

                                                            $430

                                                            Distance approx 5.97 km from McDaniel Show on Map

                                                            (1) Excellent 

                                                              9

                                                              Cottage 2 at Grandview Pleasure Point

                                                              Talbot County / Bozman

                                                              Bozman house

                                                              2 6 2 nights min

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • 2 nights min
                                                              • Beach / lakeside relaxation
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $442

                                                              Price per night from

                                                              $442

                                                              Distance approx 3.68 km from McDaniel Show on Map

                                                              (9) Very Good 

                                                                23

                                                                Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!

                                                                Talbot County / St. Michaels

                                                                St. Michaels cottage

                                                                2 5 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 5
                                                                • min stay varies
                                                                • Child Friendly
                                                                • Air conditioning
                                                                • Pet Friendly

                                                                Price per night from

                                                                $218

                                                                Responds fast!
                                                                avg. 2 hours 48 minutes

                                                                Price per night from

                                                                $218

                                                                Distance approx 12.12 km from McDaniel

                                                                  55

                                                                  Charming Annapolis home with stunning water views

                                                                  Maryland / Annapolis

                                                                  Annapolis house

                                                                  4 11 5 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 11
                                                                  • 5 nights min
                                                                  • Child Friendly
                                                                  • Pet Friendly

                                                                  Price per night from

                                                                  $573

                                                                  Price per night from

                                                                  $573

                                                                  Distance approx 15.49 km from McDaniel

                                                                    11

                                                                    Panoramic Views of Herrington Harbour on the Bay.

                                                                    Calvert County / North Beach

                                                                    North Beach house

                                                                    3 8 1 night min

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • 1 night min
                                                                    • Child Friendly
                                                                    • Air conditioning
                                                                    • Pet Friendly

                                                                    Price per night from

                                                                    $573

                                                                    Price per night from

                                                                    $573

                                                                    Distance approx 5.97 km from McDaniel Show on Map

                                                                    (13) Excellent 

                                                                      34

                                                                      Main House at Grandview at Pleasure Point

                                                                      Talbot County / Bozman

                                                                      Bozman house

                                                                      5 13 7 nights min

                                                                      • 5 bedrooms
                                                                      • sleeps 13
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 15 mi
                                                                      • Swimming pool
                                                                      “5 out of 5” I spent a long weekend at the main house, and it was easily the best weekend of the summer! The location is phenomenal. The house sits on large stretch of beautiful waterfront property. The views from the piers and the pool are exquisite.

                                                                      Price per night from

                                                                      $790

                                                                      Price per night from

                                                                      $790

                                                                      Distance approx 3.16 km from McDaniel Show on Map

                                                                        12

                                                                        Harris Cove Cottages LLC

                                                                        Talbot County / St. Michaels

                                                                        St. Michaels cottage

                                                                        1 4 1 night min

                                                                        • 1 bedroom
                                                                        • sleeps 4
                                                                        • 1 night min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $229

                                                                        Price per night from

                                                                        $229

                                                                        Distance approx 10.74 km from McDaniel

                                                                          17

                                                                          Serene Waterfront Apartment on Kent Island

                                                                          Kent Island / Stevensville

                                                                          Stevensville apartment

                                                                          1 2 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 2
                                                                          • min stay varies
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          • Pet Friendly

                                                                          Price per night from

                                                                          $172

                                                                          Price per night from

                                                                          $172

                                                                          Distance approx 17.35 km from McDaniel

                                                                          (2) Excellent 

                                                                            10

                                                                            C/ean & Cozy

                                                                            Maryland / Annapolis

                                                                            Annapolis room

                                                                            1 2 1 night min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 1 night min
                                                                            • Child Friendly
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $68

                                                                            Price per night from

                                                                            $68

                                                                            Distance approx 15.97 km from McDaniel

                                                                              13

                                                                              Luxury Apartment with Private Entrance

                                                                              Maryland / Centreville

                                                                              Centreville apartment

                                                                              1 3 1 night min

                                                                              • 1 bedroom
                                                                              • sleeps 3
                                                                              • 1 night min
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              Price per night from

                                                                              $134

                                                                              Price per night from

                                                                              $134