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“Memorial Day Weekend” The place was great and had everything we needed. Gene was awesome, always replying quickly to questions, and even working with us on early check-in and late check-out. My only suggestion would be to check out the shower head upstairs - was a little all over the place :)
Match: Rental types Waterfront
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$258
Location Location! St Michaels-- In Town Cottage!
St. Michaels house
- 2 bedrooms
- 2 bathrooms
- sleeps 5
Match: Rental types Waterfront
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$352
Waterfront Property, Kayaks, Private Dock, Near Town
St. Michaels house
- 3 bedrooms
- 3 bathrooms
- sleeps 6
Match: Rental types Waterfront
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$861
“Relaxing at the lake!!” Peaceful and quiet. Plenty of room for family. Right on the lake. Kitchen has everything needed to cook. Cozy and clean with rustic charm!!
Match: Rental types Waterfront
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$402
Sea Glass Waterfront Beauty /w PVT POOL/Lift/ Golf Cart #Beach/Dock/Kayaks
Rehoboth Beach house
- 6 bedrooms
- 6 bathrooms
- sleeps 14
Match: Rental types Waterfront
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$861
Peaceful, Waterfront Home on 3 Acres (pier + western view w/gorgeous sunsets)
Chester house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
“Unbelievable value” We were a family group of 3 couples plus an infant traveling to a wedding at the Usna chapel. The home was just wonderful, had a great view, was very clean, and was well equipped for the cooking being planned. Stores, restaurants, and liquor store were close by. Easy on and off the freeway into annapolis. Scott was very personable and worked with us to make our visit just right from the moment we first contacted him about renting.
Match: Rental types Waterfront
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$454
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$287
Match: Rental types Waterfront
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$6,870
“Love Point Retreat” I stayed at Paula's property 3 times so far. We stayed once in October 2014 and twice in April 2015. Here is how I would break it up: Owner: Paula is very nice, accommodating and extremely responsive. She was easy to deal with, answered all of our questions and concerns timely. Property (Interior): The property is really clean and very well maintained considering its age. I also feel that it is properly stocked with all the necessities. Property (Outdoor Space / View): We spend the majority of our time there outside. The deck / backyard area is very well maintained and stocked with adequate furniture. We used the gas grill every day of our stay. The dock is set up nicely for fishing including rod holders and a light for night fishing. The view from the dock is to die for, the Bay is so wide and the Bay Bridge is a nice backdrop to the view specially during sunset. Fishing: Fishing is the best I have ever experienced (compared to all other rentals I tried). I caught numerous species from the dock including Spot, White Perch and of course Striped Bass (Rockfish). I caught my biggest Rockfish ever from the dock there (39 inch fish, roughly 30 pounds) in April. Overall, I love the property, the view and the peaceful surroundings. A great bonus for me is the short one hour commute to get there. We will definitely be back to Love Point for an encore.
Match: Rental types Waterfront
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$459
Stunning, Newer Chesapeake Waterfront Estate, Pool - 7 Bedrms 5 Baths
Cambridge house
- 6 bedrooms
- 5 bathrooms
- sleeps 18
“Outstanding Vacation Rental” Our extended family (22 people - 13A/9K) had a great week at Saddle Beach. The house was beautiful and in very good condition. The option of being in the pool or the river during the day was wonderful. The house was clean and well furnished. The dining room table and table on the porch provided plenty of seating for meals. There was plenty of hot water for showers and clean-up after meals. The pool was clean and the river was awesome, with a gradual slope that was perfect for kids and adults. We used the crab traps provided and caught 2 dozen crabs that made a great contribution to dinner on Friday. Crabbing was best by the dock. We caught all but 3 crabs there, rather than out closer to the middle of the river. The AC on the ground floor stopped working on Tuesday, but one call to the owner and the repair team was on-site in less than 2 hours. The issue was resolved before noon on Wednesday. We have been renting vacation properties for years and issues crop up from time to time. We appreciated the quick response and resolution. The one recommendation we will make is to bring bug spray (mosquitos and horse flies). We anticipated it being right on the river, but if you haven't had that experience, you need to be prepared.
Match: Rental types Waterfront
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$1,030
Responds fast! avg. 2 hours 3 minutes
Match: Rental types Waterfront
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$537
Responds fast! avg. 2 hours 3 minutes
Match: Rental types Waterfront
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$497
Best location, best find: oceanfront, pools, tennis courts, clubhouse & More!
Rehoboth Beach house
- 4 bedrooms
- 7 bathrooms
- sleeps 10
Match: Rental types Waterfront
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$2,065
Match: Rental types Waterfront
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$488
“Amazing” If views are what you look for, this is the place.. wake up to the woods, have breakfast listening to the river. Our host was responsive and the place was fantastic. We had a great weekend. Would recommend to anyone, we actually already booked a return trip...
Match: Rental types Waterfront
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$258
Responds fast! avg. 43 minutes
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$408
Match: Rental types Waterfront
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$573
Eat..Sleep..Fish..Repeat! Who needs a desk (there is one upstairs) when you can
Stevensville house
- 4 bedrooms
- 2 bathrooms
- sleeps 12
Match: Rental types Waterfront
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$803
Large Family house with Great Room, Pools, Tennis, Golf, Near Beach
Bethany Beach house
- 7 bedrooms
- 5 bathrooms
- sleeps 26
Responds fast! avg. 1 hour 43 minutes
Match: Rental types Waterfront
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$1,148
Match: Rental types Waterfront
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$687
The Best House on the Beach 4 bedrooms/2 blocks to the beach 50’ deck
Ocean City house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
“Superb family vacation” Couldn't have asked for a nicer vacation. Debbie provided excellent service and the home was even more beautiful than described. Location was within walking distance to the beach and a short drive to the Boardwalk and restaurants. The deck was perfect for relaxing and entertaining. Thoroughly enjoyed by all!
Responds fast! avg. 1 hour 1 minutes
Match: Rental types Waterfront
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$430
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Tracys Landing house
- 5 bedrooms
- 4 bathrooms
- sleeps 14
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$727
Waterfront pier, putting green just minutes from downtown Annapolis
Riva house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
Match: Rental types Waterfront
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$725
The Pool Opens May 9 - Stay poolside for 2024 Commissioning Week Pier & parking
Arnold house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Match: Rental types Waterfront
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$355
Match: Rental types Waterfront
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$316
Waterfront| 4BR| 1st Floor Master|Family Ready|Bwi
Glen Burnie house
- 4 bedrooms
- 3 bathrooms
- sleeps 8
Match: Rental types Waterfront
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$305
Match: Rental types Waterfront
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$286
Available for 2024 Commissioning Week Waterfront home mins to USNA
Crownsville house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Match: Rental types Waterfront
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$361
Beautiful Waterfront Home, Private Pool and Water Amenities- Sleeps 16
Cambridge house
- 5 bedrooms
- 3 bathrooms
- sleeps 18
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$859
Cottage by the Bay on one level in family-friendly community
Annapolis house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Match: Rental types Waterfront
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$367
Match: Rental types Waterfront
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$402
Stay On the Waterfront in Edgewater custom-built chalet w private pier and hot t
Edgewater house
- 6 bedrooms
- 6 bathrooms
- sleeps 15
Match: Rental types Waterfront
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$1,390
Stunning waterfront home with deep water private pier minutes to Annapolis
Crownsville house
- 4 bedrooms
- 4 bathrooms
- sleeps 12
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$561
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$252
Match: Rental types Waterfront
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$1,262
Annapolis Charm™ Waterfront Chesapeake Bay Getaway - Private Pier - Near USNA
Cape Saint Claire house
- 2 bedrooms
- 1 bathroom
- sleeps 6
Match: Rental types Waterfront
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$401
Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this A
Annapolis house
- 5 bedrooms
- 2 bathrooms
- sleeps 10
Match: Rental types Waterfront
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$637
Beautiful Historical Home with a Private Studio for 2 in Baltimore/ Parkville
Parkville house
- 4 bedrooms
- 1 bathroom
- sleeps 2
Match: Rental types Waterfront
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$114