Book an Annapolis vacation rental and visit Maryland's state capital! iTrip Vacations Annapolis manages short-term rentals in Annapolis, Kent Island and St. Michaels. Due to its Chesapeake Bay location, water recreation is big in Annapolis. Add the city's 533-plus miles of creeks, rivers and streams, and there are plenty of reasons to play on the water. Start by canoeing, kayaking and stand-up paddle-boarding. Those who want guided options should plan a sailing tour and pirate cruise or ride water taxis. Other outdoor recreation includes boating, beach-combing, crabbing, fishing, wind surfing, playing at parks, and watching sporting events at Navy-Marine Corps Memorial Stadium. When not on the water, learn and have fun. Annapolis offers attractions for all interests, so visitors may customize their adventure. Affectionately known as the “Sailing Capital of the U.S.,” Annapolis also houses the U.S. Naval Academy, which offers tours. Then tour Maryland State House, Annapolis Historic District, museums and churches. Area trolley tours provide an easy way to see everything while learning about the area's history and legends. Visitors will also find coastal charm and history in nearby St. Michaels. This pet-friendly town offers a place to enjoy outdoor recreation and sports, tour museums and galleries, and shop local boutiques. St. Michaels also serves as a go-to place for community festivals and weddings, waterfront dining, and spas. For an added adventure, book a Kent Island vacation rental. Kent Island ranks among the largest islands in Chesapeake Bay and offers outdoor recreation, parks, beaches, distilleries and vineyards. In addition, Kent Island has historical sites and provides access to the historic Stevensville Arts and Entertainment District. Our Annapolis vacation rental guests also enjoy the area's arts and culture scene. Head to West Street for art galleries, music venues, classes, special events and dining. Visitors also enjoy celebrating art through theater, opera, symphony, ballet and live performances. Those who want to make a night of it will find quaint streets lined with bars, pubs, waterfront dining, and plenty of live music. Forget something? Want to buy souvenirs? Don't miss Annapolis' shopping scene. The area has both big-box and boutique retailers as well as antique stores. For big names, browse stores at Annapolis Town Centre, Westfield Annapolis Mall and Arundel Mills Mall. During spring and summer, shoppers flock to Main Street, Maryland Avenue and Eastport, which sits a short drive from downtown Annapolis. In addition, our Kent Island and Annapolis vacation rentals provide everyone access to delicious food, especially Maryland's famous blue crabs. This coastal destination has a stellar reputation for seafood, but also offers traditional and international cuisine. To sample some of the best local flavor, attend Annapolis Crab Fest and Annapolis Restaurant Week, or schedule a guided food tour. But wait. There's more! Annapolis also hosts more than a dozen festivals that celebrate the best in culture, sports and coastal living. Signature events include Annapolis Film Festival, Boat Maryland Week, Maryland Day, sailboat shows, a Renaissance festival and football. Guests also love the holiday celebrations, tree lightings, fireworks, boat parades and light displays. Plan a trip! Book an Annapolis area vacation rental and start planning. Interesting in earning more from your rental? Learn about our full-service Annapolis property management program and meet our team.
Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater
Stay at On The Waterfront in Edgewater, MD at this amazing custom-built estate resembling a ski chalet. Located on almost 2 acres with a private pier and beach entry, a huge furnished deck and hot tub, the magnificent open floor plan has expansive views of the South River. There are multiple living spaces for families to gather while traveling together: the 2-story open living, dining and family rooms on the main level with a gas fireplace and 2 flatscreen TVs, and the hangout space in the lower level with desk space, flat screen TV, a giant couch, ping pong table and room for the young ones to play. All of the bedrooms are either en-suite or have connecting baths in the hall. The kitchen includes a double oven, 2 cooktops, a warming drawer double-sized refrigerator, wine cooler and ice maker. There are 3 bedrooms and 2.5 baths on the main level. The waterfront Queen bedroom has an en-suite full bath with a tile stand-up shower and double vanity. Across the hall is the family wing with a King bed on one side, a Bunk room with 2 double beds on the other and a full bath connecting the 2 rooms in the hall. Upstairs is the waterfront Family suite with a King bed, portable crib and an adjoining Nursery with a crib and rocking chair. Also in the suite is a full en-suite bath with a whirlpool tub, stand-up shower and double vanity. Down the hall is another double full bunk room with an en-suite full bath. On the other side of the 2nd floor is the 2nd King suite with an its own en-suite bath with soaking tub, stand-up shower and double vanity. All of the bedrooms (except the lower King) have their own flatscreen TV. Head down to the lower level recreation room with a massive couch, large desk space, game table, ping-pong table, a flatscreen TV, and another full bath with large tiled shower. The space is great for the younger family members to hang and even sleep. The home is just a 5-minute drive to the Londontowne Public Gardens, and an easy 15-20 minute drive to Maryland’s capital, Annapolis. *Please note - during Summer and early Fall, owners may dock their boat at the pier and use the beach amenities during the summer months but will not access any part of the back deck or house. SLEEPING ARRANGEMENTS 6 BR / 6.5 BA / Sleeps 8 (-12) adults, 4+ kids and 2 babies: Main Floor Queen Suite (sleeps 2): - Queen Bed - En-suite bath with double vanities and stand-up shower Main Floor King Guest room (sleeps 2): - King Bed - Full bath in private hall Full bed Bunk Room (sleeps 2 adults or 4 kids): - Main Floor - Full bed Bunks - Full bath in private hall 2nd Floor Family Suite (sleeps 2 adults and 2 babies): - King Bed - Portable crib - Nursery with Crib - En-suite bath with whirlpool tub, stand-up shower and double vanities 2nd Floor King Suite (sleeps 2): - King Bed - En-suite Bath - En-suite bath with soaking tub, stand-up shower and double vanities HIGHLIGHTS: - Pier and beach on South River - Hot tub - Waterfront furnished deck - Outdoor shower - Gourmet kitchen with double ovens, and 2 sets of stoves (one in the large butler's pantry) - WiFi - Flatscreen TV's - Electric car charging 240v 50A 1 covered 4-50A NEMA receptacle located outside the garage - Luxury linens, complimentary toiletries Starter Kit, and boutique-level service - Parking for multiple cars on the driveway - Washer & dryer located inside the home - No pets - Keyless entry. Drive straight to your rental home and enter the side door, to the left of the front door, with an electronic lock code. Property Distance to: -Marine Corps Memorial Stadium – 6 miles (15 mins) -U.S. Naval Academy – 8 miles (18 mins) -Washington, DC – 30 miles -Baltimore - 30 miles * Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going. * All beds are made for you with freshly-laundered sheets & each bath has fresh-laundered towels. House Rules Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Please respect the neighbors and neighborhood. No parties or events without requesting special permission from the owners pre-check-in. Check-in time: 4:00 pm Check-out time: 11:00 am
Home, 6 Bedrooms, 6.5 Baths, (Sleeps 15)
If cancelled 30 days prior to arrival a $100.00 cancellation fee will be charged. If cancelled 30 days or less prior no refund will be received.
On The Waterfront
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This property is not Available for the specified period
Book an Annapolis vacation rental and visit Maryland's state capital! iTrip Vacations Annapolis manages short-term rentals in Annapolis, Kent Island and St. Michaels. Due to its Chesapeake Bay location, water recreation is big in Annapolis. Add the city's 533-plus miles of creeks, rivers and streams, and there are plenty of reasons to play on the water. Start by canoeing, kayaking and stand-up paddle-boarding. Those who want guided options should plan a sailing tour and pirate cruise or ride water taxis. Other outdoor recreation includes boating, beach-combing, crabbing, fishing, wind surfing, playing at parks, and watching sporting events at Navy-Marine Corps Memorial Stadium. When not on the water, learn and have fun. Annapolis offers attractions for all interests, so visitors may customize their adventure. Affectionately known as the “Sailing Capital of the U.S.,” Annapolis also houses the U.S. Naval Academy, which offers tours. Then tour Maryland State House, Annapolis Historic District, museums and churches. Area trolley tours provide an easy way to see everything while learning about the area's history and legends. Visitors will also find coastal charm and history in nearby St. Michaels. This pet-friendly town offers a place to enjoy outdoor recreation and sports, tour museums and galleries, and shop local boutiques. St. Michaels also serves as a go-to place for community festivals and weddings, waterfront dining, and spas. For an added adventure, book a Kent Island vacation rental. Kent Island ranks among the largest islands in Chesapeake Bay and offers outdoor recreation, parks, beaches, distilleries and vineyards. In addition, Kent Island has historical sites and provides access to the historic Stevensville Arts and Entertainment District. Our Annapolis vacation rental guests also enjoy the area's arts and culture scene. Head to West Street for art galleries, music venues, classes, special events and dining. Visitors also enjoy celebrating art through theater, opera, symphony, ballet and live performances. Those who want to make a night of it will find quaint streets lined with bars, pubs, waterfront dining, and plenty of live music. Forget something? Want to buy souvenirs? Don't miss Annapolis' shopping scene. The area has both big-box and boutique retailers as well as antique stores. For big names, browse stores at Annapolis Town Centre, Westfield Annapolis Mall and Arundel Mills Mall. During spring and summer, shoppers flock to Main Street, Maryland Avenue and Eastport, which sits a short drive from downtown Annapolis. In addition, our Kent Island and Annapolis vacation rentals provide everyone access to delicious food, especially Maryland's famous blue crabs. This coastal destination has a stellar reputation for seafood, but also offers traditional and international cuisine. To sample some of the best local flavor, attend Annapolis Crab Fest and Annapolis Restaurant Week, or schedule a guided food tour. But wait. There's more! Annapolis also hosts more than a dozen festivals that celebrate the best in culture, sports and coastal living. Signature events include Annapolis Film Festival, Boat Maryland Week, Maryland Day, sailboat shows, a Renaissance festival and football. Guests also love the holiday celebrations, tree lightings, fireworks, boat parades and light displays. Plan a trip! Book an Annapolis area vacation rental and start planning. Interesting in earning more from your rental? Learn about our full-service Annapolis property management program and meet our team.
Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater
Stay at On The Waterfront in Edgewater, MD at this amazing custom-built estate resembling a ski chalet. Located on almost 2 acres with a private pier and beach entry, a huge furnished deck and hot tub, the magnificent open floor plan has expansive views of the South River. There are multiple living spaces for families to gather while traveling together: the 2-story open living, dining and family rooms on the main level with a gas fireplace and 2 flatscreen TVs, and the hangout space in the lower level with desk space, flat screen TV, a giant couch, ping pong table and room for the young ones to play. All of the bedrooms are either en-suite or have connecting baths in the hall. The kitchen includes a double oven, 2 cooktops, a warming drawer double-sized refrigerator, wine cooler and ice maker. There are 3 bedrooms and 2.5 baths on the main level. The waterfront Queen bedroom has an en-suite full bath with a tile stand-up shower and double vanity. Across the hall is the family wing with a King bed on one side, a Bunk room with 2 double beds on the other and a full bath connecting the 2 rooms in the hall. Upstairs is the waterfront Family suite with a King bed, portable crib and an adjoining Nursery with a crib and rocking chair. Also in the suite is a full en-suite bath with a whirlpool tub, stand-up shower and double vanity. Down the hall is another double full bunk room with an en-suite full bath. On the other side of the 2nd floor is the 2nd King suite with an its own en-suite bath with soaking tub, stand-up shower and double vanity. All of the bedrooms (except the lower King) have their own flatscreen TV. Head down to the lower level recreation room with a massive couch, large desk space, game table, ping-pong table, a flatscreen TV, and another full bath with large tiled shower. The space is great for the younger family members to hang and even sleep. The home is just a 5-minute drive to the Londontowne Public Gardens, and an easy 15-20 minute drive to Maryland’s capital, Annapolis. *Please note - during Summer and early Fall, owners may dock their boat at the pier and use the beach amenities during the summer months but will not access any part of the back deck or house. SLEEPING ARRANGEMENTS 6 BR / 6.5 BA / Sleeps 8 (-12) adults, 4+ kids and 2 babies: Main Floor Queen Suite (sleeps 2): - Queen Bed - En-suite bath with double vanities and stand-up shower Main Floor King Guest room (sleeps 2): - King Bed - Full bath in private hall Full bed Bunk Room (sleeps 2 adults or 4 kids): - Main Floor - Full bed Bunks - Full bath in private hall 2nd Floor Family Suite (sleeps 2 adults and 2 babies): - King Bed - Portable crib - Nursery with Crib - En-suite bath with whirlpool tub, stand-up shower and double vanities 2nd Floor King Suite (sleeps 2): - King Bed - En-suite Bath - En-suite bath with soaking tub, stand-up shower and double vanities HIGHLIGHTS: - Pier and beach on South River - Hot tub - Waterfront furnished deck - Outdoor shower - Gourmet kitchen with double ovens, and 2 sets of stoves (one in the large butler's pantry) - WiFi - Flatscreen TV's - Electric car charging 240v 50A 1 covered 4-50A NEMA receptacle located outside the garage - Luxury linens, complimentary toiletries Starter Kit, and boutique-level service - Parking for multiple cars on the driveway - Washer & dryer located inside the home - No pets - Keyless entry. Drive straight to your rental home and enter the side door, to the left of the front door, with an electronic lock code. Property Distance to: -Marine Corps Memorial Stadium – 6 miles (15 mins) -U.S. Naval Academy – 8 miles (18 mins) -Washington, DC – 30 miles -Baltimore - 30 miles * Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going. * All beds are made for you with freshly-laundered sheets & each bath has fresh-laundered towels. House Rules Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Please respect the neighbors and neighborhood. No parties or events without requesting special permission from the owners pre-check-in. Check-in time: 4:00 pm Check-out time: 11:00 am
Home, 6 Bedrooms, 6.5 Baths, (Sleeps 15)
If cancelled 30 days prior to arrival a $100.00 cancellation fee will be charged. If cancelled 30 days or less prior no refund will be received.