308 properties available

Located in Annapolis, Washington, United States. Spacious home with an outdoor pool, screened porch, washer/dryer & central AC Thomas Point TranquilityOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in a family neighborhood between Fishing Creek and the South River, this Annapolis vacation home is great for groups with children, thanks to the various children's sleeping options. It offers a large heated, saltwater pool, and quality furnishings, while is just minutes outside downtown Annapolis. A quick stroll down the street takes you to Thomas Point Park.This private retreat offers a large new deck, screened porch, fenced saltwater pool, and a sprawling yard for your enjoyment.Step inside to an open and light-filled space. The home features a large updated kitchen and spacious living and dining areas accented with a gorgeous stacked stone fireplace. A seated breakfast bar, lots of counter space, and quality appliances provide you with ever

Located in Annapolis, Washington, United States. Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience This new 4 bed / 3 bath modern luxury home sleeps 10 and is located in a quiet neighborhood near the Westin Hotel. Once you walk in the door you will know you made the right choice deciding to stay in this gorgeous home. THE SPACE:-The first floor has 10ft ceilings, an open floor plan, gourmet kitchen with upscale appliances, full bath (walk in shower), 1 bedroom (queen), and large laundry room.-The second floor has 3 large bedrooms (1 - king, 2 - queen, 3 - 2 queens) to easily accommodate a larger family or group. -All 3 bathrooms are spacious and each has a double vanity. -All hardwood floors throughout the homeLOCATION:The house is conveniently located 1.5 blocks to the Westin hotel, 2 blocks to many restaurants (Fado's, Carpaccio's, Miss Shirley's, Paul's Homewood Cafe), 1 block to a convenience store and 2 blocks to a liquor store. This house is walking distance to downtown and 2 blocks to Park Place w

Located in Annapolis, Washington, United States. Large Luxury Apartment In Downtown Annapolis 2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs Apartment with master bedroom & bath, kitchen living room, dining room and laundry. Main floor portion of the apartment has an additional bedroom and sitting room separate from the 2nd floor apartment, bath and patio for entertaining. 2 Blocks from City Dock with expansive water views of the Annapolis Harbor and access to numerous bars, restaurants and shopping. Endless activities in Annapolis. Boating, fishing, crabbing, shopping, dining, antiquing, paddle boarding, sailing, historic tours and the ever impressive Naval Academy.

Located in Annapolis, Washington, United States. Beautiful Historic Home With Great Location! The "Philip Clayton House" (Annapolis license STR21-144988) is a fully up-dated, historic home in the Federal style dating from 1834, in easy walking distance to Main Street, City Dock, USNA, St. Johns, St. Mary's, etc. The house has a modern kitchen with a HUGE island and a cozy eat-in area. The large family room has a gas fireplace and a Smart TV. There is a comfy sectional sofa, rocker, and a handmade 'gathering' table that can seat 10. The family room opens out via French doors to a large fenced, brick/stone patio with a firepit, outdoor seating, BBQ grill. The second floor has 3 bedrooms, all with queen beds. The master has an en-suite bath and a second full bath with tub is located off the hallway. The 3rd floor loft bedroom has 2 twin trundle beds that can sleep up to 4. Each trundle bed can be made up as 2 twins (attached) or a king bed (see photos). Due to a change in city regulations, guest parking passes for the resident

Located in Annapolis, Washington, United States. Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger **** 360 Tour *******https://youriguide.com/7cdq0_3731_thomas_point_rd_annapolis_mdEnjoy Annapolis with family & friends all year at this extraordinary waterfront home. With 4000 sq. ft of living space, 7 bedrooms, 4 baths, gourmet kitchen, 2 story great-room, screened-in porch, deck, balcony, hot-tub, pool, 4 deep water slips on Fishing Creek . Bring your boat, water toys & fishing gear to fully enjoy all this home has to offer. Steps from Thomas PT. Park, Close by to Dtwn Annapolis, City Dock, Quiet Waters Park, U. S. Naval Academy, great eateries, cultural events and more.

Located in Annapolis, Washington, United States. Perfect Waterfront Getaway/ Family Home Welcome to the perfect family home with 4 bedrooms, 3.5 baths, and large living rooms with comfy oversized couches. The house is located on the Water with beautiful views and a private dock, for kayaks, paddleboards, and other water activities. Located in beautiful Atlantis, an amazing community in Cape St Claire with many local attractions as well as a quick 10-15 minute ride to downtown Annapolis, Mall area, Severna Park, and many others. Open to long term rentals!! More information available

Located in Annapolis, Washington, United States. ***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere. 1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in downtown's Arts District, we are conveniently located in walking distance to City Dock, USNA, Navy Stadium, or to the many restaurants and shops Annapolis has to offer. Private driveway so parking is never a problem. Great fenced in backyard and patio for entertaining! 3 bedroom, 2.5 bath, with additional sleeping options in the finished basement (queen murphy bed) and a pull out sofa in the living room (queen). This home checks all the boxes for a memorable stay in Annapolis.Sorry, we are already booked for '22, '23, & '24 Commissioning Weeks.

Located in Annapolis, Washington, United States. Upscale home in Eastport / Annapolis Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek Bridge and downtown. Only two blocks to Davis' Pub, Lewnes and Ruth Chris Steakhouses. Wonderful views of the bay from the upstairs decks. Off street parking for two cars which is crucial during peak events. The three queen bedroom suites (including baths) upstairs, and a fourth bedroom / den with twin pull out and a full bath downstairs. The house can easily accommodate 7 people.

Located in Annapolis, Washington, United States. Charming 4BR 2BA w/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT Come stay at this fully updated cozy 4-bedroom 2-bathroom home. Conveniently located with a .6 mile walk to the Naval Academy stadium and 1.6 miles away from the heart of downtown Annapolis. This home has 4 available parking spots in the driveway as well as free street parking. There is plenty of room to relax and spend time with family. Perfect for any Naval Academy events!** Bedrooms **This home has 4 updated bedrooms.The master bedroom offers a queen size bed, with a 6 drawer dresser, closet for plenty of hanging clothes or storage, ceiling fan, and two nightstands with the bathroom directly across the hall. The guest bedroom offers a queen size bed, with a 4 drawer dresser, closet for plenty of hanging clothes or storage, lamp, and overhead LED light with the bathroom directly across the hall. The 2nd guest bedroom offers a queen size bed, with a large closet for storage, a nightsand with a lamp, an ove

Located in Annapolis, Washington, United States. Newer Waterfront Home on the Chesapeake Bay 2021 built waterfront home with sweeping views of the Chesapeake Bay located on a quiet, private road in the community of Sandy Point in Annapolis. Minutes to downtown and the Naval Academy, enjoy the wrap around decks and sunrise on the Chesapeake. Private pier is perfect for swimming, kayaking or taking in the view. Fire pit next to the seawall for relaxing and enjoying the evening navigation lights on the bay.Master bedroom upstairs with King bed, ensuite bath, walk-in closet and private deck. Two Queen bedrooms (up and down) with ensuite bath, walk-in closets and private balconies. Children’s bedroom has bunk bed. Bedrooms are comfortably furnished with beautiful linens, pillows and bed coverings. Downstairs family area and dining room overlook the bay. Lower deck has large table for grilling meals on the water. Owner limits gatherings to total of 15 due to limited parking and neighborhood agreement.

Located in Annapolis, Washington, United States. Entire house on quiet street w/fenced yard—1 block from river, 3 from bay Arundel-on-the-Bay is a private community on Annapolis Neck peninsula, and this home sits right in the middle. Ideal spot for stargazing, sunrises/sunsets, fishing off the pier, water sports, sunning at the beach, and relaxing strolls. 15 minutes from historic downtown Annapolis. You’ll have the whole house to yourself.Fishing Creek to the west, Chesapeake Bay on the east. Playground 1 block away.

Located in Annapolis, Washington, United States. 5 BR Creekside Contemporary WATERFRONT HOME with Private Dock, ROOF TOP HOT TUB, and Water Taxi Service! STR23-145260 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM MEMBER CONTACTS YOU WITH INSTRUCTIONS FOR PAYMENT AND FINALIZING YOUR RESERVATION.BOOK BETWEEN NOW AND AUGUST 31 AND RECEIVE $80 WORTH OF WATERMARK WATER TAXI VOUCHERS!! WATER TAXI IS AVAILABLE FROM PICK UP RIGHT FROM PRIVATE DOCK! Discover your not-to-be-missed waterfront haven in Eastport, just outside of downtown Annapolis, MD! Welcome to The Sailor's FantaSea, a breathtaking three-story 5 BR 3.5 BA contemporary vacation home that promises an unforgettable escape.Perched majestically overlooking the tranquil Back Creek, this stunning property boasts panoramic water views from every angle. With its private dock, roof top hot tub, multiple levels of decks, and airy interiors, The Sailor's FantaSea epitomizes comfortable waterside living.Step inside to be greeted by

Located in Annapolis, Washington, United States. Tastefully decorated fully-equipped Eastport Annapolis house with water views Our renovated 3 story house is located on the peninsula of Eastport, Annapolis. We are across the street from a small marina and have views of Back Creek. With 3 bedrooms, 2 and 1/2 bathrooms, we sleep 6 adults or older children. We are an easy walk across the Spa Creek bridge into downtown Annapolis, but why bother when you can visit the excellent bars and restaurants in Eastport itself. Davis' Pub, featured on Diners, Drive-Ins and Dives, is less than 200 feet away and a variety of local and nationally known restaurants such as Chart House and Ruths Chris are a very short walk away on the small Eastport peninsula. Parking is on-street but unlike downtown Annapolis, it is easy to find a spot.Please note: this house is not suitable for young children or pets. We have steep stairs and fine rugs and furniture.

Located in Annapolis, Washington, United States. “Athens of America,” Annapolis Apartment Two A The place to be for all USNA activities. Annapolis is a city abundant with history and culture. This former capital of the United States has a little something for every interest and taste, whether you're a history buff, a sports enthusiast, or someone simply looking for a peaceful retreat! Have the ultimate Annapolis experience by staying in this beautiful 1-bedroom, 1-bathroom apartment, ideally located within walking distance of Historic Downtown Annapolis and the United States Naval Academy. With enough room to comfortably accommodate up to 4 guests and all the amenities you need to feel at home, this delightful residence will serve as the perfect setting for your relaxing Northeast getaway. The moment you first arrive, you’ll immediately fall in love with the unit's neat and clean interior, featuring modern furnishings, soothing color schemes, and aesthetically pleasing decor throughout. Unwind by watching your favorite movie on the f

Located in Annapolis, Washington, United States. USNA Stay w/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR USNA Family Stay w/Pool - Infant/Toddler Friendly!Enjoy the newest addition to my “Family Friendly Staycation” home hosting experiences in Annapolis!Enjoy peaceful relaxation and make priceless memories with family, friends, loved ones or unique occasion at the newest addition to my “Family Friendly” focused home stays in Annapolis! This expansive, kid friendly, amenity rich, property has everything we've ever offered at any of of 5-star super host stays and more.The space:Mom, this family friendly stay is the one you've been looking for. As a mom of 3-under-3 my home is fully equipped for multiple infants and toddlers. I have a crib, toddler bed, pack n' play with infant sleeper, bassinet(s), outlet plugs, every toy that's ever been manufactured, walkers, noisemakers (with or without the batteries!), high chairs, toddler seats, training potty/seat, infant swing, baby monitor, a jumpy jumpy thing - you nam

Located in Annapolis, Washington, United States. Beautiful Home close to it all. This cozy yet spacious home offers 3 queen beds, a twin over full bunk bed with a pull out trundle, 2 full baths, 2 kitchens with all new appliances, sunroom breakfast nook off of the upstairs kitchen, 2 laundry rooms, 2 living rooms one on each level (two floors are not connected by interior stairs). So gather around the bar to hang with family and friends, grab some games like Battle Ship, UNO, Jenga or Cornhole to play, or cozy up on the couch to watch a movie! This house will not disappoint!Downtown Annapolis - 2 miles Naval Academy- 2 miles Annapolis Maritime Museum & Park - 1.8 miles Sandy Point State Park - 11 miles

Located in Annapolis, Washington, United States. “Athens of America,” Annapolis Apartment Two B Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the United States has a little something for every interest and taste, whether you're a history buff, a sports enthusiast, or someone simply looking for a peaceful retreat! Have the ultimate Annapolis experience by staying in this beautiful 1-bedroom, 1-bathroom apartment, ideally located within walking distance of Historic Downtown Annapolis and the United States Naval Academy. With enough room to comfortably accommodate up to 4 guests and all the amenities you need to feel at home, this delightful residence will serve as the perfect setting for your relaxing Northeast getaway. The moment you first arrive, you’ll immediately fall in love with the unit's neat and clean interior, featuring modern furnishings, soothing color schemes, and aesthetically pleasing decor throughout. Unwind by watching your favorite movie on the flat scr

Located in Annapolis, Washington, United States. Quiet home with large yard, close to Navy Bridge. Come relax at our spacious home and enjoy our quiet neighborhood! We are located near the greatest attractions in Annapolis, but off the beaten path. Grill out with friends, enjoy the various sitting rooms, and cook great meals in the vast kitchen. Plenty of parking for larger groups of friends!Home is located .7 miles from Navy Bridge, 1.1 miles from USNA, and 1.6 miles from downtown Annapolis.Pets allowed on a case by case basis! We will request a $100 pet fee via airbnb during your stay.

Located in Annapolis, Washington, United States. Charming Annapolis Victorian This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. With six bedrooms (three queen beds, two fulls and two twins) the house comfortably sleeps up to 12. Additional rooms include a pool table room, dining room, large kitchen, library and comfortable family room. The large back yard and beautiful wrap around porch are perfect for anyone looking for a little outdoor time, or for energetic kids!The convenience of this house cannot be overstated: an easy walk towards downtown you will find Carpaccio's Italian Restaurant, Ms. Shirley's Café, and the Annapolis Westin Hotel where the FREE Annapolis Circulator Trolley will pick you up and take you around the town. Additionally, the nearest grocery store is only a mile and a half away, and within two blocks of the house are a convenience store, a liquor store, and 'Paul's Homewood Cafe' on West Street! In short: if you need it, you can walk to it!We h

Located in Annapolis, Washington, United States. Lots free parking, hot tub, tree house, outdoor oasis - NOT party house Walk downtown or to grocery, restaurants, etc. We live in a nice modernly decorated duplex adjacent to Navy Stadium. It is a close-proximity neighborhood. We live in one half (it is our primary residence but i rent it sometimes to make extra income as a disabled veteran) & someone else lives in other but there's a privacy fence & all amenities listed are ours only. It is an easy walk to all the popular sites. We've unlimited, free parking & many, many amenities. We've lovely deck w/ built-in fireplace, hot tub & relaxing furniture. Backyard is a fantastic, fun place for whole family. There’s a tree house, bocce, cornhole, horseshoes, tic-tac-toe. There's an outdoor bar w/flat screen tv, so you can watch movies or games from hot tub. Upstairs from main level king master bdrm (ensuite w/ full bathroom) , 2 bdrms w/ queens (one w/ a TV) as well as full bath in hall. On main level theres a kitchen w/ small tabl

Located in Annapolis, Washington, United States. Maryland Inn 2 Double Beds, Historic Inns, Modern Amenities, Event Space, City Center Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine at local restaurants - all from walkable distance!Historic Inns of Annapolis features accommodations across three distinct buildings: Maryland Inn, Governor Calvert House, and Robert Johnson House. Please note, that all guests will check in at Governor Calvert House, the address displayed on the listing.- This Room is Located in Maryland InnPLEASE NOTE:This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.- The property requires a damage deposit of $100 /night/unit on the credit/debit card provided. The deposit is required for EACH UNIT and is refunded IN FULL upon check-out.- Early check-in is subject to availability upon arrival.- Following property rules, the minimum age required for check-in is

Located in Annapolis, Washington, United States. Perfect Eastport Location, walk everywhere, Annapolis NO CLEANING FEE Leave your car behind and walk to everything Annapolis, Eastport is full of charm, Restaurants, Museums, live music.Comfy large space with 2 sectional sofas, oversized TV, wireless internet, a desk if you need to take care of business, a pool table with ping pong overlay and plenty of games to keep everyone busy. Walk to town, Annapolis or Eastport Yacht club, Mears Safe harbor marina or Davis pub for a crab pretzel. All within a block or 2 of our apartment.For reviews , over 85 4.9/5.0 superhost reviews, please review my other platforms BNB superhost status Please provide your reason for visiting this great town , wedding , navy visit etc when you book , we like to know where our peeps are coming from !NOTE: VRBO does not currently collect/remit the city of Annapolis Occupancy tax, you will see a $60.00 fee listed as administrative Fee, with no cleaning fees I do need to add this to pay Annapolis their share, so so

Located in Annapolis, Washington, United States. Waterfront Beach House with amazing views The perfect place to experience amazing sunrise/sunset views on the water, beach within walking distance, restaurants, dining and nightlife. You’ll love it because of the location, the views, and the ambiance. It is a great space for couples, solo adventurers, business travelers, and families (with kids).

Located in Annapolis, Washington, United States. Stay just steps from City Dock in the Historic Fleet's Inn Stay just steps from the Annapolis waterfront! Cherished by the multi-generational Navy owners who have updated the modern home, while maintaining the charm of residing on the Historic District's Fleet Street. Enter the sunny family room decorated in full Semper Fi pageantry. Head back to the gourmet kitchen, with sleek granite counter tops, stainless steel appliances and all of the kitchen tools you'll need for your stay. Head out to the private fenced stone patio where you'll find a BBQ grill and seating for 4 under the umbrella at the table. In the hall of the main floor you'll find the powder room and full laundry room.Head up the Navy-decorated stairway to the 2 bedrooms and 2 full baths on the second floor. The en-suite primary Bedroom has a Queen bed, flatscreen TV and a shower/tub combo. Across the hall is the guest bedroom with 2 twin beds and an en-suite full bath with stand-up shower.When you are ready to see the