
Anne Arundel Area Rentals

- From $518 per night (USD)
VRBO
Great Entertaining Spot for any Occassion!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
This newly built 2012 Carriage House has all the bells and whistles for a relaxed fiiends and family stay. Enjoy this u ...
From $518 per night (USD)VRBO
- From $239 per night (USD)
VRBO
New Bungalow with view of South River!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern bungalow that ha ...
From $239 per night (USD)VRBO
- From $973 per night (USD)
VRBO
Spacious Luxury 6 BR Home, Sleeps 16, Private Pool, In Nature, Convenient to DC
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Stunning 6 bedroom, 5½ bath home on 34 acres with panoramic woodland views, and private salt-water pool, perfect for tha ...
From $973 per night (USD)VRBO
- From $507 per night (USD)
VRBO
Tastefully decorated fully-equipped Eastport Annapolis house with water views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our renovated 3 story house is located on the peninsula of Eastport, Annapolis. We are across the street from a small m ...
From $507 per night (USD)VRBO
- From $477 per night (USD)
VRBO
Private Waterfront Home w/ Pier and 2+ Acres!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
For endless water views and enviable privacy - look no further! Situated on two acres of lush green grass, this true pen ...
From $477 per night (USD)VRBO
- From $328 per night (USD)
Expedia
Cozy 2br home w/ parking in downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A's by the Cove is ideally located in the heart of downtown Annapolis's Historic and Art Districts. It is a fully update ...
From $328 per night (USD)Expedia
- Click For Pricing
VRBO
Nice retreat apartment/private patio, min. away from USNA & Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nice 2 bedrooms / 1 bathroom appartment in the lower level of a single home, private entrance and patio in the back of t ...
Click For PricingVRBO
- From $280 per night (USD)
Expedia
Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
The Firefly Cottage (cute as the bug!) in beautiful Cape St. Claire. Our cozy cottage sits on a ¼ acre of land for your ...
From $280 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Waterfront With Relaxing Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The house has 2 master bedrooms on upper level. One of them has private deck and panoramic views. There is one bedroom ...
From $314 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Sweet Bamboo Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
If you are looking for a sweet, comfortable and clean home for your stay while visiting our beaches or other Calvert Cou ...
From $217 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Annapolis steps to Harbor and Naval Academy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Parking included. The heart of Annapolis 1 street from the harbor, fun restaurants & backs to the Naval Academy. This 1s ...
From $336 per night (USD)VRBO
- From $1389 per night (USD)
VRBO
Prestigious Historic Annapolis home, parking for 5 cars, walk to everything!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious historic Annapolis home, located mere steps to the Naval Academy and St. John's College. Two blocks from the St ...
From $1389 per night (USD)VRBO
- From $312 per night (USD)
VRBO
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Quaint 2 BR 1 BA Guest House nestled in the trees by USNA stadium. Enjoy Annapolis historic charm in this rare 2 BR 1 BA ...
From $312 per night (USD)VRBO
- From $604 per night (USD)
VRBO
Beautifully Renovated Historic District Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this meticulously renovated home where no detail has been overlooked. Step into the kitchen and be captivated ...
From $604 per night (USD)VRBO
- From $831 per night (USD)
VRBO
Charming Historic Annapolis Home With Two Off-street Parking Places!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Charming cedar shake duplex home in Historic Annapolis adjacent to the Paca Gardens and the Naval Academy. Custom kitche ...
From $831 per night (USD)VRBO
- From $1067 per night (USD)
Expedia
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely 3 bedroom house, beautifully furnished, 2 gourmet kitchens, outdoor oasis with pool, jacuzzi, sauna, steam room ...
From $1067 per night (USD)Expedia
- From $415 per night (USD)
VRBO
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Palm Haven at A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, resta ...
From $415 per night (USD)VRBO
- From $703 per night (USD)
VRBO
WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
CHARMING FOUR BEDROOM WATERFRONT COTTAGE ON SCENIC SEVERN RIVER WITH STUNNING VIEWS -- RARE CLOSE-IN LOCATION - JUST MI ...
From $703 per night (USD)VRBO
- From $516 per night (USD)
VRBO
Our Home on the Cove: waterfront, peaceful, wooded, comfy, family friendly
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
Sitting on 8 acres of water front property, Our Home on the Cove is a cottage with 5 bedrooms and room for a family of 4 ...
From $516 per night (USD)VRBO
- From $1396 per night (USD)
VRBO
A WATERFRONT ESTATE ON THE CHESAPEAKE BAY, \"THE DRIFTWOOD LODGE\".
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 20
Enjoy panoramic waterfront views of the Chesapeake Bay, in this awe inspiring moment surrounded by nature. The home is s ...
From $1396 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy 1-bed with pool access, just steps from mall.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Studio basement apartment just steps from Waugh Chapel Outdoor Mall & IMAX Theater, Gambrills. Hot Plate/Air Fryer/Micro ...
Click For PricingVRBO
- From $417 per night (USD)
VRBO
Waterfront, Private Beach, Peaceful Family Getaway
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the Chesapeake from your very own front row seat at Murphy Point on the Chesapeake. Watch dolphins, turtles, ...
From $417 per night (USD)VRBO
- Click For Pricing
VRBO
Downtown Annapolis Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom and two bathroom in Historic Annapolis, only 1 mile from arts district (west street), 2 miles from downtown ...
Click For PricingVRBO
- From $428 per night (USD)
Expedia
Adorable waterside cottage with pool Beach community
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
1920's two level cottage with multiple decks and a private inground swimming pool. This home boasts water views from eve ...
From $428 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Calico Cottage Guest House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute-as-a-bugs ear West Annapolis guest cottage. In settled neighborhood just 1.5 miles from the Navy Stadium and less t ...
From $193 per night (USD)VRBO
- From $609 per night (USD)
Expedia
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Charming house - a 10-15 min walk to Navy Marine Corps Stadium (<.75mile), a 5 min drive from the US Naval Academy (<1mi ...
From $609 per night (USD)Expedia
- From $570 per night (USD)
VRBO
Nautical Feel to This Beautiful Eastport Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
From the minute you walk in the door, you will feel the warmth and charm this home offers. Located on the Eastport si ...
From $570 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Carriage House on 42 Acres in West River. Just 17 Miles from Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Our charming carriage house, nestled in privacy on 42 acres, offers a relaxing Adirondack-type getaway for up to 5 gues ...
From $245 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront house on a point where the South River meets Boyd’s Point. House was built in 2021 with huge gourmet kitchen ...
Click For PricingVRBO
- Click For Pricing
Expedia
Wooded retreat minutes from Downtown Annapolis!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
Click For PricingExpedia
- From $728 per night (USD)
VRBO
94 Five Star Reviews located in the City of Annapolis in a quiet neighborhood!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This is one of the most charming houses in Murray Hill! Located on a dead end street, this brick colonial with a slate r ...
From $728 per night (USD)VRBO
- From $182 per night (USD)
VRBO
Waterfront Apartment with Fantastic Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We call this recently renovated luxury apartment Hale Kai, which is Hawaiian for 'Sea House.' It is fully furnished and ...
From $182 per night (USD)VRBO
- From $644 per night (USD)
VRBO
Lots free parking, hot tub, tree house, outdoor oasis - NOT party house
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Walk downtown or to grocery, restaurants, etc. We live in a nice modernly decorated duplex adjacent to Navy Stadium. I ...
From $644 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
The Beachwood Cottage is located near Mayo, Maryland, on the western shore of the Chesapeake Bay. The property sits on R ...
From $381 per night (USD)Expedia
- From $673 per night (USD)
VRBO
Ultraclean Family Waterfront Home Annapolis Area - 198+ Top Reviews!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Breathtaking views from our waterfront property ... 10 minutes outside Annapolis, Maryland. Light-filled and open floor ...
From $673 per night (USD)VRBO
- From $319 per night (USD)
Expedia
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This upscale 2 bedroom, 1 bathroom water view cottage is located in a private beach community off of the Chesapeake Bay ...
From $319 per night (USD)Expedia
- From $712 per night (USD)
VRBO
Beautiful Waterfront Townhome In Historic Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful waterfront townhome with three bedrooms 3 1/2 baths, recently renovated and beautifully decorated. 5-minu ...
From $712 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Our comfortable and relaxing studio is a quiet retreat with a fantastic view while still only a 30 minute drive to Annap ...
From $194 per night (USD)Expedia
- From $899 per night (USD)
VRBO
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Spacious 5-bedroom (4 full- and 2 half-baths) waterfront getaway built along the natural topography of Fairhaven Cliffs. ...
From $899 per night (USD)VRBO
- From $806 per night (USD)
VRBO
Waterfront home in Annapolis MD with private pier
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront home, 2000 sq feet, in Annapolis, MD on Magothy River, overlooking Chesapeake Bay, Gibson Island with private ...
From $806 per night (USD)VRBO
- From $495 per night (USD)
VRBO
Historic District\"Crab Cakes and Football\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Crab Cakes and Football. Enjoy Historic Downtown Annapolis with convenient walking distance to both City Dock ...
From $495 per night (USD)VRBO
- From $152 per night (USD)
Expedia
Relax in this 7-mins-Away E’thing Cozy Modern Studio-Near BWI,Arundel Mills etc
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming, modern studio/guest room in a house in the heart of Glen Burnie. Just couple blocks away from BWI airport, ama ...
From $152 per night (USD)Expedia
- From $2075 per night (USD)
VRBO
Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Built in 1875, this delightful house offers total privacy in the heart of downtown Annapolis. Steps from Main St, and t ...
From $2075 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Pasadena, MD close to Annapolis/WDC/Baltimore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Rest, relax in the color and light of the house, breathe and welcome the calm. 20 minutes to Annapolis and Baltimore, 15 ...
From $293 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Perfect family/friend getaway. Kayaks and bikes provided.Walk to Herrington Harb
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The owner has created your own slice of paradise in the Rose Haven community of North Beach. Walk to Herrington Harbour ...
From $472 per night (USD)VRBO
- From $1629 per night (USD)
VRBO
Murray Hill Gem - Your Commissioning Week Home Away from Home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NBS22-145072 - PLEASE NOTE: IF YOU BOOK THIS PROPERTY, YOU WILL BE CONTACTED BY ANNAPOLIS ACCOMMODATIONS TO FINALIZE AN ...
From $1629 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Private Cottage on gated estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Completely remodeled guest cottage on gated, private estate. Home is located just minutes from Eastport, Downtown Annapo ...
From $245 per night (USD)VRBO
- From $547 per night (USD)
VRBO
Upscale home with parking for 4 cars in driveway. Walk to downtown.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NOTE: Posted rates do not apply to Holidays, Boat Shows or Commissioning Week. They will be given on request. Rates a ...
From $547 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 1920's Craftsman style bungalow is 1/2 block from the Naval Academy Stadium and within walking distance of the Hist ...
From $151 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Your Annapolis Waterfront retreat - a short walk to Navy Football Home Games
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Begin your mornings with wraparound views from the queen bed or coffee on the screened porch, with the same water views ...
From $357 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Annapolis waterfront \"tiny house\" in garden setting
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This " Carriage House" is a tiny jewel box, space efficient as a boat and comfortable as a modern home. Located in t ...
From $154 per night (USD)VRBO
- From $656 per night (USD)
Expedia
Waterfront home on the Magothy River. Perfect for family vacation.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Waterfront home in Severna Park on the Magothy River. Twenty minutes to the Chesapeake Bay by boat. Three bedrooms and f ...
From $656 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Neat & Clean 1 Bedroom Apartment in Quaint Eastport Neighborhood of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Known as the “Athens of America,” Annapolis is a city abundant with history and culture. This former capital of the Unit ...
From $226 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Charming garden row home, easy 4 block walk to the heart of Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Incredible location in the Historic District of Annapolis. Walking distance to the Naval Academy, St. Johns College, an ...
From $384 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Chesapeake Sparkles Sky-Lit Studio Flat + Solarium
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your party will have two lovely private spaces, connected by a door, on the second floor of the Chesapeake Paradise Hou ...
From $237 per night (USD)VRBO
- From $538 per night (USD)
VRBO
Eastport Haven House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to our custom Craftsman in the exclusive Maritime Eastport section of Annapolis. Surrounded by the city's best r ...
From $538 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Gorgeous Annapolis Area Waterfront Home!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful views of the river as you enter this 5 bedroom waterfront home. Imagine watching boats from the screened-in po ...
From $571 per night (USD)VRBO
- From $854 per night (USD)
Expedia
Charming Annapolis Victorian
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. W ...
From $854 per night (USD)Expedia
- From $3293 per night (USD)
VRBO
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist ...
From $3293 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Cute Bay Home/Fantastic View and Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy three bedroom home with two large decks overlooking the Chesapeake Bay -- and a beautiful sandy beach. The view is ...
From $309 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Bell Estates I Beautiful Cottage I Beach Passes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bell Estates is a newly built corner lot across the street from the bay with stunning views of the water from the Master ...
From $323 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Vacations are meant to be carefree! Let the chimes from the Naval Academy chapel start your day. Stroll along our famed ...
From $361 per night (USD)Expedia
- From $231 per night (USD)
VRBO
National Historic home w/ Serene & Quiet Setting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Originally founded in the 1600's, Abington Farm, a.k.a Abbington Manor & Stables, is a historic home and stables in Crow ...
From $231 per night (USD)VRBO
- From $642 per night (USD)
Expedia
Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hello and Welcome to Annapolis! You are going to love this home. IMPORTANT: if you are inquiring about USNA Commission ...
From $642 per night (USD)Expedia
- From $381 per night (USD)
VRBO
Annapolis Bay House BOAT SHOW & USNA Families 2 Bedroom with Den sleeps 5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming Bay Cottage just steps from a beautiful beach and the Chesapeake Bay, a short drive or walk to the crabbing an ...
From $381 per night (USD)VRBO
- Click For Pricing
Expedia
Waterfront River Breezes with private pier, parking and billiards room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
*Ask us about renting the 1Bedroom/1Bath River Cottage on the same property. This stunning historic home, located on 3 ...
Click For PricingExpedia
- From $425 per night (USD)
VRBO
Historic Downtown Charmer, Water Views and Parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep ...
From $425 per night (USD)VRBO
- Click For Pricing
Expedia
Stay at Lux Red Door Gem with 3 Parking Spots
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The gorgeous Downtown Annapolis home was meticulously remodeled from top-to-bottom in a luxurious fashion. This fully-r ...
Click For PricingExpedia
- From $644 per night (USD)
VRBO
Steps to Main St at Historic Home with Capital Views, Private Patio & Free Off-Site Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience Historic Annapolis in Comfort and Style This charming 4-bedroom home sits in the heart of Historic Annapolis, ...
From $644 per night (USD)VRBO
- From $902 per night (USD)
VRBO
Annapolis -Eastport - -3 Bedroom- 3 bath with parking
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Delightful Arts and Crafts/ Coastal style home. Main Level is open space concept with 9 ft ceilings and plenty of nat ...
From $902 per night (USD)VRBO
- From $430 per night (USD)
VRBO
338 judysplaces in Lansdowne, 6BR, 2 BA, renovated SFH
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to a beautiful, totally renovated single family home in a quiet private neighborhood. Close to everything, about ...
From $430 per night (USD)VRBO
- Click For Pricing
Expedia
Retreat on Sage Brush Court (Basement Suite w/private entrance)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
- This Home away from Home 1 bedroom (queen bed) - kitchenette (no stove) - electric 2 burner hot plate - the couch c ...
Click For PricingExpedia
- From $156 per night (USD)
VRBO
Whiskey Bottom Saloon by LLOYD SUITES
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
SPACE You will have our entire Saloon for your enjoyment during your stay. The Saloon is located on the first level of t ...
From $156 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
In this lovely house in a quiet neighborhood in Annapolis, MD, you will find yourself just a short 12-minute car ride a ...
From $428 per night (USD)VRBO
- From $898 per night (USD)
VRBO
Steps away from the Chesapeake Bay in the unique Bay Ridge community!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Chesapeake living with a view of the Bay from the lovely outdoor dining area and screened in balcony off of the huge mas ...
From $898 per night (USD)VRBO
- From $697 per night (USD)
Expedia
Walkable to Main Street at Seashell in the City with 2 parking spots
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this gorgeous fully-renovated home, restored to a new modern grandeur, which includes coveted parking for 2 c ...
From $697 per night (USD)Expedia
- From $597 per night (USD)
VRBO
Chesapeake Bay single family home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Quaint community of Arundel on the Bay in Annapolis, Maryland. Spacious 4 bedroom, 3.5 bathrooms in 3000 s.f. waterfront ...
From $597 per night (USD)VRBO
- Click For Pricing
Expedia
Nora's Guest House- fine living by LLOYD SUITES
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary Nora's Guest House offers its guests a complete luxury home. We're 25 mins from DC, 20 mins from Baltimore, a fe ...
Click For PricingExpedia
- From $298 per night (USD)
VRBO
Anchor's Away in the Heart of Eastport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Downtown in the heart of Eastport Annapolis, this first floor studio condo boasts high ceilings with lots of natural lig ...
From $298 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Waterfront living on the Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live the Chesapeake life style in this 4 BR 2 bath home with a private dock on 150 ft of Back Creek waterfront. This hom ...
From $396 per night (USD)VRBO
- From $226 per night (USD)
VRBO
“Athens of America,” Annapolis Apartment One B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Annapolis is a city abundant with history and culture. This former capital of the United States has a little something f ...
From $226 per night (USD)VRBO
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Expedia
Entire Town House Close to DC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is a over 2,000sq home with 4 bedrooms and 3.5 bathrooms. It is a 3 level end unit with a patio perfect for family ...
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- From $244 per night (USD)
VRBO
Cozy 1st Floor King George one bedroom apartment right across from USNA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this one bedroom first floor apartment that's right across from Gate 2 of the U.S. Naval Academy. It's a short 1 ...
From $244 per night (USD)VRBO
- From $1454 per night (USD)
VRBO
RARELY AVAILABLE FOR COMMISSIONING WEEK! Stunning colonial on a private 1.6 acre lot!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
STR00844 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1454 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
A most envious location! Home includes a beautiful gourmet kitchen with a dining area and a Guest House with Bedroom and Full Bath!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
STR 264 - PLEASE NOTE: THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HA ...
From $1500 per night (USD)VRBO
- From $341 per night (USD)
Expedia
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2nd floor apt has new furniture, bedding and housewares. Extremely convenient location to downtown where there's l ...
From $341 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Charming Downtown 3rd Floor 1 Bedroom Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect location for all that downtown Annapolis offers. Located right across from USNA gate 2. Super convenient, park y ...
From $199 per night (USD)VRBO
- From $337 per night (USD)
Expedia
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to the best while in Annapolis! Gorgeous 1500 sq. ft. custom designed waterfront apartment that takes fu ...
From $337 per night (USD)Expedia
- From $1522 per night (USD)
VRBO
Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Waterfront Luxury Retreat in Eastport with Year-Round Indoor Pool, Private Dock, & Kayaks Description Your indoor and o ...
From $1522 per night (USD)VRBO
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Expedia
Stunning, spacious family home, adjacent to DT Annapolis,
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Amazing outdoor 2-story deck with fully furnished walkout basement to outdoor patio and fire pit. Double oven kitchen pe ...
Click For PricingExpedia
- From $209 per night (USD)
VRBO
Washington Baltimore Annapolis area home, great for re-lo or extended stay
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Nicely furnished, two story, 2745 sq ft. “colonial”, is located in quiet suburb of Baltimore and Annapolis. 45 minute ...
From $209 per night (USD)VRBO
- From $447 per night (USD)
VRBO
Perfect spot for a Weekend Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This luxiourious apartment sits right off Main Street and is so centrally located...you can park your car in the city ga ...
From $447 per night (USD)VRBO
- From $1440 per night (USD)
VRBO
Waterfront Gem! Resort-like home with big windows and truly breathtaking water views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $1440 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This home is spacious and clean and will make your vacation plans a breeze from this central location. Many families, g ...
From $434 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Million Dollar View of the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
'Fredelig sted'(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine a ...
From $347 per night (USD)VRBO
- From $674 per night (USD)
VRBO
Downtown Annapolis Townhome ! Beautiful!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , ...
From $674 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Historic Downtown House with Off Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park you ...
From $388 per night (USD)VRBO
- From $303 per night (USD)
Expedia
The Yellow Cottage on Harness Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The minute you step into our charming waterfront cottage you will feel right at home! Situated on Harness Creek, in a q ...
From $303 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A perfect getaway spot, on a peninsula on the West River just across from Galesville. Houses on the point are mostly w ...
From $165 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Beautiful Historic Home With Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The "Philip Clayton House" (Annapolis license STR21-144988) is a fully up-dated, historic home in the Federal style dat ...
From $539 per night (USD)Expedia