Anne Arundel Area, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anne Arundel Area, Maryland on RentalSaver.com!

Anne Arundel Area Rentals

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VRBO
Contemporary in Heart of Eastport w 2 car garage!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Contemporary home with open floor plan & 2 car detached garage! Kitchen w large breakfast bar, SS appliances, white cabi ...
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VRBO
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Expedia
2003 Craftsman; Heart of Eastport!
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Eastport Craftsman (2003). Short stroll to DT Historic Annapolis shops & Restaurants! Open floor plan! Stunning 2,464 sq ...
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Expedia
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VRBO
Bay Views in Heart of North Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Walls of windows & wrap around decks on 3 levels in this 4 story contemporary Bay View home in the center of downtown No ...
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VRBO
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Expedia
Heart of Eastport 4 bedroom Modern Craftsman!
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Stunning 3,600 sq ft 4 bed/ 3 1/2 bath Contemporary Eastport Craftsman (2003). Short scenic stroll to DT Historic Annapo ...
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Expedia
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VRBO
Mulberry's Gem
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is your home away from home. All the comforts you could need. The open concept living space is the perfect spot to ...
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VRBO
From $133 per night (USD)
VRBO
Indulge in Home Like Comfort! Full Kitchen, Pet-Friendly Property
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $133 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Downtwn Stylish 3BR/2BA with Exclusive Parking in Annapolis-USNA Stadium
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Welcome to this Annapolis gem located in the historic city of Annapolis. Enjoy living walking distance from all of the b ...
From $341 per night (USD)
VRBO
$Cozy Arnold House Near Annapolis\n$
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Expedia
Cozy Arnold House Near Annapolis\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close to everything Annapolis has to offer when you stay at our cozy Arnold home. This home is locat ...
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Expedia
$Restful and Charming Home in Eastport\n$
From $393 per night (USD)
VRBO
Restful and Charming Home in Eastport\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We offer a 10% military discount upon request! A cozy home away from home in Eastport located within 1.5 Miles of Histor ...
From $393 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Calloway Drive Retreat | House in Shady Side
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Calloway Drive Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $292 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Cozy Private Family Palace near BWI, Pet-Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have fun with the whole family at this stylish place curated by ImmaBe Real Estates. Conveniently located close to diver ...
From $320 per night (USD)
VRBO
From $357 per night (USD)
VRBO
Beautiful New Renovated Home on 3 Acres Between Annapolis/DC/Balt
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brand new renovated farmhouse centrally located between Annapolis, Baltimore and DC. Tour the sights and then return hom ...
From $357 per night (USD)
VRBO
$Waterfront CHeerful 2 with Private Pier\n$
From $234 per night (USD)
VRBO
Waterfront CHeerful 2 with Private Pier\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this relaxing home by the water for your getaway. It is perfect for vacations, retreats, meetings, family vis ...
From $234 per night (USD)
VRBO
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Expedia
Home Away From Home S
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Our spacious 4-bedroom, 3-bathroom haven is perfectly situated between the charming allure of Annapolis and the ...
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Expedia
From $798 per night (USD)
VRBO
USNA family Waterfront Paradise just minutes from Annapolis and Baltimore, MD.
Bedrooms:
4
Bathrooms:
6
Sleeps:
21
Designed to bring the outdoor in, this house is bright and lively! Large open floor plan with views of the 300' of water ...
From $798 per night (USD)
VRBO
From $692 per night (USD)
Expedia
The Crabby Patty Summ
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Nestled in the heart of historic downtown Annapolis, this three-bedroom home offers a perfect blend of modern c ...
From $692 per night (USD)
Expedia
From $1318 per night (USD)
VRBO
The Fritz! - South River Waterfront with Elevator
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Summary: Resting on the peaceful shores of the South River, "The Fritz" is a timeless, elegant waterfront retreat, cher ...
From $1318 per night (USD)
VRBO
$Osprey's Perch\n$
From $273 per night (USD)
VRBO
Osprey's Perch\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Osprey’s Perch! A kid & dog friendly house with 3 bedrooms, 2 full bathrooms, 4 private parking spaces, & a f ...
From $273 per night (USD)
VRBO
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VRBO
Beautiful Victorian in Great Eastport Location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Available for Annapolis Boat Shows. Large historic Victorian in desirable Eastport, close to restaurants and short walk ...
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VRBO
From $711 per night (USD)
Expedia
Historic downtown townhome with brick courtyard, sunroom & parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Corner Courtyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $711 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Glen Burnie Haven: Your Tranquil Home Away from Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to our charming 4-bedroom, 2-bathroom rambler-style retreat in Glen Burnie, MD! Nestled in a quiet neighborhood ...
From $357 per night (USD)
VRBO
From $391 per night (USD)
VRBO
Family & Dog Friendly - Arcade - Prime Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This home is designed to accommodate families and groups of friends alike. We have all your needs for a comfortable, rel ...
From $391 per night (USD)
VRBO
From $807 per night (USD)
VRBO
Walk to Navy Stadium, Restaurants, Shops from Luxury Home with Private Backyard, Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Your Luxury West Annapolis Retreat! Nestled in the heart of West Annapolis, this beautifully remodeled crafts ...
From $807 per night (USD)
VRBO
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Expedia
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1/2 bathrooms.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy cottage in a serene setting. A week spent in this cottage will decompress, reset, and rejuvenate. 100 year old Cott ...
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Expedia
From $357 per night (USD)
VRBO
Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to my home! I hope that you love it as much as I do. It is an open concept 3 bedroom (two queens and a king) 1 ...
From $357 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Corner House – Quaint and Cozy 2 Bedroom Suite with Parking The Corner House is a hidden gem located in the quaint P ...
From $444 per night (USD)
Expedia
From $538 per night (USD)
VRBO
Sunny and spacious water view/access home in Annapolis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The property is all set up for boating and fishing with a drive-thru driveway. It is located one block from the boat ram ...
From $538 per night (USD)
VRBO
From $455 per night (USD)
Expedia
The Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A beautifully furnished quiet oasis to kick back and relax or if you are fast paced, you can visit many of the attractio ...
From $455 per night (USD)
Expedia
From $495 per night (USD)
VRBO
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your family will be close to everything when you stay at this centrally-located place. Two blocks to Main Street, the Na ...
From $495 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Private Waterfront Woods | Dock, Kayaks, Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
19
Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy excl ...
From $635 per night (USD)
Expedia
$Luxury Home1\n$
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VRBO
Luxury Home1\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Luxury Home1 is located in Hanover, 23 km from Sports Legends Museum at Camden Yards, 23 km from Baltimore Convention Ce ...
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VRBO
From $304 per night (USD)
Expedia
Glen Burnie Vacation Rental w/ Private Deck!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Discover the best of the East Coast from this spacious 3-bed, 4-bath vacation rental in Glen Burnie. Located just a shor ...
From $304 per night (USD)
Expedia
From $948 per night (USD)
VRBO
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Located on one of the most coveted streets in downtown Annapolis, walk to Main St. and City Dock. The Thomas Hyde House ...
From $948 per night (USD)
VRBO
From $1181 per night (USD)
Expedia
Six bedroom 2020 Fountaine Pajot catamaran
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Beautiful 6 bedroom 6 bathroom catamaran just miles from downtown Annapolis on the South River from June to November. Sa ...
From $1181 per night (USD)
Expedia
From $3100 per night (USD)
VRBO
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Why rent a hotel when you can be in a Floatel on a Fountaine Pajot Saba luxurious 50 foot catamaran six Cabin six head l ...
From $3100 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
| OVERVIEW | Welcome aboard FLOHOM 3 | Bung-a-flo, a Bohemian-inspired floating tiny home docked at the scenic Ferry P ...
From $490 per night (USD)
Expedia
From $535 per night (USD)
VRBO
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $535 per night (USD)
VRBO
From $573 per night (USD)
Expedia
Annapolis Retreat - 7 mins from downtown Annapolis!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Welcome to this charming five-bedroom, two-bathroom escape nestled in the Hillsmere Shores neighborhood of Annapolis. Ju ...
From $573 per night (USD)
Expedia
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VRBO
1 bedroom 1 bath 10-15 minutes to Maryland live Casino . KITCHEN.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
15 minutes Maryland live Casino and BWI airport and 15-20 minutes to Baltimore . 20-25 min Annapolis , Walmart , Planet ...
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VRBO
From $582 per night (USD)
VRBO
Annapolis Downtown - Historic Home - Brand New Furnishings. Walk to attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We’re a Navy + Army Family with deep ties to the Naval Academy (and West Point…sorry, Navy fans). We love Annapolis and ...
From $582 per night (USD)
VRBO
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VRBO
WALK TO DOWNTOWN ANNAPOLIS, EGO ALLEY, NAVAL STADIUM & ACADEMY
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This home was newly renovated in 2021 and is located in the highly desirable Murray Hill Neighborhood. Conveniently loc ...
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VRBO
From $319 per night (USD)
VRBO
Annapolis Escape, Steps to Harbor backs to Gate 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This ground floor, private entrance condo has been fully renovated w/ new paint, floors, bath & kitchen. Queen Bed & sle ...
From $319 per night (USD)
VRBO
From $383 per night (USD)
VRBO
13 Mi to Annapolis: Dog-Friendly Home w/ Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Furnished Deck | Fenced Backyard | In-Unit Laundry | 25 Mi to Washington, D.C. Book this Crofton home-away-from-home! W ...
From $383 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Spacious Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 12 people. With its spacious and ...
From $855 per night (USD)
VRBO
From $1162 per night (USD)
VRBO
Historic Annapolis Charmer <1Mile to NMC Stadium
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
IMMACULATE SPACE AND RARE FIND IN DOWNTOWN ANNAPOLIS SLEEPING UP TO 12! Beautifully maintained 1930's home in the middl ...
From $1162 per night (USD)
VRBO
From $114 per night (USD)
VRBO
Baltimore Adventure Awaits! Prime Location, Pets Allowed, Fully Kitchen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $114 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Central Baltimore Gem, Kitchen, Pet-Friendly Property, Explore Inner Harbor!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $154 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Gorgeous & bright retreat with patio, firepit, W/D, & stunning rooftop views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Skyline Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $467 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Home Away From Home S
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Conveniently located to restaurants, shopping and other fun activities in the area. This is an ideal rental for ...
From $296 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Cute bungalow blocks to Stadium
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, ne ...
From $571 per night (USD)
Expedia
From $110 per night (USD)
VRBO
Newly renovated getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Single family home with separate private entrance to the basement apartment. The apartment includes a spacious fully fur ...
From $110 per night (USD)
VRBO
From $598 per night (USD)
Expedia
Mins to Annap; Luxury Townhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Visiting the Annapolis area? Stay in style in this very spacious 3-bed, 3.5-bath 3-level townhouse. Sleeps 8 very comfor ...
From $598 per night (USD)
Expedia
From $1535 per night (USD)
VRBO
Stately Brick Ranch On Corner Lot with Private Backyard for Entertaining
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
STR00803 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1535 per night (USD)
VRBO
From $1583 per night (USD)
VRBO
Marvelous Home with Backyard Living Room in Murray Hill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1583 per night (USD)
VRBO
From $721 per night (USD)
VRBO
Eastport Oasis 4 BR 2 BA fully renovated home on quiet street with parking and gorgeous outdoor space
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $721 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Annapolis House Minutes from Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
This Quiet peaceful location with Spacious 4 bedroom, 2 full and 1 half bath is just 3 miles from Downtown Annapolis. Pe ...
From $570 per night (USD)
Expedia
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VRBO
Elk Oasis: 10 Min to Baltimore, 1BR En-suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space Welcome to your private sanctuary, minutes from Baltimore's downtown! This serene suite offers a plush ...
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VRBO
From $841 per night (USD)
Expedia
Fisher House: Steps From USNA + Covered Parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House, built in 1885, ...
From $841 per night (USD)
Expedia
From $933 per night (USD)
VRBO
USNA Luxury Home, parking, pet friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Steps to the academy and downtown. 1 parking spot included for guests in a garage just steps from our home in the Hillm ...
From $933 per night (USD)
VRBO
From $652 per night (USD)
VRBO
Restriction Retreat - Relax & walk to Main St
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an u ...
From $652 per night (USD)
VRBO
From $542 per night (USD)
VRBO
Coastal Chesapeake cottage in Eastport
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to our newest listing - The Coastal Cottage on Chesapeake located in the Maritime community of Eastport . This b ...
From $542 per night (USD)
VRBO
From $1681 per night (USD)
Expedia
Welcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Large Waterfront Family Estate House in an Old Oak Forest at the end of a private gated Community in Annapolis. Architec ...
From $1681 per night (USD)
Expedia
From $668 per night (USD)
VRBO
Steps to USNA with Large Private Patio & Free Off-Site Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stay in this restored historic Annapolis home, located just steps from both USNA Gates 1 and 3. The proud Navy graduate ...
From $668 per night (USD)
VRBO
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Expedia
Comfortable home with a work desk, washer/dryer, streaming, & internet
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Perch Between Cities Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
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Expedia
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VRBO
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
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VRBO
From $299 per night (USD)
Expedia
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $299 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Luxury Gourmet Kitchen with Backyard and Parking at 1st floor Eastport Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautifully upgraded one-bedroom apartment on the 1st floor of a two-flat is just steps from local popular restaura ...
From $468 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property is 2 bedrooms and 1 bathroom furnished with brand new furniture. Bedrooms have fitted with comfortable queen si ...
From $293 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Riverview Retreat on Warehouse Creek - sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Riverview Retreat on Warehouse Creek is a renovated, cozy, and luxurious guest house, offering families and gr ...
From $383 per night (USD)
VRBO
From $1325 per night (USD)
Expedia
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
The Oaks Inn is an exceptional well-kept home, nestled in the heart of Historic Downtown Annapolis, that seamlessly comb ...
From $1325 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Annapolis Waterfront: Dock ur Boat & Walk 2 Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
◉ 5-min stroll to private beach ◉ Dock access for your boat ◉ Gourmet kitchen + private chef (by request) ◉ Stunning ...
From $697 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Peaceful home overlooking a quiet cove--perfect getaway!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Visiting the Kayak Cove is all you could want for a relaxing stay. Our cottage is located on a peaceful cove where you ...
From $379 per night (USD)
VRBO
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VRBO
Stunning Waterfront Home with Incredible Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Perfect home for a family getaway, Commissioning Week or Boat Show event. Room for all to sleep, gather and play in thi ...
Click For Pricing
VRBO
From $1102 per night (USD)
VRBO
New home in historic Eastport! Steps from restaurants, retail, and more.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Virtual tour: https://cquh.short.gy/eastportretreat Welcome to our charming Eastport retreat in Annapolis, Maryland – w ...
From $1102 per night (USD)
VRBO
From $174 per night (USD)
VRBO
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
RENT-004550-2024 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE B ...
From $174 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Discover the enchanting allure of Safe Harbor at Herring Bay – an impeccably renovated haven tailored for group adventur ...
From $390 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Summer Special in Annapolis! Pristine, Peaceful, Walkable 1B/1B Apt. Sleeps 4.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment that sleeps 3-4 adults comfortably and has its own separ ...
From $240 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Neptune by the Water - Pet Friendly Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Just a short drive from downtown Annapolis, the U.S. Naval Academy, and the U.S. Naval Stadium, this home offe ...
From $534 per night (USD)
Expedia
Click For Pricing
VRBO
Dock, Dine, & Unwind: The Ultimate Waterfront Glamp Spot
Bedrooms:
1
Bathrooms:
1
Sleeps:
16
Escape it all this winter with a cozy retreat under the stars—set up camp for an intimate waterfront glamping experience ...
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VRBO
From $309 per night (USD)
VRBO
Relaxing Waterfront Apartment!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to our Bayhouse StayApartment! Our waterfront getaway features a large dock where you can relax on Adirondack ch ...
From $309 per night (USD)
VRBO
From $745 per night (USD)
VRBO
Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to our little slice of tranquility by the creek! Picture this: you wake up to the gentle murmur of the nearby cr ...
From $745 per night (USD)
VRBO
From $306 per night (USD)
Expedia
vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this delightful three-bedroom getaway nestled within the ancient Annapolis historical area! Nestled just a 17-m ...
From $306 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This home is located 17 miles from both Annapolis and Ellicott City, 38 miles from Washington DC, and 15 miles from Balt ...
From $316 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to the Sunny Sea Gull! We hope you enjoy this bay escape as much as our family does. We're new to VRBO - check u ...
From $266 per night (USD)
VRBO
From $1139 per night (USD)
VRBO
Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Walk to Everything Ideal for Families & Groups Welcome to your Eastport escape! Stay in this stunning, professionally d ...
From $1139 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Liberty Call has multiple gathering spaces, screened-in porch and parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Located less than 15 minutes from Downtown Annapolis, this newly-renovated spacious home awaits you. Enjoy the large scr ...
From $595 per night (USD)
Expedia
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VRBO
Large House Downtown Annapolis with 2 Hot Tubs and 4 parking places
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This Navy Themed house is located jn downtown annapolis, walking distance to all the shops and restaurants in annapolis ...
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VRBO
From $1338 per night (USD)
VRBO
Fabulous Waterfront Contemporary with Rooftop Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
RENT-000856-2025 THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM M ...
From $1338 per night (USD)
VRBO
Click For Pricing
VRBO
Water-view condo with rooftop pool & balcony - minutes from downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
USNA Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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VRBO
From $518 per night (USD)
Expedia
Spacious Home w/ Tranquil Patio ~ 29 Mi to DC!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Visit vibrant downtown Baltimore attractions or Washington, D.C. when you stay at this elegant 5-bedroom, 3-bathroom vac ...
From $518 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Newly Updated EV Charger Ready Peaceful Home in Annapolis
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to our stylish and modern home, where comfort meets convenience! Here's what you can expect during your stay: ✔ ...
From $284 per night (USD)
VRBO
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Expedia
Downtown Annapolis Luxury House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our downtown luxury cottage is located 1.4 miles from Church Circle, which is the heart of downtown Annapolis. We are wa ...
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Expedia
From $877 per night (USD)
VRBO
Spacious 6-bedroom country house on the water in beautiful Shady Side with WiFi
Bedrooms:
3
Bathrooms:
6
Sleeps:
13
Welcome to our waterfront oasis on Parish’s Creek just off of the Chesapeake Bay! Our spacious house is the perfect retr ...
From $877 per night (USD)
VRBO
Click For Pricing
Expedia
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 BR/3 Bath home is literally steps from the USNA Stadium (graduation) and within walking distance of downtown Anna ...
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Expedia
From $292 per night (USD)
VRBO
Perfect Home near Chesapeake Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to this bright home nestled on a quiet cul-de-sac in Eastport. Our home offers proximity to local attractions, pa ...
From $292 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Sailboat Experience in Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Choosingthis C and C 33 sailboat for your stay is opting for an experience over extravagance. It's about immersing yours ...
From $209 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Annapolis Boat Life - Overnight Stays
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Reconnect with nature at this unforgettable escape on our 44 foot Silverton. This rental comes with a full kitchen, two ...
From $262 per night (USD)
VRBO
From $1419 per night (USD)
VRBO
Upscale home in Eastport / Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek ...
From $1419 per night (USD)
VRBO
From $151 per night (USD)
VRBO
Stylish apartment in Baltimore - Minutes from everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This stylish 1 bed/1 bath basement apartment with a sofa bed, features great natural lighting, and is located in a quiet ...
From $151 per night (USD)
VRBO
From $717 per night (USD)
Expedia
Charming 3-bedroom house with AC and WiFi in enchanting Annapolis/Eastport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably in Annapolis at this 3-bedroom house. With 1 king bed, 1 queen bed, and 1 full bed, this tremendous pro ...
From $717 per night (USD)
Expedia

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