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

From $295 per night (USD)
VRBO
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Just finished with a few updates to kitchen and bedrooms + all new sheets and towels!new pictures coming soon!! Fantasti ...
From $295 per night (USD)
VRBO
$Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA$
From $450 per night (USD)
Expedia
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from ...
From $450 per night (USD)
Expedia
From $525 per night (USD)
VRBO
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in ...
From $525 per night (USD)
VRBO
From $584 per night (USD)
Expedia
1 Block to USNA with Chapel Views big back patio and off-site parking!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
When the owners decided to find their Annapolis home base, they knew they had to be within walking distance to the one’s ...
From $584 per night (USD)
Expedia
From $564 per night (USD)
VRBO
Hanover House across from USNA Gate 3 with private back patio
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The fully-renovated 1800 historic home is just steps from USNA’s Gate 3. Located in the heart of historic downtown on a ...
From $564 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Tranquility Awaits
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Entire Guest House. One bedroom, one bathroom with loft. Three beds, queen, full and single. Full kitchen, laundry, de ...
From $173 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Bay View Studio Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweeping views of the Chesapeake Bay Bridge may be enjoyed from your apartment with tall windows facing the bay, private ...
From $250 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Water Views- Boating Fishing -Annapolis-DC-Chesapeake Bay-Kayaking-Paddle Boards
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Water Views from almost every room, great location walking distance to several great restaurants. Prime location in the ...
From $500 per night (USD)
Expedia
From $661 per night (USD)
VRBO
Quiet home with large yard, close to Navy Bridge.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Come relax at our spacious home and enjoy our quiet neighborhood! We are located near the greatest attractions in Annapo ...
From $661 per night (USD)
VRBO
From $323 per night (USD)
Expedia
ACROSS FROM STADIUM - walk to downtown Annapolis.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Across the street from the Navy and Marine Corps Stadium and walking distance to historic downtown Annapolis - you will ...
From $323 per night (USD)
Expedia
Click For Pricing
VRBO
Studio, water community, private entrance, paver patio, off street parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Cozy studio, water access community with oversized windows facing large fenced yard with private paver patio, private en ...
Click For Pricing
VRBO
From $809 per night (USD)
Expedia
Steps to Gate 1 and Free Parking at Naval-Academy Themed Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
Welcome to this gorgeous 1900's fully-renovated home, restored to a new modern grandeur, which includes coveted parking ...
From $809 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Water Views - Close to Downtown Annapolis
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Come enjoy an Annapolis getaway. Perfect for vacations, and enjoying the Chesapeake Bay, and Maryland's capital city onl ...
From $406 per night (USD)
VRBO
From $558 per night (USD)
Expedia
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
421 Irie City Of Annapolis License Number 145052 Please note 2026 and beyond commissioning week will need to be confirm ...
From $558 per night (USD)
Expedia
From $172 per night (USD)
VRBO
Near BWI Airport! Free Breakfast + Pool + Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This 1-bedroom condo in Baltimore, Maryland is a comfortable and affordable accommodation perfect for families, groups a ...
From $172 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Serenity Place in Annapolis- EV Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Welcome to Serenity Place, your serene and clean vacation home with comfortable sleeping arrangements and strong wifi! ...
From $232 per night (USD)
Expedia
From $695 per night (USD)
VRBO
Heart of Downtown, superior location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Steps from the Annapolis City Dock and U.S. Naval Academy- Walk to all Shops, Restaurants, and Downtown Events. This pr ...
From $695 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Beautiful Condo - Water View Near City Dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Newport Condominium has a beautiful water view of Spa Creek in Eastport. This condo is newly decorated with new ca ...
From $189 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Pristine Waterfront Home with Expansive Views.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
**Monthly discounts only apply for Off-Season rentals (October-April) If relaxing in luxury on the water is what you a ...
From $575 per night (USD)
VRBO
From $423 per night (USD)
VRBO
Waterfront Yacht Life!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Don't miss this rare opportunity to vacation aboard Sojourn, a beautiful, comfortable 2022 46+ ft. sailboat with stunnin ...
From $423 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Charming Charles Retreat- The perfect space for fun and relaxation!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history and vibr ...
From $279 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Suite Retreat Luxurious 3 BR, 3 BathRoom Rancher has game room and house keeper.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Looking for a luxurious short term rental that will take your breath away, look no further than our stunning Suite Retre ...
From $498 per night (USD)
VRBO
$Pasadena Hideaway w\/ Game Room & Fire Pit!$
From $265 per night (USD)
VRBO
Pasadena Hideaway w\/ Game Room & Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
From hosting afternoon picnics to making memories in the game room, this Pasadena vacation rental has everything you nee ...
From $265 per night (USD)
VRBO
From $378 per night (USD)
VRBO
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Bedrooms:
3
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 $378 per night (USD)
VRBO
$Glen Burnie Vacation Rental w\/ Private Deck!$
From $257 per night (USD)
VRBO
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 $257 per night (USD)
VRBO
From $684 per night (USD)
Expedia
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 $684 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Cozy Zen House
Bedrooms:
3
Bathrooms:
1
Sleeps:
9
This clean cozy home is decorated with earth tones for a more relaxed and chill good-vibes-only experience. Clean comfor ...
From $150 per night (USD)
VRBO
From $1000 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 $1000 per night (USD)
Expedia
From $2400 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 $2400 per night (USD)
VRBO
$Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore$
From $728 per night (USD)
Expedia
Waterfront 5 Bedroom Near BWI\/Annapolis\/Baltimore
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Summary: Escape to paradise in this stunning 5-bedroom private waterfront oasis, only 20 minutes from BWI airport, US Na ...
From $728 per night (USD)
Expedia
$Bung-a-flo Tiny Bohemian Designed Floating Home w\/ 360 Waterfront Views$
From $210 per night (USD)
VRBO
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 $210 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $524 per night (USD)
VRBO
WALK TO DOWNTOWN ANNAPOLIS, EGO ALLEY, NAVAL STADIUM & ACADEMY
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This home was newly renovated in 2021 and is located in the highly desirable Murray Hill Neighborhood. Conveniently loc ...
From $524 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Dog-Friendly Crofton Home: 13 Mi to Annapolis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Guarantee your next getaway is spent staying in style when you book this Crofton home-away-from-home! With a vibrant int ...
From $270 per night (USD)
Expedia
From $235 per night (USD)
VRBO
SYR Properties
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
About this space We aim to provide guests with a clean, comfortable, and safe "home away from home." Our location is con ...
From $235 per night (USD)
VRBO
From $78 per night (USD)
Expedia
Cozy and peaceful BASEMENT in a house, close to different restaurants and a park
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Blackout curtains are just perfect for a good night’s sleep, a restaurant district, and a night sky perfect for stargazi ...
From $78 per night (USD)
Expedia
Click For Pricing
Expedia
~Home Away From Home~ (2) Lower Level Rooms! (ALL TO YOURSELF, NOT SHARED)
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
You'll stay in (2) lower level bedrooms with bunkbed and double bed and will have access to kitchen, living room, and 1. ...
Click For Pricing
Expedia
Click For Pricing
Expedia
Deluxe King Suite
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
You will enjoy easy access to everything from this centrally located place. Located minutes from BWI airport, and within ...
Click For Pricing
Expedia
$Executive King Suite\/ Entire House$
From $60 per night (USD)
VRBO
Executive King Suite\/ Entire House
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
You will enjoy easy access to everything from this centrally located place. Located minutes from BWI airport, and within ...
From $60 per night (USD)
VRBO
$Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views$
From $319 per night (USD)
Expedia
Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Skyline Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $319 per night (USD)
Expedia
From $2300 per night (USD)
VRBO
Premium Home in West Annapolis: Perfect for Navy Events, Boat Shows, Walkable!
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
You will be close to everything when you stay at this well appointed, centrally-located home. This elegant, stylish, a ...
From $2300 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Cute bungalow blocks to Stadium
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, ne ...
From $138 per night (USD)
Expedia
From $48 per night (USD)
VRBO
~ Entire Guest House ~
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Hi. This property is pretty spacious and always undergoing upgrades to improve. There is a larger than standard size ref ...
From $48 per night (USD)
VRBO
From $1643 per night (USD)
VRBO
Elegant Eastport Entertaining Dream House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NBS23-145363 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $1643 per night (USD)
VRBO
From $582 per night (USD)
VRBO
Stately Brick Ranch On Corner Lot with Private Backyard for Entertaining
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR00803 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $582 per night (USD)
VRBO
From $1200 per night (USD)
Expedia
Marvelous Home with Backyard Living Room in Murray Hill
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1200 per night (USD)
Expedia
From $795 per night (USD)
VRBO
Eastport Oasis 4 BR 2 BA fully renovated home on quiet street with parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $795 per night (USD)
VRBO
From $668 per night (USD)
Expedia
5 Min to Downtown Annapolis
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
This brand-new build Eastport luxury home has everything you and your guests need for an upgraded stay in Annapolis. Eac ...
From $668 per night (USD)
Expedia
$Minutes from History: Room w\/ Free Breakfast Near Downtown Annapolis$
From $148 per night (USD)
VRBO
Minutes from History: Room w\/ Free Breakfast Near Downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Dive into Annapolis's rich heritage, just minutes from the US Naval Academy and historic downtown. Discover state landma ...
From $148 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Enjoy Complimentary Breakfast at Our Welcoming Suite in Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Dive into Annapolis's rich heritage, just minutes from the US Naval Academy and historic downtown. Discover state landma ...
From $178 per night (USD)
VRBO
$Annapolis Adventure: Room w\/ Outdoor Pool + Easy Access to Historic Sites$
From $152 per night (USD)
VRBO
Annapolis Adventure: Room w\/ Outdoor Pool + Easy Access to Historic Sites
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Dive into Annapolis's rich heritage, just minutes from the US Naval Academy and historic downtown. Discover state landma ...
From $152 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Luxury entire place BWI
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Quiet place close to the BWI airport and a lot of beautiful attractions, 40 mins away from Washington DC, we going to do ...
From $100 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Annapolis Home on Black Walnut Creek
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Single Family home on Black Walnut Creek located in the Bay Highlands community, Annapolis, MD https://www.bayhighlands. ...
From $375 per night (USD)
VRBO
From $383 per night (USD)
Expedia
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy your stay in our charming home centrally located directly across from Navy-Marine Corps Memorial Stadium on Taylor ...
From $383 per night (USD)
Expedia
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $258 per night (USD)
VRBO
Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, ...
From $258 per night (USD)
VRBO
From $125 per night (USD)
Expedia
Cozy One Bedroom Basement Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Welcome to our fully furnished basement apartment, a cozy and convenient retreat located in a peaceful neighborhood clos ...
From $125 per night (USD)
Expedia
From $242 per night (USD)
VRBO
The Annapolis Pinkney House- complete with parking!
Bedrooms:
4
Bathrooms:
2
Sleeps:
4
The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to the Naval ...
From $242 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Spacious basement apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Plenty of room in this 2000+ sq ft spacious basement apartment with queen size bed, lots of couches, full bath and dry b ...
From $249 per night (USD)
VRBO
From $565 per night (USD)
VRBO
315) Waterfront with Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Escape to paradise in this stunning 5-bedroom private waterfront oasis, only 20 minutes from BWI airport, US Naval Acade ...
From $565 per night (USD)
VRBO
From $631 per night (USD)
VRBO
Restriction Retreat - Relax & walk to Main St
Bedrooms:
3
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 $631 per night (USD)
VRBO
From $503 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 $503 per night (USD)
VRBO
From $582 per night (USD)
VRBO
Private Waterfront Woods | Dock, Kayaks, Views
Bedrooms:
4
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 $582 per night (USD)
VRBO
From $690 per night (USD)
VRBO
Beautiful Blend of Restoration and Renovation in this Downtown Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to this newly updated rental home, a stunning blend of renovation and restoration located in the heart of the Hi ...
From $690 per night (USD)
VRBO
From $585 per night (USD)
VRBO
A quiet, family retreat home on the Chesapeake Bay, south of Annapolis MD
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
A perfect spot for relaxing, reading, and writing, or as a home-base for visiting the many cultural and natural attracti ...
From $585 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Enjoy a beautiful spacious 5 bedroom 3.5 bath home in a quiet wooded setting overlooking the Magothy River. The home inc ...
From $525 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Heart of Historic District!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This three story 1875 home is located in the Heart of Historic Annapolis. Shops, restaurants, historic sites and the Cit ...
From $450 per night (USD)
VRBO
From $515 per night (USD)
VRBO
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The charming home is a 3 bedroom 2 full bath that's been professionally decorated and has exotic tiger hardwood flooring ...
From $515 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Beautiful waterfront property with a private beach and dock thirty minutes from Annapolis. Perfect for family reunions o ...
From $425 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Annapolis Entertainment Complex
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This gorgeous four bedroom four bathroom home in Arnold that sleeps 10 is perfect for entertaining while you’re in Annap ...
From $600 per night (USD)
VRBO
From $449 per night (USD)
VRBO
5-years young STUNNING home with water view!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
5-years-young STUNNING home with OPEN concept, soaring ceilings, hardwoods, gas fireplace, separate laundry room, backya ...
From $449 per night (USD)
VRBO
Click For Pricing
VRBO
Luxury Catamaran Liveaboard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
"Live Wide" is a unique luxury 44 ft Antares Catamaran Yacht creating a memorable experience for a overnight, weekend or ...
Click For Pricing
VRBO
From $308 per night (USD)
VRBO
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Amongst the allure of downtown living, lies this quant Annapolis home. This two bedroom, one and a half bath has a spaci ...
From $308 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Stunning Waterfront Cottage with Breathtaking Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in t ...
From $400 per night (USD)
VRBO
From $350 per night (USD)
VRBO
Historic Annapolis Home And Garden
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This delightful two bedroom, two full bath duplex occupies the second and third floors of a lovely home built in 1900, u ...
From $350 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Large Luxury Apartment In Downtown Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bed/2 Bath Apartment in Historic Downtown Annapolis steps away from the main entrance of the Naval Academy. Upstairs ...
From $383 per night (USD)
VRBO
From $1610 per night (USD)
Expedia
New Waterfront Home near Annapolis, MD
Bedrooms:
7
Bathrooms:
5
Sleeps:
10
Beautiful waterfront home built in 2013 located on 75 acres of picturesque farmland. Exceptional, award-winning architec ...
From $1610 per night (USD)
Expedia
From $816 per night (USD)
VRBO
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Conveniently located just 4.5 miles from historic Annapolis the Coastie Cottage is the perfect homebase for your next vi ...
From $816 per night (USD)
VRBO
$Wonder Cottage@Chesapeake Paradise Kayaks\/Dogs OK$
From $322 per night (USD)
VRBO
Wonder Cottage@Chesapeake Paradise Kayaks\/Dogs OK
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Listing Description: Escape the city hustle to relax on the Chesapeake! Savor our three-bedroom Cottage in this peaceful ...
From $322 per night (USD)
VRBO
From $662 per night (USD)
VRBO
Waterfront Oasis in Eastport - Walk to Downtown and USNA
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to our newest listing in listing in the Maritime section of Annapolis . This upscale , fully renovated waterfron ...
From $662 per night (USD)
VRBO
From $383 per night (USD)
VRBO
PERFECT LOCATION in the heart of history
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Be our guest at Historic 19 East Street, in the heart of the Annapolis national landmark district. Walk out the front d ...
From $383 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Walk everywhere . . .just minutes to historic Annapolis, Updated.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A modern historic gem in a 10 unit building in Eastport or as the locals call it the Maritime Republic of Eastport or "M ...
From $300 per night (USD)
VRBO
From $480 per night (USD)
VRBO
Large Contemporary in Wooded Privacy
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Lovely, contemporary sitting on three and-a-half acres of wooded beauty. Lots of glass and cedar. Open and airy floor pl ...
From $480 per night (USD)
VRBO
From $791 per night (USD)
VRBO
Riva Waterfront *The Cottage*
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This home is located in Riva Maryland, adjacent to Annapolis Maryland. #GoNavy ! This hidden gem sits on 4 acres of la ...
From $791 per night (USD)
VRBO
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VRBO
Craftsman Home in Annapolis Waterfront Suburb
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful, family-friendly home in St. Margaret's area of Annapolis. Only a few miles from downtown, the stadium and all ...
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VRBO
$Excellent Location, Super Clean, Super Spacious \/ Near Bay & Downtown Annapolis$
From $770 per night (USD)
VRBO
Excellent Location, Super Clean, Super Spacious \/ Near Bay & Downtown Annapolis
Bedrooms:
5
Bathrooms:
7
Sleeps:
15
Located in safe residential neighborhood. Backyard is a private wooded Oasis! Close to shopping, restaurants and the Che ...
From $770 per night (USD)
VRBO
$USNA Stay w\/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR$
From $910 per night (USD)
VRBO
USNA Stay w\/ Private Pool, Indoor Soft Hot Tub, King Beds, & CHILD FRIENDLY GEAR
Bedrooms:
4
Bathrooms:
5
Sleeps:
15
USNA Family Stay w/Pool - Infant/Toddler Friendly! Enjoy the newest addition to my “Family Friendly Staycation” home ho ...
From $910 per night (USD)
VRBO
From $174 per night (USD)
VRBO
Free Breakfast. Outdoor Pool. Near BWI Airport. | Staybridge King Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your next trip starts with a stay in our suite! The BWI Airport is just 2 miles away, and there is a complimentary 24-ho ...
From $174 per night (USD)
VRBO
$Ideal Eastport\/ Annapolis Location$
From $174 per night (USD)
VRBO
Ideal Eastport\/ Annapolis Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This spacious, fully furnished one bedroom1st floor apartment is perfectly located and has everything you need for your ...
From $174 per night (USD)
VRBO
From $444 per night (USD)
VRBO
Charm & Style in this Renovated Eastport Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This fully renovated three bedroom home sleeps 8. A touch of Key West comes to Eastport in this beautiful cottage style ...
From $444 per night (USD)
VRBO
$Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport$
From $230 per night (USD)
VRBO
Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This spacious, well-appointed 1 bedroom, 1 European style bath 2nd floor apartment is in the heart of Eastport. You’ll b ...
From $230 per night (USD)
VRBO
$Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n$
From $703 per night (USD)
VRBO
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
BOOK YOUR ANNAPOLIS VACATION AT BURLEY CREEK HIDEAWAY! Charming home owned by USNA grads. Lovely waterfront two-level ...
From $703 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Charming English Cottage in the heart of Eastport - park the car and walk
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Restored and charming 2 bedroom 1.5 bath historic (circa 1921) cottage located in the heart of the popular Eastport and ...
From $240 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Chesapeake Bay Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
In less than an hour from the D.C. Metro area you're transported to your own private shore on the Chesapeake Bay. This ...
From $299 per night (USD)
VRBO
From $170 per night (USD)
VRBO
King Suite Near BWI Airport. Free Breakfast Buffet, Pool Access | Staybridge
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your next trip starts with a stay in our suite! The BWI Airport is just 2 miles away, and there is a complimentary 24-ho ...
From $170 per night (USD)
VRBO
From $153 per night (USD)
VRBO
House of Cardz- comforts of home by LLOYD SUITES
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
SUMMARY We are pleased to bring you the "House of Cardz". This is our newest listing since launching the popular "Whiske ...
From $153 per night (USD)
VRBO
From $210 per night (USD)
VRBO
Truly Waterfront Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cute cottage tucked away amongst the trees on Stoney Creek in Pasadena Md. Enjoy bird watching from the upper deck just ...
From $210 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Charming Annapolis WaterVIEW Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters o ...
From $330 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Your Annapolis Adventure Starts Here!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your charming Annapolis getaway! This beautifully furnished home is the perfect retreat for your stay in this ...
From $285 per night (USD)
VRBO
From $98 per night (USD)
VRBO
Hanover!!! Full blast of Fun! Relax and Enjoy!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The property features coffee/tea in a common area, a seasonal outdoor pool, and a business center. Free WiFi in public a ...
From $98 per night (USD)
VRBO
$Brick Georgian w\/pool, 1-2 miles to all! Pet friendly!$
Click For Pricing
VRBO
Brick Georgian w\/pool, 1-2 miles to all! Pet friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Lovely brick Georgian built in the 1920s with secluded heated inground pool, located in a quiet, beautiful waterfront ne ...
Click For Pricing
VRBO

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