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 $1165 per night (USD)
VRBO
Quiet home with large yard, close to Navy Bridge.
Bedrooms:
2
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 $1165 per night (USD)
VRBO
From $1004 per night (USD)
VRBO
USNA Stay w/ Private Pool, King Beds, Furbabies & CHILD FRIENDLY GEAR
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
USNA Family Stay w/Pool - Infant/Toddler Friendly! Enjoy the newest addition to my “Family Friendly Staycation” home ho ...
From $1004 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Easy Annapolis lodging - still available for Sailboat Show!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This home (divided/upper floor only) is perfect for families, situated on a quiet residential street with a gorgeous bac ...
From $418 per night (USD)
VRBO
From $397 per night (USD)
VRBO
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 $397 per night (USD)
VRBO
From $1121 per night (USD)
VRBO
Serene Sunsets at Historic Waterfront Home
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Enjoy stunning western-facing views across the river and a natural tidal pond from this sprawling historic home that sit ...
From $1121 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $459 per night (USD)
VRBO
Gem in Downtown Annapolis, close to USNA, St. John's College
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Comfortable stay on quiet street close to Gate 3 USNA and St. John's College. Quick walk to Maryland State House, Maryla ...
From $459 per night (USD)
VRBO
From $871 per night (USD)
Expedia
2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Harrison Hall Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $871 per night (USD)
Expedia
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VRBO
Dock of the Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You'll have a great time at this comfortable place to stay. Bring your dog kayak, boat or paddle board! Fish off the pie ...
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VRBO
From $1002 per night (USD)
Expedia
Modern Elegance in Historic Annapolis Just One Block to Gate 1 w Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Modern Elegance in Historic Annapolis Step into this fully-renovated 1900s home, where modern sophistication ...
From $1002 per night (USD)
Expedia
From $522 per night (USD)
VRBO
Water Views - Close to Downtown Annapolis
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Come enjoy an Annapolis getaway. Perfect for vacations, and enjoying the Chesapeake Bay, and Maryland's capital city onl ...
From $522 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Blocks to the Boardwalk!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Park right in front of this beautiful cottage enclosed with a white picket fence. Everything is in walking distance fr ...
From $163 per night (USD)
Expedia
From $284 per night (USD)
VRBO
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Song of River City Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $284 per night (USD)
VRBO
From $506 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 Commission weeks: 2025, 2026, 2027 are booked. SORRY!! GO Navy!! ...
From $506 per night (USD)
Expedia
From $441 per night (USD)
VRBO
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfec ...
From $441 per night (USD)
VRBO
From $418 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 $418 per night (USD)
VRBO
From $360 per night (USD)
VRBO
A Quiet Retreat just steps from Naval Academy and all the Downtown Fun!
Bedrooms:
1
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 $360 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
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VRBO
Waterfront Beach House with amazing views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The perfect place to experience amazing sunrise/sunset views on the water, beach within walking distance, restaurants, d ...
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VRBO
From $3784 per night (USD)
Expedia
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Base Camp on the Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $3784 per night (USD)
Expedia
From $1774 per night (USD)
VRBO
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The Morning Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1774 per night (USD)
VRBO
From $1626 per night (USD)
Expedia
Lakefront home with private pool, hot tub, outdoor space, central AC, & W/D
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1626 per night (USD)
Expedia
From $1518 per night (USD)
VRBO
Dog-friendly riverfront home with dock, 2 balconies, waterside patio, & grill
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Master Shipwright Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1518 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Bay Poolhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bay Pool House License number 000268 ...
From $527 per night (USD)
Expedia
From $485 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 $485 per night (USD)
VRBO
From $522 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 $522 per night (USD)
Expedia
From $698 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 $698 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Chesapeake Paradise LITE 4+br3ba Peaceful Watrfrnt
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
This is a fabulous 4-5 bedroom 3-ba House, affectionately called Porchlandia, with spectacular views on a lush, waterfro ...
From $535 per night (USD)
Expedia
From $475 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 $475 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Large Luxury Apartment In Downtown Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bed/2 Bath Apartment with additional family room with brand new queen sleeper sofa in Historic Downtown Annapolis step ...
From $465 per night (USD)
VRBO
From $1901 per night (USD)
VRBO
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 $1901 per night (USD)
VRBO
From $767 per night (USD)
Expedia
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 $767 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape the city hustle to relax on the Chesapeake! Savor our three-bedroom Cottage in this peaceful western shore spot w ...
From $272 per night (USD)
VRBO
From $753 per night (USD)
VRBO
Waterfront Oasis in Eastport-Easy Walk to Downtown
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our Waterfront Oasis in the desirable Eastport section of Annapolis. With 4 bedrooms and an open studio spac ...
From $753 per night (USD)
VRBO
From $456 per night (USD)
VRBO
PERFECT LOCATION in the heart of history
Bedrooms:
2
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 $456 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Walk everywhere . . .just minutes to historic Annapolis, Updated.
Bedrooms:
1
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 $370 per night (USD)
VRBO
From $556 per night (USD)
VRBO
Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your dream stay nestled in the heart of Historic Downtown Annapolis! Located just 45 feet from downtown Anna ...
From $556 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy a beautiful spacious 5 bedroom 3.5 bath home in a quiet setting overlooking the Magothy River. The home includes t ...
From $638 per night (USD)
VRBO
From $513 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 $513 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Beautiful Condo - Water View Near City Dock
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Check out our winter rates for January, February and March! The Newport Condominium has a beautiful water view of Spa ...
From $188 per night (USD)
Expedia
$\PIER JOY!\ - 3BR WATERFRONT HOME W/PRIVATE DOCK$
From $340 per night (USD)
VRBO
\"PIER JOY!\" - 3BR WATERFRONT HOME W/PRIVATE DOCK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gorgeous view, expansive covered back porch with fans & cascading stairs down to paver patio, fire pit and a dock where ...
From $340 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Jackson's Bunker in Eastport with fenced-in backyard and dog friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Located in the Annapolis "Republic of Eastport", this charming pet-friendly home is a short walk to restaurants, shops, ...
From $525 per night (USD)
Expedia
From $855 per night (USD)
VRBO
Charming 239-year-old former tavern 1 block to water & shops
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
239-year-old home, formerly a tavern & inn where Thomas Jefferson bought salt & stockings. Beautifully furnished with an ...
From $855 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Pristine Downtown 1-Bedroom Steps from State House
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy your stay in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minute ...
From $254 per night (USD)
Expedia
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VRBO
european style rancher/ mother in law, 5 min walk from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
charming apartment in a rancher on the Chesapeake Bay. Very quiet area with just the noise of the birds. There is a nice ...
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VRBO
From $490 per night (USD)
Expedia
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
From $490 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
SPA Weekend!! Enjoy a Private Sauna, Hot Tub, Massage Shower in our Quiet Loft Studio Apt. Pamper yourself with your own ...
From $210 per night (USD)
VRBO
From $2009 per night (USD)
VRBO
Spacious 6-Bedroom Waterfront Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
WATERFRONT — Available commissioning week 2026, booked commissioning 2027. Beautiful Nantucket style home right on the S ...
From $2009 per night (USD)
VRBO
From $722 per night (USD)
VRBO
USNA Home Steps to Stadium Dog-Friendly w Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
In Navy jargon, the goat locker is a lounge, sleeping area, and galley on board a naval vessel which is reserved for the ...
From $722 per night (USD)
VRBO
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Expedia
USNA Commissioning Week 2023 Downtown Annapolis House that sleeps 13 people
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
This 3 story half duplex is in the perfect location, situated in historical downtown Annapolis with a modern day feel, r ...
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Expedia
From $196 per night (USD)
VRBO
Cozy Home in Beautiful Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Keep it simple at this peaceful and centrally located Annapolis home. It has all the amenities and essentials of a home ...
From $196 per night (USD)
VRBO
From $465 per night (USD)
Expedia
Charming brick home with patio, WiFi, AC, & W/D - walk to everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Little House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $465 per night (USD)
Expedia
From $1531 per night (USD)
VRBO
Annapolis Bayfront Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautifully restored turn of the century beach cottage located on an acre of landscaped property with magnificent views ...
From $1531 per night (USD)
VRBO
From $611 per night (USD)
Expedia
Freshly renovated 3-story home 1 block from USNA!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Welcome to The Wardroom! Originally built in 1902 and completely renovated in 2014, this 3 story home is the p ...
From $611 per night (USD)
Expedia
From $97 per night (USD)
VRBO
Lower Level Loft - Adorable Studio Apt. Near BWI
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Kick back and relax in this calm, stylish space. Newly updated in-law suite with private entrance & outdoor space on bo ...
From $97 per night (USD)
VRBO
From $953 per night (USD)
Expedia
Renovated, dog-friendly home with private pool, hot tub & stunning backyard
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Pasadena Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $953 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Waterfront Home on the Chesapeake Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Expansive views of the Cheasapeake Bay, located on the West River this home is private, peaceful and immaculate. Home in ...
From $470 per night (USD)
VRBO
From $998 per night (USD)
VRBO
42 Acres of Serenity & Nature Just15 Miles To Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Hole In the Wall Farm I is a large open concept home situated on 42 picturesque acres just 15 minutes from Annapolis. I ...
From $998 per night (USD)
VRBO
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VRBO
Hideaway in the middle of everything
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Clean, spacious Eastport cottage in a prime location to downtown Annapolis and the United States Naval Academy. Both are ...
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VRBO
From $663 per night (USD)
Expedia
Multiple Gathering Spaces, Private Backyard & Free Parking at Townhome 1 Block to Capital Bldg
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Naptown Nook, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in th ...
From $663 per night (USD)
Expedia
From $322 per night (USD)
VRBO
Updated North Beach Cottage: Pet Friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Step into this charming coastal cottage and let North Beach welcome you to a relaxing getaway! The 3-bedroom, 2-bathroom ...
From $322 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Large 2 bedroom house with private parking in a nice neighborhood
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bring the whole family to this great private duplex with lots of room for fun. You will be close to many attractions. Lo ...
From $263 per night (USD)
Expedia
From $869 per night (USD)
VRBO
MODERN 2022 NEWLY BUILT TOWNHOME
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a stylish experience at this centrally-located and newly-built (2022) Eastport Annapolis townhome. Spacious two li ...
From $869 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Waterfront Condo- Eastport Annapolis- Next to Spa Creek Draw Bridge & AYC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Upscale renovated units on the first floor of Yacht Club Condos. Both units A1 and C1 are available. First floor walk o ...
From $323 per night (USD)
VRBO
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VRBO
Luxury Waterfront with Big Views 10 min from Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true ...
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VRBO
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Expedia
Old home with Million dollar view
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Old home with million dollar view. New bed & bedding. So many good restaurants nearby. Waterfront with deck & dock. Down ...
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Expedia
From $2014 per night (USD)
VRBO
Luxury Waterfront with Big Views 10 min from Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true ...
From $2014 per night (USD)
VRBO
From $540 per night (USD)
Expedia
7 mins away from Downtown Annapolis
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
Come stay at our cozy house. Perfect for a group of 11people. Share beautiful memories that will last a lifetime. Close ...
From $540 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Escape Villa in Downtown Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Perfect getaway, a short stroll to West Street, the Naval Academy, Navy-Marine Corps Memorial Stadium, City Dock, and Do ...
From $531 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Beautifully remodeled 1950's home. BWI airport 5 mins away
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautifull all new, cozy1950's home completely remodeled. All new hardwood floors, new paint, brand new kitchen, bath, e ...
From $197 per night (USD)
VRBO
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VRBO
Pier Relaxation! @ the Chesapeake Bay!
Bedrooms:
2
Bathrooms:
6
Sleeps:
6
Pier Relaxation with the whole family at this peaceful place to stay on the Chesapeake Bay! Fishing or crabbing from th ...
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VRBO
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Expedia
Serene, riverfront home with deck, balcony, kitchen & fireplace - dog-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Severn View of Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
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Expedia
From $361 per night (USD)
VRBO
Modern studio apartment 5 minute walk to downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern efficiency apartment with king bed, seating area with 2 recliner chairs for watching TV. Set up for remote work ...
From $361 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Searenity Stays, a Cozy Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Furnished, Cozy Home (3 Bd, 2 Bth) Near Chesapeake Bay, Parks & Playgrounds Relax and enjoy your time with family and fr ...
From $289 per night (USD)
Expedia
From $1202 per night (USD)
VRBO
Stunning, Large Historic Annapolis Home, Steps to Downtown, Private Driveway!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The location is ideal - one short block to USNA Gate 3, and just 4 blocks to the downtown waterfront. Home has a privat ...
From $1202 per night (USD)
VRBO
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Expedia
NEW lovely studio apartment with onsite parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a stylish experience at this centrally-located place! (Two guests maximum) The space null. Other things to note Pl ...
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Expedia
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VRBO
Perfect Waterfront Getaway/ Family Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to the perfect family home with 4 bedrooms, 3.5 baths, and large living rooms with comfy oversized couches. The ...
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VRBO
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Expedia
Charming Eastport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Who needs a boat to stay at a marina? Eastport Yacht Center has a quaint one bedroom apartment located in charming Eastp ...
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Expedia
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VRBO
Condo Houseboat
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This BRAND NEW condo house boat is nestled in Back Creek. The views of the Chesapeake Bay are amazing! This is the best ...
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VRBO
From $400 per night (USD)
Expedia
Chesapeake Comfort, Annapolis.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Annapolis Bungalow Home that is professionally cleaned and is a full time short-term rental. I have been a Superhost wit ...
From $400 per night (USD)
Expedia
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VRBO
Contemporary home away from home in very beautiful location.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious beautiful home, you will be cozy in this luxurious property with pool table,enjoy nature walks, club house and ...
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VRBO
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Expedia
Newly renovated townhome with a fenced yard, gas grill, washer/dryer, central AC
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
The Herons Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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Expedia
From $2669 per night (USD)
VRBO
Upscale multi-level retro home with large deck, washer/dryer, and lovely patio
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
St Johns Adjacent Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $2669 per night (USD)
VRBO
From $1743 per night (USD)
Expedia
3-story home near river with patio, firepit, Ping-Pong, grill and wood fireplace
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Ensign's Ridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $1743 per night (USD)
Expedia
From $1075 per night (USD)
VRBO
Huge deck overlooking water
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Renovated, charming Annapolis home on half-acre lot fronting Burley Creek. Just a short paddle to Whitehall Bay and expa ...
From $1075 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Annapolis Charm –Bright 3BR in Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Private 3 floor house located at the edge of Annapolis historic district. You can be certain that you will have all the ...
From $369 per night (USD)
Expedia
From $570 per night (USD)
VRBO
Bayfront Home w/Hot Tub
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Comfortable home with a million dollar view of the Chesapeake Bay. Pet friendly, outdoor hot tub, solo stove, and gourme ...
From $570 per night (USD)
VRBO
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Expedia
Traveling Professionals-Entire Home+Parking+W/D
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ideal for Long Term Stays! Well-Maintained open floor plan w/ 2,400 sqft and large windows that make the entire condo fi ...
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Expedia
From $888 per night (USD)
VRBO
Annapolis 4 BR w/ Gameroom & fire pits-walk everywhere!
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
This is the perfect house for your family friendly visit to Annapolis, MD Enjoy everything the sought after Eastport ne ...
From $888 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Annapolis Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious three level home in water privileged community of Cape St. Claire Maryland. Perfect for traveling health profe ...
From $467 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Charming 1926 Four Bedroom Home w Ample Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A centrally located home that exceeds all needs and comfort or your family. Both cozy and spacious from well thought ou ...
From $394 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront Magic - 10 minutes from downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
A peninsula on the Severn River located in the beautiful neighborhood of Linstead. This home is a waterfront playground ...
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Expedia
From $271 per night (USD)
VRBO
North Beach Cottage - Walk to Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience life like a local with a stay at this 3-bedroom, 2-bathroom vacation rental cottage in North Beach. This 100- ...
From $271 per night (USD)
VRBO
From $778 per night (USD)
Expedia
House near Patapsco River 2700 square feet
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Paradise Beach Retreat Whether you're planning to explore Pasadena, Annapolis, Baltimore, or Washington, DC, this stunn ...
From $778 per night (USD)
Expedia
Click For Pricing
VRBO
Charming Historic Annapolis Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This delightful historic home is situated directly across the street from the Paca House, and only three blocks from the ...
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VRBO
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Expedia
Adorable House not far from Annapolis or Baltimore!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This is a great little house providing the respite you are looking for when visiting Annapolis or Baltimore. It's locat ...
Click For Pricing
Expedia
From $560 per night (USD)
VRBO
Waterfront 2BR Guest House on Cypress Creek - Severna Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
STR00626 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $560 per night (USD)
VRBO
Click For Pricing
Expedia
Coastal Cabins.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming & cozy, 2- level Victorian style home built in the 1920s. Well stocked w/ modern conveniences for your home awa ...
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Expedia
From $1326 per night (USD)
VRBO
Beautiful waterfront home on The Chesapeake Bay with private dock & beach access
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Annapolis Bay Ridge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $1326 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Private yard and screened porch at Historic happy home, steps to Main Street with parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy a piece of Annapolis history! Nestled at the end of a row, this circa 1879 home has the perfect blend of historic ...
From $708 per night (USD)
Expedia

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