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 $579 per night (USD)
VRBO
Charm & Style in this Renovated Eastport Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience a cozy retreat in this inviting 3-bedroom, 2-bathroom cottage, just 3 blocks from the historic Spa Creek Brid ...
From $579 per night (USD)
VRBO
From $655 per night (USD)
Expedia
1 Block to USNA at beautifully renovated Historic Chapel Views with back patio and off-site parking
Bedrooms:
2
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 $655 per night (USD)
Expedia
From $337 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 $337 per night (USD)
VRBO
From $223 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 $223 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Private Annapolis Guest Apartment! Walkable to downtown! Location!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Keep it simple at this peaceful and centrally located guesthouse. This charming guest house w/ private access is located ...
From $334 per night (USD)
VRBO
From $585 per night (USD)
Expedia
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 $585 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Your Annapolis Adventure Starts Here!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your charming Annapolis getaway! This beautifully furnished home is the perfect retreat for your stay in this ...
From $408 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Romantic Two Bedroom Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the best of both worlds at this fully renovated two-bedroom, one-bath, one-level condo located in the tranqui ...
From $150 per night (USD)
Expedia
From $751 per night (USD)
VRBO
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
Bedrooms:
2
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 $751 per night (USD)
VRBO
From $405 per night (USD)
VRBO
Idyllic Pasadena Retreat with Garden + Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Plan your trip to the Baltimore suburbs when you book this whimsical getaway in Pasadena! Situated 20 miles from the hea ...
From $405 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Downtown furnished apartment - walking distance to restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Church owned 2nd Floor apartment in historic house - fully furnished - eat-in kitchen, dining room and living room - has ...
From $299 per night (USD)
VRBO
From $473 per night (USD)
Expedia
Go Navy! Steps to USNA, City Dock & Street Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stay in the heart of Historic Annapolis just steps from the waterfront, shops, restaurants, and the Naval Academy. Owned ...
From $473 per night (USD)
Expedia
From $683 per night (USD)
VRBO
Private Patio at Charming Hanover House Across from USNA Gate 3
Bedrooms:
2
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 $683 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Tranquility Awaits
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Entire Guest House. One bedroom, one bathroom with loft. Three beds, queen, full and twin. Full kitchen, laundry, dedi ...
From $167 per night (USD)
Expedia
From $314 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 $314 per night (USD)
VRBO
From $866 per night (USD)
Expedia
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Home is clean, spacious, and well-maintained, designed for comfort and convenience. Located in a safe residential neighb ...
From $866 per night (USD)
Expedia
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 $898 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 $898 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 $384 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 $384 per night (USD)
VRBO
From $1011 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 $1011 per night (USD)
VRBO
From $442 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 $442 per night (USD)
VRBO
From $651 per night (USD)
VRBO
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 $651 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $1007 per night (USD)
VRBO
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 $1007 per night (USD)
VRBO
From $519 per night (USD)
Expedia
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 $519 per night (USD)
Expedia
From $158 per night (USD)
VRBO
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 $158 per night (USD)
VRBO
From $498 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 $498 per night (USD)
Expedia
From $409 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 $409 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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $3824 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 $3824 per night (USD)
Expedia
From $1605 per night (USD)
VRBO
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 $1605 per night (USD)
VRBO
From $1518 per night (USD)
Expedia
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)
Expedia
Click For Pricing
VRBO
Bay Poolhouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Bay Pool House License number 000268 ...
Click For Pricing
VRBO
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)
VRBO
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)
VRBO
From $675 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 $675 per night (USD)
VRBO
From $449 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 $449 per night (USD)
VRBO
From $518 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 $518 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 $884 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 $884 per night (USD)
Expedia
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 $328 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 $328 per night (USD)
VRBO
From $527 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 $527 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 $195 per night (USD)
VRBO
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 $195 per night (USD)
VRBO
From $689 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 $689 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
From $471 per night (USD)
VRBO
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 $471 per night (USD)
VRBO
From $191 per night (USD)
Expedia
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 $191 per night (USD)
Expedia
From $2071 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 $2071 per night (USD)
VRBO
From $735 per night (USD)
Expedia
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 $735 per night (USD)
Expedia
From $182 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 $182 per night (USD)
VRBO
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 $850 per night (USD)
VRBO
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 $850 per night (USD)
VRBO
From $523 per night (USD)
Expedia
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 $523 per night (USD)
Expedia
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
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $668 per night (USD)
VRBO
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 $668 per night (USD)
VRBO
From $311 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 $311 per night (USD)
VRBO
From $326 per night (USD)
VRBO
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 $326 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
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 $1040 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Waterfront Condo- Eastport Annapolis- Next to Spa Creek Draw Bridge & AYC
Bedrooms:
1
Bathrooms:
2
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 $215 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
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 $543 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 $543 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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $227 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 $227 per night (USD)
Expedia
From $1088 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 $1088 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $458 per night (USD)
VRBO
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 $458 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $2018 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 $2018 per night (USD)
VRBO
From $2726 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 $2726 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $562 per night (USD)
Expedia
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 $562 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $768 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 $768 per night (USD)
VRBO
From $467 per night (USD)
VRBO
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)
VRBO
From $642 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 $642 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $689 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 $689 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bring your boat, your fishing gear, and your appetite for coastal charm! This 3BR/2BA Annapolis cottage offers access to ...
From $462 per night (USD)
VRBO
From $467 per night (USD)
VRBO
Baltimore Area Vacation Rental w/ Deck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
You’ll feel right at home at this charming Baltimore Area vacation rental! Nestled in Pasadena, this 4-bedroom, 3-bathro ...
From $467 per night (USD)
VRBO
From $430 per night (USD)
VRBO
HiddenParadise in Scenic community, mins to attractions & WaterFront. Sleeps 9
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Resort style community suitable for a get away from home 🏡 with everything at your fingertips tips. Home features: • ...
From $430 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Waterfront home with private pier mins to Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the magnificent waterfront views from this custom-built home with a private pier! Nestled in the quiet Arden on th ...
From $601 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Brand-new Modern Pasadena Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This cozy new home is located in the heart of Pasadena on a quiet end in Rivera Beach, just a few houses away from publi ...
From $426 per night (USD)
VRBO
Click For Pricing
Expedia
USNA Commissioning Week - 2 Blocks Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Host the perfect USNA Commissioning week family get together - just two blocks from the Naval Academy! Modern convenienc ...
Click For Pricing
Expedia
From $331 per night (USD)
VRBO
Perfect Eastport Location, walk everywhere, Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Leave your car behind and walk to everything Annapolis, Eastport is full of charm, Restaurants, Museums, live music. Com ...
From $331 per night (USD)
VRBO
From $937 per night (USD)
Expedia
Beachfront Home Minutes to Downtown Annapolis Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Watch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Be ...
From $937 per night (USD)
Expedia
From $803 per night (USD)
VRBO
A quiet, family retreat home on the Chesapeake Bay, south of Annapolis MD
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A perfect spot for relaxing, reading, and writing, or as a home-base for visiting the many cultural and natural attracti ...
From $803 per night (USD)
VRBO
From $646 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 $646 per night (USD)
VRBO
From $986 per night (USD)
VRBO
Unique Listing! Entire Downtown Triplex w/Private Parking. Sleeps 12-18. Pets ok
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
*** Commissioning Wk 2024 AVAILABLE*** Unique opportunity to rent an entire triplex Downtown Annapolis! One property wi ...
From $986 per night (USD)
VRBO
From $809 per night (USD)
VRBO
Beautiful Blend of Restoration and Renovation in this Downtown Home
Bedrooms:
3
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 $809 per night (USD)
VRBO

Search Your Destination Now!

Anne Arundel Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 622 Rentals