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 $433 per night (USD)
VRBO
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
From $433 per night (USD)
VRBO
From $173 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 $173 per night (USD)
Expedia
From $2207 per night (USD)
VRBO
Waterfront Home to Enjoy
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
WATERFRONT — Available commissioning week 2024. Beautiful Nantucket style home right on the South River just 7 miles fro ...
From $2207 per night (USD)
VRBO
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Expedia
USNA Commissioning Week 2023 Downtown Annapolis House that sleeps 13 people
Bedrooms:
3
Bathrooms:
7
Sleeps:
13
This 3 story half duplex is in the perfect location, situated in historical downtown Annapolis with a modern day feel, r ...
Click For Pricing
Expedia
From $286 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 $286 per night (USD)
VRBO
$Charming brick home with patio, WiFi, AC, & W\/D - walk to everything$
From $324 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 $324 per night (USD)
Expedia
From $142 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 $142 per night (USD)
VRBO
From $899 per night (USD)
Expedia
Renovated, dog-friendly home with private pool, hot tub & stunning backyard
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Pasadena Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $899 per night (USD)
Expedia
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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 $492 per night (USD)
Expedia
Townhouse with multiple gathering spaces, 1 block to Capital Bldg and free parking
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Visit the magic of Annapolis during the Holiday Season Welcome to Naptown Nook, conveniently located in downtown Annapol ...
From $492 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Updated North Beach Cottage: Pet Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Step into this charming coastal cottage and let North Beach welcome you to a relaxing getaway! The 3-bedroom, 2-bathroom ...
From $261 per night (USD)
VRBO
From $169 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 $169 per night (USD)
Expedia
From $715 per night (USD)
VRBO
MODERN 2022 NEWLY BUILT TOWNHOME
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy a stylish experience at this centrally-located and newly-built (2022) Eastport Annapolis townhome. Spacious two li ...
From $715 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Spacious Odenton Townhome: 21 Mi to Baltimore
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy both comfort and convenience at this Odenton vacation rental! Boasting modern features and easy access to Baltimor ...
From $210 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Pier Relaxation! @ the Chesapeake Bay!
Bedrooms:
2
Bathrooms:
7
Sleeps:
6
Pier Relaxation with the whole family at this peaceful place to stay on the Chesapeake Bay! Fishing or crabbing from th ...
From $323 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Serene, riverfront home with deck, balcony, kitchen & fireplace - dog-friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Severn View of Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $423 per night (USD)
Expedia
From $368 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 $368 per night (USD)
VRBO
From $160 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 $160 per night (USD)
Expedia
From $1013 per night (USD)
VRBO
Stunning, Large Historic Annapolis Home, Steps to Academy and Downtown.
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. Enjoy the eleganc ...
From $1013 per night (USD)
VRBO
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Expedia
Contemporary home away from home in very beautiful location.
Bedrooms:
4
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
$Picturesque home with yard, central AC, washer\/dryer & cable$
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VRBO
Picturesque home with yard, central AC, washer\/dryer & cable
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Stadium Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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VRBO
From $2014 per night (USD)
Expedia
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)
Expedia
From $946 per night (USD)
VRBO
Huge deck overlooking water
Bedrooms:
5
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 $946 per night (USD)
VRBO
$Traveling Professionals-Entire Home+Parking+W\/D$
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Expedia
Traveling Professionals-Entire Home+Parking+W\/D
Bedrooms:
3
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
$Annapolis 4 BR House w\/ Cottage and Gameroom$
From $608 per night (USD)
VRBO
Annapolis 4 BR House w\/ Cottage and Gameroom
Bedrooms:
4
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 $608 per night (USD)
VRBO
From $351 per night (USD)
Expedia
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
Bedrooms:
3
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 $351 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $1361 per night (USD)
Expedia
Beautiful waterfront home on The Chesapeake Bay with private dock & beach access
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Annapolis Bay Ridge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $1361 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Beautiful Cottage Style Home in Quiet Downtown Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a beautiful house for your stay in Annapolis! This large fully renovated house is just off West Street, 1.5 mil ...
From $589 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $162 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Visit the magic of Annapolis during the Holiday Season Welcome to this mid-century modern, Cape Cod in West Annapolis. T ...
From $432 per night (USD)
VRBO
From $1054 per night (USD)
Expedia
Spacious Contemporary Waterfront home on Chesapeake Bay's South River
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This contemporary waterfront home sits on the Chesapeake Bay's South River. It is perfect for a vacation, work/school-fr ...
From $1054 per night (USD)
Expedia
From $338 per night (USD)
VRBO
Bay views with kayaks, bikes, fire pit, crabbing and more
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Updated 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay. Take a ...
From $338 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Your Home Base for Exploring Charm City! Fully-equipped Kitchen, Pets Allowed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $112 per night (USD)
VRBO
From $715 per night (USD)
VRBO
Luxe Houseboat: Breathtaking Skyline 360 Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
| OVERVIEW | Welcome to FLOHOM 1 | Bay Escape, your home away from shore! Our luxury houseboat is docked at the premie ...
From $715 per night (USD)
VRBO
From $1264 per night (USD)
Expedia
Beautiful colonial only 3 miles to the Naval Academy!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Beautiful colonial perfect for Naval Academy commissioning week! Bedrooms 6 - Baths: 2.5 Sleeps 11 comfortably. Finish ...
From $1264 per night (USD)
Expedia
$Riverside Retreat - Views Galore. Near DC\/Baltimore and Annapolis, MD$
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VRBO
Riverside Retreat - Views Galore. Near DC\/Baltimore and Annapolis, MD
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Let the Riverside Retreat be your next home away from home! This light and airy home is newly renovated with waterfront ...
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VRBO
From $114 per night (USD)
Expedia
Welcome to Coastal Escape Arnold! This unit is located in the lower level of the home
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to Coastal Escape Arnold! This unit is located in the lower level of the home. The upper level is also an Airbnb ...
From $114 per night (USD)
Expedia
$Waterfront Estate w\/ Private Beach + Dock$
From $2280 per night (USD)
VRBO
Waterfront Estate w\/ Private Beach + Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Private Nantucket style waterfront estate w/ beach, deep water slips and a 180 waterview. Expansive western sunsets on F ...
From $2280 per night (USD)
VRBO
From $712 per night (USD)
Expedia
Cool Spring waterfront apartment with pier mins to Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Visit the magic of Annapolis during the Holiday Season The charming, newly-furnished waterfront Suite is located in the ...
From $712 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Osprey's Landing at Atlantic Marinas - relaxing waterfront coastal retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Only steps away from the beach and pool, this waterfront coastal retreat is perfect for a family or group of friends. Sp ...
From $187 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Quiet dog-friendly suburban home with patio, grill, yard, kitchen, & Pack-N-Play
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Admiral's Glen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $402 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
$Sunny and spacious water view\/access home in Annapolis.$
From $538 per night (USD)
Expedia
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)
Expedia
From $670 per night (USD)
VRBO
Walk to restaurants from large luxury home, shops and stadium in West Annapolis
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season Welcome to this luxury craftsman-style home in West Annapolis, on ...
From $670 per night (USD)
VRBO
$Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.$
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Expedia
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.
Bedrooms:
2
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 $501 per night (USD)
VRBO
Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Pearl of Oyster Harbor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $501 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Pet Friendly - Stone's throw from City Dock w private back patio, parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Visit the magic of Annapolis during the Holiday Season This well-appointed recently-renovated home in the heart of Annap ...
From $414 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Home away from home- The perfect getaway house
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our spacious 4-bedroom, 3-bathroom haven is perfectly situated between the charming allure of Annapolis and the vibrant ...
From $291 per night (USD)
VRBO
From $241 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 $241 per night (USD)
Expedia
$SPECIAL OFFER!!! RATES REDUCED FOR THE FALL!! 4BR Near Navy Stadium!\$
From $1165 per night (USD)
VRBO
SPECIAL OFFER!!! RATES REDUCED FOR THE FALL!! 4BR Near Navy Stadium!\"
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
STR-00669 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1165 per night (USD)
VRBO
From $662 per night (USD)
Expedia
The Crabby Patty- Your Downtown Annapolis getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history and vibr ...
From $662 per night (USD)
Expedia
From $1177 per night (USD)
VRBO
This house is a 3 bedroom(s), 4.5 bathrooms, located in Edgewater, MD.
Bedrooms:
5
Bathrooms:
3
Sleeps:
8
Nestled on the serene shores of the South River, "The Fritz" stands as a timeless and elegant waterfront home, cherished ...
From $1177 per night (USD)
VRBO
Click For Pricing
Expedia
Mulberry's Gem
Bedrooms:
3
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 ...
Click For Pricing
Expedia
From $149 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 $149 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Your Home Base for Exploring Charm City! 2 Great Units with Private Kitchenettes
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $297 per night (USD)
VRBO
$Two-story retreat near the harbor with a washer\/dryer, patio, & gas fireplace$
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VRBO
Two-story retreat near the harbor with a washer\/dryer, patio, & gas fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Eastport Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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VRBO
From $292 per night (USD)
Expedia
Historic Home with Parking Steps From Capital & USNA
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, ...
From $292 per night (USD)
Expedia
$Nautical-themed home with four bedrooms, bright interior, deck, W\/D, and AC$
From $736 per night (USD)
VRBO
Nautical-themed home with four bedrooms, bright interior, deck, W\/D, and AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The Robins Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $736 per night (USD)
VRBO
From $1368 per night (USD)
Expedia
Walk Everywhere! Your Ultimate Annapolis Retreat on Horn Point
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to your ideal rental property at 125 Chester Avenue, located in the desirable neighborhood of Horn Point in Annap ...
From $1368 per night (USD)
Expedia
From $2420 per night (USD)
VRBO
Beautiful 6 BR home on quiet, secluded lot, overlooking the Severn River
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
STR00749 - Heaven on the Severn ï¿½ THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED ...
From $2420 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Go Navy West Annapolis home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing ample outdoo ...
From $445 per night (USD)
Expedia
$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Free Breakfast!$
From $233 per night (USD)
VRBO
Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Free Breakfast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $233 per night (USD)
VRBO
$Spacious Good-Value Accommodation! 2 Relaxing Units, w\/ Pool, Free Breakfast!$
From $465 per night (USD)
VRBO
Spacious Good-Value Accommodation! 2 Relaxing Units, w\/ Pool, Free Breakfast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $465 per night (USD)
VRBO
$Indulge in Home Like Comfort! 3 Comfortable Units, w\/ Pool, Free Breakfast!$
From $698 per night (USD)
VRBO
Indulge in Home Like Comfort! 3 Comfortable Units, w\/ Pool, Free Breakfast!
Bedrooms:
3
Bathrooms:
3
Sleeps:
15
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $698 per night (USD)
VRBO
$Best Value, Quality Stay! Free Breakfast, w\/ Pool, Near M&T Bank Stadium!$
From $164 per night (USD)
VRBO
Best Value, Quality Stay! Free Breakfast, w\/ Pool, Near M&T Bank Stadium!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience wonderful conveniences that you should take advantage of including free Wi-Fi, onsite parking, fully function ...
From $164 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Very nice house on quiet lot, dead end street. Kid friendly neighborhood.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Very nice house on quiet lot, dead end street. Kid friendly neighborhood, good bike riding, etc. 3 Bedrooms, sleeps 6. ...
From $385 per night (USD)
VRBO
From $757 per night (USD)
VRBO
Get Ready for Blissful Getaway! Short Drive to Chase Lloyd House, Pet-Friendly
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $757 per night (USD)
VRBO
$Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking$
From $505 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $505 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $253 per night (USD)
VRBO
$Beach cottage with firepit, grill, outdoor areas, AC, & W\/D$
From $550 per night (USD)
VRBO
Beach cottage with firepit, grill, outdoor areas, AC, & W\/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pine Whiff Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $550 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Eastport Cozy Charmer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our cottage home- the perfect location for your family & friends to enjoy Naval Academy events, boat shows, s ...
From $432 per night (USD)
Expedia
Click For Pricing
VRBO
Lakefront House- near downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Great place to relax and enjoy the serene view of the lake in this spacious house with multiple balconies. Enjoy a hotel ...
Click For Pricing
VRBO
$Sunrise Suite Exquisite Bay View Lux\/Rom\/Spiritual$
From $224 per night (USD)
Expedia
Sunrise Suite Exquisite Bay View Lux\/Rom\/Spiritual
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Upscale luxury. relaxing romantic suite w/spectacular views. You won't want to leave your bed/bath! Brand new top floo ...
From $224 per night (USD)
Expedia
From $898 per night (USD)
VRBO
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Visit the magic of Annapolis during the Holiday Season Family Rental only! This brand new custom home was built with st ...
From $898 per night (USD)
VRBO
From $333 per night (USD)
Expedia
Belle By the Bay- Great location and parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
As soon as you enter this beautiful two-floor home, you'll be greeted by the modern yet very comfortable open-concept de ...
From $333 per night (USD)
Expedia
$Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D$
From $614 per night (USD)
VRBO
Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Salty Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $614 per night (USD)
VRBO
$One Acre Hideaway w\/ Fire Pit & Soaking Tub$
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Expedia
One Acre Hideaway w\/ Fire Pit & Soaking Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming two-bedroom home is situated on a tree-lined one-acre lot, offering the perfect balance of convenience and ...
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Expedia
From $532 per night (USD)
VRBO
Darling 2 BR home with parking in the sought after Murray Hill section of Historic Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
STR22-145187 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $532 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Sailboat Experience in Annapolis
Bedrooms:
2
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 $168 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Annapolis Boat Life - Overnight Stays
Bedrooms:
4
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 $265 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Annapolis Woodland Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Get ready for an awesome family gathering in our newly updated and spacious home! The open kitchen provides ample space ...
From $402 per night (USD)
Expedia
From $365 per night (USD)
VRBO
Waterfront 2-Bedroom Condo on Spa Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your home away from home in Annapolis! Nestled in the charming neighborhood of Eastport, this beautifully app ...
From $365 per night (USD)
VRBO
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Expedia
Anchor Drop
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful modern single-family home with heated pool. Located in Eastport, Annapolis, Maryland. Totally renovated in 2 ...
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Expedia
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VRBO
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
Bedrooms:
3
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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VRBO
From $427 per night (USD)
Expedia
Liberty Call has multiple gathering spaces, screened-in porch and parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Visit the magic of Annapolis during the Holiday Season Located less than 15 minutes from Downtown Annapolis, this newly- ...
From $427 per night (USD)
Expedia
From $386 per night (USD)
VRBO
NEW Eastport Bungalow walkable to USNA, Restaurants, & Historic Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be 1mi. to Main Street & Downtown Annapolis home of the US Naval Academy (ask about our Navy family di ...
From $386 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 $219 per night (USD)
VRBO
Shiloh Acres Farmhouse RV Stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into a world of serenity where modern farmhouse design meets peaceful relaxation. Our RV boasts a fresh palette of ...
From $219 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Walk everywhere from Villa with multiple suites, dining spaces, parking
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Visit the magic of Annapolis during the Holiday Season Welcome to Naptown Villa! This charming fully-renovated home in d ...
From $721 per night (USD)
Expedia
From $698 per night (USD)
VRBO
Deep water private pier and Minutes to Annapolis from renovated waterfront home with
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Visit the magic of Annapolis during the Holiday Season Prepare to be spoiled at this custom-renovated luxury waterfront ...
From $698 per night (USD)
VRBO
From $627 per night (USD)
VRBO
River's Edge - Newly renovated 3BR Waterfront Retreat with Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR00849 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIMRED UNTIL A TEAM MEMBER C ...
From $627 per night (USD)
VRBO
From $359 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 $359 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Eastport apartment with gourmet kitchen, backyard and parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Visit the magic of Annapolis during the Holiday Season This beautifully upgraded one-bedroom apartment on the 1st floor ...
From $356 per night (USD)
Expedia
From $155 per night (USD)
VRBO
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
STR-146397 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $155 per night (USD)
VRBO
From $565 per night (USD)
Expedia
Private deck, backyard and dog-friendly just 12 minutes to Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Visit the magic of Annapolis during the Holiday Season This charming farmhouse cottage in Severna Park is a family-frien ...
From $565 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Relaxing Waterfront Apartment!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our Bayhouse StayApartment! Our waterfront getaway features a large dock where you can relax on Adirondack ch ...
From $337 per night (USD)
VRBO
From $782 per night (USD)
Expedia
Creek-Side Bliss: Unwind and Create Lasting Memories at Our Beautiful Retreat
Bedrooms:
4
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 $782 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Peaceful home overlooking a quiet cove--perfect getaway!!
Bedrooms:
3
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 $375 per night (USD)
VRBO
From $369 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 $369 per night (USD)
Expedia

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