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 $123 per night (USD)
VRBO
Baltimore Adventure Awaits! Prime Location, Pets Allowed, Fully Kitchen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $123 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Explore Baltimore, Central Location Pets Are Allowed, Kitchen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $189 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Central Baltimore Gem, Kitchen, Pet-Friendly Property, Explore Inner Harbor!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $169 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Discover Baltimore's Best Spots, 2 Cozy Units With Kitchens, Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Experience exceptional comfort and convenience in spacious suites featuring fully equipped kitchens, workspaces, and com ...
From $377 per night (USD)
Expedia
$Sunny and spacious water view\/access home in Annapolis.$
From $538 per night (USD)
VRBO
Sunny and spacious water view\/access home in Annapolis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The property is all set up for boating and fishing with a drive-thru driveway. It is located one block from the boat ram ...
From $538 per night (USD)
VRBO
$Luxury Home1\n$
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Expedia
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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Expedia
$Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit$
From $492 per night (USD)
VRBO
Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $492 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Annapolis Retreat - 7 mins from downtown Annapolis!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Welcome to this charming five-bedroom, two-bathroom escape nestled in the Hillsmere Shores neighborhood of Annapolis. Ju ...
From $621 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Property Highlights: This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 12 people. ...
From $699 per night (USD)
VRBO
From $326 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 $326 per night (USD)
Expedia
From $781 per night (USD)
VRBO
Charming West Annapolis Cottage home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing amp ...
From $781 per night (USD)
VRBO
$Always a Great Idea To Unwind! Pet-Friendly, w\/ Pool, Free Breakfast!$
From $234 per night (USD)
Expedia
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 $234 per night (USD)
Expedia
$Spacious Good-Value Accommodation! 2 Relaxing Units, w\/ Pool, Free Breakfast!$
From $467 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 $467 per night (USD)
VRBO
$Indulge in Home Like Comfort! 3 Comfortable Units, w\/ Pool, Free Breakfast!$
From $701 per night (USD)
Expedia
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 $701 per night (USD)
Expedia
$Best Value, Quality Stay! Free Breakfast, w\/ Pool, Near M&T Bank Stadium!$
From $153 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 $153 per night (USD)
VRBO
From $926 per night (USD)
Expedia
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 $926 per night (USD)
Expedia
$Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking$
From $618 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 $618 per night (USD)
VRBO
From $309 per night (USD)
Expedia
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 $309 per night (USD)
Expedia
$Beach cottage with firepit, grill, outdoor areas, AC, & W\/D$
From $605 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 $605 per night (USD)
VRBO
From $360 per night (USD)
Expedia
Eastport Charmer Summ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Your family will be close to everything when you stay at this charming 2-bedroom cottage nestled in the Eastpor ...
From $360 per night (USD)
Expedia
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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 ...
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VRBO
From $215 per night (USD)
Expedia
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 $215 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
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VRBO
$Sunrise Suite Exquisite Bay View Lux\/Rom\/Spiritual$
From $280 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 $280 per night (USD)
Expedia
From $1683 per night (USD)
VRBO
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Family Rental only! This brand new custom home was built with stunning views of the Chesapeake Bay and all the bells an ...
From $1683 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
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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 ...
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Expedia
$Waterfront Estate w\/ Private Beach + Dock$
From $2308 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 $2308 per night (USD)
VRBO
From $1500 per night (USD)
Expedia
Cool Spring waterfront apartment with pier mins to Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The charming, newly-furnished waterfront Suite is located in the locked-off lower level of the 4 bedroom home, Cool Spri ...
From $1500 per night (USD)
Expedia
From $449 per night (USD)
VRBO
Belle By The Bay Summ
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This lovely home has 3 bedrooms, 2.5 bathrooms, fully equipped kitchen with large island that seats 4 and an ou ...
From $449 per night (USD)
VRBO
$Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D$
From $713 per night (USD)
Expedia
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 $713 per night (USD)
Expedia
From $106 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 $106 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Bay views with kayaks, bikes, fire pit, crabbing and more
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming 3 bedroom, 2 bathroom private cottage is situated in a water community on the beautiful Chesapeake Bay. Take ...
From $431 per night (USD)
Expedia
From $164 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 $164 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this mid-century modern, Cape Cod in West Annapolis. This "Ralph-Lauren Cottage" exudes that "Annapolitan fee ...
From $635 per night (USD)
Expedia
From $720 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 $720 per night (USD)
VRBO
From $693 per night (USD)
Expedia
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 $693 per night (USD)
Expedia
From $493 per night (USD)
VRBO
Annapolis Spacious Family Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Just minutes from Sandy Point Beach and a short 15 minute drive to the US Naval Academy, this 4 story home has ...
From $493 per night (USD)
VRBO
From $409 per night (USD)
Expedia
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 $409 per night (USD)
Expedia
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VRBO
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 ...
Click For Pricing
VRBO
From $332 per night (USD)
Expedia
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 $332 per night (USD)
Expedia
From $391 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 $391 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
From $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Liberty Call has multiple gathering spaces, screened-in porch and parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Located less than 15 minutes from Downtown Annapolis, this newly-renovated spacious home awaits you. Enjoy the large scr ...
From $559 per night (USD)
VRBO
From $398 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 $398 per night (USD)
VRBO
From $309 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 $309 per night (USD)
VRBO
From $754 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 $754 per night (USD)
Expedia
From $1011 per night (USD)
VRBO
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
RENT-004550-2024 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE B ...
From $1011 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Private deck, backyard and dog-friendly just 12 minutes to Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This charming farmhouse cottage in Severna Park is a family-friendly rental with room enough for 2 families traveling to ...
From $485 per night (USD)
Expedia
From $433 per night (USD)
VRBO
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 $433 per night (USD)
VRBO
$Summer Special in Annapolis! Pristine, Peaceful, Walkable 1B\/1B Apt. Sleeps 4.$
From $261 per night (USD)
Expedia
Summer Special in Annapolis! Pristine, Peaceful, Walkable 1B\/1B Apt. Sleeps 4.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment that sleeps 3-4 adults comfortably and has its own separ ...
From $261 per night (USD)
Expedia
From $406 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 $406 per night (USD)
VRBO
From $2128 per night (USD)
Expedia
Welcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis
Bedrooms:
7
Bathrooms:
5
Sleeps:
14
Large Waterfront Family Estate House in an Old Oak Forest at the end of a private gated Community in Annapolis. Architec ...
From $2128 per night (USD)
Expedia
From $462 per night (USD)
VRBO
Book for CW 2025 Gourmet kitchen with backyard and parking at 1st floor Eastport apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Still available for Commissioning Week 2025! This beautifully upgraded one-bedroom apartment on the 1st floor of a two- ...
From $462 per night (USD)
VRBO
From $463 per night (USD)
Expedia
Riverview Retreat on Warehouse Creek
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Summary: Riverview Retreat on Warehouse Creek is a renovated, cozy, and luxurious guest house, offering families and gro ...
From $463 per night (USD)
Expedia
From $1679 per night (USD)
VRBO
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
The Oaks Inn is an exceptional well-kept home, nestled in the heart of Historic Downtown Annapolis, that seamlessly comb ...
From $1679 per night (USD)
VRBO
From $887 per night (USD)
Expedia
Spring Waterfront: Dock & Walk to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Luxurious Waterfront Escape in Annapolis ◉ Private Beach Access: Step right onto the shore for a peaceful retreat ◉ Arch ...
From $887 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
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VRBO
From $931 per night (USD)
Expedia
Fisher House - Downtown Annapolis!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House, built in 1885, ...
From $931 per night (USD)
Expedia
From $1198 per night (USD)
VRBO
USNA Luxury Home, parking, pet friendly
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Steps to the academy and downtown. 1 parking spot included for guests in a garage just steps from our home in the Hillm ...
From $1198 per night (USD)
VRBO
From $291 per night (USD)
Expedia
#DreamDeale - water view home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Modern 3 bed/1 bath cottage with water views of Rockhold Creek and access to the Bay via our community pier. We are loca ...
From $291 per night (USD)
Expedia
Click For Pricing
VRBO
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
Bedrooms:
4
Bathrooms:
3
Sleeps:
3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
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VRBO
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Expedia
Spend Commissioning Week Here: Walk to Yard, Pool, Hot Tub, Kayaks, and more...
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Park once and walk everywhere! Plus, enjoy our pool, hot tub, fire pit and large patio for your gatherings. Have your mo ...
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Expedia
Click For Pricing
VRBO
Charming 3-bedroom townhome with WiFi, AC, & Community pool in serene Laurel, Md
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Get ready to relax in this 3-bedroom townhome in Laurel, Md. This brilliant property features 1 queen bed and 2 full bed ...
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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
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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 ...
Click For Pricing
VRBO
From $1125 per night (USD)
Expedia
Stay at Luxury waterfront home with deep water private pier mins to Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Available for Commissioning Week 2025 Prepare to be spoiled at this custom-renovated luxury waterfront retreat! This be ...
From $1125 per night (USD)
Expedia
$Splendid home w\/private pool, fire pit, several decks & balconies$
From $1187 per night (USD)
VRBO
Splendid home w\/private pool, fire pit, several decks & balconies
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Porter Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1187 per night (USD)
VRBO
From $663 per night (USD)
Expedia
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
From $663 per night (USD)
Expedia
From $1111 per night (USD)
VRBO
Historic Annapolis Treasure
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $1111 per night (USD)
VRBO
From $551 per night (USD)
Expedia
Darling on Dean Street- Nautical home w parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Ideally located between the vibrant West Street and the historic Main Street, our downtown Annapolis home offers easy ac ...
From $551 per night (USD)
Expedia
From $1382 per night (USD)
VRBO
Downtown Annapolis Duke's House
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
Summary: This newly renovated 4-bedroom, 3.5 bathroom home is perfectly situated in the heart of historic downtown Anna ...
From $1382 per night (USD)
VRBO
From $694 per night (USD)
Expedia
Sunset Cove - peaceful 3-bedroom waterfront retreat in Arnold, MD
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Welcome to Sunset Cove, your peaceful, two-story waterfront home in Arnold, Maryland! Nestled along the serene shores of ...
From $694 per night (USD)
Expedia
From $696 per night (USD)
VRBO
NEW! Cozy Coastal Retreat in the Heart of Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this charming 3-bedroom, 2-bathroom townhouse, ideally located in the serene community of Eastport in Annapol ...
From $696 per night (USD)
VRBO
From $430 per night (USD)
Expedia
Spacious 4-bedroom house in tranquil Severn minutes from BWI and Live Casino
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Consider this house your home away from home while you visit Severn. This wonderful property boasts 4 nice bedrooms, inc ...
From $430 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Stylish 1 BD 1 BA Duplex Near Arundel Mills Mall, Live Casino, FT Meade!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your cozy getaway awaits in Hanover at this terrific apartment. This charming space features 1 bedroom, WiFi, AC, heatin ...
From $171 per night (USD)
VRBO
From $567 per night (USD)
Expedia
19 Mi to Baltimore: Townhome in Maryland City
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Pet Friendly w/ Fee | Private Backyard | Day Trip to D.C. Experience relaxation and adventure at this 4-bedroom, 3.5-ba ...
From $567 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Chic townhome basement apartment in charming Crofton, MD
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming townhome in Crofton, Maryland. This nice property features 1 bedroom with a cozy queen bed, per ...
From $168 per night (USD)
VRBO
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Expedia
Charming Historic 3-bedroom Estate in Downtown Annapolis
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to Lynder's Luxury Lodging-Annapolis. Discover this 3-bedroom Colonial gem in the heart of Downtown Annapolis ( ...
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Expedia
From $480 per night (USD)
VRBO
Spacious home with bay views, deck, balcony and gas grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Oyster Harbor Waterview Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $480 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Boat Charters - Air Hockey - Game Room - Dual Decks
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Inquire about separately booking our boat charter captain, who can pick you up and drop you off at our dock! Nestled in ...
From $571 per night (USD)
Expedia
Click For Pricing
VRBO
Efficiency Apartment Close to Annapolis. .
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Furnished efficiency apartment in Annapolis, close to downtown area, and easy access to Highways. Private Entrance, pri ...
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VRBO
$Aspen Woods - Spacious Apt w\/ Private Garage$
From $182 per night (USD)
Expedia
Aspen Woods - Spacious Apt w\/ Private Garage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located 16 miles from the US Naval Academy in Annapolis, MD, 24 miles from Washington, DC, and 6.5 miles from Six Flags ...
From $182 per night (USD)
Expedia
Click For Pricing
VRBO
Unique 2-Bedroom Condo in Renovated Church Parish House
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Step into a truly exceptional condo nestled in a beautifully preserved historic church, just two blocks from the U.S. Na ...
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VRBO
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Expedia
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 ...
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Expedia
Click For Pricing
VRBO
6BR Hot Tub Retreat - FirePit, Gazebo, Gym, Game Room, BBQ, 2 Homes!
Bedrooms:
5
Bathrooms:
6
Sleeps:
18
This spacious and thoughtfully designed 6-bedroom, 5-bathroom retreat offers comfort, convenience, and privacy—perfect f ...
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VRBO
From $566 per night (USD)
Expedia
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Water-lovers dream waterfront cottage 15 min to Annapolis, Navy Academy & 40 min from DC with perfect paddleboarding wat ...
From $566 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis Home Near Beach & Quiet Waters Park!
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
2,552 Sq Ft | Dog Friendly w/ Fee | Wood-Burning Fireplace | 4 Mi to Downtown Annapolis Nestled just 2 miles from the C ...
Click For Pricing
VRBO
From $513 per night (USD)
Expedia
Millersville Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Welcome to Millersville Haven! Nestled in a peaceful neighborhood in the heart of Millersville, Maryland, this charming ...
From $513 per night (USD)
Expedia
From $542 per night (USD)
VRBO
6-BR Kid-Friendly Retreat Minutes from USNA and Downtown Annapolis!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Escape to luxury in this stunning 6-bedroom, 4.5-bathroom home nestled near the historic charm of Annapolis. 30 minutes ...
From $542 per night (USD)
VRBO
From $556 per night (USD)
Expedia
Stylish & New, Pet Friendly Fenced Yard, Walkable Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning detached home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Annapolis. This ...
From $556 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Coastal Chesapeake cottage in Eastport
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to our newest listing - The Coastal Cottage on Chesapeake located in the Maritime community of Eastport . This b ...
From $530 per night (USD)
VRBO
From $314 per night (USD)
Expedia
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $314 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Neptune by the Water
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Summary: Just a short drive from downtown Annapolis, the U.S. Naval Academy, and the U.S. Naval Stadium, this home offer ...
From $675 per night (USD)
VRBO
From $733 per night (USD)
VRBO
This tent is a 0 bedroom(s), 1 bathrooms, located in Edgewater, MD.
Bedrooms:
1
Bathrooms:
1
Sleeps:
16
Escape it all this winter with a cozy retreat under the stars—set up camp for an intimate waterfront glamping experience ...
From $733 per night (USD)
VRBO
From $1109 per night (USD)
VRBO
New home in historic Eastport! Steps from restaurants, retail, and more.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Virtual tour: https://cquh.short.gy/eastportretreat Welcome to our charming Eastport retreat in Annapolis, Maryland – w ...
From $1109 per night (USD)
VRBO
From $1102 per night (USD)
Expedia
Newly-renovated Lighthouse Inn with game room parking, private backyard, walk to downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Stay in this stunning Craftsman home, just steps from the water and everything Eastport/Annapolis has to offer. Enjoy 3 ...
From $1102 per night (USD)
Expedia

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