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 $99 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 $99 per night (USD)
VRBO
From $850 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 $850 per night (USD)
Expedia
From $523 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 $523 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
Click For Pricing
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 ...
Click For Pricing
VRBO
From $668 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 $668 per night (USD)
Expedia
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)
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 $326 per night (USD)
Expedia
From $1040 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 $1040 per night (USD)
VRBO
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
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 ...
Click For Pricing
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 $540 per night (USD)
VRBO
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)
VRBO
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
Expedia
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
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 $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
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 ...
Click For Pricing
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $458 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 $458 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $2018 per night (USD)
Expedia
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)
Expedia
From $2726 per night (USD)
VRBO
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)
VRBO
Click For Pricing
Expedia
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
Expedia
From $262 per night (USD)
VRBO
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 $262 per night (USD)
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
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 ...
Click For Pricing
Expedia
From $289 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 $289 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
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
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 ...
Click For Pricing
Expedia
From $1299 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 $1299 per night (USD)
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
Click For Pricing
VRBO
Private Eastport Guest Suite in Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a clean, comfortable and private suite in the heart of Eastport. Steps away from Davis' Pub and Forward Brewing as ...
Click For Pricing
VRBO
From $462 per night (USD)
Expedia
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)
Expedia
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)
Expedia
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)
Expedia
From $601 per night (USD)
VRBO
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)
VRBO
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
VRBO
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
VRBO
From $554 per night (USD)
VRBO
Modern Bay Dream
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy the Chesapeake Bay in this brilliant 3-bedroom, 3-bathroom mid-century modern home nestled in the heart of Deale, ...
From $554 per night (USD)
VRBO
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 $310 per night (USD)
Expedia
The Lazy Crab Beach House - Free beach passes
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to The Lazy Crab Beach House just a few blocks from the Chesapeake Bay. Escape from reality and enjoy everythin ...
From $310 per night (USD)
Expedia
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
From $792 per night (USD)
Expedia
BY THE BAY
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
WATER, WATER everywhere! Our home is centrally located to all the water Bay Ridge has to offer. Our home is located jus ...
From $792 per night (USD)
Expedia
From $896 per night (USD)
VRBO
BAY RIDGE MODERN HOME WITH VINTAGE CHARM
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful spacious modern family home with vintage charm. A great gathering spot for family or just wanting to spend som ...
From $896 per night (USD)
VRBO
From $122 per night (USD)
VRBO
Comfort and Convenience! Pet-friendly Unit with Fully equipped Kitchen!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Comfort and convenience. It’s like you never left home. This listing is for a room within a hotel. ✦ Your room is 505 ...
From $122 per night (USD)
VRBO
From $606 per night (USD)
VRBO
3 bdrm close to city center, great yard & parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Approx .7 mile to stadium, 1.4 to Naval Academy. Walk to free shuttle at Park Place and to great coffee every morning fr ...
From $606 per night (USD)
VRBO
From $347 per night (USD)
Expedia
18th Cent. Charm in Historic Downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Lower level furnished apartment, in one of Historic Annapolis's 10 oldest Private residences. Lovely wood, brick & ornam ...
From $347 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Secluded Cozy Cottage in Historic Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Beautifully restored 1930s cottage w/ open floor plan & vaulted ceilings provide a homey vibe Enjoy having Historic Ann ...
From $684 per night (USD)
VRBO
Click For Pricing
Expedia
Chesapeake Spectacular Waterfront- Kayaks, Spa, Pier
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wonderful Chesapeake waterfront with private pier, large yard, kayaks, stand up paddleboards provided. Try fishing or cr ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Waterfront house with panoramic views from every room.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Windy Point. Wake up to breathtaking sun rises. Spend the day lounging by the water. Enjoy a paddle board rid ...
Click For Pricing
VRBO
From $500 per night (USD)
Expedia
Historic 3 Bedroom Downtown Annapolis Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Be close to everything when you stay at this centrally-located, historic townhome! Located steps from the Naval Academy, ...
From $500 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful home in walkable beach town near DC & Herrington Harbor Yacht Club!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Fantastic location for this remodeled 2-story home! A quick drive to Washington DC , Baltimore, Annapolis and the Natio ...
Click For Pricing
VRBO
From $320 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 $320 per night (USD)
Expedia
From $349 per night (USD)
VRBO
The Hideaway Spot- Waterfront w/ Dock on Long Cove
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take a moment to unplug in nature with beautiful waterfront views! Perfect space for a family of four, two adult couples ...
From $349 per night (USD)
VRBO
From $1261 per night (USD)
VRBO
Waterfront Architectural Masterpiece with private dockage available.
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Heron Point House is an owner imagined home, designed by one of the region's leading architects and built to perfection. ...
From $1261 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Modern family units with private kitchens for the ultimate Annapolis experience This listing is for a room within a hot ...
From $127 per night (USD)
VRBO
From $566 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 $566 per night (USD)
Expedia
From $97 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 $97 per night (USD)
VRBO
From $584 per night (USD)
Expedia
Location is perfect and a big bonus we have our own parking at the home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our favorite part about this home is its location in DTA with parking. We can walk to all the restaurants, pubs, USNA, ...
From $584 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private 4BR, 2.5BA luxurious Gem was recently upgraded, and tastefully decorated awaits your arrival. The ranch style ho ...
From $554 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Serene waterfront home with kayaks, paddle board, grill, firepit, W/D, and AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Valentine Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $371 per night (USD)
Expedia
From $514 per night (USD)
VRBO
Waterfront Condo with Rooftop Pool, Spa Creek Views & Prime Eastport Location with Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location Experience Annapolis from this beautifull ...
From $514 per night (USD)
VRBO
From $595 per night (USD)
Expedia
History & Charm Are Only Steps from Main Street and City Dock at Catch 22
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This charming 3-BR, 2.5-BA townhome is just a 1/2-block from the city dock and is a luxurious vacation getaway in the he ...
From $595 per night (USD)
Expedia
From $684 per night (USD)
VRBO
Cozy Coastal Waterfront Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
WATERFRONT HOME on Meredith Creek in Annapolis! This beautiful 3 bedroom, 2 bathroom home is the perfect cozy coastal re ...
From $684 per night (USD)
VRBO
From $1921 per night (USD)
Expedia
On the Waterfront Custom Chalet w Multiple Suites, Private Pier and Hot Tub in Edgewater
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Escape to this spectacular custom-built waterfront estate in Edgewater, MD—just 15 minutes from downtown Annapolis. Styl ...
From $1921 per night (USD)
Expedia
From $677 per night (USD)
VRBO
Luxe Houseboat: Breathtaking Skyline 360 Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
| OVERVIEW | Welcome to FLOHOM 1 | Bay Escape, your home away from shore! Our luxury houseboat is docked at the premie ...
From $677 per night (USD)
VRBO
From $1011 per night (USD)
Expedia
USNA Getaway: Heated Pool, Hot Tub, Indoor Grill!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Summary: This is a gorgeous home with in ground *heated* "6 month" pool & "9 month" hot tub - less than a mile walk from ...
From $1011 per night (USD)
Expedia
From $967 per night (USD)
VRBO
Hidden Treasure on Weems Creek
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
STR00704 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $967 per night (USD)
VRBO
From $1462 per night (USD)
VRBO
Bay Ridge Beauty with Wooded Serenity and Community Water Views
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
STR00711 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $1462 per night (USD)
VRBO
From $467 per night (USD)
VRBO
Entire house on quiet street w/fenced yard—1 block from river, 3 from bay
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Arundel-on-the-Bay is a private community on Annapolis Neck peninsula, and this home sits right in the middle. Ideal sp ...
From $467 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Dog-friendly house with yard, deck, firepit, washer/dryer & AC - near golf
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Seas The Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $614 per night (USD)
Expedia
From $1264 per night (USD)
VRBO
Beautiful colonial only 3 miles to the Naval Academy!
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
Beautiful colonial perfect for Naval Academy commissioning week! Bedrooms 6 - Baths: 2.5 Sleeps 11 comfortably. Finish ...
From $1264 per night (USD)
VRBO
Click For Pricing
Expedia
10 min from Downtown Annapolis. Kid friendly, open concept, lg screened porch.
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Large single family home , 4 floors, completely remodeled with plenty of room for people to sleep, kids room with bunk ...
Click For Pricing
Expedia
From $781 per night (USD)
VRBO
Annapolis gem with beautiful outdoor dining! Near U.S. Naval Academy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
In Annapolis this charming 3-bedroom home is moments away from USNA Stadium, and the Naval Academy, and picturesque Cit ...
From $781 per night (USD)
VRBO
From $275 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 $275 per night (USD)
Expedia
From $1606 per night (USD)
VRBO
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Bedrooms:
4
Bathrooms:
5
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 $1606 per night (USD)
VRBO
From $1066 per night (USD)
Expedia
Riverfront home with private dock, foosball table, fireplace, river views
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Taids Inn Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1066 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Historic district home, View of the Capital, WALK Downtown, w/ Outdoor Dining!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy Annapolis, MD in this charming Federal-style home nestled in the heart of the historic district. Newly renovated w ...
From $434 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Belle By The Bay Summ
Bedrooms:
3
Bathrooms:
3
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 $356 per night (USD)
Expedia
From $746 per night (USD)
VRBO
Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The Salty Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $746 per night (USD)
VRBO
Click For Pricing
Expedia
Upscaled Efficiency Apartment in Private Community
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
800 sq ft of newly designed apartment with full size kitchen, full size bathroom, lots of storage space, laundry room wi ...
Click For Pricing
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Waterfront Estate w/ Private Beach + Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Private Nantucket style waterfront estate w/ beach, deep water slips and a 180 waterview. Expansive western sunsets on F ...
Click For Pricing
Expedia
From $287 per night (USD)
VRBO
Cool Spring waterfront apartment with pier mins to Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The charming, newly-furnished waterfront Suite is located in the locked-off lower level of the 4 bedroom home, Cool Spri ...
From $287 per night (USD)
VRBO
From $225 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 $225 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully renovated home in the heart of West Annapolis. The main level has been updated to an open floor plan to acco ...
From $674 per night (USD)
VRBO
Click For Pricing
Expedia
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
Expedia

Search Your Destination Now!

Anne Arundel Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 809 Rentals