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 $792 per night (USD)
VRBO
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)
VRBO
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)
VRBO
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)
VRBO
From $684 per night (USD)
Expedia
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)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
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 ...
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Expedia
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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 ...
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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 $514 per night (USD)
Expedia
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)
Expedia
From $595 per night (USD)
VRBO
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)
VRBO
From $684 per night (USD)
Expedia
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)
Expedia
From $1921 per night (USD)
VRBO
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)
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 $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)
Expedia
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)
Expedia
From $614 per night (USD)
VRBO
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)
VRBO
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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 ...
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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 $1606 per night (USD)
Expedia
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)
Expedia
From $1066 per night (USD)
VRBO
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)
VRBO
From $434 per night (USD)
Expedia
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)
Expedia
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VRBO
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 ...
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VRBO
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Expedia
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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Expedia
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VRBO
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 ...
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VRBO
From $287 per night (USD)
Expedia
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)
Expedia
From $225 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 $225 per night (USD)
VRBO
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
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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 $426 per night (USD)
Expedia
Welcome to our newly built house
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This is a brand new house (built in June of 2022) Located in hearth of the beautiful city of Glen Burnie. Minutes from B ...
From $426 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Modern family units with private kitchens for the ultimate Annapolis experience This listing is for a room within a hot ...
From $189 per night (USD)
VRBO
From $1304 per night (USD)
VRBO
Luxury Waterfront Annapolis home with your very own Private Beach & Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
About this space Stunning Contemporary Home with private beach! House has been listed on another site receiving five st ...
From $1304 per night (USD)
VRBO
From $326 per night (USD)
VRBO
Historic Home with Parking Steps From Capital & USNA
Bedrooms:
1
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)
VRBO
From $409 per night (USD)
Expedia
Charming West Annapolis Cottage home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing amp ...
From $409 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Always a Great Idea To Unwind! Pet-Friendly, w/ Pool, Free Breakfast!
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Comfort and convenience. It’s like you never left home. This listing is for a room within a hotel. ✦ Your room is 768 ...
From $192 per night (USD)
VRBO
From $383 per night (USD)
VRBO
Spacious Good-Value Accommodation! 2 Relaxing Units, w/ Pool, Free Breakfast!
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
Comfort and convenience. It’s like you never left home. This listing is for 2 separate rooms within a hotel. The price ...
From $383 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Indulge in Home Like Comfort! 3 Comfortable Units, w/ Pool, Free Breakfast!
Bedrooms:
3
Bathrooms:
3
Sleeps:
15
Comfort and convenience. It’s like you never left home. This listing is for 3 separate rooms within a hotel. The price ...
From $575 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Best Value, Quality Stay! Free Breakfast, w/ Pool, Near M&T Bank Stadium!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Comfort and convenience. It’s like you never left home. This listing is for a room within a hotel. ✦ Your room is 538 ...
From $134 per night (USD)
VRBO
From $569 per night (USD)
VRBO
Suite Retreat Luxurious 3 BR, 3 BathRoom Rancher has game room and house keeper.
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Looking for a luxurious short term rental that will take your breath away, look no further than our stunning Suite Retre ...
From $569 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Cheerful 2 Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this relaxing home for your getaway. It is perfect for vacations, retreats, meetings, family visits, and BUSI ...
From $148 per night (USD)
Expedia
From $356 per night (USD)
VRBO
London Towne Bungalow w/Loft - Walk to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This charming London Towne Bungalow is just a short walk from Edgewater Park and Historic London Town & Garden ...
From $356 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Edgewater/Mayo Gateaway w/ Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Charming, spacious single-family home in the heart of Mayo, perfect for families or groups. Comfortably sleeps ...
From $496 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Waterfront Getaway, Dock Your Boat & Play!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Summary: Dock your boat or park your car and enjoy an expansive waterfront escape! Our brand-new guest unit offers all ...
From $258 per night (USD)
VRBO
From $133 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 $133 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Downtwn Stylish 3BR/2BA with Exclusive Parking in Annapolis-USNA Stadium
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
Welcome to this Annapolis gem located in the historic city of Annapolis. Enjoy living walking distance from all of the b ...
From $317 per night (USD)
VRBO
$Cozy Arnold House Near Annapolis\n$
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Expedia
Cozy Arnold House Near Annapolis\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close to everything Annapolis has to offer when you stay at our cozy Arnold home. This home is locat ...
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Expedia
$Restful and Charming Home in Eastport\n$
From $384 per night (USD)
VRBO
Restful and Charming Home in Eastport\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We offer a 10% military discount upon request! A cozy home away from home in Eastport located within 1.5 Miles of Histor ...
From $384 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Cozy Private Family Palace near BWI, Pet-Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have fun with the whole family at this stylish place curated by ImmaBe Real Estates. Conveniently located close to diver ...
From $531 per night (USD)
Expedia
From $332 per night (USD)
VRBO
Beautiful New Renovated Home on 3 Acres Between Annapolis/DC/Balt
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Brand new renovated farmhouse centrally located between Annapolis, Baltimore and DC. Tour the sights and then return hom ...
From $332 per night (USD)
VRBO
$Waterfront CHeerful 2 with Private Pier\n$
From $225 per night (USD)
Expedia
Waterfront CHeerful 2 with Private Pier\n
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this relaxing home by the water for your getaway. It is perfect for vacations, retreats, meetings, family vis ...
From $225 per night (USD)
Expedia
From $1407 per night (USD)
VRBO
The Fritz! - South River Waterfront with Elevator
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Summary: Resting on the peaceful shores of the South River, "The Fritz" is a timeless, elegant waterfront retreat, cher ...
From $1407 per night (USD)
VRBO
$Osprey's Perch\n$
From $263 per night (USD)
VRBO
Osprey's Perch\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Osprey’s Perch! A kid & dog friendly house with 3 bedrooms, 2 full bathrooms, 4 private parking spaces, & a f ...
From $263 per night (USD)
VRBO
From $579 per night (USD)
VRBO
Historic downtown townhome with brick courtyard, sunroom & parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Corner Courtyard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $579 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Family & Dog Friendly - Arcade - Prime Location
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This home is designed to accommodate families and groups of friends alike. We have all your needs for a comfortable, rel ...
From $353 per night (USD)
VRBO
From $779 per night (USD)
VRBO
Walk to Navy Stadium, Restaurants, Shops from Luxury Home with Private Backyard, Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Your Luxury West Annapolis Retreat! Nestled in the heart of West Annapolis, this beautifully remodeled crafts ...
From $779 per night (USD)
VRBO
From $344 per night (USD)
VRBO
Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park!!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to my home! I hope that you love it as much as I do. It is an open concept 3 bedroom (two queens and a king) 1 ...
From $344 per night (USD)
VRBO
From $438 per night (USD)
VRBO
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Corner House – Quaint and Cozy 2 Bedroom Suite with Parking The Corner House is a hidden gem located in the quaint P ...
From $438 per night (USD)
VRBO
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Expedia
The Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A beautifully furnished quiet oasis to kick back and relax or if you are fast paced, you can visit many of the attractio ...
Click For Pricing
Expedia
From $482 per night (USD)
VRBO
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your family will be close to everything when you stay at this centrally-located place. Two blocks to Main Street, the Na ...
From $482 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Private Waterfront Woods | Dock, Kayaks, Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
19
Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy excl ...
From $660 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Glen Burnie Vacation Rental w/ Private Deck!
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Discover the best of the East Coast from this spacious 3-bed, 4-bath vacation rental in Glen Burnie. Located just a shor ...
From $309 per night (USD)
VRBO
From $940 per night (USD)
Expedia
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Located on one of the most coveted streets in downtown Annapolis, walk to Main St. and City Dock. The Thomas Hyde House ...
From $940 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
| OVERVIEW | Welcome aboard FLOHOM 3 | Bung-a-flo, a Bohemian-inspired floating tiny home docked at the scenic Ferry P ...
From $398 per night (USD)
VRBO
From $420 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 $420 per night (USD)
Expedia
From $568 per night (USD)
VRBO
Annapolis Downtown - Historic Home - Brand New Furnishings. Walk to attractions
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We’re a Navy + Army Family with deep ties to the Naval Academy (and West Point…sorry, Navy fans). We love Annapolis and ...
From $568 per night (USD)
VRBO
From $395 per night (USD)
VRBO
13 Mi to Annapolis: Dog-Friendly Home w/ Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Furnished Deck | Fenced Backyard | In-Unit Laundry | 25 Mi to Washington, D.C. Book this Crofton home-away-from-home! W ...
From $395 per night (USD)
VRBO
From $779 per night (USD)
VRBO
Spacious Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 12 people. With its spacious and ...
From $779 per night (USD)
VRBO
From $1070 per night (USD)
Expedia
Historic Annapolis Charmer <1Mile to NMC Stadium
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
IMMACULATE SPACE AND RARE FIND IN DOWNTOWN ANNAPOLIS SLEEPING UP TO 12! Beautifully maintained 1930's home in the middl ...
From $1070 per night (USD)
Expedia
From $97 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 $97 per night (USD)
VRBO
From $133 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 $133 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Home Away From Home S
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Conveniently located to restaurants, shopping and other fun activities in the area. This is an ideal rental for ...
From $349 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Newly renovated getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Single family home with separate private entrance to the basement apartment. The apartment includes a spacious fully fur ...
From $126 per night (USD)
Expedia
From $1583 per night (USD)
VRBO
Marvelous Home with Backyard Living Room in Murray Hill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1583 per night (USD)
VRBO
From $651 per night (USD)
VRBO
Eastport Oasis 4 BR 2 BA fully renovated home on quiet street with parking and gorgeous outdoor space
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $651 per night (USD)
VRBO
From $695 per night (USD)
VRBO
Fisher House: Steps From USNA + Covered Parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House, built in 1885, ...
From $695 per night (USD)
VRBO
From $626 per night (USD)
VRBO
Restriction Retreat - Relax & walk to Main St
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an u ...
From $626 per night (USD)
VRBO
From $531 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 $531 per night (USD)
VRBO
From $1548 per night (USD)
Expedia
Welcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis
Bedrooms:
6
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 $1548 per night (USD)
Expedia
From $909 per night (USD)
VRBO
Steps to USNA with Large Private Patio & Free Off-Site Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stay in this restored historic Annapolis home, located just steps from both USNA Gates 1 and 3. The proud Navy graduate ...
From $909 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $278 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Luxury Gourmet Kitchen with Backyard and Parking at 1st floor Eastport Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautifully upgraded one-bedroom apartment on the 1st floor of a two-flat is just steps from local popular restaura ...
From $469 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property is 2 bedrooms and 1 bathroom furnished with brand new furniture. Bedrooms have fitted with comfortable queen si ...
From $278 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Riverview Retreat on Warehouse Creek - sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Riverview Retreat on Warehouse Creek is a renovated, cozy, and luxurious guest house, offering families and gr ...
From $440 per night (USD)
VRBO
From $1240 per night (USD)
Expedia
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Bedrooms:
4
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 $1240 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Annapolis Waterfront: Dock ur Boat & Walk 2 Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
◉ 5-min stroll to private beach ◉ Dock access for your boat ◉ Gourmet kitchen + private chef (by request) ◉ Stunning ...
From $627 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Peaceful home overlooking a quiet cove--perfect getaway!!
Bedrooms:
2
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 $379 per night (USD)
VRBO
Click For Pricing
VRBO
Stunning Waterfront Home with Incredible Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Perfect home for a family getaway, Commissioning Week or Boat Show event. Room for all to sleep, gather and play in thi ...
Click For Pricing
VRBO
From $1099 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 $1099 per night (USD)
VRBO
From $174 per night (USD)
VRBO
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
RENT-004550-2024 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE B ...
From $174 per night (USD)
VRBO
From $238 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 $238 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Neptune by the Water - Pet Friendly Fenced Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Just a short drive from downtown Annapolis, the U.S. Naval Academy, and the U.S. Naval Stadium, this home offe ...
From $586 per night (USD)
VRBO
From $331 per night (USD)
VRBO
Relaxing Waterfront Apartment!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to our Bayhouse StayApartment! Our waterfront getaway features a large dock where you can relax on Adirondack ch ...
From $331 per night (USD)
VRBO

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Results: 622 Rentals