
Severn River Rentals

- From $290 per night (USD)
VRBO
Maryland Inn Queen at Historic Inns of Annapolis, Pets Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $290 per night (USD)VRBO
- From $856 per night (USD)
VRBO
Maryland Inn Suite at Historic Inns of Annapolis, Pet-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $856 per night (USD)VRBO
- From $440 per night (USD)
VRBO
Top Location! Accommodation Close to Annapolis Historic Sites!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $440 per night (USD)VRBO
- From $341 per night (USD)
VRBO
Governor Calvert King Balcony at Historic Inns of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $341 per night (USD)VRBO
- From $586 per night (USD)
VRBO
Governor Calvert Suite at Historic Inns of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $586 per night (USD)VRBO
- From $499 per night (USD)
VRBO
Right Where History Is! Just Across Maryland State House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $499 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Governor Calvert Historic King at Historic Inns of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $377 per night (USD)VRBO
- From $641 per night (USD)
VRBO
Historic Architecture In and Out, Memorable Stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $641 per night (USD)VRBO
- From $2113 per night (USD)
VRBO
Oasis by the Bay - Waterfront Heated Pool Hot Tub!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Summary: Located only 5 miles from Annapolis, this newly updated, 3-story home with great views of the Chesapeake Bay is ...
From $2113 per night (USD)VRBO
- From $566 per night (USD)
Expedia
New Eastport home with parking, dog-friendly & steps to shops with backyard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
New listing available for Commissioning Week 2025! Charming 1905 Eastport Duplex: Historic Character Meets Modern Comfo ...
From $566 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Timeless Charm Meets Modern Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming 3-bedroom, 2.5 bath historic duplex in downtown Annapolis offers a perfect blend of timeless character and ...
From $417 per night (USD)VRBO
- From $691 per night (USD)
Expedia
Charming Annapolis Townhome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Historic Annapolis Living! Welcome to your captivating 2-bedroom, 1.5-bath home. This stunning retreat offers a ...
From $691 per night (USD)Expedia
- From $744 per night (USD)
VRBO
Historic Row Home 1 Block from Gate 1 at USNA!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Steps away from the Naval Academy, St. John's College, State House, City Dock, Yacht Club, St. Mary's Church an ...
From $744 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Dean Street's Lower Deck House!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to our charming 1-bedroom retreat in the heart of Annapolis’ Historic District! Just steps from shops, ...
From $449 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Annapolis Gem: Stylish and Cozy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Gather your loved ones and experience the charm of this comfortable, stylish apartment, designed for pleasure a ...
From $475 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Modern condo in the heart of DTA with garage parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in the heart of downtown Annapolis in this bright, modern 2 bed, 2 bath condo with your own private balcony—just st ...
From $491 per night (USD)Expedia
- From $505 per night (USD)
VRBO
Walking distance to Navy Stadium! No cleaning fees!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This centrally located 3-story rental is steps away from everything Annapolis offers! Whether you're in town to explore ...
From $505 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Walk to the stadium! - Lighthouse on Glenwood
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your Annapolis retreat! This fully renovated Homewood colonial is ideal for Commissioning Week, Navy games, t ...
From $377 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Charming Annapolis Retreat with Hidden Wine Room
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Discover charm in our 2BR, 1BA Eastport home, just a stroll away from downtown Eastport (under 1 mile), Downtow ...
From $580 per night (USD)VRBO
- From $343 per night (USD)
VRBO
Historic Downtown Annapolis Gem
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Experience historic charm with modern upgrades in this 2-bed, 2.5-bath home in the heart of Downtown Annapolis. ...
From $343 per night (USD)VRBO
- From $828 per night (USD)
VRBO
Pet-Friendly Home Near USNA Stadium with Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover the charm of West Annapolis in our 4 bed, 2 bath home. Just steps away from dining, shops, and the new ...
From $828 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Charming Rental in the Heart of Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: Charming studio guest house in the heart of Eastport, just half a mile from downtown Annapolis and steps away f ...
From $268 per night (USD)Expedia
- From $463 per night (USD)
VRBO
Charming Annapolis Waterfront Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Discover the charm of CAPTAINS QUARTERS, your exclusive waterfront retreat in the prestigious Yacht Club Condom ...
From $463 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Charming Annapolis Home with Cozy Outdoor Hangout
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Freshly renovated 2BR/2BA home in Eastport, Annapolis. Sleeps 6 with brand-new furniture. Enjoy the spacious fe ...
From $359 per night (USD)VRBO
- From $480 per night (USD)
VRBO
DTA 2 bdrm w/parking, pet friendly, great location with all of the amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom non-investor house has everything you need for a great stay! We live there part time so it’s not an empty ...
From $480 per night (USD)VRBO
- From $484 per night (USD)
VRBO
Boat-N-Breakfast! Luxurious Accommodations Aboard a 44' Catamaran
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The most fun way to visit America's Sailing Capital, on the water accommodations aboard the sailcat Zep Tepi! Our cata ...
From $484 per night (USD)VRBO
- From $227 per night (USD)
VRBO
\"The Studio\" Apartment in Colonial Historic District, Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
19th Century Coastal charm with modern comfort! Located in the quiet and beautiful Colonial Historic District, The Condu ...
From $227 per night (USD)VRBO
- From $367 per night (USD)
VRBO
\"The Flat\" Apartment in Colonial Historic District, Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
19th Century Coastal charm with modern comfort! Located in the quiet and beautiful Colonial Historic District, The Condu ...
From $367 per night (USD)VRBO
- From $380 per night (USD)
VRBO
The Penthouse
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
19th Century Coastal charm with modern comfort! Located in the quiet and beautiful Colonial Historic District, The Condu ...
From $380 per night (USD)VRBO
- From $305 per night (USD)
VRBO
Charming 2-bedroom apartment with WiFi, AC, kitchen, wash/dryer in Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Unwind in Annapolis at this charming 2 bedroom apartment. Master bedroom includes a queen bed and second smaller fits a ...
From $305 per night (USD)VRBO
- From $484 per night (USD)
VRBO
Spacious home in historic Annapolis, near USNA
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Annapolis, enjoy what this 3-bedroom house has to offer. With 2 queen beds and 2 twin bed, guests can relax i ...
From $484 per night (USD)VRBO
- From $1276 per night (USD)
Expedia
Beautiful 7BR home minutes from downtown Annapolis
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Newly renovated modern colonial on several acres just minutes from downtown Annapolis and the Naval Academy. Chefs kitch ...
From $1276 per night (USD)Expedia
- From $1375 per night (USD)
VRBO
Upscale home in Eastport / Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Ideal location in the heart of Eastport, walking distance to everything Annapolis offers. Only 3 blocks to the Spa Creek ...
From $1375 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Cheerful 3-Bedroom House in Downtown Annapolis
- 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 $317 per night (USD)Expedia
- Click For Pricing
VRBO
Charming Historic Annapolis Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This delightful historic home is situated directly across the street from the Paca House, and only three blocks from the ...
Click For PricingVRBO
- From $560 per night (USD)
Expedia
Waterfront 2BR Guest House on Cypress Creek - Severna Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
STR00626 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $560 per night (USD)Expedia
- Click For Pricing
VRBO
Elegant waterfront cottage and guest house, garden setting, clubhouse and beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy waterfront views from every window, crabbing from the pier, sundowners on the wrap around porch, set in a private ...
Click For PricingVRBO
- From $335 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 $335 per night (USD)VRBO
- From $928 per night (USD)
VRBO
Water taxi just mins to Downtown Annapolis from waterfront home with a beach, dog-friendly
- 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 $928 per night (USD)VRBO
- From $1102 per night (USD)
Expedia
Newly renovated historic Annapolis house. walking distance to navy stadium, DTA
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
A perfect harmony of classic and modern, this newly renovated property has a quintessential Annapolis feel. Nestled in t ...
From $1102 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Chesapeake Comfort, Annapolis.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Annapolis Bungalow Home that is professionally cleaned and is a full time short-term rental. I have been a Superhost wit ...
From $497 per night (USD)VRBO
- From $1203 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 $1203 per night (USD)VRBO
- Click For Pricing
VRBO
Charming Annapolis home in Eastport, Now available Commissioning Week!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This delightful restored home is just 3 blocks away from the Eastport Bridge and 1.3 miles away from the Naval Academy ...
Click For PricingVRBO
- From $896 per night (USD)
Expedia
Cottage for Rent
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Cottage for Rent xxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxxx ...
From $896 per night (USD)Expedia
- From $1077 per night (USD)
VRBO
Historic Annapolis With Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Historic home with off-street parking for three cars and three blocks from the USNA. Across the Street from St. John Co ...
From $1077 per night (USD)VRBO
- Click For Pricing
Expedia
Peaceful Home in Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Relax with the whole family at this peaceful place to stay. A quaint 4-bedroom home tucked away on 2.2 acres. Enjoy the ...
Click For PricingExpedia
- From $618 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 $618 per night (USD)VRBO
- From $637 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 $637 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Cozy Bungalow w/ Ample Outdoor Space Near Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to my charming Annapolis home in Eastport! My cozy 1 bed/1 bath house features a versatile spare room perfect fo ...
From $247 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 $615 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 $615 per night (USD)VRBO
- From $822 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
Welcome to this mid-century modern, Cape Cod in West Annapolis. This "Ralph-Lauren Cottage" exudes that "Annapolitan fee ...
From $822 per night (USD)VRBO
- From $740 per night (USD)
Expedia
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 $740 per night (USD)Expedia
- From $1264 per night (USD)
VRBO
Beautiful colonial only 3 miles to the Naval Academy!
- Bedrooms:
- 2
- 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)VRBO
- From $344 per night (USD)
Expedia
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 $344 per night (USD)Expedia
- From $516 per night (USD)
VRBO
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 $516 per night (USD)VRBO
- From $450 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 $450 per night (USD)Expedia
- From $340 per night (USD)
VRBO
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 $340 per night (USD)VRBO
- From $1030 per night (USD)
Expedia
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 $1030 per night (USD)Expedia
- From $812 per night (USD)
VRBO
Luxury Home with Private Backyard, Parking and Easy Walk to Restaurants, Shops and Stadium
- 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 $812 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1/2 bathrooms.
- Bedrooms:
- 1
- 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 ...
Click For PricingExpedia
- From $736 per night (USD)
VRBO
The Crabby Patty Summ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Nestled in the heart of historic downtown Annapolis, this three-bedroom home offers a perfect blend of modern c ...
From $736 per night (USD)VRBO
- Click For Pricing
Expedia
Mulberry's Gem
- Bedrooms:
- 2
- 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 PricingExpedia
- Click For Pricing
VRBO
Walk Everywhere! Your Ultimate Annapolis Retreat on Horn Point
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to your ideal rental property at 125 Chester Avenue, located in the desirable neighborhood of Horn Point in Annap ...
Click For PricingVRBO
- From $2513 per night (USD)
VRBO
Beautiful 6 BR home on quiet, secluded lot, overlooking the Severn River
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
STR00749 - Heaven on the Severn � THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED ...
From $2513 per night (USD)VRBO
- Click For Pricing
VRBO
Pet Friendly - Stone's throw from City Dock w private back patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This well-appointed recently-renovated home in the heart of Annapolis is located just steps from both the Capitol and Ci ...
Click For PricingVRBO
- From $451 per night (USD)
Expedia
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $451 per night (USD)Expedia
- From $636 per night (USD)
VRBO
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 $636 per night (USD)VRBO
- From $296 per night (USD)
Expedia
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 $296 per night (USD)Expedia
- From $855 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 $855 per night (USD)VRBO
- Click For Pricing
Expedia
Serene, riverfront home with deck, balcony, kitchen & fireplace - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Severn View of Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- From $357 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 $357 per night (USD)VRBO
- From $1220 per night (USD)
Expedia
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 $1220 per night (USD)Expedia
- 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 PricingVRBO
- From $628 per night (USD)
Expedia
Free Parking at Townhome 1 Block to Capital Bldg with Multiple Gathering Spaces & Private Backyard
- 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 $628 per night (USD)Expedia
- From $846 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 $846 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Pristine Downtown 1-Bedroom Steps from State House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your stay in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minute ...
From $269 per night (USD)Expedia
- From $489 per night (USD)
VRBO
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
From $489 per night (USD)VRBO
- From $1326 per night (USD)
Expedia
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 $1326 per night (USD)Expedia
- From $634 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 $634 per night (USD)VRBO
- From $909 per night (USD)
Expedia
2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Harrison Hall Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $909 per night (USD)Expedia
- From $954 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 $954 per night (USD)VRBO
- From $1059 per night (USD)
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 ...
From $1059 per night (USD)Expedia
- From $4463 per night (USD)
VRBO
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Base Camp on the Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $4463 per night (USD)VRBO
- From $1739 per night (USD)
Expedia
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The Morning Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1739 per night (USD)Expedia
- From $1652 per night (USD)
VRBO
Lakefront home with private pool, hot tub, outdoor space, central AC, & W/D
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1652 per night (USD)VRBO
- From $1533 per night (USD)
Expedia
Dog-friendly riverfront home with dock, 2 balconies, waterside patio, & grill
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Master Shipwright Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1533 per night (USD)Expedia
- From $209 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 $209 per night (USD)VRBO
- From $400 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 $400 per night (USD)Expedia
- From $299 per night (USD)
VRBO
Downtown furnished apartment - walking distance to restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Church owned 2nd Floor apartment in historic house - fully furnished - eat-in kitchen, dining room and living room - has ...
From $299 per night (USD)VRBO
- From $521 per night (USD)
Expedia
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfec ...
From $521 per night (USD)Expedia
- Click For Pricing
VRBO
Indoor Soft Hot Tub - Family Stay @ The Cape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Make some memories at this unique and family-friendly place. Family Friendly Staycation fully outfitted to accommodate ...
Click For PricingVRBO
- From $359 per night (USD)
Expedia
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the heart of Annapolis' historic district sits this one bedroom, 1.5 bath cozy apartment. A mere stone's thr ...
From $359 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Quiet Home Close to Downtown Annapolis and Parks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $377 per night (USD)VRBO
- From $1086 per night (USD)
Expedia
West Annapolis Cottage
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Recently renovated, this is the perfect location for your family & friends to enjoy Naval Academy events, boat ...
From $1086 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Annapolis Garden Suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our little oasis! We're tucked away on a beautiful residential street yet 7 minutes away from restaurants, co ...
From $319 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Historic Downtown House with Off Street Parking
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park you ...
From $406 per night (USD)Expedia
- Click For Pricing
VRBO
Cheerful 1 bedroom w pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy one bedroom with pool outdoor eating space and expansive yard for the kids to play in. Private bedroom, bathroom, a ...
Click For PricingVRBO
- From $287 per night (USD)
Expedia
Charming Historic Townhouse Steps From USNA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bath ...
From $287 per night (USD)Expedia