Severn River, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Severn River, Maryland on RentalSaver.com!

Severn River Rentals

From $298 per night (USD)
VRBO
Anchor's Away in the Heart of Eastport!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Downtown in the heart of Eastport Annapolis, this first floor studio condo boasts high ceilings with lots of natural lig ...
From $298 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Newly Updated EV Charger Ready Peaceful Home in Annapolis
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to our stylish and modern home, where comfort meets convenience! Here's what you can expect during your stay: ✔ ...
From $251 per night (USD)
Expedia
From $986 per night (USD)
VRBO
Annapolis Coastal Dreamcation - Hot Tub, Private Dock & Close to Everything!
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Welcome to Severn Grove Cove, a 6000 s/f secluded 5 bedroom waterfront gem (sleeps 15) with a private dock, hot tub, hug ...
From $986 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Charming 4-bedroom house 2 blocks from the Navel Academy Stadium
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This 4-bedroom house in Annapolis is perfect for your escape to relaxation. With 4 queen beds and 3 bathrooms equipped w ...
From $554 per night (USD)
VRBO
From $1340 per night (USD)
VRBO
Downtown Annapolis Duke's House
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: This newly renovated 4-bedroom, 3.5 bathroom home is perfectly situated in the heart of historic downtown Anna ...
From $1340 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 $328 per night (USD)
VRBO
Historic Annapolis Home 1.5 blocks from center of town.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Historic home 1.5 blocks from center of town. Easy walk to the shops, food, harbor, Naval Academy and historic attractio ...
From $328 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
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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 ...
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VRBO
From $1024 per night (USD)
Expedia
Private Pier Waterfront Jolly Roger mins to DTA
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Arrive by car or boat to this waterfront home, located in Crownsville, just outside of Annapolis. The private pier is o ...
From $1024 per night (USD)
Expedia
From $499 per night (USD)
VRBO
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming private space in a quiet neighborhood. Live like locals and enjoy walking or biking around town. Free street p ...
From $499 per night (USD)
VRBO
From $655 per night (USD)
Expedia
1 Block to USNA at beautifully renovated Historic Chapel Views with back patio and off-site parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
When the owners decided to find their Annapolis home base, they knew they had to be within walking distance to the one’s ...
From $655 per night (USD)
Expedia
From $751 per night (USD)
VRBO
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
1930's Single family home on adorable cul-de-sac downtown Annapolis with off-street parking! Located off West Street in ...
From $751 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Private Patio at Charming Hanover House Across from USNA Gate 3
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The fully-renovated 1800 historic home is just steps from USNA’s Gate 3. Located in the heart of historic downtown on a ...
From $683 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Bay View Studio Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweeping views of the Chesapeake Bay Bridge may be enjoyed from your apartment with tall windows facing the bay, private ...
From $314 per night (USD)
VRBO
From $1165 per night (USD)
Expedia
Quiet home with large yard, close to Navy Bridge.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come relax at our spacious home and enjoy our quiet neighborhood! We are located near the greatest attractions in Annapo ...
From $1165 per night (USD)
Expedia
From $384 per night (USD)
VRBO
ACROSS FROM STADIUM - walk to downtown Annapolis.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Across the street from the Navy and Marine Corps Stadium and walking distance to historic downtown Annapolis - you will ...
From $384 per night (USD)
VRBO
From $1007 per night (USD)
Expedia
Modern Elegance in Historic Annapolis Just One Block to Gate 1 w Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Modern Elegance in Historic Annapolis Step into this fully-renovated 1900s home, where modern sophistication ...
From $1007 per night (USD)
Expedia
From $498 per night (USD)
VRBO
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
421 Irie City Of Annapolis License Number 145052 Commission weeks: 2025, 2026, 2027 are booked. SORRY!! GO Navy!! ...
From $498 per night (USD)
VRBO
From $527 per night (USD)
Expedia
Historic Annapolis Getaway - 45 steps to Downtown and 150 steps to USNA!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your dream stay nestled in the heart of Historic Downtown Annapolis! Located just 45 feet from downtown Anna ...
From $527 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Welcome to your home away from home in the heart of the Maritime Republic of Eastport—a vibrant, walkable neighborhood j ...
From $504 per night (USD)
VRBO
From $662 per night (USD)
Expedia
Walkable to Main Street at Seashell in the City with 2 parking spots
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to this gorgeous fully-renovated home, restored to a new modern grandeur, which includes coveted parking for 2 c ...
From $662 per night (USD)
Expedia
From $1081 per night (USD)
VRBO
Parking for days at the unique Deep in the Heart of Annapolis with large private deck
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to this gorgeous Texas-themed downtown Annapolis home. Every inch of this home has custom finishes and has been ...
From $1081 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Custom home with inlaid floor, wood counters, hand made cabinets, and artistic touches. Beautifully landscaped large pri ...
From $437 per night (USD)
Expedia
From $657 per night (USD)
VRBO
Stylish Midcentury Ranch Pet-Friendly Home Just 1.5 Miles from Navy Stadium One-Level Living
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Stylish Midcentury Ranch Just 1.5 Miles from Navy Stadium! This beautifully renovated 4BR/2BA home is perfectly located ...
From $657 per night (USD)
VRBO
From $766 per night (USD)
Expedia
Eastport Historic Firehouse with Parking, Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This is a unique home like none other in downtown Annapolis. Originally the Eastport Volunteer Fire Company, founded in ...
From $766 per night (USD)
Expedia
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VRBO
Chic Condo w/ Balcony in the Heart of Annapolis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
See the best of Annapolis effortlessly when you book this 2-bed, 2-bath vacation rental! Equipped with all the essential ...
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VRBO
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Expedia
5 BDRM across from the USNA Stadium
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Across the street from the Naval Academy Stadium. Open floor plan with stainless steel appliances, two islands, 8-10 per ...
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Expedia
From $233 per night (USD)
VRBO
Cozy 1st Floor King George one bedroom apartment right across from USNA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy this one bedroom first floor apartment that's right across from Gate 2 of the U.S. Naval Academy. It's a short 1 ...
From $233 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This home is spacious and clean and will make your vacation plans a breeze from this central location. Many families, g ...
From $428 per night (USD)
Expedia
From $648 per night (USD)
VRBO
Downtown Annapolis Townhome ! Beautiful!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , ...
From $648 per night (USD)
VRBO
$Eastport Cottage .5 mi from Downtown Annapolis\n\n$
From $420 per night (USD)
Expedia
Eastport Cottage .5 mi from Downtown Annapolis\n\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Charming Eastport Cottage just 3 blocks from restaurants and bars (Ruth's Chris, Boatyard, O'leary's, Carol's Creek, t ...
From $420 per night (USD)
Expedia
From $647 per night (USD)
VRBO
Walk to USNA, Main St w Parking Historic Wisteria
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
How many homes in Downtown Annapolis have 4 Bedrooms with 4 Baths (3 of which are en-suite)?! Just 1-2 blocks from the ...
From $647 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Annapolis, where history and nature come together! Make yourself at home in this cozy 1-bedroom, 1-bath cond ...
From $142 per night (USD)
Expedia
$Stay \Around the corner\ from Annapolis hot spots with new King bed, fenced-in yard and parking$
From $601 per night (USD)
VRBO
Stay \"Around the corner\" from Annapolis hot spots with new King bed, fenced-in yard and parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Still available for Commissioning Week 2025! Welcome to this beautifully remodeled Victorian home in Eastport, lovingly ...
From $601 per night (USD)
VRBO
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Expedia
A Delight on Dean
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sitting on a quiet, tree lined street, this home enjoys being located in the sought after neighborhood of Murray Hill. ...
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Expedia
From $714 per night (USD)
VRBO
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Charming house - a 10-15 min walk to Navy Marine Corps Stadium (<.75mile), a 5 min drive from the US Naval Academy (<1mi ...
From $714 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Cozy 2br home w/ parking in downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A's by the Cove is ideally located in the heart of downtown Annapolis's Historic and Art Districts. It is a fully update ...
From $320 per night (USD)
Expedia
From $623 per night (USD)
VRBO
Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hello and Welcome to Annapolis! You are going to love this home. IMPORTANT: if you are inquiring about USNA Commission ...
From $623 per night (USD)
VRBO
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Expedia
Stay at Lux Red Door Gem with 3 Parking Spots
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
The gorgeous Downtown Annapolis home was meticulously remodeled from top-to-bottom in a luxurious fashion. This fully-r ...
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Expedia
From $748 per night (USD)
VRBO
Steps to Main St at Historic Home with Capital Views, Private Patio & Free Off-Site Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience Historic Annapolis in Comfort and Style This charming 4-bedroom home sits in the heart of Historic Annapolis, ...
From $748 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 $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 $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 $426 per night (USD)
VRBO
Walk to Everything - Historic Art’s District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
HISTORIC ANNAPOLIS/ART’S DISTRICT Built in 1898, “John Stevens House” in sought-after neighborhood of President’s Hill ...
From $426 per night (USD)
VRBO
From $1790 per night (USD)
Expedia
Spacious Converted Carriage House in Historic District near USNA
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax in this updated and sophisticated house near the USNA in Annapolis with the largest garden in downtown. This tranq ...
From $1790 per night (USD)
Expedia
From $483 per night (USD)
VRBO
Stay in Historic apartment 2 blocks from Main St with parking - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Still available for Commissioning Week 2025! Stay right in the heart of Historic Annapolis, just 2 blocks from Main Str ...
From $483 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
In the heart of Annapolis, where the bay breeze blows, Stands a small cottage, the Captain's Quarters, a peaceful repos ...
From $312 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Historic dog-friendly home 2 blocks to Main St
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a hotel suite wit ...
From $437 per night (USD)
VRBO
From $1180 per night (USD)
Expedia
All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to your Eastport escape! This newly decorated custom home has everything—Severn River views, a huge private ya ...
From $1180 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Mins to DTA - King Beds - Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Springtime getaway in the heart of Annapolis! This open-concept home is designed with family gat ...
From $612 per night (USD)
VRBO
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Expedia
Townhome steps from Main St. with private backyard patio & parking
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Welcome to City Gate, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in the H ...
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Expedia
From $461 per night (USD)
VRBO
Steps to Marinas & Shops w Parking in Eastport
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Historic Annapolis This beautiful home is located in ...
From $461 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Less than 1 mile to Navy Stadium, Fenced-in Yard and Dog-Friendly Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
A new home but managed by experienced hosts, iTrip Annapolis, dedicated to exceptional hospitality. Discover the perfect ...
From $602 per night (USD)
Expedia
From $583 per night (USD)
VRBO
Stay in the Heart of Annapolis on King George Street Steps to USNA Gate 1 & Main Street
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Your Historic Annapolis Retreat! Discover this newly-renovated and professionally-decorated gem on the presti ...
From $583 per night (USD)
VRBO
From $505 per night (USD)
Expedia
Family/Group Retreat Near USNA stadium & Downtown Annapolis; Private yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
ALL NEW! Just minutes from USNA Stadium, downtown Annapolis and US Naval Academy, MBA Homes' Nautical Oasis is perfect f ...
From $505 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Water view Oasis renovated 3 bedrooms, 2.5 bath &hot tub conveniently in Arnold!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience Arnold like a local in this 3-bedroom house. This peaceful retreat offers 1 king bed and 3 queen beds, perfec ...
From $492 per night (USD)
VRBO
From $625 per night (USD)
Expedia
Sing Second Stays—Spacious Annapolis Home Near USNA & Navy Stadium
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Sing Second Stays, a comfortable and spacious retreat in the heart of Annapolis. Just 1.4 miles from Navy-Mar ...
From $625 per night (USD)
Expedia
From $566 per night (USD)
VRBO
Pet-Friendly & Spacious Home in Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Spacious 4BR/2.5BA home roughly 10 mins from Downtown Annapolis - close to the action, yet tucked in a quiet ne ...
From $566 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Modern Styled Home in Historic Annapolis Eastport Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Built in 2021 and freshly styled in 2025 with a unique modern European touch, our family-friendly retreat offers the per ...
From $528 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 $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 $425 per night (USD)
VRBO
Historic Downtown Charmer, Water Views and Parking!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Life is beautiful in historic downtown Annapolis, with great restaurants, shops and romantic waterfront at your doorstep ...
From $425 per night (USD)
VRBO
From $1389 per night (USD)
VRBO
Prestigious Historic Annapolis home, parking for 5 cars, walk to everything!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Spacious historic Annapolis home, located mere steps to the Naval Academy and St. John's College. Two blocks from the St ...
From $1389 per night (USD)
VRBO
From $620 per night (USD)
VRBO
Beautifully Renovated Historic District Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this meticulously renovated home where no detail has been overlooked. Step into the kitchen and be captivated ...
From $620 per night (USD)
VRBO
From $647 per night (USD)
VRBO
WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
CHARMING FOUR BEDROOM WATERFRONT COTTAGE ON SCENIC SEVERN RIVER WITH STUNNING VIEWS -- RARE CLOSE-IN LOCATION - JUST MI ...
From $647 per night (USD)
VRBO
From $570 per night (USD)
VRBO
Nautical Feel to This Beautiful Eastport Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
From the minute you walk in the door, you will feel the warmth and charm this home offers. Located on the Eastport si ...
From $570 per night (USD)
VRBO
From $731 per night (USD)
VRBO
94 Five Star Reviews located in the City of Annapolis in a quiet neighborhood!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is one of the most charming houses in Murray Hill! Located on a dead end street, this brick colonial with a slate r ...
From $731 per night (USD)
VRBO
From $644 per night (USD)
VRBO
Lots free parking, hot tub, tree house, outdoor oasis - NOT party house
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Walk downtown or to grocery, restaurants, etc. We live in a nice modernly decorated duplex adjacent to Navy Stadium. I ...
From $644 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Beautiful Waterfront Townhome In Historic Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful waterfront townhome with three bedrooms 3 1/2 baths, recently renovated and beautifully decorated. 5-minu ...
From $712 per night (USD)
VRBO
$Historic District\Crab Cakes and Football\$
From $466 per night (USD)
VRBO
Historic District\"Crab Cakes and Football\"
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Crab Cakes and Football. Enjoy Historic Downtown Annapolis with convenient walking distance to both City Dock ...
From $466 per night (USD)
VRBO
From $1976 per night (USD)
VRBO
Fantastic house with lots of parking in downtown Annapolis, steps to the USNA!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Built in 1875, this delightful house offers total privacy in the heart of downtown Annapolis. Steps from Main St, and t ...
From $1976 per night (USD)
VRBO
From $558 per night (USD)
VRBO
Upscale home with parking for 4 cars in driveway. Walk to downtown.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NOTE: Posted rates do not apply to Holidays, Boat Shows or Commissioning Week. They will be given on request. Rates a ...
From $558 per night (USD)
VRBO
From $884 per night (USD)
Expedia
Charming Annapolis Victorian
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This is a beautiful historic property within walking distance of downtown Annapolis and the Navy-Marine Corps Stadium. W ...
From $884 per night (USD)
Expedia
From $2975 per night (USD)
VRBO
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist ...
From $2975 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Vacations are meant to be carefree! Let the chimes from the Naval Academy chapel start your day. Stroll along our famed ...
From $359 per night (USD)
Expedia
From $750 per night (USD)
VRBO
Historic Downtown Annapolis Waterfront, 1936, with a deep water dock, and kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Absolutely gorgeous downtown waterfront home. Loaded with historical significance and character, all while minutes walki ...
From $750 per night (USD)
VRBO
From $1645 per night (USD)
VRBO
Cool 1870's home anchored in the Historic District with modern amenities.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Our century-and-a-half-old, five bedroom and three bath home with 3,000 square feet centrally situated in the heart of t ...
From $1645 per night (USD)
VRBO
From $96 per night (USD)
VRBO
Amazing Bright Big Window Loft Heart of Eastport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful furnished or semi furnished loft apartment in Eastport. Views of the Severn river, naval academy , Sailboat’s, ...
From $96 per night (USD)
VRBO
From $251 per night (USD)
VRBO
Eastport Cottage with Waterview - Minutes from Downtown Annapolis and USNA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Completely renovated street level 1 bedroom apartment with all the amenities of home. Perfect for a single traveler or ...
From $251 per night (USD)
VRBO
From $898 per night (USD)
VRBO
Steps away from the Chesapeake Bay in the unique Bay Ridge community!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chesapeake living with a view of the Bay from the lovely outdoor dining area and screened in balcony off of the huge mas ...
From $898 per night (USD)
VRBO
From $1522 per night (USD)
VRBO
Indoor/Outdoor waterfront oasis with indoor heated pool awaits you in Eastport!
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Waterfront Luxury Retreat in Eastport with Year-Round Indoor Pool, Private Dock, & Kayaks Description Your indoor and o ...
From $1522 per night (USD)
VRBO
From $442 per night (USD)
VRBO
Perfect spot for a Weekend Getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This luxiourious apartment sits right off Main Street and is so centrally located...you can park your car in the city ga ...
From $442 per night (USD)
VRBO
From $875 per night (USD)
VRBO
Custom New Home in Eastport. Less than one mile to Naval Academy and City Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by the host ...
From $875 per night (USD)
VRBO
From $559 per night (USD)
VRBO
All-stop. Rental Midships.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you have come for Commissioning Week or Boat Show, the aptly named Gatehouse is a centrally located townhome ste ...
From $559 per night (USD)
VRBO
From $563 per night (USD)
VRBO
The Liberty House- Pristine Renovation with parking
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Liberty House ! Tucked away in the Murray Hill section of downtown Annapolis this home is a spacious retreat ...
From $563 per night (USD)
VRBO
From $598 per night (USD)
VRBO
Historic Renovated Home in the Heart of Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our listing on East Street. Located in the heart of downtown our front porch sits in the shade of the iconic ...
From $598 per night (USD)
VRBO
From $656 per night (USD)
Expedia
Parking & Pet Friendly USNA-themed Annapolis home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This Naval Academy-themed 3 Bedroom home was just fully renovated and is ready to host Annapolis visitors! There are mul ...
From $656 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Cozy Annapolis Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay in the heart of Annapolis. Walk to downtown, the Naval Academy and Navy Stadium. Meticulously kept home and newly r ...
From $471 per night (USD)
VRBO
From $562 per night (USD)
Expedia
Recently Renovated Annapolis Home - Conveniently Located
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This is the perfect getaway home for an enjoyable and relaxing stay in Annapolis. It is conveniently located within walk ...
From $562 per night (USD)
Expedia
From $553 per night (USD)
VRBO
★ Midcentury Modern Getaway ★ Prime Location ★
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while staying in this complet ...
From $553 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Brand New.1.5 blocks to Westin. 1st floor bed & bath. Walkable Convenience
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This new 4 bed / 3 bath modern luxury home sleeps 10 and is located in a quiet neighborhood near the Westin Hotel. Once ...
From $638 per night (USD)
VRBO
From $947 per night (USD)
VRBO
4 BR/3BA home in the heart of Historic Downtown Annapolis. 1 1/2 blocks from the Naval Academy
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
STR-141783 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $947 per night (USD)
VRBO
From $783 per night (USD)
VRBO
Location=AMAZING! Garage Parking for 1
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
STR21-145020 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $783 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STR- 270 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $279 per night (USD)
VRBO
From $733 per night (USD)
VRBO
DISCOUNTED FOR USNA COMMISSIONING WEEK 2024 and 2025! Short term and weekends.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beautiful, remodeled 3 BR home with stunning great room addition, 20' x 20' screened, covered porch with newly added out ...
From $733 per night (USD)
VRBO
From $323 per night (USD)
VRBO
Charming cottage with parking. Easy walk to downtown.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this charming, fully furnished cottage ideally accommodating up to six guests. Nestled on a serene street withi ...
From $323 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Adorable cottage! Walking distance to USNA & downtown! (VRBO only)
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Listing will never be posted on Craig's list - VRBO only **Adorable 1930's cape cod, located in the historic Murray Hill ...
From $493 per night (USD)
VRBO
From $2878 per night (USD)
VRBO
Nantucket on the Chesapeake Heated Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy comfort and convenience in this beautifully-appointed home! Nantucket on the Chesapeake has an old-world feel yet ...
From $2878 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Stunning Waterfront Cottage with Breathtaking Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A Gorgeous, Waterfront setting in the Sailing Capital of the World! Charm, Detail, and Hospitality were not spared in t ...
From $449 per night (USD)
VRBO

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