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 $468 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 $468 per night (USD)
VRBO
From $293 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 $293 per night (USD)
Expedia
From $1325 per night (USD)
VRBO
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 $1325 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $1102 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 $1102 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 $240 per night (USD)
VRBO
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 $240 per night (USD)
VRBO
From $306 per night (USD)
Expedia
vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this delightful three-bedroom getaway nestled within the ancient Annapolis historical area! Nestled just a 17-m ...
From $306 per night (USD)
Expedia
From $1139 per night (USD)
VRBO
Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Walk to Everything Ideal for Families & Groups Welcome to your Eastport escape! Stay in this stunning, professionally d ...
From $1139 per night (USD)
VRBO
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Expedia
Large House Downtown Annapolis with 2 Hot Tubs and 4 parking places
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This Navy Themed house is located jn downtown annapolis, walking distance to all the shops and restaurants in annapolis ...
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Expedia
From $1338 per night (USD)
VRBO
Fabulous Waterfront Contemporary with Rooftop Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
RENT-000856-2025 THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM M ...
From $1338 per night (USD)
VRBO
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Expedia
Water-view condo with rooftop pool & balcony - minutes from downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
USNA Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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Expedia
From $284 per night (USD)
VRBO
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 $284 per night (USD)
VRBO
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Expedia
Downtown Annapolis Luxury House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our downtown luxury cottage is located 1.4 miles from Church Circle, which is the heart of downtown Annapolis. We are wa ...
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Expedia
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VRBO
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 BR/3 Bath home is literally steps from the USNA Stadium (graduation) and within walking distance of downtown Anna ...
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VRBO
From $1419 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 $1419 per night (USD)
VRBO
From $717 per night (USD)
VRBO
Charming 3-bedroom house with AC and WiFi in enchanting Annapolis/Eastport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably in Annapolis at this 3-bedroom house. With 1 king bed, 1 queen bed, and 1 full bed, this tremendous pro ...
From $717 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Waterfront 2-Bedroom Condo on Spa Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your home away from home in Annapolis! Nestled in the charming neighborhood of Eastport, this beautifully app ...
From $475 per night (USD)
Expedia
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VRBO
Anchor Drop
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful modern single-family home with heated pool. Located in Eastport, Annapolis, Maryland. Totally renovated in 2 ...
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VRBO
From $550 per night (USD)
Expedia
Ahoy! Game Room, Screened Porch, Yard Mins to DTA
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to The Buccaneer, a family-friendly home located just 3 miles from Historic Downtown Annapolis and Eastport. Thi ...
From $550 per night (USD)
Expedia
From $3136 per night (USD)
VRBO
Stunning remodel in Murray Hill
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to 9th wing (USNA reference for the boat schoolers out there!) We just completed renovations on this spacious h ...
From $3136 per night (USD)
VRBO
From $647 per night (USD)
VRBO
Darling 2 BR home with parking in the sought after Murray Hill section of Historic Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STR22-145187 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $647 per night (USD)
VRBO
From $835 per night (USD)
VRBO
The General's House S
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Summary: Look no further for your next vacation home in Annapolis! Relax, unwind or entertain friends and family in this ...
From $835 per night (USD)
VRBO
From $869 per night (USD)
Expedia
Brand New Spacious Luxury Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
This brand-new build luxury home in Eastport close to downtown Annapolis has everything you and your guests (up to 16 to ...
From $869 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Stylish & New, Pet Friendly Fenced Yard, Walkable Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning detached home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Annapolis. This ...
From $520 per night (USD)
VRBO
From $576 per night (USD)
Expedia
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy your stay in our charming home centrally located directly across from Navy-Marine Corps Memorial Stadium on Taylor ...
From $576 per night (USD)
Expedia
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $318 per night (USD)
VRBO
Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, ...
From $318 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Downtown Pinkney House w/Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to ...
From $393 per night (USD)
Expedia
From $1114 per night (USD)
VRBO
Stay Mins from Annapolis in Luxury Waterfront Home on Deep Water w Private Pier & Gourmet Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Prepare to be spoiled at this custom-renovated luxury waterfront retreat! This beautifully detailed home offers serene v ...
From $1114 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Historic Annapolis Home!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
🌟 Discover the Allure of Historic Annapolis Living! 🌟 Welcome to your captivating 2-bedroom, 1.5-bath home nestled in ...
From $560 per night (USD)
Expedia
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VRBO
Murray Hill beauty with short walk to Main Street
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
A perfect place to celebrate your Midshipmen's commissioning in a 1900 built home! Fabulous patio and back yard to enjo ...
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VRBO
From $182 per night (USD)
VRBO
Maryland Inn 2 Double Beds, Historic Inns, Modern Amenities, Event Space, City Center
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 $182 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Enjoy Stepping Back in Time at Charming Hotel in 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 $182 per night (USD)
VRBO
From $376 per night (USD)
VRBO
2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $376 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Authentic 18th Century Hotel Near US Naval Academy - Walking Distance
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 $165 per night (USD)
VRBO
From $376 per night (USD)
VRBO
Maryland Inn 2 Doubles, Pet-Friendly, 2 Units
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $376 per night (USD)
VRBO
From $378 per night (USD)
VRBO
2 Maryland Inn 2DBeds, Historic Inns of Annapolis, Waterfront Vicinity
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $378 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Elegant Stay Perfect for Romantic Getaway, Just Steps from Waterfront
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 $185 per night (USD)
VRBO
From $201 per night (USD)
VRBO
Unique Victorian Stay w/ Modern Amenities + Steps from Waterfront
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 $201 per night (USD)
VRBO
From $430 per night (USD)
VRBO
Robert Johnson Townhouse, Historic Inns, Fireplace, Downtown Locale
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 $430 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Governor Calvert 2 Double Beds, Historic Inns, Gym Access, Near Naval Academy
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 $188 per night (USD)
VRBO
From $165 per night (USD)
VRBO
Maryland Inn King, Historic Inns, Fireplace, Elegant Dining, Waterfront Proximity
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 $165 per night (USD)
VRBO
From $201 per night (USD)
VRBO
Robert Johnson 2 Double Beds, Historic Inns, Antique Style, Near Chesapeake Bay
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 $201 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Elegant Stay Perfect for Exploring Annapolis' Shops and Boutiques.
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 $428 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Robert Johnson King, Historic Inns, Near Top Dining & City Attractions
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 $182 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Charming Downtown Hotel w/ Vintage Character + Modern Amenities
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 $188 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Elegant Boutique Hotel Near Maryland State House - Short Walk
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 $153 per night (USD)
VRBO
From $378 per night (USD)
VRBO
2 Historic Ambiance Stays Perfect for Romantic Getaways - Pets Allowed!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $378 per night (USD)
VRBO
From $1040 per night (USD)
VRBO
Stunning Home Nestled on the Peninsula of Eastport
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4 bedroom Annapolis home is an absolute gem, especially with off-street parking! The Craftsman style architecture a ...
From $1040 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy the close proximity to all Annapolis has to offer at this row house located next to college creek. Nicely decorat ...
From $300 per night (USD)
Expedia
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VRBO
Gorgeous House in the Heart of Annapolis, Walk to Everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located within walking distance of everything Annapolis has to offer, this 3BR/2.5 Bath historic Craftsman home is beaut ...
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VRBO
From $931 per night (USD)
Expedia
Luxury Home with Pool for 20
Bedrooms:
4
Bathrooms:
6
Sleeps:
20
Vacation in luxury with 20 of your closest friends and family. This 5000+ square foot home with a pool sits at the end o ...
From $931 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 $1378 per night (USD)
Expedia
Eastport Classic Charm
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to our Eastport home where hardwood floors, large windows that allow ample natural light, and a cozy fi ...
From $1378 per night (USD)
Expedia
From $451 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 $451 per night (USD)
VRBO
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Expedia
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
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Expedia
From $1084 per night (USD)
VRBO
On-Site Parking, Steps to USNA Gate 3 and Private Patio at Historic Gatehouse
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Historic Charm Across from the Naval Academy Nestled in the heart of Downtown Annapolis, this spacious 5-bedroom, 4.5-ba ...
From $1084 per night (USD)
VRBO
From $153 per night (USD)
VRBO
Governor Calvert King, Historic Inns, Four-Poster Bed, Dining, Steps from 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 $153 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Walk everywhere in Annapolis from 1st floor dog-friendly apartment with parking and backyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Still available for Commissioning Week 2025! This beautifully-restored 1 bedroom apartment is on the lower level of a 2 ...
From $465 per night (USD)
VRBO
From $687 per night (USD)
Expedia
Stay at Waterfront Home with Pier & Community Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect waterfront escape near Annapolis! This charming 3-bedroom, 2-bathroom home offers stunning waterfro ...
From $687 per night (USD)
Expedia
From $1748 per night (USD)
VRBO
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 $1748 per night (USD)
VRBO
From $528 per night (USD)
Expedia
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 $528 per night (USD)
Expedia
From $335 per night (USD)
VRBO
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 $335 per night (USD)
VRBO
From $474 per night (USD)
Expedia
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 $474 per night (USD)
Expedia
From $943 per night (USD)
VRBO
Magnolia Harbor Retreat - 4 BR/3BA HISTORIC DOWNTOWN ANNAPOLIS- QUIET STREET
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
RENT-001081-2024 - HOME OWNER HAS A PET SO THIS SHOULD BE TAKEN INTO CONSIDERATION WHEN BOOKING BY ANY GUEST WITH ALLERG ...
From $943 per night (USD)
VRBO
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Expedia
Spend Commissioning Week Here: Walk to Yard, Pool, Hot Tub, Kayaks, and more...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Park once and walk everywhere! Plus, enjoy our pool, hot tub, fire pit and large patio for your gatherings. Have your mo ...
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Expedia
From $418 per night (USD)
VRBO
Charming 3-bedroom house in Annapolis ⚓️🛥️⛵️ on the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make yourself at home in this delightful 3-bedroom Annapolis retreat. With a king bed, queen bed, and full bed, this hou ...
From $418 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 $683 per night (USD)
VRBO
Charming 3-bedroom house in Annapolis two blocks from the Navy Stadium
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Peaceful house on a quiet street two blocks from the Navy Stadium with easy access to downtown Annapolis via the stadium ...
From $683 per night (USD)
VRBO
From $712 per night (USD)
VRBO
Private 4-bedroom house in Annapolis, great location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Your home away from home in Annapolis with 4 bedrooms. Under 2 miles to the Naval Academy! This spacious home is located ...
From $712 per night (USD)
VRBO
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VRBO
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
Bedrooms:
3
Bathrooms:
3
Sleeps:
3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
Click For Pricing
VRBO
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Expedia
Waterviews, steps to restaurants and downtown from First Mate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Still available for Commissioning Week 2025! Stunning 4 Bedroom / 3.5 Bath Home in Eastport with Water Views and Expans ...
Click For Pricing
Expedia
From $616 per night (USD)
VRBO
Downtown Annapolis Gem: 3BR/2BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our newly renovated 3BR/2BA apartment in downtown Annapolis! With two king beds, one queen bed, and ...
From $616 per night (USD)
VRBO
From $614 per night (USD)
Expedia
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 $614 per night (USD)
Expedia
From $361 per night (USD)
VRBO
2-bedroom waterfront Cottage in Annapolis, MD. Cove of Cork, view of the Severn.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Consider this charming cottage your home away from home while you visit Annapolis. Located on Cove of Cork, adjacent to ...
From $361 per night (USD)
VRBO
From $976 per night (USD)
Expedia
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 $976 per night (USD)
Expedia
From $629 per night (USD)
VRBO
Main Street 4BR Gem – Steps to Waterfront, USNA, Shops & Dining
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Above it All - Downtown Historic Annapolis Vacation Rental on Main Street - Downtown Annapolis Retreat | 4BR Apartment ...
From $629 per night (USD)
VRBO
From $814 per night (USD)
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 ...
From $814 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Five Star Charmer! Great Location Downtown & Stadium! Parking too!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
New to the market and just in time for Navy Football. Located at the five star Corner House. Conveniently located on th ...
From $513 per night (USD)
VRBO
From $555 per night (USD)
Expedia
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 $555 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Naval Academy Gate 1
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This 2-bed, 1.5-bath townhome mixes modern renovations with 1900 classic charm. It's been lovingly decorated to accommod ...
From $316 per night (USD)
VRBO
From $541 per night (USD)
VRBO
Charming on Charles
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our elegant stand alone charming home on Charles Street in Historic Annapolis . This 3 bedroom 2.5 bath is ju ...
From $541 per night (USD)
VRBO
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VRBO
Annapolis Home Near Beach & Quiet Waters Park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
2,552 Sq Ft | Dog Friendly w/ Fee | Wood-Burning Fireplace | 4 Mi to Downtown Annapolis Nestled just 2 miles from the C ...
Click For Pricing
VRBO
From $325 per night (USD)
Expedia
Cozy Cottage with Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect for groups of 4 wanting to be near Annapolis and the Chesapeake Bay, but far enough away for peace, quiet, and e ...
From $325 per night (USD)
Expedia
From $895 per night (USD)
VRBO
Historic Annapolis Treasure
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $895 per night (USD)
VRBO
From $505 per night (USD)
Expedia
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)
Expedia
From $114 per night (USD)
VRBO
Waterfront condo in Eastport, ONLY available for the Legislative session
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
On Back Creek in Eastport, this delightful condo offers 2 bedrooms - one with a king bed and the other with a cozy murph ...
From $114 per night (USD)
VRBO
From $557 per night (USD)
VRBO
Darling on Dean Street- Nautical home w parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Ideally located between the vibrant West Street and the historic Main Street, our downtown Annapolis home offers easy ac ...
From $557 per night (USD)
VRBO
From $600 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 $600 per night (USD)
VRBO
From $484 per night (USD)
Expedia
Marymont Cottage in awesome Annapolis walking distance to local pub!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Discover this adorable 3-bedroom gem in Annapolis, just across the creek from sought after West Annapolis. This charming ...
From $484 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Cozy apartment in Historic Annapolis with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This Annapolis apartment is located within walking distance of everything Annapolis has to offer. Located just outside ...
From $349 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Newly Renovated Downtown Annapolis Charm - Game Room, Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Home in the Historic District! You will be in the heart of downtown Annapolis. Walk to USNA, St. John's College, the St ...
From $372 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom bungalow in Annapolis is perfect for your escape. With 2 full beds and 1 full sofa bed in the 3rd room. I ...
From $356 per night (USD)
VRBO
From $975 per night (USD)
Expedia
Naptown Villa House S
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Welcome to the Naptown Villa house! This fully-renovated home located in downtown Annapolis has all the thought ...
From $975 per night (USD)
Expedia
From $687 per night (USD)
VRBO
Admiral's Abode - Charming Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming 4-bedroom, 3-bath home in the heart of downtown Annapolis! This beautifully updated property is steps from the ...
From $687 per night (USD)
VRBO
From $728 per night (USD)
Expedia
Spacious 5 BR house - 5 Min Walk to N-MC Stadium!
Bedrooms:
3
Bathrooms:
3
Sleeps:
15
Summary: This charming 5 BR (3x true bedrooms and 2x basement rooms with bunk beds) home is conveniently located in Anna ...
From $728 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Charming Historic Row House in The Heart of Eastport's Horn Point
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this stunning historic rowhouse located in the charming and highly sought-after neighborhood of Horn Point Ea ...
From $539 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
Click For Pricing
VRBO
Downtown Nights on the Water - Classic Cruiser Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located in the heart of Annapolis, this 35-foot Formula boat offers an unforgettable overnight stay. With a small kitche ...
Click For Pricing
VRBO
From $652 per night (USD)
Expedia
NEW! Cozy Coastal Retreat in the Heart of Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to this charming 3-bedroom, 2-bathroom townhouse, ideally located in the serene community of Eastport in Annapol ...
From $652 per night (USD)
Expedia

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