Severn River Rentals
- From $179 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 $179 per night (USD)VRBO
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Expedia
Waterfront Magic - 10 minutes from downtown Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
A peninsula on the Severn River located in the beautiful neighborhood of Linstead. This home is a waterfront playground ...
Click For PricingExpedia
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VRBO
Private Eastport Guest Suite in Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a clean, comfortable and private suite in the heart of Eastport. Steps away from Davis' Pub and Forward Brewing as ...
Click For PricingVRBO
- From $480 per night (USD)
VRBO
Hillbottom Hideaway Beachhouse - Severna Park pet friendly! With hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience living by the water in our beautifully renovated 3-bedroom, 2-bathroom three level home. With stunning water ...
From $480 per night (USD)VRBO
- From $729 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 $729 per night (USD)VRBO
- From $611 per night (USD)
VRBO
Fisher House - Downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to our beautifully renovated historic home in the heart of Annapolis! The Fisher House was built in 1885 and nam ...
From $611 per night (USD)VRBO
- From $1140 per night (USD)
VRBO
Grand, historic, fun, fabulous home - downtown Annapolis at Main St. & City Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 17
The Oaks Inn is an exceptional home hjistoric nestled in the heart of Historic Downtown Annapolis that seamlessly combin ...
From $1140 per night (USD)VRBO
- From $449 per night (USD)
Expedia
5 Bedroom 3.5 Bathroom Modern Annapolis Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Our beautiful home is 1.5 miles from downtown and about 1 mile to Navy Stadium. We have 5 bedrooms with 3.5 baths, inclu ...
From $449 per night (USD)Expedia
- From $263 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 $263 per night (USD)VRBO
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Expedia
USNA Commissioning Week 2023 Downtown Annapolis House that sleeps 13 people
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
This 3 story half duplex is in the perfect location, situated in historical downtown Annapolis with a modern day feel, r ...
Click For PricingExpedia
- From $225 per night (USD)
VRBO
Waterfront Condo- Eastport Annapolis- Next to Spa Creek Draw Bridge & AYC
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $225 per night (USD)VRBO
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Expedia
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
Quaint Cottage is the perfect getaway retreat in Eastport.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please note: If you request to book this property, your reservation is not confirmed until you are contacted by Annapol ...
Click For PricingVRBO
- From $300 per night (USD)
VRBO
Stay on a boat while in annapolis for the shows.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Large 43' sailboat with 3 cabins, 2 bathrooms, a large cockpit and plenty of space on the deck. The boat is anchored in ...
From $300 per night (USD)VRBO
- Click For Pricing
VRBO
2003 Craftsman; Heart of Eastport!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Eastport Craftsman (2003). Short stroll to DT Historic Annapolis shops & Restaurants! Open floor plan! Stunning 2,464 sq ...
Click For PricingVRBO
- From $378 per night (USD)
VRBO
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
- Bedrooms:
- 3
- 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 $378 per night (USD)VRBO
- From $636 per night (USD)
VRBO
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 $636 per night (USD)VRBO
- From $528 per night (USD)
Expedia
WALK TO DOWNTOWN ANNAPOLIS, EGO ALLEY, NAVAL STADIUM & ACADEMY
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This home was newly renovated in 2021 and is located in the highly desirable Murray Hill Neighborhood. Conveniently loc ...
From $528 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Cute bungalow blocks to Stadium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This stylish two bedroom home is conveniently located in Annapolis' Germantown neighborhood off West Street, ne ...
From $370 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Gorgeous & bright retreat with patio, firepit, W\/D, & stunning rooftop views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Skyline Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $317 per night (USD)Expedia
- From $2300 per night (USD)
VRBO
Premium Home in West Annapolis: Perfect for Navy Events, Boat Shows, Walkable!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
You will be close to everything when you stay at this well appointed, centrally-located home. This elegant, stylish, a ...
From $2300 per night (USD)VRBO
- From $1643 per night (USD)
VRBO
Elegant Eastport Entertaining Dream House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
NBS23-145363 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $1643 per night (USD)VRBO
- From $588 per night (USD)
VRBO
Stately Brick Ranch On Corner Lot with Private Backyard for Entertaining
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
STR00803 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $588 per night (USD)VRBO
- From $1200 per night (USD)
Expedia
Marvelous Home with Backyard Living Room in Murray Hill
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
NBS23-145336 Welcome to our charming vacation rental house nestled in the picturesque Murray Hill neighborhood of Annapo ...
From $1200 per night (USD)Expedia
- From $853 per night (USD)
VRBO
Eastport Oasis 4 BR 2 BA fully renovated home on quiet street with parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTACTED BY A T ...
From $853 per night (USD)VRBO
- From $423 per night (USD)
VRBO
Waterfront Yacht Life!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Don't miss this rare opportunity to vacation aboard Sojourn, a beautiful, comfortable 2022 46+ ft. sailboat with stunnin ...
From $423 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Charming Charles Retreat- The perfect space for fun and relaxation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history and vibr ...
From $213 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Bright and cheery home. Just a short 2 blocks from the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
REN - 143722 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $99 per night (USD)VRBO
- From $839 per night (USD)
VRBO
Deep in the Heart of Annapolis; Parking for days!
- Bedrooms:
- 4
- 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 $839 per night (USD)VRBO
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Expedia
New Listing! Walk to USNA\/Capitol\/Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Want to enjoy being in downtown Annapolis, but on one of the quieter streets? If that sounds good, this is the place fo ...
Click For PricingExpedia
- From $241 per night (USD)
VRBO
Downtown Annapolis Condo w\/ Free Parking + Coffee
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This newly constructed property brings chic, low-maintenance living to the heart of the Arts District in Annapolis. No ...
From $241 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Free Parking with private fenced-in backyard with pool table at Weekender
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly-renovated duplex townhome in Annapolis is walkable to Eastport and just 1.5 miles to the Annapolis Waterfront ...
From $382 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Eastport Cottage .5 mi from Downtown Annapolis
- 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, to ...
From $361 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Walk to waterfront & USNA with Parking at 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 $409 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Bennett House (entire):Haven in Historic Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with 3 ...
From $519 per night (USD)VRBO
- From $110 per night (USD)
Expedia
Cozy place close to the city dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Annapolis; where history and nature coincide! You will feel right at home in this confortable 1 bedroom 1 bat ...
From $110 per night (USD)Expedia
- From $431 per night (USD)
VRBO
\"Around the corner\" from everything, private backyard and parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Flexible Commissioning Week Cancellation Policy* Welcome to this charming remodeled Eastport Victorian home "Around th ...
From $431 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
Brand New Luxury Waterfront Home
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
This home boasts breathtaking views from both in and outside the home. Enjoy your morning coffee on the deck or warm up ...
From $1100 per night (USD)VRBO
- From $347 per night (USD)
VRBO
Steps from the water, Easy parking and private backyard patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This professionally-decorated and furnished 2 bedroom, 1.5 bath is located across the Annapolis Waterfront drawbridge in ...
From $347 per night (USD)VRBO
- Click For Pricing
Expedia
\"Dreams upon Weems\" Waterfront Cottage on Weems Creek in Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront Home on Weems Creek in Annapolis with private water access for paddleboarding, kayaking, boating. Waterfro ...
Click For PricingExpedia
- Click For Pricing
VRBO
A Delight on Dean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sitting on a quiet, tree lined street, this home enjoys being located in the sought after neighborhood of Murray Hill. ...
Click For PricingVRBO
- From $83 per night (USD)
VRBO
Convenient Eastport condo with beautiful water views and community pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
REN - 144875 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN C ...
From $83 per night (USD)VRBO
- From $116 per night (USD)
VRBO
This Eastport condo has a large deck with amazing views of Spa Creek and downtown Annapolis.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
REN - 144911 -THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $116 per night (USD)VRBO
- From $461 per night (USD)
Expedia
2 parking spots and walkable to Main Street at Seashell in the City
- Bedrooms:
- 3
- 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 $461 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
- Bedrooms:
- 3
- 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 $500 per night (USD)VRBO
- Click For Pricing
Expedia
Stay at Lux Red Door Gem with 3 Parking Spots
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The gorgeous Downtown Annapolis home was meticulously remodeled from top-to-bottom in a luxurious fashion. This fully-r ...
Click For PricingExpedia
- From $527 per night (USD)
VRBO
Steps to Main Street w View of the Capital private back patio & free off-site parking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully-decorated 4-bedroom home in the heart of Historic Annapolis is located directly behind Main Street. Th ...
From $527 per night (USD)VRBO
- From $251 per night (USD)
Expedia
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 2nd floor unit has all new furniture, bedding and housewares. This is directly across from Gate 2 at the Naval Acad ...
From $251 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Charming Downtown 3rd Floor 1 Bedroom Apt
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perfect location for all that downtown Annapolis offers, right across from USNA gate 2. Super convenient, park your car ...
From $175 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $360 per night (USD)
VRBO
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 $360 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Downtown Annapolis Townhome ! Beautiful!!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Remodeled Townhome ! We have thought of everything you will need for an amazing stay. Fully loaded kitchen , ...
From $500 per night (USD)VRBO
- From $171 per night (USD)
VRBO
Cozy 2br home w\/ parking in downtown Annapolis
- Bedrooms:
- 2
- 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 $171 per night (USD)VRBO
- From $298 per night (USD)
Expedia
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Quaint 2 BR 1 BA Guest House nestled in the trees by USNA stadium. Enjoy Annapolis historic charm in this rare 2 BR 1 BA ...
From $298 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Escape to this Cape Cod home close to everything!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this charming Cape Cod on half an acre right outside downtown Annapolis. Just 4 minutes to the Stadium and a ...
From $378 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Calico Cottage Guest House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cute-as-a-bugs ear West Annapolis guest cottage. In settled neighborhood just 1.5 miles from the Navy Stadium and less t ...
From $149 per night (USD)Expedia
- From $460 per night (USD)
VRBO
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Charming house - a 10-15 min walk to Navy Marine Corps Stadium (<.75mile), a 5 min drive from the US Naval Academy (<1mi ...
From $460 per night (USD)VRBO
- Click For Pricing
Expedia
Pet-friendly Loft in popular Eastport on 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**Flexible Commissioning Week Cancellation Policy** The Port is situated in the heart of Eastport’s charm, mere steps f ...
Click For PricingExpedia
- From $185 per night (USD)
VRBO
Jode's Retreat \"Your home away from home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Clear the calendar for an easy-going getaway at "Jode's Retreat"; ideal for USNA events (a 2-minute drive to the stadium ...
From $185 per night (USD)VRBO
- From $846 per night (USD)
Expedia
Duke's Den Downtown home with 2 PARKING spots!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
*Flexible Commissioning Week Cancellation Policy* Large Historic Downtown Annapolis gorgeous home with 2 parking spaces ...
From $846 per night (USD)Expedia
- From $329 per night (USD)
VRBO
Perfect historic home + Peloton, walk to downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely historic home within walking distance from downtown (1 mile from Church Circle) & Navy stadium (5 blocks), hardwo ...
From $329 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Charming garden row home, easy 4 block walk to the heart of Annapolis.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Incredible location in the Historic District of Annapolis. Walking distance to the Naval Academy, St. Johns College, an ...
From $335 per night (USD)Expedia
- From $590 per night (USD)
VRBO
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
- Bedrooms:
- 3
- 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 $590 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Hanover House across from USNA Gate 3 with private back patio
- Bedrooms:
- 3
- 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 $505 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $296 per night (USD)
Expedia
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 $296 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Quiet home with large yard, close to Navy Bridge.
- Bedrooms:
- 3
- 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 $550 per night (USD)VRBO
- From $794 per night (USD)
Expedia
Steps to Gate 1 and Free Parking at Naval-Academy Themed Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to this gorgeous 1900's fully-renovated home, restored to a new modern grandeur, which includes coveted parking ...
From $794 per night (USD)Expedia
- From $550 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 Please note 2026 and beyond commissioning week will need to be confirm ...
From $550 per night (USD)VRBO
- From $695 per night (USD)
VRBO
Heart of Downtown, superior location!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Steps from the Annapolis City Dock and U.S. Naval Academy- Walk to all Shops, Restaurants, and Downtown Events. This pr ...
From $695 per night (USD)VRBO
- From $189 per night (USD)
VRBO
Beautiful Condo - Water View Near City Dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Newport Condominium has a beautiful water view of Spa Creek in Eastport. This condo is newly decorated with new ca ...
From $189 per night (USD)VRBO
- From $800 per night (USD)
Expedia
WATERFRONT Historic Home on the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
WATERFRONT - Beautiful 4 bedroom, 2 1/2 bathrooms newly renovated charming historic home ON the Chesapeake Bay. New mode ...
From $800 per night (USD)Expedia
- Click For Pricing
VRBO
Annapolis House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Traditional 4 bedroom house in neighborhood with loft. Lots of room to move around in with gated back yard. Only 3 mi ...
Click For PricingVRBO
- From $275 per night (USD)
Expedia
Renovated historic apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with a ...
From $275 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Renovated historic apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the historic neighborhood of Murray Hill! The Bennett House is a charming, light- filled detached home with a ...
From $339 per night (USD)VRBO
- From $383 per night (USD)
Expedia
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Custom home with inlaid floor, wood counters, hand made cabinets, and artistic touches. Beautifully landscaped large pri ...
From $383 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Charming 4BR 2BA w\/ outdoor patio & fire pit! 5 min walk to Navy Stadium and DT
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Come stay at this fully updated cozy 4-bedroom 2-bathroom home. Conveniently located with a .6 mile walk to the Naval Ac ...
From $433 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Free Parking at Admiral's Retreat, 1 mile to Stadium, Backyard, all on one level
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this completely renovated midcentury ranch Annapolis home, jut a mile from the Naval Academy Football Stadium ...
From $384 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Spectacular Location: State Circle Apartment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Stay in this iconic building at the intersection of State Circle and Maryland Avenue in the Historic District of Annapol ...
From $350 per night (USD)VRBO
- Click For Pricing
Expedia
Take the water taxi, bike or drive to Downtown Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous, clean, bright house in a great location. About a mile and a half to Downtown Annapolis. Playground around the ...
Click For PricingExpedia
- From $445 per night (USD)
VRBO
Popular Historic Firehouse fully renovated with Parking and Pet Friendly
- 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 $445 per night (USD)VRBO
- From $334 per night (USD)
Expedia
New rates! Stay at Sailors Sabbatical, Perfect For Hosting, Kids’ Basement Space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
**Still available for 2024 Commissioning Week - 5 night minimum! From the moment you walk into this lovely home, you wi ...
From $334 per night (USD)Expedia
- From $273 per night (USD)
VRBO
Annapolis Condominium in the heart of the historic center
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Don’t miss our unique two floor condominium in Historic Annapolis downtown with 3 bedrooms (one queen, two rooms with tw ...
From $273 per night (USD)VRBO
- From $268 per night (USD)
Expedia
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 ...
From $268 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Historic Annapolis Home Convenient to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Historic Annapolis home convenient to downtown, restaurants, shopping, commuter routes and public transportation! -0.5 ...
From $500 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Annapolis Downtown Entire Townhome 3 bed 6 guests
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Immerse yourself in the best that the downtown Historic District of Annapolis has to offer while stayin ...
From $350 per night (USD)Expedia
- From $1059 per night (USD)
VRBO
Free Parking at Randall House in Downtown Annapolis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
The Randall House is an historic gem in the heart of Downtown Annapolis with PARKING for 3 cars! Built in 1880, The R ...
From $1059 per night (USD)VRBO
- From $1300 per night (USD)
Expedia
5 BDRM across from the USNA Stadium
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Across the street from the Naval Academy Stadium. Open floor plan with stainless steel appliances, two islands, 8-10 per ...
From $1300 per night (USD)Expedia
- From $570 per night (USD)
VRBO
The Navy House~ Walk to Downtown! 3 Bed Bungalow across from Navy Stadium
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Our quiet 3 bed 2.5 bath home is the perfect Annapolis getaway! On a dead end road. A quick walk to the best downtown r ...
From $570 per night (USD)VRBO
- From $546 per night (USD)
Expedia
Waterfront Jolly Roger with Private Pier mins to Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Arrive by car or boat to this waterfront home, located in Crownsville, just outside of Annapolis. The owner's private p ...
From $546 per night (USD)Expedia
- From $295 per night (USD)
VRBO
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Just finished with a few updates to kitchen and bedrooms + all new sheets and towels!new pictures coming soon!! Fantasti ...
From $295 per night (USD)VRBO
- From $554 per night (USD)
Expedia
1 Block to USNA with Chapel Views big back patio and off-site parking!
- Bedrooms:
- 3
- 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 $554 per night (USD)Expedia
- From $488 per night (USD)
VRBO
Charm & Style in this Renovated Eastport Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This fully renovated three bedroom home sleeps 8. A touch of Key West comes to Eastport in this beautiful cottage style ...
From $488 per night (USD)VRBO
- From $230 per night (USD)
VRBO
Well-appointed 1 bedroom, 1 bath in Annapolis \/ Eastport
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious, well-appointed 1 bedroom, 1 European style bath 2nd floor apartment is in the heart of Eastport. You’ll b ...
From $230 per night (USD)VRBO
- From $703 per night (USD)
VRBO
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
BOOK YOUR ANNAPOLIS VACATION AT BURLEY CREEK HIDEAWAY! Charming home owned by USNA grads. Lovely waterfront two-level ...
From $703 per night (USD)VRBO
- From $239 per night (USD)
VRBO
Charming English Cottage in the heart of Eastport - park the car and walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Restored and charming 2 bedroom 1.5 bath historic (circa 1921) cottage located in the heart of the popular Eastport and ...
From $239 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Annapolis\/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A beautiful basement apartment in the city of Annapolis, in the quiet Eastport neighborhood, a walk to marinas, historic ...
From $180 per night (USD)VRBO
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VRBO
Brick Georgian w\/pool, 1-2 miles to all! Pet friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Lovely brick Georgian built in the 1920s with secluded heated inground pool, located in a quiet, beautiful waterfront ne ...
Click For PricingVRBO
- Click For Pricing
VRBO
WALK TO THE STADIUM! Gorgeous, newly built 5 bedroom home.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
USNA grad owned! Beautiful house (built in 2017) located less than two blocks from Navy-Marine Corps Memorial Stadium, w ...
Click For PricingVRBO
- From $536 per night (USD)
VRBO
All-stop. Rental Midships.
- Bedrooms:
- 3
- 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 $536 per night (USD)VRBO