Anne Arundel Area Rentals
- 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 $207 per night (USD)
Expedia
Nice retreat apartment\/private patio, min. away from USNA & Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nice 2 bedrooms / 1 bathroom appartment in the lower level of a single home, private entrance and patio in the back of t ...
From $207 per night (USD)Expedia
- From $298 per night (USD)
VRBO
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)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
- Click For Pricing
Expedia
Beautiful 3-bedroom house with garage 20min from DC and 6 FLags
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Beautiful 3-bedroom house with garage 20min from DC and 6 FLags in a quiet and peaceful neighborhood. Lots a of restaura ...
Click For PricingExpedia
- From $846 per night (USD)
VRBO
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)VRBO
- From $400 per night (USD)
Expedia
Adorable waterside cottage with pool Beach community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
1920's two level cottage with multiple decks and a private inground swimming pool. This home boasts water views from eve ...
From $400 per night (USD)Expedia
- Click For Pricing
Expedia
Beautiful & Close to Everything: Private Community Beach, pier, 8mi to Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Unwind Relax. Enjoy yourself at this peaceful, renovated open floor plan home. Walking distance to the community pier an ...
Click For PricingExpedia
- From $378 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
Waterfront
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Waterfront house on a point where the South River meets Boyd’s Point. House was built in 2021 with huge gourmet kitchen ...
Click For PricingVRBO
- From $328 per night (USD)
Expedia
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
The Beachwood Cottage is located near Mayo, Maryland, on the western shore of the Chesapeake Bay. The property sits on R ...
From $328 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This upscale 2 bedroom, 1 bathroom water view cottage is located in a private beach community off of the Chesapeake Bay ...
From $250 per night (USD)VRBO
- From $99 per night (USD)
Expedia
Relax in this 7-mins-Away E’thing Cozy Modern Studio-Near BWI,Arundel Mills etc
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming, modern studio/guest room in a house in the heart of Glen Burnie. Just couple blocks away from BWI airport, ama ...
From $99 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Relax in our cottage within walking distance of Herrington on the Bay events.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The owner has created your own slice of paradise in the Rose Haven community of North Beach. Walk to Herrington Harbour ...
From $395 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Private Cottage on gated estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Completely remodeled guest cottage on gated, private estate. Home is located just minutes from Eastport, Downtown Annapo ...
From $200 per night (USD)Expedia
- From $125 per night (USD)
VRBO
Private Apartment - Minutes to USNA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Entire home You’ll have the apartment to yourself. Great location 100% of recent guests gave the location a 5-star ratin ...
From $125 per night (USD)VRBO
- From $329 per night (USD)
Expedia
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)Expedia
- Click For Pricing
Expedia
Truly Unique! Private Beach ~ Private Pool ~ 100' Dock ~ Outdoor Grill & Gazebo
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Paradise found on the Chesapeake! Only rented for 2 weeks out a year, book now before it’s gone. This truly unique prope ...
Click For PricingExpedia
- From $295 per night (USD)
Expedia
Cute Bay Home\/Fantastic View and Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy three bedroom home with two large decks overlooking the Chesapeake Bay -- and a beautiful sandy beach. The view is ...
From $295 per night (USD)Expedia
- From $335 per night (USD)
VRBO
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)VRBO
- From $500 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $527 per night (USD)
Expedia
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)Expedia
- From $903 per night (USD)
VRBO
A luxurious spa-like retreat near the Chesapeake Bay
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Treat yourself to luxury around every corner in this stunning home appointed with two spacious Primary Bedroom ensuites ...
From $903 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
- Click For Pricing
VRBO
Retreat on Sage Brush Court (Basement Suite w\/private entrance)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
- This Home away from Home 1 bedroom (queen bed) - kitchenette (no stove) - electric 2 burner hot plate - the couch c ...
Click For PricingVRBO
- From $179 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
Entire Town House Close to DC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This is a over 2,000sq home with 4 bedrooms and 3.5 bathrooms. It is a 3 level end unit with a patio perfect for family ...
Click For PricingVRBO
- 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 $199 per night (USD)
VRBO
Luxury Townhouse, 3 BR, 2.5 bath near Fort Meade
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Large 3 bedrom Townhouse, open kitchen, large airy rooms. Upgraded bathrooms and kitchen. Walking distance to Fort Meade ...
From $199 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
- Click For Pricing
Expedia
Upscale Luxury Townhouse, 3 BR, 2.5 bath near Fort Meade, Deck
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Large upscale 3 bedroom Townhouse, just remodeled, everything brand new. Large kitchen, large airy rooms., new bathroom ...
Click For PricingExpedia
- From $179 per night (USD)
VRBO
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to the best while in Annapolis! Gorgeous 1500 sq. ft. custom designed waterfront apartment that takes fu ...
From $179 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Annapolis Home w\/ Deck & Whitehall Bay Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Experience the East Coast like never before at this charming 4-bedroom, 2-bathroom vacation rental house in Annapolis! W ...
From $215 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 $212 per night (USD)
VRBO
Want to get away? Staying with us. Very relaxing.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Our tastefully appointed cottages . Peaceful and tranquil, yet close to shops and restaurants, this property is perfect ...
From $212 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Cottage by the Bay on one level in family-friendly community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful views of the Chesapeake Bay and Bridge, wrap-around decking and large fenced yard on private street in water-p ...
From $463 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 $213 per night (USD)
Expedia
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Perfect rock fishing and crabbing cottage in Deale, Maryland right on Rockhold Creek, with docks and spectacular vi ...
From $213 per night (USD)Expedia
- From $409 per night (USD)
VRBO
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)VRBO
- From $477 per night (USD)
Expedia
WATERFRONT| 4BR| 1st Floor Master|Family Ready|BWI
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Recently remodeled! Waterfront property tucked away, but close to civilization • Deck off the main level to enjoy the v ...
From $477 per night (USD)Expedia
- From $194 per night (USD)
VRBO
*Chesapeake Bayside Bungalow*
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing three bedroom two bath home only 20 miles from Annapolis! You will be a quick walk away from the Chesapeake Bay ...
From $194 per night (USD)VRBO
- From $519 per night (USD)
Expedia
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)Expedia
- From $110 per night (USD)
VRBO
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)VRBO
- From $431 per night (USD)
Expedia
\"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)Expedia
- 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 $249 per night (USD)
Expedia
Pet-friendly Edgewater cottage with hot tub near waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this charming cottage located in a water-privileged community in Edgewater. Guests will love the 5-minute w ...
From $249 per night (USD)Expedia
- 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)
Expedia
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)Expedia
- Click For Pricing
VRBO
\"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 PricingVRBO
- From $230 per night (USD)
Expedia
Waterfront Oasis of Annapolis Star
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Studio, furnished apartment above detached garage on family's sprawling property. Queen-bed, with pull out full couch. S ...
From $230 per night (USD)Expedia
- From $144 per night (USD)
VRBO
New Loft w\/South River view from treehouse deck!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern apartment that h ...
From $144 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Secluded Lothian Farmhouse on 45 Acres w\/ Fire Pit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore the best of Maryland and book a stay at this cozy 1-bed, 1-bath vacation rental home in Lothian! Nestled on a fa ...
From $125 per night (USD)Expedia
- From $553 per night (USD)
VRBO
Waterfront Cheerful 6 BR Home with Private Pier
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this brand-new relaxing home with a private pier by the water for your getaway. It is perfect for vacations, ...
From $553 per night (USD)VRBO
- 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 $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
- Click For Pricing
VRBO
Beautiful, clean and Peaceful surrounded by parks
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
There is a room to rent in a three level floor beautiful townhome . The bedrooms are on the third floor with a full bat ...
Click For PricingVRBO
- From $832 per night (USD)
Expedia
Vacation house near Downtown Annapolis
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
Enjoy a weekend away in a secluded house in a lovely neighborhood right outside Annapolis. Our house is set back from th ...
From $832 per night (USD)Expedia
- Click For Pricing
VRBO
Cute, cozy rancher close to down town Annapolis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private location with plenty of parking. Newly renovated bathroom, french doors open to deck; great for indoor-outdoor l ...
Click For PricingVRBO
- 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 $94 per night (USD)
VRBO
1 Bedroom Basement Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful one Bedroom Basement apartment located in the beautiful Seven Oaks Community, Odenton, Maryland. - Walking d ...
From $94 per night (USD)VRBO
- From $839 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
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 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 $377 per night (USD)
Expedia
Nice | BWI Airport | WIFI | 5 BDR | 3 BATH | Baltimore | Casino | Ambiance
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Business, Govt. or family trip? Riviera Beach welcomes you to this lovely, elegant, well-lit and sanitized 5 BD/3 BATH h ...
From $377 per night (USD)Expedia
- 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 $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 $325 per night (USD)
Expedia
Harbor Breezes at Herrington Harbor
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
If you are looking for a comfortable and clean home for your stay while visiting Herrington Harbor, our beaches or other ...
From $325 per night (USD)Expedia
- From $383 per night (USD)
VRBO
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)VRBO
- From $433 per night (USD)
Expedia
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)Expedia
- From $384 per night (USD)
VRBO
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)VRBO
- From $398 per night (USD)
Expedia
💥Your Annapolis Retreat near the beach and downtown💥
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to our recently renovated retreat in Annapolis. The place is located minutes from downtown, in the neighborhood ...
From $398 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Waterfront Annapolis Home: Fire Pit & Fishing Pier
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located on Meridith Creek, which flows out to Whitehall and Chesapeake Bays, this charming vacation rental features a la ...
From $345 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 $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
- From $159 per night (USD)
Expedia
Deluxe Basement Guest Suite w\/ Luxury Amenities Minutes From BWI\/Annapolis\/DC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a luxurious retreat in Odenton. Boasting a stylish 2-bed design, stainless steel appliances, a rainfall shower ...
From $159 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 $208 per night (USD)
VRBO
Enchanting Whole House 4 Room Property minutes from BWI airport.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
You'll stay in the entire (4) bedroom house and will have access to kitchen, living room, and 1.5 bathrooms! You'll have ...
From $208 per night (USD)VRBO
- From $500 per night (USD)
Expedia
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)Expedia
- From $175 per night (USD)
VRBO
Private coastal Guest Suite with pool. Minutes from Downtown Annapolis and USNA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Immaculately designed separate guest suite/apartment with private bath, Serta Queen bed and luxury linens. Guests have t ...
From $175 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A quiet, seaside escape awaits at this Shady Side vacation rental, hosting 3 bedrooms, 2 baths, at-home comforts and acc ...
From $317 per night (USD)Expedia
- Click For Pricing
VRBO
Feel just like home!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
My home is located in a beautiful city in Edgewater, MD 3.8 miles away from Parole Shopping and 5.5 miles from the Naval ...
Click For PricingVRBO
- 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 $987 per night (USD)
Expedia
Sprawling Family home on a Cul De Sac sleeps 10-14!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Naval Academy Graduating Families! This gorgeous custom sprawling home is large enough to sleep 12 family members comfor ...
From $987 per night (USD)Expedia
- From $1300 per night (USD)
VRBO
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)VRBO
- From $570 per night (USD)
Expedia
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)Expedia
- From $546 per night (USD)
VRBO
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)VRBO
- From $573 per night (USD)
Expedia
Annapolis Cozy Beachfront\/Waterfront w\/Chesapeake Bay Bridge view
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Annapolis Beachfront w/Bay Bridge view - Wake up to a beautiful view of the sunrise over the Chesapeake Bay. Go to sleep ...
From $573 per night (USD)Expedia