Anne Arundel Area, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Anne Arundel Area, Maryland on RentalSaver.com!

Anne Arundel Area Rentals

From $434 per night (USD)
VRBO
Beautiful Historic Flat next to City Dock + USNA
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Just steps from Main Street, City Dock, and the USNA (300 ft), you'll be in the perfect location for exploring Annapolis ...
From $434 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Annapolis Home Near Beach & Quiet Waters Park!
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Discover your next peaceful escape in our charming retreat! Nestled in a warm, inviting space, this cozy home offers bri ...
From $624 per night (USD)
Expedia
From $685 per night (USD)
VRBO
Your Perfect Waterfront Oasis overlooking the Chesapeake Bay Awaits!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Your Perfect North Beach Getaway Awaits! Escape to this stunning 3-bedroom retreat, free parking and just a short stro ...
From $685 per night (USD)
VRBO
From $139 per night (USD)
Expedia
The Cozy Crab- Your Charming Haven in Lovely North Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Cozy Crab! We’re so excited to host you here in the charming town of North Beach, Maryland, nestled on ...
From $139 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Brand new beautiful in-law suite loft above garage with river View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in Riva at this lovely condo. This phenomenal property features 1 bedroom with a queen bed, a cozy living room wi ...
From $285 per night (USD)
VRBO
From $82 per night (USD)
VRBO
Private and separate guest house!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy a spacious one-bedroom private guest suite on the lower level of a dual home. This retreat features a cozy firepla ...
From $82 per night (USD)
VRBO
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VRBO
Large 3br home in Annapolis! Tons of parking, quiet street with hiking trails
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Beautiful private home in Annapolis, Md! Host prefers longer, monthly rentals. 12 mins from USNA, host works at the ...
Click For Pricing
VRBO
From $803 per night (USD)
VRBO
Modern condo in the heart of DTA with garage parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay in the heart of downtown Annapolis in this bright, modern 2 bed, 2 bath condo with your own private balcony—just st ...
From $803 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Annapolis Academy Holiday Home
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Welcome to our Academy Holiday Home, where we invite you to visit, relax, and spend time with family and friends (and yo ...
From $424 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Quick walk to the beach! Fire pit, Corn hole, Games & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This quaint 2-bedroom, 2-bath bungalow comfortably sleeps 6 guests and is perfect for families, friends, or anyone seeki ...
From $374 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
SUMMARY | This charming, family-friendly home offers the perfect mix of comfort, convenience, and coastal vibes—just wal ...
From $376 per night (USD)
VRBO
From $377 per night (USD)
VRBO
Entire house minutes away from BWI airport, close to Annapolis, Baltimore, DC
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Experience unbeatable convenience and comfort close to BWI Airport! This charming 3-bedroom home is ideal for business t ...
From $377 per night (USD)
VRBO
From $359 per night (USD)
VRBO
The North Beach Retreat House
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Completely remodeled home! Walk to local restaurants, charter fishing/crabbing, community pier & small beach. Fully furn ...
From $359 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Charming Annapolis Retreat with Hidden Wine Room
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Discover charm in our 2BR, 1BA Eastport home, just a stroll away from downtown Eastport (under 1 mile), Downtow ...
From $358 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Historic Downtown Annapolis Gem
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Experience historic charm with modern upgrades in this 2-bed, 2.5-bath home in the heart of Downtown Annapolis. ...
From $343 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Pet-Friendly Home Near USNA Stadium with Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Discover the charm of West Annapolis in our 4 bed, 2 bath home. Just steps away from dining, shops, and the new ...
From $500 per night (USD)
VRBO
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VRBO
Charming Rental in the Heart of Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Charming studio guest house in the heart of Eastport, just half a mile from downtown Annapolis and steps away f ...
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VRBO
From $421 per night (USD)
VRBO
Charming Annapolis Waterfront Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Discover the charm of CAPTAINS QUARTERS, your exclusive waterfront retreat in the prestigious Yacht Club Condom ...
From $421 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Charming Annapolis Home with Cozy Outdoor Hangout
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Freshly renovated 2BR/2BA home in Eastport, Annapolis. Sleeps 6 with brand-new furniture. Enjoy the spacious fe ...
From $343 per night (USD)
VRBO
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 $427 per night (USD)
VRBO
Cozy Stay in Downtown Naptown -Located in the heart of Annapolis - 3BR, 2 BA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to 17 Lafayette Ave—your charming retreat in the heart of historic Annapolis! Just steps from downtown, the U.S. ...
From $427 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spend your vacation at this brilliant 3-bedroom house in Edgewater. Each bedroom features a cozy queen bed, perfect for ...
From $320 per night (USD)
VRBO
From $707 per night (USD)
Expedia
Charming Annapolis Townhome
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Historic Annapolis Living! Welcome to your captivating 2-bedroom, 1.5-bath home. This stunning retreat offers a ...
From $707 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Luxury Pool Loft sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to The Pool Loft at Poplar Hill — a private, beautifully renovated in-law suite perched atop a hill in ...
From $310 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Immaculate 4Br house near BWI & MD Live!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your cozy home away from home! Nestled in the peaceful community of Severn, MD, this charming retreat offers ...
From $286 per night (USD)
Expedia
From $625 per night (USD)
VRBO
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)
VRBO
From $701 per night (USD)
Expedia
Historic Row Home 1 Block from Gate 1 at USNA!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Steps away from the Naval Academy, St. John's College, State House, City Dock, Yacht Club, St. Mary's Church an ...
From $701 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Dean Street's Lower Deck House!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Summary: Welcome to our charming 1-bedroom retreat in the heart of Annapolis’ Historic District! Just steps from shops, ...
From $457 per night (USD)
VRBO
From $485 per night (USD)
Expedia
Annapolis Gem: Stylish and Cozy
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Summary: Gather your loved ones and experience the charm of this comfortable, stylish apartment, designed for pleasure a ...
From $485 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Waterfront Poolside Escape
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Summary: Escape to your own private waterfront paradise! This stunning house in Pasadena, Maryland, offers the ultimate ...
From $484 per night (USD)
VRBO
From $449 per night (USD)
VRBO
DTA 2 bdrm w/parking, pet friendly, great location with all of the amenities!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2-bedroom non-investor house has everything you need for a great stay! We live there part time so it’s not an empty ...
From $449 per night (USD)
VRBO
From $958 per night (USD)
VRBO
Coastal Modern Retreat | Group Getaway on 2 Acres
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Welcome to Coastal Modern Retreat, your ideal family and group getaway in beautiful Arnold, MD! This spacious 6 bed, 4 b ...
From $958 per night (USD)
VRBO
From $311 per night (USD)
VRBO
Cozy Edgewater Cottage w/ Backyard Hangout
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Cozy 2BR Edgewater retreat with a fun backyard featuring turf, lawn games, and a 3-hole putting green. Enjoy a ...
From $311 per night (USD)
VRBO
From $636 per night (USD)
VRBO
Posh 2 levels house 5 bedrooms, 2 bathrooms, near by BWI airport and Annapolis.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Stay comfortably in Glen Burnie at this beautiful posh 5-bedroom house. With an open concept/contemporary, 2 king beds, ...
From $636 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Walk to the stadium! - Lighthouse on Glenwood
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your Annapolis retreat! This fully renovated Homewood colonial is ideal for Commissioning Week, Navy games, t ...
From $407 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Stay in the Heart of Historic Annapolis in this unique two-unit home with parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street. This 2-unit property offers the opportun ...
From $776 per night (USD)
VRBO
From $1076 per night (USD)
Expedia
Spacious Historic Home with Private Parking in the Heart of Downtown Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Elegant Historic Home with Private Parking in the Heart of Downtown Annapolis Welcome to your beautifully restored retr ...
From $1076 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Cozy Private Basement Suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your spacious basement getaway - perfect for work or play! Located near BWI in a quiet, safe community. This ...
From $156 per night (USD)
VRBO
From $453 per night (USD)
Expedia
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover Coastal Elegance at FLOHOM 14 | Soteria Welcome aboard FLOHOM 14—a contemporary, coastal-inspired luxury hous ...
From $453 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Historic 3 BR Home - 15 Min Walk to N-MC Stadium
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Enjoy a true Annapolis experience at this centrally-located place close to downtown, Navy Stadium and US Naval ...
From $390 per night (USD)
VRBO
From $880 per night (USD)
Expedia
Visiting Annapolis for Naval Academy Homecoming or Ren Fest? Here's your house!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Large, spacious home perfect for family gatherings and special events! Riverfront neighborhood close to all Annapolis ha ...
From $880 per night (USD)
Expedia
From $781 per night (USD)
VRBO
Home w/ Beach Access Boat Slip Basketball Court
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
As the Sun rises and sets over the Bay, experience Shady Side with direct beach access, the Bayside BBQ Grill in your ba ...
From $781 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Annapolis Town Center Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Our charming, newly updated 2-bedroom, 2 bath cottage house in the heart of the Annapolis Town Center area is p ...
From $316 per night (USD)
Expedia
From $447 per night (USD)
VRBO
Historic Row Home in Downtown Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Steps away from the Naval Academy, St. John's College, State House, City Dock, Yacht Club, St. Mary's Church an ...
From $447 per night (USD)
VRBO
From $452 per night (USD)
Expedia
Upscale Condo in 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 $452 per night (USD)
Expedia
From $1059 per night (USD)
VRBO
Modern Style Meets Eastport Charm, 2BR Walkable to Downtown Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Annapolis, this beautifully renovated house offers 2 cozy bedrooms with queen beds, 2 bathrooms with showers, ...
From $1059 per night (USD)
VRBO
From $217 per night (USD)
Expedia
Cozy and modern Bayfront home with.large kitchen, private pier and hispeed WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Deale is waiting for you at this modernized 2-bedroom bungalow. Nestled in a tranquil setting, this fantastic property o ...
From $217 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Modern 3-Bedroom Townhome 10 Mins from BWI, 11 Mins to Ravens & Orioles Stadiums
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover the comfort and convenience of this beautifully updated 3-bedroom, 4-bathroom townhome located close to the hea ...
From $297 per night (USD)
VRBO
From $532 per night (USD)
VRBO
The 1845 Outpost in Historic Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The 1845 Outpost, a comfortable, well-equipped home in the heart of Annapolis. Built in 1845, the same year ...
From $532 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Spacious & beautiful 4-bedroom in a peaceful Severn, close to DC & Baltimore
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Relax in this spacious, single-level 4BR, 3BA home in Severn, MD—just minutes from Fort Meade, BWI, Arundel Mills & DC. ...
From $484 per night (USD)
VRBO
From $894 per night (USD)
VRBO
Wonderful Cottage Nestled On Chesapeake Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Stunning home a short walk from Chesapeake Bay - a perfect blend of comfort and coastal charm. Stroll, jog or bike in th ...
From $894 per night (USD)
VRBO
From $688 per night (USD)
VRBO
Historic Charm Meets Walkable Convenience in the Heart of Annapolis with Parking
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Welcome to your Annapolis getaway! Situated on an expansive and rare 1/2 acre homesite, this beautifully preserved home ...
From $688 per night (USD)
VRBO
From $1015 per night (USD)
VRBO
Downtown Annapolis History In Style Next to City Dock with Street Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the historic Strohm House, just half a block from Main Street and the City Dock, with the U.S. Naval Academy ...
From $1015 per night (USD)
VRBO
From $1164 per night (USD)
VRBO
2-bedroom apartment in Annapolis
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Located in Annapolis, this charming apartment offers a pleasant stay for guests. One bedroom and a sunroom that closes o ...
From $1164 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Beautiful 2-bedroom water view house in Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape to this beautifully renovated cottage overlooking the Chesapeake Bay. Just steps from a serene public beach, this ...
From $245 per night (USD)
Expedia
From $251 per night (USD)
VRBO
A Little Piece of Paradise - Waterfront Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Unobstructed views of the Chesapeake Bay!! Wake up to beautiful sunrises, take a walk/run by the Bay, ...
From $251 per night (USD)
VRBO
From $192 per night (USD)
Expedia
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Gambrills, Md. This beautiful 3 bedroom, 1 level rancher ...
From $192 per night (USD)
Expedia
From $795 per night (USD)
VRBO
Clay Street Summary:
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This 100 year old row home is close to everything Annapolis making it easy to plan your visit. Walk to downtown ...
From $795 per night (USD)
VRBO
From $1083 per night (USD)
Expedia
3-bed 3 bath home in Edgewater MD on the beach, 25 min from USNA and Annapolis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Stay comfortably in Edgewater at this 3-bedroom house. This tranquil retreat offers 1 queen bed and 2 bunk beds, perfect ...
From $1083 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Cozy Edgewater Retreat — Dock Access & River Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to this charming 4-bedroom, 2-bath home in beautiful Edgewater, just a short drive to historic Annapolis and the ...
From $671 per night (USD)
VRBO
From $1746 per night (USD)
Expedia
Upper Deck Modern Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Upper Deck Modern Retreat, your perfect Arnold, MD escape! This bright and airy upper-level features 3 bedroo ...
From $1746 per night (USD)
Expedia
From $1745 per night (USD)
VRBO
Lower Cove Modern Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Lower Cove Modern Retreat, a cozy Arnold, MD getaway with room to relax! This lower-level retreat offers 3 be ...
From $1745 per night (USD)
VRBO
From $645 per night (USD)
Expedia
Quiet Waters Family Home 4BR Sleeps 8
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to this charming Hillsmere Shores retreat, in one of Annapolis’ top waterfront neighborhoods. Just min ...
From $645 per night (USD)
Expedia
From $293 per night (USD)
VRBO
Steps to Sand • 3BR Coastal Gem
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bring the whole family, pets too! This charming 3BR/1.5BA North Beach cottage offers water views from the porch and cozy ...
From $293 per night (USD)
VRBO
From $395 per night (USD)
Expedia
4Bd 3Ba Single Family Home Near BWI, FT Meade, Live, Balt City+ Fenced Yard
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Tastefully decorated home centrally located in Hanover, MD. Pet friendly with a fenced in back yard. The house comes f ...
From $395 per night (USD)
Expedia
From $698 per night (USD)
VRBO
3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Close to US Naval Academy (1.6 mi.), Navy-Marine Corps Memorial Stadium (1.1mi), and Anne Arundel Medical Center (less t ...
From $698 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Renovated 3BR Home Near Sandy Point & Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Recently renovated 3BR, 2.5BA home just 2 miles from Sandy Point State Park & 7 miles from Downtown Annapolis. ...
From $314 per night (USD)
VRBO
From $303 per night (USD)
VRBO
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our 2BR, 1BA Boutique Brick Beauty located in historic Eastport. This beauty is steps from downtown, the U.S ...
From $303 per night (USD)
VRBO
Click For Pricing
Expedia
Hot Tub Retreat FirePit, Gazebo, Cold Plunge
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax and unwind in our serene getaway, designed for comfort and peace. Cozy up in inviting living spaces, enjoy restful ...
Click For Pricing
Expedia
From $597 per night (USD)
VRBO
Pet Friendly, 4 Bedrooms in Annapolis, MD less than 2 miles to Naval Academy.
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Perfect home for families traveling to Annapolis! Your family will be close to everything when you stay at this central ...
From $597 per night (USD)
VRBO
Click For Pricing
Expedia
Peaceful 3BR Severn Home w/ Foosball
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This spacious and thoughtfully designed 3-bedroom, 2-bathroom retreat offers comfort, convenience, and privacy—perfect f ...
Click For Pricing
Expedia
From $255 per night (USD)
VRBO
Waterfront 2-bedroom condo in Eastport, Annapolis with private parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located just half a block from Spa Creek Draw Bridge, this first-floor condo offers water views and a relaxed, upscale a ...
From $255 per night (USD)
VRBO
From $978 per night (USD)
Expedia
Annapolis Halloween Escape!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Come visit The GOAT Getaway...... • walk to Navy Memorial Stadium - less than 1/2 mile • short 1 1/2 mile drive or walk ...
From $978 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Boutique Historic Cedar Home 2 blocks from the Waterfront, USNA and Main Street
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Step into Annapolis history at this beautifully restored three-story cedar home. Built in the late 18th century, this pr ...
From $673 per night (USD)
VRBO
From $896 per night (USD)
Expedia
Steps from the Waterfront with Private Backyard at Historic Philip Clayton House
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Historic Philip Clayton House – Downtown Annapolis Retreat Step into Annapolis history at the Philip Clayton House, a l ...
From $896 per night (USD)
Expedia
From $1396 per night (USD)
VRBO
3-bedroom boat in amazing Annapolis with AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy a soothing stay on this boat in Annapolis. This superb 3-bedroom boat features 3 queen beds, heating, and AC. Each ...
From $1396 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Luxury 3-bed Townhome W/Modern finishes & Easy access to Baltimore &Annapolis.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your home away from home in the heart of Glen Burnie’s desirable Primrose community. This beautifully designe ...
From $251 per night (USD)
Expedia
From $562 per night (USD)
VRBO
Newly Renovated Eastport Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Annapolis, this lovely house features 2 queen bedrooms, 2 bathrooms with showers, and a cozy living room with ...
From $562 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Waterfront private In-law apartment, 10 minutes from Downtown Annapolis.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Boat show vendors and visitors!!! This quiet waterfront Annapolis apartment features a queen bed, double futon, Full ki ...
From $399 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Entire Home in Glen Burnie - 3 Bedroom with Backyard
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stay comfortably in Glen Burnie at this 3-bedroom house. The bedrooms feature 2 queen beds and 1 full bed, ensuring a fa ...
From $342 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Serene Boutique Home near Annapolis Downtown/USNA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
10 mins Annapolis | United States Naval Academy A Serene, Family-Friendly Retreat Near the Water. 3BR, 2BA haven nestled ...
From $402 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Consider this house your home away from home while you visit North Beach. This adorable property features 3 bedrooms - o ...
From $412 per night (USD)
VRBO
From $762 per night (USD)
Expedia
Walk Everywhere From New Eastport Cape Cod with High-End finishes and Gourmet Kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Eastport Cape Cod – Walk to Downtown Annapolis Welcome to your Annapolis retreat! This all-new Cape Cod in the heart of ...
From $762 per night (USD)
Expedia
From $677 per night (USD)
VRBO
Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
In the shade of the Maryland Statehouse, this historic home has welcomed family, friends, and travelers for more than 17 ...
From $677 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Charming Stay Near the Bay- w/Beach Passes!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax in this charming pet friendly 3BR, 2BA North Beach retreat- perfect for families, couples, and small groups. Walk ...
From $284 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Private Severna Park Getaway Near Annapolis!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Enjoy the very best of Severna Park from the comfort & convenience of this upgraded private retreat! Perfectly situated ...
From $218 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Pet Friendly Annapolis Stay Walk to DTA & Stadium
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Enjoy the best of Annapolis from this centrally located, pet-friendly home. Walk to Downtown Annapolis, Navy ta ...
From $353 per night (USD)
VRBO
From $320 per night (USD)
VRBO
1 Block to USNA Stadium: Modern Annapolis Home!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Central Location | New Build | In-Unit Laundry | Fire Pit | 2 Mi to USNA Settle into this Annapolis vacation rental tha ...
From $320 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Custom Studio Efficiency apartment with AC easy accces to Annapolis and USNA.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quiet furnished, double bed, kitchenette, private full bathroom quiet and private studio in home 10 minutes from Downto ...
From $285 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Eastport Private Suite – 1 mi to USNA & Downtown, Near Boat Shows & Comm Week
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to The Goat House, a secure and modern private suite in Eastport, just 1 mile from the U.S. Naval Academy and mi ...
From $380 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Stunning 2-Bedroom loft apartment in waterfront community near BWI
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
*Cozy 2BR Loft in Point Pleasant* Enjoy a stylish loft with full kitchen, queen bed +daybed with trundle that turns int ...
From $204 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Waterfront Condo with Views of Annapolis, Pool & Prime Eastport Location
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Wake up to sparkling water views and the charm of historic Annapolis right outside your window. This 3rd-floor waterfron ...
From $509 per night (USD)
VRBO
From $141 per night (USD)
Expedia
Charming 2-bedroom house with fitness room and AC in Glen Burnie
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this lovely house in picturesque Glen Burnie. This cozy retreat features 2 soothing bedrooms with queen beds, ...
From $141 per night (USD)
Expedia
From $967 per night (USD)
VRBO
North Beach Bayview Retreat with bay views
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Gather your crew at this spacious 3600 sq ft 4-story retreat with bay views—less than a 4 minute stroll to the North Bea ...
From $967 per night (USD)
VRBO
From $308 per night (USD)
VRBO
Neon Moon Beach Cottage a Tranquil 2-bedroom house in North Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your cozy getaway awaits in North Beach at this marvelous house. Perfect for groups of friends or family, this home offe ...
From $308 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Welcoming 2-bedroom house with AC in Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Get ready to relax in this 2-bedroom house in Annapolis. This delightful property features 2 king bed, AC, heating, and ...
From $238 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Charming 4-bedroom 3-bath house with AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Escape to this brilliant house in picturesque Pasadena. With 4 cozy bedrooms including 2 queen beds, 1 twin bed, 1 full ...
From $274 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Spacious & Relaxing Glen Burnie Home! Perfect for Families!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Your home away from home in Glen Burnie with 3 bedrooms. This wonderful house features 2 queen beds and 1 full bed, perf ...
From $256 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Fabulous 5-bedroom house with AC in charming Annapolis
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Looking to explore Annapolis and live comfortably on a budget? This cozy square house will be just right for you! The si ...
From $655 per night (USD)
Expedia

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