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 $682 per night (USD)
VRBO
Waterfront dog-friendly home with beach just mins to Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season Watch the sunrise on the private beach at Oh Happy Bay. The quain ...
From $682 per night (USD)
VRBO
From $792 per night (USD)
Expedia
BY THE BAY
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
WATER, WATER everywhere! Our home is centrally located to all the water Bay Ridge has to offer. Our home is located jus ...
From $792 per night (USD)
Expedia
From $896 per night (USD)
VRBO
BAY RIDGE MODERN HOME WITH VINTAGE CHARM
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful spacious modern family home with vintage charm. A great gathering spot for family or just wanting to spend som ...
From $896 per night (USD)
VRBO
From $582 per night (USD)
VRBO
3 bdrm close to city center, great yard & parking!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Approx .7 mile to stadium, 1.4 to Naval Academy. Walk to free shuttle at Park Place and to great coffee every morning fr ...
From $582 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Spacious home in historic Annapolis, near USNA
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Located in Annapolis, enjoy what this 3-bedroom house has to offer. With 2 queen beds and 2 twin bed, guests can relax i ...
From $402 per night (USD)
VRBO
From $1276 per night (USD)
VRBO
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)
VRBO
$Upscale home in Eastport \/ Annapolis$
From $1375 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 $1375 per night (USD)
VRBO
$Historic Luxury Steps to USNA + Vibrant Waterfront\n$
From $1211 per night (USD)
VRBO
Historic Luxury Steps to USNA + Vibrant Waterfront\n
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Fair Winds, a beautiful, spacious and sunlit historic home on gorgeous Prince George Street in the heart of d ...
From $1211 per night (USD)
VRBO
From $365 per night (USD)
VRBO
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 $365 per night (USD)
VRBO
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Expedia
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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Expedia
From $532 per night (USD)
VRBO
Darling 2 BR home with parking in the sought after Murray Hill section of Historic Annapolis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
STR22-145187 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $532 per night (USD)
VRBO
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Expedia
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
Bedrooms:
3
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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Expedia
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VRBO
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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VRBO
$Visit Annapolis Spring\/Summer 2025, 1B\/1B Apt, Pristine, Peaceful, Walkable$
From $232 per night (USD)
VRBO
Visit Annapolis Spring\/Summer 2025, 1B\/1B Apt, Pristine, Peaceful, Walkable
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment with its own separate lower level entrance. This lovely ...
From $232 per night (USD)
VRBO
From $386 per night (USD)
VRBO
NEW Eastport Bungalow walkable to USNA, Restaurants, & Historic Annapolis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be 1mi. to Main Street & Downtown Annapolis home of the US Naval Academy (ask about our Navy family di ...
From $386 per night (USD)
VRBO
From $155 per night (USD)
Expedia
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
STR-146397 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CO ...
From $155 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Private deck, backyard and dog-friendly just 12 minutes to Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Visit the magic of Annapolis during the Holiday Season This charming farmhouse cottage in Severna Park is a family-frien ...
From $565 per night (USD)
VRBO
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Expedia
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
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Expedia
From $1321 per night (USD)
VRBO
Waterfront Estate Annapolis - Beautiful Views - Dock & Boat Slip - Pet Friendly
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
Brand New Construction with over 8000 sf finished October 2023 in a private family subdivision at the end of an exclusiv ...
From $1321 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Eastport apartment with gourmet kitchen, backyard and parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Visit the magic of Annapolis during the Holiday Season This beautifully upgraded one-bedroom apartment on the 1st floor ...
From $356 per night (USD)
Expedia
From $189 per night (USD)
VRBO
House with 3 beds 2 bedrooms and backyard
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
26 miles from US Capitol in Washington DC and 2 miles from Historic downtown of Annapolis; 2.3 miles from US Navy Academ ...
From $189 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Walk to restaurants from large luxury home, shops and stadium in West Annapolis
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season Welcome to this luxury craftsman-style home in West Annapolis, on ...
From $670 per night (USD)
Expedia
$Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.$
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VRBO
Cozy cottage, Bayridge neighborhood for rent. 2 bedrooms, 1 1\/2 bathrooms.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy cottage in a serene setting. A week spent in this cottage will decompress, reset, and rejuvenate. 100 year old Cott ...
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VRBO
$Two-story retreat near the harbor with a washer\/dryer, patio, & gas fireplace$
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Expedia
Two-story retreat near the harbor with a washer\/dryer, patio, & gas fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Eastport Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
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Expedia
From $715 per night (USD)
VRBO
Luxe Houseboat: Breathtaking Skyline 360 Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
| OVERVIEW | Welcome to FLOHOM 1 | Bay Escape, your home away from shore! Our luxury houseboat is docked at the premie ...
From $715 per night (USD)
VRBO
From $662 per night (USD)
Expedia
The Crabby Patty- Your Downtown Annapolis getaway
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our vacation rental nestled in the heart of Downtown Annapolis. Immerse yourself in the rich history and vibr ...
From $662 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Pet Friendly - Stone's throw from City Dock w private back patio, parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Visit the magic of Annapolis during the Holiday Season This well-appointed recently-renovated home in the heart of Annap ...
From $414 per night (USD)
VRBO
$Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit - centrally located$
From $379 per night (USD)
Expedia
Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit - centrally located
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $379 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Annapolis Retreat - 7 mins from downtown Annapolis!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Welcome to this charming five-bedroom, two-bathroom escape nestled in the Hillsmere Shores neighborhood of Annapolis. Ju ...
From $553 per night (USD)
VRBO
From $1575 per night (USD)
Expedia
USNA Luxury Home in Downtown Annapolis with local garage parking
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Steps to the academy and downtown. 1 parking spot included for guests in a garage just steps from our home. We pay for ...
From $1575 per night (USD)
Expedia
From $470 per night (USD)
VRBO
Annapolis House Minutes from Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
This Quiet peaceful location with Spacious 4 bedroom, 2 full and 1 half bath is just 3 miles from Downtown Annapolis. Pe ...
From $470 per night (USD)
VRBO
From $334 per night (USD)
Expedia
The Carrollton Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this charming 2 bedroom, 1.5 bathroom cottage home conveniently located within walking distance of Downtown Annapo ...
From $334 per night (USD)
Expedia
From $721 per night (USD)
VRBO
Cozy Annapolis Abode: 507 Schley Rd Vacation Rental, Minutes from Downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Property Highlights: This lovely 4-bedroom home boasts 3 full bathrooms and room to comfortably sleep up to 10 people. ...
From $721 per night (USD)
VRBO
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Expedia
Amazing townhome in Annapolis, near Restaurants, USNA, Shopping centers, & more
Bedrooms:
4
Bathrooms:
3
Sleeps:
3
Amazing three bedroom townhome with Masters suite(with full bathroom), and 2 additional bedrooms with access to one full ...
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Expedia
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VRBO
Spend Commissioning Week Here: Walk to Yard, Pool, Hot Tub, Kayaks, and more...
Bedrooms:
3
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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VRBO
From $2475 per night (USD)
Expedia
Spacious 6-bedroom home with pool in quiet neighborhood near USNA.
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
The perfect home away from home during USNA's Commissioning Week. Located just over a mile from USNA across the Naval Ac ...
From $2475 per night (USD)
Expedia
From $1187 per night (USD)
VRBO
Historic Annapolis Treasure
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $1187 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Dean Street Delight - Pristine Home in Historic Annapolis with Parking
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
This enchanting house in Annapolis offers a nautical themed retreat in the Historic District . Featuring an open floor ...
From $420 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Mins to Downtown Annapolis in Waterfront community at Family and Pet friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Visit the magic of Annapolis during the Holiday Season Just minutes from Downtown Annapolis, this charming Cape is locat ...
From $413 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Walk everywhere from Villa with multiple suites, dining spaces, parking
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Visit the magic of Annapolis during the Holiday Season Welcome to Naptown Villa! This charming fully-renovated home in d ...
From $721 per night (USD)
Expedia
From $698 per night (USD)
VRBO
Deep water private pier and Minutes to Annapolis from renovated waterfront home with
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Visit the magic of Annapolis during the Holiday Season Prepare to be spoiled at this custom-renovated luxury waterfront ...
From $698 per night (USD)
VRBO
From $600 per night (USD)
Expedia
Spacious 2-Unit Home with Parking, Private Backyard, and Dog-Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your perfect getaway in the heart of Eastport, Annapolis! This beautifully restored 2-unit building offers fl ...
From $600 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Walk to Navy stadium and restaurants from Captain’s Crossing Cape with Private deck and backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Visit the magic of Annapolis during the Holiday Season Welcome to this mid-century modern, Cape Cod in West Annapolis. T ...
From $432 per night (USD)
VRBO
$Annapolis 4 BR House w\/ Cottage and Gameroom$
From $608 per night (USD)
VRBO
Annapolis 4 BR House w\/ Cottage and Gameroom
Bedrooms:
4
Bathrooms:
4
Sleeps:
13
This is the perfect house for your family friendly visit to Annapolis, MD Enjoy everything the sought after Eastport ne ...
From $608 per night (USD)
VRBO
From $946 per night (USD)
VRBO
Huge deck overlooking water
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Renovated, charming Annapolis home on half-acre lot fronting Burley Creek. Just a short paddle to Whitehall Bay and expa ...
From $946 per night (USD)
VRBO
From $1361 per night (USD)
Expedia
Beautiful waterfront home on The Chesapeake Bay with private dock & beach access
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Annapolis Bay Ridge Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $1361 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Beautiful Cottage Style Home in Quiet Downtown Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This is a beautiful house for your stay in Annapolis! This large fully renovated house is just off West Street, 1.5 mil ...
From $589 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Historic Home with Parking Steps From Capital & USNA
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to this vibrant downtown Annapolis oasis—a unique purple parallelogram with a parking spot. From the front door, ...
From $292 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Go Navy West Annapolis home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two-bedroom home in West Annapolis is a charming residence that boasts a spacious back yard, providing ample outdoo ...
From $445 per night (USD)
VRBO
$Nautical-themed home with four bedrooms, bright interior, deck, W\/D, and AC$
From $736 per night (USD)
Expedia
Nautical-themed home with four bedrooms, bright interior, deck, W\/D, and AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The Robins Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $736 per night (USD)
Expedia
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VRBO
Mulberry's Gem
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is your home away from home. All the comforts you could need. The open concept living space is the perfect spot to ...
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VRBO
From $432 per night (USD)
Expedia
Eastport Cozy Charmer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our cottage home- the perfect location for your family & friends to enjoy Naval Academy events, boat shows, s ...
From $432 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Quiet dog-friendly suburban home with patio, grill, yard, kitchen, & Pack-N-Play
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Admiral's Glen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $402 per night (USD)
VRBO
From $1368 per night (USD)
Expedia
Walk Everywhere! Your Ultimate Annapolis Retreat on Horn Point
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to your ideal rental property at 125 Chester Avenue, located in the desirable neighborhood of Horn Point in Annap ...
From $1368 per night (USD)
Expedia
From $2420 per night (USD)
VRBO
Beautiful 6 BR home on quiet, secluded lot, overlooking the Severn River
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
STR00749 - Heaven on the Severn ï¿½ THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED ...
From $2420 per night (USD)
VRBO
From $1264 per night (USD)
Expedia
Beautiful colonial only 3 miles to the Naval Academy!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Beautiful colonial perfect for Naval Academy commissioning week! Bedrooms 6 - Baths: 2.5 Sleeps 11 comfortably. Finish ...
From $1264 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Belle By the Bay- Great location and parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
As soon as you enter this beautiful two-floor home, you'll be greeted by the modern yet very comfortable open-concept de ...
From $333 per night (USD)
VRBO
$Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D$
From $614 per night (USD)
Expedia
Waterfront home with scenic porches, yard, grill, jetted tub, central AC, & W\/D
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Salty Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $614 per night (USD)
Expedia
From $423 per night (USD)
VRBO
Serene, riverfront home with deck, balcony, kitchen & fireplace - dog-friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Severn View of Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $423 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Modern studio apartment 5 minute walk to downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Modern efficiency apartment with king bed, seating area with 2 recliner chairs for watching TV. Set up for remote work ...
From $368 per night (USD)
VRBO
From $1013 per night (USD)
VRBO
Stunning, Large Historic Annapolis Home, Steps to Academy and Downtown.
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The location is ideal - one short block to USNA Gate 3, and just 4 blocks to the downtown waterfront. Enjoy the eleganc ...
From $1013 per night (USD)
VRBO
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Expedia
Hideaway in the middle of everything
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Clean, spacious Eastport cottage in a prime location to downtown Annapolis and the United States Naval Academy. Both are ...
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Expedia
From $492 per night (USD)
VRBO
Townhouse with multiple gathering spaces, 1 block to Capital Bldg and free parking
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Visit the magic of Annapolis during the Holiday Season Welcome to Naptown Nook, conveniently located in downtown Annapol ...
From $492 per night (USD)
VRBO
From $715 per night (USD)
Expedia
MODERN 2022 NEWLY BUILT TOWNHOME
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Enjoy a stylish experience at this centrally-located and newly-built (2022) Eastport Annapolis townhome. Spacious two li ...
From $715 per night (USD)
Expedia
$Picturesque home with yard, central AC, washer\/dryer & cable$
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VRBO
Picturesque home with yard, central AC, washer\/dryer & cable
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Stadium Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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VRBO
From $395 per night (USD)
Expedia
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Come enjoy a relaxing stay in our coastal waterfront cottage in Epping Forest! Just steps from a community pier perfec ...
From $395 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Cozy Home in Beautiful Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Keep it simple at this peaceful and centrally located Annapolis home. It has all the amenities and essentials of a home ...
From $286 per night (USD)
VRBO
$Charming brick home with patio, WiFi, AC, & W\/D - walk to everything$
From $324 per night (USD)
Expedia
Charming brick home with patio, WiFi, AC, & W\/D - walk to everything
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Little House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $324 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Pristine Downtown 1-Bedroom Steps from State House
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy your stay in the heart of Annapolis's historic district, steps away from the Maryland State House and a few minute ...
From $250 per night (USD)
VRBO
From $1349 per night (USD)
VRBO
Gatehouse Annapolis
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Enjoy the beauty and convenience of Historic Downtown Annapolis and the U.S. Naval Academy. This 5 BR/ 4.5 baths home of ...
From $1349 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
The Chesapeake Bay awaits you at this Annapolis vacation rental! 'Admiral's Post' is situated under 4 miles from the cit ...
From $433 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Five blocks to Naval Bagels, Agave, Chessie's Wharf, Evelyn's, Bean Rush Cafe, Rutabagas, Grauls Groceries and other sho ...
From $210 per night (USD)
Expedia
$Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK$
From $461 per night (USD)
VRBO
Riverfront home with multiple decks, central AC, washer\/dryer - two dogs OK
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Chase Creek Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $461 per night (USD)
VRBO
From $1266 per night (USD)
Expedia
3-story, dog-friendly home near beaches with home theatre, grill & gaming tables
Bedrooms:
7
Bathrooms:
6
Sleeps:
15
Bella Chateau Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1266 per night (USD)
Expedia
From $755 per night (USD)
VRBO
Newly renovated downtown home with patio, gas grill, and gas fireplace
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Blue Angel's Nest Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $755 per night (USD)
VRBO
From $1155 per night (USD)
Expedia
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
Bedrooms:
6
Bathrooms:
8
Sleeps:
18
Waterside with it All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1155 per night (USD)
Expedia
From $834 per night (USD)
VRBO
Updated historic home with parking; near Academy, college & harbor - central AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Anchors Aweigh Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $834 per night (USD)
VRBO
$Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D$
From $832 per night (USD)
Expedia
Spacious beachfront home with decks, gas grill, wet bar, gas fireplace, and W\/D
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Ship's Bridge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $832 per night (USD)
Expedia
From $1489 per night (USD)
VRBO
Renovated historic home with courtyard, balcony, grill, great downtown location
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Submariners Gate Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1489 per night (USD)
VRBO
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Expedia
Beach House (Annapolis) Bay Ridge Community
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Relax on the front porch while enjoying sweeping views of the Chesapeake Bay. Enjoy the beach right in front of house. P ...
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Expedia
From $411 per night (USD)
VRBO
Downtown furnished apartment - walking distance to restaurants
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Church owned 2nd Floor apartment in historic house - fully furnished - eat-in kitchen, dining room and living room - has ...
From $411 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Beautiful Home close to it all.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
This cozy yet spacious home offers 3 queen beds, a twin over full bunk bed with a pull out trundle, 2 full baths, 2 kitc ...
From $412 per night (USD)
Expedia
From $2685 per night (USD)
VRBO
Lakefront home with private dock, deck, hot tub, firepit, Ping-Pong, large yard
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Base Camp on the Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2685 per night (USD)
VRBO
From $1649 per night (USD)
Expedia
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The Morning Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1649 per night (USD)
Expedia
$Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D$
From $2247 per night (USD)
VRBO
Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2247 per night (USD)
VRBO
From $1530 per night (USD)
Expedia
Dog-friendly riverfront home with dock, 2 balconies, waterside patio, & grill
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
The Master Shipwright Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1530 per night (USD)
Expedia
From $624 per night (USD)
VRBO
2-story downtown home with enclosed yard, deck, firepit, gas grill & fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Harrison Hall Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $624 per night (USD)
VRBO
$Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis$
From $435 per night (USD)
Expedia
Historic & sunny home w\/ Fireplace steps from USNA & Downtown Annapolis
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This beautiful 3-bedroom, 2.5 bath home built in 1900 is located on Prince George Street, one block from Annapolis City ...
From $435 per night (USD)
Expedia
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VRBO
Indoor Soft Hot Tub - Family Stay @ The Cape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make some memories at this unique and family-friendly place. Family Friendly Staycation fully outfitted to accommodate ...
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VRBO
From $348 per night (USD)
Expedia
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in the heart of Annapolis' historic district sits this one bedroom, 1.5 bath cozy apartment. A mere stone's thr ...
From $348 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Quiet Home Close to Downtown Annapolis and Parks
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $321 per night (USD)
VRBO
From $748 per night (USD)
Expedia
West Annapolis Cottage
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
CONTACT OWNER FOR CW2024/2025 RATES/BOOKING! Recently renovated, this is the perfect location for your family & friends ...
From $748 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Annapolis Garden Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our little oasis! We're tucked away on a beautiful residential street yet 7 minutes away from restaurants, co ...
From $261 per night (USD)
VRBO
Click For Pricing
Expedia
Cheerful 1 bedroom w pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy one bedroom with pool outdoor eating space and expansive yard for the kids to play in. Private bedroom, bathroom, a ...
Click For Pricing
Expedia
Click For Pricing
VRBO
New Private Bdrm & Bath in Eastport (walk to Downtown Annapolis)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A brand new, clean pied-a-terre just a walk away from downtown Annapolis! Enjoy Commissioning Week/Blue Angels, Boat Sho ...
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VRBO
From $303 per night (USD)
Expedia
Charming Historic Townhouse Steps From USNA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our charming home nestled next to the prestigious Naval Academy in Annapolis. This inviting 1-bedroom, 1-bath ...
From $303 per night (USD)
Expedia
Click For Pricing
VRBO
Historic Annapolis Home, Convenient to Downtown!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Historic Annapolis home convenient to downtown, restaurants, shopping, commuter routes and public transportation! -0.5 ...
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VRBO
From $370 per night (USD)
Expedia
Adorable home steps from Navy Stadium!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Can’t beat the space and location of this property for your trip to Annapolis! Just a block away from Navy Stadium for a ...
From $370 per night (USD)
Expedia
From $1455 per night (USD)
VRBO
Stunning Waterfront Home in Round Bay with multiple living spaces
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Visit the magic of Annapolis during the Holiday Season Available for Boat Shows! Ask us about the option to add on the 5 ...
From $1455 per night (USD)
VRBO
From $361 per night (USD)
Expedia
Historic Downtown House with Off Street Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park you ...
From $361 per night (USD)
Expedia

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