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 $626 per night (USD)
VRBO
Restriction Retreat - Relax & walk to Main St
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Restriction Retreat, where trouble checks in. Treat yourself and your family to five-star amenities, an u ...
From $626 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Coastal Chesapeake cottage in Eastport
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to our newest listing - The Coastal Cottage on Chesapeake located in the Maritime community of Eastport . This b ...
From $531 per night (USD)
VRBO
From $1548 per night (USD)
VRBO
Welcoming Waterfront Luxury Estate for Family, Friends, and Pets in Annapolis
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Large Waterfront Family Estate House in an Old Oak Forest at the end of a private gated Community in Annapolis. Architec ...
From $1548 per night (USD)
VRBO
From $909 per night (USD)
Expedia
Steps to USNA with Large Private Patio & Free Off-Site Parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Stay in this restored historic Annapolis home, located just steps from both USNA Gates 1 and 3. The proud Navy graduate ...
From $909 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $278 per night (USD)
VRBO
From $469 per night (USD)
Expedia
Luxury Gourmet Kitchen with Backyard and Parking at 1st floor Eastport Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This beautifully upgraded one-bedroom apartment on the 1st floor of a two-flat is just steps from local popular restaura ...
From $469 per night (USD)
Expedia
From $278 per night (USD)
VRBO
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property is 2 bedrooms and 1 bathroom furnished with brand new furniture. Bedrooms have fitted with comfortable queen si ...
From $278 per night (USD)
VRBO
From $1240 per night (USD)
Expedia
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
The Oaks Inn is an exceptional well-kept home, nestled in the heart of Historic Downtown Annapolis, that seamlessly comb ...
From $1240 per night (USD)
Expedia
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VRBO
Stunning Waterfront Home with Incredible Views
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Perfect home for a family getaway, Commissioning Week or Boat Show event. Room for all to sleep, gather and play in thi ...
Click For Pricing
VRBO
From $1099 per night (USD)
VRBO
New home in historic Eastport! Steps from restaurants, retail, and more.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Virtual tour: https://cquh.short.gy/eastportretreat Welcome to our charming Eastport retreat in Annapolis, Maryland – w ...
From $1099 per night (USD)
VRBO
From $174 per night (USD)
VRBO
2 BR home on quiet street in Eastport with lovely screened porch.
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
RENT-004550-2024 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE B ...
From $174 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Summer Special in Annapolis! Pristine, Peaceful, Walkable 1B/1B Apt. Sleeps 4.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Fox Haven, a bright, pristine 1 Bed/1 Bath apartment that sleeps 3-4 adults comfortably and has its own separ ...
From $238 per night (USD)
Expedia
From $482 per night (USD)
VRBO
vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this delightful three-bedroom getaway nestled within the ancient Annapolis historical area! Nestled just a 17-m ...
From $482 per night (USD)
VRBO
From $1141 per night (USD)
Expedia
Stunning Craftsman Steps to Downtown Annapolis & Spa Creek with Game Room, Parking and Backyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Walk to Everything Ideal for Families & Groups Welcome to your Eastport escape! Stay in this stunning, professionally d ...
From $1141 per night (USD)
Expedia
Click For Pricing
VRBO
Large House Downtown Annapolis with 2 Hot Tubs and 4 parking places
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This Navy Themed house is located jn downtown annapolis, walking distance to all the shops and restaurants in annapolis ...
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VRBO
From $1364 per night (USD)
VRBO
Fabulous Waterfront Contemporary with Rooftop Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
15
RENT-000856-2025 THIS PROPERTY IS MANAGED BY ANNAPOLIS ACOCMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL A TEAM M ...
From $1364 per night (USD)
VRBO
From $251 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 $251 per night (USD)
VRBO
Click For Pricing
Expedia
Beautifully Furnished Home, Steps to USNA Stadium, Walk to Downtown Annapolis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 BR/3 Bath home is literally steps from the USNA Stadium (graduation) and within walking distance of downtown Anna ...
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Expedia
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
From $717 per night (USD)
Expedia
Charming 3-bedroom house with AC and WiFi in enchanting Annapolis/Eastport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay comfortably in Annapolis at this 3-bedroom house. With 1 king bed, 1 queen bed, and 1 full bed, this tremendous pro ...
From $717 per night (USD)
Expedia
From $460 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 $460 per night (USD)
VRBO
Click For Pricing
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 ...
Click For Pricing
Expedia
From $543 per night (USD)
VRBO
Ahoy! Game Room, Screened Porch, Yard Mins to DTA
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to The Buccaneer, a family-friendly home located just 3 miles from Historic Downtown Annapolis and Eastport. Thi ...
From $543 per night (USD)
VRBO
From $3306 per night (USD)
VRBO
Stunning remodel in Murray Hill
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to 9th wing (USNA reference for the boat schoolers out there!) We just completed renovations on this spacious h ...
From $3306 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Darling 2 BR home with parking in the sought after Murray Hill section of Historic Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
STR22-145187 THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CON ...
From $590 per night (USD)
VRBO
From $787 per night (USD)
Expedia
Brand New Spacious Luxury Home
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
This brand-new build luxury home in Eastport close to downtown Annapolis has everything you and your guests (up to 16 to ...
From $787 per night (USD)
Expedia
From $472 per night (USD)
VRBO
Stylish & New, Pet Friendly Fenced Yard, Walkable Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This stunning detached home, designed by Stylish Stays, is the perfect place for a stay in THE HEART of Annapolis. This ...
From $472 per night (USD)
VRBO
$Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n$
From $328 per night (USD)
Expedia
Vintage Retreat: 5 minute walk to downtown, Naval Academy, Stadium and more.\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Immerse yourself in the rich history of Annapolis at our century-old home in Presidents Hill. With 3 bedrooms, 2 baths, ...
From $328 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Downtown Pinkney House w/Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: The Pinkney house is a 2 bedroom, 2.5 bath town home boasts an unparalleled location within close proximity to ...
From $461 per night (USD)
VRBO
From $1028 per night (USD)
Expedia
Stay Mins from Annapolis in Luxury Waterfront Home on Deep Water w Private Pier & Gourmet Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Prepare to be spoiled at this custom-renovated luxury waterfront retreat! This beautifully detailed home offers serene v ...
From $1028 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Maryland Inn King, Historic Inns, Fireplace, Elegant Dining, Waterfront Proximity
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $114 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy the close proximity to all Annapolis has to offer at this row house located next to college creek. Nicely decorat ...
From $295 per night (USD)
Expedia
From $986 per night (USD)
VRBO
Annapolis Coastal Dreamcation - Hot Tub, Private Dock & Close to Everything!
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Welcome to Severn Grove Cove, a 6000 s/f secluded 5 bedroom waterfront gem (sleeps 15) with a private dock, hot tub, hug ...
From $986 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Walk to Everything - Historic Art’s District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
HISTORIC ANNAPOLIS/ART’S DISTRICT Built in 1898, “John Stevens House” in sought-after neighborhood of President’s Hill ...
From $426 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Mins to Downtown in Waterfront community at Pet-friendly Pinecrest Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just minutes from Downtown Annapolis, this charming Cape is located in a quiet water-privileged neighborhood with easy a ...
From $504 per night (USD)
VRBO
From $1085 per night (USD)
Expedia
On-Site Parking, Steps to USNA Gate 3 and Private Patio at Historic Gatehouse
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Historic Charm Across from the Naval Academy Nestled in the heart of Downtown Annapolis, this spacious 5-bedroom, 4.5-ba ...
From $1085 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Walk everywhere in Annapolis from 1st floor dog-friendly apartment with parking and backyard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This beautifully-restored 1 bedroom apartment is on the lower level of a 2-unit building in the charming Eastport neighb ...
From $484 per night (USD)
VRBO
From $718 per night (USD)
Expedia
Stay at Waterfront Home with Pier & Community Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the perfect waterfront escape near Annapolis! This charming 3-bedroom, 2-bathroom home offers stunning waterfro ...
From $718 per night (USD)
Expedia
From $1790 per night (USD)
VRBO
Spacious Converted Carriage House in Historic District near USNA
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Relax in this updated and sophisticated house near the USNA in Annapolis with the largest garden in downtown. This tranq ...
From $1790 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Stay in Historic apartment 2 blocks from Main St with parking - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Still available for Commissioning Week 2025! Stay right in the heart of Historic Annapolis, just 2 blocks from Main Str ...
From $483 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
In the heart of Annapolis, where the bay breeze blows, Stands a small cottage, the Captain's Quarters, a peaceful repos ...
From $312 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Historic dog-friendly home 2 blocks to Main St
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a hotel suite wit ...
From $437 per night (USD)
Expedia
From $808 per night (USD)
VRBO
Private 4-bedroom house in Annapolis, great location!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Your home away from home in Annapolis with 4 bedrooms. Under 2 miles to the Naval Academy! This spacious home is located ...
From $808 per night (USD)
VRBO
From $1180 per night (USD)
Expedia
All Newly-Designed Water Views, Expansive Yard, Steps to Restaurants and Downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Welcome to your Eastport escape! This newly decorated custom home has everything—Severn River views, a huge private ya ...
From $1180 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Mins to DTA - King Beds - Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect Springtime getaway in the heart of Annapolis! This open-concept home is designed with family gat ...
From $612 per night (USD)
VRBO
From $1340 per night (USD)
Expedia
Downtown Annapolis Duke's House
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: This newly renovated 4-bedroom, 3.5 bathroom home is perfectly situated in the heart of historic downtown Anna ...
From $1340 per night (USD)
Expedia
Click For Pricing
VRBO
Townhome steps from Main St. with private backyard patio & parking
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
Welcome to City Gate, conveniently located in downtown Annapolis, just steps from all the shops and restaurants in the H ...
Click For Pricing
VRBO
From $461 per night (USD)
Expedia
Steps to Marinas & Shops w Parking in Eastport
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Eastport's Third Time's the Charm – Steps from Marinas, Dining, and Historic Annapolis This beautiful home is located in ...
From $461 per night (USD)
Expedia
From $531 per night (USD)
VRBO
Charming on Charles
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our elegant stand alone charming home on Charles Street in Historic Annapolis . This 3 bedroom 2.5 bath is ju ...
From $531 per night (USD)
VRBO
From $944 per night (USD)
Expedia
Historic Annapolis Treasure
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Entire Home in Historic Downtown Annapolis Forget your worries in this spacious and serene enchanting Victorian home in ...
From $944 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Walking distance to Navy Stadium! No cleaning fees!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This centrally located 3-story rental is steps away from everything Annapolis offers! Whether you're in town to explore ...
From $457 per night (USD)
VRBO
From $540 per night (USD)
VRBO
Darling on Dean Street- Nautical home w parking
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Ideally located between the vibrant West Street and the historic Main Street, our downtown Annapolis home offers easy ac ...
From $540 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Charming 4-bedroom house 2 blocks from the Navel Academy Stadium
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This 4-bedroom house in Annapolis is perfect for your escape to relaxation. With 4 queen beds and 3 bathrooms equipped w ...
From $554 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Marymont Cottage in awesome Annapolis walking distance to local pub!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Discover this adorable 3-bedroom gem in Annapolis, just across the creek from sought after West Annapolis. This charming ...
From $479 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Newly Renovated Downtown Annapolis Charm - Game Room, Patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Home in the Historic District! You will be in the heart of downtown Annapolis. Walk to USNA, St. John's College, the St ...
From $381 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom bungalow in Annapolis is perfect for your escape. With 2 full beds and 1 full sofa bed in the 3rd room. I ...
From $353 per night (USD)
Expedia
From $665 per night (USD)
VRBO
Admiral's Abode - Charming Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming 4-bedroom, 3-bath home in the heart of downtown Annapolis! This beautifully updated property is steps from the ...
From $665 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Spacious 5 BR house - 5 Min Walk to N-MC Stadium!
Bedrooms:
3
Bathrooms:
3
Sleeps:
15
Summary: This charming 5 BR (3x true bedrooms and 2x basement rooms with bunk beds) home is conveniently located in Anna ...
From $535 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Charming Historic Row House in The Heart of Eastport's Horn Point
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this stunning historic rowhouse located in the charming and highly sought-after neighborhood of Horn Point Ea ...
From $482 per night (USD)
VRBO
From $533 per night (USD)
Expedia
All Star Annapolis Retreat - Walk to Stadium
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Summary: Welcome to our Town- House in Annapolis Maryland. This charming 1.5-story retreat offers 2,400 square feet of ...
From $533 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Newly renovated in DTA w parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3-bedroom, 2.5-bath single-family home mixes modern renovations with 1896 classic charm. It's been decorated with u ...
From $468 per night (USD)
VRBO
From $735 per night (USD)
VRBO
Charming Bay Ridge Cottage with Chesapeake Bay Views – Just Steps to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to The Yellow Annapolis Cottage: A Chesapeake Getaway with Stunning Bay Views Welcome to our Bay Ridge Yellow C ...
From $735 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Less than 1 mile to Navy Stadium, Fenced-in Yard and Dog-Friendly Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
A new home but managed by experienced hosts, iTrip Annapolis, dedicated to exceptional hospitality. Discover the perfect ...
From $602 per night (USD)
VRBO
From $583 per night (USD)
Expedia
Stay in the Heart of Annapolis on King George Street Steps to USNA Gate 1 & Main Street
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Your Historic Annapolis Retreat! Discover this newly-renovated and professionally-decorated gem on the presti ...
From $583 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Family/Group Retreat Near USNA stadium & Downtown Annapolis; Private yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
ALL NEW! Just minutes from USNA Stadium, downtown Annapolis and US Naval Academy, MBA Homes' Nautical Oasis is perfect f ...
From $505 per night (USD)
VRBO
From $541 per night (USD)
Expedia
Unique 2-Bedroom Condo in Renovated Parish House
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into a truly exceptional condo nestled in a beautifully preserved historic church, just two blocks from the U.S. Na ...
From $541 per night (USD)
Expedia
From $836 per night (USD)
VRBO
Premier Retreat: Private Pool, Spa, Fireplace & Spacious Deck
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Spacious Private Getaway – Pool, Spa, Fireplace & Outdoor Entertainment! Welcome to your perfect retreat—a 5-bedroom, 4 ...
From $836 per night (USD)
VRBO
Click For Pricing
Expedia
Quiet House on Saltworks Creek in Annapolis
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This is a unique, water view, post-and-beam constructed house located at the end of a private road and just minutes from ...
Click For Pricing
Expedia
From $125 per night (USD)
VRBO
Surrounded with History! Pet-friendly Accommodation
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine a ...
From $125 per night (USD)
VRBO
From $690 per night (USD)
Expedia
New Eastport home with parking, dog-friendly & steps to shops with backyard
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
New listing available for Commissioning Week 2025! Charming 1905 Eastport Duplex: Historic Character Meets Modern Comfo ...
From $690 per night (USD)
Expedia
From $437 per night (USD)
VRBO
Unique and central in Eastport
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Take it easy at this unique and tranquil getaway in historic Eastport. This 4-bedroom, 3-bathroom home has plenty of spa ...
From $437 per night (USD)
VRBO
Click For Pricing
Expedia
New Home w Luxe King Suite, Porch Vibes & Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Beautiful Home in Downtown Annapolis’ Murray Hill Walk to Downtown with Gourmet Kitchen Welcome to your home-away-f ...
Click For Pricing
Expedia
From $528 per night (USD)
VRBO
Modern Styled Home in Historic Annapolis Eastport Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Built in 2021 and freshly styled in 2025 with a unique modern European touch, our family-friendly retreat offers the per ...
From $528 per night (USD)
VRBO
From $434 per night (USD)
Expedia
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)
Expedia
From $624 per night (USD)
VRBO
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)
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 $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
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 $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 $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 $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 $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)
Expedia
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)
Expedia
From $407 per night (USD)
VRBO
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)
VRBO
From $776 per night (USD)
Expedia
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)
Expedia
From $1076 per night (USD)
VRBO
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)
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 $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 $688 per night (USD)
Expedia
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)
Expedia
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 $1746 per night (USD)
VRBO
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)
VRBO
From $1745 per night (USD)
Expedia
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)
Expedia

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Results: 321 Rentals