South River Rentals
From $641 per night (USD)VRBO
Captain's Retreat! Newly Renovated - few steps from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful newly renovated 3500 square foot 4 bedroom 2.5 bath home located in Arundel on the Bay! Steps to the Beach and ...
From $641 per night (USD)VRBO
From $538 per night (USD)Expedia
Sunny and spacious water view\/access home in Annapolis.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The property is all set up for boating and fishing with a drive-thru driveway. It is located one block from the boat ram ...
From $538 per night (USD)Expedia
From $1177 per night (USD)VRBO
This house is a 3 bedroom(s), 4.5 bathrooms, located in Edgewater, MD.
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on the serene shores of the South River, "The Fritz" stands as a timeless and elegant waterfront home, cherished ...
From $1177 per night (USD)VRBO
From $501 per night (USD)Expedia
Waterfront, dog-friendly home with private dock, kayaks, firepit & amazing yard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Pearl of Oyster Harbor Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $501 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 $371 per night (USD)Expedia
Riverview Retreat on Warehouse Creek
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Riverview Retreat on Warehouse Creek is a renovated, tranquil, and luxurious guest house, offering families and groups a ...
From $371 per night (USD)Expedia
From $671 per night (USD)VRBO
Chill by the Bay, Warm in the Hot Tub: Annapolis Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Embrace the essence of Annapolis in this captivating three-story waterfront residence, where distinctive charm and exclu ...
From $671 per night (USD)VRBO
Click For PricingExpedia
Luxury Waterfront home with private pier and guest house
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
*Available for Commissioning Week 2024 - Pool will be open!* Gorgeous large contemporary waterfront home minutes to dow ...
Click For PricingExpedia
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
Click For PricingExpedia
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 ...
Click For PricingExpedia
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 $482 per night (USD)Expedia
Splendid home w\/private pool, fire pit, several decks & balconies
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Porter Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $482 per night (USD)Expedia
From $627 per night (USD)VRBO
River's Edge - Newly renovated 3BR Waterfront Retreat with Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
STR00849 - THIS PROPERTY IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIMRED UNTIL A TEAM MEMBER C ...
From $627 per night (USD)VRBO
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
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $168 per night (USD)VRBO
Sailboat Experience in Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Choosingthis C and C 33 sailboat for your stay is opting for an experience over extravagance. It's about immersing yours ...
From $168 per night (USD)VRBO
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $530 per night (USD)Expedia
Spacious 5 bedroom house in Annapolis - 3 Miles from Naval Academy
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Unwind in Annapolis at this brilliant house. With 5 cozy bedrooms featuring a mix of king, queen, and full beds, guests ...
From $530 per night (USD)Expedia
From $251 per night (USD)VRBO
Bay Ridge house by Quiet Waters Park, Thomas Point Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $251 per night (USD)VRBO
From $521 per night (USD)VRBO
This tent is a 0 bedroom(s), 1 bathrooms, located in Edgewater, MD.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 16
Get away from it all when you stay under the stars, pitch your tent for an intimate waterfront glamping experience, or h ...
From $521 per night (USD)VRBO
From $231 per night (USD)VRBO
Home 2 Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2 bedroom condo has lots of extra space for your Annapolis stay. Fully stocked galley kitchen, master suite, washer ...
From $231 per night (USD)VRBO
From $729 per night (USD)Expedia
NEW, cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This clean, peaceful, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect fo ...
From $729 per night (USD)Expedia
From $272 per night (USD)VRBO
Cheerful 3 bedroom home with ample space and parking on premise
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Find your next home away from home in our “Mini Manor”. Enjoy room to spare with 3 bedrooms, two bathrooms, a kitchen w ...
From $272 per night (USD)VRBO
From $444 per night (USD)Expedia
Waterfront neighborhood with multiple gathering spaces, private patio, dog-friendly Shore Leave
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Visit the magic of Annapolis during the Holiday Season Welcome to the Shore Leave! Just a five minute walk to the beach ...
From $444 per night (USD)Expedia
From $460 per night (USD)VRBO
Jackson's Bunker in Eastport with fenced-in backyard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Visit the magic of Annapolis during the Holiday Season Located in the Annapolis "Republic of Eastport", this charming pe ...
From $460 per night (USD)VRBO
From $816 per night (USD)Expedia
Serene waterfront sunsets in this sprawling historic Annapolis home
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 10
Visit the magic of Annapolis during the Holiday Season Enjoy stunning western-facing views across the river and a natura ...
From $816 per night (USD)Expedia
From $1088 per night (USD)VRBO
Waterfront Escape Near Annapolis
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 26
A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse ...
From $1088 per night (USD)VRBO
From $444 per night (USD)Expedia
London Towne Bungalow w\/Loft - Walk to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This stylish London Towne Bungalow is only walking distance from Edgewater Park and Historic London Town & Gardens, a hi ...
From $444 per night (USD)Expedia
From $540 per night (USD)VRBO
Edgewater\/Mayo Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious single-family home in the heart of Mayo! This lovely home sleeps 6 comfortably but can accommodate up to 8. Ins ...
From $540 per night (USD)VRBO
From $452 per night (USD)Expedia
Gourmet Kitchen + Family & Pet Friendly Residence!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This stylish home is perfect for group trips, family getaways and work retreats! The Chef’s kitchen comes complete with ...
From $452 per night (USD)Expedia
From $253 per night (USD)VRBO
Waterfront Getaway, Dock Your Boat & Play!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Dock your boat (or park your car) and immerse yourself in an expansive waterfront experience! Our brand-new guest unit i ...
From $253 per night (USD)VRBO
From $157 per night (USD)VRBO
My Annapolis Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
FOUR WEEK MINIMUM STAY beginning July 1st. This fully furnished studio apartment has everything you'll need for a quiet ...
From $157 per night (USD)VRBO
From $518 per night (USD)VRBO
7 mins away from Downtown Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 11
Come stay at our cozy house. Perfect for a group of 11people. Share beautiful memories that will last a lifetime. Close ...
From $518 per night (USD)VRBO