
Waterfront holiday rentals in Annapolis
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Annapolis
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Annapolis
Waterfront apartment rentals

Annapolis Escape @Gate 1 and Harbor Free parking

Relaxing Waterfront Apartment!

Heron Roost

Quaint apartment in Federal Hill

Celebrate Summer by Your Private Pool

The Bow – Chic Urban Retreat in Fells Point

Waterfront Romantic Studio

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Waterfront house rentals

Waterfront w/ Private Pier, 35 Mins to Annapolis

Waterfront, Dog-friendly, Hot Tub, Peleton

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Hannah’s Hideaway

The Kent Island House

River Front, Private Single Family Home

Welcome to Heron House! Annapolis Waterfront Oasis

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa
Waterfront apartment rentals

Beautiful Comfy Condo, Clean & Centrally located

Historic Federal hills urban lifestyle

Amazing Views from Spa Creek 2BD Condo with Pool

Charming Annapolis Waterfront Condo

Upscale Waterfront Condo Annapolis

Waterfront Eastport Condo w Rooftop Pool & Parking

Historical Georgetown Modern Penthouse 12 min DCA

Waterfront Condo with Pool, Views of Annapolis
Quick stats about waterfront rentals in Annapolis
Total rentals
30 properties
Nightly prices starting at
£118 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Private suite rentals Annapolis
- Rentals with a fireplace Annapolis
- Rentals with outdoor seating Annapolis
- Rentals with beach access Annapolis
- Pet-friendly rentals Annapolis
- Rentals with a firepit Annapolis
- Apartment rentals Annapolis
- Hotel rentals Annapolis
- Rentals with a hot tub Annapolis
- Cottage rentals Annapolis
- Rentals with a washing machine and dryer Annapolis
- House rentals Annapolis
- Rentals with lake access Annapolis
- Flat rentals Annapolis
- Rentals with a patio Annapolis
- Family-friendly rentals Annapolis
- Townhouse rentals Annapolis
- Rentals with breakfast Annapolis
- Rentals with an EV charger Annapolis
- Rentals with pools Annapolis
- Fitness-friendly rentals Annapolis
- Waterfront rentals Anne Arundel County
- Waterfront rentals Maryland
- Waterfront rentals United States
- Nationals Park
- The White House
- National Mall
- Georgetown University
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- Betterton Beach
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Patterson Park
- Georgetown Waterfront Park
- Caves Valley Golf Club
- Washington Monument
- National Harbor
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Library of Congress