
Places to stay near William Preston Lane Junior Memorial Bridge
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Top-rated holiday rentals near William Preston Lane Junior Memorial Bridge
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Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.
4.97 out of 5 average rating, 472 reviews
Cheerful & Spacious Shore Life Beauty!
Welcome to our charming yet peaceful abode & island oasis where sailing, marine life, & bay exploration exceed the standard! This exceptional home is conveniently located to a variety of high quality restaurants, parks, outdoor activities, spas, beaches, wedding venues, & other entertainment including live music, hunting, & antiquing while also being 20-minutes from Annapolis & 1-hour from Baltimore City & DC. Let this be your definitive choice for a magical destination you'll forever remember.
4.92 out of 5 average rating, 119 reviews
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.
4.95 out of 5 average rating, 314 reviews
Beautiful Kent Island Getaway with Pool
PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.
4.97 out of 5 average rating, 133 reviews
Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.
4.99 out of 5 average rating, 152 reviews
Charming Coastal/Country Home w/3 Acres & Sauna!
Relax in this Stylish Coastal-Country Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups! We're conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets or Parties & 14 max guests (8 max adults). Book Today!
4.93 out of 5 average rating, 365 reviews
Beach Access, Hot Tub, Pet Friendly, Fully Fenced
A serene escape awaits you at our cozy hot tub 4-bedroom retreat, minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Annapolis has to offer!
4.99 out of 5 average rating, 142 reviews
Iconic Chesapeake. Unparalleled Luxury.
Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.
5.0 out of 5 average rating, 217 reviews
Pet-Friendly King Suite + Kitchen | Near Annapolis
Settle in just minutes from Annapolis in a spacious, pet-friendly guest suite with a king bed, full kitchen, separate living area, and year-round hot tub access. Perfect for couples, families, pet owners, and longer stays, Captain's Quarters sleeps up to 4 with a king bed plus a queen-size LoveSac sofa bed. Located just 4 miles from historic Downtown Annapolis and the U.S. Naval Academy, with private keyless entry, fast Wi-Fi, designated parking, and all the comforts of home.
4.95 out of 5 average rating, 216 reviews
Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit
Kick back and relax in this calm, charming newly renovated coastal farmhouse waterfront two-story home with private pier/dock! Gorgeous sunrises! Experience fresh Maryland Crabs & fish caught from your private pier & enjoy the peace, serenity, bay breezes & waterfront green space! Connect to nature and explore Meredith Creek on the Chesapeake Bay by kayak or boat! Super CLEAN & new with water views from dining, living room, kitchen and bedroom! 1.5 miles to the Beach!
4.97 out of 5 average rating, 108 reviews
Waterfront-View of Bay from your Bed
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.
4.99 out of 5 average rating, 371 reviews
Waterfront Sanctuary only 50 Min. From DC/Balt.
New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any couple or a large extended family. This home sits with only three other homes on a private peninsula and has water access on both sides. It is conveniently located less than an hour from DC and Baltimore on the west coast of the Bay (no need to cross the Bay Bridge).
4.97 out of 5 average rating, 112 reviewsPopular amenities for holiday rentals near William Preston Lane Junior Memorial Bridge
Other top sights near William Preston Lane Junior Memorial Bridge
Condo rentals with Wi-Fi

1st Floor Condo in Annapolis
4.96 out of 5 average rating, 180 reviews
Funky Uptown Apt meets Downtown - Hist District
4.96 out of 5 average rating, 127 reviews
Annapolis @Gate 1 steps to the Harbor Free parking
4.91 out of 5 average rating, 153 reviews
Captains Quarters | Waterfront & Pool
4.98 out of 5 average rating, 124 reviews
Anchors Away
4.85 out of 5 average rating, 110 reviews
Capts Qrtrs - Awesome downtown Annapolis location!
4.86 out of 5 average rating, 192 reviews
New Downtown Annapolis Condo With Free Parking
4.98 out of 5 average rating, 166 reviews
Renovated Apt In Historic Dist w/2 Parking Spots
4.94 out of 5 average rating, 454 reviewsFamily-friendly house rentals

Captain’s Retreat! Newly Renovated - Beach House!
4.98 out of 5 average rating, 109 reviews
Country House on the Bay
4.9 out of 5 average rating, 230 reviews
Luxury Modern Home on Water+Hotub- Annapolis 25min
4.99 out of 5 average rating, 145 reviews
Farmhouse w/hot tub, close to Tuckohoe State Park
4.96 out of 5 average rating, 113 reviews
Serene Riverfront Home
4.97 out of 5 average rating, 124 reviews
Rachel's BnB
4.9 out of 5 average rating, 153 reviews
River front cottage with private dock & water fun
4.96 out of 5 average rating, 105 reviews
Nautical Retreat 6 Guests • 3 BDR • 2 Baths
4.96 out of 5 average rating, 154 reviewsApartment rentals with air conditioning

Charming, Chic Downtown Annapolis Apartment #1
4.9 out of 5 average rating, 125 reviews
Private Annapolis Inlaw Apartment
4.89 out of 5 average rating, 373 reviews
Boutique by the Bay
4.97 out of 5 average rating, 316 reviews
Charming Eastport
4.77 out of 5 average rating, 305 reviews
Blue Crab Lodge
4.98 out of 5 average rating, 162 reviews
Cozy Waterfront Apartment Chester, MD
4.96 out of 5 average rating, 304 reviews
Gybeset Eastport Inn
4.88 out of 5 average rating, 307 reviews
Carriage House Studio -Secluded "Treehouse" Escape
4.97 out of 5 average rating, 304 reviewsOther great holiday rentals near William Preston Lane Junior Memorial Bridge

Bay View Studio Apartment
4.97 out of 5 average rating, 100 reviews
Weems Creek Cottage, Annapolis Waterfront
4.98 out of 5 average rating, 167 reviews
Waterfront farm retreat for vacation & telework
4.98 out of 5 average rating, 162 reviews
Calico Cottage Guest House, king bed, free parking
4.9 out of 5 average rating, 366 reviews
Step Out to Main Street From a Chic Loft
4.92 out of 5 average rating, 1141 reviews
Circa 1700 Chesapeake Colonial Home
4.92 out of 5 average rating, 197 reviews
Heron Roost
5.0 out of 5 average rating, 96 reviews
Private Guesthouse | 7-acres | Near wedding venues
5.0 out of 5 average rating, 27 reviewsDestinations to explore
- M&T Bank Stadium
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Johns Hopkins University
- Federal Hill Park
- Oriole Park at Camden Yards
- Capital One Arena
- Arlington National Cemetery
- Georgetown Waterfront Park
- Howard University
- Betterton Beach
- Washington Monument
- National Museum of African American History and Culture
- National Harbor
- CFG Bank Arena
- Baltimore Convention Center
- Dover Motor Speedway
- Smithsonian National Zoological Park
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum





