
Waterfront vacation rentals in Cambridge
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Top-rated waterfront accommodations in Cambridge
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Historic St.Mary's City at the Lazy Bear Cottage
Inquire first on pets, there is a 50 lb. weight limit total, can be split up between 2 small dogs or 1 at 50lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

Sunset Breezes - quiet waterfront retreat
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”). And be sure to visit our sister property, White Point Cottage!

Rosses Chance Guest House
This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

Waterfront Getaway with Dock
Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!

La Casita on Harris Creek, St. Michaels
Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Come for the Holidays to Gorgeous, Waterfront Home
From January, 2026 through March, 2026 come 3 nights and you get 4th free! Casey's Porch is the place to go. Come and see for yourself. Bring your extended Family. Bring your friends. Enjoy the pool. Kayaks and paddle boards and bikes await you at this beautiful home on Hudson Creek. Fish from the dock. Pull crabs from the creek. Walk down quiet country lanes. Sit around the fire pit. So many fun, outdoor things to do. Casey's Porch has it all. T

Adorable Waterfront Apartment Weekend Getaway
Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Waterfront, Private Pier, Sleeps 10, 4 bedrooms
Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure for everyone. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Waterfront-View of Bay from your Bed- Steamy Sauna
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.
Popular amenities for Cambridge waterfront rentals
Waterfront apartment rentals

Our Little Piece of Heaven

One bedroom apartment in Annapolis

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

Stunning Sunsets on Breton Bay, Seaside apartment

Historic St. Mary's City, MD

Serenity Suite on Chesapeake Bay

Fall Getaway

Cozy Waterfront Apartment Chester, MD
Waterfront house rentals

Annapolis Area Waterside Retreat

Waterfront with sweeping bay view & private beach

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Spacious Gorgeous Waterfront Home with Sunset View

Beach Please! River cottage w/private beach & dock

The Little House on Back Creek

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Kent Island Waterfront Home with Amazing Sunsets
Waterfront condo rentals

A Kozy Waterfront Condo

Amazing Views from Spa Creek 2BD Condo with Pool

Charming Annapolis Waterfront Condo

Upscale Waterfront Condo Annapolis

Walkable Condo w/ Drawbridge Views in Cambridge

Waterfront Eastport Condo w Rooftop Pool & Parking

Waterfront Suite w Pool & Scenic Annapolis Views

Stylish Annapolis Retreat | Personalized Gift
Quick stats about waterfront rentals in Cambridge

Total vacation rentals
Explore 20 vacation rentals in Cambridge

Nightly prices starting at
Cambridge vacation rentals start at $112 CAD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cambridge vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cambridge rentals

4.9 Average rating
Cambridge stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Cambridge
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- Rentals with a firepit Cambridge
- Rentals with beach access Cambridge
- Pet-friendly rentals Cambridge
- House rentals Cambridge
- Rentals with pools Cambridge
- Rentals with outdoor seating Cambridge
- Family-friendly rentals Cambridge
- Rentals with a fireplace Cambridge
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- Sandy Point State Park
- Peninsula Golf & Country Club
- Six Flags America
- Baywood Greens Golf Maintenance
- Killens Pond State Park
- Plantation Lakes Golf and Country Club
- Piney Point Beach
- North Beach Boardwalk/Beach
- Quiet Waters Park
- Ragged Point Beach
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Heritage Shores
- Flounder Pavilion Beach Front - Sandy Point State Park
- Sandyland Beach
- Gerry Boyle Park
- Bayfront Beach
- Rose Haven Memorial Park
- Nassau Valley Vineyards
- Oxford Beach
- Franklin Manor Community Private Park
- St George Island Beach
- Idlewilde Restoration Project
- Brownies Beach




