Vacation rentals in North Beach

4.96 out of 5 average rating, 442 reviews

A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.

Cottage in Annapolis

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.

A charming cottage exterior showcases a well-maintained garden with colorful flowers lining the pathway. The front porch features a welcoming entrance, while large windows provide ample natural light. A white picket fence frames the lush greenery that surrounds the home.

4.91 out of 5 average rating, 121 reviews

Quiet Coastal Cottage Escape with Water Views

Want to get away? Come relax and escape in our updated bay view cottage. You'll enjoy stunning sunsets, warm surroundings, and all the amenities you could want in our cozy, peaceful cottage home. You'll find plenty of comfortable spots to relax, inside and out. Located on a quiet street, while still close to the small-town charm and offerings of North Beach, Chesapeake Beach, and Herrington Harbor. Walk along the bay, enjoy the local restaurants, and get ready to relax. Stay a week and save!

4.96 out of 5 average rating, 231 reviews

A comfortable living area features a plush blue sofa with pink accent pillows, complemented by a round mirror. Decorative plants add a touch of greenery. A light wooden coffee table supports a floral arrangement, while two poufs create additional seating in a welcoming space.

Townhouse in North Beach

Beach Passes, King Bed - hosted by A Haven Away

Welcome to Bay Haven at A Haven Away! Relax in a fully-equipped, plant-filled oasis with a king bed primary suite that our guests love. Its prime location is in walking distance to the beach, restaurants, fresh seafood, and wetlands. We’ll share our beach passes and lots of local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor 14 min drive to Tacaro Estate

Apartment in Stevensville

A modern living area features a light-colored sofa adorned with a teal throw blanket. A round wooden table accompanied by metal chairs is positioned nearby. A decorative mirror and an abstract painting are displayed on the wall, while a stone fireplace adds a subtle touch of warmth.

4.98 out of 5 average rating, 296 reviews

Boutique by the Bay

Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

4.98 out of 5 average rating, 174 reviews

Two adirondack chairs in blue and teal are positioned on a wooden pier, facing the sunset over calm waters. A small white table sits between them, holding two coffee mugs. The vibrant orange and pink hues of the sky reflect on the water's surface.

Home in Mayo

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

Superhost

A spacious wooden deck offers a view of the calm waters of the Chesapeake Bay. Picnic tables are arranged for outdoor gatherings, with marshland visible in the background. Houses line the opposite shore, under a partly cloudy sky.

4.83 out of 5 average rating, 213 reviews

Warm Home Overlooking the Chesapeake Bay

Sitting on the Chesapeake Bay, North Beach is a town where you are so close to things, yet can feel so far away. Only 45 minutes form Washington, DC, you can sit on one of three decks and gaze into the Chesapeake Bay, enjoying all that small town life has to offer. An open plan, with defined spaces, the house is at once cozy (with a fireplace) and spacious for a family. It is great for couples, adventurers, business travelers, and families. This is not a house for large groups or parties.

A charming white cottage presents a welcoming facade, featuring a covered porch with two light blue chairs and a small table. A well-maintained lawn with green grass and a landscaped border is visible, while a white picket fence enhances the front yard.

4.95 out of 5 average rating, 172 reviews

Club Carp North Beach - Steps to the Bay!

Calendar open for bookings in April 2025! Welcome to Club Carp North Beach. A charming and cozy cottage just 3 blocks to the Boardwalk/Beach. Renovated throughout with 3 bedrooms and 2 full baths. Perfect place for a relaxing, family vacation! This kid-friendly home has a large fenced side yard with swing set, play area for the kiddos, and lots of extra amenities with families in mind. Comfortable outdoor dining area with fire pit and gas grill. Just steps to restaurants, shopping, and bars.

4.99 out of 5 average rating, 116 reviews

A spacious open-concept living area features large windows offering unobstructed views of the water and sunset. A comfortable sectional sofa is positioned near the windows, with a dining table visible in the background. Natural light fills the space, enhancing the tranquil setting.

Home in Leonardtown

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!

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

5 out of 5 average rating, 168 reviews

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**

Cottage in Saint Michaels

A modern guesthouse features a peaked roof and large windows, set against a vibrant sunset sky. The surrounding landscape includes wild grasses and a paved pathway, suggesting a serene connection to nature.

4.97 out of 5 average rating, 180 reviews

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.

Guesthouse in Stevensville

4.99 out of 5 average rating, 327 reviews

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.

The exterior of a charming beach cottage is visible, featuring a sloped roof and multiple windows. A green street sign indicates the intersection of Chesapeake Avenue and 7th Street. Lush green grass and shrubs surround the property's fence.

4.87 out of 5 average rating, 190 reviews

Full house rental in Twin Beach. 1 bk from the Bay

A block from the Chesapeake Bay and North Beach boardwalk, this charming beach cottage is the perfect place for a weekend away by the water but still close to the activities of the DMV. Great location for groups who have booked fishing excursions on the bay or families in town for a wedding celebration. During the week, enjoy easy access to commuter busses to DC, with pickup only steps away.

Popular amenities for North Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

North Beach beach vacation rentals

Guest suite in Chesapeake Beach

A serene waterfront scene showcases a calm bay under a sky filled with vibrant oranges and blues. A shaded seating area with a table and chairs, complemented by a grill, is positioned beside the rocky shoreline, framed by wooden posts.

4.96 out of 5 average rating, 121 reviews

Nice Guest Suite at Chesapeake Bay

4.95 out of 5 average rating, 115 reviews

A waterfront home is depicted with a screened-in porch and a gabled roof. A wooden pier extends from the shore, leading to the water. Lush greenery surrounds the property, and stone embankments partially border the shoreline.

Home in Shady Side

Waterfront w/ Private Pier, 35 Mins to Annapolis

Place to stay in Glen Burnie

A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.

4.93 out of 5 average rating, 382 reviews

The Crab House - a Private, Waterfront Guest House

4.97 out of 5 average rating, 113 reviews

A historical lighthouse and keeper's home are situated on a grassy expanse, with the coastal water visible in the background. The lighthouse features a white tower topped with a black lantern, while the two-story white cottage includes a welcoming porch and large windows.

Lighthouse in Lusby

Cove Point Lighthouse Keeper's House- Side B

Place to stay in Annapolis

An outdoor hot tub features a sleek design with built-in jets, illuminated by soft purple lighting. The surrounding area is draped with white curtains, creating a secluded atmosphere. Seasonal use is indicated, adding a touch of relaxation to the outdoor space.

4.94 out of 5 average rating, 124 reviews

Chesapeake Bay View 3BR/2BA Duplex*HOT TUB*

4.96 out of 5 average rating, 691 reviews

A serene sunset casts vibrant hues of pink and orange across the water. The pier is seen in the distance, with the silhouette of a bridge spanning the horizon. Two figures are visible swimming, creating gentle ripples in the calm water.

Tiny home in Solomons

“Cabana by the Bay”-tiny home on a pier!

Guest suite in Cape St. Claire

A driveway leads to the garage of a two-story apartment building, framed by greenery on either side. The smooth, paved surface is bordered by neatly arranged flower beds and trees, with sunlight casting gentle shadows along the path.

5 out of 5 average rating, 254 reviews

Cape St Claire waterfront getaway "The Apartment"

4.9 out of 5 average rating, 221 reviews

A tranquil view of the Chesapeake Bay is captured, showcasing a grassy expanse leading to the water. Two stone boundary walls are visible, framing the lush landscape. A solitary beach umbrella and chair rest on the shore, inviting relaxation by the calm water.

Home in Cape St. Claire

Country House on the Bay

Other great vacation rentals in North Beach

The entrance of the beach house is framed by greenery and features a welcoming blue front door. Steps lead up to a spacious porch adorned with a decorative emblem. Large windows allow natural light to fill the front room.

4.96 out of 5 average rating, 79 reviews

The Blue Crab Beach House - Free beach passes

A charming two-story home is framed by a well-manicured lawn, showcasing a gravel driveway and a single-car garage. The front porch features two white rocking chairs, and the entrance is highlighted by a bright blue door, while greenery adds a welcoming touch to the exterior.

5 out of 5 average rating, 42 reviews

Getaway by the Bay

The open-concept kitchen and living area feature modern cabinetry with stainless steel appliances. Large windows provide a waterfront view, allowing natural light to fill the space. A cozy seating area is arranged around a coffee table on a wooden floor, enhancing the inviting ambiance.

5 out of 5 average rating, 9 reviews

The Licorne Beach Cottage

A single-story house is showcased with a welcoming entrance, featuring a small staircase leading up to the front door. The property is flanked by green lawns and surrounded by a fully fenced yard, ensuring privacy and security.

4.95 out of 5 average rating, 66 reviews

Osprey's Perch

Superhost

The exterior of a two-story beach house is shown, featuring white siding and dark shutters. A welcoming front porch is visible, adorned with a small American flag. A pathway leads through green grass to the entrance, surrounded by landscaped shrubs.

Apartment in North Beach

4.9 out of 5 average rating, 99 reviews

Spacious Beach House Top Floors - Walk Everywhere!

A living room presents a blend of comfort and functionality. A large sectional sofa sits against a blue accent wall, complemented by a patterned chair. Natural light fills the space through two large windows, and a small desk is positioned next to the entrance.

4.85 out of 5 average rating, 27 reviews

Cozy Cottage 3 beds 2 baths W/ Outdoor grill!

4.94 out of 5 average rating, 68 reviews

A charming cottage is surrounded by a white picket fence, with a large tree providing shade. An inviting porch features colorful accents, including a yellow door and American flags. Adjacent homes and a red umbrella over a patio table are visible in the background.

Cabin in North Beach

1943 Beach House Walk to Town & Beach & Boardwalk.