Vacation rentals in Long Beach

4.93 out of 5 average rating, 203 reviews

Cabin in Lusby

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 --

4.91 out of 5 average rating, 32 reviews

Escape to the Bay~Waterfront

Waterfront with private beach! The perfect house for a family getaway, friends gathering or special occasion. Vacationers have visited here since the early 1940’s. Like them, you can enjoy boating, fishing, crabbing, fossil hunting, and swimming. This house is a three story waterfront house in Long Beach, Maryland right on the Chesapeake Bay. It sits in a quiet, friendly neighborhood in a private beach community. Nearby is Flag Ponds Nature Park, Calvert Cliffs State Park and other attractions.

4.9 out of 5 average rating, 130 reviews

Perfect Bay and Beach Getaway one hour from DC!

Our waterfront home with sweeping views of the Chesapeake Bay is close to beaches, the Flag Harbor Marina, Solomon's Island, Flag Pond Nature Preserve and Calvert Cliffs State Park. You’ll love the spectacular sunrises/sunsets over the Bay, diving ospreys and eagles, and exploring the bay by kayak, canoe, or paddle board. Our house is great for families (with kids), groups, and well-mannered dogs. New in 2023: we will be replaced the upstairs HVAC system, baby proofing, and fall 2023 paint

4.98 out of 5 average rating, 347 reviews

Guest suite in Lusby

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🥰

5 out of 5 average rating, 117 reviews

Home in Leonardtown

White Point Cottage -- Quiet Waterfront Getaway

Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

4.92 out of 5 average rating, 179 reviews

Cozy Cottage on the Chesapeake Bay

Tranquility supreme. Sit on the terrace and gaze at the Chesapeake Bay. Sandy beach -- just 50 steps from front door; quiet residential area; nearby antiquing & fishing; Only 75 min. from DC. Finish your book or just replenish your spirit. Enjoy. Oh, one more thing — looking for the perfect place for a retreat for your small DC team? Strategic planning will be even more creative and enjoyable when you have the Chesapeake Bay as your muse. Note: This property is for non-smokers.

4.95 out of 5 average rating, 58 reviews

Block to beach! Relax, enjoy views & game room.

Great escape - Beautiful views Chesapeake Bay with community beach only a block away! 3 Bedroom plus bunk area. Large deck with grill overlooking the bay! Huge rec room upstairs with Bunk Bed, Air Hockey, Shuffleboard, and Foosball. Master Bath with large soaking tub. Close to Cove Point, Calvert Cliffs, Annapolis, Solomons Island & PAX Naval Base. Great place for those Calvert Cliff Nuclear Plant! No Smoking. Space upper 2 levels. $150 pet/dog. No shedders please.

Apartment in Lexington Park

5 out of 5 average rating, 383 reviews

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!

Guesthouse in Saint Leonard

4.96 out of 5 average rating, 111 reviews

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, are provided. Wanna fish??? Ask Joey about Fish Taxi! Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

4.9 out of 5 average rating, 266 reviews

Cabin in Lusby

Peaceful Waterfront Retreat on The Bay

Escape to a serene waterside cabin with a private dock on quiet St. Leonard Creek, just an hour from Washington, DC. This rustic studio offers a cozy retreat for solo travelers, couples, or small families looking for peace and relaxation. Whether you're here to unwind, work remotely, or explore the outdoors, you'll find plenty to enjoy—including two kayaks, two canoes, and stunning waterfront views.

Farm stay in Port Republic

5 out of 5 average rating, 106 reviews

Maple Hollow Farm - A Little Piece of Heaven

Enjoy the modern farmhouse charm of this lovely apartment here at Maple Hollow Farm! This space includes all new furnishings, appliances, amenities and unique, stylish decor. You will enjoy a spectacular view off the attached deck that typically includes the horses grazing in the pastures and an amazing sunset! It's a fabulous location for your next getaway or even stay-cation!

4.96 out of 5 average rating, 643 reviews

Tiny home in Solomons

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

This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Bikes are available April-October and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.

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Other great vacation rentals in Long Beach

4.87 out of 5 average rating, 53 reviews

Hickory House on the Chesapeake Bay!

HollyRating, 5 stars2 days ago

Beautiful, cozy place with a short walk to several lovely beaches! Theresa was a great host.

Apartment in Saint Leonard

5 out of 5 average rating, 4 reviews

The Loft at Flag Harbor

LisaRating, 5 stars3 weeks ago

Loved this location! So close to great beaches and close enough to drive quickly to local restaurants. Plus the food truck right outside was a plus! Definitely get the ice cream!

Apartment in Port Republic

4.97 out of 5 average rating, 206 reviews

Serenity Suite on Chesapeake Bay

KristaRating, 5 stars6 days ago

This is our second time staying at this cozy and tranquil retreat—and it won’t be our last. We first came here six months ago for a quiet getaway from the kids, and we liked it so much we knew we’d be back. This time was just as wonderful. The place is spotless, peaceful, and incredibly relaxing. The view of the bay is absolutely stunning—calm, quiet, and the perfect backdrop for unwinding. The hosts are warm and welcoming, and the space has everything you need for a comfortable and refreshing stay. If you’re looking for a serene escape with beautiful scenery and thoughtful touches, this is the place. We’re already planning our next visit.

4.72 out of 5 average rating, 211 reviews

Apartment in Lusby

Nice view self-contained Apart.

MargaretRating, 5 stars1 month ago

I really enjoy staying here at nice view. very peaceful and close to work. has everything I need and very comfortable bed. always responsive when I had a question. would definitely stay here again.

4.9 out of 5 average rating, 129 reviews

Home in Broomes Island

Gorgeous Waterfront Home!

RichardRating, 5 stars5 months ago

Another lovely stay. Perfect for visiting relatives in the area. Thank-you Tom and Julie.

4.75 out of 5 average rating, 4 reviews

Walk to Beach: Charming Maryland Home w/ Yard!

ErinRating, 5 stars10 months ago

This home was very cute and served our needs well. We enjoyed having access to the private beach during our stay, loved the recommendations of the local restaurants, and really appreciated that the house was easy to access and centrally located to everything that we wanted to do in the area. The beautiful plants inside were such a nice addition to the space! We liked that the kitchen had everything we needed for some light cooking, and it was very thoughtful that the host even provided extra toiletries, a few little snacks and paper products. We felt very welcome and would definitely stay here again and recommend to others!

5 out of 5 average rating, 55 reviews

OLD BAY beach-front classic on the Chesapeake Bay

RachelRating, 5 stars11 months ago

This house on the Bay is an incredible getaway for a beachfront stay. The location is great and easy to get to. Plenty of parking and beautiful views. You won’t regret staying here