Vacation rentals in Cobb Island

4.93 out of 5 average rating, 204 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 --

Vacation home in Colonial Beach

4.97 out of 5 average rating, 121 reviews

The Observatory on Rose Manor

The Observatory on Rose Manor is a private home. It’s 2 blocks from the heart of downtown & beach. Colonial Beach is the golf cart capital of Virginia, we all drive them here. Rent one when your in town. Just over an hour south of DC. This small town takes you back in time with events & local charm. This brand new rental is on the grounds of Rose Manor. Rose Manor was built 1896 it operated as the New Willard hotel for over 50 years. Come relax on its huge porches & enjoy the water view.

4.96 out of 5 average rating, 117 reviews

Sunrise Waterfront Potomac Beach Haus

Relax to the breeze off the Potomac in this spacious, waterfront beach house. Located centrally, about 10-15min walk to two beachfronts & town! Waterviews from the living room, media & game room, and an upstairs bedroom with bistro set. Enjoy the sunrise and sunset views! Unwind in the waterview hot tub or clawfoot tub. Upstairs also includes two bedrooms and bathrooms with some Victorian-era charm. Relax to 180 degree riverviews on the deck with a propane grill, hammock, table & chairs.

4.96 out of 5 average rating, 191 reviews

Cottage in Leonardtown

Beach Front and 'Perfectly Placed'

Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

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.

4.98 out of 5 average rating, 135 reviews

Apartment in Leonardtown

Stunning Sunsets on Breton Bay, Seaside apartment

Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

4.96 out of 5 average rating, 156 reviews

Cabin in Colonial Beach

Summer Perfect, Water Front A-frame on Winery

This serene cabin is on the Ingleside Vineyard's property. Have a glass or two of wine and walk around the vineyards and then retreat to your own private a-frame cabin oasis. A beautiful view of the Roxsbury Estate where abundant wildlife can be viewed all around the property and the pond is stocked and ready to be fished. Within driving distance to wineries, Stratford Hall, George Washington & James Monroe's birthplace, Westmoreland State Park, and the beach town of Colonial Beach.

5 out of 5 average rating, 105 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

4.93 out of 5 average rating, 160 reviews

Guesthouse in Bushwood

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

4.99 out of 5 average rating, 156 reviews

Cottage in Hague

Potomac River cheerful cottage

Embark on a journey to the serenity of nature and the gentle lullaby of the Potomac River at the cottage. Escape the hustle and let the timeless embrace of water and tranquility rejuvenate your mind and soul. The private sandy beach (no public access) is steps away and awaits your footprints. Delight in the serene surroundings of the Northern Neck countryside. Two hours from DC, Richmond and Maryland.

4.98 out of 5 average rating, 164 reviews

Cottage in Montross

Newly Renovated 2BR Waterfront Cottage with Dock

Escape to Mallard Cottage, our newly renovated home nestled along the picturesque Nomini Creek. Step onto the private dock for direct water access, where you can launch one of our paddleboards or kayaks for a day of exploration. Highlights include: ✔ 4 Outdoor Decks ✔ High-Speed Wi-Fi ✔ Central Heating & Air Conditioning ✔ Game Room ✔ Free Parking

Guest suite in Colonial Beach

4.87 out of 5 average rating, 133 reviews

Private entrance 2 bedroom suite in new home

Walk to a secluded beach or enjoy a fire in the fire pit on the grass outside your suite. Private unit with outside entrance in new home. Homeowner lives in separate unit upstairs. Two queen bedded rooms plus a sofa that converts to a queen bed in the living room. Quiet area close to all the fun Colonial Beach has to offer.

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Other great vacation rentals in Cobb Island

4.89 out of 5 average rating, 55 reviews

Waterfront Home w/ Private Dock!

PennieRating, 5 stars2 weeks ago

Mari was so responsive and helpful. The house has everything you could possibly need and the beds were so comfortable! Thank you Mari!

4.92 out of 5 average rating, 76 reviews

Home in Newburg

Peaceful waterfront home, 1-hour from DC

SarahRating, 5 stars1 week ago

Enhanced up-to-date old school Chesapeake Bay waterfront vacation. Serene beautiful surroundings, fishing, crabbing, lounging, birding, napping on large screened in porch. Coffee on porch in morning watching crabbers work their lines. Osprey, Mallards, Brown Thrashers, Blue Birds, Bald eagles, Mocking birds, and a Whip-poor-will. Great for walking my dog, friendly neighbors. Fantastic sunsets, nearby wedding venues, comfortable beds, good air-conditioning. Everything worked and was clean. Good for families, girlfriend get aways, and a welcome break from the hustle and bustle of a busy life. Loved the fenced in yard, wished we had time to use the firepit, picnic table, TV/Mancave/Movie room and Tiki Bar! Hope to come back again. Thank you Matt and Jenn

4.98 out of 5 average rating, 65 reviews

Serene, well-appointed waterfront retreat

ErinRating, 5 stars2 weeks ago

This house and the amenities are amazing. It was perfect for our family reunion with 5 couples. Enough room for everyone to have space. My favorite part was gathering around the round dinner table with the 10 of us. We also took the kayaks out and up Mattox creek for a wonderful morning of a peaceful paddle. The Lodge was perfect for my husband and I to step away from the group and have some privacy. I highly recommend!!

Superhost

Home in Leonardtown

4.91 out of 5 average rating, 32 reviews

Abells Wharf Cottage - Natural Splendor Getaway

BrianRating, 5 stars8 months ago

We enjoyed our stay at Jan's cottage. Very clean, spacious and very good amenities. Jan was very responsive and informative on local places to visit/eat. The property is beautiful and peaceful. Just what we needed to have a relaxing weekend. Will visit again, Highly recommend!

4.98 out of 5 average rating, 51 reviews

Home in North Highland

Riverfront escape with stunning views

KristinRating, 5 stars1 month ago

We absolutely loved our stay at Meredith’s property! The house is spacious and beautiful, perfect for relaxing and spending time with family. Walking distance to some of the local restaurants. We loved the views and didn’t want to leave!

4.95 out of 5 average rating, 66 reviews

Home in Montross

Luxury Modern Waterfront Retreat

MalikRating, 5 stars2 weeks ago

Kelly and Thomas were amazing host. Very responsive and accommodating The home was very clean and the location was great.. 10/10. Definitely would book again!

4.98 out of 5 average rating, 66 reviews

Home in Montross

Welcome to The Gull’s Nest Potomac Riverfront home

DeniseRating, 5 stars1 week ago

The views are amazing!! Water view from main bedroom, living room, dining area AND kitchen. Plenty of space for every one. The bedrooms are very roomy. Host was very responsive and flexible with check in/check out. I highly recommend!