Holiday rentals in Cobb Island

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 --

Holiday home in Colonial Beach

4.98 out of 5 average rating, 120 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.

Cottage in North Highland

4.97 out of 5 average rating, 62 reviews

Where Eagles Soar *Stunning Waterfront Views*

Escape to our tranquil waterfront cottage on Cobb Island, just a 1 hour and 20 minute drive away from the bustling city of NOVA and Washington DC. This hidden gem offers a perfect refuge for those seeking a peaceful retreat, a romantic getaway, a girls' trip, a remote workspace, or a solo getaway to unwind and recharge. You will undoubtedly want to return again and again You are welcome to bring your boat as their is ample space in the large wrap-around driveway suitable for parking.

4.96 out of 5 average rating, 190 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

Flat 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.

4.95 out of 5 average rating, 155 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, 104 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, 159 reviews

Guest house 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.

4.99 out of 5 average rating, 105 reviews

Home in Montross

Waterfront Retreat Beach+Pool | Gamerm | Dog+EV OK

Relax ✧ Kayak ✧ Paddleboard ✧ Hike ✧ Fish ✧ Swim ✧ Beach & more at the Riverside Retreat in Montross! ☀️ Welcome to our modern waterfront sanctuary with kayaks + paddleboard 🏊‍♀️ 3 community beaches + pool (open Memorial to Labor Day) 👨‍🍳 Gas griddle for cooking a delicious meal 🔥 Fire pit + Gameroom (ping pong, arcade, & more!) 🐶 Dogs Welcome ⚡️EV Charging Book today or ❤️ us for next time

4.98 out of 5 average rating, 163 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

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Other great holiday rentals in Cobb Island

5 out of 5 average rating, 7 reviews

The Castaway Cottage

AngelaRating, 5 stars2 weeks ago

We enjoyed our stay very much The home was clean and very welcoming A little fewer away from the beach than we usually stay but very peaceful We rented Golf Carts which the whole family enjoyed The host thought of details that made us feel "Right at Home" The home is Beautiful and wonderfully decorated with plenty of linens in the bathroom to a nice welcome basket Hope to stay again soon

4.92 out of 5 average rating, 76 reviews

Home in Newburg

Peaceful waterfront home, 1-hour from DC

SarahRating, 5 stars5 days 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

Superhost

4.77 out of 5 average rating, 47 reviews

Family Tides: Hidden Gem, Colonial Beach Getaway

KellyRating, 5 stars4 days ago

We loved our stay! The house was cleaner than any hotel we’ve used. There was plenty of room for our family of 6, and I got the best sleep in ages thanks to the super comfortable bed and soft linens. We were impressed by how thoughtfully the house was stocked with anything we could need: great selection of games in the dining room, laundry supplies including stain remover, kid-friendly dishes, etc. We appreciated the clear instructions posted by appliances. The neighborhood was peaceful and safe, and we felt comfortable letting our teens walk down to the beach each evening to watch the gorgeous sunset. We enjoyed the nearby towns, with great experiences at El Toro, Colonial Buzz Espresso Bar, Muse Pizzeria, Westmoreland State Park, and the Westmoreland County Museum. The location even made for easy day trips to Washington DC and the Pax River Naval Air Museum. Thanks again, Dani, for making our first ever family vacation such a great experience!!

4.96 out of 5 average rating, 67 reviews

Home in Leonardtown

The River House: A private waterfront oasis…

PeterRating, 5 stars4 weeks ago

This was our family's second stay at The River House. We had another relaxing and fun week! Kayaking across to the state park is one of our favorite things to do there. We also enjoy shopping and eating in Leonardtown. We had one rainy day, but reading on the day bed with a beautiful view (in spite of the weather) and working on a puzzle were an enjoyable way to spend the day. We hiked out to Calvert Cliffs State Park one day and enjoyed lunch on Solomons Island on the way back. John's pet friendly Airbnb is such an awesome place to vacation with our dogs. One of them loves to fetch her floating stick off the little beach area and play frisbee in the yard (bring a long leash that you can tie to the badminton net poles). Our other dog loves basking in the sun in the yard and on the deck. There are so many great things about this place, but the sunsets alone are worth the stay!

4.92 out of 5 average rating, 53 reviews

Flat in Colonial Beach

Sail Away To - Beachfront Views & Private Balcony

PadmanabhamRating, 5 stars2 weeks ago

Great place with fantastic views of the Potomac . Close to many dining options within walking distance. We went for a Memorial Day weekend and had a great time. I highly recommend.

5 out of 5 average rating, 18 reviews

Riverside Retreat Villa-New, Expansive Water Views

JessicaRating, 5 stars2 days ago

Kim was such a great host, our family very much enjoyed our stay at her villa. Quiet neighborhood yet walking distance from all downtown Colonial Beach has to offer. The villa was well appointed and had a wonderful outside patio with views of the river. We will definitely be back!

Tiny home in Westmoreland County

4.99 out of 5 average rating, 89 reviews

Tiny House Treasure on the Rappahannock River

ShirleyRating, 5 stars1 week ago

Loved this quaint tiny house. It was quiet and scenic and a 15 minute drive to Colonial Beach waterfront and restaurants. Lorie is fabulous host, communicative and friendly. We had a great time!