Beachfront vacation rentals in Rose Haven

Find and book unique beachfront homes on Airbnb

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Popular amenities for Rose Haven beachfront rentals

Pet-friendly beachfront home rentals

Guest favorite
A serene waterfront scene captures a dock alongside a calm waterway, surrounded by lush greenery. An American flag waves at the dock, with a gravel road leading away from the water. The inviting atmosphere reflects the tranquility of the locale.
Guesthouse in Glen Burnie
4.94 out of 5 average rating, 332 reviews

The Crab House - a Private, Waterfront Guest House

RosaRating, 5 stars2 weeks ago
This guesthouse is situated right on the water in a quiet, private neighborhood that is located close to restaurants, shopping, and recreation. The ambiance is relaxed, and we immediately felt at home. The decor is stylish in the gorgeous kitchen, and the heated bathroom facilities are spacious and accommodating. The bed was particularly comfortable, and the living room faces large windows and a continuous view of the waterfront. We enjoyed our stay in this location and highly recommend this property. We hope to visit again when we are in the area.
Guest favorite
An open living space with large panoramic windows invites natural light. A compact kitchen is visible, equipped with appliances and a built-in shelf. A round dining table with white chairs is positioned adjacent to a cozy seating area, which features a soft gray sofa. A decorative rug enhances the warmth of the room.
Tiny home in Solomons
4.96 out of 5 average rating, 626 reviews

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

KatelynRating, 5 stars6 days ago
So peaceful! Mad we haven't found this place sooner
Superhost
A cozy living area features a dark leather sofa and two blue chairs arranged around a round coffee table. Soft lighting is provided by stylish lamps on both ends. Framed artwork lines the walls, and natural light streams through the curtains.
Apartment in Cambridge
4.91 out of 5 average rating, 124 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

LesleyRating, 5 stars4 months ago
We had a winter visit and despite it being freezing outside the house was nice and toasty and we appreciated the fast hot water for showering. No fenced yard for our dog but it's a nice area to walk around. Central location, close to restaurants. Would stay again.
Top guest favorite
Home in Shady Side
5 out of 5 average rating, 163 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

KathyRating, 5 stars1 week ago
We had a fantastic stay at Evan’s place. The cottage is beautiful and we really appreciated the lovely touches (fresh eggs, butter, dog biscuits). The property is beautiful and we enjoyed the calm waters of the bay and watching the ospreys. Highly recommend for a lovely and relaxing get away!
Superhost
A charming two-story farmhouse is situated on a spacious gravel area, surrounded by well-maintained grass. The exterior features white siding with navy shutters and multiple chimneys, while large windows reflect natural light. A tree line adds a touch of greenery in the background.
Home in Madison
4.94 out of 5 average rating, 31 reviews

Farmhouse by the bay! Beach and pier access.

ErinRating, 5 stars6 months ago
We had a lovely stay at Patrick’s place! It had everything we needed for a long weekend on the shore. A very comfortable home. Patrick was extremely responsive and helpful, with easy check in and check out. The kitchen was particularly lovely and well appointed! The house number is a little small so keep an eye out. And the mosquitos were fierce - don’t forget bug spray! Thanks, Patrick!
Top guest favorite
A coastal-themed kitchen is showcased with white cabinetry and a stainless steel range hood. The countertop is equipped with essential appliances, including a microwave and coffee maker. Blue dishware and utensils are neatly arranged, while a window illuminates the space with natural light.
Home in Fishing Creek
4.96 out of 5 average rating, 27 reviews

Waterfront Sunrise Cottage on Hoopers Island, Md

ShengfengRating, 5 stars4 months ago
We had 3 great night stay. Toby and Kim are super kind, they provided a lot of info. before we arrived, and responded very fast. The cattage is very nice, not very modern, but lovely, and the environment is quite and cozy.
Guest favorite
A cozy seating area is framed by large picture windows, offering expansive views of the bay and a colorful sunset. Soft, patterned cushions add comfort to the green sofas, while a warm light fixture hangs above, enhancing the inviting ambiance.
Home in Port Republic
4.88 out of 5 average rating, 25 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

SkyeRating, 5 stars3 months ago
An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.
Top guest favorite
A moonlit scene captures a tranquil waterway, with a pier illuminated by soft lights. The reflective surface of the water mirrors the glow, while the distant shoreline is faintly visible against the night sky.
Campsite in Benedict
4.94 out of 5 average rating, 18 reviews

Warm fire pit under the stars on the water

DorienRating, 5 stars1 month ago
The experience was once in a lifetime and was something that I would look forward to doing again. It was close to DC Baltimore and other metropolitan area.

Beachfront home rentals with a pool

Top guest favorite
Home in Chestertown
5 out of 5 average rating, 22 reviews

Chestertown Watson Family Farm

TaraRating, 5 stars6 months ago
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.
A clear blue swimming pool is surrounded by a concrete deck, featuring several lounge chairs with striped cushions. A small changing room or bathhouse is visible in the background, along with green trees providing shade in the area.
Home in Taylors Island
4.7 out of 5 average rating, 82 reviews

The Marina Oasis in Taylors Island

KarenRating, 5 stars32 months ago
It was a comfy stay in a beautiful marinia. The house was clean and the beds were soft. It did well for me and my 4 kids who each had their own bed. The landscape of the place and the sunsets were great! It was quite, tranquil with beautiful warm and sunny days. I would go back. Very easy check in and out.A lot to do in the area.
Top guest favorite
A tranquil heated pool is surrounded by lush green grass and vibrant flower beds. Lounge chairs are strategically placed around the pool for relaxation. In the background, a stationary RV and a multi-story building complement the charming outdoor retreat.
Camper/RV in Stevensville
5 out of 5 average rating, 9 reviews

Charming RV With A Water View

CodyRating, 5 stars18 months ago
Andy was an awesome host! He checked in with us in the mornings to see if we needed anything (via text). They also had some great recommendations for us since we were out-of-towners. Would not hesitate to book with Alice and Andy again if we are ever in the area!
Top guest favorite
The backyard features a private pool surrounded by landscaped gardens and a variety of seating areas. Flowering plants add color to the foreground, while lounge chairs line the poolside. The house and trees are visible in the background, complementing the serene setting.
Home in Lusby
5 out of 5 average rating, 15 reviews

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

DeniseRating, 5 stars6 months ago
The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!
Guest favorite
A comfortable living area features a sectional sofa and two armchairs, complemented by a coffee table. Large windows allow natural light to fill the space, with a sliding door leading to a private balcony. A television is mounted on the wall opposite the seating.
Apartment in Colonial Beach
5 out of 5 average rating, 23 reviews

Sandy Feet Retreat - Beachfront

RosemarieRating, 5 stars1 week ago
Sandy Feet Retreat in Colonial Beach was a great place to take my daughter and the grandkids for a 3 day Spring Break holiday. The condo was beautifully furnished and very well located on the boardwalk. My family loved having access to the beach right outside the condo and spent many hours collecting shells and sea glass. Fishing from the pier was a thrill for my grandson. I enjoyed peaceful mornings on the balcony and evening time there listening to the waves each day. Thank you Brittany for everything you do to assure a lovely stay for your guests.
Superhost
The home features a welcoming exterior illuminated by warm outdoor lighting, showcasing large windows and a spacious deck with comfortable seating. A pool and spa, glistening in green hues, are surrounded by lush landscaping, creating a serene evening atmosphere.
Home in Saint Michaels
4.5 out of 5 average rating, 10 reviews

10 Minutes to St. Michaels with a Private Pool

JoyRating, 5 stars4 months ago
We had a great weekend a gain. Enjoying Christmas in St Michaels. Your home is beautiful. We ate at Ava’s, Limoncello, Carpenters and Talbots. Shopped on Sunday. Highly recommend the house tour. She you again soon.🥰

Private beachfront home rentals

Guest favorite
A wide view of the private beach area is captured, featuring a wooden walkway leading to the grassy space. A towering tree stands prominently, with nearby vacation homes visible in the background against a clear blue sky.
Home in Colonial Beach
4.83 out of 5 average rating, 18 reviews

Doug's Paradise

MatthewRating, 5 stars4 months ago
Stayed here to see a few friends who live in the Ebb Tide area. The house was clean, spacious and well equipped. We were only two people but with the sun room it was clear to see there are a few options for people to spread out and not feel on top of each other. This is a nice peaceful area about 15 minutes away from downtown colonial beach and a great location for a getaway. I would stay here away without hesitation.
Guest favorite
A wooden pier extends into calm waters, leading to a light blue waterfront home. The house features large windows and a deck with outdoor seating. Kayaks are positioned at the base of the pier, surrounded by greenery and rocky embankments.
Home in Colonial Beach
4.95 out of 5 average rating, 19 reviews

Peaceful and Cozy Waterfront Home (just renovated)

BrianRating, 5 stars2 weeks ago
Had a great stay ! Would definitely stay again if the time comes for us to go back .
Guest favorite
A set of four white woven chairs with striped cushions surrounds a small round table, positioned on a stone patio overlooking a sandy beach. The calm waters of Chesapeake Bay gently lap at the shore, with a clear sky in the background.
Home in Lusby
4.99 out of 5 average rating, 86 reviews

Waterfront with sweeping bay view & private beach

Jose PedroRating, 5 stars5 days ago
Perfect place to rest and unwind for couple days. Lovely house with its very own private beach. Great for family fun. I enjoyed the stunning bay view. Being in front of the ocean and the sea breeze. House was clean and comfy. 2 rooms with ocean view. Ample garden space kiddo played around. The upper part of the house is off limits for private use . Only 1 bathroom but okay we were only 3. Loved walking around and exploring Salomon island parks and restaurants. Highly recommend the ruddy duck great food and friendly atmosphere and the island hideaway at Solomon’s. The house water had a sulphur smell making it unpleasant to shower / brush our teeth. Colin was great and communicative the whole time. Loved using one of the kayaks to paddle around the bay. Overall great stay and would come back easily loved the view.
Top guest favorite
A serene waterfront view is presented, featuring a calm river reflecting a sunset sky filled with clouds. A sandy beach leads to wooden docks extending into the water, bordered by smooth rocks and natural greenery.
Home in Leonardtown
4.95 out of 5 average rating, 65 reviews

The River House: A private waterfront oasis…

LarinRating, 5 stars2 months ago
Thank you to John for a lovely stay at The River House! We enjoyed a gorgeous sunny sunset happy hour on the tiki bar dock and moody views of fog and mist rolling over the water all in one weekend. John’s place is clean, comfortable, and cozy. We had everything we could possibly need for a weekend of quiet, beauty, and relaxation. Can’t wait to come back!
Guest favorite
Home in Chesapeake Beach
4.92 out of 5 average rating, 39 reviews

Chesapeake Beach Charm: Cozy Home with Bay views

JohnRating, 5 stars3 months ago
Excellent getaway home for your stay. I was there with my family who are very skeptical about cleanliness and this was met. Great accommodation for family. I certainly recommend this house. We will certainly stay there again. The cost for the 2 nights was definitely great also. Thank to the owners.
Guest favorite
A well-maintained lawn stretches out towards the Chesapeake Bay, framed by several trees. A flagpole stands with an American flag. Vibrant flower beds and ornamental grasses add interest along the side of the home, while a patio area is visible near expansive windows showcasing the water view.
Home in Annapolis
4.9 out of 5 average rating, 198 reviews

Country House on the Bay

ChristinaRating, 5 stars6 months ago
This house was perfect for our family—wonderful location, big and beautiful outdoor space, all of the amenities our family needed during our stay. Steve is a wonderful host—kind, excellent communicator, and highly responsive. Ten out of ten experience!
Top guest favorite
A panoramic view captures the tranquil waterfront scene, featuring a private dock extending into calm waters. Wooden Adirondack chairs are positioned on a deck, providing a space to enjoy the serene landscape and expansive sky filled with scattered clouds under bright sunlight.
Cottage in Leonardtown
4.96 out of 5 average rating, 91 reviews

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

KevinRating, 5 stars1 month ago
Rachel’s place was Awesome! The water view, pier, fire pit and house made us feel at home. We were in town for a funeral and Rachel was very accommodating. With check in and check out. Our family grew up in piney point just a short distance away and we were able to reminisce and site see of the past. The ruddy duck restaurant on the island was a great place to gather after. Thanks again!!
Guest favorite
A cozy living area features a brown sofa adorned with decorative pillows, facing large windows that present a serene view of the river. A soft light shines from a lamp on a wooden coffee table, enhancing the bright atmosphere. A blue umbrella can be seen outside.
Home in Colonial Beach
4.98 out of 5 average rating, 60 reviews

Waterfront Paradise with own Beach, Kayak, & Grill

SonjaRating, 5 stars4 months ago
We loved this snug, little spot on the water. Watching the sunrise over the water made for enjoyable mornings. It had a full kitchen that made cooking our meals very easy. Two seating areas in the living area gave us room to spread out. Fast wifi....I even stayed online while I was down by the water. I wasn't a huge fan of the overly curious swans, but I did find some really nice pieces of sea glass down by the water. The heat in this house was great.

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