Vacation rentals in Highland Beach

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Popular amenities for Highland Beach vacation rentals

Other great vacation rentals in Highland Beach

Guest favorite
A serene swimming pool is featured in a private outdoor area, surrounded by a stone deck. Two white lounge chairs are positioned nearby, with trees providing a shaded atmosphere. The clear water glistens under a partly cloudy sky, inviting relaxation.
Home in Edgewater
4.92 out of 5 average rating, 142 reviews

House in Edgewater Maryland

NancyRating, 5 stars1 week ago
Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.
Superhost
A spacious living area features elegant armchairs in soft hues, accompanied by a round wooden coffee table. A traditional area rug adds texture, while large windows dressed in blue curtains allow natural light to fill the room. A fireplace and decorative furnishings enhance the atmosphere.
Home in Wye Mills
4.91 out of 5 average rating, 11 reviews

⇚Family Getaway⇛| Lakeside + A Nature View |

LisaRating, 5 stars11 months ago
Kevin is a great host to us year after year! we love staying at his place!
Guest favorite
Home in Deale
4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

CourtneyRating, 5 stars3 weeks ago
This air b&b is in a beautiful setting with plenty to do (kayaking, hot tub, fire pits, bird watching, etc). It's also very centrally located so we could easily get to more populated areas in no time. The most stunning part of the house is the master suite in my opinion which is on the upper level (the upper level is shared with another apartment, but you don't really hear the air b&b tenants of this suite and it's completely separate with a separate entrance). Stunning views from both the master bedroom and the bath tub in the master suite! The downstairs is also quite lovely with two regular bedrooms, one small bedroom, and a sun room that has a pull out couch (we didn't use it). It's a lovely house to entertain in. It has personal photographs to the owner downstairs that speak to the family's history. The owner is communicative. The overall experience was quite lovely. We'd be happy to return.
Superhost
A spacious living area features a large sectional sofa positioned around a coffee table, with a geometric area rug beneath. A flat-screen TV is mounted on the wall, and natural light streams in through large windows, enhancing the open layout that flows to the dining area.
Home in Pasadena
4.86 out of 5 average rating, 58 reviews

Beautiful Home Near Beach and Patapsco River

EvaRating, 5 stars3 weeks ago
This home is really nice! We stayed there because our daughter was getting married at a venue about 5 minutes away from the home. It was perfect! Plenty of space for our family and was great for the bridal party to get ready! Nice open floor plan. The beds a bedrooms were very large with comfortable beds. The home was well equipped. The outdoor area was nice and I’m sure the pool is nice in the summertime. Thank you for sharing your home with us on this very special occasion.
Guest favorite
A row of charming urban townhouses features a blend of red brick and stone exteriors. A large tree stands in front, providing natural shade. The street is lined with parked vehicles, indicating a vibrant neighborhood. The sky is bright with scattered clouds.
Apartment in Canton
4.97 out of 5 average rating, 31 reviews

Patterson Park Apt; Walk to Hopkins, Bars, Cafes

RachelRating, 5 stars2 days ago
Jenny’s place was exactly what we needed for our long weekend trip. I loved that it was spacious, clean and had excellent natural light. We spent lots of time walking through the park across the street and appreciated how quiet the street/block was at night. 10/10 would recommend!
Guest favorite
A waterfront dining area is visible, featuring wooden tables under an awning. Patrons can be seen enjoying their meals. The setting sun creates a warm glow over the water, while nearby boat docks add to the seaside atmosphere.
Home in Stevensville
4.97 out of 5 average rating, 32 reviews

Carolina Cottage - 2 story, pet-free home

AmberRating, 5 stars1 month ago
This little cottage had my family feel right at home. Very cozy and close to the bay with a beautiful view. Also the neighbors are very friendly!
Top guest favorite
The exterior of the house is showcased with a charming wrap-around porch, flanked by neatly trimmed landscaping. A three-story structure features shingle siding and multiple large windows that allow ample natural light. The front entrance is accessed via a set of stone steps.
Home in Arlington
4.97 out of 5 average rating, 100 reviews

Entire family size house steps to ANC & metro walk

Mary EllenRating, 5 stars3 weeks ago
Tyler's place was perfect for our stay with our extended family. It's spacious and comfortable, with plenty of room to relax indoors and out. It has a very nice large porch and deck, great for some solitude or for kids to play. The beds were comfy and the linens ample, there are gorgeous large bathrooms and luxurious showers, the kitchen was well-stocked and included an amazing high-end stove, and the living spaces are nicely decorated and furnished with art and tons of books. One bedroom had lots of toys and kids' books, a very nice touch. Tyler was helpful, accommodating, and responsive. The location is very convenient to Arlington National Cemetery and within walking distance to a Metro stop. Everything about this rental was fantastic--we highly recommend it if you need a lovely space for a large group. Thanks, Tyler!
Superhost
Home in Stevensville
4.96 out of 5 average rating, 84 reviews

Kent Island Beach House II by the Kentmorr Marina

GregRating, 5 stars10 months ago
Great place! Really cool location that makes you feel part of this unique community. We were in town for a family wedding and it was perfect. Our host Donna was exceptional (and friendly). We need to find a reason to go back soon!

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