Vacation rentals in Highland Beach
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Highland Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Highland Beach vacation rentals
Other great vacation rentals in Highland Beach
Guest favorite
Guesthouse in Stevensville
5.0 out of 5 average rating, 208 reviewsWaterfront Getaway - View of bay from your bed
Jan 7 – 14
€ 299 per night
Guest favorite
Guesthouse in Annapolis
4.9 out of 5 average rating, 175 reviewsAnnapolis Guesthouse - Completely Separate Space
Sep 26 – Oct 3
€ 153 per night
Guest favorite
Apartment in Stevensville
4.98 out of 5 average rating, 242 reviewsBoutique by the Bay
Aug 28 – Sep 4
€ 199 per night
Guest favorite
Home in Annapolis
4.95 out of 5 average rating, 349 reviewsNew Hotel Chic
Feb 17 – 24
€ 205 per night
Guest favorite
Guest suite in Arnold
4.97 out of 5 average rating, 130 reviewsPet Friendly Captains Quarters, Near Annapolis, EV
Jul 22 – 29
€ 202 per night
Guest favorite
Cottage in Annapolis
4.96 out of 5 average rating, 339 reviewsRelaxing Water Views - Mill Creek Cottage
Apr 5 – 12
€ 223 per night
Guest favorite
Home in Annapolis
4.99 out of 5 average rating, 199 reviewsCape St Claire waterfront getaway
Jul 9 – 16
€ 152 per night
Guest favorite
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
Jul 24 – 31
€ 136 per night
Destinations to explore
- Baltimore Vacation rentals
- Ocean City Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Rehoboth Beach Vacation rentals
- Arlington Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom