Skip to content

Vacation rentals in Stevensville

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Stevensville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Stevensville
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Enjoy your vacation in this Stylish Coastal-Country 3+ Bedroom Home w/3 acres of outdoor living! Perfect for Families & sleeps 14. We are conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets, Parties or Large Groups (14 max.). Book Today!
$172 per night
SUPERHOST
Guest suite in Stevensville
Kent Island Haven - A Waterfront Getaway
Located across the bay from Annapolis, Kent Island Haven is a convenient and beautiful alternative to a hotel. Near shopping, nature areas, and walking trails; as well as the fine restaurants and water-oriented features of the Eastern Shore. Convenient to Baltimore, DC, Easton and St. Michaels. This 600 square foot 1 BR/1 BA in-law apartment has a private entrance and full kitchen. Watch the ships and ospreys from the living room. Enjoy the waterside hammock, pier, patio, and garden.
$200 per night
SUPERHOST
Rental unit in Chester
Cozy Waterfront Apartment Kent Island
*We live on the property* Hello travelers!! Looking for a cozy & comfortable place to stay on Kent Island? Come enjoy this clean & beautifully renovated apartment above our family home, overlooking Cox Creek. This apt. Is built above our garage. Private entrance on the side of our house (20 steep steps up). 1 bedroom, queen bed. Plus an easy to assemble blow up air mattress to sleep an additional two. WiFi included. Private porch to sit & enjoy beautiful water views!
$125 per night
SUPERHOST

Stay near Stevensville's top sights

Photo of Terrapin Nature Park
Terrapin Nature Park34 locals recommend
Photo of Hemingway's Restaurant
Hemingway's Restaurant19 locals recommend
Photo of Chesapeake Bay Beach Club
Chesapeake Bay Beach Club5 locals recommend
Photo of Dunkin' Donuts
Dunkin' Donuts8 locals recommend
Photo of Stevensville Crab Shack
Stevensville Crab Shack10 locals recommend
Photo of Rams Head Shore House
Rams Head Shore House15 locals recommend

Other great vacation rentals in Stevensville

Guesthouse in Stevensville
Waterfront Getaway - View of bay from your bed
$214 per night
SUPERHOST
Home in Stevensville
Relax on Kent Island in 3 Bedroom Home w/Waterview
$143 per night
SUPERHOST
Private room in Chester
Peaceful Waterfront retreat for Rest & Relaxation
$147 per night
SUPERHOST
Rental unit in Stevensville
Boutique by the Bay
$156 per night
SUPERHOST
Home in Stevensville
Cheerful & Spacious Shore Life Beauty!
$175 per night
Private room in Stevensville
Cape Cod Bed and Bath
$145 per night
SUPERHOST
Private room in Chester
Kent Island Waterfront Suite 2
$190 per night
SUPERHOST
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
$152 per night
SUPERHOST
Private room in Annapolis
Chesapeake Mornings
$50 per night
SUPERHOST
Home in Annapolis
Historic Downtown in-law suite
$117 per night
Home in Stevensville
New! Stylish downtown home w/awesome outdoor area!
$186 per night
SUPERHOST
Home in Chester
Waterfront Paradise to Work or Rest
$347 per night