House vacation rentals in Stevensville

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Top-rated house rentals in Stevensville

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

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Guest favorite
An open layout living area features a kitchen equipped with stainless steel appliances and a breakfast bar with high stools. A dining table is visible in the background near large windows. The space is complemented by two leather couches and light hardwood flooring.
Home in Arnold
4.9 out of 5 average rating, 130 reviews

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Top guest favorite
A charming gray house is situated beside a manicured lawn, featuring a well-maintained driveway and an adjacent garage. Green shrubs and small trees are positioned around the property, creating a welcoming environment. A clear blue sky with fluffy clouds is visible overhead.
Home in Stevensville
4.91 out of 5 average rating, 110 reviews

Cheerful & Spacious Shore Life Beauty!

Welcome to our charming yet peaceful abode & island oasis where sailing, marine life, & bay exploration exceed the standard! This exceptional home is conveniently located to a variety of high quality restaurants, parks, outdoor activities, spas, beaches, wedding venues, & other entertainment including live music, hunting, & antiquing while also being 20-minutes from Annapolis & 1-hour from Baltimore City & DC. Let this be your definitive choice for a magical destination you'll forever remember.

Guest favorite
A serene waterfront scene is captured at dusk, featuring a dock illuminated by soft lighting. A swing sits beneath a large tree, providing a peaceful spot to relax while overlooking the calm water.
Home in Grasonville
4.95 out of 5 average rating, 303 reviews

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Top guest favorite
A well-lit living area features comfortable seating on a soft gray sofa, complemented by a wooden coffee table and a television mounted on the wall. A ceiling fan is present above, and natural light filters in through large windows, creating an inviting space.
Home in Stevensville
5 out of 5 average rating, 47 reviews

Screened Porch | Near Bay Bridge & USNA | Big Yard

Welcome to your perfect Kent Island getaway! This newly listed home features a tastefully decorated 3-bedroom home, accommodating up to 8 guests. Enjoy the screened-in porch, wrap-around deck with rocking chairs, and large backyard with outdoor dining for any fun activity. You will be minutes from the Bay Bridge and several of Kent Island's premier venues and restaurants, making this home ideal for wedding guests, an Annapolis/DC trip, or if you're simply looking to explore the Eastern Shore.

Top guest favorite
The outdoor area features a spacious concrete saltwater pool surrounded by lounge chairs and tables. The house showcases a light-colored façade with multiple entrances, large windows, and umbrellas providing shade, all set against a backdrop of lush greenery.
Home in Stevensville
4.97 out of 5 average rating, 119 reviews

Beautiful Kent Island Getaway with Pool

PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

Top guest favorite
A spacious living area, featuring a small sectional couch facing a TV mounted on the wall. A foosball table occupies the foreground, while a dining nook with a round table and chairs is visible in the background. Soft artificial lighting enhances the relaxed setting.
Home in Crownsville
5 out of 5 average rating, 114 reviews

"Hilltop Hideaway"- Private basement suite

Location, location! "Hilltop Hideaway" is a private basement apartment just 16 miles from BWI airport, 10 miles from Fort Meade and Annapolis, and less than 30 miles to Baltimore and Washington, DC! Nestled in a wooded setting on 2 acres, it is perfect for 1-2 adults (25yrs old or older). Not suited for children. Offers living space, bathroom, kitchenette w/microwave, toaster oven, coffee maker, crock pot, apartment size fridge and separate dining nook. Private key code entrance and parking.

Top guest favorite
A wooden dock extends over calm waters, leading to a charming home surrounded by trees. The house, featuring large windows, is illuminated as dusk approaches. Adirondack chairs are placed along the shoreline, inviting relaxation in the natural setting.
Home in Stevensville
4.99 out of 5 average rating, 141 reviews

Kent Island Waterfront Home with Amazing Sunsets

Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

Guest favorite
A spacious living room features a large sectional sofa, a coffee table, and a TV stand. Natural light enters through multiple windows, illuminating the wood flooring. An open view leads towards the kitchen area, where bar stools are positioned at a counter.
Home in Stevensville
4.93 out of 5 average rating, 350 reviews

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Relax in this Stylish Coastal-Country Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups! We're 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 or Parties & 14 max guests (8 max adults). Book Today!

Top guest favorite
A covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.
Home in Cambridge
4.99 out of 5 average rating, 217 reviews

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Guest favorite
An inviting outdoor space is illuminated by string lights, creating a cozy ambiance. Lush greenery surrounds a small palm, leading the eye toward a serene waterfront view under a twilight sky.
Home in Stevensville
4.88 out of 5 average rating, 91 reviews

Kent Island Waterfront/ Entire Home

Beautiful fully renovated creek-view home in Stevensville, less than 15 minutes from venues, restaurants, bars, and marinas. Features 2 bedrooms: a king master suite and a second room with queen and bunk beds. Enjoy 2 full bathrooms with rain showers, a modern kitchen with all essentials, dining area, 2 living rooms, huge 85” TV, and covered patio overlooking beautiful Thompson Creek. Stores and outlets only  minutes away. Perfect for relaxing and beautiful sunsets views!

Guest favorite
A screened lanai features a dining table surrounded by comfortable striped chairs. A hanging chair is positioned to one side, providing additional seating. Natural light floods the space through the open design, with a view of the spacious backyard and surrounding trees.
Home in Stevensville
4.98 out of 5 average rating, 83 reviews

Cozy home with Screened Porch, Min from Weddings

Tastefully updated 3 bedroom home with everything you need to enjoy Kent Island! Home is conveniently located within minutes from a beach at Terrapin Park, the Cross Island Trail, and Downtown Stevensville. Downtown is home to a few great restaurants and has a new ice cream shop! Other popular destinations, such as Chesapeake Beach Club, Kent Narrows and Annapolis, are within a 10-15 min drive! Come visit us for crab season and enjoy life at the Chesapeake Bay!

Top guest favorite
An aerial view captures a spacious yard illuminated by soft string lights, featuring a circular stone fire pit surrounded by Adirondack chairs. Lush greenery and flowering trees provide a natural backdrop, with the bay visible in the distance under a colorful sunset sky.
Home in Stevensville
4.98 out of 5 average rating, 57 reviews

Spacious4BR home with waterviews

Welcome to Love Point Lookout! A recently updated 4 bedroom home in a centralized, quiet, location and no shortage of amazing views of the Chesapeake Bay! This home will fulfill the needs of every family member, regardless of age, for your ideal getaway. With a convenient location just miles from the Bay Bridge, Kent Narrows, and Annapolis, the local attractions are just the beginning for this prime location.

Popular amenities for Stevensville house rentals

When is the best time to visit Stevensville?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$65,077 GYDG$58,590 GYDG$78,469 GYDG$75,539 GYDG$80,770 GYDG$79,515 GYDG$82,863 GYDG$87,048 GYDG$88,931 GYDG$88,722 GYDG$81,607 GYDG$71,982 GYD
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Quick stats about house rentals in Stevensville

  • Total vacation rentals

    Explore 30 vacation rentals in Stevensville

  • Nightly prices starting at

    Stevensville vacation rentals start at G$14,647 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,180 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Stevensville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stevensville rentals

  • 4.9 Average rating

    Stevensville stays are highly rated by guests—averaging 4.9 out of 5!