
Holiday rentals in Stevensville
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Top-rated holiday rentals in Stevensville
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Relaxing Water Views - Mill Creek Cottage
Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Halcyon house. Lovely views on MD eastern shore.
This charming apartment is located on the Chester river on Maryland's Eastern Shore. The wildlife is abundant and generally very active. The sun rise and sunsets can be spectacular. The property is 20 minutes from Annapolis and 50 minutes from DC. The newly renovated apartment has all new appliances and a well stocked kitchen with many herbs and spices, condiments, coffee, tea, cream and sugar etc. The 8 mile long Cross Island Trail starts a block from the house and leads to several restaurant

Boutique by the Bay
Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

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.

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.

Waterfront Chesapeake Bay Sunrises & Fishing Pier!
Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

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.

"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.

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.

❤️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!

Waterfront-View of Bay from your Bed-Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

12 M to Naval Academy | Waterfront Paradise
Discover the perfect blend of tranquility and convenience at our charming waterfront property. Nestled away in a serene setting yet close to all the action, this home offers an ideal escape. Imagine unwinding on the expansive screened-in porch, taking in the peaceful views of calm waters, or dropping a crab pot to catch some of Maryland's renowned Blue Crabs.
Popular amenities for Stevensville holiday rentals
Other great holiday rentals in Stevensville

Cozy home with Screened Porch, Min from Weddings

Waterfront Modern Guest Barn

Spacious4BR home with waterviews

River Cottage, Chestertown

Chessie Cottage - Chesapeake Bay

Bay Breeze - 3BR Waterfront Chester River Retreat

Chesapeake Bay Retreat W/Breathtaking Views

Kent Island Escape
When is the best time to visit Stevensville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £170 | £174 | £177 | £206 | £245 | £251 | £245 | £259 | £242 | £245 | £189 | £189 |
| Avg. temp | 1°C | 3°C | 7°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 8°C | 4°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Stevensville?
Stevensville has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Stevensville?
Experience the best of Stevensville with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Stevensville?
Yes! Work meets play with ease at over 20 vacation rentals in Stevensville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Stevensville vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Stevensville, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Stevensville have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Stevensville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stevensville have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Stevensville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stevensville have wifi?
Absolutely! We offer over 30 house rentals with wifi in Stevensville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stevensville have free parking?
Absolutely! We offer over 20 house rentals with free parking in Stevensville. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Stevensville

Total holiday rentals
Explore 40 holiday rentals in Stevensville

Nightly prices starting at
Stevensville holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Stevensville holiday rentals include wifi 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!
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- Rentals with a patio Stevensville
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- Rentals with a washing machine and dryer Stevensville
- Rentals with pools Stevensville
- Rentals with a fireplace Stevensville
- Rentals with outdoor seating Stevensville
- Family-friendly rentals Stevensville
- House rentals Stevensville
- Pet-friendly rentals Stevensville
- Rentals with a firepit Stevensville
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Betterton Beach
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Smithsonian American Art Museum
- Six Flags America
- Johns Hopkins University
- The Pentagon




