Stevensville Vacation Rentals from $159: Search Short-Term Rentals

Q: What's the top vacation rental in Stevensville?

Relax on Kent Island in a 4 Bedroom Home w/Waterview! : This highly rated vacation home rental in Stevensville offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Stevensville are 240' Private Beachfront @Kent Island Love Point - Great for Families and Waterfront Escape with Pool Nature Lover Paradise .

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Our top choices for Stevensville vacation rentals

1. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Susan

$286 nightly

Aug 18 - Aug 19

Total with taxes and fees

2. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."

Brian

$311 nightly

Aug 24 - Aug 25

Total with taxes and fees

3. Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

$1,264 nightly

Aug 18 - Aug 19

Total with taxes and fees

On the beach, sun loungers, beach towels

4. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

barbara s.

$1,264 nightly

Aug 17 - Aug 18

Total with taxes and fees

5. Waterfront Escape with Pool Nature Lover Paradise

Stevensville

Maria S.

$1,128 nightly

Aug 23 - Aug 24

Total with taxes and fees

6. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Arnold

Chris A.

$315 nightly

Aug 16 - Aug 17

Total with taxes and fees

7. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Grasonville

Robin

$400 nightly

Aug 17 - Aug 18

Total with taxes and fees

8. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

Charlotte M.

$268 nightly

Aug 23 - Aug 24

Total with taxes and fees

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Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

8/10 Good

"My room was really nice and very clean. The house keeping lady was so nice and very helpful she kept my room clean with fresh towels and clean sheet. My family and I had a really nice stay at this resort ."

Graduate by Hilton Annapolis

10/10 Excellent

"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent

"We really enjoyed our stay at this spot while visiting our son for Plebe Parents Weekend at USNA. Had plenty of space to relax and unwind and communication was great throughout. One thing that wasn't as clear until arrival was that this is a guest house above garage next to main house where owner resides - therefore the pool/hot tub/outdoor space isn't private but shared. Wasn't a big deal to us but could to know beforehand. Really enjoyed the peaceful setting and was great to have the pool to cool off in with hot August humidity."

Circa 1700 Chesapeake Colonial home on the National Register.

8/10 Good

"The grounds of the property are beautiful and well maintained, and the pool was enjoyable. However, prospective guests should be aware that the pool is not entirely private, as members of the owner’s family used it on most days during our stay.The host was very friendly, responsive, and accommodating, but unfortunately the house itself did not meet our expectations. The biggest issue was accessibility. The stairs leading to the bedrooms were extremely steep, winding, dark, and felt unsafe, especially since there was inadequate lighting. There were also multiple levels throughout the home with uneven steps, making it difficult to move around safely. I ended up sleeping on a sofa because I was uncomfortable using the stairs to access the bedrooms.The kitchen was modern and updated and became the main gathering space for our group. Unfortunately, it was also the only area where the air conditioning was not functioning properly, which made it uncomfortable during warmer periods. The kitchen was also only minimally equipped.Other drawbacks included limited Wi-Fi coverage, which was only reliable in one room, and the fact that there was only a single television located in the living room.Overall, while the host was excellent and the outdoor grounds were lovely, the layout, accessibility challenges, and lack of amenities made the house itself disappointing for our stay."

Find out more about Stevensville

Everything you need to know about Stevensville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Stevensville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stevensville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Stevensville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stevensville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Stevensville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Stevensville rentals

At Expedia, we put the best Stevensville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Stevensville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stevensville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stevensville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Stevensville?

Yes, we have vacation rentals in Stevensville near Paul Reed Smith Guitars, or you can choose a more secluded option if you'd like a relaxing place to stay. Our travelers say Stevensville has a good selection of restaurants. Make sure you have time to check out the spas and shopping during your trip.

What's the top vacation rental in Stevensville?

Relax on Kent Island in a 4 Bedroom Home w/Waterview!: This highly rated vacation home rental in Stevensville offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Stevensville are 240' Private Beachfront @Kent Island Love Point - Great for Families and Waterfront Escape with Pool Nature Lover Paradise.

How many vacation rentals will I find in Stevensville?

With 39 Expedia vacation rentals, you're sure to find just the right place for your Stevensville stay.

What’s there to see and do in Stevensville?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Paul Reed Smith Guitars. Matapeake State Park and Love Point State Park are other places to visit while you're in town.

What’s a vacation rental in Stevensville like?

Vacation rentals are private properties where you can stay for several days or longer in Stevensville. Vacation rentals offer extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.

Stevensville Vacation Rentals

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Check prices for these dates

Our top choices for Stevensville vacation rentals

1. Charming Coastal/Country Home w/3 Acres & Sauna!

2. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

3. Stay by MD's Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

4. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

5. Waterfront Escape with Pool Nature Lover Paradise

6. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

7. Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

8. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

9. First Floor Studio Apartment in Historic Chestertown

10. Waterfront Oasis of Annapolis Star

11. Pool Loft Suite | Bay Access & Beach Passes

12. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

13. BAYSIDE BUNGALOW

14. Large 2 bedroom house with private parking in a nice neighborhood

15. Annapolis Retreat - 7 mins from downtown Annapolis!

16. Annapolis Home | Fenced Yard | Pool Table | 10 Guests

17. Bayside Cottage steps from Rock Hall Harbor

18. Cute, Cozy 2-bedroom house near Annapolis with water access

19. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

20. Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Find vacation rentals that suit your style

Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

Find out more about Stevensville

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