Stevensville Holiday Rentals from AU$303: Search Short-Term Rentals

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Our top choices for Stevensville holiday rentals

A lighthouse with a white exterior, a balcony, and a metal roof.

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

Stevensville

Michael V.

includes taxes & fees

22 Oct - 23 Oct

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

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

Stevensville

Anthony P.

includes taxes & fees

21 Oct - 22 Oct

Three birds perched on a wooden structure by the water.

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

Stevensville

barbara s.

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

4. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

David R.

includes taxes & fees

21 Oct - 22 Oct

A two-story house with a red roof, a brick chimney, and a small porch.

5. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

"The house was clean. It is clear someone lives there full time and vacated the house for our stay. Their food and clothes remained in the property. It did not bother us, but not something we expected. The AC worked well. The owner communicated there were issues before we arrived that they were working to fix and left the number of the contractor in case we experienced issues. We were there the hottest weekend so far this year and did not have any issues. It does look like they are still...

Michele F.

includes taxes & fees

24 Oct - 25 Oct

A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

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

Rock Hall

lisa p.

includes taxes & fees

26 Oct - 27 Oct

Stylish kitchen with open layout and island seating

7. Pool Loft Suite | Bay Access & Beach Passes

Cape Saint Claire

Ana S.

includes taxes & fees

21 Oct - 22 Oct

A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

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

Arnold

Linda B.

includes taxes & fees

21 Oct - 22 Oct

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Top Stevensville Hotel Reviews

St Michaels Inn

10/10 Excellent

"Staff was exceptional. Historical vibe was fun and coastal-appropriate. Close to DC and other fun destinations."

Sonesta ES Suites Annapolis

8/10 Good

"My husband and I were traveling with our 14 month-old son. The room was a good size and had two separate bedrooms, which worked out really well for us. There was a strong odor when we first arrived to our room. We travel with an air purifier for our son, as he sometimes has sinus issues, so that helped. The room itself was a bit dated, although well laid out. The fridge, microwave and dishwasher were all really nice to have. We didn’t get to use the fireplace, as we purchased a log, but we didn’t have a lighter or matches and the property didn’t either. The breakfast every morning was great! Fresh food snd fresh ingredients. Kitchen staff was incredibly friendly and good with our son, too. I’d say 7.5/10, but if they were to update the room and eliminate the odor, I feel like it’d be a 9/10."

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"This place was wonderful for family get togethers. So incredibly home-y! Beautiful views from every window. The place is better stocked than any home I’ve ever rented and we’ve stayed in over twenty across the USA. Tissues in every room. Can never find tissues in other rentals! Also paper products, foil, every possible cookware and dish available for use. Loads of drawer and closet space if you like to unpack. Beautiful landscaping and waterfront views. Even the driveway was landscaped perfectly. I am a bird watcher / listener and the birds sing their hearts out in the trees surrounding the property. We utilized the kayaks and super wide paddleboard. We put the crab traps out and caught two dozen crabs. We all had fun and spent quality time together. Best rental experience EVER! Host Hal was very responsive to any questions we had too!"

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

10/10 Excellent

"The house was great. It was well equipped with towels (beach and bath), kitchen items, and a welcome bin (snacks and toiletries). We made use of the pool, hot tub, and hung out on the dock in the morning. John was a very gracious host. He's responsive and made sure that we felt at home. Would definitely recommend!"

Find out more about Stevensville

Everything you need to know about Stevensville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stevensville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Stevensville holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stevensville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stevensville holiday rentals we have selected for you start as low as AU$303 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Stevensville rentals

At Expedia, we put the best Stevensville holiday 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 holiday.

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 holiday rental in Stevensville?

Yes, there are holiday rentals in Stevensville close to Paul Reed Smith Guitars, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Stevensville has a good selection of restaurants. Make sure you have time to check out the spas and shopping during your trip.

What are some of the best holiday rentals that Stevensville has to offer?

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. : This highly rated holiday home rental in Stevensville is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a pool table. Other favourite homes for rent in Stevensville are 240' Private Beachfront @Kent Island Love Point - Great for Families and Relax on Kent Island in a 4 Bedroom Home w/Waterview!.

How many holiday rentals will I find in Stevensville?

With 41 Expedia holiday rentals, you're guaranteed 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 holiday rental in Stevensville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stevensville. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family trip.

Stevensville Holiday Rentals

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Our top choices for Stevensville holiday rentals

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

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

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

4. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

5. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

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

7. Pool Loft Suite | Bay Access & Beach Passes

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

9. Cozy 2br home w/ parking in downtown Annapolis

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

11. Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

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

13. BAYSIDE BUNGALOW

14. First Floor Studio Apartment in Historic Chestertown

15. Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min

16. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

17. Annapolis Retreat - 7 mins from downtown Annapolis!

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

19. Lower Level Loft - Adorable Studio Apt. Near BWI

20. Renovated Bungalow | Walk to Beach | Dog-Friendly

Find holiday rentals that suit your style

Top Stevensville Hotel Reviews

St Michaels Inn

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