Stevensville Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Stevensville holiday rentals

Exterior

Holiday Home in Stevensville

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
9.8 out of 10, Exceptional, (43 reviews)
"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"
United States
Supriya V.
The price is HK$499
HK$1,882 total
includes taxes & fees
17 Mar - 18 Mar
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Exterior

Holiday Home in Stevensville

Charming Coastal/Country Home w/3 Acres & Sauna!
9.6 out of 10, Exceptional, (34 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is HK$499
HK$1,907 total
includes taxes & fees
17 Mar - 18 Mar
Charming Coastal/Country Home w/3 Acres & Sauna!
Oven, stovetop

Houseboat in Stevensville

40' Bristol sailboat with spectacular views
The price is HK$2,349
HK$3,394 total
includes taxes & fees
17 Mar - 18 Mar
40' Bristol sailboat with spectacular views
Outdoor dining

Mobile Home in Edgewater

Waterfront Getaway, Dock Your Boat & Play!
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!"
United States
Daniel K.
The price is HK$775
HK$2,472 total
includes taxes & fees
17 Mar - 18 Mar
Waterfront Getaway, Dock Your Boat & Play!
Terrace/patio

Houseboat in Arnold

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
9.8 out of 10, Exceptional, (8 reviews)
"Great place!"
United States
Chris A.
The price is HK$1,003
HK$2,839 total
includes taxes & fees
17 Mar - 18 Mar
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Property grounds

Houseboat in Pasadena

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
The price is HK$1,208
HK$3,314 total
includes taxes & fees
17 Mar - 18 Mar
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
Property grounds

Apartment in Chestertown

First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Every thing was great"
United States
lesia k.
The price is HK$775
HK$1,243 total
includes taxes & fees
17 Mar - 18 Mar
First Floor Studio Apartment in Historic Chestertown
Dining

Holiday Home in Grasonville

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is HK$1,957
HK$3,311 total
includes taxes & fees
17 Mar - 18 Mar
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Beach

Apartment in Rock Hall

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (18 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is HK$922
HK$2,228 total
includes taxes & fees
17 Mar - 18 Mar
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach nearby

Holiday Home in North Beach

Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (19 reviews)
"Delightful one-night stay! Place was clean, quiet, convenient and very comfortable. Especially grateful that our beloved dog was welcomed"
United States
Elaine D.
The price is HK$734
HK$2,660 total
includes taxes & fees
18 Mar - 19 Mar
Walk to Beach! King Bed & Free Beach Passes
Interior

Holiday Home in Arnold

Large 2 bedroom house with private parking in a nice neighborhood
9.4 out of 10, Exceptional, (36 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is HK$1,057
HK$2,606 total
includes taxes & fees
17 Mar - 18 Mar
Large 2 bedroom house with private parking in a nice neighborhood
Marina

Holiday Home in Annapolis

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is HK$1,349
HK$3,796 total
includes taxes & fees
17 Mar - 18 Mar
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Outdoor dining

Holiday Home in North Beach

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (32 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is HK$777
HK$3,208 total
includes taxes & fees
17 Mar - 18 Mar
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Pool

Holiday Home in Chesapeak beach

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is HK$1,331
HK$3,450 total
includes taxes & fees
17 Mar - 18 Mar
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Outdoor pool

Holiday Home in Glen Burnie

Secluded Tiny Pool House -Private Pool -Self Check in
8.6 out of 10, Excellent, (10 reviews)
"Absolutely loved it, very quiet and peaceful, Jordan is an excellent host"
United States
Robert F.
The price is HK$775
HK$1,062 total
includes taxes & fees
17 Mar - 18 Mar
Secluded Tiny Pool House -Private Pool -Self Check in
Smart TV

Holiday Home in Rock Hall

Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, (2 reviews)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
United States
Dorothy R.
The price is HK$1,370
HK$2,830 total
includes taxes & fees
1 Apr - 2 Apr
Bayside Cottage steps from Rock Hall Harbor
Smart TV

Holiday Home in Cambridge

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (14 reviews)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is HK$2,054
HK$4,127 total
includes taxes & fees
18 Mar - 19 Mar
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Fridge, microwave, oven, stovetop

Apartment in Cape Saint Claire

Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (4 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is HK$979
HK$3,061 total
includes taxes & fees
30 Mar - 31 Mar
Luxury Pool Loft sleeps 4
Outdoor pool, a heated pool

Apartment in Annapolis

Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is HK$1,620
HK$3,240 total
includes taxes & fees
17 Mar - 18 Mar
Waterfront Oasis of Annapolis Star
Outdoor spa tub

Holiday Home in Edgewater

London Towne Bungalow w/Loft - Walk to the Beach!
9.0 out of 10, Wonderful, (4 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
The price is HK$1,033
HK$3,650 total
includes taxes & fees
17 Mar - 18 Mar
London Towne Bungalow w/Loft - Walk to the Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stevensville Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Clean room"
Joshua 1-night trip
Posted 1 hour ago
Crowne Plaza Annapolis by IHG

Find out more about Stevensville

Search for holiday rentals in Stevensville on Expedia! You can easily find your home rentals, villas, holiday apartments in Stevensville using one of the methods below:

  • View our selection of featured holiday rentals in Stevensville
  • Use the map to find apartments and other holiday homes in the Stevensville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stevensville while they last

Look no further and take a look at our great range of rental properties in Stevensville!

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?

240' Private Beachfront @Kent Island Love Point - Great for Families: This highly rated holiday home rental in Stevensville is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Other favourite homes for rent in Stevensville are Circa 1700 Chesapeake Colonial home on the National Register. and Charming Coastal/Country Home w/3 Acres & Sauna!.

How many holiday rentals will I find in Stevensville?

With 37 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.