Photo by Jennifer Crim

Stevensville holiday homes

We found 942 holiday rentals — enter your dates for availability

Discover a selection of 38 homes and other holiday rentals in Stevensville that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and air conditioning. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Stevensville

Showing deals for:31 Jul - 7 Aug

Image gallery for USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

View from the front of this Stately Masterpiece (you'd think I built it ;-)
8.0 out of 10, Very good, (5 reviews)
Very good
(5 reviews)

USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

Annapolis

15% off
Price is NZ$14,783
for 7 nights, 1 home
NZ$2,112 per night
includes taxes & fees
USNA Stay w indoor Soft Hot Tub, Private Pool, King Beds & CHILD FRIENDLY GEAR

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the waterfront setting in Stevensville

The island views and other outdoor surroundings create an inviting atmosphere in Stevensville. This relaxing and romantic city is well known for its restaurants, spas and cycling. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Stevensville

Are you hoping to find top things to see and do in the city? Venture out of your cosy holiday rental and check out everything that makes Stevensville a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Queenstown Harbor Golf (7.9 mi / 12.7 km)
  • St. Michaels Winery (14.7 mi / 23.6 km)
  • Maryland Renaissance Festival (14.8 mi / 23.8 km)
  • Chesapeake Beach Water Park (23.2 mi / 37.4 km)
  • U.S. Naval Academy Golf Club (8.1 mi / 13 km)
  • Bay Hills Golf Club (9.9 mi / 15.9 km)

Exploring the natural features in Stevensville

Whether you're an active traveller or just want to take in the scenery, Stevensville is a great spot to appreciate mother nature. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Northern Chesapeake Bay (2 mi / 3.2 km)
  • Sandy Point Beach (4.8 mi / 7.8 km)
  • Chesapeake Bay Environmental Center (5.1 mi / 8.3 km)
  • Bay Ridge Beach (8 mi / 12.9 km)
  • Carrs Beach (8.6 mi / 13.8 km)
  • Maryland Quiet Waters Park (10.2 mi / 16.3 km)

Travelling to and around Stevensville

Fly into Easton, MD (ESN-Easton - Newnam), the closest airport, located 17.8 mi (28.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Baltimore Washington International Airport (BWI), which is 23.5 mi (37.8 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Stevensville?
Houses are the most popular style of holiday home in Stevensville, according to our data. Even if you have a different vision in mind, Bookabach has holiday homes in a variety of shapes and sizes. Compare our options to find your perfect pad.
How much does it cost to rent a holiday home in Stevensville?
The average price for a holiday home in Stevensville can vary depending on factors like season, length of stay and property type. Whether you'd like a sprawling villa with a pool or an apartment for you and your other half, just add your dates of travel to discover stays with unbeatable value.
How much does it cost to rent a beach house in Stevensville?
When you travel and the style and size of the property will determine the cost of your beachside escape. Type in your Stevensville travel dates to see your options on Bookabach. Can't live without a hot tub? Use our filters to pick the features and amenities you want in your beach house.
Are there pet-friendly holiday homes in Stevensville?
Yes, there are. You can pick from eight holiday homes that cater to pets in Stevensville. Several of our pet-friendly holiday homes even have an outdoor area for your four-legged friend to play around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Bookabach that's pawfect.
Can I rent a house with a pool in Stevensville?
Add a whole new level of fun to your adventure by booking one of the three houses with a private pool in Stevensville. Use our search filter to find the kind of property you want on Bookabach, and then spend lazy days splashing and playing in a swimming pool that's just for you.
What are popular home amenities in Stevensville?
A barbecue grill, a garden and a nearby river head the list of most popular home amenities in Stevensville. Whether you plan to travel as a party of one, with your other half or a group of best friends, Bookabach will help you find a holiday home that suits your tastes with a load of extras you'll love.
Are there large group holiday homes in Stevensville?
There are three holiday properties in Stevensville that can sleep five or more guests. From family getaways to special occasions like birthday parties, these stays have enough space to chill out with your favourite people.
Are there holiday homes in Stevensville that welcome kids?
Stevensville has seven family-friendly holiday homes to pick from. And booking a stay that welcomes youngsters is a cinch with Bookabach's "Properties good for families" filter. In addition to having the entire place to yourselves, you'll also enjoy access to conveniences and perks like multiple bedrooms, private pools and yards.
What are the top attractions for families in Stevensville?
You'll find lots of exciting things to do and see with the family in Stevensville, including:

  • Annapolis Maritime Museum
  • Sandy Point Beach
  • Annapolis Sailing School

Are there one-bedroom holiday homes in Stevensville?
Yes, you can take your pick from two one-bedroom homes in Stevensville. Whether you'd like a townhouse or a condo, Bookabach's one-bedroom homes are perfect if you don't require huge amounts of space. One of the major perks of having your own pad? You'll never need to share your getaway with strangers.
Are there holiday homes with WiFi in Stevensville?
Whether you want to stay in touch with the news, reply to emails or surf your social networks, there are four holiday homes with WiFi in Stevensville. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Stevensville?
Stevensville has seven holiday homes where you can chill out in air-conditioned comfort. To locate a property on Bookabach that features this perk, enter your desired travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Stevensville?
The minimum age is typically 16, 18 or 21. It can change from property to property on Bookabach, so check the rules of your chosen Stevensville holiday home before booking.
How long can I rent a holiday home in Stevensville for?
The amount of time you can stay in a Stevensville holiday home for differs depending on the property. Simply put in your travel dates to see available options that offer extended stays. They feature all you need to make your extended trip more comfortable and convenient, such as kitchens and backyards. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can stay longer for less money.