Davidsonville holiday rentals

We found 764 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Davidsonville to find one that's perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a pool and a washer and dryer. You're sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Davidsonville

Showing deals for:18 Dec - 25 Dec

Dining
Private kitchen
Room
Interior
Exceptional
(21 reviews)

Captain's Retreat! Newly Renovated - few steps from the beach!

Annapolis

16% off
AU$7,683
for 7 nights, 1 home
AU$1,098 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
Great Room
Terrace/patio
Exterior
The Green Bedroom View
Exceptional
(15 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
AU$14,165
for 7 nights, 1 home
AU$2,024 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Exterior
Living area
Primary bedroom with ensuite bath. With a full bathtub and shower combo
Private kitchen
Exceptional
(9 reviews)

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Annapolis

12% off
AU$5,504
for 7 nights, 1 home
AU$786 per night
includes taxes & fees
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Kitchen
Porch Dining Table
Exterior Rear of House and Dock
Swimming Pool
Exceptional
(35 reviews)

Waterfront Home near Annapolis, MD

Harwood

8% off
AU$18,761
for 7 nights, 1 home
AU$2,680 per night
includes taxes & fees
Waterfront Home near Annapolis, MD
Lawn for yard games along the waterfront, or simply relax in the shade
Enjoy screened in porch with dining table and sitting area
Beautiful waterfront home on Burley Creek with private pier
Sitting area overlooking Burley Creek
Exceptional
(62 reviews)

Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis

Annapolis

8% off
AU$7,137
for 7 nights, 1 home
AU$1,020 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Exterior
Interior
Private kitchen
Interior
Exceptional
(14 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
AU$5,899
for 7 nights, 1 home
AU$843 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Pool
Exterior
Outdoor spa tub
Dining
Exceptional
(6 reviews)

Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games

Bowie

8% off
AU$11,186
for 7 nights, 1 home
AU$1,598 per night
includes taxes & fees
Private Resort! 100" Home Theater, HotTub, Pool, Basketball Court, extra games
Room
Private kitchen
Living area
Living area
Exceptional
(13 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

7% off
AU$11,705
for 7 nights, 1 home
AU$1,672 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Living area
Private kitchen
Dining
Exterior
Excellent
(10 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
AU$5,006
for 7 nights, 1 home
AU$715 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Exterior
Living area
Interior
Room
Exceptional
(7 reviews)

Historic Annapolis Charmer <1Mile to NMC Stadium

Annapolis

16% off
AU$10,209
for 7 nights, 1 home
AU$1,458 per night
includes taxes & fees
Historic Annapolis Charmer <1Mile to NMC Stadium
Living area
Terrace/patio
Exterior
Dining
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
AU$3,167
for 7 nights, 1 home
AU$452 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Room
Quiet, tree-filled neighborhood. The apartment is above the garage.
Local artwork is displayed and for sale, if you wish to take a memory home.
Separate entryway with electronic keypad.
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

7% off
AU$2,449
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
Living area
Dining
Outdoor dining
Private kitchen
Exceptional
(34 reviews)

Sailor's Retreat! Perfect home for the getaway weekend. Best location!

Annapolis

8% off
AU$6,712
for 7 nights, 1 home
AU$959 per night
includes taxes & fees
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Interior
Living area
Living area
Living area
Exceptional
(11 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

Riva

8% off
AU$5,715
for 7 nights, 1 home
AU$816 per night
includes taxes & fees
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Living area
Pool
Marina
Exterior
Exceptional
(233 reviews)

Stunning Waterfront Cottage in the Sailing Capital of the World!

Annapolis

8% off
AU$4,547
for 7 nights, 1 home
AU$650 per night
includes taxes & fees
Stunning Waterfront Cottage in the Sailing Capital of the World!
Sun Room
2nd Floor Full Bath
Living Room
Rear of House
Exceptional
(179 reviews)

Heart of Historic District!

Annapolis

26% off
AU$4,494
for 7 nights, 1 home
AU$642 per night
includes taxes & fees
Heart of Historic District!
Living area
Exterior
Room
Outdoor dining
Exceptional
(268 reviews)

Annapolis waterfront "tiny house" in garden setting

Annapolis

8% off
AU$1,655
for 7 nights, 1 cottage
AU$236 per night
includes taxes & fees
Annapolis waterfront "tiny house" in garden setting
Living area
Exterior
enjoy the rockers on the porch while sipping on a cup of coffee
Property grounds
Exceptional
(12 reviews)

Dog friendly! Next to Navy Stadium and DTA Shuttle!

Annapolis

8% off
AU$4,291
for 7 nights, 1 home
AU$613 per night
includes taxes & fees
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Living Room with Cable Television
Historic Annapolis and City Dock
Ship's Ladder Stairs to Rooftop Deck
Rear Entry and Rooftop Balcony
Exceptional
(145 reviews)

Historic Downtown Charmer, Water Views and Parking!

Annapolis

12% off
AU$4,126
for 7 nights, 1 home
AU$589 per night
includes taxes & fees
Historic Downtown Charmer, Water Views and Parking!
Fully equipped and filled with light, the kitchen opens to the backyard for easy outdoor dining.
The upstairs primary suite includes a queen bed and private bath with a deep soaking tub—your own peaceful hideaway.
Whether curling up with a book or logging into a Zoom call, this light-filled space is both calm and versatile.
Dining
Exceptional
(6 reviews)

Unique and central in Eastport

Annapolis

7% off
AU$4,690
for 7 nights, 1 home
AU$670 per night
includes taxes & fees
Unique and central in Eastport
Dining
Private kitchen
Interior
Room
Exceptional
(7 reviews)

Historic Downtown 3BR Crabby Patty-∙Walk to USNA

Annapolis

7% off
AU$7,662
for 7 nights, 1 home
AU$1,095 per night
includes taxes & fees
Historic Downtown 3BR Crabby Patty-∙Walk to USNA
Marina
Interior
Interior
Interior
Exceptional
(54 reviews)

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

West River

12% off
AU$1,773
for 7 nights, 1 cottage
AU$253 per night
includes taxes & fees
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
Terrace/patio
Private kitchen
Living area
Interior
Exceptional
(28 reviews)

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Annapolis

11% off
AU$2,872
for 7 nights, 1 room
AU$410 per night
includes taxes & fees
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Water view from the kitchen
Property grounds
Dining
Interior
Exceptional
(35 reviews)

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

Annapolis

8% off
AU$6,910
for 7 nights, 1 home
AU$987 per night
includes taxes & fees
Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view
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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Davidsonville getaway

Learn about the unique charm of Davidsonville with a stay in a holiday home rental. One of the city's many top draws is its golfing. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Davidsonville

Are you hoping to discover things to do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Davidsonville has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Renditions Golf Club (2.5 mi / 4 km)
  • Thanksgiving Farm Wines (3.7 mi / 5.9 km)
  • Maryland Renaissance Festival (5.6 mi / 9 km)
  • Chesapeake Beach Water Park (16.7 mi / 26.9 km)
  • Laurel Park (16.7 mi / 27 km)
  • South River Golf Links (3 mi / 4.8 km)

Exploring the natural landscape of Davidsonville

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Davidsonville is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Allen Pond Park (5.7 mi / 9.2 km)
  • Maryland Quiet Waters Park (7.2 mi / 11.6 km)
  • Bay Ridge Beach (9.4 mi / 15.1 km)
  • Sandy Point Beach (14 mi / 22.5 km)
  • Greenbelt Park (14.9 mi / 24 km)
  • Northern Chesapeake Bay (15.5 mi / 24.9 km)

How to get to and around Davidsonville

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 13.4 mi (21.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into College Park, MD (CGS), which is 16.3 mi (26.3 km) away.

Frequently asked questions

What is the best area to stay in Davidsonville when booking a holiday rental?
When considering a holiday rental in Davidsonville, Maryland, a great area to stay is the vicinity of the historic district, which offers a charming, small-town atmosphere. This part of Davidsonville is known for its picturesque landscapes and proximity to nature, making it ideal for those who appreciate the outdoors.Nearby, you'll find the beautiful Broadneck Park, which is great for leisurely strolls or picnics, and it often hosts community events that can give you a taste of local life. Additionally, the area is not far from the scenic South River, where you can enjoy some lovely views and perhaps even some water activities.Although Davidsonville itself is primarily residential, staying here provides easy access to surrounding areas with a variety of rental properties.
When is the best time to visit Davidsonville for a holiday rental?
The peak season for visiting Davidsonville is from May to July, with July being particularly popular among holidaymakers. During this vibrant time, visitors can enjoy the warm weather while exploring the area's scenic parks and charming local attractions. The lush greenery and blooming flowers create a picturesque setting, great for outdoor activities like hiking and picnicking.July typically boasts pleasant temperatures ranging from 20 to 30 degrees Celsius, ensuring a comfortable environment for enjoying the great outdoors. The lively option draws in both families and couples looking to experience the rich culture and recreational opportunities Davidsonville has to offer.For those seeking a more budget-friendly option, December presents a quieter time to visit. This month allows guests to appreciate the tranquillity of the area, with fewer crowds and the chance to experience holiday decorations in local shops and homes.Ultimately, the best time to book a holiday rental in Davidsonville will depend on your preferences for a lively summer experience or a peaceful winter retreat.
What are the top attractions in Davidsonville?
In Davidsonville, Maryland, visitors can enjoy a blend of natural beauty and local charm. One of the main attractions is the stunning Broadneck Park, which offers walking trails, sports fields, and playgrounds, great for family outings. The nearby South River, accessible through various parks, provides opportunities for kayaking and fishing, appealing to outdoor enthusiasts.The local farms, such as those in the surrounding areas, often open their doors for seasonal events and produce sales, giving visitors a taste of the region's agricultural heritage. For those interested in history, the Davidsonville Historic District features quaint 19th-century architecture and offers a glimpse into the area's past.Additionally, the proximity to larger towns like Annapolis allows for easy excursions to explore additional attractions, including the historic waterfront and the United States Naval Academy.
Are all fees included in the Davidsonville holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Davidsonville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Davidsonville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Davidsonville holiday homes?
You can find great discounts on holiday homes in Davidsonville on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Davidsonville holiday home booking on Stayz?
To find Davidsonville holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Davidsonville?
A long-stay holiday home in Davidsonville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Davidsonville holiday home?
Book your Davidsonville holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Davidsonville?
Prices for holiday homes in Davidsonville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Davidsonville to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.