Harwood Holiday Rentals

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Our top choices for Harwood holiday rentals

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Historic District
10.0 out of 10, Exceptional, (33)
"Beautiful home in a great central location for walking to most downtown and USNA destinations. "
United States
Hunter S.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay
2.0 star property
Stevensville
6.4 out of 10, (7)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "
United States
Natalia F.
Floating 2 bed 2 bath condo stunning views of the bay

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Cape Saint Claire
10.0 out of 10, Exceptional, (40)
"Fabulous place. We’ll be booking again next year. "
United States
Steve R.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Stevensville
10.0 out of 10, Exceptional, (16)
"The location was great! And clean beautiful house "
United States
Sarah S.
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Quaint 3/2.5 home in Fort Dupont

Quaint 3/2.5 home in Fort Dupont
Southeast
7.2 out of 10, Good, (27)
"communication was neutral, but beautiful property in a nice area! "
United States
kennedy a.
The price is AU$428
includes taxes & fees
14 Jan - 15 Jan 2026
Quaint 3/2.5 home in Fort Dupont

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.4 out of 10, Exceptional, (20)
"Great place, excellent location!"
United States
Joseph C.
The price is AU$1,796
includes taxes & fees
19 Dec - 20 Dec
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester
10.0 out of 10, Exceptional, (126)
"Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly.."
United States
Karen K.
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Luxury Waterfront Executive Family Home Annapolis with All Amenities
Annapolis
7.4 out of 10, Good, (8)
"Very beautiful, uniquely designed home on the water. There were 2 bedrooms on the first floor making in it easy for our elderly quests. The main suite was great for our young adults to stay in together with 2 kings, sectional and multiple love sacs. Plenty of seating throughout the home both inside and out. "
United States
Kristin W.
Luxury Waterfront Executive Family Home Annapolis with All Amenities

Waterfront Getaway, Dock Your Boat & Play!

Waterfront Getaway, Dock Your Boat & Play!
Edgewater
10.0 out of 10, Exceptional, (3)
"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.
Waterfront Getaway, Dock Your Boat & Play!

Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater
9.8 out of 10, Exceptional, (25)
"Very clean, had everything we needed for our stay!"
United States
Jackie R.
The price is AU$1,000
includes taxes & fees
14 Jan - 15 Jan 2026
Edgewater/Mayo Gateaway w/ Hot Tub

Million Dollar View of the Chesapeake Bay

Million Dollar View of the Chesapeake Bay
Deale
9.8 out of 10, Exceptional, (131)
"Absolutely beautiful and peaceful location. Everything was appreciated- the games for lazy evenings, the crab pots, the comfortable beds and living spaces. Stunning view!"
United States
Michelle D.
Million Dollar View of the Chesapeake Bay

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville
10.0 out of 10, Exceptional, (57)
"It’s a fantastic property!! Perfect for a getaway weekend. Everything was as described. A great place to stay home and enjoy all the amenities."
United States
Kurt H.
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Comfortable Studio Apartment

Comfortable Studio Apartment
Southeast
9.8 out of 10, Exceptional, (36)
"We had a great visit - Terry was wonderful. We would definitely stay again. "
United States
Jeremy K.
Comfortable Studio Apartment

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Edgewater
10.0 out of 10, Exceptional, (4)
"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "
United States
MJ S.
The price is AU$542
includes taxes & fees
19 Dec - 20 Dec
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Annapolis
9.4 out of 10, Exceptional, (36)
"Very communicative host and the in apartment sauna and jacuzzi tub really helped us relax. A great stay overall!"
United States
George H.
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis
Cape St. John
10.0 out of 10, Exceptional, (114)
"We had a wonderful stay. The house was beautiful, clean, fully equipped and the views out back are magnificent. We all loved the pool. The host was very helpful with any issues & requests. All in all we truly enjoyed our time there. Highly recommend."
United States
Zev K.
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock
Eastport
9.6 out of 10, Exceptional, (155)
"Exceptionally clean property in a great location, convenient to DTA and the Naval Academy. The host was responsive and helpful throughout our stay. We would definitely stay here again!"
United States
Stephanie S.
Beautiful Condo - Water View Near City Dock

Cozy 2/1.5 Getaway in Lily Ponds

Cozy 2/1.5 Getaway in Lily Ponds
Northeast
8.6 out of 10, Excellent, (16)
"Quiet neighborhood. Quick drive to Metro Station. I have no complaints about the property! "
United States
Barry H.
The price is AU$377
includes taxes & fees
22 Dec - 23 Dec
Cozy 2/1.5 Getaway in Lily Ponds

Modern New Suite Close to US Capital and BWI Airport

Modern New Suite Close to US Capital and BWI Airport
Pasadena
7.0 out of 10, Good, (2)
"Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! "
United States
Brittnie A.
The price is AU$242
includes taxes & fees
6 Jan - 7 Jan 2026
Modern New Suite Close to US Capital and BWI Airport

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Historic District
10.0 out of 10, Exceptional, (241)
"Perfect location and lovely place for a weekend getaway!"
United States
Krista L.
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
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 Harwood Hotel Reviews

Find out more about Harwood

Everything you need to know about Harwood 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 Harwood 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 Harwood holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Harwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Harwood. 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 Harwood 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 Harwood holiday rentals we have selected for you start as low as AU$242 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Harwood rentals

At Expedia, we put the best Harwood 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 Harwood 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 Harwood 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 Harwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Harwood?

Yes, there are holiday rentals close to the most popular sights in Harwood, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!: This holiday home rental outside of Harwood is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Harwood?

Explore the area and family-friendly sights such as Maryland Renaissance Festival, or get out into nature at a spot like Shadyside Park. Renditions Golf Club and Liberty Sports Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Harwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Harwood. Holiday rentals provide amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.