Eagle Harbor Holiday Rentals

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Our top choices for Eagle Harbor holiday rentals

10.0 out of 10, Exceptional, (8)
"Excellent location to family & wedding"
United States
Charles S.
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!
10.0 out of 10, Exceptional, (181)
"We thoroughly enjoyed our stay in this kitschy, cool, rustic cabin with a million-dollar view. Communing with the ospreys, hummingbirds and the bald eagle who perched numerous times on a nearby tree was an added bonus. And, the owner may be the most friendly/helpful we’ve ever rented from. We hope to be back some day. Thanks!"
United States
Brennan H.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
9.8 out of 10, Exceptional, (130)
"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
9.8 out of 10, Exceptional, (16)
"Great place. Just a short drive to town with shops, restaurants, and boardwalk."
United States
scott
The Cozy Crab- Your Charming Haven in Lovely North Beach!
10.0 out of 10, Exceptional, (124)
"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"
United States
Misael A A.
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
10.0 out of 10, Exceptional, (7)
"My first thought was "gorgeous", when i walked through the door. This was just the weekend I needed. The screened in porch was relaxing. Be ready to take pictures of the sunrise! "
United States
Lisa R.
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is AU$479
includes taxes & fees
4 Jan - 5 Jan 2026
Walk to Beach! King Bed & Free Beach Passes

Holiday Home in North Beach

The North Beach Retreat House
10.0 out of 10, Exceptional, (2)
"Beautiful home in a great location. "
United States
Nancy D.
The North Beach Retreat House
9.4 out of 10, Exceptional, (10)
"The location was great! Various spacious and accommodating for all the people we had staying. Check in was very easy and the owner was very communicative. I would recommend this place to someone."
United States
Makonnen C.
Dee's Lounge, Your Relaxation Oasis
9.8 out of 10, Exceptional, (50)
"Our week at Jacob's property was excellent. It was the perfect location for a family getaway, and Jacob was helpful and responsive."
United States
Brett F.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, (76)
"Wonderful cottage within walking distance to fun dining experiences, the beach, and the pier as well as some cute shops. Very well appointed--comfortable and clean. We enjoyed our stay and would highly recommend this cottage!"
United States
Nancy K.
The Blue Crab Beach House - Free beach passes
9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is AU$544
includes taxes & fees
17 Dec - 18 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is AU$419
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Holiday Home in Saint Leonard

Luxury estate with jacuzzi and private pier
10.0 out of 10, Exceptional, (32)
"The Blue Pearl exceeded our expectations. Our stay was pure luxury. The host has thought of every possible amenity from the towel warmer to the kayaks to the gourmet kitchen. Having fresh steamed crab caught that day right off of the dock was a wonderful experience. "
United States
Jason B.
Luxury estate with jacuzzi and private pier
9.8 out of 10, Exceptional, (82)
"The cottage was a wonderful place for me and my kids to stay. I really appreciate the thoughtfulness of the owner. We would definitely stay here again."
United States
Paul M.
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is AU$610
includes taxes & fees
4 Jan - 5 Jan 2026
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is AU$588
includes taxes & fees
14 Dec - 15 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
9.6 out of 10, Exceptional, (24)
"Host was great to communicate with --- always available if needed, but never intrusive. House was great and had everything we needed. Clean, comfortable, and convenient to the beach. We loved our stay here. Would stay here again."
United States
Holly H.
Summer Getaway ~ Beach Combing & Relaxation
8.0 out of 10, Very good, (4)
"Nice cozy clean location"
United States
Anonymous traveller
The price is AU$496
includes taxes & fees
3 Jan - 4 Jan 2026
Welcoming 3-bedroom townhome with AC in Waldorf
10.0 out of 10, Exceptional, (101)
"We enjoyed our stay!"
United States
APRIL F.
Spacious house, great deck & grill, close to boardwalk, shops, and restaurants.
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 Eagle Harbor Hotel Reviews

Find out more about Eagle Harbor

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

Eagle Harbor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eagle Harbor. 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 Eagle Harbor 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 Eagle Harbor holiday rentals we have selected for you start as low as AU$419 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eagle Harbor rentals

At Expedia, we put the best Eagle Harbor 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 Eagle Harbor 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 Eagle Harbor 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 Eagle Harbor. 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 holiday rentals in Eagle Harbor?

Yes, there are holiday rentals close to the most popular sights in Eagle Harbor, 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 Eagle Harbor has to offer?

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier: This holiday home rental outside of Eagle Harbor 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 3 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.

What’s there to see and do in Eagle Harbor?

While exploring the area, visit family-friendly sights like Chesapeake Beach Railway Museum, or get outside and enjoy nature at Battle Creek Cypress Swamp Sanctuary. Running Hare Vineyard and Breezy Point Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Eagle Harbor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Eagle Harbor. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family getaway.