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Eagle Harbor Holiday Rentals

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Our top choices for Eagle Harbor holiday rentals

1. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (15 reviews)
"The owner was very nice "
United States
karen
The price is NZ$480
includes taxes & fees
30 Aug - 31 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

2. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (22 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is NZ$642
includes taxes & fees
30 Aug - 31 Aug
Bright and airy waterfront getaway

3. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (22 reviews)
"Lovely ! "
United States
Ellen B.
The price is NZ$584
includes taxes & fees
30 Aug - 31 Aug
Beachside Oasis with Beach Passes & King Suite by A Haven Away

4. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is NZ$749
includes taxes & fees
2 Sept - 3 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

5. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is NZ$767
includes taxes & fees
28 Aug - 29 Aug
Plum Point Cottage #17

6. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (37 reviews)
"Such a great house! "
United States
Stephanie V.
The price is NZ$749
includes taxes & fees
30 Aug - 31 Aug
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

7. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (6 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is NZ$460
includes taxes & fees
31 Aug - 1 Sept
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

8. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is NZ$541
includes taxes & fees
31 Aug - 1 Sept
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

9. Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
Waldorf
The price is NZ$1,012
includes taxes & fees
31 Aug - 1 Sept
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

10. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay at this property and will definitely be back again!"
United States
Jeff and Nancy B.
The price is NZ$964
includes taxes & fees
31 Aug - 1 Sept
Riverfront Retreat-HotTubIDock|Fenced YardINear DC

11. Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is NZ$973
includes taxes & fees
30 Aug - 31 Aug
Anne & Fred`s Leonardtown Home W/ Arcade room!

12. 3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
The price is NZ$852
includes taxes & fees
7 Sept - 8 Sept
3-bedroom house in Deale located on Bay many amenities and great views

13. Modern Stay Hottub and Pool

Modern Stay Hottub and Pool
Upper Marlboro
10.0 out of 10, Exceptional, (1 review)
"Everything looked exactly like the pictures ! I loved the place this will be my go to !"
United States
Diana H.
The price is NZ$1,395
includes taxes & fees
7 Sept - 8 Sept
Modern Stay Hottub and Pool

14. Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
La Plata
9.6 out of 10, Exceptional, (4 reviews)
"Cane for a weekend of Faith and Fun and this is exactly what we needed. Comfortably suited our 10 needs and so much more. Peaceful, serene, beautiful animals, game room, so much to say. Hostess with the mostest!!!! Charity is a gem! My church family will be back!!!!!"
United States
Wadiya D.
The price is NZ$1,277
includes taxes & fees
3 Sept - 4 Sept
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eagle Harbor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Eagle Harbor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eagle Harbor. Seeing all the best attractions is bound to make you fall in love with Eagle Harbor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eagle Harbor short-term rentals, that won’t be hard to do.

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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This holiday home rental outside of Eagle Harbor offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

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 Breezy Point Beach. Running Hare Vineyard and Bruce Gabrielson's Surf Art Gallery and Museum 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.