Holiday Homes in Orchard Beach

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Featured Holiday Homes in Orchard Beach and around

Hilltop Retreat w/ Pool, Games & Sunroom — Sleeps / 15 people

10.0 out of 10, Exceptional, (1)
"This property was amazing. I had 10 of my family members stay with me for my graduation and everyone was able to have their own bed and or space. No room felt too congested even when we all gathered in the living room. Everytime I called the host answered and got back to me in a timely fashion. After my graduation the host even allowed more of my out state family members to come over and enjoy dinner with no problems. This house is 100% a house you want to stay at!! The host provided the rooms...
Hilltop Retreat w/ Pool, Games & Sunroom — Sleeps / 15 people

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (28)
"Fun family stay"
The price is €269
includes taxes & fees
23 Jul - 24 Jul
Rooftop Deck Escape! Free Parking!

Fed Hill w Deck Walk Score 95 Steps from Harbor

9.0 out of 10, Wonderful, (31)
"Loved the property and the location was great within walking distance of so many shops/parks/attractions."
The price is €379
includes taxes & fees
13 Jul - 14 Jul
Fed Hill w Deck Walk Score 95 Steps from Harbor

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

10.0 out of 10, Exceptional, (224)
"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Trendy Spot in Downtown Baltimore/Fells Point

9.6 out of 10, Exceptional, (18)
"Comfortable home with everything our group needed for our stay."
The price is €626
includes taxes & fees
7 Jul - 8 Jul
Trendy Spot in Downtown Baltimore/Fells Point

Serene 3-bedroom waterfront newly renovated house, AC, Fast WiFi, Patio

10.0 out of 10, Exceptional, (3)
"The 5 of us had a great stay. The house was spotless and very comfortable. Watching the various waterfowl was a plus. We would definitely stay here again."
Serene 3-bedroom waterfront newly renovated house, AC, Fast WiFi, Patio

Cozy 2BR Retreat with Free Parking & Prime Location

9.8 out of 10, Exceptional, (32)
"Great trip- thank you! "
Cozy 2BR Retreat with Free Parking & Prime Location

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

10.0 out of 10, Exceptional, (29)
"Great place for gathering. Plenty of space to hang out. Kitchen is big, well stocked and great for a large crowd. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

10.0 out of 10, Exceptional, (102)
"Had a wonderful, peaceful stay."
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking

10.0 out of 10, Exceptional, (12)
"Great property, awesome location, great stay, plan to stay again, loved the experience "
The price is €509
includes taxes & fees
14 Jul - 15 Jul
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking

Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

9.4 out of 10, Exceptional, (13)
"Wonderful location and just perfect for our family! "
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

9.6 out of 10, Exceptional, (4)
"Nice house in a quiet, safe, residential neighborhood. Clean and comfortable. Easy access to all the attractions in Baltimore. "
The price is €435
includes taxes & fees
13 Jul - 14 Jul
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

9.8 out of 10, Exceptional, (21)
"Loved the stay, easy and functional for a larger group to get together in Annapolis. "
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Waterfront at "The Landing" in Historic Rock Hall, overlooking marina and pool.

10.0 out of 10, Exceptional, (7)
"Property was extremely well kempt. It was beautiful. We enjoyed ourselves there and would recommend it to others."
Waterfront at "The Landing" in Historic Rock Hall, overlooking marina and pool.

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (203)
"Lovely home steps from the naval academy. More than enough room for our family of 4. There was a storm the night before we arrived that resulted in a partial power outage. Once we notified them, both the owner and property manager responded promptly and were very accommodating. The rest of our stay was comfortable and enjoyable. Highly recommend for the historic Annapolis experience!"
PERFECT LOCATION in the heart of history

Charming townhome with AC and WiFi in delightful Annapolis

4.0 out of 10, (1)
"This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very "
The price is €76
includes taxes & fees
11 Jul - 12 Jul
Charming townhome with AC and WiFi in delightful Annapolis

Downtwn Stylish 3BR/2BA with Exclusive Parking in Annapolis-USNA Stadium

9.2 out of 10, Wonderful, (7)
"Nice property and good location to visit historic Annapolis. Nice to have parking on the property"
Downtwn Stylish 3BR/2BA with Exclusive Parking in Annapolis-USNA Stadium

Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

8.8 out of 10, Excellent, (25)
"Nice place close to everything neighborhood decent for Baltimore. Would stay here with my family "
Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Private Cottage on gated estate

10.0 out of 10, Exceptional, (24)
"Excellent location, Excellent property, Excellent owners!"
Private Cottage on gated estate

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.2 out of 10, Wonderful, (10)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is €1,255
includes taxes & fees
14 Jul - 15 Jul
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
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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