Holiday Homes in Orchard Beach

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Featured Holiday Homes in Orchard Beach and around

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (21)
"Couldn't ask for a better location for walking to The Bank. Parking pass good on game days. Had no problem parking right out front. Excellent communication with host and house was very nicely appointed! Stairs wider and safer than most in Pigtown"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (26)
"Overall place was great and was in perfect location for our family trip to a ravens game. However we were looking forward to the fire pit on the roof but there was no full propane tanks. There was multiple empty propane tank"
The price is €268
includes taxes & fees
24 Feb - 25 Feb
Rooftop Deck Escape! Free Parking!

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

10.0 out of 10, Exceptional, (46)
"We had a wonderful time. The home is absolutely fabulous! We are already talking about when we can return. Peaceful and restorative, just what we needed. "
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

9.8 out of 10, Exceptional, (68)
"This is a great location The house is clean and updated. We enjoyed and would stay here again."
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

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

10.0 out of 10, Exceptional, (206)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

10.0 out of 10, Exceptional, (51)
"We really enjoyed everything, location and house was really great. I think neighbors should be more understanding, that it is a vacation property so some sounds should be expected."
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Freshly renovated 3-story home 1 block from USNA!

10.0 out of 10, Exceptional, (29)
"Best property we’ve stayed at in Annapolis by far. We look forward to our next stay. The property was spacious, well stocked, cozy and full of beautiful light! Central location to everything you need. Friendly neighborhood and great location. "
The price is €627
includes taxes & fees
17 Feb - 18 Feb
Freshly renovated 3-story home 1 block from USNA!

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (73)
"Heron house was perfect for our family weekend getaway. Doug and Kris are great hosts and made our stay as easy as could be! "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

Walk to Lake & Boat Ramp: Central Gem in Annapolis

Walk to Lake & Boat Ramp: Central Gem in Annapolis

Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

3.0 star property
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (21)
"I love this property and host! Incredible place to stay close to museums the Naval Academy, local shopping, excellent restaurants and the airport. I will highly recommend this property to friends & family. "
Charming Historic Townhouse Steps From USNA

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

10.0 out of 10, Exceptional, (16)
"One of if not the best VRBO I have ever stayed in. Incredible property and host"
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

9.4 out of 10, Exceptional, (12)
"Clean, comfortable home with lovely rooftop patio! "
The price is €379
includes taxes & fees
18 Feb - 19 Feb
Luxury Federal Hill Home w/Rooftop & 4 Parking Spots

Brand New Spacious Luxury Home

10.0 out of 10, Exceptional, (5)
"This home was exactly as described. Very clean, comfortable and well equipped. This home was beautifully designed, well furnished and had everything we need to enjoy a short friends getaway. Thank you for a wonderful stay. "
Brand New Spacious Luxury Home

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

10.0 out of 10, Exceptional, (13)
"This property from website fit the beds and bathrooms we needed so everyone got their own bed. When we opened the front door it was better looking in person than on web.Would absolutely recommend this place and we will definitely be back."
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (2)
"A great place to stay with homie accommodations.Would definitely use again if traveling through Baltimore."
Charming Home: Parking, Sleeps 10, WFH Space

House on the Gwynns Falls

8.6 out of 10, Excellent, (10)
"Mary was a very gracious host and very accommodating when we added a 6th person at the last minute. She was always very responsive when I messaged her and greeted us with a warm welcome when we arrived. The house is a beautiful historic home tucked away in quiet neighborhood "
The price is €216
includes taxes & fees
27 Feb - 28 Feb
House on the Gwynns Falls

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

10.0 out of 10, Exceptional, (24)
"Very nice house to stay for the holiday. Perfect layout. Great communication with the owners. View gorgeous. "
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Welcome to the Charm City Getaway!

9.4 out of 10, Exceptional, (3)
"We had a pleasant stay in Mr. Farrow’s home. It’s spacious, clean, and felt like home. Doc made sure we had everything we needed. We barely noticed that he was sharing his home with us. He was very accommodating to our needs and responded to us within a reasonable time. We would definitely stay here again."
The price is €406
includes taxes & fees
17 Feb - 18 Feb
Welcome to the Charm City Getaway!

Quirky Baltimore Townhome ~ 2 Mi to Inner Harbor

9.2 out of 10, Wonderful, (10)
"Outstanding rental in a great location. The place was clean and check-in/out was no issue. Will stay again!"
Quirky Baltimore Townhome ~ 2 Mi to Inner Harbor
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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Other property types in Orchard Beach

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (643)
"The room was beautiful, clean and spacious. Parking was expensive for the most convenient access, but I did not mind the short walk to my car in the morning, to wake up. The night it snowed was beautiful but noisy once they started to clear it. My neighbor directly above me was a little heavy footed, but luckily did not move around too much. Bathroom was gorgeous and loved all the space with multiple closets. Would stay again, but would have liked the ability to pay for parking prior to check...
The price is €136
includes taxes & fees
20 Feb - 21 Feb
WhyHotel by Placemakr Columbia

Spectacular Penthouse at 39 west.

4.0 star property
10.0 out of 10, Exceptional, (1)
The price is €362
includes taxes & fees
2 Mar - 3 Mar
Spectacular Penthouse at 39 west.

Luxe Houseboat: Breathtaking Skyline 360 Views

10.0 out of 10, Exceptional, (12)
"Gorgeous floating home - wonderful windows to appreciate the fabulous water views Excellent rooftop space - comfy bed and sleep sofa - beautifully appointed kitchen and bathroom "
The price is €676
includes taxes & fees
18 Feb - 19 Feb
Luxe Houseboat: Breathtaking Skyline 360 Views
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.