Friendship Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Browse Select Friendship Vacation Homes

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Fridge, microwave, oven, stovetop

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

10.0 out of 10, Exceptional, (40)
"Loved the location and the pristine condition of the house. "
Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Marina

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

10.0 out of 10, Exceptional, (230)
"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!
Bay views with kayaks, bikes, fire pit, crabbing and more
Fridge, microwave, oven, stovetop

Bay views with kayaks, bikes, fire pit, crabbing and more

9.6 out of 10, Exceptional, (21)
"The host were helpful and easy to work with. Property was thoughtfully outfitted with everything we needed. Great location."
Bay views with kayaks, bikes, fire pit, crabbing and more
Private Cottage on gated estate
Property grounds

Private Cottage on gated estate

10.0 out of 10, Exceptional, (29)
"Convenient and great price. If you have you have younger children they will love the play area."
Private Cottage on gated estate
Charming Historic Townhouse Steps From USNA
Fridge, microwave, oven, stovetop

Charming Historic Townhouse Steps From USNA

10.0 out of 10, Exceptional, (27)
"It was great!"
Charming Historic Townhouse Steps From USNA
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (27)
"Great location for our team to stay during Annapolis sail show. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (12)
"The host was amazing. The property was as described and was perfect for our group. "
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Outdoor dining

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (46)
"Beautiful views and a lush backyard. Jacob was excellent with communication. The house was clean and had all amenities needed for a wonderful stay. Please note there are a lot of stairs in the house as well as get to the dock. It was a good workout for us!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
The Cozy Crab- Your Charming Haven in Lovely North Beach!
Outdoor dining

The Cozy Crab- Your Charming Haven in Lovely North Beach!

9.6 out of 10, Exceptional, (7)
"Modern, Fresh, Clean! No complaints at all!"
The Cozy Crab- Your Charming Haven in Lovely North Beach!
25-50% Off~Private Beach~Hot Tub~Fire Table~
Terrace/patio

25-50% Off~Private Beach~Hot Tub~Fire Table~

10.0 out of 10, Exceptional, (26)
"Cute little cottage with great views and very comfortable for a small family. "
25-50% Off~Private Beach~Hot Tub~Fire Table~
Annapolis Home Near Beach & Quiet Waters Park!
Terrace/patio

Annapolis Home Near Beach & Quiet Waters Park!

Annapolis Home Near Beach & Quiet Waters Park!
Historic Annapolis Home 1.5 blocks from center of town.
Terrace/patio

Historic Annapolis Home 1.5 blocks from center of town.

9.8 out of 10, Exceptional, (40)
"Perfect accommodations for girls weekend. Close to everything, very walkable. "
Historic Annapolis Home 1.5 blocks from center of town.
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (24)
"Beautiful historic downtown location. Easy walk to everything. Cleane wonderful, it's historic building. And our host was absolutely it's terrific."
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Outdoor dining

Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access

10.0 out of 10, Exceptional, (4)
"We had a great stay. The house is very nicely decorated and had lots of room for all 6 of us staying. We had the opportunity to walk down to the water as well. "
Riverside Retreat ~ Near Annapolis & USNA ~ Home Theatre, Bar & Beach Access
Searenity Stays, a Cozy Home
Marina

Searenity Stays, a Cozy Home

10.0 out of 10, Exceptional, (36)
"Our stay was very comfortable here. The kitchen was well stocked for cooking, the beds were comfortable, plenty of towels, and very clean. We would definitely stay here again."
Searenity Stays, a Cozy Home
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit
Outdoor dining

Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit

9.6 out of 10, Exceptional, (14)
"We loved our stay at this home"
Gorgeous dog-friendly retreat w/ fireplace, patio, & firepit
Cozy 2br home w/ parking in downtown Annapolis
Marina

Cozy 2br home w/ parking in downtown Annapolis

10.0 out of 10, Exceptional, (70)
"The house was clean and all amenities were provided. It was also very walkable to many restuarants and the dock street location in town. Would highly recomment this house for your next stay"
The price is CA $214
CA $492 total
includes taxes & fees
Sep 9 - Sep 10
Cozy 2br home w/ parking in downtown Annapolis
Timeless Charm Meets Modern Comfort
Fridge, microwave, oven, stovetop

Timeless Charm Meets Modern Comfort

10.0 out of 10, Exceptional, (1)
"We enjoyed being in walking distance of everything we needed for the stay, restaurants, shopping, marina, and history. "
Timeless Charm Meets Modern Comfort
Multiple Gathering Spaces, Private Backyard & Free Parking at Townhome 1 Block to Capital Bldg
Terrace/patio

Multiple Gathering Spaces, Private Backyard & Free Parking at Townhome 1 Block to Capital Bldg

10.0 out of 10, Exceptional, (30)
"Great location to all Annapolis has to offer. Spacious. Great for family and friends."
Multiple Gathering Spaces, Private Backyard & Free Parking at Townhome 1 Block to Capital Bldg
Charming Annapolis Townhome
Outdoor dining

Charming Annapolis Townhome

The price is CA $488
CA $941 total
includes taxes & fees
Sep 7 - Sep 8
Charming Annapolis Townhome
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 Friendship Hotel Reviews

Find out more about Friendship

Find out more about Friendship

Friendship Vacation Homes information

Number of reviews
Accommodation
543 Vacation Homes
Lowest Price
CA $214
Highest Price
CA $488

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