Friendship Vacation Rentals

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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Friendship vacation rentals

Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is ￥9,909
￥37,372 total
includes taxes & fees
Feb 9 - Feb 10
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (18 reviews)
"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 ￥14,578
￥52,676 total
includes taxes & fees
Feb 4 - Feb 5
Walk to Beach! King Bed & Free Beach Passes
Outdoor dining

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, (31 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is ￥17,968
￥66,554 total
includes taxes & fees
Feb 4 - Feb 5
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Smart TV

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
The price is ￥23,681
￥68,109 total
includes taxes & fees
Feb 8 - Feb 9
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Interior

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (5 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ￥24,726
￥80,663 total
includes taxes & fees
Feb 4 - Feb 5
Annapolis Retreat - 7 mins from downtown Annapolis!
Beach nearby, sun loungers, beach towels

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is ￥33,432
￥78,696 total
includes taxes & fees
Feb 4 - Feb 5
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Marina

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is ￥26,801
￥75,406 total
includes taxes & fees
Feb 4 - Feb 5
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Dining

Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
The price is ￥20,527
￥108,673 total
includes taxes & fees
Feb 4 - Feb 5
Historic Row Home in Downtown Annapolis
Outdoor spa tub

London Towne Bungalow w/Loft - Walk to the Beach!

London Towne Bungalow w/Loft - Walk to the Beach!
Edgewater
8.8 out of 10, Excellent, (3 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
The price is ￥21,514
￥73,402 total
includes taxes & fees
Feb 4 - Feb 5
London Towne Bungalow w/Loft - Walk to the Beach!
Dining

Charming 3-bedroom in Upper Marlboro - Minutes from Washington, DC

Charming 3-bedroom in Upper Marlboro - Minutes from Washington, DC
Upper Marlboro
The price is ￥13,652
￥18,924 total
includes taxes & fees
Feb 4 - Feb 5
Charming 3-bedroom in Upper Marlboro - Minutes from Washington, DC
Smart TV, fireplace, foosball, table tennis

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (9 reviews)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
United States
Jeanie W.
The price is ￥28,557
￥72,256 total
includes taxes & fees
Feb 4 - Feb 5
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Interior

Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is ￥22,238
￥111,865 total
includes taxes & fees
Feb 4 - Feb 5
Historic Row Home | Hot Tub - 1 Block from Gate 1!
Property grounds

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
9.0 out of 10, Wonderful, (8 reviews)
"The owner was very nice "
United States
karen
The price is ￥27,992
￥46,538 total
includes taxes & fees
Feb 4 - Feb 5
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
TV, books, offices

Holly Hill Haven - Sleeps 10

Holly Hill Haven - Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (3 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥25,504
￥90,237 total
includes taxes & fees
Feb 7 - Feb 8
Holly Hill Haven - Sleeps 10
Sun loungers

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ￥41,288
￥49,370 total
includes taxes & fees
Feb 4 - Feb 5
Cottage Located on the Patuxent River!
Beach

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Edgewater
10.0 out of 10, Exceptional, (4 reviews)
"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "
United States
MJ S.
The price is ￥34,826
￥55,229 total
includes taxes & fees
Feb 5 - Feb 6
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Property grounds

Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
The price is ￥21,305
￥93,073 total
includes taxes & fees
Feb 4 - Feb 5
Luxe Row Home Steps to USNA Gate 3!
Fridge, microwave, oven, stovetop

Annapolis Boat Life - Overnight Stays

Annapolis Boat Life - Overnight Stays
ANNAPOLIS
10.0 out of 10, Exceptional, (1 review)
"Great stay, host was super amazing and we had the best time!!"
United States
Kirstyn I.
The price is ￥32,984
￥41,413 total
includes taxes & fees
Mar 2 - Mar 3
Annapolis Boat Life - Overnight Stays
Beach

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (8 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is ￥31,102
￥58,189 total
includes taxes & fees
Feb 4 - Feb 5
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"The room was wonderful, the venue wonderful and pillows wonderful! We were there for a bluegrass festival and it was WONDERFUL!"
Phyllis 2-night trip
Posted 16 hours ago
Crowne Plaza Annapolis by IHG

Find out more about Friendship

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Look no further and take a look at our great range of rental properties in Friendship!

Frequently asked questions

Can I find vacation rentals in Friendship?

Yes, we give you a choice of vacation rentals near top attractions in Friendship, or you can go with a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Friendship has to offer?

The Blue Crab Beach House - Free beach passes : Visitors like this Friendship vacation home rental. It is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

What’s there to see and do in Friendship?

Explore the area and family-friendly sights such as Chesapeake Beach Water Park, or get out into nature at a spot like Upper Yough River. Bayside History Museum and Rod n Reel Charter Fishing are a couple of places you'll find in the larger area.

What’s a vacation rental in Friendship like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Friendship. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.