Cape Anne Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Cape Anne vacation rentals

Exterior

Vacation Home in Stevensville

Charming Coastal/Country Home w/3 Acres & Sauna!
9.6 out of 10, Exceptional, (32 reviews)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is ￥11,954
￥40,327 total
includes taxes & fees
Jan 21 - Jan 22
Charming Coastal/Country Home w/3 Acres & Sauna!
Exterior detail

Cottage in North Beach

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
2.0 star property
9.6 out of 10, Exceptional, (4 reviews)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is ￥22,769
￥46,762 total
includes taxes & fees
Jan 20 - Jan 21
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Exterior

Vacation Home in Stevensville

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
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 ￥10,075
￥38,167 total
includes taxes & fees
Jan 20 - Jan 21
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Property grounds

Vacation Home in Cape Saint Claire

Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking
2.0 star property
9.0 out of 10, Wonderful, (4 reviews)
"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"
United States
Marissa F.
The price is ￥42,550
￥87,443 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Winter Annapolis Escape, Near Downtown, Firepit + Bar, Sleeps 12, Parking
Terrace/patio

Houseboat in Arnold

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed the stay"
United States
Kedra B.
The price is ￥20,753
￥55,925 total
includes taxes & fees
Jan 20 - Jan 21
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Interior

Vacation Home in Hillsmere

Annapolis Retreat - 7 mins from downtown Annapolis!
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 ￥26,722
￥84,360 total
includes taxes & fees
Jan 20 - Jan 21
Annapolis Retreat - 7 mins from downtown Annapolis!
Outdoor dining

Vacation Home in North Beach

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
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 ￥14,088
￥62,528 total
includes taxes & fees
Jan 22 - Jan 23
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Smart TV

Vacation Home in Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
The price is ￥24,477
￥70,084 total
includes taxes & fees
Jan 25 - Jan 26
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Outdoor pool, a heated pool

Apartment in Annapolis

Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is ￥32,731
￥65,433 total
includes taxes & fees
Jan 20 - Jan 21
Waterfront Oasis of Annapolis Star
Microwave, oven, stovetop, dishwasher

Vacation Home in Annapolis

Fabulous 5-bedroom house with AC in charming Annapolis
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great location to walk to Navy game. Good space and great communication with property owner."
United States
Rebecca G.
The price is ￥57,492
￥85,190 total
includes taxes & fees
Jan 20 - Jan 21
Fabulous 5-bedroom house with AC in charming Annapolis
Smart TV, fireplace, foosball, table tennis

Vacation Home in Homewood

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
9.8 out of 10, Exceptional, (8 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 ￥31,308
￥76,790 total
includes taxes & fees
Jan 20 - Jan 21
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Fridge, microwave, oven, stovetop

Apartment in Cape Saint Claire

Luxury Pool Loft sleeps 4
10.0 out of 10, Exceptional, (4 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is ￥19,765
￥61,828 total
includes taxes & fees
Jan 20 - Jan 21
Luxury Pool Loft sleeps 4
Beach nearby, sun loungers, beach towels

Vacation Home in Arundel on the Bay

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
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 ￥33,442
￥79,403 total
includes taxes & fees
Feb 2 - Feb 3
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Beach

Vacation Home in Edgewater

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
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 ￥35,577
￥56,781 total
includes taxes & fees
Jan 21 - Jan 22
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
TV, books, offices

Vacation Home in Edgewater

Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is ￥23,086
￥87,966 total
includes taxes & fees
Feb 9 - Feb 10
Holly Hill Haven - Sleeps 10
Marina

Vacation Home in Annapolis

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
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 ￥27,250
￥76,670 total
includes taxes & fees
Jan 20 - Jan 21
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Beach

Vacation Home in Prince Frederick

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
10.0 out of 10, Exceptional, (8 reviews)
"Everything was amazing. "
United States
Lorie S.
The price is ￥34,211
￥64,589 total
includes taxes & fees
Jan 25 - Jan 26
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Beach nearby

Vacation Home in North Beach

Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (17 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 ￥10,610
￥48,383 total
includes taxes & fees
Jan 22 - Jan 23
Walk to Beach! King Bed & Free Beach Passes
Marina

Vacation Home in Historic District

Fisher House: Steps From USNA + Covered Parking!
10.0 out of 10, Exceptional, (14 reviews)
"Great house and location. Great communication. We had a great time there!"
United States
Barbara S.
The price is ￥52,180
￥129,785 total
includes taxes & fees
Feb 2 - Feb 3
Fisher House: Steps From USNA + Covered Parking!
Exterior

Vacation Home in Deale

Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful property! Water on two sides, lots of outdoor space , we had 11 people from 2-92 years staying for almost a week and had a great time. Wonderful sitting areas and screened porch. We crabbed, kayaked, had a campfire grilled. Relaxing getaway"
United States
Jody P.
The price is ￥70,996
￥118,249 total
includes taxes & fees
Feb 18 - Feb 19
Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt
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 Cape Anne Hotel Reviews

Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"Excellent staff Very clean room "
Will 2-night trip
Posted 12 hours ago
Comfort Inn Conference Center

Find out more about Cape Anne

Search for holiday rentals in Cape Anne on Expedia! You can easily find your home rentals, villas, holiday apartments in Cape Anne using one of the methods below:

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

Frequently asked questions

Can I find a vacation rental in Cape Anne?

Yes, there are vacation rentals close to well known attractions in Cape Anne, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Cape Anne has to offer?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Cape Anne vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Cape Anne?

Expedia has 4 vacation rentals for your stay in Cape Anne.

What’s there to see and do in Cape Anne?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. Chesapeake Beach Water Park and Rod n Reel Charter Fishing are a couple of places you'll find in the larger area.

What’s a vacation rental in Cape Anne like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Cape Anne. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family gatherings.