Cape Anne Vacation Rentals

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Vacation Rentals in Cape Anne

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

10.0 out of 10, Exceptional, (12)
"very serene, peaceful home on the bay! Amazing getaway! "
The price is CA $485
CA $884 total
includes taxes & fees
Jul 22 - Jul 23
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

#2 Egret Cottage Harris Cove

The price is CA $356
CA $522 total
includes taxes & fees
Jul 24 - Jul 25
#2 Egret Cottage Harris Cove

Waterfront Sunset Bayview: sleeps 6

10.0 out of 10, Exceptional, (17)
"Loved the location, the property, and amenities. Would definitely stay again!"
The price is CA $683
CA $1,138 total
includes taxes & fees
Aug 2 - Aug 3
Waterfront Sunset Bayview: sleeps 6

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (28)
"Nice and peaceful stay for a quick local getaway. "
The price is CA $108
CA $375 total
includes taxes & fees
Jul 13 - Jul 14
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (37)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is CA $185
CA $464 total
includes taxes & fees
Jul 23 - Jul 24
Relax on Kent Island in 3 Bedroom Home w/Waterview

Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

10.0 out of 10, Exceptional, (38)
"Easy check-in and access to the property. Clean and stocked with everything we needed. Great rental for families!"
The price is CA $1,161
CA $1,902 total
includes taxes & fees
Jul 14 - Jul 15
Waterview Home by Kentmorr Marina, Beach Bar & Grill. Close to wedding venues.

Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

10.0 out of 10, Exceptional, (75)
"Property and Host were exceptional."
The price is CA $1,079
CA $1,790 total
includes taxes & fees
Jul 15 - Jul 16
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.

Kick back and enjoy the Chesapeake & this 3-bedroom, calm, stylish space.

9.4 out of 10, Exceptional, (3)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
The price is CA $456
CA $750 total
includes taxes & fees
Aug 5 - Aug 6
Kick back and enjoy the Chesapeake & this 3-bedroom, calm, stylish space.

Family Beach House: Spacious Deck, Grill & Views

9.2 out of 10, Wonderful, (5)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is CA $232
CA $596 total
includes taxes & fees
Jul 23 - Jul 24
Family Beach House: Spacious Deck, Grill & Views

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (51)
"This home is a wonderful place to stay. We enjoyed so much about it: the fully-equipped kitchen with spices and every appliance you might need, bathrooms with rain showers/good water pressure, decks for outdoor lounging, plenty of space and nice furnishings in the living room, and a quiet neighborhood that isn't too far away from the downtown area. We would love to come back again!"
The price is CA $615
CA $1,138 total
includes taxes & fees
Jul 22 - Jul 23
Charming Annapolis WaterVIEW Home

Charming Cottage with Hot Tub 1 Block from the Bay

10.0 out of 10, Exceptional, (9)
"Very clean - well equipped - perfect for our relaxing weekend."
The price is CA $621
CA $1,121 total
includes taxes & fees
Jul 14 - Jul 15
Charming Cottage with Hot Tub 1 Block from the Bay

Neptune by the Water

9.8 out of 10, Exceptional, (9)
"The house had everything we needed for a comfortable stay. We would definitely recommend this place."
The price is CA $214
CA $673 total
includes taxes & fees
Jul 15 - Jul 16
Neptune by the Water

Charming Historic Row House in The Heart of Eastport's Horn Point

2.5 star property
10.0 out of 10, Exceptional, (1)
"Gorgeous little house in the heart of Eastport, walking distance to fabulous restaurants and a short hop over the bridge to dwtn Annapolis. The house was clean, well stocked, comfy beds, and the patio was a lovely little oasis to kick back in with a glass of wine at the end of the day. The host was very responsive and accommodating. Highly recommend! "
Charming Historic Row House in The Heart of Eastport's Horn Point

Annapolis Retreat - 7 mins from downtown Annapolis!

10.0 out of 10, Exceptional, (2)
"The house was roomy, perfect for a large group and it was very clean and cozy. They also provided everything that was needed to have a comfortable stay."
The price is CA $322
CA $846 total
includes taxes & fees
Jul 21 - Jul 22
Annapolis Retreat - 7 mins from downtown Annapolis!

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (26)
"Everything about our stay was wonderful..the hosts were so quick to respond to any questions amd were very patient with me with all of my questions..I would DEFINITELY stay here again!!"
The price is CA $439
CA $935 total
includes taxes & fees
Aug 5 - Aug 6
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

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

10.0 out of 10, Exceptional, (1)
"Stay there while my new home was getting work done, house was clean, perfect size for my family. It’s 50 ft to an ice cream shop and laundry mat. Our hoist even included a gift card to the ice cream shop. Great communication and perfect stay for us, felt like home "
The price is CA $246
CA $649 total
includes taxes & fees
Jul 13 - Jul 14
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Beach Home with King Bed and Beach Passes in a Cute Town

10.0 out of 10, Exceptional, (15)
"We had everything we needed in this townhome in North Beach. Nicely decorated, clean and the beds were comfortable! Perfect spot for our girl's weekend."
The price is CA $186
CA $541 total
includes taxes & fees
Jul 16 - Jul 17
Beach Home with King Bed and Beach Passes in a Cute Town

The Cottage

10.0 out of 10, Exceptional, (6)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is CA $301
CA $656 total
includes taxes & fees
Jul 28 - Jul 29
The Cottage

Historic Row Home 1 Block from Gate 1 at USNA!

The price is CA $246
CA $951 total
includes taxes & fees
Jul 14 - Jul 15
Historic Row Home 1 Block from Gate 1 at USNA!
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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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?

The Cozy Crab- Your Charming Haven in Lovely North Beach!: You might want to consider this vacation home rental near Cape Anne, which offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals will I find in Cape Anne?

Expedia has 3 vacation rentals for your stay in Cape Anne.

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

While exploring the area, visit family-friendly sights like Chesapeake Beach Water Park, or get outside and enjoy nature at Shadyside Park. Triton Beach and Chesapeake Beach Railway Museum 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.