Cape Anne Vacation Rentals from CA $213: Short-Term Rentals for 2026

Q: 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.

Q: How many vacation rentals will I find in Cape Anne?

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

Q: 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.

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cape Anne vacation rentals

A house with a yellow door and a window with a lamp outside.

1. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Deale

Maude H.

CA $342 total

includes taxes & fees

Sep 11 - Sep 12

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

2. Sunset Cottage - West River Access and Views!

Shady Side

Marci M.

CA $790 total

includes taxes & fees

Sep 9 - Sep 10

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

3. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

CA $716 total

includes taxes & fees

Sep 29 - Sep 30

A deck with outdoor furniture, a red door, and a house with windows.

4. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

Shady Side

Joshua T.

CA $354 total

includes taxes & fees

Sep 21 - Sep 22

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

5. Beachside Oasis with Beach Passes & King Suite by A Haven Away

North Beach

Johanna S.

CA $426 total

includes taxes & fees

Sep 7 - Sep 8

An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

6. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach

Penny N.

CA $628 total

includes taxes & fees

Sep 14 - Sep 15

A laundry room with a washing machine and dryer, wooden cabinets above, and a shelf with a bottle.

7. Rose Haven Coastal Cottage

North Beach

CA $663 total

includes taxes & fees

Sep 21 - Sep 22

A modern living room with a sofa, armchair, and coffee table. A kitchen with white cabinets and appliances is visible in the background.

8. Family Home on Mayo Peninsula | Deck | Sleeps 10

Edgewater

Kristin G.

CA $980 total

includes taxes & fees

Sep 20 - Sep 21

A beach with chairs and a pier in the background.

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

Arundel on the Bay

Pamela B.

CA $656 total

includes taxes & fees

Sep 9 - Sep 10

A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

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

Stevensville

Dawn G.

CA $444 total

includes taxes & fees

Sep 16 - Sep 17

A modern kitchen with wooden cabinets, a built-in island, and a dining area with a grey sofa and purple chairs.

11. Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

Paul C.

CA $857 total

includes taxes & fees

Sep 23 - Sep 24

A kitchen with a bar area, a ceiling fan, and a sliding glass door leading to a deck.

12. Renovated Bungalow | Walk to Beach | Dog-Friendly

Edgewater

Diane D.

CA $1,065 total

includes taxes & fees

Oct 4 - Oct 5

A calm lake with a sandy shore, surrounded by trees and houses.

13. Londontowne Home | Beach | 3BR

Edgewater

Sam A.

CA $1,071 total

includes taxes & fees

Sep 8 - Sep 9

A covered outdoor area with a view of the water, a wicker chair, a table with a plant, and a sofa with pillows.

14. Charming Annapolis WaterVIEW Home

Arundel on the Bay

Whitney M.

CA $1,093 total

includes taxes & fees

Sep 16 - Sep 17

A bedroom with a sloped ceiling, a bed with a striped bedspread, two red chairs, a television mounted on the wall, and a window with blinds.

15. Annapolis Charmer - Perfect Location

Historic District

CA $966 total

includes taxes & fees

Sep 8 - Sep 9

A lighthouse with a white exterior, a balcony, and a metal roof.

16. Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Michelle P.

CA $455 total

includes taxes & fees

Sep 17 - Sep 18

17. Family Beach House: Spacious Deck, Grill & Views

Chesapeak beach

Bryan P.

CA $634 total

includes taxes & fees

Sep 7 - Sep 8

A spacious living room with a sofa set, a coffee table, and a chair. There is a painting on the wall and a window providing natural light.

18. Londontowne Rancher | 3BR | Near Waterfront

Edgewater

"The house was much smaller then it originally appeared to be in the listing photos and what they had available was the bare minimum. The neighborhood was rowdy and there was screaming late into the night. The shower also sprayed water all over the floor and caused a massive puddle. The house was overall nice and clean but not worth the price that it was listed for. A hotel would have much better accommodated our needs. "

rebekah h.

CA $980 total

includes taxes & fees

Sep 16 - Sep 17

A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

19. Large 2 bedroom house with private parking in a nice neighborhood

Arnold

Linda B.

CA $465 total

includes taxes & fees

Sep 7 - Sep 8

A spacious living room with a large sofa, a coffee table, and a chandelier. There is a kitchen in the background with a dining area.

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

Homewood

Dan B.

CA $781 total

includes taxes & fees

Sep 9 - Sep 10

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Top Cape Anne Hotel Reviews

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Great hotel! Wish the microwave was in the room."

Rod 'N' Reel Resort

10/10 Excellent

"This was my third time staying at the Rod N Reel resort, and each experience had the same outcome. The staff were very professional and demonstrated excellent customer service. The hotel is well maintained, and the rooms are the perfect size and well kept. The overall consistency has made it my #1 hotel in Maryland for my in-state getaways."

Historic Inns of Annapolis

8/10 Good

"Fantastic location. Clean room with comfortable beds and powerful AC. Liked the history of the building. We were able to consistently get parking on the street near the hotel, which was great. The only real con was that we discovered upon reaching our room that we didn't have an exterior window--our two "windows" looked over the covered event area, which had pretty lights but was nonetheless an interior hallway, so no outside view. There were also a couple hiccups with the bathroom, one being that the glass shelf was falling down, and the other being that we were consistently given two towels even though we had four people on the reservation. But overall we were happy with our stay and appreciated being in a historic building in such a great location."

Sonesta ES Suites Annapolis

8/10 Good

"Ver nice older hotel but well maintained. Spacious rooms and good breakfast. My only complaint is that you can tell they also keep long term tenants as there were cats roaming around (which didn’t bother me but might others) and bikes/trash outside some of the rooms and plants in windows. A normal nightly rental hotel would not allow this id think so it made the atmosphere seem a lil run down even if the room was decent."

Find out more about Cape Anne

Everything you need to know about Cape Anne vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cape Anne vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cape Anne vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cape Anne vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cape Anne. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cape Anne vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cape Anne vacation rentals we have selected for you start as low as CA $213 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cape Anne rentals

At Expedia, we put the best Cape Anne vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cape Anne rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cape Anne vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cape Anne. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Cape Anne vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.

Room 1

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Check prices for these dates

Our top choices for Cape Anne vacation rentals

1. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

2. Sunset Cottage - West River Access and Views!

3. 3-bedroom house in Deale located on Bay many amenities and great views

4. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

5. Beachside Oasis with Beach Passes & King Suite by A Haven Away

6. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

7. Rose Haven Coastal Cottage

8. Family Home on Mayo Peninsula | Deck | Sleeps 10

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

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

11. Annapolis Retreat - 7 mins from downtown Annapolis!

12. Renovated Bungalow | Walk to Beach | Dog-Friendly

13. Londontowne Home | Beach | 3BR

14. Charming Annapolis WaterVIEW Home

15. Annapolis Charmer - Perfect Location

16. Charming Coastal/Country Home w/3 Acres & Sauna!

17. Family Beach House: Spacious Deck, Grill & Views

18. Londontowne Rancher | 3BR | Near Waterfront

19. Large 2 bedroom house with private parking in a nice neighborhood

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

Find vacation rentals that suit your style

Top Cape Anne Hotel Reviews

Crowne Plaza Annapolis by IHG

DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

Historic Inns of Annapolis

Sonesta ES Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Find out more about Cape Anne

Frequently asked questions

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