Cape Anne Vacation Rentals from ￥10,349: Search Short-Term Rentals

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Our top choices for Cape Anne vacation rentals

A rocky shoreline with a pier extending into calm waters.

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

North Beach

Johanna S.

￥49,455 total

includes taxes & fees

Nov 17 - Nov 18

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

2. 3-bedroom house in Deale located on Bay many amenities and great views

Deale

"Everything at this location was as shown on the listing and it was very clean. We were very satisfied with all elements of this stay. We were there for a weekend and did not use the place heavily, but it suited our needs. It's a quiet location. They had all the major points covered. The only negative comment I have is that the water out of the tap was smelly. I suggest bringing a couple of bottles of water and not drinking the water out of the taps. This is obviously a well maintained home...

Amelia

￥69,733 total

includes taxes & fees

Nov 21 - Nov 22

A beach with a canopy, lounge chairs, and a table. Boats are visible in the water.

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

North Beach

Sarah

￥62,880 total

includes taxes & fees

Nov 17 - Nov 18

An outdoor patio with a round table and chairs, a yellow umbrella, and a wooden deck.

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

North Beach

James L.

￥49,772 total

includes taxes & fees

Nov 17 - Nov 18

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

5. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

Shady Side

"the house was clean and fully stocked with all linens. there are some staples in the refrigerator and cabinets. All cookware and eatery are provided. there is only one grocery store in the area, so plan ahead. Fast food is not readily available. Nick responded quickly and thoroughly to all messages, that was great. It's a quiet neighborhood. It was the perfect place for a family and pet. we will return"

Jenny A.

￥57,534 total

includes taxes & fees

Nov 16 - Nov 17

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

6. Sunset Cottage - West River Access and Views!

Shady Side

Michelle H.

￥69,595 total

includes taxes & fees

Dec 1 - Dec 2

A modern kitchen with white cabinets, a microwave, and a sink. There is a dining area with a wooden table and chairs.

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

Edgewater

Kristin G.

￥107,440 total

includes taxes & fees

Nov 16 - Nov 17

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

8. Relax on Kent Island in 4 Bedroom Home w/Waterview

Stevensville

Anthony P.

￥49,062 total

includes taxes & fees

Nov 23 - Nov 24

A sandy beach with lounge chairs and a small pond.

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

Arundel on the Bay

Ryan C.

￥75,377 total

includes taxes & fees

Nov 16 - Nov 17

A calm lake with boats docked, a sandy shore, and houses in the background.

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

Edgewater

Diane D.

￥85,136 total

includes taxes & fees

Nov 16 - Nov 17

A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

11. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis

William

￥84,116 total

includes taxes & fees

Nov 16 - Nov 17

A calm waterfront with boats docked, a bridge in the background, and autumn foliage along the riverbank.

12. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

￥56,885 total

includes taxes & fees

Nov 22 - Nov 23

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

13. Londontowne Home | Beach | 3BR

Edgewater

Sam A.

￥113,084 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor patio with a glass table and chairs, a large umbrella, and a house with multiple windows and a balcony.

14. The Harness Creek Retreat in Annapolis

Hillsmere

Dayna A.

￥68,094 total

includes taxes & fees

Nov 16 - Nov 17

Three Adirondack chairs facing a beach with a clear view of the ocean.

15. Plum Point Cottage #14

Huntingtown

Yonnick H.

￥83,322 total

includes taxes & fees

Nov 16 - Nov 17

A beach with a wooden fence and a pier in the distance.

16. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

Sam C.

￥197,924 total

includes taxes & fees

Dec 1 - Dec 2

17. Plum Point Cottage #15

Maryland

￥90,091 total

includes taxes & fees

Nov 16 - Nov 17

A two-story house with a red roof, a brick chimney, and a small porch.

18. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

Stevensville

Anonymous traveler

￥156,934 total

includes taxes & fees

Nov 16 - Nov 17

A house with a stone facade, a white door with a glass panel, and a porch with two potted plants.

19. Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere

Paul C.

￥84,844 total

includes taxes & fees

Nov 30 - Dec 1

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

Chesapeak beach

Ben W.

￥63,603 total

includes taxes & fees

Dec 1 - Dec 2

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Find vacation rentals that suit your style

Top Cape Anne Hotel Reviews

A modern kitchen with a large island, bar stools, and a wine rack.

Anchored Inn at Hidden Harbour Marina

Deale

10/10 Excellent

We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week.

Rico

A balcony with two chairs and a table, a sliding glass door, and a white exterior wall.

Knapps Narrows Marina & Inn

Sherwood

10/10 Excellent

Stan and Joan

A hotel room with a bed, a desk, a chair, a sofa, and a kitchenette.

TownePlace Suites Bowie Town Center

Bowie

10/10 Excellent

Monica

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

Historic Inns of Annapolis

Historic District

10/10 Excellent

Robert

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

10/10 Excellent

Anonymous traveler

A pool with two Adirondack chairs and a basket of items on the grass.

The Inn at Tacaro Estate

Tracys Landing

10/10 Excellent

ian

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

DoubleTree by Hilton Hotel Annapolis

Annapolis

10/10 Excellent

Celina

A hotel room with two beds, a desk, a TV, and a bathroom.

Courtyard by Marriott Bowie

Bowie

10/10 Excellent

Patricia

A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

Rod 'N' Reel Resort

Chesapeake Beach

10/10 Excellent

Huge resort in a small, well kept town! Our room was right on the bay and was clean and nice. The beds and pillows were super comfortable. There is not a place for breakfast but if you go a little further south on the main road, there is a shopping center with a McDonalds (and a CVS and some other things)... We were in a hurry to get home so did not try any of the breakfast places that the desk clerk recommended. The staff guy that checked us in was SUPER nice and helpful!

Kathie

A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Gambrills

10/10 Excellent

Anonymous traveler

A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

Sonesta ES Suites Annapolis

Edgewater

10/10 Excellent

This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.

Sheree

A modern living room with a large window, a dining area, and a kitchen in the background.

Candlewood Suites Annapolis by IHG

Annapolis

10/10 Excellent

Ivette

A large, two-story barn-style building with a covered front porch and a garage.

Kent Island Resort

Stevensville

10/10 Excellent

I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.

John

A large, multi-story building with a prominent red cylindrical tower, a covered patio area, and a well-maintained garden.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Excellent

Chuck

A modern living room with a fireplace, comfortable seating, and decorative items.

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

10/10 Excellent

Troy

Find out more about Cape Anne

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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?

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.

Cape Anne Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cape Anne vacation rentals

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

2. 3-bedroom house in Deale located on Bay many amenities and great views

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

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

5. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

6. Sunset Cottage - West River Access and Views!

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

8. Relax on Kent Island in 4 Bedroom Home w/Waterview

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

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

11. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

12. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

13. Londontowne Home | Beach | 3BR

14. The Harness Creek Retreat in Annapolis

15. Plum Point Cottage #14

16. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

17. Plum Point Cottage #15

18. 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking

19. Annapolis Retreat - 7 mins from downtown Annapolis!

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

Find vacation rentals that suit your style

Top Cape Anne Hotel Reviews

Anchored Inn at Hidden Harbour Marina

10/10 Excellent

Find out more about Cape Anne

Frequently Asked Questions

Can I find a vacation rental in Cape Anne?

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

How many vacation rentals will I find in Cape Anne?

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

What’s a vacation rental in Cape Anne like?