Vacation rentals in Round Bay

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Top-rated vacation rentals in Round Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Pasadena

4.99 out of 5 average rating, 542 reviews

Sea Dreamer aka Phenomenal Hospitality

Stunning sunrises free in a tranquil, riverfront, apartment with front entrance. Split foyer home, I am upstairs, you are downstairs. 2 separate bedrooms, one overlooking the river. Living room includes dining area, office space, comfy seating, and a massage chair!. Full bath, best showerhead, soaps, shampoos, and towels. Pull out sofa bed for larger parties. Kitchenette has everything necessary to cook with. BWI 20 min, 40 Annapolis, 60 to DC. Patio, fire pit, grill, deck and beach walks.

Nov 16 – 23

$83 per night
Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 560 reviews

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

May 22 – 29

$162 per night
Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 202 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Nov 14 – 21

$85 per night

Popular amenities for Round Bay vacation rentals

Other great vacation rentals in Round Bay

Guest favorite

Guesthouse in Annapolis

4.87 out of 5 average rating, 310 reviews

Chesapeake Birdhouse Studio

Aug 7 – 14

$105 per night
Guest favorite

Apartment in Edgewater

4.92 out of 5 average rating, 396 reviews

Pet Friendly Garden Apartment Near Annapolis

Aug 2 – 9

$96 per night
Guest favorite

Cottage in Annapolis

4.96 out of 5 average rating, 328 reviews

Relaxing Water Views - Mill Creek Cottage

Dec 21 – 28

$170 per night
Guest favorite

Guesthouse in Annapolis

4.99 out of 5 average rating, 102 reviews

Coastal Waterfront 1 Bedroom Cottage

Apr 29 – May 6

$332 per night
Guest favorite

Cottage in Annapolis

4.94 out of 5 average rating, 308 reviews

Wright’s Cottage, Pets Welcome!

Jun 27 – Jul 4

$188 per night
Guest favorite

Guest suite in Glen Burnie

4.8 out of 5 average rating, 300 reviews

Private Basement Apartment Near BWI & Baltimore

May 26 – 31

$35 per night
Guest favorite

Guest suite in Arnold

4.96 out of 5 average rating, 23 reviews

Cozy cottage with riverview and pool

Jan 20 – 27

$114 per night
Guest favorite

Home in Arnold

4.93 out of 5 average rating, 15 reviews

Private Arnold basement apt- Close to The Point!

Dec 27 – Jan 3

$76 per night
Guest favorite

Guest suite in Arnold

4.91 out of 5 average rating, 82 reviews

Cozy Comfort: 7.5 Mi to Annapolis. Quiet location

Sep 16 – 23

$141 per night
Guest favorite

Apartment in Severna Park

5.0 out of 5 average rating, 23 reviews

Welcome to Anchors Aweigh!

Oct 6 – 13

$135 per night
Guest favorite

Houseboat in Arnold

5.0 out of 5 average rating, 10 reviews

Boho Luxe Floating Tiny Home with 360 Views

Jan 27 – Feb 3

$174 per night
Guest favorite

Home in Crownsville

5.0 out of 5 average rating, 55 reviews

"Hilltop Hideaway"- Private basement suite

Jul 28 – Aug 4

$85 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Anne Arundel County
  5. Severna Park
  6. Round Bay