Holiday rentals in Hawkins Cove

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Hawkins Cove

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

1 of 1 pages1 / 1

Top guest favourite

A spacious living area features large windows that allow natural light to fill the space, showcasing views of the surrounding greenery. Comfortable seating is arranged around a low table, with a television mounted on the wall, and decorative shelves filled with various items.

Cottage in Annapolis

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

FamilyLocationDecor

4.97 out of 5 average rating, 473 reviews

Top guest favourite

Cottage in Annapolis

Charming City Retreat. Walk-harbor, eateries.USNA

🌜Vintage meets Modern! As many others over the past decade, you will enjoy the year-round charm & convenience of this cottage. 🌟Walk to shops, restaurants, pubs. Free parking. 🌟Secluded patio oasis, a chimnea & cozy blankets- think s'mores! 🌟Cornhole boards add fun. 🌟Vintage outdoor soaking tub to relax. 🌟Furnishings from Robert Redford's Sundance. 🌟 Modern appliances, ceiling fans, bathrooms with ADA-height toilets. 🌟 Original pine floors. USNA Avail '29 '30 Com Wk. 6-night min.

ValueFamilyLaundry

4.87 out of 5 average rating, 118 reviews

Top guest favourite

A charming single-story house is presented with a light gray exterior and a prominent teal door. Symmetrical landscaping frames the entrance, featuring neatly trimmed hedges and colorful plants. A concrete pathway leads to the front steps, inviting guests into a welcoming atmosphere.

Home in Annapolis

Hidden Wine Cellar | Eastport Retreat

There's a secret downstairs - a hidden wine cellar tucked beneath this Eastport home. Upstairs you'll find 2 bedrooms, a screened porch for lazy mornings, and a full kitchen with gas stove. Out back: a fire pit, cabana, and fenced outdoor space. The basement lounge has a pullout queen, Fire TV, and laundry. You're under a mile from Eastport's restaurants, 1.3 miles from Downtown Annapolis, and 2.3 miles from USNA. Pet-friendly. Free parking under the carport. Water taxi at the nearby dock.

LocationValueWalkability

4.94 out of 5 average rating, 119 reviews

Top guest favourite

A charming single-story cottage is presented, featuring a light-colored exterior and a welcoming front door. Dense greenery surrounds the home, while vibrant pink azaleas bloom in the foreground. A gravel pathway leads to the entrance, adding to the home's inviting curb appeal.

Home in Annapolis

3BR/2BA Annapolis Cottage

Our cottage is located a little over a mile from downtown Annapolis, on a quiet peninsula close to the water. It is a short car ride to the heart of downtown and we have plenty of off-street parking. The trail can be used to walk/bike downtown and to Navy Stadium. The home recently had a complete renovation with an all-new kitchen, bathrooms, and hardwood floors throughout. Enjoy a tree-lined backyard with deck and gas grill. A clean comfortable space to relax while you enjoy Annapolis.

ValueLocationAmenities

4.98 out of 5 average rating, 227 reviews

Top guest favourite

The front porch features a welcoming red door and blue Adirondack chairs. Stone steps lead to the porch, adorned with a large pot of yellow flowers and a matching red planter. White railings frame the porch, enhancing its charming appearance.

Home in Annapolis

Charming house; walk to everywhere in Annapolis

Charming historic house, private and upscale, tucked away in the quiet President’s Hill neighborhood, located off West Street (Annapolis Arts District) with many restaurants. City Dock/Navy Stadium within walking distance. Free shuttle bus to downtown. Enjoy entire house, including front porch and back yard garden sanctuary with water pond. Peace and nature abound! House is fully stocked for cooking including all basics (spices, oil/vinegar), coffee/tea. You will feel at home here!

FamilyLocationTV

4.99 out of 5 average rating, 187 reviews

Guest favourite

A well-appointed sleeping area features a queen-size bed with patterned bedding and fluffy pillows. Light streams through the window, illuminating the soft carpet. Two nightstands are positioned beside the bed, and a cozy seating area is visible, creating a welcoming space.

Guest suite in Annapolis

Independent Access Garage Apartment, Near Downtown

Independent entrance garage apartment located on the back of our house with totally independent entrance. It has a queen size bed, WIFI, 10 minute walk to Downtown. Mini kitchen with a mini-fridge, microwave, and coffee-maker. Plenty of space to store a bike. Great neighborhood with street parking available free on the weekends and two-hour limit during the week. There is free street parking during the week one block away from the apartment. Free EV charging one block away!!

ValueFamilyHospitality

4.89 out of 5 average rating, 438 reviews

Top guest favourite

A serene waterfront view is captured, featuring lush green grass leading to a private patio area with a hot tub. In the background, a rainbow arches over the water, framed by a cloudy sky. The cozy apartment stands nearby, enhancing the tranquil setting.

Guest suite in Annapolis

Bay View Studio Apartment

Sweeping views of the Chesapeake Bay Bridge may be enjoyed from your apartment with tall windows facing the bay, private patio, or hot tub! 50 ft of waterfront make this private walk-out garden-level apartment nestled in a small wooded oasis near downtown Annapolis a gem. Walk to the marinas or the Sailing School to catch a water taxi to downtown or book a private sail or fishing tour. Walk to Port Annapolis to get some fresh baked goods at Black Market Bakery.

FamilyValueTV

4.97 out of 5 average rating, 100 reviews

Top guest favourite

A living area features a gray couch adorned with decorative pillows against a light wall. A recliner is positioned nearby, and a wall-mounted Smart TV is visible. A dresser with a plant sits below the TV. Natural light streams in through nearby windows.

Apartment in Annapolis

1st Floor Condo in Annapolis

This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock (limited access) and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.

FamilyLocationShared spaces

4.96 out of 5 average rating, 180 reviews

Top guest favourite

Guest house in Annapolis

Coastal Waterfront 1 Bedroom Cottage

Enjoy a peaceful waterfront getaway just 2 miles from Historic Downtown Annapolis and the U.S. Naval Academy. Located directly on the South River in a quiet neighborhood, this charming cottage features a full kitchen, 1 bedroom, washer/dryer, and sleeper sofa for up to 4 guests. Relax on the private patio with outdoor seating, grill, and fire pit, or enjoy the beautiful river views. Perfect for exploring Annapolis or simply unwinding by the water.

ValueLocationDecor

5.0 out of 5 average rating, 226 reviews

Top guest favourite

Cottage in Annapolis

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

FamilyLocationQuiet

4.98 out of 5 average rating, 168 reviews

Top guest favourite

Flat in Annapolis

Charming, Chic Downtown Annapolis Apartment #1

In the heart of Downtown Annapolis. One block from Main Street/West Street/Church Circle. Close proximity to USNA, Ego Alley, Eastport, State House, shops, galleries, restaurants/bars and all other DTA amenities. This private apartment has an open floor plan and is elegantly decorated (with a modern twist). One Full Bathroom with tiled shower. One Bedroom with walk-in closet (with W/D).

ValueLocationSleep quality

4.9 out of 5 average rating, 125 reviews

Top guest favourite

A serene outdoor patio area features manicured hedges and a stone path. A seating arrangement is visible, surrounded by greenery. A colorful flag and artwork hang on the fence, while flowering trees add a natural touch to the space, providing a cozy atmosphere.

Home in Annapolis

Historic Downtown in-law suite

This special place is close to everything. One block to the Naval Academy and one block to all the historic and downtown attractions. This in-law suite has a queen bed, full bath, sauna, kitchenette, seating area, and desk/dining table. Welcoming separate, quiet entrance with access to a lovely patio with seating and firepit. Twin bed can be set up and made up at guest request.

ValueFamilyIndoor spaces

4.96 out of 5 average rating, 268 reviews