Holiday rentals with a fire pit in Annapolis

4.96 out of 5 average rating, 442 reviews

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.

4.98 out of 5 average rating, 173 reviews

Two adirondack chairs in blue and teal are positioned on a wooden pier, facing the sunset over calm waters. A small white table sits between them, holding two coffee mugs. The vibrant orange and pink hues of the sky reflect on the water's surface.

Home in Edgewater

Waterfront Chesapeake Bay Sunrises & Fishing Pier!

Gorgeous sunrises and bay breezes await at this newly remodeled Chesapeake Bay waterfront cottage! Catch crabs or fish from your private pier, relax on the furnished deck, or explore Selby Bay with our complimentary canoe. Enjoy water views from the kitchen, dining, living room, and enclosed porch. Just 15 minutes from Annapolis & the Naval Academy, and 45 from DC—peaceful, clean, full of charm. Ideal for USNA families! Unplug, unwind, and make memories on the water—year-round relaxation & fun!

4.94 out of 5 average rating, 195 reviews

A spacious sleeping area features a king bed with a light-colored coverlet, accompanied by bedside lamps on either side. A colorful nautical painting adorns the blue accent wall, while ample natural light fills the room through a window, which is set behind the bed.

Guest suite in Arnold

Cozy 1-Bedroom Retreat Near Annapolis, Sleeps 4

**NEW HOT TUB BEING INSTALLED (available after 3/16)* This updated suite is designed for comfort & convenience. Enjoy a king bed and a LoveSac sofa that converts into a queen bed, perfect for 2-4 guests. The suite includes a private en-suite bathroom, high-speed internet, a fully furnished kitchen, and a coffee bar to make you feel right at home. Located just 4 miles from Annapolis, you're close to all the best spots. Whether you’re here to relax or explore, this suite has everything you need!

4.95 out of 5 average rating, 113 reviews

The exterior of a charming carriage house apartment is presented, featuring a well-maintained garden, stone pathway, and illuminated by string lights. Two adirondack chairs and a fire pit enhance the inviting outdoor space, with lush grass and mature trees providing a natural backdrop.

Guesthouse in Annapolis

Carriage House near Navy Stadium, parking, pets

Close to downtown. Free parking. 🐶 Quick walk to Navy Stadium, 1.2 mile walk to downtown Annapolis and Academy, 30 min to Baltimore and 45 min to Washington DC. Immaculate private space. Safely tucked away a charming carriage house apartment in private backyard - 2 br, family room, well equipped kitchen and sparkling clean shower and bath. Pets welcomed but must be approved in advance +$50 pet fee. Note - 7 night min. during USNA Commissioning Week. 2 night minimum preferred on weekends.

5 out of 5 average rating, 110 reviews

A view from the porch features the calm waters of the Severn River in the distance, with trees lining the street. A flag can be seen fluttering gently, and the setting suggests a serene coastal atmosphere.

Townhouse in Annapolis

Moose’s Happy Place

Built in 2019 with open spaces and happy places on historic Eastport Peninsula. A fresh take on coastal contemporary with front & back porches just steps from the Severn River & Spa Creek. Easy to enjoy the salty vibe with short walks to water access areas as well as Eastport's best local pubs and restaurants; or head over the Eastport bridge to downtown Annapolis and the Naval Academy - also accessible by water-taxi, rental boats & paddle-boards... A great NEW place in a great OLD place!!!

4.99 out of 5 average rating, 133 reviews

A wooden dock extends over calm waters, leading to a charming home surrounded by trees. The house, featuring large windows, is illuminated as dusk approaches. Adirondack chairs are placed along the shoreline, inviting relaxation in the natural setting.

Home in Stevensville

Kent Island Waterfront Home with Amazing Sunsets

Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

4.9 out of 5 average rating, 329 reviews

The entrance of the guest cottage is framed by a charming picket fence, featuring a blue door and a welcoming porch. A small table with two chairs and an umbrella is situated on a wooden deck, surrounded by lush greenery.

Guesthouse in Annapolis

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.

Superhost

A relaxing hot tub is positioned surrounded by lush greenery and soft grass. Two wine glasses and a bottle are placed on a wooden tray, suggesting a tranquil atmosphere. The bubbling water is gently steaming under a clear blue sky.

4.91 out of 5 average rating, 160 reviews

The Naval Nook 1.3 mi. from Downtown Annapolis

Welcome to your home away from home at the Naval Nook! ~ 4 min. Uber from Downtown Annapolis ~ Brand New Hot Tub ~ Cool Electric AC ~ King Bed ~ Sunroom with Daybed and Trundle ~ Zero Gravity Chairs ~ Outdoor Dining table ~ Beautiful Spacious & Comfortable bedrooms ~ Couch w/ Queen Bed pullout ~ 4 Smart TVs in each bedroom & living room ~ Tiled showers w/ shampoo & conditioner ~ Fully equipped kitchen ~ Luxurious Linens ~ Luxury Electric Fireplace Airbnb Registration #: STR23-145225

4.98 out of 5 average rating, 128 reviews

A fire pit surrounded by black Adirondack chairs is set on a gravel area. Soft flames dance within the metal fire ring, while nearby, a cozy hammock hangs alongside a wooden structure and lush green trees provide shade in the outdoor space.

Home in Cape St. Claire

Oasis Retreat Hot Tub, Pet Friendly, Fully Fenced

A serene escape awaits you at our cozy hot tub 4-bedroom retreat, minutes away from Historic Downtown Annapolis. As the sun sets, the deck comes alive under the soft glow of string lights beckoning you to unwind in our 8-person Bullfrog hot tub or outdoor firepit where your worries will melt away! Indulge in the culinary delights of fresh local seafood and world-renowned crabcakes just moments away. Truly indulge in our paradise getaway and experience everything Annapolis has to offer!

4.95 out of 5 average rating, 119 reviews

Guest suite in Annapolis

Annapolis Garden Suite

Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

A cozy living room features a large sectional sofa adorned with soft pillows. A coffee table sits in the center on a vibrant area rug. A television is positioned on a side table, with natural light coming through the windows. The entrance door adds warmth to the space.

4.94 out of 5 average rating, 207 reviews

Chesapeake Comfort, Annapolis.

Veteran Superhost! Annapolis Bungalow Home that is professionally cleaned and is a full time Airbnb. I have been a Superhost with my listings for over 5 years. Walking distance to Navy Stadium and to Park Place where you can jump on the trolley and take a ride through town.There is a kayak/paddle launch at the bottom of the street. Enjoy the spacious backyard deck and yard. Bring your kayaks and store on our rack and walk it down to the launch.

Place to stay in Glen Burnie

A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.

4.93 out of 5 average rating, 382 reviews

The Crab House - a Private, Waterfront Guest House

Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190

Popular amenities for Annapolis Holiday Accommodation with Fire Pit

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

4.95 out of 5 average rating, 103 reviews

A charming two-story historic home is presented with blue brick exterior and white trim. Multiple windows with shutters are featured on the front, along with a red door. Onsite parking for three cars is available behind the house, enhancing convenience for guests.

Home in Old Town

Historic Old Town Alexandria House

5 out of 5 average rating, 105 reviews

A spacious living area, featuring a small sectional couch facing a TV mounted on the wall. A foosball table occupies the foreground, while a dining nook with a round table and chairs is visible in the background. Soft artificial lighting enhances the relaxed setting.

Home in Crownsville

"Hilltop Hideaway"- Private basement suite

4.95 out of 5 average rating, 75 reviews

A spacious bedroom features large windows overlooking the waterfront, allowing natural light to fill the room. A neatly made bed with white linens is paired with a bedside table and lamp. The warm wooden flooring adds a touch of comfort to the serene atmosphere.

Home in Riva

Waterfront Annapolis Getaway!

5 out of 5 average rating, 168 reviews

A comfortable living area is framed by large windows showcasing a vibrant sunset over the water. Soft furnishings include two chairs with decorative pillows and a coffee table. Plants are positioned thoughtfully, enhancing the serene atmosphere.

Home in North Beach

Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces

A spacious living area features a custom stone fireplace, surrounded by soft seating and a rustic coffee table. Large glass doors provide views of the outdoor space. A ceiling fan adds to the comfortable ambiance, while a large clock adorns the wall.

5 out of 5 average rating, 23 reviews

Marymont Cottage

A modern kitchen is presented with white cabinetry and grey accents. Stainless steel appliances, including a refrigerator and microwave, are integrated. A large island with a light stone countertop serves as a central feature, complemented by overhead pendant lights that illuminate the workspace.

4.85 out of 5 average rating, 94 reviews

Chic Renovation On Fleet Street

4.99 out of 5 average rating, 81 reviews

A single-level home in a serene setting is viewed from the water. The exterior is clad in light blue with large windows. A shaded area is present for outdoor seating. Kayaks are stored nearby, and a wooden dock extends into the calm water.

Home in Pasadena

Waterfront CHeerful 2 with Private home

4.99 out of 5 average rating, 138 reviews

A spacious living area is highlighted by large windows allowing natural light. Modern furniture includes a sectional sofa and accent chairs, complemented by a sleek coffee table. A large television is mounted on the wall, while indoor greenery adds a touch of nature.

Home in Edgewater

Luxury Modern Home on Water+Hotub- Annapolis 25min

Apartment rentals with a fire pit

Apartment in Upper Marlboro

4.95 out of 5 average rating, 187 reviews

Kone Oasis- hot tub, pool, theater/game rm.

4.83 out of 5 average rating, 535 reviews

A gazebo is nestled among tall trees and greenery, providing a serene outdoor space. The surrounding grass is well-maintained, and a stone pathway leads to the gazebo, enhancing accessibility. Sunlight filters through the trees, creating a calm and inviting atmosphere in the yard.

Apartment in Ferndale

Quiet Cozy 1 Bdr Apt at BWI Airport

Apartment in Mount Pleasant

A serene backyard setting features a tree adorned with decorative lights, illuminating the space. Two colorful hammocks are positioned beneath the tree. A wooden deck in the background overlooks the area, surrounded by lush greenery and gravel pathways.

4.86 out of 5 average rating, 108 reviews

Rock Creek Sanctuary

4.88 out of 5 average rating, 742 reviews

A cozy living area features a comfortable sofa and two green armchairs, with a decorative rug beneath. Large bifold glass doors open to a lush garden. Natural light fills the space, which is adorned with potted plants and a vibrant piece of wall art.

Apartment in NoMa

Union Market Garden Apartment

4.88 out of 5 average rating, 285 reviews

Apartment in Hillandale

Private Garden 1BR Oasis Near DC w/Parking & Patio

4.96 out of 5 average rating, 185 reviews

Apartment in Arnold

Celebrate Summer In Your Private Pool & Hot Tub

4.97 out of 5 average rating, 289 reviews

A serene view showcases the landscaped yard, featuring blooming pink flower clusters in the foreground. A large tree stands in the center with a backdrop of greenery and a peaceful waterway. The two nearby structures are connected by a deck, reflecting the tranquil surroundings.

Apartment in Essex

A unique place on sue creek

4.91 out of 5 average rating, 622 reviews

A serene waterfront scene is captured at sunset, displaying calm water reflecting soft hues of orange and blue. Silhouettes of trees line the shore, while gentle ripples can be seen across the surface, creating a peaceful atmosphere.

Apartment in Deale

Romantic Wtrfnt Flat w Hot Tub@Chesapeake Paradise

Cabin rentals with a fire pit

Superhost

Cabin in Bryans Road

4.55 out of 5 average rating, 20 reviews

Charming Private Cottage Retreat

4.99 out of 5 average rating, 117 reviews

An aerial view captures the expansive property, featuring a large home surrounded by lush green lawns and mature trees. A heated in-ground pool is visible in the backyard, adjacent to a serene water body, with an expansive landscape enhancing the tranquil setting.

Cabin in Saint Michaels

True St. Michaels 6 Acre Waterfront w/heated pool

The kitchen features warm wooden cabinetry and modern appliances, including a sleek stovetop. A window provides natural light, while under-cabinet lighting softly illuminates the countertop. A red retro fridge adds a pop of color, enhancing the cozy atmosphere.

Cabin in Bryans Road

Chíc Shack #1

4.94 out of 5 average rating, 68 reviews

A charming cottage is surrounded by a white picket fence, with a large tree providing shade. An inviting porch features colorful accents, including a yellow door and American flags. Adjacent homes and a red umbrella over a patio table are visible in the background.

Cabin in North Beach

1943 Beach House Walk to Town & Beach & Boardwalk.

4.9 out of 5 average rating, 30 reviews

The exterior of the historic cabin is showcased, featuring a dark blue facade with a white entrance door. Flowerpots flank the entrance, and landscaped gardens present vibrant floral hues. A glimpse of the dock along the river is visible in the background, framed by mature trees.

Cabin in Queenstown

Cozy Historic Cabin on the Water

4.94 out of 5 average rating, 105 reviews

A wooden dock extends into a calm body of water, reflecting the blue sky and surrounding trees. The serene scene is framed by lush green foliage, enhancing the tranquil atmosphere of the creek.

Cabin in Worton

Cabin on the Creek ~ Kayaks and Fire Pit

4.91 out of 5 average rating, 176 reviews

The cabin is surrounded by trees with fallen leaves, showcasing a rustic wooden exterior. A spacious deck is visible, bordered by a low wooden railing. A fire pit made of stones is situated in the front yard, inviting relaxation amidst the natural setting.

Cabin in Gambrills

Relaxing Cabin Get Away Near Annapolis & DC