Pet-friendly holiday rentals in Annapolis

SUPERB host ! What a jewel Of a place ! No wonder she is a super host 😃 nice getaway from the city rustle And bustle. Don’t hesitate to book !

Wonderful place. Great location in a beautiful part of DC. Just 5 min to the capital and Walkable to everything. The space was exactly as described. It was clean, spacious, and comfortable. The neighborhood is amazing with all the old row houses different colors. It included free parking with was great too and the whole neighborhood felt safe. The host replied back quickly with any questions we had before our arrival. 100% recommend. We have zero complaints.

Another great stay with a wonderful host in a lovely house on the water.

Rabi’s place was as listed and had even more space than we anticipated. The private parking spot was also a huge perk!

We had an absolutely excellent stay at Jennifer’s place! She was a responsive host, gave us recommendations and instructions were really clear. The home was clean and close to bus stops to the city. Only things I’d say is: A- the bed was really wobbly and I was a bit nervous to move on it because I did g want to wobble it further and B- it would’ve been really amazing if the front door had a covering or curtain as for a bit more privacy but overall, amazing stay!

Such a lovely, comfortable home. Everything we needed. Loved the location. The neighborhood was extremely quiet and neighbors were friendly. There's a park with walking trails and lake half a mile walk away. The house was perfect. Relaxing. Comfortable beds and bedding. The record player was an added bonus, as were the puzzles and board games for the rainy days. Communication was excellent. Answered any questions quickly and was very helpful. Would definitely stay here again.

Natasha was a great host and listing was accurate. Great spot if traveling with a dog in a quieter part of dc.

Shang’s place was a home away from home. Nice subdivision with friendly neighbors. He was very responsive & it was in a perfect location for us to visit family with the location being close to everything.

This is one of the best places I've ever stayed. No need to leave the house for anything except food. We use DoorDash, after the first night there because there were plenty of amenities right there. The very impressive kitchen has all cooking utensils and appliances needed. The theater is nicely decorated with a popcorn machine which gives the full movie experience. The pool table and air hockey were so much fun. The Pack-Man game was already a blast, then to find out it has a ton of arcade games on the system made it even better. The meditation room was a highlight of our stay. You'll get relaxed as soon as you approach the doorway. The gym was yet another amenity that we were impressed by. You get a pretty good workout while reading the motivational quotes on the wall. We used the grill that's conveniently on the patio at the entrance. This was my husband's first Airbnb experience so it set the bar high. The hot tub was great with privacy. I'll try the beautiful pool next time.

Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.

We spent 4 days site-seeing in DC and Lily's location was perfect, being just off the Richmond Hwy it was easy to get to by car. We paid an additional fee for parking under the building which was well worth it given the convenience. The Crystal City Metro station, with both the Yellow and Blue lines, was a very short walk away and could even be accessed via an underground walkway system just outside the building. Also just a block or two outside the building was a movie theatre and several bars/restaurants. Having breakfast on the 14th floor balcony was a great start each morning before heading to Metro to start the day's adventures. We would definitely stay here again.

We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!

The space was beautiful! The rooftop was my favorite, being able to read a book in the quiet. They always responded quickly and were so nice! They also saved a parking spot for us in the back which we didn’t end up using because parking was not an issue at all up front.

Breathtaking bay beauty provided me with well-needed peace and relaxation. Even though we spent our days running up and down both sides of the Chesapeake, we were able to come back to our centralized Stevensville to this wonderful property. I spent early mornings and sunset-filled evenings bathing in the views of both the bays and creek on the side. The studio, though small, is comfortable for 2. The bathroom is great! Andy and Rachel are friendly and made themselves practically invisible, unless we sought them out, during our stay. There are a variety of restaurants within 20 minutes, most with a water view. DiPaolo's bagel shop is a gem, with a variety of fresh bagels I have never tried...you can watch them being made! We bought delicious sandwiches there both days. We would gladly return in a heartbeat! Thank you, Andy and Rachel!

Beth & Ben were excellent hosts! They were always attentive, responsive, caring and very friendly. If I ever need to stay in the Arnold/Annapolis area again, I will definitely check to see if their place is available first. HIGHLY RECOMMEND!!!

Instructions were very accurate. I followed it every step of way and i could find apt and parking easily. Apt was very clean, cozy , great colors, furniture, appliances all worked perfectly. We checked in around sunset and it was beautiful view and colors in balcony gorgeous . Host was very responsive. Location is great, walkable neighborhood, lot of families and young crowd, loved the lobby, and entrance also the building has been kept in great shape.

The home made for an excellent stay! It's beautifully designed and decorated, down to every detail! Carlos was a great host, super fast communication and shared all the key details to make it a smooth visit. Highly recommend if you are looking to stay in the area.

Absolutely loved stay at Miguel’s place! The neighborhood offered several delicious food options and the space was immaculate. It was a quick 15 min drive wherever we wanted to visit. This will definitely be on our list for our next trip to DC.

Nestled in the tranquil riverside landscape of southern Maryland, just beside the southern Chesapeake Bay, this home is a hidden gem—truly extraordinary in every sense. If you're seeking a brief escape from the bustling energy of Washington D.C. or Baltimore, this haven offers the perfect retreat. We were two families with four children—two young adults heading to college and two spirited middle schoolers—and every one of us, regardless of age, found joy and peace here. From the breathtaking natural surroundings to the simple pleasure of kayaking through calm waters, each moment felt like a gentle reset for the soul. What truly elevated the experience was our host, Shawn. More than just a “super host,” she embodied hospitality in its finest form. Her attention to detail, her care for comfort, and the thoughtful touches throughout the home surpassed even the details of a Hollywood studio setting !

Erin's place was a great place to stay in Annapolis. My family was in town for Commissioning Week at USNA. Annapolis is a beautiful town with tiny streets, so being at this location aloud us to walk to the Yard and restaurants. Would definitely stay here again when in the area. Thanks again Erin for your hospitality.

Home was spacious and very clean, nice layout with one bedroom downstairs and 3 bedrooms upstairs, full bathrooms on both floors.

The Airbnb was in a beautiful location that was easily accessible to many restaurants and things to do. The free street parking made things extremely convenient and is a definite plus to the Airbnb. The only complaint we had was that the bathroom door didn’t shut all the way. Overall we would stay here again for the value provided.

Kevin was a great communicator with me for our weekend with friends and made sure we had everything we needed. If you care to leave, his place is located a close drive to lots of fun activities like kayaking in the bay and eating crabs.

Rafi was a very friendly and helpful host. We had a great time in this quiet neighborhood.