As Charming as Our Town on the Bay
Annapolis is a charming town filled with history and beauty, and our Annapolis group Vacation rentals in Maryland fit in quite nicely! Offering a variety of styles, it’s the luxurious amenities that make our properties stand out: wood flooring polished to a soft glow, private pools, and multiple suites that allow more than one family to have their own private retreat! Doors open to spaces filled with light and warmth, including chef kitchens with stainless steel appliances, living areas with large screen televisions and fireplaces, and sitting rooms designed to host small gatherings. Sit, talk, and enjoy the company of these people you’ve chosen to travel with! You can find dining rooms tucked away into alcoves with floor to ceiling windows in some properties or centered under beautiful chandeliers in others. Every one of our places to stay in Annapolis is different, but all offer that something extra that makes them shine!
After a long day of Annapolis explorations, coming together in front of a fire pit can be the perfect way to sum up your day’s adventures, as can spending time in a game room showing the younger generation that you still have it! Retreating to separate suites can save the sanity of those who may feel they have experienced a bit more than their comfortable share of togetherness and a large number of bathrooms can help ease morning traffic jams when everyone is eager to get out and see what else our city on the bay has to offer them!
Activities for Groups of Any Size
The best part of your visit to Annapolis is knowing that not only can you and your group stay together, but you can play together as well! Whether it be a cruise on Chesapeake Bay, a picnic in Quiet Waters Park, or a visit to Mission Escape Rooms on 40 West Street, your Annapolis antics together will be the talk of your group long after you have returned home! Many of our restaurants have space for large groups when you just don’t want to prepare another meal; Harry Browne’s, Middleton’s Tavern, and Paladar Latin Kitchen & Rum Bar are just a few of the delicious options we offer!
We Love the Nightlife
When you travel with a large group of people, it may feel as if there is a party going on 24/7 and that is perfectly alright with us! As a matter of fact, we think our guests will fall in love with the nightlife that Annapolis has to offer, no matter the size of your party! Our city on the bay is known for its vibrant music venues, and although many places offer intimate spaces to groove to the sounds that make you happy, there are a few spots that welcome larger groups.
Although it is located just outside Annapolis in Hanover, Live! Center Stage is one of our favorite places to listen to the hottest performers. Offering space for 500 guests and two bars, unlike many small-town venues, Live is known for its state of the art sound system, and their lights and video systems are equally modern and impressive! Here is where you will hear the up and comers, cheer on the biggest stars, and find yourself acting like a teenager again when your favorite performer sings live and in-person on the big stage right in front of you. And when the last encore has been completed, if you are not ready to go back home quite yet, Live! Center Stage just happens to be located inside Live! Casino! How convenient is that? You and your group of friends can try your hand at video blackjack, take a chance at winning a GIANT jackpot, or seek out the luckiest one-armed bandit in the casino and park yourself for hours at a time! Find a bank of slot machines and populate the seats with your own friends and let the party continue until you are all winners, or until your bank account cries ouch!
If casino gambling is a bit too rich for your blood and you want to stay close to your At Home Annapolis vacation escape, don’t worry, as there’s plenty of places in town that will be happy to show you a great time! Rams Head Onstage is famous throughout the world for its top-quality performers, and it’s located right here in Annapolis at 33 West Street. The Maryland Theater for Performing Arts, 3 Park Place, always has something going on, and if the group decides to split up for the night, Middleton Tavern and the Red Red Wine Bar offers a more intimate but equally exciting live music experience!
Choose At Home Annapolis for Annapolis Group Vacation Rentals
This getaway with a large group of your favorite people promises to be an unforgettable one—reserve one of our Annapolis group vacation rentals today!