Guesthouses in Annapolis You’ll Love

Top-Rated Annapolis Guesthouses for Every Budget and Style!

Looking for a guesthouse in Annapolis (Maryland)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Annapolis – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options starting at just $28.18 per night. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Annapolis today.

We found 5 Guest-houses in Annapolis and the surrounding area (within 60 miles)

Village Inn

Motel in Annapolis, Maryland , 69 Old Mill Bottom Road North

In Annapolis, also known as the Sailing Capital of the World, this inn is 3 miles from the US Naval Academy.

Parking
Pets allowed

Okay 153 Reviews 5.9

from $83.60 Show details »

Red Roof Inn Annapolis

Motel in Annapolis, Maryland , 2520C Riva Road

Red Roof Inn Annapolis is located in Annapolis, 5.1 miles from Annapolis Harbor and 23 miles from Addison Road-Seat Pleasant.

Parking
Pets allowed
Allergy-free room

Pleasant 233 Reviews 6.1

from $79.80 Show details »

Inn on Main Annapolis

B&B in Annapolis, Maryland , 165 Main Street

Inn on Main Annapolis enjoys a location in Annapolis, 30 miles from Baltimore Convention Center and 30 miles from Historic Ships in Baltimore.

Parking
Restaurant
Pets allowed
Kid meals

Very good 279 Reviews 8.2

from $152.55 Show details »

Riverview Retreat On Warehouse Creek

Guesthouse in Edgewater near Annapolis, Maryland , 146 Riverside Road

Riverview Retreat On Warehouse Creek offers accommodations in Edgewater, 8.3 miles from Annapolis Harbor and 20 miles from Addison Road-Seat Pleasant.

Parking
Pets allowed

Superb 4 Reviews 9.2

from $242.27 Show details »

Flag House Inn

Inn in Annapolis, Maryland , 24 Randall St

Located within 1.1 miles of Annapolis Harbor and 30 miles of Carroll Park, Flag House Inn provides rooms in Annapolis.

Parking
Family rooms

Fabulous 51 Reviews 9.0

from $255.21 Show details »

Number of Guesthouses in Annapolis	5
Number of guest ratings	7,706
Average price per night	$135.00
Lowest price per night	$28,18
Highest price per night	$1.022,53

Guesthouses in Annapolis (Maryland), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guesthouses in Annapolis offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Annapolis for your needs

When looking for the best guesthouse for your next stay in Annapolis, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guesthouse's quality, cleanliness, and hospitality. Look for guesthouses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guesthouses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guesthouse in Annapolis for your next vacation and enjoy a memorable and comfortable stay.

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