Hidden Wine Cellar Eastport Retreat

6 guests · 2 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Annapolis at Pet-Friendly Eastport | Yard & Fire Pit for $397 for your next trip.

10 / 10

Outstanding(7 Ratings)

Eastport Bungalow | Yard, Grill & Walk Downtown

8 guests · 4 bedrooms · 3 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Annapolis, at $483 per night for your next great vacation.

10 / 10

Outstanding(1 Rating)

Pet-Friendly Eastport Yard & Fire Pit

6 guests · 2 bedrooms · 2 baths

WiFi/Internet · Air conditioning · Garden

Business stays, family stays, couples stay, getaway vacation, and rental in Annapolis at Pet-Friendly Eastport Yard & Fire Pit for $501 for your next trip.

10 / 10

Outstanding(7 Ratings)

Eastport Bungalow | Yard, Grill & Walk Downtown

8 guests · 4 bedrooms · 3 baths

This attractive House in Annapolis, $483 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(16 Ratings)

Waterfront 2-Bedroom Condo on Spa Creek

6 guests · 2 bedrooms · 1 bath

When traveling to Annapolis, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $521 per night.

9.9 / 10

Outstanding(176 Ratings)

4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

10 guests · 4 bedrooms · 3 baths

This inviting House in Annapolis can fit your needs for many types of vacations, at $584 per night.

10 / 10

Outstanding(13 Ratings)

Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly

6 guests · 2 bedrooms · 1 bath

Experience the best of Annapolis with this Apartment available for $567. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(16 Ratings)

Waterfront 2-Bedroom Condo on Spa Creek

6 guests · 2 bedrooms · 1 bath

Looking for the perfect place to call home during your trip to Annapolis? This Apartment offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

8.5 / 10

Excellent(2 Ratings)

Eastport Bungalow Yard, Grill & Walk Downtown

8 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Balcony/Terrace

This House in Annapolis, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.8 / 10

Outstanding(29 Ratings)

Historic Downtown House with Off Street Parking

8 guests · 4 bedrooms · 1 bath

The best choice in Annapolis for House, for $477 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(13 Ratings)

Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly

6 guests · 2 bedrooms · 1 bath

Enjoy the best of Annapolis in our Apartment, Historic Suite 2 Blocks from Main St with On-Site Parking & Dog-Friendly. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Dog-friendly house with yard, deck, firepit, washer/dryer & AC - near golf

10 guests · 4 bedrooms · 2 baths

Nestled in Annapolis, this House is perfect for your next vacation. Enjoy Dog-friendly house with yard, deck, firepit, washer/dryer & AC - near golf's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(29 Ratings)

Historic Downtown House with Off Street Parking

8 guests · 4 bedrooms · 1 bath

Looking to create some memories in Annapolis? Look no further than our House, Historic Downtown House with Off Street Parking. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Mins to Downtown in Waterfront community at Pet-Friendly Pinecrest Bungalow

8 guests · 2 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Annapolis at Mins to Downtown in Waterfront community at Pet-Friendly Pinecrest Bungalow for $531 for your next trip.

Dog-friendly house with yard, deck, firepit, washer/dryer & AC - near golf

10 guests · 4 bedrooms · 2 baths

House in Annapolis, for $547 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(2 Ratings)

Mins to Downtown in Waterfront community at Pet-Friendly Pinecrest Bungalow

8 guests · 2 bedrooms · 2 baths

Experience the best of Annapolis with this House available for $531. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Charming Rowhome in Downtown Annapolis

6 guests · 2 bedrooms · 1 bath

WiFi/Internet · Air conditioning · Garden

Nestled in Annapolis, this House is perfect for your next vacation. Enjoy Charming Rowhome in Downtown Annapolis's top-rated amenities, including Pets allowed, Garden and WiFi/Internet, and more.

9.4 / 10

Outstanding(33 Ratings)

Spacious Luxe USNA Home - Pool, Hot Tub, Grill

14 guests · 5 bedrooms · 3 baths

This attractive House in Annapolis, $489 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(3 Ratings)

Historic Row Home in Downtown Annapolis

8 guests · 2 bedrooms · 2 baths

Experience vacation in Annapolis with our House, Historic Row Home in Downtown Annapolis. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(33 Ratings)

Spacious Luxe USNA Home - Pool, Hot Tub, Grill

14 guests · 5 bedrooms · 3 baths

Indulge in a peaceful retreat at Spacious Luxe USNA Home - Pool, Hot Tub, Grill, our elegant House in Annapolis. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.4 / 10

Outstanding(3 Ratings)

Historic Row Home in Downtown Annapolis

8 guests · 2 bedrooms · 2 baths

Soak up the beauty of Annapolis in our House, Historic Row Home in Downtown Annapolis. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(256 Ratings)

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

8 guests · 3 bedrooms · 1 bath

This House for $439 in Annapolis, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Luxe Row Home Steps to USNA Gate 3

8 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Garden

Looking for a House in Annapolis, this House for $545 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(256 Ratings)

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

8 guests · 3 bedrooms · 1 bath

This House for $439 in Annapolis, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

Spacious 5-bedroom house with AC in gorgeous Annapolis historic district capital

10 guests · 5 bedrooms · 1 bath

Looking to create some memories in Annapolis? Look no further than our House, Spacious 5-bedroom house with AC in gorgeous Annapolis historic district capital. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(32 Ratings)

Historic 3 Bedroom Downtown Annapolis Townhome

6 guests · 3 bedrooms · 2 baths

Looking for a House in Annapolis, this House for $505 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Spacious 5-bedroom house with AC in gorgeous Annapolis historic district capital

10 guests · 5 bedrooms · 1 bath

Are you ready to indulge in a relaxing getaway? Our House in Annapolis has everything you need for a rejuvenating stay. Treat yourself to Spacious 5-bedroom house with AC in gorgeous Annapolis historic district capital's exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

You can save with One Key

10 / 10

Outstanding(32 Ratings)

Historic 3 Bedroom Downtown Annapolis Townhome

6 guests · 3 bedrooms · 2 baths

Soak up the beauty of Annapolis in our House, Historic 3 Bedroom Downtown Annapolis Townhome. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.