Annapolis Boat Life - Overnight Stays

6 guests · 2 bedrooms · 2 baths

This inviting Cottage in Annapolis can fit your needs for many types of vacations, at $321 per night.

Historic Annapolis Home Walk to Downtown 3BR

8 guests · 1 bedroom · 2 baths

Free WiFi/internet · Garden

The best choice in Annapolis for Apartment, for $396 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding

The Red Door Cottage in Eastport - Pet-Friendly!

Cottage

6 guests · 2 bedrooms · 2 baths

Looking for a Cottage in Annapolis, this Cottage for $325 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

You can save with One Key

10 / 10

Outstanding(2 Ratings)

Hidden Wine Cellar Eastport Retreat

6 guests · 2 bedrooms · 1 bath

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

10 / 10

Outstanding(1 Rating)

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

10 guests · 4 bedrooms · 2 baths

Enjoy the best of Annapolis in our House, Annapolis Gem- Tranquil 4 BR Murray Hill Victorian. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(9 Ratings)

Pet-Friendly Eastport | Yard & Fire Pit

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.

9.8 / 10

Outstanding(7 Ratings)

Spacious 5 BR house - 5 Min Walk to N-MC Stadium!

15 guests · 3 bedrooms · 3 baths

Looking for a memorable stay in Annapolis? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

You can save with One Key

10 / 10

Outstanding(1 Rating)

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

10 guests · 4 bedrooms · 2 baths

Discover the beauty of Annapolis with a stay at Annapolis Gem- Tranquil 4 BR Murray Hill Victorian, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

Historic Downtown Annapolis w Rooftop Deck

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Outdoor Cooking

Looking to create some memories in Annapolis? Look no further than our House, Historic Downtown Annapolis w Rooftop Deck. Enjoy top-rated amenities including Free Parking, WiFi/Internet and Outdoor Cooking, and more.

10 / 10

Outstanding(4 Ratings)

West Annapolis Cottage | Porch, Walk to USNA

6 guests · 3 bedrooms · 2 baths

Looking for a memorable stay in Annapolis? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

Historic Annapolis Home Walk to Downtown 3BR

8 guests · 1 bedroom · 2 baths

The best choice in Annapolis for Apartment, for $404 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(7 Ratings)

Spacious 5 BR house - 5 Min Walk to N-MC Stadium!

15 guests · 3 bedrooms · 3 baths

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 BR house - 5 Min Walk to N-MC Stadium!'s exceptional amenities, such as Pets allowed, Family friendly and Non-smoking.

Classic 3 Bedroom Eastport Cottage with Large Yard and Free Parking

6 guests · 3 bedrooms · 2 baths

Enjoy the best of Annapolis in our House, Classic 3 Bedroom Eastport Cottage with Large Yard and Free Parking. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Historic Annapolis Home Walk to Downtown 3BR

8 guests · 1 bedroom · 2 baths

This attractive Apartment in Annapolis, $401 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(3 Ratings)

Historic district home, View of the Capital, WALK Downtown, w/ Outdoor Dining!

6 guests · 3 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 Historic district home, View of the Capital, WALK Downtown, w/ Outdoor Dining!'s exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

Classic 3 Bedroom Eastport Cottage with Large Yard and Free Parking

6 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at Classic 3 Bedroom Eastport Cottage with Large Yard and Free Parking, our elegant House in Annapolis. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

9 / 10

Outstanding(8 Ratings)

Spectacular Location Two Bedroom State Circle Apartment

7 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Garden

This attractive Apartment in Annapolis, $366 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(3 Ratings)

Historic district home, View of the Capital, WALK Downtown, w/ Outdoor Dining!

6 guests · 3 bedrooms · 1 bath

The best choice in Annapolis for House, for $378 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(31 Ratings)

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

6 guests · 2 bedrooms · 1 bath

Experience vacation in Annapolis with our Apartment, 2nd floor Spacious Downtown Getaway- Across from US Naval Academy. Enjoy amenities such as No pets allowed and Non-smoking, and more.

10 / 10

Outstanding(19 Ratings)

Naval Academy Gate 1

6 guests · 2 bedrooms · 1 bath

Looking for a memorable stay in Annapolis? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

You can save with One Key

9.6 / 10

Outstanding(31 Ratings)

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

6 guests · 2 bedrooms · 1 bath

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

10 / 10

Outstanding(10 Ratings)

Historic Charm | Steps from City Dock and the Yard

6 guests · 2 bedrooms · 2 baths

This attractive House in Annapolis, $407 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.8 / 10

Outstanding(313 Ratings)

Annapolis Condominium in the heart of the historic center

6 guests · 3 bedrooms · 2 baths

Nestled in Annapolis, this Apartment is perfect for your next vacation. Enjoy Annapolis Condominium in the heart of the historic center's top-rated amenities, including No pets allowed and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(19 Ratings)

Naval Academy Gate 1

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 $410 per night.

9.1 / 10

Outstanding(12 Ratings)

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

8 guests · 4 bedrooms · 4 baths

Free WiFi/internet

Experience vacation in Annapolis with our House, Annapolis Vacation Home: 2 Mi to Quiet Waters Park. Enjoy amenities such as Free Parking, Non-smoking and WiFi/Internet, and more.

9.7 / 10

Outstanding(313 Ratings)

Annapolis Condominium in the heart of the historic center

6 guests · 3 bedrooms · 2 baths

Looking for a Apartment in Annapolis, this Apartment for $371 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

10 / 10

Outstanding(147 Ratings)

Charming garden row home, easy 4 block walk to the heart of Annapolis.

6 guests · 3 bedrooms · 1 bath

This House for $393 in Annapolis, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(9 Ratings)

Timeless Charm Meets Modern Comfort

6 guests · 3 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Annapolis at Timeless Charm Meets Modern Comfort for $390 for your next trip.

You can save with One Key

10 / 10

Outstanding(147 Ratings)

Charming garden row home, easy 4 block walk to the heart of Annapolis.

6 guests · 3 bedrooms · 1 bath

Business stays, family stays, couples stay, getaway vacation, and rental in Annapolis at Charming garden row home, easy 4 block walk to the heart of Annapolis. for $393 for your next trip.

You can save with One Key

10 / 10

Outstanding(9 Ratings)

Timeless Charm Meets Modern Comfort

6 guests · 3 bedrooms · 2 baths

The best choice in Annapolis for House, for $383 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)