The 10 best vacation homes in Annapolis, US | Booking.com
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Vacation Homes in Annapolis

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The best vacation homes in Annapolis

Check out our selection of great vacation homes in Annapolis

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Vintage Charm: Annapolis Retreat

Annapolis

Offering a garden, Vintage Charm: Annapolis Retreat offers accommodations in Annapolis. The vacation home, set in a building dating from 1909, features free Wifi and free private parking.

T
Tara
From
United States
An extremely charming home in an excellent location. We parked the car and walked all over downtown Annapolis. The rooms were comfortable and the space was generous. Comparable price to the nicer hotels in town. Considering the privacy, the value was excellent.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
Location 10.0
Price from
$315
1 night, 2 adults
Check availability

Neptune By The Water

Annapolis

Neptune By The Water offers accommodations in Annapolis, 10 miles from Annapolis Harbor and 26 miles from Sports Legends Museum at Camden Yards.

D
Diana
From
United States
We were 4 adults traveling for a funeral. It accommodated us very well, with two sitting spaces and an outdoor deck. One member of our group did not do steps well and was able to be accommodated by a door out of the basement. The basement was accommodated with a bedroom, full bathroom with walk in shower, a sitting area and the game space.
Scored out of 10, guest rating 10.0
Exceptional - What previous guests thought, 5 reviews
Location 10.0
Price from
$158
1 night, 2 adults
Check availability

Fisher House - Downtown Annapolis!

Annapolis

Fisher House - Downtown Annapolis! offers accommodations in Annapolis, 30 miles from Sports Legends Museum at Camden Yards and 30 miles from Baltimore Convention Center.

K
Karen
From
United States
The location is an easy and quick walk to The Naval Academy. The rooms are clean and well organized with plenty of bedding, pillows and towels. Everything is updated! There are even TVs in every room. We felt very much at home while attending our son’s Induction Day at The Naval Academy! We will definitely stay again for future visits.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Location 10.0
Price from
$268
1 night, 2 adults
Check availability

Edgewatermayo Getaway!

Edgewater (Near Annapolis)

12 miles from Annapolis Harbor in Edgewater, Edgewatermayo Getaway! offers accommodations with access to a hot tub. This property offers access to a patio, free private parking, and free Wifi.

M
Monchelle
From
United States
It was a clean beautiful home
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Location 7.5
Price from
$174
1 night, 2 adults
Check availability

The Ultimate cozy escape

Glen Burnie (Near Annapolis)

The Ultimate cozy escape is located in Glen Burnie, just 11 miles from Carroll Park and 12 miles from Sports Legends Museum at Camden Yards.

J
Jaired
From
United States
My family had a wonderful stay and hope to return the next time we are in the area. The hosts were fantastic - communicative and very helpful. The property was inviting, comfortable, and exactly like the pictures. Would highly recommend.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Location 9.6
Price from
$283.50
1 night, 2 adults
Check availability

Weems Creek Cottage, Annapolis Waterfront

Annapolis

Weems Creek Cottage, Annapolis Waterfront offers accommodations in Annapolis, 29 miles from Sports Legends Museum at Camden Yards and 29 miles from Baltimore Convention Center.

J
Jo
From
United States
Bed was a bit to firm for my liking, otherwise everything was perfect. Great host, great location, everything we needed on site and very clean
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews
Location 10.0
Check availability

Walk to Everything Historic Arts District

Annapolis

1.9 miles from Annapolis Harbor in Annapolis, Walk to Everything Historic Arts District offers accommodations with access to spa facilities, wellness packages, and beauty services.

C
Colleen
From
United States
The house was beautiful! It was very cute and perfect for a girls trip.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 8 reviews
Location 9.9
Check availability

Anchors Away Abode

Annapolis

Anchors Away Abode is located in Annapolis, just 3.1 miles from Annapolis Harbor and 25 miles from Addison Road-Seat Pleasant. This vacation home features air-conditioned accommodations with a patio.

E
Eric
From
United States
Comfortable, clean, well-furnished, conveniently located, a lot of nice little touches, convenient parking, quiet neighborhood.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Location 9.5
Check availability

Annapolis Vacation Home 2 Mi to Quiet Waters Park

Annapolis

Annapolis Vacation Home 2 Mi to Quiet Waters Park offers accommodations in Annapolis, 3.2 miles from Annapolis Harbor and 28 miles from Addison Road-Seat Pleasant.

S
Syed
From
United States
The house is very tastefully decorated and had all the mentalities one would need. The location - under 15 minutes drive from center of town (Annapolis dock) - was very convenient. The host was very easy to contact and always got back promptly.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 12 reviews
Location 8.4
Check availability

Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER!

Annapolis

Providing a garden, Annapolis Charm Waterfront Getaway Near USNA - FISH & CRAB from your PRIVATE PIER! features accommodations in Annapolis.

J
Julie
From
United States
Everything! Seeing deer on my morning run was awesome. The property was beautiful and quiet.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 9 reviews
Location 9.9
Check availability
All vacation homes in Annapolis

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Annapolis and surrounding area in the past month

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Save money on vacation homes in Annapolis and nearby – budget options available

  • Westside Storied

    Annapolis
    Budget options available

    Westside Storied offers accommodations in Annapolis, 30 miles from Inner Harbor and 30 miles from Power Plant.

  • Downtown Annapolis

    Annapolis
    Budget options available

    Downtown Annapolis offers accommodations in Annapolis, 1.1 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 4 reviews

    Cozy 2br home w/ parking in downtown Annapolis offers accommodations in Annapolis, 30 miles from Sports Legends Museum at Camden Yards and 30 miles from Baltimore Convention Center.

  • The Little House

    Annapolis
    Budget options available
    Scored out of 10, guest rating 4.0
    Disappointing - What previous guests thought, 1 review

    The Little House offers accommodations in Annapolis, 1.5 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 4 reviews

    Providing a garden, * Midcentury Modern Getaway * Prime Location * provides accommodations in Annapolis. With inner courtyard views, this accommodation offers a patio.

  • St Johns Adjacent

    Annapolis
    Budget options available

    St Johns Adjacent is located in Annapolis, just 1.5 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. The vacation home has access to a restaurant.

  • 1879 Downtown Annapolis Home with Koi Ponds and Gardens is located in Annapolis, just 30 miles from Sports Legends Museum at Camden Yards and 30 miles from Baltimore Convention Center.

  • Timeless Charm, Modern Comfort is located in Annapolis, just 1.6 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards.

Enjoy breakfast in Annapolis and nearby

  • Historic Row Home in Downtown Annapolis offers accommodations in Annapolis, 30 miles from Sports Legends Museum at Camden Yards and 30 miles from Baltimore Convention Center.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Skyline Sanctuary is located in Annapolis, just 1.1 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. Guests can benefit from a patio and an outdoor fireplace.

  • Anchors Aweigh

    Annapolis
    Breakfast options
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Anchors Aweigh is located in Annapolis, just 1.2 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards.

  • Seas The Bay

    Annapolis
    Breakfast options
    Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    Seas The Bay offers accommodations in Annapolis, 1.7 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. Guests can benefit from a patio and an outdoor fireplace.

  • Newly Renovated In Dta W Parking is located in Annapolis, just 25 miles from Inner Harbor and 26 miles from Power Plant.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Historic Row Home 1 Block from Gate 1 at USNA is located in Annapolis, just 30 miles from Sports Legends Museum at Camden Yards and 30 miles from Baltimore Convention Center.

  • Crew's Quarters

    Annapolis
    Breakfast options

    Crew's Quarters is located in Annapolis, just 1.6 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards.

  • The Master Shipwright is located in Annapolis, just 1.1 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. With river views, this accommodation features a terrace.

Great access to the city center. Check these vacation homes in Annapolis and nearby

  • Unique And Central In Eastport is located in Annapolis, just 1.1 miles from Annapolis Harbor and 26 miles from Inner Harbor.

  • Eden on Adams

    Annapolis
    Central location

    Eden on Adams offers accommodations in Annapolis, 31 miles from Inner Harbor and 31 miles from Power Plant.

  • Harrison Hall

    Annapolis
    Central location
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Harrison Hall offers accommodations in Annapolis, a 11-minute walk from Annapolis Harbor and 31 miles from Sports Legends Museum at Camden Yards.

  • Beautiful 4BR - Walking Distance to Stadium is located in Annapolis, just 2.2 miles from Annapolis Harbor and 25 miles from Addison Road-Seat Pleasant.

  • Lighthouse Inn

    Annapolis
    Central location

    Lighthouse Inn is located in Annapolis, just a 11-minute walk from Annapolis Harbor and 31 miles from Sports Legends Museum at Camden Yards.

  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 8 reviews

    Stylish + fresh bungalow 2 blocks from N-MC Stadium offers accommodations in Annapolis, 2.7 miles from Annapolis Harbor and 28 miles from Sports Legends Museum at Camden Yards.

  • Brand New Spacious Luxury Home offers accommodations in Annapolis, 1.1 miles from Annapolis Harbor and 26 miles from Inner Harbor.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    Spacious 5 BR house - 5 Min Walk to N-MC Stadium offers accommodations in Annapolis, 25 miles from Addison Road-Seat Pleasant and 28 miles from Sports Legends Museum at Camden Yards.

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