
Sandy Point State Park, Annapolis
08/23 – 09/02
$184/nighttotal: $1840 (10 )
Hideaway In The Middle Of Everything Ayc 2+br Apt
1 2apartment, Annapolis
This Eastport cottage, located on Severn Avenue near the Annapolis Yacht Club and Spa Creek Bridge, offers easy access to City Dock and the US Naval Academy (a 10-15 minute walk).
Sleeping six, this Annapolis yacht rental boasts two queen beds, a queen-size pull-out couch, free Wi-Fi, a full kitchen with dishwasher, and shared laundry access, plus ozone sanitizing between guests.
Sleeping six, this Annapolis yacht rental boasts two queen beds, a queen-size pull-out couch, free Wi-Fi, a full kitchen with dishwasher, and shared laundry access, plus ozone sanitizing between guests.

Sandy Point State Park, Annapolis
08/23 – 09/02
$152/nighttotal: $1520 (10 )
Cute Cozy Rancher Close To Down Town Annapolis
2 2apartment, Annapolis
This Annapolis, Maryland rental (registration #000489) offers a 2-bedroom, 1-bathroom house for up to 4 guests, conveniently located near the US Naval Academy and Annapolis's historic district, though the precise distance requires further clarification.
The eco-friendly ranch-style home includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden; its geothermal and solar power contribute to a sustainable stay.
The eco-friendly ranch-style home includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a garden; its geothermal and solar power contribute to a sustainable stay.

Sandy Point State Park, Annapolis
08/17 – 08/20
$245/nighttotal: $735 (3 )
Annapolis Guesthouse - Completely Separate Space
1 5house, Annapolis
This detached guesthouse is located near the Naval Academy Stadium, just a short drive from downtown Annapolis. The guesthouse has consistently received excellent ratings for its cleanliness, location, and user experience.
The guesthouse features two bedrooms and one bathroom, comfortably accommodating up to five guests. The guesthouse is equipped with a fully equipped kitchen, laundry facilities, air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.
The guesthouse features two bedrooms and one bathroom, comfortably accommodating up to five guests. The guesthouse is equipped with a fully equipped kitchen, laundry facilities, air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.

Sandy Point State Park, Annapolis
09/03 – 09/05
$470/nighttotal: $940 (2 )
Beautiful 2-bedroom Water View House In Annapolis
2 3apartment, Highland Beach
This renovated cottage in Arundel on the Bay, Annapolis, offers Chesapeake Bay views and is located 2 miles from Jonas Green State Park and 3 miles from Downtown Annapolis.
This family-friendly house sleeps 6 and features 2 bedrooms, 1 bathroom, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and parking, with water views from the living room and direct access to a public beach.
This family-friendly house sleeps 6 and features 2 bedrooms, 1 bathroom, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, and parking, with water views from the living room and direct access to a public beach.

Sandy Point State Park, Annapolis
08/23 – 09/02
$237/nighttotal: $2370 (10 )
Cj's Cottage
1 2apartment, Arnold
This Arnold cottage, registration number 000974, is located eight minutes from downtown Annapolis, offering easy access to Annapolis's waterfront, historical sites, and shopping.
The two-bedroom, two-bathroom house sleeps six and includes a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and parking; enjoy a peaceful, private setting near Annapolis.
The two-bedroom, two-bathroom house sleeps six and includes a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and parking; enjoy a peaceful, private setting near Annapolis.

Sandy Point State Park, Annapolis
08/23 – 09/02
$161/nighttotal: $1610 (10 )
Annapolis Charmer! 2br Bright Bsmt Apt 3 Mi To Dt
1 2apartment, Annapolis
This Annapolis apartment rental is located in a quiet, established neighborhood, three miles from downtown Annapolis, the U.S. Naval Academy, and Navy-Marine Corps Memorial Stadium.
The two-bedroom, one-bathroom unit features an open-concept kitchen and living area, accommodates four guests, and includes keyless entry, a private garden, parking, and proximity to Lake Ogleton, Quiet Waters Park, and a neighborhood beach with Chesapeake Bay views.
The two-bedroom, one-bathroom unit features an open-concept kitchen and living area, accommodates four guests, and includes keyless entry, a private garden, parking, and proximity to Lake Ogleton, Quiet Waters Park, and a neighborhood beach with Chesapeake Bay views.

Sandy Point State Park, Annapolis
08/17 – 08/20
$194/nighttotal: $582 (3 )
Rachel's Bnb
1 5apartment, Arnold
This Arnold, Maryland guesthouse is located less than 10 miles from Annapolis' historic downtown and major attractions, offering easy access to Mago Vista Park, Anne Arundel Community College, and the Baltimore/Annapolis Trail.
This two-bedroom, one-bathroom rental sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, parking, and is close to restaurants, shopping, and Sandy Point State Park.
This two-bedroom, one-bathroom rental sleeps six, features a fully equipped kitchen with dishwasher, air conditioning, parking, and is close to restaurants, shopping, and Sandy Point State Park.

Sandy Point State Park, Annapolis
08/17 – 08/20
$474/nighttotal: $1422 (3 )
Neptune By The Water
3 5house, Arnold
Neptune By The Water, a spacious Annapolis house rental, is conveniently located approximately 10 miles from Annapolis Harbor and 17 miles from Baltimore/Washington International Thurgood Marshall Airport, offering easy access to both Annapolis and Baltimore attractions.
This 10,760-square-foot home boasts three bedrooms, two bathrooms, and two living rooms, comfortably accommodating up to 14 guests and featuring amenities such as a fully equipped kitchen, a private spa, and free parking.
This 10,760-square-foot home boasts three bedrooms, two bathrooms, and two living rooms, comfortably accommodating up to 14 guests and featuring amenities such as a fully equipped kitchen, a private spa, and free parking.

Sandy Point State Park, Annapolis
08/17 – 08/20
$430/nighttotal: $1290 (3 )
Beautiful Historic Home Next To City Dock + Usna
1 5apartment, Annapolis
This Annapolis apartment rental is centrally located, 300 feet from the U.S. Naval Academy's Gate 1, Main Street, and City Dock, offering easy access to downtown attractions.
The two-story, newly renovated unit sleeps six, features a large kitchen with a dishwasher, an 80" projector screen with Netflix and Apple TV, and offers private backyard access.
The two-story, newly renovated unit sleeps six, features a large kitchen with a dishwasher, an 80" projector screen with Netflix and Apple TV, and offers private backyard access.

Sandy Point State Park, Annapolis
08/17 – 08/20
$302/nighttotal: $906 (3 )
Charming Coastal/country Home W/3 Acres & Sauna!
4 5apartment, Stevensville
This Stevensville vacation home is located just 1.3 miles from Matapeake State Park and 3 miles from Paul Reed Smith Guitars, making it a convenient base for exploring the area's attractions. The property has consistently earned excellent ratings for its cleanliness, location, and overall experience.
The 2,200 square foot home comfortably accommodates up to 14 guests with 3 bedrooms and a sofa bed. Enjoy a sauna, Jacuzzi, and a private garden, along with a fully equipped kitchen, free Wi-Fi, and parking.
The 2,200 square foot home comfortably accommodates up to 14 guests with 3 bedrooms and a sofa bed. Enjoy a sauna, Jacuzzi, and a private garden, along with a fully equipped kitchen, free Wi-Fi, and parking.

Sandy Point State Park, Annapolis
08/17 – 08/20
$534/nighttotal: $1602 (3 )
2026 Commissioning Week Promo: Book 6 Nights, Get The 7th Free
4 5apartment, Arnold
This spacious Arnold, Maryland home is located 7 miles from both Annapolis's downtown area and the U.S. Naval Academy, offering easy access to major highways leading to Baltimore and Washington, D.C.
This 4-bedroom, 3-bathroom rental sleeps up to 9 guests and boasts a gourmet kitchen, game room, private workout room, screened-in patio, and fenced yard; high-speed internet and keyless entry are also included.
This 4-bedroom, 3-bathroom rental sleeps up to 9 guests and boasts a gourmet kitchen, game room, private workout room, screened-in patio, and fenced yard; high-speed internet and keyless entry are also included.

Sandy Point State Park, Annapolis
08/17 – 08/20
$379/nighttotal: $1137 (3 )
The Usna Getaway!
1 5apartment, Annapolis
This Annapolis condo is located less than half a mile from the U.S. Naval Academy and downtown Annapolis, and under 100 feet from Spa Creek, offering exceptional waterfront access.
This one-bedroom, one-bathroom unit sleeps six with a California king bed, queen Murphy bed, and queen pull-out couch, and features a fully equipped kitchen, in-unit laundry, a rooftop pool, and parking.
This one-bedroom, one-bathroom unit sleeps six with a California king bed, queen Murphy bed, and queen pull-out couch, and features a fully equipped kitchen, in-unit laundry, a rooftop pool, and parking.













