-
Guest favorite
Gaia House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
The 2-bedroom Gaia House Villa Annapolis is located about a 25-minute stroll from ARTFX Gallery of Fine Crafts and Arts and has a terrace and a patio to ensure a memorable stay. Staying at the Annapolis villa, just steps from Capitol Church of Christ, guests can enjoy Wi-Fi and private parking.
Gaia House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Gaia House
The 2-bedroom Gaia House Villa Annapolis is located about a 25-minute stroll from ARTFX Gallery of Fine Crafts and Arts and has a terrace and a patio to ensure a memorable stay. Staying at the Annapolis villa, just steps from Capitol Church of Christ, guests can enjoy Wi-Fi and private parking.
Vintage Charm: Annapolis Retreat
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Staying at the 3-bedroom Vintage Charm: Annapolis Retreat Villa, guests can visit the undergraduate college "United States Naval Academy Museum", which is only 1.7 km away.
Vintage Charm: Annapolis Retreat
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Vintage Charm: Annapolis Retreat
Staying at the 3-bedroom Vintage Charm: Annapolis Retreat Villa, guests can visit the undergraduate college "United States Naval Academy Museum", which is only 1.7 km away.
The Pool Loft At Poplar Hill
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
Located a 15-minute ride from the American United States Naval Academy Museum, the spacious The Pool Loft At Poplar Hill Apartment Annapolis overlooks the garden. This apartment can host up to 4 guests.
A range of activities, such as cycling and fisheries are offered in the area. An outdoor swimming pool can be found on the premises.
The Pool Loft At Poplar Hill
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
The Pool Loft At Poplar Hill
Located a 15-minute ride from the American United States Naval Academy Museum, the spacious The Pool Loft At Poplar Hill Apartment Annapolis overlooks the garden. This apartment can host up to 4 guests.
A range of activities, such as cycling and fisheries are offered in the area. An outdoor swimming pool can be found on the premises.
Vacation Homes in Annapolis
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Beach access
Private Single Family Home Close To Both Water And Downtown!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Garden area
Located 4 km from the preserved 1774 Hammond-Harwood House, Private Single Family Home Close To Both Water And Downtown! Annapolis offers a games room for guests' leisure. The 4-bedroom holiday home boasts a terrace and playground, while Charles Carroll House is 10 minutes away by car.
Private Single Family Home Close To Both Water And Downtown!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Mini-bar
- Garden area
Private Single Family Home Close To Both Water And Downtown!
Located 4 km from the preserved 1774 Hammond-Harwood House, Private Single Family Home Close To Both Water And Downtown! Annapolis offers a games room for guests' leisure. The 4-bedroom holiday home boasts a terrace and playground, while Charles Carroll House is 10 minutes away by car.
Downtown Annapolis King George 3Rd Floor Hideaway
- BBQ facilities
-
Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Located just 7 minutes' stroll from Annapolis Historic District, the spacious 65 m² Downtown Annapolis King George 3Rd Floor Hideaway Apartment accommodates up to 3 guests. The 1-bedroom apartment is within reach of the undergraduate college "United States Naval Academy Museum" and offers a prime location in Annapolis.
Downtown Annapolis King George 3Rd Floor Hideaway
- BBQ facilities
-
Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Downtown Annapolis King George 3Rd Floor Hideaway
Located just 7 minutes' stroll from Annapolis Historic District, the spacious 65 m² Downtown Annapolis King George 3Rd Floor Hideaway Apartment accommodates up to 3 guests. The 1-bedroom apartment is within reach of the undergraduate college "United States Naval Academy Museum" and offers a prime location in Annapolis.
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Private beach
Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun terrace
The 3-bedroom Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier! villa is situated in a business part of the city and offers a sunbathing terrace and a picnic area for guests to enjoy. Guests of the Annapolis villa, located around a 10-minute ride from the long parallel Chesapeake Bay Bridge, can enjoy Wi-Fi, a vending machine and an outdoor fireplace.
A variety of outdoor activities such as canyoning and fisheries can be enjoyed in the surroundings.
Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Sun terrace
Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!
The 3-bedroom Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier! villa is situated in a business part of the city and offers a sunbathing terrace and a picnic area for guests to enjoy. Guests of the Annapolis villa, located around a 10-minute ride from the long parallel Chesapeake Bay Bridge, can enjoy Wi-Fi, a vending machine and an outdoor fireplace.
A variety of outdoor activities such as canyoning and fisheries can be enjoyed in the surroundings.
Vacation Homes in Annapolis,Maryland with Private Pool
Oasis By The Bay - Waterfront Heated Pool Hot Tub
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Outdoor swimming pool
During the stay at Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis, guests can indulge in a sauna or visit Thomas Point Park, located 4.2 km away. Located a 10-minute drive from the undergraduate college "United States Naval Academy Museum", the 6-bedroom holiday home provides Wi-Fi and a car park.
Guests can relax by an outdoor swimming pool while enjoying views of the lake.
Oasis By The Bay - Waterfront Heated Pool Hot Tub
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Outdoor swimming pool
Oasis By The Bay - Waterfront Heated Pool Hot Tub
During the stay at Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis, guests can indulge in a sauna or visit Thomas Point Park, located 4.2 km away. Located a 10-minute drive from the undergraduate college "United States Naval Academy Museum", the 6-bedroom holiday home provides Wi-Fi and a car park.
Guests can relax by an outdoor swimming pool while enjoying views of the lake.
Walk To Everything Historic Arts District
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Live entertainment
The 2-bedroom Walk To Everything Historic Arts District Annapolis villa is located approximately 5 minutes' walk from First Baptist Church and provides guests with beauty services, spa therapy, and a golf course to ensure a memorable stay. Featuring a treatment room and a foot bath, this Annapolis holiday home is nestled a short way from the preserved 1774 Hammond-Harwood House.
Treatment facilities feature body wraps, body scrub, and pedicure. Guests will enjoy a nightclub, along with yoga instruction for to stay fit. The availability of yoga, along with a fitness room, ensures guests an active stay.
Walk To Everything Historic Arts District
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Live entertainment
Walk To Everything Historic Arts District
The 2-bedroom Walk To Everything Historic Arts District Annapolis villa is located approximately 5 minutes' walk from First Baptist Church and provides guests with beauty services, spa therapy, and a golf course to ensure a memorable stay. Featuring a treatment room and a foot bath, this Annapolis holiday home is nestled a short way from the preserved 1774 Hammond-Harwood House.
Treatment facilities feature body wraps, body scrub, and pedicure. Guests will enjoy a nightclub, along with yoga instruction for to stay fit. The availability of yoga, along with a fitness room, ensures guests an active stay.
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Patio
To enjoy your vacation in Annapolis, stay at the spacious 2-bedroom Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park Apartment, which is within 10 minutes' drive of Saint Mary Catholic Church and a mere 1.4 km from SPCA of Anne Arundel County. The apartment offers modern facilities, such as Wi-Fi and essentials like a car park for car travellers.
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Patio
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park
To enjoy your vacation in Annapolis, stay at the spacious 2-bedroom Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park Apartment, which is within 10 minutes' drive of Saint Mary Catholic Church and a mere 1.4 km from SPCA of Anne Arundel County. The apartment offers modern facilities, such as Wi-Fi and essentials like a car park for car travellers.
Luxury Vacation Homes in Annapolis
Golden Anchor Retreat Lux Living!
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Staying at the 3-bedroom Golden Anchor Retreat Lux Living! Villa Annapolis, guests can visit Annapolis Harbor, which is around 7 km away. With a maximum capacity of 7 guests, the property offers private car parking.
Golden Anchor Retreat Lux Living!
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Golden Anchor Retreat Lux Living!
Staying at the 3-bedroom Golden Anchor Retreat Lux Living! Villa Annapolis, guests can visit Annapolis Harbor, which is around 7 km away. With a maximum capacity of 7 guests, the property offers private car parking.
Fisher House - Downtown Annapolis!
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Patio
Up to 9 guests can stay at the 3-bedroom Fisher House - Downtown Annapolis! villa and enjoy the historic church "Banneker-Douglass Museum", located a mere 6 minutes' walk away. Providing guests with Wi-Fi and a car park, this accommodation is around 500 metres from The Kunta Kinte Alex Haley Memorial.
Fisher House - Downtown Annapolis!
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Patio
Fisher House - Downtown Annapolis!
Up to 9 guests can stay at the 3-bedroom Fisher House - Downtown Annapolis! villa and enjoy the historic church "Banneker-Douglass Museum", located a mere 6 minutes' walk away. Providing guests with Wi-Fi and a car park, this accommodation is around 500 metres from The Kunta Kinte Alex Haley Memorial.
Waterfront Annapolis Cottage: Fire Pit & Pier
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
Nestled a 10-minute ride from the local beach "Sandy Point State Park", Waterfront Annapolis Cottage: Fire Pit & Pier entices guests to explore various tourist destinations nearby. With a capacity for 5 guests, the 3-bedroom holiday home offers hire available for renting.
Waterfront Annapolis Cottage: Fire Pit & Pier
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
Waterfront Annapolis Cottage: Fire Pit & Pier
Nestled a 10-minute ride from the local beach "Sandy Point State Park", Waterfront Annapolis Cottage: Fire Pit & Pier entices guests to explore various tourist destinations nearby. With a capacity for 5 guests, the 3-bedroom holiday home offers hire available for renting.
Cheap Vacation Homes in Annapolis,Maryland
-
Great deal
Annapolis @Gate 1 Steps To The Harbor Free Parking
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Located approximately 5 minutes' walk from Chase Lloyd House, 1-bedroom Annapolis @Gate 1 Steps To The Harbor Free Parking Villa offers quick access to various city attractions in the vicinity. This Annapolis holiday home is suitable for up to 5 guests and features private car parking.
Annapolis @Gate 1 Steps To The Harbor Free Parking
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Annapolis @Gate 1 Steps To The Harbor Free Parking
Located approximately 5 minutes' walk from Chase Lloyd House, 1-bedroom Annapolis @Gate 1 Steps To The Harbor Free Parking Villa offers quick access to various city attractions in the vicinity. This Annapolis holiday home is suitable for up to 5 guests and features private car parking.
Luxury Rooftop Pool & Dock Steps To Downtown
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Rooftop pool
Nestled 17 minutes' walk from Maryland Federation of Art, the 2-bedroom Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa entices guests to explore various tourist destinations nearby. This property features an outdoor swimming pool and is ideal for up to 6 guests.
Luxury Rooftop Pool & Dock Steps To Downtown
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Rooftop pool
Luxury Rooftop Pool & Dock Steps To Downtown
Nestled 17 minutes' walk from Maryland Federation of Art, the 2-bedroom Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa entices guests to explore various tourist destinations nearby. This property features an outdoor swimming pool and is ideal for up to 6 guests.
4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Sun terrace
Offering a sundeck and a golf course for guests' leisure, 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 Villa is situated about 7 km from the undergraduate college "United States Naval Academy Museum". Located a 10-minute ride from Maryland World War II Memorial, this 4-bedroom holiday home provides Wi-Fi and a car park.
4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Sun terrace
4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12
Offering a sundeck and a golf course for guests' leisure, 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 Villa is situated about 7 km from the undergraduate college "United States Naval Academy Museum". Located a 10-minute ride from Maryland World War II Memorial, this 4-bedroom holiday home provides Wi-Fi and a car park.
Pet Friendly Vacation Homes in Annapolis
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Top location
Spectacular Location Two Bedroom State Circle Apartment
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Located only 7 minutes' walk from the American United States Naval Academy Museum and St. Anne's Episcopal Church, the spacious 2-bedroom Spectacular Location Two Bedroom State Circle Apartment Annapolis features views of the garden. This 74 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
Spectacular Location Two Bedroom State Circle Apartment
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Spectacular Location Two Bedroom State Circle Apartment
Located only 7 minutes' walk from the American United States Naval Academy Museum and St. Anne's Episcopal Church, the spacious 2-bedroom Spectacular Location Two Bedroom State Circle Apartment Annapolis features views of the garden. This 74 m² apartment offers modern facilities, such as Wi-Fi and essentials like parking for car travellers.
All Star Annapolis Retreat - Walk To Stadium
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
With a capacity for up to 10 guests, the 3-bedroom All Star Annapolis Retreat - Walk To Stadium villa boasts a convenient location, about 25 minutes on foot from places of historical importance such as The Kunta Kinte Alex Haley Memorial. Located 2.3 km from Annapolis Historic District, the accommodation provides Wi-Fi and a car park.
All Star Annapolis Retreat - Walk To Stadium
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
All Star Annapolis Retreat - Walk To Stadium
With a capacity for up to 10 guests, the 3-bedroom All Star Annapolis Retreat - Walk To Stadium villa boasts a convenient location, about 25 minutes on foot from places of historical importance such as The Kunta Kinte Alex Haley Memorial. Located 2.3 km from Annapolis Historic District, the accommodation provides Wi-Fi and a car park.
Modern Gem Near Historic Annapolis & Naval Academy
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Heating
- Terrace
Accommodating up to 8 guests, Modern Gem Near Historic Annapolis & Naval Academy Villa is situated 3.3 km from renowned cultural sites such as The Chesapeake Children's Interactive Museum. Providing guests with Wi-Fi and private car parking, the 4-bedroom holiday home is a 10-minute ride from Maryland World War II Memorial.
Modern Gem Near Historic Annapolis & Naval Academy
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
- Heating
- Terrace
Modern Gem Near Historic Annapolis & Naval Academy
Accommodating up to 8 guests, Modern Gem Near Historic Annapolis & Naval Academy Villa is situated 3.3 km from renowned cultural sites such as The Chesapeake Children's Interactive Museum. Providing guests with Wi-Fi and private car parking, the 4-bedroom holiday home is a 10-minute ride from Maryland World War II Memorial.
Pet-Friendly Cottage Walk To Usna Stadium
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
The 3-bedroom Pet-Friendly Cottage Walk To Usna Stadium Annapolis offers proximity to nearby tourist spots, such as Mission Escape Rooms, situated around 25 minutes' walk away.
Pet-Friendly Cottage Walk To Usna Stadium
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Garden area
Pet-Friendly Cottage Walk To Usna Stadium
The 3-bedroom Pet-Friendly Cottage Walk To Usna Stadium Annapolis offers proximity to nearby tourist spots, such as Mission Escape Rooms, situated around 25 minutes' walk away.
Are you in a hurry?
Here is a quick list of hotels in Annapolis, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Gaia House |
9.0 / 10 (57 Reviews) |
From 137$ | |
| Vintage Charm: Annapolis Retreat |
9.7 / 10 (14 Reviews) |
From 365$ | |
| The Pool Loft At Poplar Hill |
9.8 / 10 (4 Reviews) |
From 205$ | |
| Private Single Family Home Close To Both Water And Downtown! |
9.4 / 10 (7 Reviews) |
From 422$ | |
| Downtown Annapolis King George 3Rd Floor Hideaway |
8.6 / 10 (9 Reviews) |
From 248$ |