-
Guest favorite
Gaia House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Located nearly a 5-minute walk from Capitol Church of Christ, the 2-bedroom Gaia House Villa Annapolis offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi and private parking, the villa is 2.6 km from St. Anne's Episcopal Church.
Gaia House
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Terrace
Gaia House
Located nearly a 5-minute walk from Capitol Church of Christ, the 2-bedroom Gaia House Villa Annapolis offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi and private parking, the villa is 2.6 km from St. Anne's Episcopal Church.
Vintage Charm: Annapolis Retreat
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
The 3-bedroom Vintage Charm: Annapolis Retreat Villa accommodates up to 5 guests and offers proximity to Mission Escape Rooms, located nearly a 10-minute walk away.
Vintage Charm: Annapolis Retreat
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
Vintage Charm: Annapolis Retreat
The 3-bedroom Vintage Charm: Annapolis Retreat Villa accommodates up to 5 guests and offers proximity to Mission Escape Rooms, located nearly a 10-minute walk away.
The Pool Loft At Poplar Hill
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Outdoor swimming pool
To enjoy your vacation in Annapolis, stay at the spacious 1-bedroom The Pool Loft At Poplar Hill Apartment Annapolis, which is just 0.8 km from Broadneck Peninsula Trail and only 9 minutes' walk from Christ Our Anchor Presbyterian Church. This 65 m² apartment offers modern facilities, such as Wi-Fi and essentials like private car parking for car travellers.
The area surrounding The Pool Loft At Poplar Hill Apartment offers a variety of activities, including cycling and fisheries.
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
To enjoy your vacation in Annapolis, stay at the spacious 1-bedroom The Pool Loft At Poplar Hill Apartment Annapolis, which is just 0.8 km from Broadneck Peninsula Trail and only 9 minutes' walk from Christ Our Anchor Presbyterian Church. This 65 m² apartment offers modern facilities, such as Wi-Fi and essentials like private car parking for car travellers.
The area surrounding The Pool Loft At Poplar Hill Apartment offers a variety of activities, including cycling and fisheries.
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
The 4-bedroom Private Single Family Home Close To Both Water And Downtown! Annapolis can host up to 8 guests, boasting a convenient location within 10 minutes' drive of iconic cultural attractions such as The Chesapeake Children's Interactive Museum. Located 4.1 km from the public maritime United States Naval Academy Museum, the accommodation comes with a terrace and playground for added enjoyment.
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!
The 4-bedroom Private Single Family Home Close To Both Water And Downtown! Annapolis can host up to 8 guests, boasting a convenient location within 10 minutes' drive of iconic cultural attractions such as The Chesapeake Children's Interactive Museum. Located 4.1 km from the public maritime United States Naval Academy Museum, the accommodation comes with a terrace and playground for added enjoyment.
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
The spacious 1-bedroom Downtown Annapolis King George 3Rd Floor Hideaway Apartment is located 46 km from Union Marc Washington train station and about 5 minutes' walk from the Harwood Big Brice House. The apartment features Wi-Fi, along with parking for guests travelling 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
Downtown Annapolis King George 3Rd Floor Hideaway
The spacious 1-bedroom Downtown Annapolis King George 3Rd Floor Hideaway Apartment is located 46 km from Union Marc Washington train station and about 5 minutes' walk from the Harwood Big Brice House. The apartment features Wi-Fi, along with parking for guests travelling by car.
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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 located in a business area, around 6 km from Bay Head Park and offers guests to take advantage of a sundeck and a picnic area. Along with a vending machine and an outdoor fireplace, this accommodation also features a car park.
Activities such as canyoning and fisheries can be organised on site.
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 located in a business area, around 6 km from Bay Head Park and offers guests to take advantage of a sundeck and a picnic area. Along with a vending machine and an outdoor fireplace, this accommodation also features a car park.
Activities such as canyoning and fisheries can be organised on site.
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
Located approximately 10 minutes' drive from St. Anne's Episcopal Church, the 6-bedroom Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis has an outdoor swimming pool and is ideal for up to 18 guests. The accommodation offers guests a relaxing experience with a sauna.
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
Located approximately 10 minutes' drive from St. Anne's Episcopal Church, the 6-bedroom Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis has an outdoor swimming pool and is ideal for up to 18 guests. The accommodation offers guests a relaxing experience with a sauna.
Walk To Everything Historic Arts District
- Cookware/ Kitchen utensils
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Live entertainment
Nestled 18 minutes' walk from the blooming William Paca Garden, Walk To Everything Historic Arts District Annapolis villa is boasting beauty services, spa therapy, and a golf course for guests' enjoyment. Located a mere 1.7 km from the undergraduate college "United States Naval Academy Museum", this 2-bedroom holiday home provides Wi-Fi and a private parking lot.
Offering a treatment room and a foot bath, this Annapolis accommodation also has yoga instruction. There is a nightclub provided for guests' enjoyment, along with a fitness room for guests to stay fit. Treatment facilities feature body scrub, pedicure, and manicure.
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
Nestled 18 minutes' walk from the blooming William Paca Garden, Walk To Everything Historic Arts District Annapolis villa is boasting beauty services, spa therapy, and a golf course for guests' enjoyment. Located a mere 1.7 km from the undergraduate college "United States Naval Academy Museum", this 2-bedroom holiday home provides Wi-Fi and a private parking lot.
Offering a treatment room and a foot bath, this Annapolis accommodation also has yoga instruction. There is a nightclub provided for guests' enjoyment, along with a fitness room for guests to stay fit. Treatment facilities feature body scrub, pedicure, and manicure.
Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Patio
The 111 m² Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park Apartment is located 10 minutes' drive from The Kunta Kinte Alex Haley Memorial and 2.8 km from Annapolis Maritime Museum. Wi-Fi and a car park are provided for guests' business or leisure needs.
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
The 111 m² Bay Ridge Unit By Downtown Annapolis And Quiet Waters Park Apartment is located 10 minutes' drive from The Kunta Kinte Alex Haley Memorial and 2.8 km from Annapolis Maritime Museum. Wi-Fi and a car park are provided for guests' business or leisure needs.
Luxury Vacation Homes in Annapolis
Golden Anchor Retreat Lux Living!
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Golden Anchor Retreat Lux Living! Villa Annapolis is located about 7 km from the Harwood Big Brice House, giving access to various tourist spots nearby. This 3-bedroom villa hosts up to 7 guests and provides them with a private parking lot.
Golden Anchor Retreat Lux Living!
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heating
Golden Anchor Retreat Lux Living!
Golden Anchor Retreat Lux Living! Villa Annapolis is located about 7 km from the Harwood Big Brice House, giving access to various tourist spots nearby. This 3-bedroom villa hosts up to 7 guests and provides them with a private parking lot.
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Top location
Fisher House - Downtown Annapolis!
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Patio
The 3-bedroom Fisher House - Downtown Annapolis! villa hosts up to 9 guests and provides proximity to Mission Escape Rooms, situated just 7 minutes' stroll away. Providing guests with Wi-Fi and parking, the Annapolis holiday home is only 450 metres from Maryland State House.
Fisher House - Downtown Annapolis!
- BBQ facilities
- Air conditioning
- Tea and coffee facilities
- Heating
- Patio
Fisher House - Downtown Annapolis!
The 3-bedroom Fisher House - Downtown Annapolis! villa hosts up to 9 guests and provides proximity to Mission Escape Rooms, situated just 7 minutes' stroll away. Providing guests with Wi-Fi and parking, the Annapolis holiday home is only 450 metres from Maryland State House.
Waterfront Annapolis Cottage: Fire Pit & Pier
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
The 3-bedroom Waterfront Annapolis Cottage: Fire Pit & Pier is located within 6 km of Bay Head Park, giving access to various tourist spots nearby. This Annapolis holiday home is suitable for 5 guests and offers hire for rent.
Waterfront Annapolis Cottage: Fire Pit & Pier
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
Waterfront Annapolis Cottage: Fire Pit & Pier
The 3-bedroom Waterfront Annapolis Cottage: Fire Pit & Pier is located within 6 km of Bay Head Park, giving access to various tourist spots nearby. This Annapolis holiday home is suitable for 5 guests and offers hire for rent.
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
Situated merely a 7-minute walk from Annapolis Historic District, 1-bedroom Annapolis @Gate 1 Steps To The Harbor Free Parking Villa is ideal for up to 5 guests. Located not far from Elizabeth Myers Mitchell Art Gallery, the holiday home provides Wi-Fi and private 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
Situated merely a 7-minute walk from Annapolis Historic District, 1-bedroom Annapolis @Gate 1 Steps To The Harbor Free Parking Villa is ideal for up to 5 guests. Located not far from Elizabeth Myers Mitchell Art Gallery, the holiday home provides Wi-Fi and private parking.
Luxury Rooftop Pool & Dock Steps To Downtown
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Rooftop pool
Staying at the 2-bedroom Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa, guests can visit Hogshead Sign Shop, which is just 1.2 km away. The Annapolis holiday home is suitable for up to 6 guests and features a private parking lot.
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
Staying at the 2-bedroom Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa, guests can visit Hogshead Sign Shop, which is just 1.2 km away. The Annapolis holiday home is suitable for up to 6 guests and features a private parking lot.
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
Staying at the 4-bedroom 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 Villa, guests can easily reach Broadneck Peninsula Trail, located a mere 0.8 km away. This Annapolis holiday home is suitable for up to 12 guests and features parking.
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
Staying at the 4-bedroom 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 Villa, guests can easily reach Broadneck Peninsula Trail, located a mere 0.8 km away. This Annapolis holiday home is suitable for up to 12 guests and features parking.
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$ |